[go: up one dir, main page]

WO2024162523A1 - Bactericidal and preservative composition - Google Patents

Bactericidal and preservative composition Download PDF

Info

Publication number
WO2024162523A1
WO2024162523A1 PCT/KR2023/002900 KR2023002900W WO2024162523A1 WO 2024162523 A1 WO2024162523 A1 WO 2024162523A1 KR 2023002900 W KR2023002900 W KR 2023002900W WO 2024162523 A1 WO2024162523 A1 WO 2024162523A1
Authority
WO
WIPO (PCT)
Prior art keywords
antibacterial
chemical formula
manufacturing
preservative composition
compound represented
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/KR2023/002900
Other languages
French (fr)
Korean (ko)
Inventor
정국인
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bjbiochem Co Ltd
Original Assignee
Bjbiochem Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from KR1020230013650A external-priority patent/KR102668376B1/en
Priority claimed from KR1020230013652A external-priority patent/KR102668380B1/en
Priority claimed from KR1020230013651A external-priority patent/KR102668379B1/en
Application filed by Bjbiochem Co Ltd filed Critical Bjbiochem Co Ltd
Publication of WO2024162523A1 publication Critical patent/WO2024162523A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/02—Acyclic compounds
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
    • A01N31/14—Ethers
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02—Amines; Quaternary ammonium compounds
    • A01N33/04—Nitrogen directly attached to aliphatic or cycloaliphatic carbon atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P1/00—Disinfectants; Antimicrobial compounds or mixtures thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P3/00—Fungicides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings

Definitions

  • the present invention relates to an antibacterial and sterilizing composition and a preservative composition that protects the quality of products from microorganisms in various industrial fields, including home care products such as clothing detergents, dish detergents, and residential space cleaners, personal care products such as shampoos, body cleansers, wet tissues, and cleansing products, and cosmetic products such as creams and emulsions, and products containing the same.
  • home care products such as clothing detergents, dish detergents, and residential space cleaners
  • personal care products such as shampoos, body cleansers, wet tissues, and cleansing products
  • cosmetic products such as creams and emulsions, and products containing the same.
  • Antimicrobial agents are agents that inhibit the growth of bacteria or kill them.
  • detergent products containing a lot of water must contain preservatives to prevent the growth and decay of microorganisms and antibacterial agents to remove microorganisms that are sources of contamination in order to maintain quality for a long time.
  • These products have a very long shelf life, and are very likely to come into contact with microorganisms during their use and storage, and contain various carbon and nitrogen sources, and have a high moisture content essential for microbial growth, so antibacterial agents are essential.
  • antimicrobial agents are not used in a product or the antimicrobial effect is weak, not only is there a high risk of product deterioration and pathogen transmission, but microbial metabolism can also cause skin troubles and diseases, so the use of antimicrobial agents is unavoidable.
  • Isothiazolinone-based ingredients such as methylisothiazolinone, chloromethylisothiazolinone, and benzisothiazolinone (1,2-benzisothiazol-3(2H)-one), which are toxic chemicals, are still used for preservation purposes in products such as clothing, dishes, and household cleaning or fragrance products, wet wipes, shampoos, and cosmetics (creams, lipsticks, etc.).
  • Isothiazolinones which are toxic chemicals, are the most widely used because they are economical and effective, but regulations are expanding because they can act as carcinogens.
  • the inventors of the present invention while researching and developing a method for controlling microorganisms in a different way without using conventional antibacterial agents that cause harm to the human body in various ways, discovered that a compound represented by chemical formula 1 has an antibacterial effect.
  • the present invention specifically aims to provide an antibacterial and preservative composition comprising a compound represented by the following chemical formula 1.
  • the present invention specifically aims to provide an antibacterial and preservative composition
  • an antibacterial and preservative composition comprising a compound represented by the following chemical formula 1 and one of the compounds represented by the following chemical formula 2, chemical formula 3, or chemical formula 4.
  • the present invention has as a special problem the provision of various forms of products comprising the antibacterial and preservative composition.
  • the present invention has as a special problem a problem of providing an antibacterial method for treating bacteria with the antibacterial and preservative composition.
  • the present invention discloses the following means.
  • the present invention discloses an antibacterial and preservative composition
  • an antibacterial and preservative composition comprising a compound represented by chemical formula 1.
  • the present invention discloses an antibacterial and preservative composition
  • an antibacterial and preservative composition comprising (a) a compound represented by Chemical Formula 1, and (b) any one of the compounds represented by Chemical Formula 2, Chemical Formula 3, or Chemical Formula 4.
  • the antibacterial and preservative composition of the present invention exhibits a wide range of microbial control capabilities and has the advantage of being able to resolve problems such as human harmfulness and skin irritation caused by preservatives.
  • the present invention discloses a product comprising the above antibacterial and preservative composition.
  • the present invention discloses an antibacterial method comprising a step of treating bacteria with the antibacterial and preservative composition.
  • the antibacterial and preservative composition invented by the present inventors when included in various products such as cosmetics, hygiene products, and household chemical products, it can exhibit excellent antibacterial activity and a wide antibacterial spectrum while supporting emulsification and solubilization according to the characteristics of the surfactant.
  • the antibacterial and preservative composition of the present invention can exhibit a wide range of effects in a composition based on anionic and nonionic surfactants and a composition based on cationic surfactants, and thus can exhibit a wide range of applications.
  • the present invention provides an antibacterial and preservative composition
  • R 1 is a substituted or unsubstituted C 7 to C 17 alkyl or a substituted or unsubstituted C 7 to C 17 alkenyl.
  • the present invention provides an antibacterial and preservative composition
  • an antibacterial and preservative composition comprising (a) a compound represented by Chemical Formula 1, and (b) any one of the compounds represented by Chemical Formula 2, Chemical Formula 3, or Chemical Formula 4.
  • R 1 is a substituted or unsubstituted C 7 to C 17 alkyl or a substituted or unsubstituted C 7 to C 17 alkenyl
  • X and Y are each independently -CH-, -O- or -NR a ,
  • R a is -OH
  • Z is NH 2 -CH 2 -CH 2 -OH or nothing (Null),
  • K, l, and m are each independently integers from 1 to 4.
  • R 6 is -H, substituted or unsubstituted C 2 to C 18 alkyl or substituted or unsubstituted C 2 to C 18 alkenyl,
  • R 8 is -OH, COOH, -COOCH 3, -COOCH 2 CH 3 , -(CH 2 ) 4 NH- or And,
  • R 9 is -H, -(CH 2 ) 4 NH 2 or -(CH 2 ) 3 C(NH) 2 NH 2 ,
  • A is -H or nothing (Null)
  • n is an integer from 1 to 99
  • o is an integer from 1 to 3
  • R 10 is substituted or unsubstituted C 2 to C 10 alkyl, -OH or -O - Na + ,
  • R 11 is -(CH 2 ) q -, substituted or unsubstituted -(CH 2 ) r -N(R b )-(CH 2 ) s - , or unsubstituted phenylene (-C 6 H 4 -), which is substituted or unsubstituted with one or more substituents selected from the group consisting of -CH 2 -CHOH -CH 2- , a hydroxyl group, an unsubstituted C 1 to C 3 alkyl , and a carboxyl group,
  • R 12 is -OH, -COOH, an alkoxy group of C 1 to C 3 or -COO - Na + ,
  • R b is -(CH 2 ) t -N[(CH 2 ) u -CO 2 - )] 2 ,
  • p, q, r, s, t, u are each independently integers from 1 to 3.
  • antibacterial and preservative composition may mean a preservative composition, and may include all additives that can be used to prevent deterioration, decay, discoloration, and chemical changes of the composition to which they are added, and may also include functional antibiotics that inhibit the growth of microorganisms such as bacteria, mold, and yeast, thereby inhibiting the growth of putrefactive microorganisms or having a sterilizing effect.
  • the antibacterial and preservative composition may have an antibacterial or antifungal effect against bacteria or fungi, but is not limited thereto.
  • antibacterial means an action that inhibits or controls the growth and proliferation of bacteria.
  • antifungal means an action that inhibits or controls the growth and proliferation of fungi.
  • the antibacterial and preservative composition has antibacterial activity against Escherichia coli , Staphylococcus aureus , Pseudomonas aeruginosa , Klebsiella pneumoniae , methicillin-resistant Staphylococcus aureus , Bacillus subtilis , Vibrio parahaemolyticus , Salmonella typhimurium , Listeria monocytogenes or Shigella flexneri , or has antifungal activity against Candida albicans, Aspergillus brasiliensis or Aspergillus brasiliensis . This may include, but is not limited to:
  • the compound represented by Chemical Formula 1 or Chemical Formula 2 to Chemical Formula 4 is a preservative compound.
  • preservative refers to a chemical substance added to manage the quality of processed foods, beverages, cosmetics, pharmaceuticals, sanitary products, household chemical products, etc. that are industrially produced and distributed, and is used to prevent the quality of the product from deteriorating or becoming spoiled due to microbial spoilage or decomposition of chemical components. In other words, it means that it can exhibit antibacterial activity against at least one or more microorganisms among bacteria, molds, and yeasts, and is used as an antimicrobial and/or antibacterial and/or antifungal agent.
  • the antibacterial and preservative composition may be for controlling at least one microorganism selected from the group consisting of Escherichia coli , Staphylococcus aureus , Pseudomonas aeruginosa , Klebsiella pneumoniae , methicillin-resistant Staphylococcus aureus , Bacillus subtilis , Vibrio parahaemolyticus , Salmonella typhimurium , Listeria monocytogenes , Shigella flexneri , Candida albicans , Aspergillus brasiliensis and Aspergillus brasiliensis , and It is not limited.
  • it is for controlling at least one microorganism selected from the group consisting of Escherichia Coli , Staphylococcus Aureus , Pseudomonas Aeruginosa , Aspergillus brasiliensis , and Candida albicans.
  • the compound represented by the chemical formula 1 and any one of the compounds represented by the chemical formula 2, chemical formula 3, or chemical formula 4 may be included in a weight ratio of 0.01:9.99 to 9.99:0.01, and specifically, the compound represented by the chemical formula 1 and any one of the compounds represented by the chemical formula 2, chemical formula 3, or chemical formula 4 may be included in a weight ratio of 2:8, 4:6, 5:5, 7:3, and/or 8:2, but is not limited thereto.
  • 3,3'-(dodecylimino)dipropane-1,2-diol a compound represented by chemical formula 1
  • the compound represented by the chemical formula 1-1 is a surfactant compound having excellent emulsifying and solubilizing effects, and is mixed with any one of the compounds represented by the chemical formula 2, chemical formula 3, or chemical formula 4 to form an antibacterial composition, thereby effectively inhibiting Escherichia coli , Staphylococcus aureus , Pseudomonas aeruginosa , Klebsiella pneumoniae , methicillin-resistant Staphylococcus aureus , Bacillus subtilis , Vibrio parahaemolyticus , Salmonella typhimurium , Listeria monocytogenes , Shigella flexneri , Candida albicans , and Aspergillus niger.
  • the compound represented by the chemical formula 2 may be at least one selected from the group consisting of O-Methoxycinnamaldhide, 4-Methoxycinnamaldhide, Raspberry ketone, 3-phenyl-1-propanol, Hydroxy acetophenone, Sodium benzoate, Phenoxyethanol, Tropolone, Piroctone Olamine, and Sodium dehydroacetate, but is not limited thereto.
  • O-Methoxycinnamaldhide 4-Methoxycinnamaldhide is , Raspberry ketone , 3-phenyl-1-propanol is , 4-Hydroxy acetophenone , sodium benzoate , Phenoxyethanol is , Tropolone is , Piroctone Olamine , Sodium dehydroacetate is It has the structure of .
  • the compound represented by the chemical formula 3 may be at least one selected from the group consisting of Lauroyl arginine methyl ester, Lauroyl lysine methyl ester, Lauroyl arginine ethyl ester, Iodopropynyl Butylcarbamate, Polylysine, Lauroyl Lysine, and Caprylhydroxamic Acid, but is not limited thereto.
  • lauroyl arginine methyl ester Lauroyl lysine methyl ester
  • Lauroyl arginine ethyl ester Lauroyl arginine ethyl ester
  • Iodopropynyl Butylcarbamate Polylysine is
  • Lauroyl Lysine is , Caprylhydroxamic Acid It has the structure of .
  • the compound represented by the chemical formula 4 may be at least one selected from the group consisting of Hexane-1,2-diol, Octane-1,2-diol, Decane-1,2-diol, Ethylhexylglycerin, Glyceryl monoCaprylate, Octyl glycerin, Hexyl glycerin, Levulinic acid, Citric Acid, Sodium Anisate, Disodium EDTA, and Tetrasodium EDTA, but is not limited thereto.
  • hexane-1,2-diol Octane-1,2-diol
  • Decane-1,2-diol Ethylhexylglycerin
  • Glyceryl monoCaprylate is , Octyl glycerin
  • Hexyl glycerin is ,
  • Levulinic acid is , citric acid
  • Sodium Anisate is ,
  • Disodium EDTA is
  • Tetrasodium EDTA is It has the structure of .
  • chemical formula 3 or chemical formula 4 is used as a composition of an antibacterial and preservative composition together with the compound represented by chemical formula 1, the growth of microorganisms such as bacteria, mold and yeast can be inhibited, thereby preventing the growth of putrefactive microorganisms, compared to when each is used alone, and the sterilizing power can be increased, thereby exhibiting a synergistic effect.
  • the present invention provides a product comprising the above antibacterial and preservative composition.
  • the product may be a cosmetic, a hygiene product, or a household chemical product, but is not limited thereto.
  • the term "cosmetics” refers to products that are applied to the human body, rubbed in, sprayed on, or used in a similar manner to cleanse and beautify the human body, add attractiveness, brighten the appearance, or maintain or improve the health of the skin and hair, and that have a mild effect on the human body.
  • sanitary products means products that require special sanitary management to ensure health and hygiene.
  • the term “household chemical product” refers to a chemical product used in everyday living spaces such as homes, offices, and multi-use facilities, which has the potential to cause exposure of people or the environment to chemical substances.
  • the cosmetic can be manufactured in any formulation commonly manufactured in the art according to the Cosmetics Act, and can be formulated as any one selected from the group consisting of a solution, a suspension, an emulsion, a paste, a gel, a cream, a pact, a powder, an emulsion foundation, a wax foundation, a spray, a soap, a facial cleansing, a body cleansing, a hair shampoo, and a hair rinse, but is not limited thereto.
  • the cosmetic can be manufactured in the form of a flexible toner, a nutritional toner, a cream, a nutritional cream, a massage cream, a lipstick, a pact, an essence, an eye cream, a cleansing cream, a cleansing foam, a cleansing water, a pack, or a spray.
  • the sanitary product may be selected from the group consisting of dishwashing detergent, dishwasher detergent, and wet tissue according to the Sanitary Product Management Act, but is not limited thereto.
  • the household chemical product may be selected from the group consisting of clothing detergents, residential space cleaners, deodorizers, air cleaners, indoor air fresheners, fragrances, fabric softeners, multipurpose cleaning products, sterilizing products, antibacterial products, disinfecting products, and bactericidal agents, but is not limited thereto.
  • the antibacterial and preservative composition may be included in an amount of 0.01 to 10 wt% with respect to the cosmetic, hygiene product or household chemical product, but is not limited thereto.
  • the product may be selected from the group consisting of, but is not limited to, a liquid detergent composition for clothing, a kitchen detergent composition, a wet tissue concentrate composition, a shampoo concentrate composition, a cosmetic cream concentrate composition, and a cosmetic pack composition.
  • the product containing the antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and O-Methoxycinnamaldhide, 4-methoxycinnamaldhide, raspberry ketone, 3-phenyl-1-propanol, hydroxy acetophenone, sodium benzoate, phenoxyethanol, Tropolone, Piroctone Olamine and sodium
  • an antibacterial and preservative composition combining any one compound of sodium dehydroacetate , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.
  • the product including the antibacterial and preservative composition comprises an antibacterial and preservative composition combining a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and any one compound among Lauroyl arginine methyl ester, Lauroyl lysine methyl ester, Lauroyl arginine ethyl ester, Iodopropynyl Butylcarbamate, Polylysine, Lauroyl Lysine and Caprylhydroxamic Acid represented by Chemical Formula 3. It can effectively control E.coli, S.aureus, P.aeruginosa, A. brasiliensis and C.albicans .
  • a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 and hexane-1,2-diol, octane-1,2-diol, decane-1,2-diol, ethylhexylglycerin, glyceryl monocaprylate, octyl glycerin, hexyl glycerin, levulinic acid, citric acid,
  • an antibacterial and preservative composition combining any one compound of sodium anisate, disodium EDTA and tetrasodium EDTA , E. coli, S. aureus, P. aeruginosa
  • a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and O-Methoxycinnamaldhide, 4-methoxycinnamaldhide, raspberry ketone, 3-phenyl-1-propanol, hydroxy acetophenone, sodium benzoate, phenoxyethanol, Tropolone, Piroctone Olamine and sodium
  • an antibacterial and preservative composition combining any one compound of sodium dehydroacetate , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.
  • the product including the antibacterial and preservative composition comprises an antibacterial and preservative composition combining a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and any one compound among Lauroyl arginine methyl ester, Lauroyl lysine methyl ester, Lauroyl arginine ethyl ester, Iodopropynyl Butylcarbamate, Polylysine, Lauroyl Lysine and Caprylhydroxamic Acid represented by Chemical Formula 3. It can effectively control E.coli, S.aureus, P.aeruginosa, A. brasiliensis and C.albicans .
  • a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 and hexane-1,2-diol, octane-1,2-diol, decane-1,2-diol, ethylhexylglycerin, glyceryl monocaprylate, octyl glycerin, hexyl glycerin, levulinic acid, citric acid,
  • an antibacterial and preservative composition combining any one compound of sodium anisate, disodium EDTA and tetrasodium EDTA , E. coli, S. aureus, P. aeruginosa, A
  • a product including an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and O-Methoxycinnamaldhide, 4-methoxycinnamaldhide, raspberry ketone, 3-phenyl-1-propanol, hydroxy acetophenone, sodium benzoate, phenoxyethanol, Tropolone, Piroctone Olamine and sodium
  • an antibacterial and preservative composition combining any one compound of sodium dehydroacetate , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.
  • the antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and one of the compounds of Lauroyl arginine methyl ester, Lauroyl lysine methyl ester, Lauroyl arginine ethyl ester, Iodopropynyl Butylcarbamate, Polylysine, Lauroyl Lysine and Caprylhydroxamic Acid represented by Chemical Formula 3. It can effectively control E.coli, S.aureus, P.aeruginosa, A. brasiliensis and C.albicans .
  • a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and hexane-1,2-diol, octane-1,2-diol, decane-1,2-diol, ethylhexylglycerin, glyceryl monocaprylate, octyl glycerin, hexyl glycerin, levulinic acid, citric acid,
  • an antibacterial and preservative composition combining any one compound of sodium anisate, disodium EDTA and tetrasodium EDTA , E. coli, S. aureus, P. aeruginosa
  • a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and O-Methoxycinnamaldhide, 4-methoxycinnamaldhide, raspberry ketone, 3-phenyl-1-propanol, hydroxy acetophenone, sodium benzoate, phenoxyethanol, Tropolone, Piroctone Olamine and sodium
  • an antibacterial and preservative composition combining any one compound of sodium dehydroacetate , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.
  • the product comprises an antibacterial and preservative composition in which a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 is combined with any one compound among Lauroyl arginine methyl ester, Lauroyl lysine methyl ester, Lauroyl arginine ethyl ester, Iodopropynyl Butylcarbamate, Polylysine, Lauroyl Lysine and Caprylhydroxamic Acid represented by Chemical Formula 3. It can effectively control E.coli, S.aureus, P.aeruginosa, A. brasiliensis and C.albicans .
  • a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 and hexane-1,2-diol, octane-1,2-diol, decane-1,2-diol, ethylhexylglycerin, glyceryl monocaprylate, octyl glycerin, hexyl glycerin, levulinic acid, citric acid,
  • an antibacterial and preservative composition combining any one compound of sodium anisate, disodium EDTA and tetrasodium EDTA , E. coli, S. aureus, P. aeruginosa, A
  • the product comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and O-Methoxycinnamaldhide, 4-methoxycinnamaldhide, raspberry ketone, 3-phenyl-1-propanol, hydroxy acetophenone, sodium benzoate, phenoxyethanol, Tropolone, Piroctone Olamine and sodium
  • an antibacterial and preservative composition combining any one compound of sodium dehydroacetate , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.
  • the product including the antibacterial and preservative composition comprises an antibacterial and preservative composition combining a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and any one compound among Lauroyl arginine methyl ester, Lauroyl lysine methyl ester, Lauroyl arginine ethyl ester, Iodopropynyl Butylcarbamate, Polylysine, Lauroyl Lysine and Caprylhydroxamic Acid represented by Chemical Formula 3. It can effectively control E.coli, S.aureus, P.aeruginosa, A. brasiliensis and C.albicans .
  • a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 and hexane-1,2-diol, octane-1,2-diol, decane-1,2-diol, ethylhexylglycerin, glyceryl monocaprylate, octyl glycerin, hexyl glycerin, levulinic acid, citric acid,
  • an antibacterial and preservative composition combining any one compound of sodium anisate, disodium EDTA and tetrasodium EDTA , E. coli, S. aureus, P. aeruginosa,
  • a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 and O-Methoxycinnamaldhide, 4-methoxycinnamaldhide, raspberry ketone, 3-phenyl-1-propanol, hydroxy acetophenone, sodium benzoate, phenoxyethanol, Tropolone, Piroctone Olamine and sodium
  • an antibacterial and preservative composition combining any one compound of sodium dehydroacetate , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.
  • the product including an antibacterial and preservative composition comprises an antibacterial and preservative composition by combining a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and any one compound among Lauroyl arginine methyl ester, Lauroyl lysine methyl ester, Lauroyl arginine ethyl ester, Iodopropynyl Butylcarbamate, Polylysine, Lauroyl Lysine and Caprylhydroxamic Acid represented by Chemical Formula 3. It can effectively control E.coli, S.aureus, P.aeruginosa, A. brasiliensis and C.albicans .
  • a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 and hexane-1,2-diol, octane-1,2-diol, decane-1,2-diol, ethylhexylglycerin, glyceryl monocaprylate, octyl glycerin, hexyl glycerin, levulinic acid, citric acid,
  • an antibacterial and preservative composition combining any one compound of sodium anisate, disodium EDTA and tetrasodium EDTA , E. coli, S. aureus, P. aeruginosa, A
  • the present invention provides an antibacterial method comprising a step of treating bacteria with the antibacterial and preservative composition.
  • the method of treating the above antibacterial and preservative composition with bacteria can be appropriately used according to a conventional method well known to those skilled in the art in various fields requiring antibacterial effects.
  • the amount of the antibacterial and preservative composition to be treated can be appropriately determined depending on the intended use.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and an O-methoxycinnamaldehyde compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a 4-methoxycinnamaldehyde compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a raspberry ketone compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a 3-phenyl-1-propanol compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a hydroxy acetophenone compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a sodium benzoate compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a phenoxyethanol compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a tropolone compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing 3,3'-(dodecylimino)dipropane-1,2-diol represented by chemical formula 1 and piroctone olamine compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a sodium dehydroacetate compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • Comparative Examples 1 to 11 Preparation of an antibacterial and preservative composition using a compound represented by Chemical Formula 1 or Chemical Formula 2
  • a 4-methoxycinnamaldehyde compound represented by chemical formula 2 was used.
  • a raspberry ketone compound represented by chemical formula 2 was used.
  • a 3-phenyl-1-propanol compound represented by chemical formula 2 was used.
  • a hydroxyacetophenone compound represented by chemical formula 2 was used.
  • a sodium benzoate compound represented by chemical formula 2 was used.
  • a phenoxyethanol compound represented by chemical formula 2 was used.
  • a tropolone compound represented by chemical formula 2 was used.
  • a piroctone olamine compound represented by chemical formula 2 was used.
  • a sodium dehydroacetate compound represented by chemical formula 2 was used.
  • the components used in the following Manufacturing Examples and Manufacturing Comparative Examples were purchased from Sigma-Aldrich Korea and TCI. Using the antibacterial and preservative compositions of the examples in which the 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1 and the compound represented by Chemical Formula 2 were mixed in a weight ratio of 8:2, manufacturing examples of cosmetics, sanitary products, or household chemical products were manufactured. In addition, using the antibacterial and preservative compositions of the comparative examples containing only the compound of Chemical Formula 1 or Chemical Formula 2, manufacturing comparative examples of cosmetics, sanitary products, or household chemical products were manufactured.
  • a liquid detergent composition for clothes comprising 6 wt% of laureth-7, 3 wt% of alkylbenzene sulfonate, 5 wt% of sodium laureth-2 sulfate, 0.3 wt% of protease, 0.3 wt% of lipase, 1 wt% of coco fatty acid soap, 2 wt% of salt, 0.2 wt% of fragrance, 81.7 wt% of purified water, and 0.5 wt% of an antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, and 10 were used to sequentially manufacture liquid detergent compositions for clothing according to Manufacturing Examples 2, 3, 4, 5, 6, 7, 8, 9, and 10 using the same method as that described in Manufacturing Example 1.
  • a kitchen detergent composition was prepared including 5 wt% of sodium laureth-2 sulfate, 4 wt% of alpha-olefin sulfate, 2 wt% of amine oxide, 2 wt% of alkyl polyglucoside, 2 wt% of alkyl benzene sulfonate, 2 wt% of glycerin, 0.2 wt% of a fragrance, 82.5 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, and 10 were used to manufacture kitchen detergent compositions of Manufacturing Examples 12, 13, 14, 15, 16, 17, 18, 19, and 20 in that order using the same method as described in Manufacturing Example 11.
  • a wet tissue stock composition was prepared, including 1 wt% of a natural extract, 98.7 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, and 10 were used to sequentially manufacture wet tissue stock compositions of Manufacturing Examples 22, 23, 24, 25, 26, 27, 28, 29, and 30 using the same method as described in Manufacturing Example 21.
  • a shampoo stock composition was prepared including 0.05 wt% of disodium EDTA, 0.1 wt% of panthenol, 1 wt% of glycerin, 1 wt% of tocopheryl acetate, 0.5 wt% of polyquaternium-7, 8 wt% of sodium laureth sulfate, 5 wt% of cocamidopropyl betaine, 2 wt% of sodium cocoyl sarcosinate, 0.5 wt% of polyquaternium-10, 1 wt% of fragrance, 80.55 wt% of purified water, and 0.3 wt% of the antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, and 10 were used to sequentially manufacture shampoo stock compositions of Manufacturing Examples 32, 33, 34, 35, 36, 37, 38, 39, and 40 in the same manner as described in Manufacturing Example 31.
  • a cream stock composition was prepared including 2.5 wt% of cetostearyl alcohol, 1.5 wt% of glyceryl stearate, 5.0 wt% of trioctanoin, 1.2 wt% of polysorbate 60, 0.5 wt% of sorbitan stearate, 5.0 wt% of squalane, 3.0 wt% of liquid paraffin, 3.0 wt% of cyclomethicone, 0.2 wt% of delta-tocopherol, 4.0 wt% of glycerin, 2.0 wt% of 1,3-butylene glycol, 0.2 wt% of xanthan gum, 0.05 wt% of EDTA-2Na, 0.1 wt% of fragrance, 71.55 wt% of purified water, and 0.2 wt% of the antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, and 10 were used to sequentially manufacture cream stock compositions of Manufacturing Examples 42, 43, 44, 45, 46, 47, 48, 49, and 50 in the same manner as described in Manufacturing Example 41.
  • a pact (solid color) composition comprising 25 wt% of spherical powder (Silica-HDI), 10 wt% of calcium aluminum borosilicate, 20 wt% of oil binder silicone oil (Dimethicone), 0.2 wt% of fragrance, 5 wt% of pigment, 20 wt% of ethanol, 19.4 wt% of platelet powder talc (Talc JA 46R), and 0.4 wt% of an antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, and 10 were used to manufacture the fact (solid color) compositions of Manufacturing Examples 52, 53, 54, 55, 56, 57, 58, 59, and 60 in that order using the same method as described in Manufacturing Example 51.
  • a liquid detergent composition for clothes comprising 6 wt% of laureth-7, 3 wt% of alkylbenzene sulfonate, 5 wt% of sodium laureth-2 sulfate, 0.3 wt% of protease, 0.3 wt% of lipase, 1 wt% of coco fatty acid soap, 2 wt% of salt, 0.2 wt% of fragrance, 81.7 wt% of purified water, and 0.5 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.
  • the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, and 11 were used to sequentially manufacture liquid detergent compositions for clothing of Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, and 11 using the same method as described in Comparative Example 1.
  • a kitchen detergent composition was prepared including 5 wt% of sodium laureth-2 sulfate, 4 wt% of alpha-olefin sulfate, 2 wt% of amine oxide, 2 wt% of alkyl polyglucoside, 2 wt% of alkyl benzene sulfonate, 2 wt% of glycerin, 0.2 wt% of a fragrance, 82.5 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.
  • the antibacterial and preservative compositions manufactured according to Comparative Example 2 instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, and 11 were used to manufacture kitchen detergent compositions of Comparative Examples 13, 14, 15, 16, 17, 18, 19, 20, 21, and 22 in that order using the same method as described in Comparative Example 12.
  • a wet tissue stock composition was prepared, including 1 wt% of a natural extract, 98.7 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.
  • the antibacterial and preservative compositions manufactured according to Comparative Example 2 instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, and 11 were used to sequentially manufacture wet tissue stock compositions of Comparative Examples 24, 25, 26, 27, 28, 29, 30, 31, 32, and 33 using the same method as described in Comparative Example 23.
  • a shampoo stock composition was prepared including 0.05 wt% of disodium EDTA, 0.1 wt% of panthenol, 1 wt% of glycerin, 1 wt% of tocopheryl acetate, 0.5 wt% of polyquaternium-7, 8 wt% of sodium laureth sulfate, 5 wt% of cocamidopropyl betaine, 2 wt% of sodium cocoyl sarcosinate, 0.5 wt% of polyquaternium-10, 1 wt% of fragrance, 80.55 wt% of purified water, and 0.3 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.
  • the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, and 11 were used to sequentially manufacture shampoo stock compositions of Comparative Examples 35, 36, 37, 38, 39, 40, 41, 42, 43, and 44 using the same method as described in Comparative Example 34.
  • a cream stock composition was prepared, including 2.5 wt% of cetostearyl alcohol, 1.5 wt% of glyceryl stearate, 5.0 wt% of trioctanoin, 1.2 wt% of polysorbate 60, 0.5 wt% of sorbitan stearate, 5.0 wt% of squalane, 3.0 wt% of liquid paraffin, 3.0 wt% of cyclomethicone, 0.2 wt% of delta-tocopherol, 4.0 wt% of glycerin, 2.0 wt% of 1,3-butylene glycol, 0.2 wt% of xanthan gum, 0.05 wt% of EDTA-2Na, 0.1 wt% of fragrance, 71.55 wt% of purified water, and 0.2 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.
  • the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, and 11 were used to sequentially manufacture the cream stock compositions of Comparative Examples 46, 47, 48, 49, 50, 51, 52, 53, 54, and 55 using the same method as described in Comparative Example 45.
  • a pact (solid color) composition was prepared including 25 wt% of a spherical powder (Silica-HDI), 10 wt% of calcium aluminum borosilicate, 20 wt% of an oil binder silicone oil (Dimethicone), 0.2 wt% of a fragrance, 5 wt% of a pigment, 20 wt% of ethanol, 19.4 wt% of a platelet powder talc (Talc JA 46R), and 0.4 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.
  • a spherical powder Silica-HDI
  • 10 wt% of calcium aluminum borosilicate 20 wt% of an oil binder silicone oil (Dimethicone)
  • 0.2 wt% of a fragrance 5 wt% of a pigment
  • 20 wt% of ethanol 20 wt% of ethanol
  • 19.4 wt% of a platelet powder talc Talc JA
  • the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, and 11 were used to manufacture the fact (solid color) compositions of Comparative Examples 57, 58, 59, 60, 61, 62, 63, 64, 65, and 66 in that order using the same method as described in Comparative Example 56.
  • Antibacterial tests were performed on bacteria, mold, and yeast, respectively, using the following methods for the compounds represented by chemical formula 1 using the disk diffusion method, the antibacterial and preservative compositions manufactured by the above examples and comparative examples, and the cosmetic, hygiene product, and household chemical product compositions manufactured by the manufacturing examples and comparative manufacturing examples.
  • Pseudomonas aeruginosa Three types of bacteria, Pseudomonas aeruginosa , Staphylococcus aureus , and Escherichia coli , were cultured in Tryptic soy broth medium, and Candida albicans was cultured in Sabouraud dextrose broth medium. Aspergillus brasiliensis was subcultured in PDA (Potato dextrose agar) medium, and spores were collected using sterile saline solution to prepare a fungal solution.
  • the antibacterial activity of the test solution was measured using the broth dilution method.
  • the test solution was diluted from a maximum concentration of 5% to a minimum concentration of 0.0001% and used.
  • the test solution and the strain were cultured together, and the turbidity of the tube was checked. At this time, the concentration of the test solution in the tube where no bacterial growth was observed among the tubes treated with the test solution at different concentrations was determined as the minimum inhibitory concentration (MIC) compared to the turbidity shown in the tubes where the strain was only inoculated without treating the test solution to the medium.
  • MIC minimum inhibitory concentration
  • test strains E. coli , S. aureus, and P. aeruginosa , were inoculated into Tryptic Soy Broth and cultured at 35 ⁇ 2°C for 16-24 hours.
  • C. albicans was inoculated into Sabouraud Dextrose Broth and cultured at 25°C for 24-48 hours.
  • A. brasiliensis was spread on potato dextrose agar and cultured at (25 ⁇ 1)°C for 7 days.
  • Sterile saline solution was dispensed onto the solid medium on which the bacteria had grown, and the spores were removed using a spreader and then diluted in sterile saline solution.
  • the antibacterial and preservative compositions of Examples 1 to 10 were dissolved in dipropylene glycol and used as test solutions.
  • Comparative examples 1 to 11 were used as comparative solutions.
  • Liquid media was placed in the tube, and the test solution was diluted from the highest concentration of 5% to the lowest concentration of 0.0001%. Tryptic Soy Broth was used for E. coli, S. aureus, and P. aeruginosa (bacteria), and Sabouraud Dextrose Broth was used for C. albicans and A. brasiliensis (fungi).
  • the strain concentration in the test tube was 1X10 5 CFU/mL.
  • the tubes treated with the test solution were cultured at 35 ⁇ 2°C for 16-24 hours.
  • C. albicans and A. brasiliensis were inoculated so that the strain concentration in the test tube was 1X10 4 CFU/mL.
  • C. albicans was cultured at 25°C for 24-48 hours, and A. brasiliensis was cultured at 25°C for 46-50 hours.
  • a medium tube without the inoculum was used as a negative control, and a tube inoculated with only the inoculum in the medium without the test solution was used as a growth control.
  • the MIC of the test bacteria for the solvent was confirmed under the same conditions as the test conditions of the sample.
  • Table 2 shows the results of antibacterial tests on bacteria, mold, and yeast for antibacterial and preservative compositions manufactured according to examples
  • Table 3 shows the results of antibacterial and preservative compositions manufactured according to comparative examples, expressed in terms of minimum inhibitory concentrations (MIC).
  • the antibacterial and preservative compositions of all examples manufactured according to the present invention exhibited superior antibacterial effects against bacteria, mold, and yeast compared to the antibacterial and preservative compositions of comparative examples using only the compounds of Table 3.
  • the antibacterial and preservative composition combining the compound of Chemical Formula 1 and the compound of Chemical Formula 2 in a ratio of 8:2 could most effectively control bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).
  • Example 1 (5:5) 0.015 0.015 0.07 0.02 0.001
  • Example 1 (8:2) 0.01 0.01 0.05 0.015 0.001
  • Example 2 (2:8) 0.05 0.015 0.1 0.02 0.001
  • Example 2 (5:5) 0.03 0.01 0.08 0.015 0.0008
  • Example 3 (8:2) 0.07 0.02 0.1 0.08 0.03
  • Example 4 (2:8) 0.3 0.3 0.15 0.02 0.02
  • Example 4 (5:5) 0.2 0.1 0.12 0.015 0.015
  • Example 5 (2:8) 0.12 0.15 0.
  • Bacterial solutions of Pseudomonas aeruginosa , Staphylococcus aureus , and Escherichia coli and two types of fungal solutions of Candida albicans and Aspergillus brasiliensis were prepared, respectively.
  • the liquid detergent composition for clothing, kitchen detergent composition, wet tissue concentrate composition, shampoo concentrate composition, cosmetic cream concentrate composition, and cosmetic compact composition prepared in Manufacturing Examples and Manufacturing Comparative Examples were each divided into five sample bottles and prepared, and then each of the bacteria ( E. coli, S. Aureus, P. Aeruginosa ) and Candida ( C. albicans ) and black mold ( A. brasiliensis ) was inoculated.
  • the sample bottles inoculated only with the fungal solutions without the formulation compositions were used as a control group without preservative treatment.
  • the samples were classified by date, such that the start date of the inoculation experiment was Day-0, the 24-hour day after inoculation was Day-1, and the 7-day day after inoculation was Day-7.
  • TSA Transcription soy agar
  • PDA Potato dextrose agar
  • E. coli, S. Aureus, P. Aeruginosa E. coli, S. Aureus, P. Aeruginosa
  • yeast C. albicans
  • mold A. brasiliensis
  • Tables 4 to 15 show the antibacterial effects of the cosmetic, sanitary, and household chemical product compositions of the Manufacturing Examples and Manufacturing Comparative Examples, including the antibacterial and preservative compositions of the Examples and Comparative Examples.
  • the number of bacteria remaining after 7 days after applying the Manufacturing Examples and Manufacturing Comparative Examples to bacteria, mold, and yeast was expressed as CFU/mL. If the number of bacteria remaining was too large to count, it was expressed as TNTC (too-numerous-to-count).
  • Table 4 below shows the results of antibacterial tests against bacteria, mold, and yeast of the liquid detergent compositions for clothing of Manufacturing Examples 1 to 10
  • Table 5 shows the results of antibacterial tests against bacteria, mold, and yeast of the liquid detergent compositions for clothing of Manufacturing Comparative Examples 1 to 11.
  • liquid detergent compositions for clothing according to Manufacturing Examples 1 to 10 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.
  • liquid detergent compositions for clothing according to Manufacturing Examples 1 to 10 containing both Chemical Formula 1 and Chemical Formula 2 had superior antibacterial effects against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) compared to the liquid detergent compositions for clothing according to Manufacturing Comparative Examples 1 to 11 containing only Chemical Formula 1 or Chemical Formula 2.
  • Table 6 below shows the results of antibacterial tests against bacteria, mold, and yeast of the kitchen detergent compositions of Manufacturing Examples 11 to 20, and Table 7 shows the results of antibacterial tests against bacteria, mold, and yeast of the kitchen detergent compositions of Manufacturing Comparative Examples 12 to 22.
  • Table 8 below shows the results of antibacterial tests against bacteria, mold, and yeast of the wet tissue stock compositions of Manufacturing Examples 21 to 30, and Table 9 shows the results of antibacterial tests against bacteria, mold, and yeast of the wet tissue stock compositions of Manufacturing Comparative Examples 23 to 33.
  • wet tissue stock compositions according to Manufacturing Examples 21 to 30 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.
  • Table 10 shows the results of antibacterial tests against bacteria, mold, and yeast of the shampoo stock compositions of Manufacturing Examples 31 to 40
  • Table 11 shows the results of antibacterial tests against bacteria, mold, and yeast of the shampoo stock compositions of Manufacturing Comparative Examples 34 to 44.
  • the shampoo concentrate compositions according to Manufacturing Examples 31 to 40 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.
  • Table 12 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic cream original solution compositions of Manufacturing Examples 41 to 50
  • Table 13 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic cream original solution compositions of Manufacturing Comparative Examples 45 to 55.
  • Table 14 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic pack compositions of Manufacturing Examples 51 to 60
  • Table 15 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic pack compositions of Manufacturing Comparative Examples 56 to 66.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a lauroyl arginine methyl ester compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a lauroyl lysine methyl ester compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a lauroyl arginine ethyl ester compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and an iodopropynyl butylcarbamate compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a polylysine compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a lauroyl lysine compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a caprylhydroxamic acid compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • Comparative Examples 1 to 8 Preparation of an antibacterial and preservative composition using a compound represented by Chemical Formula 1 or Chemical Formula 3
  • a lauroyl arginine methyl ester compound represented by chemical formula 2 was used.
  • a lauroyl lysine methyl ester compound represented by chemical formula 2 was used.
  • a lauroyl arginine ethyl ester compound represented by chemical formula 2 was used.
  • a polylysine compound represented by chemical formula 2 was used.
  • a lauroyl lysine compound represented by chemical formula 2 was used.
  • a caprylhydroxamic acid compound represented by chemical formula 2 was used.
  • the components used in the following Manufacturing Examples and Manufacturing Comparative Examples were purchased from Sigma-Aldrich Korea and TCI. Using the antibacterial and preservative compositions of the examples in which the 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1 and the compound represented by Chemical Formula 2 were mixed in a weight ratio of 8:2, manufacturing examples of cosmetics, sanitary products, or household chemical products were manufactured. In addition, using the antibacterial and preservative compositions of the comparative examples containing only the compound of Chemical Formula 1 or Chemical Formula 2, manufacturing comparative examples of cosmetics, sanitary products, or household chemical products were manufactured.
  • a liquid detergent composition for clothes comprising 6 wt% of laureth-7, 3 wt% of alkylbenzene sulfonate, 5 wt% of sodium laureth-2 sulfate, 0.3 wt% of protease, 0.3 wt% of lipase, 1 wt% of coco fatty acid soap, 2 wt% of salt, 0.2 wt% of fragrance, 81.7 wt% of purified water, and 0.5 wt% of an antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, and 7 were used to sequentially manufacture liquid detergent compositions for clothing according to Manufacturing Examples 2, 3, 4, 5, 6, and 7 using the same method as described in Manufacturing Example 1.
  • a kitchen detergent composition was prepared including 5 wt% of sodium laureth-2 sulfate, 4 wt% of alpha-olefin sulfate, 2 wt% of amine oxide, 2 wt% of alkyl polyglucoside, 2 wt% of alkyl benzene sulfonate, 2 wt% of glycerin, 0.2 wt% of a fragrance, 82.5 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, and 7 were used to manufacture kitchen detergent compositions of Manufacturing Examples 9, 10, 11, 12, 13, and 14 in that order using the same method as that described in Manufacturing Example 8.
  • a wet tissue stock composition was prepared, including 1 wt% of a natural extract, 98.7 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, and 7 were used to sequentially manufacture wet tissue stock compositions of Manufacturing Examples 16, 17, 18, 19, 20, and 21 using the same method as described in Manufacturing Example 15.
  • a shampoo stock composition was prepared including 0.05 wt% of disodium EDTA, 0.1 wt% of panthenol, 1 wt% of glycerin, 1 wt% of tocopheryl acetate, 0.5 wt% of polyquaternium-7, 8 wt% of sodium laureth sulfate, 5 wt% of cocamidopropyl betaine, 2 wt% of sodium cocoyl sarcosinate, 0.5 wt% of polyquaternium-10, 1 wt% of fragrance, 80.55 wt% of purified water, and 0.3 wt% of the antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, and 7 were used to sequentially manufacture shampoo stock compositions of Manufacturing Examples 23, 24, 25, 26, 27, and 28 in the same manner as described in Manufacturing Example 22.
  • a cream stock composition was prepared including 2.5 wt% of cetostearyl alcohol, 1.5 wt% of glyceryl stearate, 5.0 wt% of trioctanoin, 1.2 wt% of polysorbate 60, 0.5 wt% of sorbitan stearate, 5.0 wt% of squalane, 3.0 wt% of liquid paraffin, 3.0 wt% of cyclomethicone, 0.2 wt% of delta-tocopherol, 4.0 wt% of glycerin, 2.0 wt% of 1,3-butylene glycol, 0.2 wt% of xanthan gum, 0.05 wt% of EDTA-2Na, 0.1 wt% of fragrance, 71.55 wt% of purified water, and 0.2 wt% of the antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, and 7 were used to manufacture the cream stock compositions of Manufacturing Examples 30, 31, 32, 33, 34, and 35 in that order using the same method as described in Manufacturing Example 29.
  • a pact (solid color) composition comprising 25 wt% of spherical powder (Silica-HDI), 10 wt% of calcium aluminum borosilicate, 20 wt% of oil binder silicone oil (Dimethicone), 0.2 wt% of fragrance, 5 wt% of pigment, 20 wt% of ethanol, 19.4 wt% of platelet powder talc (Talc JA 46R), and 0.4 wt% of an antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6 and 7 were used to manufacture the fact (solid color) compositions of Manufacturing Examples 37, 38, 39, 40, 41 and 42 in that order using the same method as described in Manufacturing Example 36.
  • a liquid detergent composition for clothes comprising 6 wt% of laureth-7, 3 wt% of alkylbenzene sulfonate, 5 wt% of sodium laureth-2 sulfate, 0.3 wt% of protease, 0.3 wt% of lipase, 1 wt% of coco fatty acid soap, 2 wt% of salt, 0.2 wt% of fragrance, 81.7 wt% of purified water, and 0.5 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.
  • the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, and 8 were used to sequentially manufacture liquid detergent compositions for clothing of Comparative Examples 2, 3, 4, 5, 6, 7, and 8 using the same method as described in Comparative Example 1.
  • a kitchen detergent composition was prepared including 5 wt% of sodium laureth-2 sulfate, 4 wt% of alpha-olefin sulfate, 2 wt% of amine oxide, 2 wt% of alkyl polyglucoside, 2 wt% of alkyl benzene sulfonate, 2 wt% of glycerin, 0.2 wt% of a fragrance, 82.5 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.
  • a wet tissue stock composition was prepared, including 1 wt% of a natural extract, 98.7 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.
  • the antibacterial and preservative compositions manufactured according to Comparative Example 2 were used to sequentially manufacture wet tissue stock compositions of Comparative Examples 18, 19, 20, 21, 22, 23, and 24 using the same method as described in Comparative Example 17.
  • a shampoo stock composition was prepared including 0.05 wt% of disodium EDTA, 0.1 wt% of panthenol, 1 wt% of glycerin, 1 wt% of tocopheryl acetate, 0.5 wt% of polyquaternium-7, 8 wt% of sodium laureth sulfate, 5 wt% of cocamidopropyl betaine, 2 wt% of sodium cocoyl sarcosinate, 0.5 wt% of polyquaternium-10, 1 wt% of fragrance, 80.55 wt% of purified water, and 0.3 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.
  • the antibacterial and preservative compositions manufactured according to Comparative Example 2 were used to sequentially manufacture shampoo stock compositions of Comparative Examples 26, 27, 28, 29, 30, 31, and 32 using the same method as described in Comparative Example 25.
  • a cream stock composition was prepared, including 2.5 wt% of cetostearyl alcohol, 1.5 wt% of glyceryl stearate, 5.0 wt% of trioctanoin, 1.2 wt% of polysorbate 60, 0.5 wt% of sorbitan stearate, 5.0 wt% of squalane, 3.0 wt% of liquid paraffin, 3.0 wt% of cyclomethicone, 0.2 wt% of delta-tocopherol, 4.0 wt% of glycerin, 2.0 wt% of 1,3-butylene glycol, 0.2 wt% of xanthan gum, 0.05 wt% of EDTA-2Na, 0.1 wt% of fragrance, 71.55 wt% of purified water, and 0.2 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.
  • the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, and 8 were used to sequentially manufacture the cream stock compositions of Comparative Examples 34, 35, 36, 37, 38, 39, and 40 using the same method as described in Comparative Example 33.
  • a pact (solid color) composition was prepared including 25 wt% of a spherical powder (Silica-HDI), 10 wt% of calcium aluminum borosilicate, 20 wt% of an oil binder silicone oil (Dimethicone), 0.2 wt% of a fragrance, 5 wt% of a pigment, 20 wt% of ethanol, 19.4 wt% of a platelet powder talc (Talc JA 46R), and 0.4 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.
  • a spherical powder Silica-HDI
  • 10 wt% of calcium aluminum borosilicate 20 wt% of an oil binder silicone oil (Dimethicone)
  • 0.2 wt% of a fragrance 5 wt% of a pigment
  • 20 wt% of ethanol 20 wt% of ethanol
  • 19.4 wt% of a platelet powder talc Talc JA
  • the antibacterial and preservative compositions manufactured according to Comparative Example 2 instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, and 8 were used to manufacture the fact (solid color) compositions of Comparative Examples 42, 43, 44, 45, 46, 47, and 48 in that order using the same method as described in Comparative Example 41.
  • Antibacterial tests were performed on bacteria, mold, and yeast, respectively, for each antibacterial and preservative composition manufactured by the above examples and comparative examples, and each cosmetic, hygiene product, and household chemical product composition manufactured by the manufacturing examples and comparative manufacturing examples, according to the following methods.
  • the antibacterial activity of the test solution was measured using the broth dilution method.
  • the test solution was diluted from a maximum concentration of 5% to a minimum concentration of 0.0001% and used.
  • the test solution and the strain were cultured together, and the turbidity of the tube was checked. At this time, the concentration of the test solution in the tube where no bacterial growth was observed among the tubes treated with the test solution at different concentrations was determined as the minimum inhibitory concentration (MIC) compared to the turbidity shown in the tubes where the strain was only inoculated without treating the test solution to the medium.
  • MIC minimum inhibitory concentration
  • test strains E. coli , S. aureus, and P. aeruginosa , were inoculated into Tryptic Soy Broth and cultured at 35 ⁇ 2°C for 16-24 hours.
  • C. albicans was inoculated into Sabouraud Dextrose Broth and cultured at 25°C for 24-48 hours.
  • A. brasiliensis was spread on potato dextrose agar and cultured at (25 ⁇ 1)°C for 7 days.
  • Sterile saline solution was dispensed onto the solid medium on which the bacteria had grown, and the spores were removed using a spreader and then diluted in sterile saline solution.
  • the antibacterial and preservative compositions of Examples 1 to 7 were dissolved in dipropylene glycol and used as test solutions.
  • Comparative examples 1 to 8 were used as comparative solutions.
  • Liquid media was placed in the tube, and the test solution was diluted from the highest concentration of 5% to the lowest concentration of 0.0001%. Tryptic Soy Broth was used for E. coli, S. aureus, and P. aeruginosa (bacteria), and Sabouraud Dextrose Broth was used for C. albicans and A. brasiliensis (fungi).
  • the strain concentration in the test tube was 1X10 5 CFU/mL.
  • the tubes treated with the test solution were cultured at 35 ⁇ 2°C for 16-24 hours.
  • C. albicans and A. brasiliensis were inoculated so that the strain concentration in the test tube was 1X10 4 CFU/mL.
  • C. albicans was cultured at 25°C for 24-48 hours, and A. brasiliensis was cultured at 25°C for 46-50 hours.
  • a medium tube without the inoculum was used as a negative control, and a tube inoculated with only the inoculum in the medium without the test solution was used as a growth control.
  • the MIC of the test bacteria for the solvent was confirmed under the same conditions as the test conditions of the sample.
  • Table 16 shows the results of antibacterial tests on bacteria, mold, and yeast for antibacterial and preservative compositions manufactured according to examples
  • Table 17 shows the results of antibacterial and preservative compositions manufactured according to comparative examples, expressed as minimum inhibitory concentrations (MIC).
  • the antibacterial and preservative compositions of all examples manufactured according to the present invention exhibited superior antibacterial effects against bacteria, mold, and yeast compared to the antibacterial and preservative compositions of comparative examples using a single compound of Table 17.
  • the antibacterial and preservative composition combining the compound of Chemical Formula 1 and the compound of Chemical Formula 2 in a ratio of 8:2 could most effectively control bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).
  • Example 1 (5:5) 0.0015 0.005 0.0045 0.005 0.005
  • Example 1 (8:2) 0.001 0.004 0.003 0.0045 0.004
  • Example 2 (2:8) 0.0035 0.0005 0.003 0.0035 0.0015
  • Example 2 (5:5) 0.003 0.00045 0.0025 0.003 0.001
  • Example 3 (5:5) 0.0025 0.0005 0.002 0.002 0.0012
  • Example 3 (8:2) 0.002 0.0004 0.0015 0.0015 0.001
  • Example 4 (2:8) 0.00025 0.00015
  • Comparative Example 1 0.1 0.1 0.25 0.1 0.05 Comparative Example 2 0.002 0.006 0.006 0.008 0.006 Comparative Example 3 0.004 0.0006 0.005 0.004 0.002 Comparative Example 4 0.003 0.0008 0.003 0.003 0.0015 Comparative Example 5 0.0003 0.0002 0.0002 0.0001 0.0001 Comparative Example 6 0.005 0.002 0.003 0.003 0.025 Comparative Example 7 0.008 0.005 0.005 0.005 0.03 Comparative Example 8 0.06 0.06 0.12 0.02 0.03
  • Bacterial solutions of Pseudomonas aeruginosa , Staphylococcus aureus , and Escherichia coli and two types of fungal solutions of Candida albicans and Aspergillus brasiliensis were prepared, respectively.
  • the liquid detergent composition for clothing, kitchen detergent composition, wet tissue concentrate composition, shampoo concentrate composition, cosmetic cream concentrate composition, and cosmetic compact composition prepared in Manufacturing Examples and Manufacturing Comparative Examples were each divided into five sample bottles and prepared, and then each of the bacteria ( E. coli, S. Aureus, P. Aeruginosa ) and Candida ( C. albicans ) and black mold ( A. brasiliensis ) was inoculated.
  • the sample bottles inoculated only with the fungal solutions without the formulation compositions were used as a control group without preservative treatment.
  • the samples were classified by date, such that the start date of the inoculation experiment was Day-0, the 24-hour day after inoculation was Day-1, and the 7-day day after inoculation was Day-7.
  • TSA Transcription soy agar
  • PDA Potato dextrose agar
  • E. coli, S. Aureus, P. Aeruginosa E. coli, S. Aureus, P. Aeruginosa
  • yeast C. albicans
  • mold A. brasiliensis
  • Tables 18 to 29 show the antibacterial effects of the cosmetic, sanitary, and household chemical product compositions of the Manufacturing Examples and Manufacturing Comparative Examples, including the antibacterial and preservative compositions of the Examples and Comparative Examples.
  • the number of bacteria remaining after 7 days after applying the Manufacturing Examples and Manufacturing Comparative Examples to bacteria, mold, and yeast was expressed as CFU/mL. If the number of bacteria remaining was too large to count, it was expressed as TNTC (too-numerous-to-count).
  • Table 18 below shows the results of antibacterial tests against bacteria, mold, and yeast of the liquid detergent compositions for clothing of Manufacturing Examples 1 to 7
  • Table 19 shows the results of antibacterial tests against bacteria, mold, and yeast of the liquid detergent compositions for clothing of Manufacturing Comparative Examples 1 to 8.
  • liquid detergent compositions for clothing according to Manufacturing Examples 1 to 7 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.
  • liquid detergent compositions for clothing according to Manufacturing Examples 1 to 7 containing both Chemical Formula 1 and Chemical Formula 2 had superior antibacterial effects against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) compared to the liquid detergent compositions for clothing according to Manufacturing Comparative Examples 1 to 8 containing only Chemical Formula 1 or Chemical Formula 2.
  • Table 20 below shows the results of antibacterial tests against bacteria, mold, and yeast of the kitchen detergent compositions of Manufacturing Examples 8 to 14, and Table 21 shows the results of antibacterial tests against bacteria, mold, and yeast of the kitchen detergent compositions of Manufacturing Comparative Examples 9 to 16.
  • Table 22 below shows the results of antibacterial tests against bacteria, mold, and yeast of the wet tissue stock compositions of Manufacturing Examples 15 to 21, and Table 23 shows the results of antibacterial tests against bacteria, mold, and yeast of the wet tissue stock compositions of Manufacturing Comparative Examples 17 to 24.
  • wet tissue stock compositions according to Manufacturing Examples 15 to 21 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.
  • wet tissue stock compositions according to Manufacturing Examples 15 to 21 containing both Chemical Formula 1 and Chemical Formula 2 had superior antibacterial effects against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) compared to the wet tissue stock compositions according to Manufacturing Comparative Examples 17 to 24 containing only Chemical Formula 1 or 2.
  • Table 24 below shows the results of antibacterial tests against bacteria, mold, and yeast of the shampoo stock compositions of Manufacturing Examples 22 to 28, and Table 25 shows the results of antibacterial tests against bacteria, mold, and yeast of the shampoo stock compositions of Manufacturing Comparative Examples 25 to 32.
  • the shampoo concentrate compositions according to Manufacturing Examples 22 to 28 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.
  • Table 26 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic cream original solution compositions of Manufacturing Examples 29 to 35
  • Table 27 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic cream original solution compositions of Manufacturing Comparative Examples 33 to 40.
  • Table 28 below shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic pack compositions of Manufacturing Examples 36 to 42
  • Table 29 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic pack compositions of Manufacturing Comparative Examples 41 to 48.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a hexane-1,2-diol compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and an octane-1,2-diol compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a decane-1,2-diol compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and an ethylhexyl glycerin compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a glyceryl monocaprylate compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and an octyl glycerin compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a hexyl glycerin compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a levulinic acid compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing 3,3'-(dodecylimino)dipropane-1,2-diol represented by chemical formula 1 and a citric acid compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a sodium anisate compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a disodium EDTA compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a tetrasodium EDTA compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.
  • Comparative Examples 1 to 13 Preparation of an antibacterial and preservative composition using a compound represented by Chemical Formula 1 or Chemical Formula 4
  • a hexane-1,2-diol compound represented by chemical formula 2 was used.
  • a decane-1,2-diol compound represented by chemical formula 2 was used.
  • a glyceryl monocaprylate compound represented by chemical formula 2 was used.
  • a hexyl glycerin compound represented by chemical formula 2 was used.
  • a levulinic acid compound represented by chemical formula 2 was used.
  • a citric acid compound represented by chemical formula 2 was used.
  • a sodium anisate compound represented by chemical formula 2 was used.
  • a disodium EDTA compound represented by chemical formula 2 was used.
  • a tetrasodium EDTA compound represented by chemical formula 2 was used.
  • the components used in the following Manufacturing Examples and Manufacturing Comparative Examples were purchased from Sigma-Aldrich Korea and TCI. Using the antibacterial and preservative compositions of the examples in which the 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1 and the compound represented by Chemical Formula 2 were mixed in a weight ratio of 8:2, manufacturing examples of cosmetics, sanitary products, or household chemical products were manufactured. In addition, using the antibacterial and preservative compositions of the comparative examples containing only the compound of Chemical Formula 1 or Chemical Formula 2, manufacturing comparative examples of cosmetics, sanitary products, or household chemical products were manufactured.
  • a liquid detergent composition for clothes comprising 6 wt% of laureth-7, 3 wt% of alkylbenzene sulfonate, 5 wt% of sodium laureth-2 sulfate, 0.3 wt% of protease, 0.3 wt% of lipase, 1 wt% of coco fatty acid soap, 2 wt% of salt, 0.2 wt% of fragrance, 81.7 wt% of purified water, and 0.5 wt% of an antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, and 12 were used to sequentially manufacture liquid detergent compositions for clothing according to Manufacturing Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, and 12 using the same method as described in Manufacturing Example 1.
  • a kitchen detergent composition was prepared including 5 wt% of sodium laureth-2 sulfate, 4 wt% of alpha-olefin sulfate, 2 wt% of amine oxide, 2 wt% of alkyl polyglucoside, 2 wt% of alkyl benzene sulfonate, 2 wt% of glycerin, 0.2 wt% of a fragrance, 82.5 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, and 12 were used to manufacture kitchen detergent compositions of Manufacturing Examples 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, and 24 in that order using the same method as described in Manufacturing Example 13.
  • a wet tissue stock composition was prepared, including 1 wt% of a natural extract, 98.7 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, and 12 were used to sequentially manufacture wet tissue stock compositions of Manufacturing Examples 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, and 36 in the same manner as described in Manufacturing Example 25.
  • a shampoo stock composition was prepared including 0.05 wt% of disodium EDTA, 0.1 wt% of panthenol, 1 wt% of glycerin, 1 wt% of tocopheryl acetate, 0.5 wt% of polyquaternium-7, 8 wt% of sodium laureth sulfate, 5 wt% of cocamidopropyl betaine, 2 wt% of sodium cocoyl sarcosinate, 0.5 wt% of polyquaternium-10, 1 wt% of fragrance, 80.55 wt% of purified water, and 0.3 wt% of the antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, and 12 were used to sequentially manufacture shampoo stock compositions of Manufacturing Examples 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, and 48 in the same manner as described in Manufacturing Example 37.
  • a cream stock composition was prepared including 2.5 wt% of cetostearyl alcohol, 1.5 wt% of glyceryl stearate, 5.0 wt% of trioctanoin, 1.2 wt% of polysorbate 60, 0.5 wt% of sorbitan stearate, 5.0 wt% of squalane, 3.0 wt% of liquid paraffin, 3.0 wt% of cyclomethicone, 0.2 wt% of delta-tocopherol, 4.0 wt% of glycerin, 2.0 wt% of 1,3-butylene glycol, 0.2 wt% of xanthan gum, 0.05 wt% of EDTA-2Na, 0.1 wt% of fragrance, 71.55 wt% of purified water, and 0.2 wt% of the antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, and 12 were used to manufacture the cream stock compositions of Manufacturing Examples 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, and 60 in that order using the same method as described in Manufacturing Example 49.
  • a pact (solid color) composition comprising 25 wt% of spherical powder (Silica-HDI), 10 wt% of calcium aluminum borosilicate, 20 wt% of oil binder silicone oil (Dimethicone), 0.2 wt% of fragrance, 5 wt% of pigment, 20 wt% of ethanol, 19.4 wt% of platelet powder talc (Talc JA 46R), and 0.4 wt% of an antibacterial and preservative composition prepared according to Example 1.
  • the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, and 12 were used to manufacture the fact (solid color) compositions of Manufacturing Examples 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, and 72 in that order using the same method as described in Manufacturing Example 61.
  • a liquid detergent composition for clothes comprising 6 wt% of laureth-7, 3 wt% of alkylbenzene sulfonate, 5 wt% of sodium laureth-2 sulfate, 0.3 wt% of protease, 0.3 wt% of lipase, 1 wt% of coco fatty acid soap, 2 wt% of salt, 0.2 wt% of fragrance, 81.7 wt% of purified water, and 0.5 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.
  • the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, and 13 were used to sequentially manufacture liquid detergent compositions for clothing according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, and 13 using the same method as described in Comparative Example 1.
  • a kitchen detergent composition was prepared including 5 wt% of sodium laureth-2 sulfate, 4 wt% of alpha-olefin sulfate, 2 wt% of amine oxide, 2 wt% of alkyl polyglucoside, 2 wt% of alkyl benzene sulfonate, 2 wt% of glycerin, 0.2 wt% of a fragrance, 82.5 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.
  • the antibacterial and preservative compositions manufactured according to Comparative Example 2 instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, and 13 were used to manufacture kitchen detergent compositions of Comparative Examples 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, and 26 in that order using the same method as described in Comparative Example 14.
  • a wet tissue stock composition was prepared, including 1 wt% of a natural extract, 98.7 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.
  • the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, and 13 were used to sequentially manufacture wet tissue stock compositions of Comparative Examples 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, and 39 using the same method as described in Comparative Example 27.
  • a shampoo stock composition was prepared including 0.05 wt% of disodium EDTA, 0.1 wt% of panthenol, 1 wt% of glycerin, 1 wt% of tocopheryl acetate, 0.5 wt% of polyquaternium-7, 8 wt% of sodium laureth sulfate, 5 wt% of cocamidopropyl betaine, 2 wt% of sodium cocoyl sarcosinate, 0.5 wt% of polyquaternium-10, 1 wt% of fragrance, 80.55 wt% of purified water, and 0.3 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.
  • the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, and 13 were used to sequentially manufacture shampoo stock compositions of Comparative Examples 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, and 52 using the same method as described in Comparative Example 40.
  • a cream stock composition was prepared, including 2.5 wt% of cetostearyl alcohol, 1.5 wt% of glyceryl stearate, 5.0 wt% of trioctanoin, 1.2 wt% of polysorbate 60, 0.5 wt% of sorbitan stearate, 5.0 wt% of squalane, 3.0 wt% of liquid paraffin, 3.0 wt% of cyclomethicone, 0.2 wt% of delta-tocopherol, 4.0 wt% of glycerin, 2.0 wt% of 1,3-butylene glycol, 0.2 wt% of xanthan gum, 0.05 wt% of EDTA-2Na, 0.1 wt% of fragrance, 71.55 wt% of purified water, and 0.2 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.
  • the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, and 13 were used to manufacture the cream stock compositions of Comparative Examples 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, and 65 in that order using the same method as described in Comparative Example 53.
  • a pact (solid color) composition was prepared including 25 wt% of a spherical powder (Silica-HDI), 10 wt% of calcium aluminum borosilicate, 20 wt% of an oil binder silicone oil (Dimethicone), 0.2 wt% of a fragrance, 5 wt% of a pigment, 20 wt% of ethanol, 19.4 wt% of a platelet powder talc (Talc JA 46R), and 0.4 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.
  • a spherical powder Silica-HDI
  • 10 wt% of calcium aluminum borosilicate 20 wt% of an oil binder silicone oil (Dimethicone)
  • 0.2 wt% of a fragrance 5 wt% of a pigment
  • 20 wt% of ethanol 20 wt% of ethanol
  • 19.4 wt% of a platelet powder talc Talc JA
  • the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, and 13 were used to manufacture the fact (solid color) compositions of Comparative Examples 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, and 78 in that order using the same method as described in Comparative Example 66.
  • Antibacterial tests were performed on bacteria, mold, and yeast, respectively, for each antibacterial and preservative composition manufactured by the above examples and comparative examples, and each cosmetic, hygiene product, and household chemical product composition manufactured by the manufacturing examples and comparative manufacturing examples, according to the following methods.
  • the antibacterial activity of the test solution was measured using the broth dilution method.
  • the test solution was diluted from a maximum concentration of 5% to a minimum concentration of 0.0001% and used.
  • the test solution and the strain were cultured together, and the turbidity of the tube was checked. At this time, the concentration of the test solution in the tube where no bacterial growth was observed among the tubes treated with the test solution at different concentrations was determined as the minimum inhibitory concentration (MIC) compared to the turbidity shown in the tubes where the strain was only inoculated without treating the test solution to the medium.
  • MIC minimum inhibitory concentration
  • test strains E. coli , S. aureus, and P. aeruginosa , were inoculated into Tryptic Soy Broth and cultured at 35 ⁇ 2°C for 16-24 hours.
  • C. albicans was inoculated into Sabouraud Dextrose Broth and cultured at 25°C for 24-48 hours.
  • A. brasiliensis was spread on potato dextrose agar and cultured at (25 ⁇ 1)°C for 7 days.
  • Sterile saline solution was dispensed onto the solid medium on which the bacteria had grown, and the spores were removed using a spreader and then diluted in sterile saline solution.
  • the antibacterial and preservative compositions of Examples 1 to 12 were dissolved in dipropylene glycol and used as test solutions.
  • Comparative examples 1 to 13 were used as comparative solutions.
  • Liquid media was placed in the tube, and the test solution was diluted from the highest concentration of 5% to the lowest concentration of 0.0001%. Tryptic Soy Broth was used for E. coli, S. aureus, and P. aeruginosa (bacteria), and Sabouraud Dextrose Broth was used for C. albicans and A. brasiliensis (fungi).
  • the strain concentration in the test tube was 1X10 5 CFU/mL.
  • the tubes treated with the test solution were cultured at 35 ⁇ 2°C for 16-24 hours.
  • C. albicans and A. brasiliensis were inoculated so that the strain concentration in the test tube was 1X10 4 CFU/mL.
  • C. albicans was cultured at 25°C for 24-48 hours, and A. brasiliensis was cultured at 25°C for 46-50 hours.
  • a medium tube without the inoculum was used as a negative control, and a tube inoculated with only the inoculum in the medium without the test solution was used as a growth control.
  • the MIC of the test bacteria for the solvent was confirmed under the same conditions as the test conditions of the sample.
  • Table 30 shows the results of antibacterial tests on bacteria, mold, and yeast for antibacterial and preservative compositions manufactured according to examples
  • Table 31 shows the results of antibacterial and preservative compositions manufactured according to comparative examples, expressed as minimum inhibitory concentrations (MIC).
  • the antibacterial and preservative compositions of all examples manufactured according to the present invention exhibited superior antibacterial effects against bacteria, mold, and yeast, compared to the antibacterial and preservative compositions of comparative examples using a single compound of Table 31.
  • the antibacterial and preservative composition combining the compound of Chemical Formula 1 and the compound of Chemical Formula 2 in a ratio of 8:2 could most effectively control bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).
  • Example 2 (5:5) 0.08 0.15 0.2 0.08 0.1
  • Example 3 (5:5) 0.025 0.02 0.025 0.015 0.02
  • Example 4 5:5) 0.1 0.15 0.5 0.08 0.07
  • Example 4 (8:2) 0.05 0.05 0.15 0.05 0.03
  • Example 5 0.02 0.02 0.05 0.
  • Bacterial solutions of Pseudomonas aeruginosa , Staphylococcus aureus , and Escherichia coli and two types of fungal solutions of Candida albicans and Aspergillus brasiliensis were prepared, respectively.
  • the liquid detergent composition for clothing, kitchen detergent composition, wet tissue concentrate composition, shampoo concentrate composition, cosmetic cream concentrate composition, and cosmetic compact composition prepared in Manufacturing Examples and Manufacturing Comparative Examples were each divided into five sample bottles and prepared, and then each of the bacteria ( E. coli, S. Aureus, P. Aeruginosa ) and Candida ( C. albicans ) and black mold ( A. brasiliensis ) was inoculated.
  • the sample bottles inoculated only with the fungal solutions without the formulation compositions were used as a control group without preservative treatment.
  • the samples were classified by date, such that the start date of the inoculation experiment was Day-0, the 24-hour day after inoculation was Day-1, and the 7-day day after inoculation was Day-7.
  • TSA Transcription soy agar
  • PDA Potato dextrose agar
  • E. coli, S. Aureus, P. Aeruginosa E. coli, S. Aureus, P. Aeruginosa
  • yeast C. albicans
  • mold A. brasiliensis
  • Tables 32 to 43 show the antibacterial effects of the cosmetic, sanitary, and household chemical product compositions of the Manufacturing Examples and Manufacturing Comparative Examples, including the antibacterial and preservative compositions of the Examples and Comparative Examples.
  • the number of bacteria remaining after 7 days after applying the Manufacturing Examples and Manufacturing Comparative Examples to bacteria, mold, and yeast was expressed as CFU/mL. If the number of bacteria remaining was too large to count, it was expressed as TNTC (too-numerous-to-count).
  • Table 32 below shows the results of antibacterial tests against bacteria, mold, and yeast of the liquid detergent compositions for clothing of Manufacturing Examples 1 to 12
  • Table 33 shows the results of antibacterial tests against bacteria, mold, and yeast of the liquid detergent compositions for clothing of Manufacturing Comparative Examples 1 to 13.
  • liquid detergent compositions for clothing according to Manufacturing Examples 1 to 12 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.
  • liquid detergent compositions for clothing according to Manufacturing Examples 1 to 12 containing both Chemical Formula 1 and Chemical Formula 2 had superior antibacterial effects against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) compared to the liquid detergent compositions for clothing according to Manufacturing Comparative Examples 1 to 13 containing only Chemical Formula 1 or Chemical Formula 2.
  • Table 34 shows the results of antibacterial tests against bacteria, mold, and yeast of the kitchen detergent compositions of Manufacturing Examples 13 to 24, and Table 35 shows the results of antibacterial tests against bacteria, mold, and yeast of the kitchen detergent compositions of Manufacturing Comparative Examples 14 to 26.
  • Table 36 shows the results of antibacterial tests against bacteria, mold, and yeast of the wet tissue stock compositions of Manufacturing Examples 25 to 36
  • Table 37 shows the results of antibacterial tests against bacteria, mold, and yeast of the wet tissue stock compositions of Manufacturing Comparative Examples 27 to 39.
  • wet tissue stock compositions according to Manufacturing Examples 25 to 36 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.
  • Table 38 shows the results of antibacterial tests against bacteria, mold, and yeast of the shampoo stock compositions of Manufacturing Examples 37 to 48
  • Table 39 shows the results of antibacterial tests against bacteria, mold, and yeast of the shampoo stock compositions of Manufacturing Comparative Examples 40 to 52.
  • Table 40 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic cream original solution compositions of Manufacturing Examples 49 to 60
  • Table 41 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic cream original solution compositions of Manufacturing Comparative Examples 53 to 65.
  • Table 42 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic pack compositions of Manufacturing Examples 61 to 72
  • Table 43 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic pack compositions of Manufacturing Comparative Examples 66 to 78.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Dentistry (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Emergency Medicine (AREA)
  • Microbiology (AREA)
  • Mycology (AREA)
  • Dermatology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The present invention relates to an antibacterial, bactericidal, and preservative composition and a product containing same, the composition protecting, from microorganisms, the quality of products in various industrial fields including home care products such as clothes detergents, dish detergents, and household cleaning agents, personal care products such as shampoos, body cleansers, wet wipes, and cleansing products, and cosmetic products such as creams and emulsions. The antibacterial and preservative composition according to the present invention comprises a compound represented by chemical formula 1 and a compound represented by chemical formula 2, thereby solving problems such as harmfulness to the human body and skin irritation, and enhancing antibacterial activity.

Description

살균 및 보존제 조성물Sterilizing and preservative composition

본 발명은 의류세제, 접시세정제, 주거공간 세정제 등 홈케어 제품군과 샴푸, 바디클랜저, 물티슈, 클렌징제품 등 퍼스널케어제품군 그리고 크림, 에멀젼 등 화장품 제품군을 비롯한 각종 산업분야에 있어 제품의 품질을 미생물로부터 보호하는 항균 및 살균, 보존용 조성물 및 이를 함유하는 제품에 관한 것이다.The present invention relates to an antibacterial and sterilizing composition and a preservative composition that protects the quality of products from microorganisms in various industrial fields, including home care products such as clothing detergents, dish detergents, and residential space cleaners, personal care products such as shampoos, body cleansers, wet tissues, and cleansing products, and cosmetic products such as creams and emulsions, and products containing the same.

물을 함유하는 모든 제품은 미생물의 번식이 용이하기 때문에 필수적으로 항균제가 사용된다. 항균제란 세균의 성장을 억제하거나 죽이는 약제를 말한다.All products containing water are prone to the growth of microorganisms, so antimicrobial agents are essential. Antimicrobial agents are agents that inhibit the growth of bacteria or kill them.

특히 물이 많이 포함되는 세정제 제품들은 품질을 오랫동안 유지하기 위해서 미생물의 증식과 부패를 막아주는 보존제와 오염원인 미생물을 제거하는 항균제를 필수적으로 포함한다. 이러한 제품들은 유통기간이 매우 길며, 그 사용 과정 및 보관 방법에 있어서 미생물과 접촉할 가능성이 매우 높으며, 각종 탄소원과 질소원이 배합되어 있고 미생물 생장에 필수적인 수분의 함량도 높다는 점에서 항균제 성분이 필수적이다.In particular, detergent products containing a lot of water must contain preservatives to prevent the growth and decay of microorganisms and antibacterial agents to remove microorganisms that are sources of contamination in order to maintain quality for a long time. These products have a very long shelf life, and are very likely to come into contact with microorganisms during their use and storage, and contain various carbon and nitrogen sources, and have a high moisture content essential for microbial growth, so antibacterial agents are essential.

최근 항균제의 인체 유해성이 논란이 되고 있으나 제품에 항균제를 사용하지 않거나 항균력이 약할 경우 제품의 변질과 병원균의 전염 위험이 클 뿐만 아니라, 미생물 대사로 인한 피부 트러블, 질환의 원인이 되어 항균제의 사용은 불가피한 실정이다.Recently, the harmfulness of antimicrobial agents to the human body has been debated, but if antimicrobial agents are not used in a product or the antimicrobial effect is weak, not only is there a high risk of product deterioration and pathogen transmission, but microbial metabolism can also cause skin troubles and diseases, so the use of antimicrobial agents is unavoidable.

의류나 접시, 주거공간의 세정 또는 발향 제품군, 물티슈, 샴푸, 화장품(크림, 립스틱 등) 등에는 아직도 유독 화학물질인 메칠이소치아졸리논 (Methylisothiazolinone), 클로로메칠이소치아졸리논(Chloromethylisothiazolinone), 벤즈이소치아졸리논(1,2-benzisothiazol-3(2H)-one) 등 이소치아졸리논계 성분들이 보존의 목적으로 사용되고 있다.Isothiazolinone-based ingredients such as methylisothiazolinone, chloromethylisothiazolinone, and benzisothiazolinone (1,2-benzisothiazol-3(2H)-one), which are toxic chemicals, are still used for preservation purposes in products such as clothing, dishes, and household cleaning or fragrance products, wet wipes, shampoos, and cosmetics (creams, lipsticks, etc.).

유독 화학물질인 이소치아졸리논계 성분들은 경제적이고 효과가 강력하다는 이유로 가장 널리 응용되고 있지만 발암물질로 작용할 수 있어 규제가 확대되고 있다.Isothiazolinones, which are toxic chemicals, are the most widely used because they are economical and effective, but regulations are expanding because they can act as carcinogens.

최근에는 항균제가 국민 보건에 영향을 줄 수 있어 국내에서는 제품군 별로 규제 법규가 강화되고 있다. 물티슈를 위생용품 관리법 상 기타 위생용품으로 포함하도록 하였고, 주방용 세제는 식품의약품안전처 고시로 사용 가능한 원료가 지정되어 있는 등 관련 법규들이 강화되는 등 항균제 규제 강화의 움직임이 가속되고 있지만 항균제의 부적절한 사용으로 안전성이 높고 우수한 항균제의 용도를 좁히고 있는 실정이다.Recently, domestic regulations on antimicrobial agents have been strengthened for each product group as they can affect public health. Wet tissues have been included as other sanitary products under the Sanitary Products Management Act, and kitchen detergents have been designated as usable raw materials by the Ministry of Food and Drug Safety, etc., and the movement to strengthen antimicrobial agent regulations is accelerating. However, the inappropriate use of antimicrobial agents is narrowing the scope of use of antimicrobial agents with high safety and superiority.

따라서, 화장품, 위생용품 및 생활화학제품을 포함한 제품에서 안전하게 사용할 수 있으면서도 우수한 항균력을 나타내는 항균제가 요구되는 상황이다.Therefore, there is a need for an antibacterial agent that can be safely used in products including cosmetics, hygiene products, and household chemical products while also exhibiting excellent antibacterial properties.

본 발명의 본 발명자들은 인체에 다양한 경로로 해를 끼치는 종래의 항균제를 사용하지 않고 다른 방식으로 미생물을 제어할 수 있는 방법에 대해 연구 개발하던 중, 화학식 1로 표시되는 화합물이 항균 효과가 있다는 것을 발견하였다. The inventors of the present invention, while researching and developing a method for controlling microorganisms in a different way without using conventional antibacterial agents that cause harm to the human body in various ways, discovered that a compound represented by chemical formula 1 has an antibacterial effect.

또한, 화학식 1로 표시되는 화합물에 화학식 2, 화학식 3 또는 화학식 4로 표시되는 화합물을 혼합할 경우 미생물 제어소재가 쉽게 제품 제형에 혼합되게 해 주며, 각각을 단독으로 사용하는 것에 비해 항균, 살균, 방부 효과의 시너지를 줄 수 있다는 점을 발견하였으며, 제품 베이스의 이온성에 의한 항균, 살균 방부기능저하를 상쇄하는 효과도 있어 보다 효율적으로 미생물을 제어할 수 있을 것으로 판단하여 본 발명을 완성하였다.In addition, it was discovered that mixing a compound represented by Chemical Formula 2, Chemical Formula 3, or Chemical Formula 4 with a compound represented by Chemical Formula 1 allows the microbial control material to be easily mixed into a product formulation, and can provide a synergy of antibacterial, sterilizing, and preservative effects compared to using each alone. In addition, it was judged that it would be possible to control microorganisms more efficiently because it also has the effect of offsetting the decline in antibacterial, sterilizing, and preservative functions due to the ionicity of the product base, and thus the present invention was completed.

따라서, 본 발명은 구체적으로 하기 화학식 1로 표시되는 화합물을 포함하는 항균 및 보존용 조성물을 제공하는 것을 구체적인 해결과제로 한다.Therefore, the present invention specifically aims to provide an antibacterial and preservative composition comprising a compound represented by the following chemical formula 1.

또한, 본 발명은 구체적으로 하기 화학식 1로 표시되는 화합물과 화학식 2, 화학식 3 또는 화학식 4로 표시되는 화합물 중 어느 하나의 화합물을 포함하는 항균 및 보존용 조성물을 제공하는 것을 구체적인 해결과제로 한다.In addition, the present invention specifically aims to provide an antibacterial and preservative composition comprising a compound represented by the following chemical formula 1 and one of the compounds represented by the following chemical formula 2, chemical formula 3, or chemical formula 4.

나아가, 본 발명은 상기 항균 및 보존용 조성물을 포함하는 다양한 형태의 제품을 제공하는 것을 특별한 해결과제로 한다.Furthermore, the present invention has as a special problem the provision of various forms of products comprising the antibacterial and preservative composition.

더 나아가, 본 발명은 상기 항균 및 보존용 조성물을 균에 처리하는 항균 방법을 제공하는 것을 특별한 해결과제로 한다.Furthermore, the present invention has as a special problem a problem of providing an antibacterial method for treating bacteria with the antibacterial and preservative composition.

상기 과제를 해결하기 위하여, 본 발명에서는 하기와 같은 수단을 개시한다.In order to solve the above problem, the present invention discloses the following means.

구체적으로, 본 발명은 항균 및 보존용 조성물로서, 화학식 1로 표시되는 화합물을 포함하는 항균 및 보존용 조성물을 개시한다.Specifically, the present invention discloses an antibacterial and preservative composition comprising a compound represented by chemical formula 1.

본 발명은 항균 및 보존용 조성물로서, (a) 화학식 1로 표시되는 화합물, 및 (b) 화학식 2, 화학식 3 또는 화학식 4로 표시되는 화합물 중 어느 하나의 화합물을 포함하는 항균 및 보존용 조성물을 개시한다.The present invention discloses an antibacterial and preservative composition comprising (a) a compound represented by Chemical Formula 1, and (b) any one of the compounds represented by Chemical Formula 2, Chemical Formula 3, or Chemical Formula 4.

본 발명의 항균 및 보존용 조성물은 광범위한 미생물 제어 능력을 나타내며, 방부제에 의한 인체 유해성, 피부자극 등의 문제를 해소할 수 있는 장점이 있다.The antibacterial and preservative composition of the present invention exhibits a wide range of microbial control capabilities and has the advantage of being able to resolve problems such as human harmfulness and skin irritation caused by preservatives.

본 발명은 상기 항균 및 보존용 조성물을 포함하는 제품을 개시한다.The present invention discloses a product comprising the above antibacterial and preservative composition.

본 발명은 상기 항균 및 보존용 조성물을 균에 처리하는 단계를 포함하는 항균 방법을 개시한다.The present invention discloses an antibacterial method comprising a step of treating bacteria with the antibacterial and preservative composition.

본 발명자들이 발명한 성분들을 조합함으로써 항균 활성에 있어서 상승효과(Synergy effect)를 나타낼 수 있다.By combining the components invented by the present inventors, a synergistic effect in antibacterial activity can be exhibited.

또한, 본 발명자들이 발명한 항균 및 보존용 조성물을 화장품, 위생용품 및 생활화학제품과 같은 다양한 제품들에 포함할 경우 계면활성제 특성에 맞게 유화, 가용화를 지원하면서도 항균 활성이 우수하고, 폭넓은 항균 스펙트럼을 나타낼 수 있다.In addition, when the antibacterial and preservative composition invented by the present inventors is included in various products such as cosmetics, hygiene products, and household chemical products, it can exhibit excellent antibacterial activity and a wide antibacterial spectrum while supporting emulsification and solubilization according to the characteristics of the surfactant.

또한, 본 발명의 항균 및 보존용 조성물은 음이온과 비이온 계면활성제 베이스의 조성물, 양이온 계면활성제 베이스의 조성물에서 광범위하게 효능을 구현할 수 있으므로 폭넓은 응용범위를 나타낼 수 있다.In addition, the antibacterial and preservative composition of the present invention can exhibit a wide range of effects in a composition based on anionic and nonionic surfactants and a composition based on cationic surfactants, and thus can exhibit a wide range of applications.

본 발명의 효과는 이상에서 언급한 효과들로 제한되지 않으며, 이하에서 설명할 내용으로부터 통상의 기술자에게 자명한 범위 내에서 다양한 효과들이 포함될 수 있다.The effects of the present invention are not limited to the effects mentioned above, and various effects may be included within a range obvious to those skilled in the art from the contents described below.

이하 본 명세서에 대하여 더욱 상세히 설명한다.The following describes this specification in more detail.

이를 구체적으로 설명하면 다음과 같다. 한편, 본 발명에서 개시된 각각의 설명 및 실시형태는 각각에 대한 다른 설명 및 실시형태에도 적용될 수 있다. 즉, 본 발명에 개시된 다양한 요소들의 모든 조합이 본 발명의 범주에 속한다. 또한, 하기에 기술된 구체적인 서술에 의하여 본 발명의 범주가 제한된다고 볼 수 없다.This is explained specifically as follows. Meanwhile, each description and embodiment disclosed in the present invention can also be applied to other descriptions and embodiments for each. That is, all combinations of various elements disclosed in the present invention fall within the scope of the present invention. In addition, the scope of the present invention cannot be considered to be limited by the specific description described below.

본 명세서에서 사용되는 「포함하는」과 같은 표현은, 해당 표현이 포함되는 문구 또는 문장에서 특별히 다르게 언급되지 않는 한, 다른 실시예를 포함할 가능성을 내포하는 개방형 용어(open-ended terms)로 이해되어야 한다.Expressions such as “including” as used herein should be understood as open-ended terms implying the possibility of including other embodiments, unless specifically stated otherwise in the phrase or sentence in which the expression is included.

본 발명의 설명 및 청구범위에서 사용된 용어나 단어는, 통상적이거나 사전적인 의미로 한정해서 해석되어서는 아니되며, 발명자는 그 자신의 발명을 가장 최선의 방법으로 설명하기 위해 용어의 개념을 적절하게 정의할 수 있다는 원칙에 입각하여, 본 발명의 기술적 사상에 부합하는 의미와 개념으로 해석되어야만 한다.The terms or words used in the description and claims of the present invention should not be interpreted as limited to their usual or dictionary meanings, but should be interpreted as meanings and concepts that conform to the technical idea of the present invention, based on the principle that the inventor can appropriately define the concept of the term in order to explain his or her own invention in the best manner.

항균 및 보존용 조성물Antibacterial and preservative composition

본 발명은 항균 및 보존용 조성물로서, 화학식 1로 표시되는 화합물을 포함하는 항균 및 보존용 조성물을 제공한다.The present invention provides an antibacterial and preservative composition comprising a compound represented by chemical formula 1.

[화학식 1][Chemical Formula 1]

Figure PCTKR2023002900-appb-img-000001
Figure PCTKR2023002900-appb-img-000001

상기 화학식 1에서, R1은 치환 또는 비치환된 C7 내지 C17 알킬 또는 치환 또는 비치환된 C7 내지 C17 알케닐이다.In the above chemical formula 1, R 1 is a substituted or unsubstituted C 7 to C 17 alkyl or a substituted or unsubstituted C 7 to C 17 alkenyl.

본 발명은 항균 및 보존용 조성물로서, (a) 화학식 1로 표시되는 화합물, 및 (b) 화학식 2, 화학식 3 또는 화학식 4로 표시되는 화합물 중 어느 하나의 화합물을 포함하는 항균 및 보존용 조성물을 제공한다.The present invention provides an antibacterial and preservative composition comprising (a) a compound represented by Chemical Formula 1, and (b) any one of the compounds represented by Chemical Formula 2, Chemical Formula 3, or Chemical Formula 4.

[화학식 1][Chemical Formula 1]

Figure PCTKR2023002900-appb-img-000002
Figure PCTKR2023002900-appb-img-000002

[화학식 2][Chemical formula 2]

Figure PCTKR2023002900-appb-img-000003
Figure PCTKR2023002900-appb-img-000003

[화학식 3][Chemical Formula 3]

Figure PCTKR2023002900-appb-img-000004
Figure PCTKR2023002900-appb-img-000004

[화학식 4][Chemical Formula 4]

Figure PCTKR2023002900-appb-img-000005
Figure PCTKR2023002900-appb-img-000005

상기 화학식 1에서,In the above chemical formula 1,

R1은 치환 또는 비치환된 C7 내지 C17 알킬 또는 치환 또는 비치환된 C7 내지 C17 알케닐이며,R 1 is a substituted or unsubstituted C 7 to C 17 alkyl or a substituted or unsubstituted C 7 to C 17 alkenyl,

상기 화학식 2에서,In the above chemical formula 2,

L1는 -(CH=CH)-, -(CH2)l-, -C(=O)- 또는 -O- 이고,L 1 is -(CH=CH)-, -(CH 2 ) l -, -C(=O)- or -O-,

R2는 -H, -C(=O)-CH3, -C(=O)H, -OH, -O-Na+, -(CH2)m-OH, -CH(CH3)-CH2-C(CH3)2-CH3, 또는 치환 또는 비치환된 C1 내지 C6 알킬이며,R 2 is -H, -C(=O)-CH 3 , -C(=O)H, -OH, -O - Na + , -(CH 2 ) m -OH, -CH(CH 3 )-CH 2 -C(CH 3 ) 2 -CH 3 , or A substituted or unsubstituted C 1 to C 6 alkyl,

R3, R4 및 R5는 각각 독립적으로 -H, -OH, C1 내지 C3의 알콕시기, =O, -O-Na+, 또는 치환 또는 비치환된 C1 내지 C6 알킬이며,R 3 , R 4 and R 5 are each independently -H, -OH, an alkoxy group having C 1 to C 3 , =O, -O - Na + , or substituted or unsubstituted C 1 to C 6 alkyl,

X 및 Y는 각각 독립적으로 -CH-, -O- 또는 -NRa이고, X and Y are each independently -CH-, -O- or -NR a ,

Ra는 -OH이며, R a is -OH,

Z는 NH2-CH2-CH2-OH 또는 아무것도 아니며(Null),Z is NH 2 -CH 2 -CH 2 -OH or nothing (Null),

Figure PCTKR2023002900-appb-img-000006
는 단일 또는 이중 결합을 나타내며,
Figure PCTKR2023002900-appb-img-000006
represents a single or double bond,

K, l, m은 각각 독립적으로 1 내지 4의 정수이고.K, l, and m are each independently integers from 1 to 4.

상기 화학식 3에서, In the above chemical formula 3,

R6는 -H, 치환 또는 비치환된 C2 내지 C18 알킬 또는 치환 또는 비치환된 C2 내지 C18 알케닐이며,R 6 is -H, substituted or unsubstituted C 2 to C 18 alkyl or substituted or unsubstituted C 2 to C 18 alkenyl,

L2는 -(CH2)o-, -O- 또는 -C(=O)- 이고,L 2 is -(CH 2)o -, -O- or -C(=O)-,

R7는 -NHCH-, -N- 또는 C(=O)CHNH- 이며, R 7 is -NHCH-, -N- or C(=O)CHNH-,

R8는 -OH, COOH, -COOCH3, -COOCH2CH3, -(CH2)4NH- 또는

Figure PCTKR2023002900-appb-img-000007
이고, R 8 is -OH, COOH, -COOCH 3, -COOCH 2 CH 3 , -(CH 2 ) 4 NH- or
Figure PCTKR2023002900-appb-img-000007
And,

R9는 -H, -(CH2)4NH2 또는 -(CH2)3C(NH)2NH2 이며,R 9 is -H, -(CH 2 ) 4 NH 2 or -(CH 2 ) 3 C(NH) 2 NH 2 ,

A는 -H 또는 아무것도 아니고(Null),A is -H or nothing (Null),

n은 1 내지 99의 정수이며, n is an integer from 1 to 99,

o는 1 내지 3의 정수이고,o is an integer from 1 to 3,

상기 화학식 4에서, In the above chemical formula 4,

L3은 -(CH2)p-, -O-, -C(=O)- 또는 -O-C(=O)-이며,L 3 is -(CH 2 ) p -, -O-, -C(=O)- or -OC(=O)-,

R10은 치환 또는 비치환된 C2 내지 C10 알킬, -OH 또는 -O-Na+ 이고,R 10 is substituted or unsubstituted C 2 to C 10 alkyl, -OH or -O - Na + ,

R11는 -CH2-CHOH-CH2-, 수산화기, 비치환된 C1 내지 C3 알킬 및 카르복실기로 이루어진 군에서 선택된 1 이상의 치환기로 치환 또는 비치환된 -(CH2)q-, 치환 또는 비치환된 -(CH2)r-N(Rb)-(CH2)s- 또는 비치환된 페닐렌(-C6H4-)이며,R 11 is -(CH 2 ) q -, substituted or unsubstituted -(CH 2 ) r -N(R b )-(CH 2 ) s - , or unsubstituted phenylene (-C 6 H 4 -), which is substituted or unsubstituted with one or more substituents selected from the group consisting of -CH 2 -CHOH -CH 2- , a hydroxyl group, an unsubstituted C 1 to C 3 alkyl , and a carboxyl group,

R12은 -OH, -COOH, C1 내지 C3의 알콕시기 또는 -COO-Na+이고,R 12 is -OH, -COOH, an alkoxy group of C 1 to C 3 or -COO - Na + ,

Rb는 -(CH2)t-N[(CH2)u-CO2 -)]2 이며,R b is -(CH 2 ) t -N[(CH 2 ) u -CO 2 - )] 2 ,

p, q, r, s, t, u는 각각 독립적으로 1 내지 3의 정수임.p, q, r, s, t, u are each independently integers from 1 to 3.

본 발명에 있어서, 용어 『항균 및 보존용 조성물』이란, 방부 조성물을 의미할 수 있으며, 이들이 첨가되는 조성물의 변질, 부패, 변색 및 화학변화를 방지하기 위해 사용될 수 있는 모든 첨가물을 포함할 수 있으며, 세균, 곰팡이, 효모 등의 미생물의 증식을 억제하여 부패 미생물의 발육저지 또는 살균 작용을 하는 등의 기능성 항생제도 포함할 수 있다.In the present invention, the term “antibacterial and preservative composition” may mean a preservative composition, and may include all additives that can be used to prevent deterioration, decay, discoloration, and chemical changes of the composition to which they are added, and may also include functional antibiotics that inhibit the growth of microorganisms such as bacteria, mold, and yeast, thereby inhibiting the growth of putrefactive microorganisms or having a sterilizing effect.

본 발명에 있어서, 상기 항균 및 보존용 조성물은 세균 또는 진균에 대한 항균 또는 항진균 효과를 갖는 것일 수 있으며, 이에 한정되는 것은 아니다.In the present invention, the antibacterial and preservative composition may have an antibacterial or antifungal effect against bacteria or fungi, but is not limited thereto.

본 발명에 있어서, 용어 『항균』이란, 세균의 생장 및 증식을 억제 또는 제어하는 작용을 의미한다.In the present invention, the term ‘antibacterial’ means an action that inhibits or controls the growth and proliferation of bacteria.

본 발명에 있어서, 용어 『항진균』이란, 진균의 생장 및 증식을 억제 또는 제어하는 작용을 의미한다.In the present invention, the term ‘antifungal’ means an action that inhibits or controls the growth and proliferation of fungi.

본 발명에 있어서, 상기 항균 및 보존용 조성물은 대장균(Escherichia coli), 황색포도상구균(Staphylococcus aureus), 녹농균(Pseudomonas aeruginosa), 페렴간균(Klebsiella pneumoniae), MRSA균(methicillin-resistant Staphylococcus aureus), 바실러스 서브틸리스(Bacillus subtilis), 장염비브리오균(Vibrio parahaemolyticus), 살모넬라균(Salmonella typhimurium), 리스테리아(Listeria monocytogenes) 또는 시겔라 플렉스네리(Shigella flexneri)에 대해 항균 활성을 갖거나, 또는 칸디다 알비칸스(Candida albicans), 아스퍼질러스 니제르(Aspergillus brasiliensis) 또는 아스퍼질러스 브라실리엔시스(Aspergillus　brasiliensis)에 대해 항진균 활성을 갖는 것일 수 있으며, 이에 한정되는 것은 아니다.In the present invention, the antibacterial and preservative composition has antibacterial activity against Escherichia coli , Staphylococcus aureus , Pseudomonas aeruginosa , Klebsiella pneumoniae , methicillin-resistant Staphylococcus aureus , Bacillus subtilis , Vibrio parahaemolyticus , Salmonella typhimurium , Listeria monocytogenes or Shigella flexneri , or has antifungal activity against Candida albicans, Aspergillus brasiliensis or Aspergillus brasiliensis . This may include, but is not limited to:

본 발명에 있어서, 화학식 1 또는 화학식 2 내지 화학식 4로 표시되는 화합물은 보존제 화합물이다. 용어 『보존제』란, 산업적으로 생산하여 유통되는 가공식품, 음료, 화장품, 의약품, 위생용품, 생활화학제품 등의 품질을 관리하기 위해 첨가하는 화학물질로, 제품에 있어 미생물에 의한 부패 또는 화학성분의 분해에 의해 품질이 떨어지거나 변질되는 것을 예방하기 위해 사용된다. 즉, 세균, 곰팡이 및 효모 중 적어도 하나이상의 미생물에 대한 항균력을 나타낼 수 있어, 항미생물 및/또는 항박테리아 및/또는 항진균제로서 사용되는 것을 의미한다.In the present invention, the compound represented by Chemical Formula 1 or Chemical Formula 2 to Chemical Formula 4 is a preservative compound. The term "preservative" refers to a chemical substance added to manage the quality of processed foods, beverages, cosmetics, pharmaceuticals, sanitary products, household chemical products, etc. that are industrially produced and distributed, and is used to prevent the quality of the product from deteriorating or becoming spoiled due to microbial spoilage or decomposition of chemical components. In other words, it means that it can exhibit antibacterial activity against at least one or more microorganisms among bacteria, molds, and yeasts, and is used as an antimicrobial and/or antibacterial and/or antifungal agent.

본 발명에 있어서, 항균 및 보존용 조성물은, 대장균(Escherichia coli), 황색포도상구균(Staphylococcus aureus), 녹농균(Pseudomonas aeruginosa), 페렴간균(Klebsiella pneumoniae), MRSA균(methicillin-resistant Staphylococcus aureus), 바실러스 서브틸리스(Bacillus subtilis), 장염비브리오균(Vibrio parahaemolyticus), 살모넬라균(Salmonella typhimurium), 리스테리아(Listeria monocytogenes), 시겔라 플렉스네리(Shigella flexneri), 칸디다 알비칸스(Candida albicans), 아스퍼질러스 니제르(Aspergillus brasiliensis) 및 아스퍼질러스 브라실리엔시스(Aspergillus　brasiliensis)로 이루어진 군에서 선택된 적어도 하나 이상의 미생물을 제어하기 위한 것일 수 있으며, 이에 한정되는 것은 아니다.In the present invention, the antibacterial and preservative composition may be for controlling at least one microorganism selected from the group consisting of Escherichia coli , Staphylococcus aureus , Pseudomonas aeruginosa , Klebsiella pneumoniae , methicillin-resistant Staphylococcus aureus , Bacillus subtilis , Vibrio parahaemolyticus , Salmonella typhimurium , Listeria monocytogenes , Shigella flexneri , Candida albicans , Aspergillus brasiliensis and Aspergillus brasiliensis , and It is not limited.

구체적으로, 대장균(Escherichia Coli), 황색포도상구균(Staphylococcus Aureus), 녹농균(Pseudomonas Aeruginosa), 아스퍼질러스 브라실리엔시스(Aspergillus　brasiliensis) 및 칸디다 알비칸스(Candida albicans)로 이루어진 군에서 선택된 적어도 하나 이상의 미생물을 제어하기 위한 것이다.Specifically, it is for controlling at least one microorganism selected from the group consisting of Escherichia Coli , Staphylococcus Aureus , Pseudomonas Aeruginosa , Aspergillus brasiliensis , and Candida albicans.

본 발명에 있어서, 상기 화학식 1로 표시되는 화합물과 화학식 2, 화학식 3 또는 화학식 4로 표시되는 화합물 중 어느 하나의 화합물은 0.01:9.99 내지 9.99:0.01의 중량비로 포함될 수 있으며, 구체적으로 화학식 1로 표시되는 화합물과 화학식 2, 화학식 3 또는 화학식 4로 표시되는 화합물 중 어느 하나의 화합물은 2:8, 4:6, 5:5, 7:3, 및/또는 8:2의 중량비로 포함될 수 있고, 이에 한정되는 것은 아니다.In the present invention, the compound represented by the chemical formula 1 and any one of the compounds represented by the chemical formula 2, chemical formula 3, or chemical formula 4 may be included in a weight ratio of 0.01:9.99 to 9.99:0.01, and specifically, the compound represented by the chemical formula 1 and any one of the compounds represented by the chemical formula 2, chemical formula 3, or chemical formula 4 may be included in a weight ratio of 2:8, 4:6, 5:5, 7:3, and/or 8:2, but is not limited thereto.

구체적으로, 상기 화학식 1로 표시되는 화합물과 화학식 2, 화학식 3 또는 화학식 4로 표시되는 화합물 중 어느 하나의 화합물이 상기 범위 내의 함량으로 포함됨으로써 미생물 제어 효과가 상승하는 이점이 있다.Specifically, there is an advantage in that the microbial control effect is increased by including the compound represented by the chemical formula 1 and any one of the compounds represented by the chemical formula 2, chemical formula 3 or chemical formula 4 in an amount within the above range.

본 발명에 있어서, 화학식 1로 표시되는 화합물인 3,3'-(도데실이미노)디프로판-1,2-디올(3,3'-(dodecylimino)dipropane-1,2-diol)은 하기와 같은 화학식을 가지고 있다.In the present invention, 3,3'-(dodecylimino)dipropane-1,2-diol, a compound represented by chemical formula 1, has the following chemical formula.

[화학식 1-1] [Chemical Formula 1-1]

Figure PCTKR2023002900-appb-img-000008
Figure PCTKR2023002900-appb-img-000008

구체적으로, 상기 화학식 1-1로 표시되는 화합물은 유화, 가용화 효능이 우수한 계면활성제 화합물로서, 화학식 2, 화학식 3 또는 화학식 4로 표시되는 화합물 중 어느 하나의 화합물과 혼합하여 항균제 조성물을 이룸으로써 대장균(Escherichia coli), 황색포도상구균(Staphylococcus aureus), 녹농균(Pseudomonas aeruginosa), 페렴간균(Klebsiella pneumoniae), MRSA균(methicillin-resistant Staphylococcus aureus), 바실러스 서브틸리스(Bacillus subtilis), 장염비브리오균(Vibrio parahaemolyticus), 살모넬라균(Salmonella typhimurium), 리스테리아(Listeria monocytogenes), 시겔라 플렉스네리(Shigella flexneri), 칸디다 알비칸스(Candida albicans), 아스퍼질러스 니제르(Aspergillus brasiliensis) 및 아스퍼질러스 브라실리엔시스(Aspergillus　brasiliensis)와 같은 미생물을 억제할 수 있어, 항균 및 항진균 성질을 나타낼 수 있고, 액상과 고상 형태의 화장품, 위생용품, 생활화학제품과 같은 다양한 제품들로 적용할 수 있는 이점이 있다.Specifically, the compound represented by the chemical formula 1-1 is a surfactant compound having excellent emulsifying and solubilizing effects, and is mixed with any one of the compounds represented by the chemical formula 2, chemical formula 3, or chemical formula 4 to form an antibacterial composition, thereby effectively inhibiting Escherichia coli , Staphylococcus aureus , Pseudomonas aeruginosa , Klebsiella pneumoniae , methicillin-resistant Staphylococcus aureus , Bacillus subtilis , Vibrio parahaemolyticus , Salmonella typhimurium , Listeria monocytogenes , Shigella flexneri , Candida albicans , and Aspergillus niger. It can inhibit microorganisms such as Aspergillus brasiliensis and Aspergillus brasiliensis , so it can exhibit antibacterial and antifungal properties, and has the advantage of being applicable to various products such as cosmetics, hygiene products, and household chemical products in liquid and solid forms.

본 발명에 있어서, 상기 화학식 2로 표시되는 화합물은, O-메톡시신남알데하이드(O-Methoxycinnamaldhide), 4-메톡시신남알데하이드(4-Methoxycinnamaldhide), 라즈베리 케톤(Raspberry ketone), 3-페닐-1-프로판올(3-phenyl-1-propanol), 히드록시 아세토페논(Hydroxy acetophenone), 소듐벤조에이트(Sodium benzoate), 페녹시 에탄올(Phenoxyethanol), 트로폴론(Tropolone), 피록톤 올아민(Piroctone Olamine) 및 소듐 디히드로아세테이트(Sodium dehydroacetate)로 이루어진 군에서 선택된 하나 이상일 수 있으며, 이에 한정되는 것은 아니다.In the present invention, the compound represented by the chemical formula 2 may be at least one selected from the group consisting of O-Methoxycinnamaldhide, 4-Methoxycinnamaldhide, Raspberry ketone, 3-phenyl-1-propanol, Hydroxy acetophenone, Sodium benzoate, Phenoxyethanol, Tropolone, Piroctone Olamine, and Sodium dehydroacetate, but is not limited thereto.

구체적으로, O-메톡시신남알데하이드(O-Methoxycinnamaldhide)는

Figure PCTKR2023002900-appb-img-000009
, 4-메톡시신남알데하이드(4-Methoxycinnamaldhide)는
Figure PCTKR2023002900-appb-img-000010
, 라즈베리 케톤(Raspberry ketone)은
Figure PCTKR2023002900-appb-img-000011
, 3-페닐-1-프로판올(3-phenyl-1-propanol)은
Figure PCTKR2023002900-appb-img-000012
, 4-히드록시 아세토페논(4-Hydroxy acetophenone)은
Figure PCTKR2023002900-appb-img-000013
, 소듐벤조에이트(Sodium benzoate)는
Figure PCTKR2023002900-appb-img-000014
, 페녹시 에탄올(Phenoxyethanol)는
Figure PCTKR2023002900-appb-img-000015
, 트로폴론(Tropolone)은
Figure PCTKR2023002900-appb-img-000016
, 피록톤 올아민(Piroctone Olamine)은
Figure PCTKR2023002900-appb-img-000017
, 소듐 디히드로아세테이트(Sodium dehydroacetate)는
Figure PCTKR2023002900-appb-img-000018
의 구조를 갖는다.Specifically, O-Methoxycinnamaldhide
Figure PCTKR2023002900-appb-img-000009
, 4-Methoxycinnamaldhide is
Figure PCTKR2023002900-appb-img-000010
, Raspberry ketone
Figure PCTKR2023002900-appb-img-000011
, 3-phenyl-1-propanol is
Figure PCTKR2023002900-appb-img-000012
, 4-Hydroxy acetophenone
Figure PCTKR2023002900-appb-img-000013
, sodium benzoate
Figure PCTKR2023002900-appb-img-000014
, Phenoxyethanol is
Figure PCTKR2023002900-appb-img-000015
, Tropolone is
Figure PCTKR2023002900-appb-img-000016
, Piroctone Olamine
Figure PCTKR2023002900-appb-img-000017
, Sodium dehydroacetate is
Figure PCTKR2023002900-appb-img-000018
It has the structure of .

본 발명에 있어서, 상기 화학식 3으로 표시되는 화합물은, 라우로일 아르기닌 메틸에스터(Lauroyl arginine methyl ester), 라우로일 라이신 메틸에스터(Lauroyl lysine methyl ester), 라우로일 아르기닌 에틸에스터(Lauroyl arginine ethyl ester), 이오도프로피닐 뷰틸카바메이트(Iodopropynyl Butylcarbamate), 폴리라이신(Polylysine), 라우로일 라이신(Lauroyl Lysine) 및 카프릴하이드록사믹산(Caprylhydroxamic Acid)로 이루어진 군에서 선택된 하나 이상일 수 있으며, 이에 한정되는 것은 아니다.In the present invention, the compound represented by the chemical formula 3 may be at least one selected from the group consisting of Lauroyl arginine methyl ester, Lauroyl lysine methyl ester, Lauroyl arginine ethyl ester, Iodopropynyl Butylcarbamate, Polylysine, Lauroyl Lysine, and Caprylhydroxamic Acid, but is not limited thereto.

구체적으로, 라우로일 아르기닌 메틸에스터(Lauroyl arginine methyl ester)는

Figure PCTKR2023002900-appb-img-000019
, 라우로일 라이신 메틸에스터(Lauroyl lysine methyl ester)는
Figure PCTKR2023002900-appb-img-000020
, 라우로일 아르기닌 에틸에스터(Lauroyl arginine ethyl ester)는
Figure PCTKR2023002900-appb-img-000021
, 이오도프로피닐 뷰틸카바메이트(Iodopropynyl Butylcarbamate)
Figure PCTKR2023002900-appb-img-000022
, 폴리라이신(Polylysine)은
Figure PCTKR2023002900-appb-img-000023
, 라우로일 라이신(Lauroyl Lysine)은
Figure PCTKR2023002900-appb-img-000024
, 카프릴하이드록사믹산(Caprylhydroxamic Acid)는
Figure PCTKR2023002900-appb-img-000025
의 구조를 갖는다.Specifically, lauroyl arginine methyl ester
Figure PCTKR2023002900-appb-img-000019
, Lauroyl lysine methyl ester
Figure PCTKR2023002900-appb-img-000020
, Lauroyl arginine ethyl ester
Figure PCTKR2023002900-appb-img-000021
, Iodopropynyl Butylcarbamate
Figure PCTKR2023002900-appb-img-000022
, Polylysine is
Figure PCTKR2023002900-appb-img-000023
, Lauroyl Lysine is
Figure PCTKR2023002900-appb-img-000024
, Caprylhydroxamic Acid
Figure PCTKR2023002900-appb-img-000025
It has the structure of .

본 발명에 있어서, 상기 화학식 4로 표시되는 화합물은, 헥산-1,2-디올(Hexane-1,2-diol), 옥탄-1,2-디올(Octane-1,2-diol), 데칸-1,2-디올(Decane-1,2-diol), 에틸헥실 글리세린(Ethylhexylglycerin), 글리세릴 모노카프릴레이트(Glyceryl monoCaprylate), 옥틸 글리세린(Octyl glycerin), 헥실 글리세린(Hexyl glycerin), 레불린산(Levulinic acid), 구연산(Citric Acid), 소듐아니세이트(Sodium Anisate), 다이소듐이디티에이(Disodium EDTA) 및 테트라소듐이디티에이(Tetrasodium EDTA)로 이루어진 군에서 선택된 하나 이상일 수 있으며, 이에 한정되는 것은 아니다.In the present invention, the compound represented by the chemical formula 4 may be at least one selected from the group consisting of Hexane-1,2-diol, Octane-1,2-diol, Decane-1,2-diol, Ethylhexylglycerin, Glyceryl monoCaprylate, Octyl glycerin, Hexyl glycerin, Levulinic acid, Citric Acid, Sodium Anisate, Disodium EDTA, and Tetrasodium EDTA, but is not limited thereto.

구체적으로, 헥산-1,2-디올(Hexane-1,2-diol)은

Figure PCTKR2023002900-appb-img-000026
, 옥탄-1,2-디올(Octane-1,2-diol)은
Figure PCTKR2023002900-appb-img-000027
, 데칸-1,2-디올(Decane-1,2-diol)은
Figure PCTKR2023002900-appb-img-000028
, 에틸헥실 글리세린(Ethylhexylglycerin)은
Figure PCTKR2023002900-appb-img-000029
, 글리세릴 모노카프릴레이트(Glyceryl monoCaprylate)는
Figure PCTKR2023002900-appb-img-000030
, 옥틸 글리세린(Octyl glycerin)은
Figure PCTKR2023002900-appb-img-000031
, 헥실 글리세린(Hexyl glycerin)은
Figure PCTKR2023002900-appb-img-000032
, 레불린산(Levulinic acid)은
Figure PCTKR2023002900-appb-img-000033
, 구연산(Citric Acid)은
Figure PCTKR2023002900-appb-img-000034
, 소듐아니세이트(Sodium Anisate)는
Figure PCTKR2023002900-appb-img-000035
, 다이소듐이디티에이(Disodium EDTA)는
Figure PCTKR2023002900-appb-img-000036
, 테트라소듐이디티에이(Tetrasodium EDTA)는
Figure PCTKR2023002900-appb-img-000037
의 구조를 갖는다.Specifically, hexane-1,2-diol
Figure PCTKR2023002900-appb-img-000026
, Octane-1,2-diol is
Figure PCTKR2023002900-appb-img-000027
, Decane-1,2-diol is
Figure PCTKR2023002900-appb-img-000028
, Ethylhexylglycerin
Figure PCTKR2023002900-appb-img-000029
, Glyceryl monoCaprylate is
Figure PCTKR2023002900-appb-img-000030
, Octyl glycerin
Figure PCTKR2023002900-appb-img-000031
, Hexyl glycerin is
Figure PCTKR2023002900-appb-img-000032
, Levulinic acid is
Figure PCTKR2023002900-appb-img-000033
, citric acid
Figure PCTKR2023002900-appb-img-000034
, Sodium Anisate is
Figure PCTKR2023002900-appb-img-000035
, Disodium EDTA is
Figure PCTKR2023002900-appb-img-000036
, Tetrasodium EDTA is
Figure PCTKR2023002900-appb-img-000037
It has the structure of .

상기 화학식 2, 화학식 3 또는 화학식 4로 표시되는 화합물 중 어느 하나의 화합물이 화학식 1로 표시되는 화합물과 함께 항균 및 보존용 조성물의 조성으로 사용됨으로써 각각 단독으로 사용한 경우에 비해 세균, 곰팡이, 효모 등의 미생물의 증식을 억제하여 부패 미생물의 발육을 저지할 수 있으며, 또한 살균력이 증가하여 시너지 효과를 나타낼 수 있다.When any one of the compounds represented by the above chemical formula 2, chemical formula 3 or chemical formula 4 is used as a composition of an antibacterial and preservative composition together with the compound represented by chemical formula 1, the growth of microorganisms such as bacteria, mold and yeast can be inhibited, thereby preventing the growth of putrefactive microorganisms, compared to when each is used alone, and the sterilizing power can be increased, thereby exhibiting a synergistic effect.

항균 및 보존용 조성물을 포함하는 제품Products containing antibacterial and preservative compositions

본 발명은 상기 항균 및 보존용 조성물을 포함하는 제품을 제공한다.The present invention provides a product comprising the above antibacterial and preservative composition.

본 발명에 있어서, 상기 제품은 화장품, 위생용품 또는 생활화학제품일 수 있으며, 이에 제한되는 것은 아니다.In the present invention, the product may be a cosmetic, a hygiene product, or a household chemical product, but is not limited thereto.

본 발명에 있어서, 용어 『화장품』이란, 인체를 청결ㆍ미화하여 매력을 더하고 용모를 밝게 변화시키거나 피부ㆍ모발의 건강을 유지 또는 증진하기 위하여 인체에 바르고 문지르거나 뿌리는 등 이와 유사한 방법으로 사용되는 물품으로서 인체에 대한 작용이 경미한 것을 말한다.In the present invention, the term "cosmetics" refers to products that are applied to the human body, rubbed in, sprayed on, or used in a similar manner to cleanse and beautify the human body, add attractiveness, brighten the appearance, or maintain or improve the health of the skin and hair, and that have a mild effect on the human body.

본 발명에 있어서, 용어 『위생용품』이란, 보건위생을 확보하기 위하여 특별한 위생관리가 필요한 용품을 의미한다.In the present invention, the term “sanitary products” means products that require special sanitary management to ensure health and hygiene.

본 발명에 있어서, 용어 『생활화학제품』이란, 가정, 사무실, 다중이용시설 등 일상적인 생활공간에서 사용되는 화학제품으로서 사람이나 환경에 화학물질의 노출을 유발할 가능성이 있는 것을 말한다.In the present invention, the term “household chemical product” refers to a chemical product used in everyday living spaces such as homes, offices, and multi-use facilities, which has the potential to cause exposure of people or the environment to chemical substances.

본 발명에 있어서, 상기 화장품은 화장품법에 따르면 당업계에서 통상적으로 제조되는 어떠한 제형으로 제조될 수 있으며, 용액, 현탁액, 유탁액, 페이스트, 겔, 크림, 팩트, 파우더, 유탁액 파운데이션, 왁스 파운데이션, 스프레이, 비누, 세안클렌징, 바디클렌징, 헤어샴푸 및 헤어린스로 이루어진 군에서 선택된 어느 하나로 제형화된 것일 수 있고, 이에 제한되는 것은 아니다. 보다 상세하게는, 유연 화장수, 영양 화장수, 크림, 영양 크림, 마사지 크림, 립스틱, 팩트, 에센스, 아이 크림, 클렌징 크림, 클렌징 폼, 클렌징 워터, 팩, 또는 스프레이의 제형으로 제조될 수 있다.In the present invention, the cosmetic can be manufactured in any formulation commonly manufactured in the art according to the Cosmetics Act, and can be formulated as any one selected from the group consisting of a solution, a suspension, an emulsion, a paste, a gel, a cream, a pact, a powder, an emulsion foundation, a wax foundation, a spray, a soap, a facial cleansing, a body cleansing, a hair shampoo, and a hair rinse, but is not limited thereto. More specifically, the cosmetic can be manufactured in the form of a flexible toner, a nutritional toner, a cream, a nutritional cream, a massage cream, a lipstick, a pact, an essence, an eye cream, a cleansing cream, a cleansing foam, a cleansing water, a pack, or a spray.

본 발명에 있어서, 상기 위생용품은 위생용품 관리법에 따르면 식기세정제, 식기세척기용 세정제 및 물티슈로 이루어진 군에서 선택된 것일 수 있고, 이에 제한되는 것은 아니다.In the present invention, the sanitary product may be selected from the group consisting of dishwashing detergent, dishwasher detergent, and wet tissue according to the Sanitary Product Management Act, but is not limited thereto.

본 발명에 있어서, 상기 생활화학제품은 생활화학제품 및 살생물제의 안전관리에 관한 법률에 따르면, 의류세탁세제, 주거공간세정제, 탈취제, 공기세정제, 실내방향제, 발향제, 섬유유연제, 다목적세정제품, 살균제품, 항균제품, 소독제품, 및 제균제로 이루어진 군에서 선택되는 것일 수 있고, 이에 제한되는 것은 아니다.In the present invention, according to the Act on Safety Management of Household Chemical Products and Biocides, the household chemical product may be selected from the group consisting of clothing detergents, residential space cleaners, deodorizers, air cleaners, indoor air fresheners, fragrances, fabric softeners, multipurpose cleaning products, sterilizing products, antibacterial products, disinfecting products, and bactericidal agents, but is not limited thereto.

본 발명에 있어서, 상기 항균 및 보존용 조성물은 상기 화장품, 위생용품 또는 생활화학제품에 대해 0.01 내지 10 중량%로 포함하는 것일 수 있으며, 이에 한정되는 것은 아니다.In the present invention, the antibacterial and preservative composition may be included in an amount of 0.01 to 10 wt% with respect to the cosmetic, hygiene product or household chemical product, but is not limited thereto.

구체적으로, 상기 제품은 의류용 액체세제 조성물, 주방용 세제 조성물, 물티슈 원액 조성물, 삼푸 원액 조성물, 화장품 크림 원액 조성물 및 화장품 팩트 조성물로 이루어진 군에서 선택된 것일 수 있고, 이에 한정되는 것은 아니다.Specifically, the product may be selected from the group consisting of, but is not limited to, a liquid detergent composition for clothing, a kitchen detergent composition, a wet tissue concentrate composition, a shampoo concentrate composition, a cosmetic cream concentrate composition, and a cosmetic pack composition.

의류용 액체세제 조성물Liquid detergent composition for clothing

구체적으로, 항균 및 보존용 조성물이 포함된 제품이 의류용 액체세제 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 2로 표시되는 O-메톡시신남알데하이드(O-Methoxycinnamaldhide), 4-메톡시신남알데하이드(4-Methoxycinnamaldhide), 라즈베리 케톤(Raspberry ketone), 3-페닐-1-프로판올(3-phenyl-1-propanol), 히드록시 아세토페논(Hydroxy acetophenone), 소듐벤조에이트(Sodium benzoate), 페녹시 에탄올(Phenoxyethanol), 트로폴론(Tropolone), 피록톤 올아민(Piroctone Olamine) 및 소듐 디히드로아세테이트(Sodium dehydroacetate) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.Specifically, in the case of a liquid detergent composition for clothing, the product containing the antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and O-Methoxycinnamaldhide, 4-methoxycinnamaldhide, raspberry ketone, 3-phenyl-1-propanol, hydroxy acetophenone, sodium benzoate, phenoxyethanol, Tropolone, Piroctone Olamine and sodium By including an antibacterial and preservative composition combining any one compound of sodium dehydroacetate , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.

또한, 항균 및 보존용 조성물이 포함된 제품이 의류용 액체세제 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 3으로 표시되는 라우로일 아르기닌 메틸에스터(Lauroyl arginine methyl ester), 라우로일 라이신 메틸에스터(Lauroyl lysine methyl ester), 라우로일 아르기닌 에틸에스터(Lauroyl arginine ethyl ester), 이오도프로피닐 뷰틸카바메이트(Iodopropynyl Butylcarbamate), 폴리라이신(Polylysine), 라우로일 라이신(Lauroyl Lysine) 및 카프릴하이드록사믹산(Caprylhydroxamic Acid) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.In addition, in the case of a liquid detergent composition for clothing, the product including the antibacterial and preservative composition comprises an antibacterial and preservative composition combining a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and any one compound among Lauroyl arginine methyl ester, Lauroyl lysine methyl ester, Lauroyl arginine ethyl ester, Iodopropynyl Butylcarbamate, Polylysine, Lauroyl Lysine and Caprylhydroxamic Acid represented by Chemical Formula 3. It can effectively control E.coli, S.aureus, P.aeruginosa, A. brasiliensis and C.albicans .

또한, 항균 및 보존용 조성물이 포함된 제품이 의류용 액체세제 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 3으로 표시되는 헥산-1,2-디올(Hexane-1,2-diol), 옥탄-1,2-디올(Octane-1,2-diol), 데칸-1,2-디올(Decane-1,2-diol), 에틸헥실 글리세린(Ethylhexylglycerin), 글리세릴 모노카프릴레이트(Glyceryl monoCaprylate), 옥틸 글리세린(Octyl glycerin), 헥실 글리세린(Hexyl glycerin), 레불린산(Levulinic acid), 구연산(Citric Acid), 소듐아니세이트(Sodium Anisate), 다이소듐이디티에이(Disodium EDTA) 및 테트라소듐이디티에이(Tetrasodium EDTA) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.In addition, in the case of a liquid detergent composition for clothing, a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 and hexane-1,2-diol, octane-1,2-diol, decane-1,2-diol, ethylhexylglycerin, glyceryl monocaprylate, octyl glycerin, hexyl glycerin, levulinic acid, citric acid, By including an antibacterial and preservative composition combining any one compound of sodium anisate, disodium EDTA and tetrasodium EDTA , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.

주방용 세제 조성물Kitchen detergent composition

구체적으로, 항균 및 보존용 조성물이 포함된 제품이 주방용 세제 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 2로 표시되는 O-메톡시신남알데하이드(O-Methoxycinnamaldhide), 4-메톡시신남알데하이드(4-Methoxycinnamaldhide), 라즈베리 케톤(Raspberry ketone), 3-페닐-1-프로판올(3-phenyl-1-propanol), 히드록시 아세토페논(Hydroxy acetophenone), 소듐벤조에이트(Sodium benzoate), 페녹시 에탄올(Phenoxyethanol), 트로폴론(Tropolone), 피록톤 올아민(Piroctone Olamine) 및 소듐 디히드로아세테이트(Sodium dehydroacetate) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.Specifically, in the case of a kitchen detergent composition, a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and O-Methoxycinnamaldhide, 4-methoxycinnamaldhide, raspberry ketone, 3-phenyl-1-propanol, hydroxy acetophenone, sodium benzoate, phenoxyethanol, Tropolone, Piroctone Olamine and sodium By including an antibacterial and preservative composition combining any one compound of sodium dehydroacetate , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.

또한, 항균 및 보존용 조성물이 포함된 제품이 주방용 세제 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 3으로 표시되는 라우로일 아르기닌 메틸에스터(Lauroyl arginine methyl ester), 라우로일 라이신 메틸에스터(Lauroyl lysine methyl ester), 라우로일 아르기닌 에틸에스터(Lauroyl arginine ethyl ester), 이오도프로피닐 뷰틸카바메이트(Iodopropynyl Butylcarbamate), 폴리라이신(Polylysine), 라우로일 라이신(Lauroyl Lysine) 및 카프릴하이드록사믹산(Caprylhydroxamic Acid) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.In addition, in the case of a kitchen detergent composition, the product including the antibacterial and preservative composition comprises an antibacterial and preservative composition combining a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and any one compound among Lauroyl arginine methyl ester, Lauroyl lysine methyl ester, Lauroyl arginine ethyl ester, Iodopropynyl Butylcarbamate, Polylysine, Lauroyl Lysine and Caprylhydroxamic Acid represented by Chemical Formula 3. It can effectively control E.coli, S.aureus, P.aeruginosa, A. brasiliensis and C.albicans .

또한, 항균 및 보존용 조성물이 포함된 제품이 주방용 세제 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 4로 표시되는 헥산-1,2-디올(Hexane-1,2-diol), 옥탄-1,2-디올(Octane-1,2-diol), 데칸-1,2-디올(Decane-1,2-diol), 에틸헥실 글리세린(Ethylhexylglycerin), 글리세릴 모노카프릴레이트(Glyceryl monoCaprylate), 옥틸 글리세린(Octyl glycerin), 헥실 글리세린(Hexyl glycerin), 레불린산(Levulinic acid), 구연산(Citric Acid), 소듐아니세이트(Sodium Anisate), 다이소듐이디티에이(Disodium EDTA) 및 테트라소듐이디티에이(Tetrasodium EDTA) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.In addition, in the case of a kitchen detergent composition, a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 and hexane-1,2-diol, octane-1,2-diol, decane-1,2-diol, ethylhexylglycerin, glyceryl monocaprylate, octyl glycerin, hexyl glycerin, levulinic acid, citric acid, By including an antibacterial and preservative composition combining any one compound of sodium anisate, disodium EDTA and tetrasodium EDTA , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.

물티슈 원액 조성물Water tissue original composition

구체적으로, 항균 및 보존용 조성물이 포함된 제품이 물티슈 원액 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 2로 표시되는 O-메톡시신남알데하이드(O-Methoxycinnamaldhide), 4-메톡시신남알데하이드(4-Methoxycinnamaldhide), 라즈베리 케톤(Raspberry ketone), 3-페닐-1-프로판올(3-phenyl-1-propanol), 히드록시 아세토페논(Hydroxy acetophenone), 소듐벤조에이트(Sodium benzoate), 페녹시 에탄올(Phenoxyethanol), 트로폴론(Tropolone), 피록톤 올아민(Piroctone Olamine) 및 소듐 디히드로아세테이트(Sodium dehydroacetate) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.Specifically, in the case of a wet tissue original composition, a product including an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and O-Methoxycinnamaldhide, 4-methoxycinnamaldhide, raspberry ketone, 3-phenyl-1-propanol, hydroxy acetophenone, sodium benzoate, phenoxyethanol, Tropolone, Piroctone Olamine and sodium By including an antibacterial and preservative composition combining any one compound of sodium dehydroacetate , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.

또한, 항균 및 보존용 조성물이 포함된 제품이 물티슈 원액 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 3으로 표시되는 라우로일 아르기닌 메틸에스터(Lauroyl arginine methyl ester), 라우로일 라이신 메틸에스터(Lauroyl lysine methyl ester), 라우로일 아르기닌 에틸에스터(Lauroyl arginine ethyl ester), 이오도프로피닐 뷰틸카바메이트(Iodopropynyl Butylcarbamate), 폴리라이신(Polylysine), 라우로일 라이신(Lauroyl Lysine) 및 카프릴하이드록사믹산(Caprylhydroxamic Acid) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.In addition, in the case of a product containing an antibacterial and preservative composition, in the case of a wet tissue original composition, the antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and one of the compounds of Lauroyl arginine methyl ester, Lauroyl lysine methyl ester, Lauroyl arginine ethyl ester, Iodopropynyl Butylcarbamate, Polylysine, Lauroyl Lysine and Caprylhydroxamic Acid represented by Chemical Formula 3. It can effectively control E.coli, S.aureus, P.aeruginosa, A. brasiliensis and C.albicans .

또한, 항균 및 보존용 조성물이 포함된 제품이 물티슈 원액 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 4로 표시되는 헥산-1,2-디올(Hexane-1,2-diol), 옥탄-1,2-디올(Octane-1,2-diol), 데칸-1,2-디올(Decane-1,2-diol), 에틸헥실 글리세린(Ethylhexylglycerin), 글리세릴 모노카프릴레이트(Glyceryl monoCaprylate), 옥틸 글리세린(Octyl glycerin), 헥실 글리세린(Hexyl glycerin), 레불린산(Levulinic acid), 구연산(Citric Acid), 소듐아니세이트(Sodium Anisate), 다이소듐이디티에이(Disodium EDTA) 및 테트라소듐이디티에이(Tetrasodium EDTA) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.In addition, in the case of a wet tissue original composition, a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and hexane-1,2-diol, octane-1,2-diol, decane-1,2-diol, ethylhexylglycerin, glyceryl monocaprylate, octyl glycerin, hexyl glycerin, levulinic acid, citric acid, By including an antibacterial and preservative composition combining any one compound of sodium anisate, disodium EDTA and tetrasodium EDTA , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.

삼푸 원액 조성물Shampoo original composition

구체적으로, 항균 및 보존용 조성물이 포함된 제품이 샴푸 원액 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 2로 표시되는 O-메톡시신남알데하이드(O-Methoxycinnamaldhide), 4-메톡시신남알데하이드(4-Methoxycinnamaldhide), 라즈베리 케톤(Raspberry ketone), 3-페닐-1-프로판올(3-phenyl-1-propanol), 히드록시 아세토페논(Hydroxy acetophenone), 소듐벤조에이트(Sodium benzoate), 페녹시 에탄올(Phenoxyethanol), 트로폴론(Tropolone), 피록톤 올아민(Piroctone Olamine) 및 소듐 디히드로아세테이트(Sodium dehydroacetate) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.Specifically, in the case of a shampoo concentrate composition, a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and O-Methoxycinnamaldhide, 4-methoxycinnamaldhide, raspberry ketone, 3-phenyl-1-propanol, hydroxy acetophenone, sodium benzoate, phenoxyethanol, Tropolone, Piroctone Olamine and sodium By including an antibacterial and preservative composition combining any one compound of sodium dehydroacetate , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.

또한, 항균 및 보존용 조성물이 포함된 제품이 샴푸 원액 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 3으로 표시되는 라우로일 아르기닌 메틸에스터(Lauroyl arginine methyl ester), 라우로일 라이신 메틸에스터(Lauroyl lysine methyl ester), 라우로일 아르기닌 에틸에스터(Lauroyl arginine ethyl ester), 이오도프로피닐 뷰틸카바메이트(Iodopropynyl Butylcarbamate), 폴리라이신(Polylysine), 라우로일 라이신(Lauroyl Lysine) 및 카프릴하이드록사믹산(Caprylhydroxamic Acid) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.In addition, in the case of a product containing an antibacterial and preservative composition, the product comprises an antibacterial and preservative composition in which a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 is combined with any one compound among Lauroyl arginine methyl ester, Lauroyl lysine methyl ester, Lauroyl arginine ethyl ester, Iodopropynyl Butylcarbamate, Polylysine, Lauroyl Lysine and Caprylhydroxamic Acid represented by Chemical Formula 3. It can effectively control E.coli, S.aureus, P.aeruginosa, A. brasiliensis and C.albicans .

또한, 항균 및 보존용 조성물이 포함된 제품이 샴푸 원액 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 4로 표시되는 헥산-1,2-디올(Hexane-1,2-diol), 옥탄-1,2-디올(Octane-1,2-diol), 데칸-1,2-디올(Decane-1,2-diol), 에틸헥실 글리세린(Ethylhexylglycerin), 글리세릴 모노카프릴레이트(Glyceryl monoCaprylate), 옥틸 글리세린(Octyl glycerin), 헥실 글리세린(Hexyl glycerin), 레불린산(Levulinic acid), 구연산(Citric Acid), 소듐아니세이트(Sodium Anisate), 다이소듐이디티에이(Disodium EDTA) 및 테트라소듐이디티에이(Tetrasodium EDTA) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.In addition, in the case of a shampoo concentrate composition, a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 and hexane-1,2-diol, octane-1,2-diol, decane-1,2-diol, ethylhexylglycerin, glyceryl monocaprylate, octyl glycerin, hexyl glycerin, levulinic acid, citric acid, By including an antibacterial and preservative composition combining any one compound of sodium anisate, disodium EDTA and tetrasodium EDTA , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.

화장품 크림 원액 조성물Cosmetic cream concentrate composition

구체적으로, 항균 및 보존용 조성물이 포함된 제품이 화장품 크림 원액 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 2로 표시되는 O-메톡시신남알데하이드(O-Methoxycinnamaldhide), 4-메톡시신남알데하이드(4-Methoxycinnamaldhide), 라즈베리 케톤(Raspberry ketone), 3-페닐-1-프로판올(3-phenyl-1-propanol), 히드록시 아세토페논(Hydroxy acetophenone), 소듐벤조에이트(Sodium benzoate), 페녹시 에탄올(Phenoxyethanol), 트로폴론(Tropolone), 피록톤 올아민(Piroctone Olamine) 및 소듐 디히드로아세테이트(Sodium dehydroacetate) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.Specifically, in the case of a cosmetic cream original composition containing an antibacterial and preservative composition, the product comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and O-Methoxycinnamaldhide, 4-methoxycinnamaldhide, raspberry ketone, 3-phenyl-1-propanol, hydroxy acetophenone, sodium benzoate, phenoxyethanol, Tropolone, Piroctone Olamine and sodium By including an antibacterial and preservative composition combining any one compound of sodium dehydroacetate , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.

또한, 항균 및 보존용 조성물이 포함된 제품이 화장품 크림 원액 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 3으로 표시되는 라우로일 아르기닌 메틸에스터(Lauroyl arginine methyl ester), 라우로일 라이신 메틸에스터(Lauroyl lysine methyl ester), 라우로일 아르기닌 에틸에스터(Lauroyl arginine ethyl ester), 이오도프로피닐 뷰틸카바메이트(Iodopropynyl Butylcarbamate), 폴리라이신(Polylysine), 라우로일 라이신(Lauroyl Lysine) 및 카프릴하이드록사믹산(Caprylhydroxamic Acid) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.In addition, in the case of a cosmetic cream original composition, the product including the antibacterial and preservative composition comprises an antibacterial and preservative composition combining a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and any one compound among Lauroyl arginine methyl ester, Lauroyl lysine methyl ester, Lauroyl arginine ethyl ester, Iodopropynyl Butylcarbamate, Polylysine, Lauroyl Lysine and Caprylhydroxamic Acid represented by Chemical Formula 3. It can effectively control E.coli, S.aureus, P.aeruginosa, A. brasiliensis and C.albicans .

또한, 항균 및 보존용 조성물이 포함된 제품이 화장품 크림 원액 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 4로 표시되는 헥산-1,2-디올(Hexane-1,2-diol), 옥탄-1,2-디올(Octane-1,2-diol), 데칸-1,2-디올(Decane-1,2-diol), 에틸헥실 글리세린(Ethylhexylglycerin), 글리세릴 모노카프릴레이트(Glyceryl monoCaprylate), 옥틸 글리세린(Octyl glycerin), 헥실 글리세린(Hexyl glycerin), 레불린산(Levulinic acid), 구연산(Citric Acid), 소듐아니세이트(Sodium Anisate), 다이소듐이디티에이(Disodium EDTA) 및 테트라소듐이디티에이(Tetrasodium EDTA) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.In addition, in the case of a cosmetic cream original composition, a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 and hexane-1,2-diol, octane-1,2-diol, decane-1,2-diol, ethylhexylglycerin, glyceryl monocaprylate, octyl glycerin, hexyl glycerin, levulinic acid, citric acid, By including an antibacterial and preservative composition combining any one compound of sodium anisate, disodium EDTA and tetrasodium EDTA , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.

화장품 팩트 조성물Cosmetic Pact Composition

구체적으로, 항균 및 보존용 조성물이 포함된 제품이 화장품 팩트 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 2로 표시되는 O-메톡시신남알데하이드(O-Methoxycinnamaldhide), 4-메톡시신남알데하이드(4-Methoxycinnamaldhide), 라즈베리 케톤(Raspberry ketone), 3-페닐-1-프로판올(3-phenyl-1-propanol), 히드록시 아세토페논(Hydroxy acetophenone), 소듐벤조에이트(Sodium benzoate), 페녹시 에탄올(Phenoxyethanol), 트로폴론(Tropolone), 피록톤 올아민(Piroctone Olamine) 및 소듐 디히드로아세테이트(Sodium dehydroacetate) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.Specifically, in the case of a cosmetic pack composition, a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 and O-Methoxycinnamaldhide, 4-methoxycinnamaldhide, raspberry ketone, 3-phenyl-1-propanol, hydroxy acetophenone, sodium benzoate, phenoxyethanol, Tropolone, Piroctone Olamine and sodium By including an antibacterial and preservative composition combining any one compound of sodium dehydroacetate , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.

또한, 항균 및 보존용 조성물이 포함된 제품이 화장품 팩트 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 3으로 표시되는 라우로일 아르기닌 메틸에스터(Lauroyl arginine methyl ester), 라우로일 라이신 메틸에스터(Lauroyl lysine methyl ester), 라우로일 아르기닌 에틸에스터(Lauroyl arginine ethyl ester), 이오도프로피닐 뷰틸카바메이트(Iodopropynyl Butylcarbamate), 폴리라이신(Polylysine), 라우로일 라이신(Lauroyl Lysine) 및 카프릴하이드록사믹산(Caprylhydroxamic Acid) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.In addition, in the case of a cosmetic pack composition, the product including an antibacterial and preservative composition comprises an antibacterial and preservative composition by combining a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1-1 and any one compound among Lauroyl arginine methyl ester, Lauroyl lysine methyl ester, Lauroyl arginine ethyl ester, Iodopropynyl Butylcarbamate, Polylysine, Lauroyl Lysine and Caprylhydroxamic Acid represented by Chemical Formula 3. It can effectively control E.coli, S.aureus, P.aeruginosa, A. brasiliensis and C.albicans .

또한, 항균 및 보존용 조성물이 포함된 제품이 화장품 팩트 조성물의 경우, 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 또는 화학식 1-1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 4로 표시되는 헥산-1,2-디올(Hexane-1,2-diol), 옥탄-1,2-디올(Octane-1,2-diol), 데칸-1,2-디올(Decane-1,2-diol), 에틸헥실 글리세린(Ethylhexylglycerin), 글리세릴 모노카프릴레이트(Glyceryl monoCaprylate), 옥틸 글리세린(Octyl glycerin), 헥실 글리세린(Hexyl glycerin), 레불린산(Levulinic acid), 구연산(Citric Acid), 소듐아니세이트(Sodium Anisate), 다이소듐이디티에이(Disodium EDTA) 및 테트라소듐이디티에이(Tetrasodium EDTA) 중 어느 하나의 화합물을 조합한 항균 및 보존용 조성물을 포함함으로써 E.coli, S.aureus, P.aeruginosa, A. brasiliensis 및 C.albicans 를 효과적으로 제어할 수 있다.In addition, in the case of a cosmetic pack composition, a product containing an antibacterial and preservative composition comprises a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 or a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1-1 and hexane-1,2-diol, octane-1,2-diol, decane-1,2-diol, ethylhexylglycerin, glyceryl monocaprylate, octyl glycerin, hexyl glycerin, levulinic acid, citric acid, By including an antibacterial and preservative composition combining any one compound of sodium anisate, disodium EDTA and tetrasodium EDTA , E. coli, S. aureus, P. aeruginosa, A. brasiliensis and C. albicans can be effectively controlled.

항균 방법Antibacterial method

본 발명은 상기 항균 및 보존용 조성물을 균에 처리하는 단계를 포함하는 항균 방법을 제공한다.The present invention provides an antibacterial method comprising a step of treating bacteria with the antibacterial and preservative composition.

상기 항균 및 보존용 조성물을 균에 처리하는 방법은 항균이 필요한 다양한 분야에서 당업자에게 잘 알려진 통상적인 방법에 따라 적절하게 사용될 수 있다. 항균 및 보존용 조성물의 처리량은 사용목적에 따라 적합하게 결정될 수 있다.The method of treating the above antibacterial and preservative composition with bacteria can be appropriately used according to a conventional method well known to those skilled in the art in various fields requiring antibacterial effects. The amount of the antibacterial and preservative composition to be treated can be appropriately determined depending on the intended use.

본 발명의 항균 및 보존용 조성물, 항균 및 보존용 조성물을 포함하는 제품, 항균 방법에서 언급된 사항은 서로 모순되지 않는 한 동일하게 적용된다.The matters mentioned in the antibacterial and preservative composition, the product comprising the antibacterial and preservative composition, and the antibacterial method of the present invention are equally applicable unless they are contradictory to each other.

이하 본 발명을 바람직한 실시예를 참고로 하여 본 발명이 속하는 기술분야에서 통상의 지식을 가진 자가 용이하게 실시할 수 있도록 다양한 제품에 적용하여 평가하였다. 그러나 본 발명은 여러 가지 상이한 형태로 구현될 수 있으며 아래 기재된 실시예에 한정되는 것은 아니다.Hereinafter, the present invention has been evaluated by applying it to various products with reference to preferred embodiments so that a person having ordinary skill in the art to which the present invention pertains can easily implement it. However, the present invention can be implemented in various different forms and is not limited to the embodiments described below.

[시험 A: 화학식 1과 화학식 2로 표시되는 화합물의 항균 효과][Test A: Antibacterial effect of compounds represented by chemical formulas 1 and 2]

실시예 1~10: 화학식 1과 화학식 2로 표시되는 화합물을 이용한 항균 및 보존용 조성물의 제조Examples 1 to 10: Preparation of antibacterial and preservative compositions using compounds represented by chemical formulas 1 and 2

실시예 1.Example 1.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 O-메톡시신남알데하이드 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and an O-methoxycinnamaldehyde compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 2.Example 2.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 4-메톡시신남알데하이드 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a 4-methoxycinnamaldehyde compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 3.Example 3.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 라즈베리 케톤 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a raspberry ketone compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 4.Example 4.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 3-페닐-1-프로판올 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a 3-phenyl-1-propanol compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 5.Example 5.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 히드록시 아세토페논 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a hydroxy acetophenone compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 6.Example 6.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 소듐벤조에이트 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a sodium benzoate compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 7.Example 7.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 페녹시 에탄올 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a phenoxyethanol compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 8.Example 8.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 트로폴론 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a tropolone compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 9.Example 9.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올과, 화학식 2로 표시되는 피록톤 올아민 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing 3,3'-(dodecylimino)dipropane-1,2-diol represented by chemical formula 1 and piroctone olamine compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 10.Example 10.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 소듐 디히드로아세테이트 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a sodium dehydroacetate compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

비교예 1~11: 화학식 1 또는 화학식 2로 표시되는 화합물을 이용한 항균 및 보존용 조성물의 제조Comparative Examples 1 to 11: Preparation of an antibacterial and preservative composition using a compound represented by Chemical Formula 1 or Chemical Formula 2

비교예 1.Comparative example 1.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물을 사용하였다.A 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 was used.

비교예 2.Comparative example 2.

화학식 2로 표시되는 O-메톡시신남알데하이드 화합물을 사용하였다.An O-methoxycinnamaldehyde compound represented by chemical formula 2 was used.

비교예 3.Comparative example 3.

화학식 2로 표시되는 4-메톡시신남알데하이드 화합물을 사용하였다.A 4-methoxycinnamaldehyde compound represented by chemical formula 2 was used.

비교예 4.Comparative example 4.

화학식 2로 표시되는 라즈베리 케톤 화합물을 사용하였다.A raspberry ketone compound represented by chemical formula 2 was used.

비교예 5.Comparative Example 5.

화학식 2로 표시되는 3-페닐-1-프로판올 화합물을 사용하였다.A 3-phenyl-1-propanol compound represented by chemical formula 2 was used.

비교예 6.Comparative example 6.

화학식 2로 표시되는 히드록시 아세토페논 화합물을 사용하였다.A hydroxyacetophenone compound represented by chemical formula 2 was used.

비교예 7.Comparative Example 7.

화학식 2로 표시되는 소듐벤조에이트 화합물을 사용하였다.A sodium benzoate compound represented by chemical formula 2 was used.

비교예 8.Comparative example 8.

화학식 2로 표시되는 페녹시 에탄올 화합물을 사용하였다.A phenoxyethanol compound represented by chemical formula 2 was used.

비교예 9.Comparative example 9.

화학식 2로 표시되는 트로폴론 화합물을 사용하였다.A tropolone compound represented by chemical formula 2 was used.

비교예 10.Comparative Example 10.

화학식 2로 표시되는 피록톤 올아민 화합물을 사용하였다.A piroctone olamine compound represented by chemical formula 2 was used.

비교예 11.Comparative Example 11.

화학식 2로 표시되는 소듐 디히드로아세테이트 화합물을 사용하였다.A sodium dehydroacetate compound represented by chemical formula 2 was used.

제조예 및 제조 비교예Manufacturing examples and comparative manufacturing examples

하기 제조예 및 제조 비교예에서 사용한 것들은 Sigma-Aldrich Korea 및 TCI 사 등으로부터 구입한 것을 사용하였다. 화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 2로 표시되는 화합물을 8:2의 중량비로 포함하도록 배합된 실시예들의 항균 및 보존용 조성물을 이용하여 화장품, 위생용품 또는 생활화학제품 등의 제조예들을 제조하였다. 그리고 화학식 1 또는 화학식 2의 화합물을 단독으로 포함하는 비교예들의 항균 및 보존용 조성물을 이용하여 화장품, 위생용품 또는 생활화학제품 등의 제조 비교예들을 제조하였다.The components used in the following Manufacturing Examples and Manufacturing Comparative Examples were purchased from Sigma-Aldrich Korea and TCI. Using the antibacterial and preservative compositions of the examples in which the 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1 and the compound represented by Chemical Formula 2 were mixed in a weight ratio of 8:2, manufacturing examples of cosmetics, sanitary products, or household chemical products were manufactured. In addition, using the antibacterial and preservative compositions of the comparative examples containing only the compound of Chemical Formula 1 or Chemical Formula 2, manufacturing comparative examples of cosmetics, sanitary products, or household chemical products were manufactured.

제조예 1 ~ 10 : 의류용 액체 세제 조성물Manufacturing examples 1 to 10: Liquid detergent composition for clothing

제조예 1.Manufacturing example 1.

라우레스-7 6 중량%, 알킬벤젠술폰산염 3 중량%, 소듐라우레스-2 설페이트 5 중량%, 프로테아제 0.3 중량%, 리파아제 0.3 중량%, 코코지방산비누 1 중량%, 소금 2 중량%, 항료 0.2 중량%, 정제수 81.7 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.5 중량%을 포함한 의류용 액체 세제 조성물을 제조하였다.A liquid detergent composition for clothes was prepared, comprising 6 wt% of laureth-7, 3 wt% of alkylbenzene sulfonate, 5 wt% of sodium laureth-2 sulfate, 0.3 wt% of protease, 0.3 wt% of lipase, 1 wt% of coco fatty acid soap, 2 wt% of salt, 0.2 wt% of fragrance, 81.7 wt% of purified water, and 0.5 wt% of an antibacterial and preservative composition prepared according to Example 1.

제조예 2~10.Manufacturing examples 2 to 10.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7, 8, 9, 10에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 1에 기재된 방법과 동일한 방법으로 제조예 2, 3, 4, 5, 6, 7, 8, 9, 10의 의류용 액체 세제 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, and 10 were used to sequentially manufacture liquid detergent compositions for clothing according to Manufacturing Examples 2, 3, 4, 5, 6, 7, 8, 9, and 10 using the same method as that described in Manufacturing Example 1.

제조예 11 ~ 20 : 주방용 세제 조성물Manufacturing examples 11 to 20: Kitchen detergent composition

제조예 11.Manufacturing example 11.

소듐라우레스-2 설페이트 5 중량%, 알파올레핀설페이트 4 중량%, 아민옥사이드 2 중량%, 알킬폴리글루코사이드 2 중량%, 알킬벤젠술폰산염 2 중량%, 글리세린 2 중량%, 항료 0.2 중량%, 정제수 82.5 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.3 중량%을 포함한 주방용 세제 조성물을 제조하였다.A kitchen detergent composition was prepared including 5 wt% of sodium laureth-2 sulfate, 4 wt% of alpha-olefin sulfate, 2 wt% of amine oxide, 2 wt% of alkyl polyglucoside, 2 wt% of alkyl benzene sulfonate, 2 wt% of glycerin, 0.2 wt% of a fragrance, 82.5 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Example 1.

제조예 12~20.Manufacturing examples 12 to 20.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7, 8, 9, 10에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 11에 기재된 방법과 동일한 방법으로 제조예 12, 13, 14, 15, 16, 17, 18, 19, 20의 주방용 세제 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, and 10 were used to manufacture kitchen detergent compositions of Manufacturing Examples 12, 13, 14, 15, 16, 17, 18, 19, and 20 in that order using the same method as described in Manufacturing Example 11.

제조예 21 ~ 30 : 물티슈 원액 조성물Manufacturing examples 21 to 30: Water tissue original composition

제조예 21.Manufacturing example 21.

천연추출물 1 중량%, 정제수 98.7 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.3중량%을 포함한 물티슈 원액 조성물을 제조하였다.A wet tissue stock composition was prepared, including 1 wt% of a natural extract, 98.7 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Example 1.

제조예 22~30.Manufacturing examples 22 to 30.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7, 8, 9, 10에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 21에 기재된 방법과 동일한 방법으로 제조예 22, 23, 24, 25, 26, 27, 28, 29, 30의 물티슈 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, and 10 were used to sequentially manufacture wet tissue stock compositions of Manufacturing Examples 22, 23, 24, 25, 26, 27, 28, 29, and 30 using the same method as described in Manufacturing Example 21.

제조예 31 ~ 40 : 샴푸 원액 조성물Manufacturing examples 31 to 40: Shampoo concentrate composition

제조예 31.Manufacturing example 31.

디소듐 이디티에이(Disodium EDTA) 0.05 중량%, 판테놀(Panthenol) 0.1 중량%, 글리세린 1 중량%, 토코페릴 아세테이트(Tocopheryl Acetate) 1 중량%, 폴리쿼터늄-7(PolyQuaternium-7) 0.5 중량%, 소튬 라우레스 설페이트(Sodium Laureth Sulfate) 8 중량%, 코카마이드 프로필 베타인(Cocamidopropyl Betaine) 5 중량%, 소튬 코코일 사코시네이트(Sodium Cocoyl Sarcosinate) 2 중량%, 폴리쿼터늄-10(PolyQuaternium-10) 0.5 중량%, 향료 1 중량%, 정제수 80.55 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.3 중량%을 포함한 샴푸 원액 조성물을 제조하였다.A shampoo stock composition was prepared including 0.05 wt% of disodium EDTA, 0.1 wt% of panthenol, 1 wt% of glycerin, 1 wt% of tocopheryl acetate, 0.5 wt% of polyquaternium-7, 8 wt% of sodium laureth sulfate, 5 wt% of cocamidopropyl betaine, 2 wt% of sodium cocoyl sarcosinate, 0.5 wt% of polyquaternium-10, 1 wt% of fragrance, 80.55 wt% of purified water, and 0.3 wt% of the antibacterial and preservative composition prepared according to Example 1.

제조예 32~40.Manufacturing examples 32 to 40.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7, 8, 9, 10에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 31에 기재된 방법과 동일한 방법으로 제조예 32, 33, 34, 35, 36, 37, 38, 39, 40의 샴푸 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, and 10 were used to sequentially manufacture shampoo stock compositions of Manufacturing Examples 32, 33, 34, 35, 36, 37, 38, 39, and 40 in the same manner as described in Manufacturing Example 31.

제조예 41 ~ 50 : 화장품 크림 원액 조성물Manufacturing examples 41 to 50: Cosmetic cream original composition

제조예 41.Manufacturing example 41.

세토스테아릴알콜 2.5 중량%, 글리세릴스테아레이트 1.5 중량%, 트리옥타노인 5.0 중량%, 폴리솔베이트 60 1.2 중량%, 솔비탄스테아레이트 0.5 중량%, 스쿠알란 5.0 중량%, 유동 파라핀 3.0 중량%, 사이클로메치콘 3.0 중량%, 델타-토코페롤 0.2 중량%, 글리세린 4.0 중량%, 1,3-부틸렌글리콜 2.0 중량%, 잔탄검 0.2 중량%, EDTA-2Na 0.05 중량%, 향 0.1 중량%, 정제수 71.55 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.2 중량%을 포함한 크림 원액 조성물을 제조하였다.A cream stock composition was prepared including 2.5 wt% of cetostearyl alcohol, 1.5 wt% of glyceryl stearate, 5.0 wt% of trioctanoin, 1.2 wt% of polysorbate 60, 0.5 wt% of sorbitan stearate, 5.0 wt% of squalane, 3.0 wt% of liquid paraffin, 3.0 wt% of cyclomethicone, 0.2 wt% of delta-tocopherol, 4.0 wt% of glycerin, 2.0 wt% of 1,3-butylene glycol, 0.2 wt% of xanthan gum, 0.05 wt% of EDTA-2Na, 0.1 wt% of fragrance, 71.55 wt% of purified water, and 0.2 wt% of the antibacterial and preservative composition prepared according to Example 1.

제조예 42~50.Manufacturing examples 42 to 50.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7, 8, 9, 10에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 41에 기재된 방법과 동일한 방법으로 제조예 42, 43, 44, 45, 46, 47, 48, 49, 50의 크림 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, and 10 were used to sequentially manufacture cream stock compositions of Manufacturing Examples 42, 43, 44, 45, 46, 47, 48, 49, and 50 in the same manner as described in Manufacturing Example 41.

제조예 51 ~ 60 : 화장품 팩트 (고형 색조) 조성물Manufacturing examples 51 to 60: Cosmetic fact (solid color) composition

제조예 51.Manufacturing example 51.

구상 파우더 (Silica-HDI) 25 중량%, 칼슘 알루미늄 보로실리케이트 10 중량%, 오일 바인더 실리콘 오일(Dimethicone) 20 중량%, 향료 0.2 중량%, 안료 5 중량%, 에탄올 20 중량%, 판상 파우더 탤크(Talc JA 46R) 19.4 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.4 중량%을 포함한 팩트 (고형 색조) 조성물을 제조하였다. A pact (solid color) composition was prepared, comprising 25 wt% of spherical powder (Silica-HDI), 10 wt% of calcium aluminum borosilicate, 20 wt% of oil binder silicone oil (Dimethicone), 0.2 wt% of fragrance, 5 wt% of pigment, 20 wt% of ethanol, 19.4 wt% of platelet powder talc (Talc JA 46R), and 0.4 wt% of an antibacterial and preservative composition prepared according to Example 1.

제조예 52~60.Manufacturing examples 52 to 60.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7, 8, 9, 10에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 51에 기재된 방법과 동일한 방법으로 제조예 52, 53, 54, 55, 56, 57, 58, 59, 60의 팩트 (고형 색조) 조성물을 순서대로 제조하였다. Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, and 10 were used to manufacture the fact (solid color) compositions of Manufacturing Examples 52, 53, 54, 55, 56, 57, 58, 59, and 60 in that order using the same method as described in Manufacturing Example 51.

제조 비교예 1 ~ 11 : 의류용 액체 세제 조성물Manufacturing Comparative Examples 1 to 11: Liquid detergent composition for clothing

제조 비교예 1.Manufacturing Comparative Example 1.

라우레스-7 6 중량%, 알킬벤젠술폰산염 3 중량%, 소듐라우레스-2 설페이트 5 중량%, 프로테아제 0.3 중량%, 리파아제 0.3 중량%, 코코지방산비누 1 중량%, 소금 2 중량%, 항료 0.2 중량%, 정제수 81.7 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.5 중량%을 포함한 의류용 액체 세제 조성물을 제조하였다.A liquid detergent composition for clothes was prepared, comprising 6 wt% of laureth-7, 3 wt% of alkylbenzene sulfonate, 5 wt% of sodium laureth-2 sulfate, 0.3 wt% of protease, 0.3 wt% of lipase, 1 wt% of coco fatty acid soap, 2 wt% of salt, 0.2 wt% of fragrance, 81.7 wt% of purified water, and 0.5 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 2~11.Manufacturing Comparative Examples 2-11.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 1에 기재된 방법과 동일한 방법으로 제조 비교예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11의 의류용 액체 세제 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, and 11 were used to sequentially manufacture liquid detergent compositions for clothing of Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, and 11 using the same method as described in Comparative Example 1.

제조 비교예 12 ~ 22 : 주방용 세제 조성물Manufacturing Comparative Examples 12 to 22: Kitchen Detergent Composition

제조 비교예 12.Manufacturing Comparative Example 12.

소듐라우레스-2 설페이트 5 중량%, 알파올레핀설페이트 4 중량%, 아민옥사이드 2 중량%, 알킬폴리글루코사이드 2 중량%, 알킬벤젠술폰산염 2 중량%, 글리세린 2 중량%, 항료 0.2 중량%, 정제수 82.5 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.3 중량%을 포함한 주방용 세제 조성물을 제조하였다.A kitchen detergent composition was prepared including 5 wt% of sodium laureth-2 sulfate, 4 wt% of alpha-olefin sulfate, 2 wt% of amine oxide, 2 wt% of alkyl polyglucoside, 2 wt% of alkyl benzene sulfonate, 2 wt% of glycerin, 0.2 wt% of a fragrance, 82.5 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 13~22.Manufacturing Comparative Examples 13 to 22.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 12에 기재된 방법과 동일한 방법으로 제조 비교예 13, 14, 15, 16, 17, 18, 19, 20, 21, 22의 주방용 세제 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, and 11 were used to manufacture kitchen detergent compositions of Comparative Examples 13, 14, 15, 16, 17, 18, 19, 20, 21, and 22 in that order using the same method as described in Comparative Example 12.

제조 비교예 23 ~33 : 물티슈 원액 조성물Manufacturing Comparative Examples 23 to 33: Water tissue original composition

제조 비교예 23.Manufacturing Comparative Example 23.

천연추출물 1 중량%, 정제수 98.7 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.3중량%을 포함한 물티슈 원액 조성물을 제조하였다.A wet tissue stock composition was prepared, including 1 wt% of a natural extract, 98.7 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 24~33.Manufacturing comparative examples 24-33.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 23에 기재된 방법과 동일한 방법으로 제조 비교예 24, 25, 26, 27, 28, 29, 30, 31, 32, 33의 물티슈 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, and 11 were used to sequentially manufacture wet tissue stock compositions of Comparative Examples 24, 25, 26, 27, 28, 29, 30, 31, 32, and 33 using the same method as described in Comparative Example 23.

제조 비교예 34 ~ 44 : 샴푸 원액 조성물Manufacturing Comparative Examples 34 to 44: Shampoo concentrate composition

제조 비교예 34.Manufacturing Comparative Example 34.

디소듐 이디티에이(Disodium EDTA) 0.05 중량%, 판테놀(Panthenol) 0.1 중량%, 글리세린 1 중량%, 토코페릴 아세테이트(Tocopheryl Acetate) 1 중량%, 폴리쿼터늄-7(PolyQuaternium-7) 0.5 중량%, 소튬 라우레스 설페이트(Sodium Laureth Sulfate) 8 중량%, 코카마이드 프로필 베타인(Cocamidopropyl Betaine) 5 중량%, 소튬 코코일 사코시네이트(Sodium Cocoyl Sarcosinate) 2 중량%, 폴리쿼터늄-10(PolyQuaternium-10) 0.5 중량%, 향료 1 중량%, 정제수 80.55 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.3 중량%을 포함한 샴푸 원액 조성물을 제조하였다.A shampoo stock composition was prepared including 0.05 wt% of disodium EDTA, 0.1 wt% of panthenol, 1 wt% of glycerin, 1 wt% of tocopheryl acetate, 0.5 wt% of polyquaternium-7, 8 wt% of sodium laureth sulfate, 5 wt% of cocamidopropyl betaine, 2 wt% of sodium cocoyl sarcosinate, 0.5 wt% of polyquaternium-10, 1 wt% of fragrance, 80.55 wt% of purified water, and 0.3 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 35~44.Manufacturing comparative examples 35-44.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 34에 기재된 방법과 동일한 방법으로 제조 비교예 35, 36, 37, 38, 39, 40, 41, 42, 43, 44의 샴푸 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, and 11 were used to sequentially manufacture shampoo stock compositions of Comparative Examples 35, 36, 37, 38, 39, 40, 41, 42, 43, and 44 using the same method as described in Comparative Example 34.

제조 비교예 45 ~ 55 : 화장품 크림 원액 조성물Manufacturing Comparative Examples 45 to 55: Cosmetic Cream Original Composition

제조 비교예 45.Manufacturing Comparative Example 45.

세토스테아릴알콜 2.5 중량%, 글리세릴스테아레이트 1.5 중량%, 트리옥타노인 5.0 중량%, 폴리솔베이트 60 1.2 중량%, 솔비탄스테아레이트 0.5 중량%, 스쿠알란 5.0 중량%, 유동 파라핀 3.0 중량%, 사이클로메치콘 3.0 중량%, 델타-토코페롤 0.2 중량%, 글리세린 4.0 중량%, 1,3-부틸렌글리콜 2.0 중량%, 잔탄검 0.2 중량%, EDTA-2Na 0.05 중량%, 향 0.1 중량%, 정제수 71.55 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.2 중량%을 포함한 크림 원액 조성물을 제조하였다.A cream stock composition was prepared, including 2.5 wt% of cetostearyl alcohol, 1.5 wt% of glyceryl stearate, 5.0 wt% of trioctanoin, 1.2 wt% of polysorbate 60, 0.5 wt% of sorbitan stearate, 5.0 wt% of squalane, 3.0 wt% of liquid paraffin, 3.0 wt% of cyclomethicone, 0.2 wt% of delta-tocopherol, 4.0 wt% of glycerin, 2.0 wt% of 1,3-butylene glycol, 0.2 wt% of xanthan gum, 0.05 wt% of EDTA-2Na, 0.1 wt% of fragrance, 71.55 wt% of purified water, and 0.2 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 46~55.Manufacturing comparative examples 46-55.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 45에 기재된 방법과 동일한 방법으로 제조 비교예 46, 47, 48, 49, 50, 51, 52, 53, 54, 55의 크림 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, and 11 were used to sequentially manufacture the cream stock compositions of Comparative Examples 46, 47, 48, 49, 50, 51, 52, 53, 54, and 55 using the same method as described in Comparative Example 45.

제조 비교예 56 ~ 66 : 화장품 팩트 (고형 색조) 조성물Manufacturing Comparative Examples 56 to 66: Cosmetic Pact (Solid Color) Composition

제조 비교예 56.Manufacturing Comparative Example 56.

구상 파우더 (Silica-HDI) 25 중량%, 칼슘 알루미늄 보로실리케이트 10 중량%, 오일 바인더 실리콘 오일(Dimethicone) 20 중량%, 향료 0.2 중량%, 안료 5 중량%, 에탄올 20 중량%, 판상 파우더 탤크(Talc JA 46R) 19.4 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.4 중량%을 포함한 팩트 (고형 색조) 조성물을 제조하였다. A pact (solid color) composition was prepared including 25 wt% of a spherical powder (Silica-HDI), 10 wt% of calcium aluminum borosilicate, 20 wt% of an oil binder silicone oil (Dimethicone), 0.2 wt% of a fragrance, 5 wt% of a pigment, 20 wt% of ethanol, 19.4 wt% of a platelet powder talc (Talc JA 46R), and 0.4 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 57~66.Manufacturing comparative examples 57-66.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 56에 기재된 방법과 동일한 방법으로 제조 비교예 57, 58, 59, 60, 61, 62, 63, 64, 65, 66의 팩트 (고형 색조) 조성물을 순서대로 제조하였다. Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, and 11 were used to manufacture the fact (solid color) compositions of Comparative Examples 57, 58, 59, 60, 61, 62, 63, 64, 65, and 66 in that order using the same method as described in Comparative Example 56.

실험예Experimental example

디스크 확산법을 이용한 화학식 1로 표시되는 화합물, 상기 실시예 그리고 비교예 조성에 의해 제조된 각각의 항균 및 보존용 조성물과, 제조예 그리고 제조 비교예에 의해 제조된 각각의 화장품, 위생용품, 생활화학제품 조성물에 대하여 아래 방법과 같이 세균, 사상균 및 효모 각각에 대한 항균시험을 수행하였다.Antibacterial tests were performed on bacteria, mold, and yeast, respectively, using the following methods for the compounds represented by chemical formula 1 using the disk diffusion method, the antibacterial and preservative compositions manufactured by the above examples and comparative examples, and the cosmetic, hygiene product, and household chemical product compositions manufactured by the manufacturing examples and comparative manufacturing examples.

[실험예 1] 디스크 확산법을 통한 항균효과 평가[Experimental Example 1] Evaluation of antibacterial effect through disk diffusion method

(1) 디스크 확산법(1) Disk diffusion method

녹농균(Pseudomonas aeruginosa), 황색포도상구균(Staphylococcus aureus), 대장균(Escherichia coli) 세균 3종을 Tryptic soy broth 배지에 각각 배양하고, 칸디다 알비칸스(Candida albicans)는 Sabouraud dextrose broth 배지에 배양하였다. 흑곰팡이(Aspergillus brasiliensis)는 PDA(Potato dextrose agar) 배지에 계대 배양 후 멸균 생리식염수를 이용해서 포자를 수집하여 균액을 준비하였다. 준비된 각각의 균액 200 ㎕를 4mm 두께로 만든 TSA(Tryptic soy agar) 배지 및 PDA(Potato dextrose agar) 배지에 넣고 spreader를 이용하여 고르게 도말하였다. 균액이 도말된 배지가 마르도록 5분 동안 건조하였다.Three types of bacteria, Pseudomonas aeruginosa , Staphylococcus aureus , and Escherichia coli , were cultured in Tryptic soy broth medium, and Candida albicans was cultured in Sabouraud dextrose broth medium. Aspergillus brasiliensis was subcultured in PDA (Potato dextrose agar) medium, and spores were collected using sterile saline solution to prepare a fungal solution. 200 ㎕ of each prepared fungal solution was added to TSA (Tryptic soy agar) medium and PDA (Potato dextrose agar) medium made to a thickness of 4 mm and evenly spread using a spreader. The media on which the fungal solutions were spread were dried for 5 minutes.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올(3,3'-(dodecylimino)dipropane-1,2-diol) 화합물을 디스크에 50 ㎕씩 접종 후 멸균막대 또는 고리를 이용해 건조된 배지에 부드럽게 눌러 올렸다. 이때 각 디스크 사이에 20~30mm 정도의 간격을 두었다. 디스크가 올려진 고체배지를 인큐베이터에서 세균(E.coli, S.aureus, P.aeruginosa)은 35±2℃에서 24~48시간, 칸디다 알비칸스(C.albicans)는 25℃에서 24~48시간, 흑곰팡이(A.brasiliensis)는 24℃에서 48~72시간 배양한 후 균주 생육이 억제된 클리어존(clear zone)을 mm단위로 측정하였다. 디스크 확산법은 3번 반복해서 실험하였다. After inoculating 50 ㎕ of 3,3'-(dodecylimino)dipropane-1,2-diol, represented by chemical formula 1, onto each disk, it was gently pressed onto the dried medium using a sterilized rod or ring. At this time, a gap of about 20 to 30 mm was left between each disk. The solid medium with the disks placed on it was cultured in an incubator at 35±2℃ for bacteria ( E. coli, S. aureus, P. aeruginosa ) for 24 to 48 hours, at 25℃ for Candida albicans for 24 to 48 hours, and at 24℃ for black mold ( A. brasiliensis ) for 48 to 72 hours. The clear zone where strain growth was inhibited was measured in mm. The disk diffusion method was repeated three times.

(2) 항균 시험 결과(2) Antibacterial test results

그 결과, 3,3'-(도데실이미노)디프로판-1,2-디올 화합물 처리에 의해 E.coli, S.aureus, P.aeruginosa 등의 세균과 C.albicans, A.brasiliensis 등의 진균의 생육이 억제되는 것을 확인하였다. 따라서 3,3'-(도데실이미노)디프로판-1,2-디올 화합물은 세균 뿐만 아니라 사상균과 효모 등의 진균에 대한 항균 효과가 있다는 것을 알 수 있었다.As a result, it was confirmed that the growth of bacteria such as E. coli, S. aureus, and P. aeruginosa and fungi such as C. albicans and A. brasiliensis was inhibited by treatment with the 3,3'-(dodecylimino) dipropane-1,2-diol compound. Therefore, it was found that the 3,3'-(dodecylimino) dipropane-1,2-diol compound has an antibacterial effect not only against bacteria but also against fungi such as mold and yeast.

　
　　
　 Bacteria(세균)Bacteria Mold(사상균)Mold Yeast(효모)Yeast E. coliE. coli S. aureusS. aureus P. aeruginosaP. aeruginosa A. brasiliensisA. brasiliensis C. albicansC. albicans 1차1st 2.5mm2.5mm 2mm2mm 1mm1mm 1.5mm1.5mm 5mm5mm 2차2nd 2.5mm2.5mm 3mm3mm 1.5mm1.5mm 2mm2mm 5mm5mm 3차3rd 3mm3mm 2.5mm2.5mm 1mm1mm 2mm2mm 6mm6mm 평균average 2.6mm2.6mm 2.5mm2.5mm 1.2mm1.2mm 1.8mm1.8mm 5.3mm5.3mm

[실험예 2] 항균 및 보존용 조성물에 대한 항균 시험[Experimental Example 2] Antibacterial Test for Antibacterial and Preservative Compositions

시험용액에 대한 항균력 측정은 액체배지희석법(broth dilution method)을 이용하여 측정하였다. 시험용액의 처리농도를 최고농도 5%에서부터 최저농도 0.0001%가 되도록 희석하여 사용하였다. 시험용액과 균주를 함께 배양한 후 튜브의 혼탁도를 확인하였다. 이때 배지에 시험용액을 처리하지 않고, 균주만 접종한 튜브에서 보이는 혼탁정도에 비하여 시험용액을 농도별로 처리한 튜브 중 균의 성장이 보이지 않는 튜브의 시험용액의 농도를 최소억제 농도(MIC)로 정하였다. 위와 같은 1차 시험 후 시험용액의 처리농도를 좀 더 세분화해서 2차 시험을 진행해 정확한 최소억제농도(MIC)를 얻었다.The antibacterial activity of the test solution was measured using the broth dilution method. The test solution was diluted from a maximum concentration of 5% to a minimum concentration of 0.0001% and used. The test solution and the strain were cultured together, and the turbidity of the tube was checked. At this time, the concentration of the test solution in the tube where no bacterial growth was observed among the tubes treated with the test solution at different concentrations was determined as the minimum inhibitory concentration (MIC) compared to the turbidity shown in the tubes where the strain was only inoculated without treating the test solution to the medium. After the first test as above, a second test was conducted by further dividing the test solution treatment concentration into more detailed values to obtain the accurate minimum inhibitory concentration (MIC).

(1) 시험균의 전배양 (1) Pre-culture of test bacteria

시험균주인 E. coli, S. aureus, P. aeruginosa 를 Tryptic Soy Broth에 접종하여 35±2℃에서 16-24시간 배양하였다. C. albicans는 Sabouraud Dextrose Broth에 접종하여 25℃에서 24~48시간 배양하였다. A. brasiliensis는 Potato dextrose agar에 도말하여 (25±1)℃에서 7일간 배양하였고, 균이 자란 고체 배지 위에 멸균생리식염수를 분주하고 spreader를 이용하여 포자를 떼어낸 후 멸균생리식염수에 희석하였다.The test strains, E. coli , S. aureus, and P. aeruginosa , were inoculated into Tryptic Soy Broth and cultured at 35±2℃ for 16-24 hours. C. albicans was inoculated into Sabouraud Dextrose Broth and cultured at 25℃ for 24-48 hours. A. brasiliensis was spread on potato dextrose agar and cultured at (25±1)℃ for 7 days. Sterile saline solution was dispensed onto the solid medium on which the bacteria had grown, and the spores were removed using a spreader and then diluted in sterile saline solution.

(2) 시험용액의 조제(2) Preparation of test solution

실시예 1 내지 10의 항균 및 보존용 조성물을 디프로필렌글리콜(Dipropylene glycol)에 녹여 시험용액으로 사용하였다.The antibacterial and preservative compositions of Examples 1 to 10 were dissolved in dipropylene glycol and used as test solutions.

비교예 1 내지 11을 비교용액으로 사용하였다.Comparative examples 1 to 11 were used as comparative solutions.

(3) 균주와 항균 및 보존용 조성물(시험용액)의 혼합(3) Mixing of strains and antibacterial and preservative composition (test solution)

튜브에 액체배지를 넣고 시험용액의 처리 농도를 최고농도 5%에서부터 최저농도 0.0001%가 되도록 희석하여 넣었다. 액체배지로 E. coli, S. aureus, P. aeruginosa(세균)는 Tryptic Soy Broth, C. albicans, A. brasiliensis(진균)는 Sabouraud Dextrose Broth)를 사용하였다.Liquid media was placed in the tube, and the test solution was diluted from the highest concentration of 5% to the lowest concentration of 0.0001%. Tryptic Soy Broth was used for E. coli, S. aureus, and P. aeruginosa (bacteria), and Sabouraud Dextrose Broth was used for C. albicans and A. brasiliensis (fungi).

(4) 시험균액 접종(4) Inoculation of test bacteria

E. coli, S. aureus, P. aeruginosa의 경우 테스트 튜브의 균주 농도가 1X105 CFU/mL 되도록 접종하였다. 시험용액의 처리가 완료된 tube는 35±2℃에서 16-24 시간 배양하였다. C. albicans, A. brasiliensis는 테스트 튜브의 균주 농도가 1X104 CFU/mL 되도록 접종하였다. 시험용액의 처리가 완료된 후 C. albicans는 25℃에서 24-48 시간, A. brasiliensis는 25℃에서 46-50 시간 동안 배양하였다. 균액을 넣지 않은 배지 tube를 음성 대조군(negative control)로 사용하였으며, 시험용액 없이 배지에 균액만 접종한 tube를 성장 대조군(growth control)로 사용하였다. 또한, 용매로 사용한 디프로필렌글리콜 자체가 가지는 항균력을 확인하기 위해 용매를 시료의 시험 조건과 동일하게 하여 용매에 대한 시험균의 MIC를 확인했다.For E. coli, S. aureus, and P. aeruginosa, the strain concentration in the test tube was 1X10 5 CFU/mL. The tubes treated with the test solution were cultured at 35±2℃ for 16-24 hours. C. albicans and A. brasiliensis were inoculated so that the strain concentration in the test tube was 1X10 4 CFU/mL. After treatment with the test solution , C. albicans was cultured at 25℃ for 24-48 hours, and A. brasiliensis was cultured at 25℃ for 46-50 hours. A medium tube without the inoculum was used as a negative control, and a tube inoculated with only the inoculum in the medium without the test solution was used as a growth control. In addition, in order to confirm the antibacterial activity of dipropylene glycol itself, which was used as a solvent, the MIC of the test bacteria for the solvent was confirmed under the same conditions as the test conditions of the sample.

(5) 항균 및 보존용 조성물에 대한 항균 시험 결과(5) Results of antibacterial tests on antibacterial and preservative compositions

시험 결과는 [표 2]~[표 3]에 나타내었으며, 시험결과를 통해 평가된 것과 같이 본 발명의 항균 및 보존용 조성물, 본 발명의 항균 및 보존용 조성물들은 세균, 사상균, 효모를 효과적으로 제어함을 알 수 있었다.The test results are shown in [Table 2] to [Table 3], and as evaluated through the test results, it was found that the antibacterial and preservative composition of the present invention and the antibacterial and preservative composition of the present invention effectively control bacteria, mold, and yeast.

[표 2-3] 항균 및 보존용 조성물의 항균 시험 결과[Table 2-3] Antibacterial test results of antibacterial and preservative compositions

표 2는 실시예에 따라 제조된 항균 및 보존용 조성물, 표 3은 비교예에 따라 제조된 항균 및 보존용 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 최소억제 농도(MIC)로 나타낸 것이다. Table 2 shows the results of antibacterial tests on bacteria, mold, and yeast for antibacterial and preservative compositions manufactured according to examples, and Table 3 shows the results of antibacterial and preservative compositions manufactured according to comparative examples, expressed in terms of minimum inhibitory concentrations (MIC).

표 2와 표 3을 참조하면, 본 발명에 따라 제조된 모든 실시예들의 항균 및 보존용 조성물은 표 3의 단독 화합물을 이용한 비교예들의 항균 및 보존용 조성물에 비해, 세균, 사상균, 효모에 대해 우수한 항균 효과를 나타내었다. 특히, 특히, 화학식 1의 화합물과 화학식 2의 화합물을 8 : 2로 조합한 항균 및 보존용 조성물의 경우 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A. brasiliensis), 효모(C.albicans)를 가장 효과적으로 제어할 수 있음을 확인하였다. Referring to Tables 2 and 3, the antibacterial and preservative compositions of all examples manufactured according to the present invention exhibited superior antibacterial effects against bacteria, mold, and yeast compared to the antibacterial and preservative compositions of comparative examples using only the compounds of Table 3. In particular, it was confirmed that the antibacterial and preservative composition combining the compound of Chemical Formula 1 and the compound of Chemical Formula 2 in a ratio of 8:2 could most effectively control bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).

실시예
(화학식1:화학식2)Example
(Chemical Formula 1: Chemical Formula 2) 세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A. brasiliensisA. brasiliensis C.albicansC.albicans 실시예 1(2:8)Example 1 (2:8) 0.020.02 0.0150.015 0.090.09 0.020.02 0.0020.002 실시예 1(5:5)Example 1 (5:5) 0.0150.015 0.0150.015 0.070.07 0.020.02 0.0010.001 실시예 1(8:2)Example 1 (8:2) 0.010.01 0.010.01 0.050.05 0.0150.015 0.0010.001 실시예 2(2:8)Example 2 (2:8) 0.050.05 0.0150.015 0.10.1 0.020.02 0.0010.001 실시예 2(5:5)Example 2 (5:5) 0.030.03 0.010.01 0.080.08 0.0150.015 0.00080.0008 실시예 2(8:2)Example 2 (8:2) 0.020.02 0.0080.008 0.050.05 0.010.01 0.00050.0005 실시예 3(2:8)Example 3 (2:8) 0.20.2 0.050.05 0.30.3 0.50.5 0.50.5 실시예 3(5:5)Example 3 (5:5) 0.10.1 0.030.03 0.20.2 0.20.2 0.20.2 실시예 3(8:2)Example 3 (8:2) 0.070.07 0.020.02 0.10.1 0.080.08 0.030.03 실시예 4(2:8)Example 4 (2:8) 0.30.3 0.30.3 0.150.15 0.020.02 0.020.02 실시예 4(5:5)Example 4 (5:5) 0.20.2 0.10.1 0.120.12 0.0150.015 0.0150.015 실시예 4(8:2)Example 4 (8:2) 0.080.08 0.050.05 0.10.1 0.010.01 0.010.01 실시예 5(2:8)Example 5 (2:8) 0.120.12 0.150.15 0.080.08 0.150.15 0.080.08 실시예 5(5:5)Example 5 (5:5) 0.10.1 0.10.1 0.050.05 0.10.1 0.050.05 실시예 5(8:2)Example 5 (8:2) 0.050.05 0.050.05 0.030.03 0.080.08 0.030.03 실시예 6(2:8)Example 6 (2:8) 0.30.3 0.50.5 0.30.3 0.50.5 0.150.15 실시예 6(5:5)Example 6 (5:5) 0.10.1 0.30.3 0.20.2 0.20.2 0.080.08 실시예 6(8:2)Example 6 (8:2) 0.050.05 0.080.08 0.10.1 0.080.08 0.030.03 실시예 7(2:8)Example 7 (2:8) 0.30.3 0.40.4 0.30.3 0.30.3 0.30.3 실시예 7(5:5)Example 7 (5:5) 0.10.1 0.20.2 0.250.25 0.150.15 0.10.1 실시예 7(8:2)Example 7 (8:2) 0.050.05 0.050.05 0.10.1 0.050.05 0.030.03 실시예 8(2:8)Example 8 (2:8) 0.0020.002 0.0010.001 0.00250.0025 0.00250.0025 0.0020.002 실시예 8(5:5)Example 8 (5:5) 0.00150.0015 0.00080.0008 0.0020.002 0.0020.002 0.00180.0018 실시예 8(8:2)Example 8 (8:2) 0.0010.001 0.00050.0005 0.00180.0018 0.00180.0018 0.00150.0015 실시예 9(2:8)Example 9 (2:8) 0.00180.0018 0.0050.005 0.0050.005 0.00250.0025 0.00250.0025 실시예 9(5:5)Example 9 (5:5) 0.00150.0015 0.0030.003 0.0030.003 0.0020.002 0.0020.002 실시예 9(8:2)Example 9 (8:2) 0.00130.0013 0.00250.0025 0.00250.0025 0.00150.0015 0.00150.0015 실시예 10(2:8)Example 10 (2:8) 0.30.3 0.30.3 0.50.5 0.020.02 0.0150.015 실시예 10(5:5)Example 10 (5:5) 0.20.2 0.20.2 0.30.3 0.0150.015 0.010.01 실시예 10(8:2)Example 10 (8:2) 0.050.05 0.050.05 0.150.15 0.010.01 0.010.01

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A. brasiliensisA. brasiliensis C.albicansC.albicans 비교예 1Comparative Example 1 0.10.1 0.10.1 0.250.25 0.10.1 0.050.05 비교예 2Comparative Example 2 0.020.02 0.020.02 0.090.09 0.0250.025 0.0020.002 비교예 3Comparative Example 3 0.050.05 0.020.02 0.10.1 0.0250.025 0.0010.001 비교예 4Comparative Example 4 0.30.3 0.050.05 0.50.5 11 0.90.9 비교예 5Comparative Example 5 0.380.38 0.380.38 0.190.19 0.0250.025 0.0250.025 비교예 6Comparative Example 6 0.150.15 0.20.2 0.10.1 0.20.2 0.10.1 비교예 7Comparative Example 7 0.50.5 11 0.50.5 11 0.250.25 비교예 8Comparative Example 8 0.40.4 0.650.65 0.350.35 0.350.35 0.350.35 비교예 9Comparative Example 9 0.0020.002 0.0010.001 0.0030.003 0.0030.003 0.0020.002 비교예 10Comparative Example 10 0.0020.002 0.0060.006 0.0060.006 0.0030.003 0.0030.003 비교예 11Comparative Example 11 0.50.5 0.50.5 11 0.020.02 0.020.02

[실험예 3] 화장품, 위생용품, 생활화학제품 조성물에 대한 항균 시험[Experimental Example 3] Antibacterial test on cosmetics, hygiene products, and household chemical product compositions

(1) 항균 시험 방법(1) Antibacterial test method

한국산업표준 화장품-미생물학-화장품의 방부력 평가(KS M ISO 1930:2014)를 기준으로 실험을 진행했고 구체적인 실험 방법은 다음과 같다.　The experiment was conducted based on the Korean Industrial Standard Cosmetics-Microbiology-Evaluation of the Preservative Power of Cosmetics (KS M ISO 1930:2014), and the specific experimental method is as follows.

녹농균(Pseudomonas aeruginosa), 황색포도상구균(Staphylococcus aureus), 대장균(Escherichia coli)의 세균 균액과 칸디다 알비칸스(Candida　albicans)와　흑곰팡이(Aspergillus　brasiliensis)　진균　두　종류의 균액을　각각　준비하였다. 제조예 및 제조 비교예들에서 제조한 의류용 액체 세제 조성물, 주방용 세제 조성물, 물티슈 원액 조성물, 샴푸 원액 조성물, 화장품 크림 원액 조성물, 화장품 팩트 조성물 제형을 각각 5개의 샘플병에 나눠서 준비한 후 각각의 세균(E.coli, S.Aureus, P.Aeruginosa)과 칸디다균(C.albicans) 및 흑곰팡이(A.brasiliensis)를 각각 접종하였다. 상기 제형 조성물 없이 균액만 접종한 샘플병을 보존제 무처리 대조군으로 사용하였다.Bacterial solutions of Pseudomonas aeruginosa , Staphylococcus aureus , and Escherichia coli and two types of fungal solutions of Candida albicans and Aspergillus brasiliensis were prepared, respectively. The liquid detergent composition for clothing, kitchen detergent composition, wet tissue concentrate composition, shampoo concentrate composition, cosmetic cream concentrate composition, and cosmetic compact composition prepared in Manufacturing Examples and Manufacturing Comparative Examples were each divided into five sample bottles and prepared, and then each of the bacteria ( E. coli, S. Aureus, P. Aeruginosa ) and Candida ( C. albicans ) and black mold ( A. brasiliensis ) was inoculated. The sample bottles inoculated only with the fungal solutions without the formulation compositions were used as a control group without preservative treatment.

접종한 실험 개시일을 Day-0, 접종 후 24시간 경과일을 Day-1, 접종 후 7일 경과일을 Day-7과 같이 날짜별로 시료를 분류하였다. 이후 각각의 시료를 TSA(Tryptic soy agar) 배지와 PDA(Potato dextrose agar)에 접종한 후 인큐베이터에서 세균(E.coli, S.Aureus, P.Aeruginosa)은 35±2℃에서 24~48시간, 효모(C.albicans)는 25℃에서 24~48시간, 곰팡이(A.brasiliensis)는 24℃에서 48~72시간 배양한 후 균의 유무를 판단하였다.The samples were classified by date, such that the start date of the inoculation experiment was Day-0, the 24-hour day after inoculation was Day-1, and the 7-day day after inoculation was Day-7. After each sample was inoculated onto TSA (Tryptic soy agar) medium and PDA (Potato dextrose agar), the bacteria ( E. coli, S. Aureus, P. Aeruginosa ) were cultured in an incubator at 35±2℃ for 24 to 48 hours, yeast ( C. albicans ) for 24 to 48 hours, and mold ( A. brasiliensis ) for 48 to 72 hours at 24℃, and then the presence or absence of bacteria was determined.

(2) 화장품, 위생용품, 생활화학제품 조성물에 대한 항균 시험 결과(2) Results of antibacterial tests on cosmetics, hygiene products, and household chemical product compositions

[표 4-5] 의류용 액체세제 조성물의 항균 시험 결과[Table 4-5] Antibacterial test results of liquid detergent composition for clothing

하기 표 4 내지 15에서는 실시예들과 비교예들의 항균 및 보존용 조성물을 포함한 제조예들과 제조 비교예들의 화장품, 위생용품, 생활화학제품 조성물들의 항균 효과를 나타낸 것이다. 제조예들과 제조 비교예들을 세균, 사상균, 효모에 대해 적용한 후 7일 이후에 남아 있는 균의 수를 CFU/mL 로 나타냈다. 남아 있는 균의 수가 카운팅하기에 지나치게 많은 경우 TNTC(too-numerous-to-count)로 표시하였다. The following Tables 4 to 15 show the antibacterial effects of the cosmetic, sanitary, and household chemical product compositions of the Manufacturing Examples and Manufacturing Comparative Examples, including the antibacterial and preservative compositions of the Examples and Comparative Examples. The number of bacteria remaining after 7 days after applying the Manufacturing Examples and Manufacturing Comparative Examples to bacteria, mold, and yeast was expressed as CFU/mL. If the number of bacteria remaining was too large to count, it was expressed as TNTC (too-numerous-to-count).

하기 표 4는 제조예 1 내지 10의 의류용 액체세제 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 5는 제조 비교예 1 내지 11의 의류용 액체세제 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 4 below shows the results of antibacterial tests against bacteria, mold, and yeast of the liquid detergent compositions for clothing of Manufacturing Examples 1 to 10, and Table 5 shows the results of antibacterial tests against bacteria, mold, and yeast of the liquid detergent compositions for clothing of Manufacturing Comparative Examples 1 to 11.

표 4를 참조하면, 제조예 1 내지 10에 따른 의류용 액체세제 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 4, it was confirmed that the liquid detergent compositions for clothing according to Manufacturing Examples 1 to 10 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 1 내지 10에 따른 의류용 액체세제 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 1 내지 11의 의류용 액체세제 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, it was confirmed that the liquid detergent compositions for clothing according to Manufacturing Examples 1 to 10 containing both Chemical Formula 1 and Chemical Formula 2 had superior antibacterial effects against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) compared to the liquid detergent compositions for clothing according to Manufacturing Comparative Examples 1 to 11 containing only Chemical Formula 1 or Chemical Formula 2.

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 1Manufacturing example 1 00 00 00 00 00 제조예 2Manufacturing example 2 00 00 00 00 00 제조예 3Manufacturing example 3 00 00 00 2.9X102.9X10 00 제조예 4Manufacturing example 4 00 00 00 00 00 제조예 5Manufacturing example 5 00 00 00 00 00 제조예 6Manufacturing example 6 00 2.6X102.6X10 00 1.9X101.9X10 00 제조예 7Manufacturing example 7 00 00 00 00 00 제조예 8Manufacturing example 8 00 00 00 00 00 제조예 9Manufacturing example 9 00 00 00 00 00 제조예 10Manufacturing example 10 00 00 2.7X102.7X10 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 1Manufacturing Comparative Example 1 00 00 1.2X101.2X10 3.9X103.9X10 00 제조 비교예 2Manufacturing Comparative Example 2 00 00 2.7X102.7X10 00 00 제조 비교예 3Manufacturing Comparative Example 3 00 00 2.9X102.9X10 00 00 제조 비교예 4Manufacturing Comparative Example 4 2.6X102.6X10 1.2X101.2X10 2.6X102.6X10 13X1013X10 2.9X102.9X10 제조 비교예 5Manufacturing Comparative Example 5 1.5X101.5X10 1.1X101.1X10 00 00 00 제조 비교예 6Manufacturing Comparative Example 6 00 1.1X101.1X10 00 2.3X102.3X10 00 제조 비교예 7Manufacturing Comparative Example 7 3.7X103.7X10 14X1014X10 2.3X102.3X10 12X1012X10 00 제조 비교예 8Manufacturing Comparative Example 8 4.6X104.6X10 1.6X101.6X10 00 00 00 제조 비교예 9Manufacturing Comparative Example 9 00 00 00 00 00 제조 비교예 10Manufacturing Comparative Example 10 00 00 00 00 00 제조 비교예 11Manufacturing Comparative Example 11 1.6X101.6X10 1.2X101.2X10 9X109X10 00 00

[표 6-7] 주방용 세제 조성물의 항균 시험 결과[Table 6-7] Antibacterial test results of kitchen detergent compositions

하기 표 6은 제조예 11 내지 20의 주방용 세제 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 7은 제조 비교예 12 내지 22의 주방용 세제 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 6 below shows the results of antibacterial tests against bacteria, mold, and yeast of the kitchen detergent compositions of Manufacturing Examples 11 to 20, and Table 7 shows the results of antibacterial tests against bacteria, mold, and yeast of the kitchen detergent compositions of Manufacturing Comparative Examples 12 to 22.

표 6을 참조하면, 제조예 11 내지 20에 따른 주방용 세제 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 6, it was confirmed that the kitchen detergent compositions according to Manufacturing Examples 11 to 20 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 11 내지 20에 따른 주방용 세제 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 12 내지 22의 주방용 세제 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, it was confirmed that the kitchen detergent compositions according to Manufacturing Examples 11 to 20 containing both Chemical Formula 1 and Chemical Formula 2 had superior antibacterial effects against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) compared to the kitchen detergent compositions according to Manufacturing Comparative Examples 12 to 22 containing only Chemical Formula 1 or Chemical Formula 2.

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 11Manufacturing example 11 00 00 00 00 00 제조예 12Manufacturing example 12 00 00 00 00 00 제조예 13Manufacturing example 13 00 00 00 1.1X101.1X10 00 제조예 14Manufacturing example 14 00 00 00 00 00 제조예 15Manufacturing example 15 00 00 00 00 00 제조예 16Manufacturing example 16 00 00 00 00 00 제조예 17Manufacturing example 17 00 00 00 00 00 제조예 18Manufacturing example 18 00 00 00 00 00 제조예 19Manufacturing example 19 00 00 00 00 00 제조예 20Manufacturing example 20 00 00 3.1X103.1X10 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 12Manufacturing Comparative Example 12 00 00 1.2X101.2X10 1.9X101.9X10 00 제조 비교예 13Manufacturing Comparative Example 13 00 00 2X102X10 00 00 제조 비교예 14Manufacturing Comparative Example 14 00 00 1.5X101.5X10 00 00 제조 비교예 15Manufacturing Comparative Example 15 2X102X10 1X101X10 2.5X102.5X10 11X1011X10 2.3X102.3X10 제조 비교예 16Manufacturing Comparative Example 16 1X101X10 00 00 00 00 제조 비교예 17Manufacturing Comparative Example 17 00 1.1X101.1X10 00 2.3X102.3X10 00 제조 비교예 18Manufacturing Comparative Example 18 2.5X102.5X10 11X1011X10 2.7X102.7X10 13X1013X10 00 제조 비교예 19Manufacturing Comparative Example 19 4.1X104.1X10 1.5X101.5X10 00 00 00 제조 비교예 20Manufacturing Comparative Example 20 00 00 00 00 00 제조 비교예 21Manufacturing Comparative Example 21 00 00 00 00 00 제조 비교예 22Manufacturing Comparative Example 22 1.3X101.3X10 1X101X10 7.1X107.1X10 00 00

[표 8-9] 물티슈 원액 조성물의 항균 시험 결과[Table 8-9] Antibacterial test results of wet tissue original composition

하기 표 8은 제조예 21 내지 30의 물티슈 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 9는 제조 비교예 23 내지 33의 물티슈 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 8 below shows the results of antibacterial tests against bacteria, mold, and yeast of the wet tissue stock compositions of Manufacturing Examples 21 to 30, and Table 9 shows the results of antibacterial tests against bacteria, mold, and yeast of the wet tissue stock compositions of Manufacturing Comparative Examples 23 to 33.

표 8을 참조하면, 제조예 21 내지 30에 따른 물티슈 원액 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 8, it was confirmed that the wet tissue stock compositions according to Manufacturing Examples 21 to 30 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 21 내지 30에 따른 물티슈 원액 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 23 내지 33의 물티슈 원액 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, in the case of the wet tissue stock compositions according to Manufacturing Examples 21 to 30 containing both Chemical Formula 1 and Chemical Formula 2, it was confirmed that the antibacterial effect was superior to that of the wet tissue stock compositions according to Manufacturing Comparative Examples 23 to 33 containing only Chemical Formula 1 or Chemical Formula 2 against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 21Manufacturing example 21 00 00 00 00 00 제조예 22Manufacturing example 22 00 00 00 00 00 제조예 23Manufacturing example 23 00 00 00 00 00 제조예 24Manufacturing example 24 00 00 00 00 00 제조예 25Manufacturing example 25 00 00 00 00 00 제조예 26Manufacturing example 26 00 00 00 1X101X10 00 제조예 27Manufacturing example 27 00 00 00 00 00 제조예 28Manufacturing example 28 00 00 00 00 00 제조예 29Manufacturing example 29 00 00 00 00 00 제조예 30Manufacturing example 30 00 00 1.9X101.9X10 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 23Manufacturing Comparative Example 23 00 00 1X101X10 2.1X102.1X10 00 제조 비교예 24Manufacturing Comparative Example 24 00 00 2.5X102.5X10 00 00 제조 비교예 25Manufacturing Comparative Example 25 00 00 2X102X10 00 00 제조 비교예 26Manufacturing Comparative Example 26 2.1X102.1X10 1X101X10 2.4X102.4X10 10X1010X10 2.5X102.5X10 제조 비교예 27Manufacturing Comparative Example 27 1.4X101.4X10 1X101X10 00 00 00 제조 비교예 28Manufacturing Comparative Example 28 00 1X101X10 00 2.8X102.8X10 00 제조 비교예 29Manufacturing Comparative Example 29 3X103X10 11X1011X10 2.8X102.8X10 10X1010X10 00 제조 비교예 30Manufacturing Comparative Example 30 3.5X103.5X10 1.8X101.8X10 00 00 00 제조 비교예 31Manufacturing Comparative Example 31 00 00 00 00 00 제조 비교예 32Manufacturing Comparative Example 32 00 00 00 00 00 제조 비교예 33Manufacturing Comparative Example 33 1.8X101.8X10 1.1X101.1X10 6X106X10 00 00

[표 10-11] 샴푸 원액 조성물의 항균 시험 결과[Table 10-11] Antibacterial test results of shampoo original composition

하기 표 10은 제조예 31 내지 40의 샴푸 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 11은 제조 비교예 34 내지 44의 샴푸 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 10 below shows the results of antibacterial tests against bacteria, mold, and yeast of the shampoo stock compositions of Manufacturing Examples 31 to 40, and Table 11 shows the results of antibacterial tests against bacteria, mold, and yeast of the shampoo stock compositions of Manufacturing Comparative Examples 34 to 44.

표 10을 참조하면, 제조예 31 내지 40에 따른 샴푸 원액 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 10, it was confirmed that the shampoo concentrate compositions according to Manufacturing Examples 31 to 40 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 31 내지 40에 따른 샴푸 원액 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 34 내지 44의 샴푸 원액 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, in the case of the shampoo stock compositions according to Manufacturing Examples 31 to 40 containing both Chemical Formula 1 and Chemical Formula 2, it was confirmed that the antibacterial effect was superior to that of the shampoo stock compositions according to Manufacturing Comparative Examples 34 to 44 containing only Chemical Formula 1 or Chemical Formula 2 against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 31Manufacturing example 31 00 00 00 00 00 제조예 32Manufacturing example 32 00 00 00 00 00 제조예 33Manufacturing example 33 00 00 00 00 00 제조예 34Manufacturing example 34 00 00 00 00 00 제조예 35Manufacturing example 35 00 00 00 00 00 제조예 36Manufacturing example 36 00 00 00 00 00 제조예 37Manufacturing example 37 00 00 00 00 00 제조예 38Manufacturing example 38 00 00 00 00 00 제조예 39Manufacturing example 39 00 00 00 00 00 제조예 40Manufacturing example 40 00 00 1.5X101.5X10 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 34Manufacturing Comparative Example 34 00 00 2.2X102.2X10 2.5X102.5X10 00 제조 비교예 35Manufacturing Comparative Example 35 00 00 2.7X102.7X10 00 00 제조 비교예 36Manufacturing Comparative Example 36 00 00 2.9X102.9X10 00 00 제조 비교예 37Manufacturing Comparative Example 37 2.6X102.6X10 1.2X101.2X10 2.6X102.6X10 TNTCTNTC 2.9X102.9X10 제조 비교예 38Manufacturing Comparative Example 38 1.5X101.5X10 1.1X101.1X10 00 00 00 제조 비교예 39Manufacturing Comparative Example 39 00 1.1X101.1X10 00 2.3X102.3X10 00 제조 비교예 40Manufacturing Comparative Example 40 3.7X103.7X10 TNTCTNTC 2.3X102.3X10 TNTCTNTC 00 제조 비교예 41Manufacturing Comparative Example 41 4.6X104.6X10 1.6X101.6X10 00 00 00 제조 비교예 42Manufacturing Comparative Example 42 00 00 00 00 00 제조 비교예 43Manufacturing Comparative Example 43 00 00 00 00 00 제조 비교예 44Manufacturing Comparative Example 44 1X101X10 00 5.9X105.9X10 00 00

[표 12-13] 화장품 크림 원액 조성물의 항균 시험 결과[Table 12-13] Antibacterial test results of cosmetic cream original composition

하기 표 12는 제조예 41 내지 50의 화장품 크림 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 13은 제조 비교예 45 내지 55의 화장품 크림 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 12 below shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic cream original solution compositions of Manufacturing Examples 41 to 50, and Table 13 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic cream original solution compositions of Manufacturing Comparative Examples 45 to 55.

표 12를 참조하면, 제조예 41 내지 50에 따른 화장품 크림 원액 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 12, it was confirmed that the cosmetic cream original solution compositions according to Manufacturing Examples 41 to 50 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 41 내지 50에 따른 화장품 크림 원액 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 45 내지 55의 화장품 크림 원액 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, in the case of the cosmetic cream stock solution compositions according to Manufacturing Examples 41 to 50 containing both Chemical Formula 1 and Chemical Formula 2, it was confirmed that the antibacterial effect was superior to that of the cosmetic cream stock solution compositions according to Manufacturing Comparative Examples 45 to 55 containing only Chemical Formula 1 or Chemical Formula 2 against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 41Manufacturing example 41 00 00 00 00 00 제조예 42Manufacturing example 42 00 00 00 00 00 제조예 43Manufacturing example 43 00 00 00 00 00 제조예 44Manufacturing example 44 00 00 00 00 00 제조예 45Manufacturing example 45 00 00 00 1.1X101.1X10 00 제조예 46Manufacturing example 46 00 00 00 1.5X101.5X10 00 제조예 47Manufacturing example 47 00 00 00 00 00 제조예 48Manufacturing example 48 00 00 00 00 00 제조예 49Manufacturing example 49 00 00 00 00 00 제조예 50Manufacturing example 50 00 00 1.2X101.2X10 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 45Manufacturing Comparative Example 45 00 00 1X101X10 1.8X101.8X10 00 제조 비교예 46Manufacturing Comparative Example 46 00 00 2X102X10 00 00 제조 비교예 47Manufacturing Comparative Example 47 00 00 2.1X102.1X10 00 00 제조 비교예 48Manufacturing Comparative Example 48 2.4X102.4X10 1X101X10 2X102X10 TNTCTNTC 1.8X101.8X10 제조 비교예 49Manufacturing Comparative Example 49 1X101X10 1.5X101.5X10 00 00 00 제조 비교예 50Manufacturing Comparative Example 50 00 1X101X10 00 2.7X102.7X10 00 제조 비교예 51Manufacturing Comparative Example 51 3.5X103.5X10 TNTCTNTC 2.6X102.6X10 TNTCTNTC 00 제조 비교예 52Manufacturing Comparative Example 52 4X104X10 1.4X101.4X10 00 00 00 제조 비교예 53Manufacturing Comparative Example 53 00 00 00 00 00 제조 비교예 54Manufacturing Comparative Example 54 00 00 00 00 00 제조 비교예 55Manufacturing Comparative Example 55 2.1X102.1X10 00 4.8X104.8X10 00 00

[표 14-15] 화장품 팩트 조성물의 항균 시험 결과[Table 14-15] Antibacterial test results of cosmetic fact compositions

하기 표 14는 제조예 51 내지 60의 화장품 팩트 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고 표 15는 제조 비교예 56 내지 66의 화장품 팩트 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 14 below shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic pack compositions of Manufacturing Examples 51 to 60, and Table 15 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic pack compositions of Manufacturing Comparative Examples 56 to 66.

표 14를 참조하면, 제조예 51 내지 60에 따른 화장품 팩트 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 14, it was confirmed that the cosmetic pack compositions according to Manufacturing Examples 51 to 60 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 51 내지 60에 따른 화장품 팩트 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 56 내지 66의 화장품 팩트 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, in the case of the cosmetic pack compositions according to Manufacturing Examples 51 to 60 containing both Chemical Formula 1 and Chemical Formula 2, it was confirmed that the antibacterial effect was superior to that of the cosmetic pack compositions according to Manufacturing Comparative Examples 56 to 66 containing only Chemical Formula 1 or Chemical Formula 2 against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 51Manufacturing example 51 00 00 00 00 00 제조예 52Manufacturing example 52 00 00 00 00 00 제조예 53Manufacturing example 53 00 00 00 1X101X10 00 제조예 54Manufacturing example 54 00 00 00 00 00 제조예 55Manufacturing example 55 00 00 00 00 00 제조예 56Manufacturing example 56 00 00 00 1.2X101.2X10 00 제조예 57Manufacturing example 57 00 00 00 00 00 제조예 58Manufacturing example 58 00 00 00 00 00 제조예 59Manufacturing example 59 00 00 00 00 00 제조예 60Manufacturing example 60 00 00 1.4X101.4X10 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 56Manufacturing Comparative Example 56 00 00 00 1X101X10 00 제조 비교예 57Manufacturing Comparative Example 57 00 00 00 00 00 제조 비교예 58Manufacturing Comparative Example 58 00 00 00 00 00 제조 비교예 59Manufacturing Comparative Example 59 00 00 1.1X101.1X10 4.1X104.1X10 1.5X101.5X10 제조 비교예 60Manufacturing Comparative Example 60 00 1X101X10 00 00 00 제조 비교예 61Manufacturing Comparative Example 61 00 00 00 2X102X10 00 제조 비교예 62Manufacturing Comparative Example 62 1X101X10 4.8X104.8X10 1.2X101.2X10 6.5X106.5X10 00 제조 비교예 63Manufacturing Comparative Example 63 2.6X102.6X10 00 00 00 00 제조 비교예 64Manufacturing Comparative Example 64 00 00 00 00 00 제조 비교예 65Manufacturing Comparative Example 65 00 00 00 00 00 제조 비교예 66Manufacturing Comparative Example 66 1.4X101.4X10 00 3X103X10 00 00

[시험 B: 화학식 1과 화학식 3으로 표시되는 화합물의 항균 효과][Test B: Antibacterial effect of compounds represented by chemical formulas 1 and 3]

실시예 1~7: 화학식 1과 화학식 3으로 표시되는 화합물을 이용한 항균 및 보존용 조성물의 제조Examples 1 to 7: Preparation of antibacterial and preservative compositions using compounds represented by chemical formulas 1 and 3

실시예 1.Example 1.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 라우로일 아르기닌 메틸에스터 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a lauroyl arginine methyl ester compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 2.Example 2.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 라우로일 라이신 메틸에스터 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a lauroyl lysine methyl ester compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 3.Example 3.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 라우로일 아르기닌 에틸에스터 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a lauroyl arginine ethyl ester compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 4.Example 4.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 이오도프로피닐 뷰틸카바메이트 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and an iodopropynyl butylcarbamate compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 5.Example 5.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 폴리라이신 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a polylysine compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 6.Example 6.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 라우로일 라이신 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a lauroyl lysine compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 7.Example 7.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 카프릴하이드록사믹산 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a caprylhydroxamic acid compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

비교예 1~8: : 화학식 1 또는 화학식 3으로 표시되는 화합물을 이용한 항균 및 보존용 조성물의 제조Comparative Examples 1 to 8: Preparation of an antibacterial and preservative composition using a compound represented by Chemical Formula 1 or Chemical Formula 3

비교예 1.Comparative example 1.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물을 사용하였다.A 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 was used.

비교예 2.Comparative example 2.

화학식 2로 표시되는 라우로일 아르기닌 메틸에스터 화합물을 사용하였다.A lauroyl arginine methyl ester compound represented by chemical formula 2 was used.

비교예 3.Comparative example 3.

화학식 2로 표시되는 라우로일 라이신 메틸에스터 화합물을 사용하였다.A lauroyl lysine methyl ester compound represented by chemical formula 2 was used.

비교예 4.Comparative example 4.

화학식 2로 표시되는 라우로일 아르기닌 에틸에스터 화합물을 사용하였다.A lauroyl arginine ethyl ester compound represented by chemical formula 2 was used.

비교예 5.Comparative Example 5.

화학식 2로 표시되는 이오도프로피닐 뷰틸카바메이트 화합물을 사용하였다.An iodopropynyl butylcarbamate compound represented by chemical formula 2 was used.

비교예 6.Comparative example 6.

화학식 2로 표시되는 폴리라이신 화합물을 사용하였다.A polylysine compound represented by chemical formula 2 was used.

비교예 7.Comparative example 7.

화학식 2로 표시되는 라우로일 라이신 화합물을 사용하였다.A lauroyl lysine compound represented by chemical formula 2 was used.

비교예 8.Comparative example 8.

화학식 2로 표시되는 카프릴하이드록사믹산 화합물을 사용하였다.A caprylhydroxamic acid compound represented by chemical formula 2 was used.

제조예 및 제조 비교예Manufacturing examples and comparative manufacturing examples

하기 제조예 및 제조 비교예에서 사용한 것들은 Sigma-Aldrich Korea 및 TCI 사 등으로부터 구입한 것을 사용하였다. 화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 2로 표시되는 화합물을 8:2의 중량비로 포함하도록 배합된 실시예들의 항균 및 보존용 조성물을 이용하여 화장품, 위생용품 또는 생활화학제품 등의 제조예들을 제조하였다. 그리고 화학식 1 또는 화학식 2의 화합물을 단독으로 포함하는 비교예들의 항균 및 보존용 조성물을 이용하여 화장품, 위생용품 또는 생활화학제품 등의 제조 비교예들을 제조하였다.The components used in the following Manufacturing Examples and Manufacturing Comparative Examples were purchased from Sigma-Aldrich Korea and TCI. Using the antibacterial and preservative compositions of the examples in which the 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1 and the compound represented by Chemical Formula 2 were mixed in a weight ratio of 8:2, manufacturing examples of cosmetics, sanitary products, or household chemical products were manufactured. In addition, using the antibacterial and preservative compositions of the comparative examples containing only the compound of Chemical Formula 1 or Chemical Formula 2, manufacturing comparative examples of cosmetics, sanitary products, or household chemical products were manufactured.

제조예 1 ~ 7 : 의류용 액체 세제 조성물Manufacturing examples 1 to 7: Liquid detergent composition for clothing

제조예 1.Manufacturing example 1.

라우레스-7 6 중량%, 알킬벤젠술폰산염 3 중량%, 소듐라우레스-2 설페이트 5 중량%, 프로테아제 0.3 중량%, 리파아제 0.3 중량%, 코코지방산비누 1 중량%, 소금 2 중량%, 항료 0.2 중량%, 정제수 81.7 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.5 중량%을 포함한 의류용 액체 세제 조성물을 제조하였다.A liquid detergent composition for clothes was prepared, comprising 6 wt% of laureth-7, 3 wt% of alkylbenzene sulfonate, 5 wt% of sodium laureth-2 sulfate, 0.3 wt% of protease, 0.3 wt% of lipase, 1 wt% of coco fatty acid soap, 2 wt% of salt, 0.2 wt% of fragrance, 81.7 wt% of purified water, and 0.5 wt% of an antibacterial and preservative composition prepared according to Example 1.

제조예 2~7.Manufacturing examples 2 to 7.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 1에 기재된 방법과 동일한 방법으로 제조예 2, 3, 4, 5, 6, 7의 의류용 액체 세제 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, and 7 were used to sequentially manufacture liquid detergent compositions for clothing according to Manufacturing Examples 2, 3, 4, 5, 6, and 7 using the same method as described in Manufacturing Example 1.

제조예 8 ~ 14 : 주방용 세제 조성물Manufacturing examples 8 to 14: Kitchen detergent composition

제조예 8.Manufacturing example 8.

소듐라우레스-2 설페이트 5 중량%, 알파올레핀설페이트 4 중량%, 아민옥사이드 2 중량%, 알킬폴리글루코사이드 2 중량%, 알킬벤젠술폰산염 2 중량%, 글리세린 2 중량%, 항료 0.2 중량%, 정제수 82.5 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.3 중량%을 포함한 주방용 세제 조성물을 제조하였다.A kitchen detergent composition was prepared including 5 wt% of sodium laureth-2 sulfate, 4 wt% of alpha-olefin sulfate, 2 wt% of amine oxide, 2 wt% of alkyl polyglucoside, 2 wt% of alkyl benzene sulfonate, 2 wt% of glycerin, 0.2 wt% of a fragrance, 82.5 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Example 1.

제조예 9~14.Manufacturing examples 9 to 14.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 8에 기재된 방법과 동일한 방법으로 제조예 9, 10, 11, 12, 13, 14의 주방용 세제 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, and 7 were used to manufacture kitchen detergent compositions of Manufacturing Examples 9, 10, 11, 12, 13, and 14 in that order using the same method as that described in Manufacturing Example 8.

제조예 15 ~ 21 : 물티슈 원액 조성물Manufacturing examples 15 to 21: Water tissue original composition

제조예 15.Manufacturing example 15.

천연추출물 1 중량%, 정제수 98.7 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.3중량%을 포함한 물티슈 원액 조성물을 제조하였다.A wet tissue stock composition was prepared, including 1 wt% of a natural extract, 98.7 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Example 1.

제조예 16~21.Manufacturing examples 16 to 21.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 15에 기재된 방법과 동일한 방법으로 제조예 16, 17, 18, 19, 20, 21의 물티슈 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, and 7 were used to sequentially manufacture wet tissue stock compositions of Manufacturing Examples 16, 17, 18, 19, 20, and 21 using the same method as described in Manufacturing Example 15.

제조예 22 ~ 28 : 샴푸 원액 조성물Manufacturing examples 22 to 28: Shampoo concentrate composition

제조예 22.Manufacturing example 22.

디소듐 이디티에이(Disodium EDTA) 0.05 중량%, 판테놀(Panthenol) 0.1 중량%, 글리세린 1 중량%, 토코페릴 아세테이트(Tocopheryl Acetate) 1 중량%, 폴리쿼터늄-7(PolyQuaternium-7) 0.5 중량%, 소튬 라우레스 설페이트(Sodium Laureth Sulfate) 8 중량%, 코카마이드 프로필 베타인(Cocamidopropyl Betaine) 5 중량%, 소튬 코코일 사코시네이트(Sodium Cocoyl Sarcosinate) 2 중량%, 폴리쿼터늄-10(PolyQuaternium-10) 0.5 중량%, 향료 1 중량%, 정제수 80.55 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.3 중량%을 포함한 샴푸 원액 조성물을 제조하였다.A shampoo stock composition was prepared including 0.05 wt% of disodium EDTA, 0.1 wt% of panthenol, 1 wt% of glycerin, 1 wt% of tocopheryl acetate, 0.5 wt% of polyquaternium-7, 8 wt% of sodium laureth sulfate, 5 wt% of cocamidopropyl betaine, 2 wt% of sodium cocoyl sarcosinate, 0.5 wt% of polyquaternium-10, 1 wt% of fragrance, 80.55 wt% of purified water, and 0.3 wt% of the antibacterial and preservative composition prepared according to Example 1.

제조예 23~28.Manufacturing examples 23 to 28.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 22에 기재된 방법과 동일한 방법으로 제조예 23, 24, 25, 26, 27, 28의 샴푸 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, and 7 were used to sequentially manufacture shampoo stock compositions of Manufacturing Examples 23, 24, 25, 26, 27, and 28 in the same manner as described in Manufacturing Example 22.

제조예 29 ~ 35 : 화장품 크림 원액 조성물Manufacturing examples 29 to 35: Cosmetic cream original composition

제조예 29.Manufacturing example 29.

세토스테아릴알콜 2.5 중량%, 글리세릴스테아레이트 1.5 중량%, 트리옥타노인 5.0 중량%, 폴리솔베이트 60 1.2 중량%, 솔비탄스테아레이트 0.5 중량%, 스쿠알란 5.0 중량%, 유동 파라핀 3.0 중량%, 사이클로메치콘 3.0 중량%, 델타-토코페롤 0.2 중량%, 글리세린 4.0 중량%, 1,3-부틸렌글리콜 2.0 중량%, 잔탄검 0.2 중량%, EDTA-2Na 0.05 중량%, 향 0.1 중량%, 정제수 71.55 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.2 중량%을 포함한 크림 원액 조성물을 제조하였다.A cream stock composition was prepared including 2.5 wt% of cetostearyl alcohol, 1.5 wt% of glyceryl stearate, 5.0 wt% of trioctanoin, 1.2 wt% of polysorbate 60, 0.5 wt% of sorbitan stearate, 5.0 wt% of squalane, 3.0 wt% of liquid paraffin, 3.0 wt% of cyclomethicone, 0.2 wt% of delta-tocopherol, 4.0 wt% of glycerin, 2.0 wt% of 1,3-butylene glycol, 0.2 wt% of xanthan gum, 0.05 wt% of EDTA-2Na, 0.1 wt% of fragrance, 71.55 wt% of purified water, and 0.2 wt% of the antibacterial and preservative composition prepared according to Example 1.

제조예 30~35.Manufacturing examples 30 to 35.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 29에 기재된 방법과 동일한 방법으로 제조예 30, 31, 32, 33, 34, 35의 크림 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, and 7 were used to manufacture the cream stock compositions of Manufacturing Examples 30, 31, 32, 33, 34, and 35 in that order using the same method as described in Manufacturing Example 29.

제조예 36 ~ 42 : 화장품 팩트 (고형 색조) 조성물Manufacturing examples 36 to 42: Cosmetic fact (solid color) composition

제조예 36.Manufacturing example 36.

구상 파우더 (Silica-HDI) 25 중량%, 칼슘 알루미늄 보로실리케이트 10 중량%, 오일 바인더 실리콘 오일(Dimethicone) 20 중량%, 향료 0.2 중량%, 안료 5 중량%, 에탄올 20 중량%, 판상 파우더 탤크(Talc JA 46R) 19.4 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.4 중량%을 포함한 팩트 (고형 색조) 조성물을 제조하였다. A pact (solid color) composition was prepared, comprising 25 wt% of spherical powder (Silica-HDI), 10 wt% of calcium aluminum borosilicate, 20 wt% of oil binder silicone oil (Dimethicone), 0.2 wt% of fragrance, 5 wt% of pigment, 20 wt% of ethanol, 19.4 wt% of platelet powder talc (Talc JA 46R), and 0.4 wt% of an antibacterial and preservative composition prepared according to Example 1.

제조예 37~42.Manufacturing examples 37 to 42.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 36에 기재된 방법과 동일한 방법으로 제조예 37, 38, 39, 40, 41, 42의 팩트 (고형 색조) 조성물을 순서대로 제조하였다. Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6 and 7 were used to manufacture the fact (solid color) compositions of Manufacturing Examples 37, 38, 39, 40, 41 and 42 in that order using the same method as described in Manufacturing Example 36.

제조 비교예 1 ~ 8 : 의류용 액체 세제 조성물Manufacturing Comparative Examples 1 to 8: Liquid detergent composition for clothing

제조 비교예 1.Manufacturing Comparative Example 1.

라우레스-7 6 중량%, 알킬벤젠술폰산염 3 중량%, 소듐라우레스-2 설페이트 5 중량%, 프로테아제 0.3 중량%, 리파아제 0.3 중량%, 코코지방산비누 1 중량%, 소금 2 중량%, 항료 0.2 중량%, 정제수 81.7 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.5 중량%을 포함한 의류용 액체 세제 조성물을 제조하였다.A liquid detergent composition for clothes was prepared, comprising 6 wt% of laureth-7, 3 wt% of alkylbenzene sulfonate, 5 wt% of sodium laureth-2 sulfate, 0.3 wt% of protease, 0.3 wt% of lipase, 1 wt% of coco fatty acid soap, 2 wt% of salt, 0.2 wt% of fragrance, 81.7 wt% of purified water, and 0.5 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 2~8.Manufacturing comparison examples 2 to 8.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 1에 기재된 방법과 동일한 방법으로 제조 비교예 2, 3, 4, 5, 6, 7, 8의 의류용 액체 세제 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, and 8 were used to sequentially manufacture liquid detergent compositions for clothing of Comparative Examples 2, 3, 4, 5, 6, 7, and 8 using the same method as described in Comparative Example 1.

제조 비교예 9 ~ 16 : 주방용 세제 조성물Manufacturing Comparative Examples 9 to 16: Kitchen Detergent Composition

제조 비교예 9.Manufacturing Comparative Example 9.

소듐라우레스-2 설페이트 5 중량%, 알파올레핀설페이트 4 중량%, 아민옥사이드 2 중량%, 알킬폴리글루코사이드 2 중량%, 알킬벤젠술폰산염 2 중량%, 글리세린 2 중량%, 항료 0.2 중량%, 정제수 82.5 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.3 중량%을 포함한 주방용 세제 조성물을 제조하였다.A kitchen detergent composition was prepared including 5 wt% of sodium laureth-2 sulfate, 4 wt% of alpha-olefin sulfate, 2 wt% of amine oxide, 2 wt% of alkyl polyglucoside, 2 wt% of alkyl benzene sulfonate, 2 wt% of glycerin, 0.2 wt% of a fragrance, 82.5 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 10~16.Manufacturing Comparative Examples 10-16.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 9에 기재된 방법과 동일한 방법으로 제조 비교예 10, 11, 12, 13, 14, 15, 16의 주방용 세제 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the kitchen detergent compositions of Comparative Examples 10, 11, 12, 13, 14, 15, and 16 were manufactured in that order using the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, and 8 in the same manner as described in Comparative Example 9.

제조 비교예 17 ~ 24 : 물티슈 원액 조성물Manufacturing Comparative Examples 17 to 24: Water Tissue Original Composition

제조 비교예 17.Manufacturing Comparative Example 17.

천연추출물 1 중량%, 정제수 98.7 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.3중량%을 포함한 물티슈 원액 조성물을 제조하였다.A wet tissue stock composition was prepared, including 1 wt% of a natural extract, 98.7 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 18~24.Manufacturing comparative examples 18-24.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 17에 기재된 방법과 동일한 방법으로 제조 비교예 18, 19, 20, 21, 22, 23, 24의 물티슈 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, and 8 were used to sequentially manufacture wet tissue stock compositions of Comparative Examples 18, 19, 20, 21, 22, 23, and 24 using the same method as described in Comparative Example 17.

제조 비교예 25 ~ 32 : 샴푸 원액 조성물Manufacturing Comparative Examples 25 to 32: Shampoo concentrate composition

제조 비교예 25.Manufacturing Comparative Example 25.

디소듐 이디티에이(Disodium EDTA) 0.05 중량%, 판테놀(Panthenol) 0.1 중량%, 글리세린 1 중량%, 토코페릴 아세테이트(Tocopheryl Acetate) 1 중량%, 폴리쿼터늄-7(PolyQuaternium-7) 0.5 중량%, 소튬 라우레스 설페이트(Sodium Laureth Sulfate) 8 중량%, 코카마이드 프로필 베타인(Cocamidopropyl Betaine) 5 중량%, 소튬 코코일 사코시네이트(Sodium Cocoyl Sarcosinate) 2 중량%, 폴리쿼터늄-10(PolyQuaternium-10) 0.5 중량%, 향료 1 중량%, 정제수 80.55 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.3 중량%을 포함한 샴푸 원액 조성물을 제조하였다.A shampoo stock composition was prepared including 0.05 wt% of disodium EDTA, 0.1 wt% of panthenol, 1 wt% of glycerin, 1 wt% of tocopheryl acetate, 0.5 wt% of polyquaternium-7, 8 wt% of sodium laureth sulfate, 5 wt% of cocamidopropyl betaine, 2 wt% of sodium cocoyl sarcosinate, 0.5 wt% of polyquaternium-10, 1 wt% of fragrance, 80.55 wt% of purified water, and 0.3 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 26~32.Manufacturing comparative examples 26-32.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 25에 기재된 방법과 동일한 방법으로 제조 비교예 26, 27, 28, 29, 30, 31, 32의 샴푸 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, and 8 were used to sequentially manufacture shampoo stock compositions of Comparative Examples 26, 27, 28, 29, 30, 31, and 32 using the same method as described in Comparative Example 25.

제조 비교예 33 ~ 40 : 화장품 크림 원액 조성물Manufacturing Comparative Examples 33 to 40: Cosmetic Cream Original Composition

제조 비교예 33.Manufacturing Comparative Example 33.

세토스테아릴알콜 2.5 중량%, 글리세릴스테아레이트 1.5 중량%, 트리옥타노인 5.0 중량%, 폴리솔베이트 60 1.2 중량%, 솔비탄스테아레이트 0.5 중량%, 스쿠알란 5.0 중량%, 유동 파라핀 3.0 중량%, 사이클로메치콘 3.0 중량%, 델타-토코페롤 0.2 중량%, 글리세린 4.0 중량%, 1,3-부틸렌글리콜 2.0 중량%, 잔탄검 0.2 중량%, EDTA-2Na 0.05 중량%, 향 0.1 중량%, 정제수 71.55 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.2 중량%을 포함한 크림 원액 조성물을 제조하였다.A cream stock composition was prepared, including 2.5 wt% of cetostearyl alcohol, 1.5 wt% of glyceryl stearate, 5.0 wt% of trioctanoin, 1.2 wt% of polysorbate 60, 0.5 wt% of sorbitan stearate, 5.0 wt% of squalane, 3.0 wt% of liquid paraffin, 3.0 wt% of cyclomethicone, 0.2 wt% of delta-tocopherol, 4.0 wt% of glycerin, 2.0 wt% of 1,3-butylene glycol, 0.2 wt% of xanthan gum, 0.05 wt% of EDTA-2Na, 0.1 wt% of fragrance, 71.55 wt% of purified water, and 0.2 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 34~40.Manufacturing comparative examples 34-40.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 33에 기재된 방법과 동일한 방법으로 제조 비교예 34, 35, 36, 37, 38, 39, 40의 크림 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, and 8 were used to sequentially manufacture the cream stock compositions of Comparative Examples 34, 35, 36, 37, 38, 39, and 40 using the same method as described in Comparative Example 33.

제조 비교예 41 ~ 48 : 화장품 팩트 (고형 색조) 조성물Manufacturing Comparative Examples 41 to 48: Cosmetic Pact (Solid Color) Composition

제조 비교예 41.Manufacturing Comparative Example 41.

구상 파우더 (Silica-HDI) 25 중량%, 칼슘 알루미늄 보로실리케이트 10 중량%, 오일 바인더 실리콘 오일(Dimethicone) 20 중량%, 향료 0.2 중량%, 안료 5 중량%, 에탄올 20 중량%, 판상 파우더 탤크(Talc JA 46R) 19.4 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.4 중량%을 포함한 팩트 (고형 색조) 조성물을 제조하였다. A pact (solid color) composition was prepared including 25 wt% of a spherical powder (Silica-HDI), 10 wt% of calcium aluminum borosilicate, 20 wt% of an oil binder silicone oil (Dimethicone), 0.2 wt% of a fragrance, 5 wt% of a pigment, 20 wt% of ethanol, 19.4 wt% of a platelet powder talc (Talc JA 46R), and 0.4 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 42~48.Manufacturing comparative examples 42-48.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 41에 기재된 방법과 동일한 방법으로 제조 비교예 42, 43, 44, 45, 46, 47, 48의 팩트 (고형 색조) 조성물을 순서대로 제조하였다. Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, and 8 were used to manufacture the fact (solid color) compositions of Comparative Examples 42, 43, 44, 45, 46, 47, and 48 in that order using the same method as described in Comparative Example 41.

실험예Experimental example

상기 실시예 그리고 비교예 조성에 의해 제조된 각각의 항균 및 보존용 조성물과, 제조예 그리고 제조 비교예에 의해 제조된 각각의 화장품, 위생용품, 생활화학제품 조성물에 대하여 아래 방법과 같이 세균, 사상균 및 효모 각각에 대한 항균시험을 수행하였다.Antibacterial tests were performed on bacteria, mold, and yeast, respectively, for each antibacterial and preservative composition manufactured by the above examples and comparative examples, and each cosmetic, hygiene product, and household chemical product composition manufactured by the manufacturing examples and comparative manufacturing examples, according to the following methods.

[실험예 1] 항균 및 보존용 조성물에 대한 항균 시험[Experimental Example 1] Antibacterial test on antibacterial and preservative composition

시험용액에 대한 항균력 측정은 액체배지희석법(broth dilution method)을 이용하여 측정하였다. 시험용액의 처리농도를 최고농도 5%에서부터 최저농도 0.0001%가 되도록 희석하여 사용하였다. 시험용액과 균주를 함께 배양한 후 튜브의 혼탁도를 확인하였다. 이때 배지에 시험용액을 처리하지 않고, 균주만 접종한 튜브에서 보이는 혼탁정도에 비하여 시험용액을 농도별로 처리한 튜브 중 균의 성장이 보이지 않는 튜브의 시험용액의 농도를 최소억제 농도(MIC)로 정하였다. 위와 같은 1차 시험 후 시험용액의 처리농도를 좀 더 세분화해서 2차 시험을 진행해 정확한 최소억제농도(MIC)를 얻었다.The antibacterial activity of the test solution was measured using the broth dilution method. The test solution was diluted from a maximum concentration of 5% to a minimum concentration of 0.0001% and used. The test solution and the strain were cultured together, and the turbidity of the tube was checked. At this time, the concentration of the test solution in the tube where no bacterial growth was observed among the tubes treated with the test solution at different concentrations was determined as the minimum inhibitory concentration (MIC) compared to the turbidity shown in the tubes where the strain was only inoculated without treating the test solution to the medium. After the first test as above, a second test was conducted by further dividing the test solution treatment concentration into more detailed values to obtain the accurate minimum inhibitory concentration (MIC).

(1) 시험균의 전배양 (1) Pre-culture of test bacteria

시험균주인 E. coli, S. aureus, P. aeruginosa 를 Tryptic Soy Broth에 접종하여 35±2℃에서 16-24시간 배양하였다. C. albicans는 Sabouraud Dextrose Broth에 접종하여 25℃에서 24~48시간 배양하였다. A. brasiliensis는 Potato dextrose agar에 도말하여 (25±1)℃에서 7일간 배양하였고, 균이 자란 고체 배지 위에 멸균생리식염수를 분주하고 spreader를 이용하여 포자를 떼어낸 후 멸균생리식염수에 희석하였다.The test strains, E. coli , S. aureus, and P. aeruginosa , were inoculated into Tryptic Soy Broth and cultured at 35±2℃ for 16-24 hours. C. albicans was inoculated into Sabouraud Dextrose Broth and cultured at 25℃ for 24-48 hours. A. brasiliensis was spread on potato dextrose agar and cultured at (25±1)℃ for 7 days. Sterile saline solution was dispensed onto the solid medium on which the bacteria had grown, and the spores were removed using a spreader and then diluted in sterile saline solution.

(2) 시험용액의 조제(2) Preparation of test solution

실시예 1 내지 7의 항균 및 보존용 조성물을 디프로필렌글리콜(Dipropylene glycol)에 녹여 시험용액으로 사용하였다.The antibacterial and preservative compositions of Examples 1 to 7 were dissolved in dipropylene glycol and used as test solutions.

비교예 1 내지 8을 비교용액으로 사용하였다.Comparative examples 1 to 8 were used as comparative solutions.

(3) 균주와 항균 및 보존용 조성물(시험용액)의 혼합(3) Mixing of strains and antibacterial and preservative composition (test solution)

튜브에 액체배지를 넣고 시험용액의 처리 농도를 최고농도 5%에서부터 최저농도 0.0001%가 되도록 희석하여 넣었다. 액체배지로 E. coli, S. aureus, P. aeruginosa(세균)는 Tryptic Soy Broth, C. albicans, A. brasiliensis(진균)는 Sabouraud Dextrose Broth)를 사용하였다.Liquid media was placed in the tube, and the test solution was diluted from the highest concentration of 5% to the lowest concentration of 0.0001%. Tryptic Soy Broth was used for E. coli, S. aureus, and P. aeruginosa (bacteria), and Sabouraud Dextrose Broth was used for C. albicans and A. brasiliensis (fungi).

(4) 시험균액 접종(4) Inoculation of test bacteria

E. coli, S. aureus, P. aeruginosa의 경우 테스트 튜브의 균주 농도가 1X105 CFU/mL 되도록 접종하였다. 시험용액의 처리가 완료된 tube는 35±2℃에서 16-24 시간 배양하였다. C. albicans, A. brasiliensis는 테스트 튜브의 균주 농도가 1X104 CFU/mL 되도록 접종하였다. 시험용액의 처리가 완료된 후 C. albicans는 25℃에서 24-48 시간, A. brasiliensis는 25℃에서 46-50 시간 동안 배양하였다. 균액을 넣지 않은 배지 tube를 음성 대조군(negative control)로 사용하였으며, 시험용액 없이 배지에 균액만 접종한 tube를 성장 대조군(growth control)로 사용하였다. 또한, 용매로 사용한 디프로필렌글리콜 자체가 가지는 항균력을 확인하기 위해 용매를 시료의 시험 조건과 동일하게 하여 용매에 대한 시험균의 MIC를 확인했다.For E. coli, S. aureus, and P. aeruginosa, the strain concentration in the test tube was 1X10 5 CFU/mL. The tubes treated with the test solution were cultured at 35±2℃ for 16-24 hours. C. albicans and A. brasiliensis were inoculated so that the strain concentration in the test tube was 1X10 4 CFU/mL. After treatment with the test solution , C. albicans was cultured at 25℃ for 24-48 hours, and A. brasiliensis was cultured at 25℃ for 46-50 hours. A medium tube without the inoculum was used as a negative control, and a tube inoculated with only the inoculum in the medium without the test solution was used as a growth control. In addition, in order to confirm the antibacterial activity of dipropylene glycol itself, which was used as a solvent, the MIC of the test bacteria for the solvent was confirmed under the same conditions as the test conditions of the sample.

(5) 항균 및 보존용 조성물에 대한 항균 시험 결과(5) Results of antibacterial tests on antibacterial and preservative compositions

시험 결과는 [표 16]~[표 17]에 나타내었으며, 시험결과를 통해 평가된 것과 같이 본 발명의 항균 및 보존용 조성물, 본 발명의 항균 및 보존용 조성물들은 세균, 사상균, 효모를 효과적으로 제어함을 알 수 있었다.The test results are shown in [Table 16] to [Table 17], and as evaluated through the test results, it was found that the antibacterial and preservative composition of the present invention and the antibacterial and preservative composition of the present invention effectively control bacteria, mold, and yeast.

[표 16-17] 항균 및 보존용 조성물의 항균 시험 결과[Table 16-17] Antibacterial test results of antibacterial and preservative compositions

표 16은 실시예에 따라 제조된 항균 및 보존용 조성물, 표 17은 비교예에 따라 제조된 항균 및 보존용 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 최소억제 농도(MIC)로 나타낸 것이다. Table 16 shows the results of antibacterial tests on bacteria, mold, and yeast for antibacterial and preservative compositions manufactured according to examples, and Table 17 shows the results of antibacterial and preservative compositions manufactured according to comparative examples, expressed as minimum inhibitory concentrations (MIC).

표 16과 표 17을 참조하면, 본 발명에 따라 제조된 모든 실시예들의 항균 및 보존용 조성물은 표 17의 단독 화합물을 이용한 비교예들의 항균 및 보존용 조성물에 비해, 세균, 사상균, 효모에 대해 우수한 항균 효과를 나타내었다. 특히, 특히, 화학식 1의 화합물과 화학식 2의 화합물을 8 : 2로 조합한 항균 및 보존용 조성물의 경우 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A. brasiliensis), 효모(C.albicans)를 가장 효과적으로 제어할 수 있음을 확인하였다. Referring to Tables 16 and 17, the antibacterial and preservative compositions of all examples manufactured according to the present invention exhibited superior antibacterial effects against bacteria, mold, and yeast compared to the antibacterial and preservative compositions of comparative examples using a single compound of Table 17. In particular, it was confirmed that the antibacterial and preservative composition combining the compound of Chemical Formula 1 and the compound of Chemical Formula 2 in a ratio of 8:2 could most effectively control bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).

실시예
(화학식1:화학식2)Example
(Chemical Formula 1: Chemical Formula 2) 세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A. brasiliensisA. brasiliensis C.albicansC.albicans 실시예 1(2:8)Example 1 (2:8) 0.00180.0018 0.00550.0055 0.0050.005 0.00650.0065 0.00550.0055 실시예 1(5:5)Example 1 (5:5) 0.00150.0015 0.0050.005 0.00450.0045 0.0050.005 0.0050.005 실시예 1(8:2)Example 1 (8:2) 0.0010.001 0.0040.004 0.0030.003 0.00450.0045 0.0040.004 실시예 2(2:8)Example 2 (2:8) 0.00350.0035 0.00050.0005 0.0030.003 0.00350.0035 0.00150.0015 실시예 2(5:5)Example 2 (5:5) 0.0030.003 0.000450.00045 0.00250.0025 0.0030.003 0.0010.001 실시예 2(8:2)Example 2 (8:2) 0.0020.002 0.00040.0004 0.0020.002 0.0020.002 0.00080.0008 실시예 3(2:8)Example 3 (2:8) 0.0030.003 0.00070.0007 0.00250.0025 0.00250.0025 0.00130.0013 실시예 3(5:5)Example 3 (5:5) 0.00250.0025 0.00050.0005 0.0020.002 0.0020.002 0.00120.0012 실시예 3(8:2)Example 3 (8:2) 0.0020.002 0.00040.0004 0.00150.0015 0.00150.0015 0.0010.001 실시예 4(2:8)Example 4 (2:8) 0.000250.00025 0.000150.00015 0.000150.00015 0.000080.00008 0.000070.00007 실시예 4(5:5)Example 4 (5:5) 0.00020.0002 0.00010.0001 0.000130.00013 0.000070.00007 0.000050.00005 실시예 4(8:2)Example 4 (8:2) 0.000150.00015 0.000080.00008 0.00010.0001 0.000050.00005 0.000020.00002 실시예 5(2:8)Example 5 (2:8) 0.00450.0045 0.00180.0018 0.00250.0025 0.00280.0028 0.0220.022 실시예 5(5:5)Example 5 (5:5) 0.0040.004 0.00150.0015 0.00220.0022 0.00250.0025 0.020.02 실시예 5(8:2)Example 5 (8:2) 0.0030.003 0.00130.0013 0.0020.002 0.0020.002 0.0150.015 실시예 6(2:8)Example 6 (2:8) 0.0050.005 0.0040.004 0.0040.004 0.00450.0045 0.0250.025 실시예 6(5:5)Example 6 (5:5) 0.0030.003 0.0030.003 0.00350.0035 0.0040.004 0.020.02 실시예 6(8:2)Example 6 (8:2) 0.0020.002 0.00350.0035 0.0030.003 0.0030.003 0.0150.015 실시예 7(2:8)Example 7 (2:8) 0.050.05 0.050.05 0.10.1 0.020.02 0.0250.025 실시예 7(5:5)Example 7 (5:5) 0.040.04 0.040.04 0.080.08 0.0150.015 0.020.02 실시예 7(8:2)Example 7 (8:2) 0.040.04 0.030.03 0.050.05 0.010.01 0.010.01

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A. brasiliensisA. brasiliensis C.albicansC.albicans 비교예 1Comparative Example 1 0.10.1 0.10.1 0.250.25 0.10.1 0.050.05 비교예 2Comparative Example 2 0.0020.002 0.0060.006 0.0060.006 0.0080.008 0.0060.006 비교예 3Comparative Example 3 0.0040.004 0.00060.0006 0.0050.005 0.0040.004 0.0020.002 비교예 4Comparative Example 4 0.0030.003 0.00080.0008 0.0030.003 0.0030.003 0.00150.0015 비교예 5Comparative Example 5 0.00030.0003 0.00020.0002 0.00020.0002 0.00010.0001 0.00010.0001 비교예 6Comparative Example 6 0.0050.005 0.0020.002 0.0030.003 0.0030.003 0.0250.025 비교예 7Comparative Example 7 0.0080.008 0.0050.005 0.0050.005 0.0050.005 0.030.03 비교예 8Comparative Example 8 0.060.06 0.060.06 0.120.12 0.020.02 0.030.03

[실험예 2] 화장품, 위생용품, 생활화학제품 조성물에 대한 항균 시험[Experimental Example 2] Antibacterial test on cosmetics, hygiene products, and household chemical product compositions

(1) 항균 시험 방법(1) Antibacterial test method

한국산업표준 화장품-미생물학-화장품의 방부력 평가(KS M ISO 1930:2014)를 기준으로 실험을 진행했고 구체적인 실험 방법은 다음과 같다.　The experiment was conducted based on the Korean Industrial Standard Cosmetics-Microbiology-Evaluation of the Preservative Power of Cosmetics (KS M ISO 1930:2014), and the specific experimental method is as follows.

녹농균(Pseudomonas aeruginosa), 황색포도상구균(Staphylococcus aureus), 대장균(Escherichia coli)의 세균 균액과 칸디다 알비칸스(Candida　albicans)와　흑곰팡이(Aspergillus　brasiliensis)　진균　두　종류의 균액을　각각　준비하였다. 제조예 및 제조 비교예들에서 제조한 의류용 액체 세제 조성물, 주방용 세제 조성물, 물티슈 원액 조성물, 샴푸 원액 조성물, 화장품 크림 원액 조성물, 화장품 팩트 조성물 제형을 각각 5개의 샘플병에 나눠서 준비한 후 각각의 세균(E.coli, S.Aureus, P.Aeruginosa)과 칸디다균(C.albicans) 및 흑곰팡이(A.brasiliensis)를 각각 접종하였다. 상기 제형 조성물 없이 균액만 접종한 샘플병을 보존제 무처리 대조군으로 사용하였다.Bacterial solutions of Pseudomonas aeruginosa , Staphylococcus aureus , and Escherichia coli and two types of fungal solutions of Candida albicans and Aspergillus brasiliensis were prepared, respectively. The liquid detergent composition for clothing, kitchen detergent composition, wet tissue concentrate composition, shampoo concentrate composition, cosmetic cream concentrate composition, and cosmetic compact composition prepared in Manufacturing Examples and Manufacturing Comparative Examples were each divided into five sample bottles and prepared, and then each of the bacteria ( E. coli, S. Aureus, P. Aeruginosa ) and Candida ( C. albicans ) and black mold ( A. brasiliensis ) was inoculated. The sample bottles inoculated only with the fungal solutions without the formulation compositions were used as a control group without preservative treatment.

접종한 실험 개시일을 Day-0, 접종 후 24시간 경과일을 Day-1, 접종 후 7일 경과일을 Day-7과 같이 날짜별로 시료를 분류하였다. 이후 각각의 시료를 TSA(Tryptic soy agar) 배지와 PDA(Potato dextrose agar)에 접종한 후 인큐베이터에서 세균(E.coli, S.Aureus, P.Aeruginosa)은 35±2℃에서 24~48시간, 효모(C.albicans)는 25℃에서 24~48시간, 곰팡이(A.brasiliensis)는 24℃에서 48~72시간 배양한 후 균의 유무를 판단하였다.The samples were classified by date, such that the start date of the inoculation experiment was Day-0, the 24-hour day after inoculation was Day-1, and the 7-day day after inoculation was Day-7. After each sample was inoculated onto TSA (Tryptic soy agar) medium and PDA (Potato dextrose agar), the bacteria ( E. coli, S. Aureus, P. Aeruginosa ) were cultured in an incubator at 35±2℃ for 24 to 48 hours, yeast ( C. albicans ) for 24 to 48 hours, and mold ( A. brasiliensis ) for 48 to 72 hours at 24℃, and then the presence or absence of bacteria was determined.

(2) 화장품, 위생용품, 생활화학제품 조성물에 대한 항균 시험 결과(2) Results of antibacterial tests on cosmetics, hygiene products, and household chemical product compositions

[표 18-19] 의류용 액체세제 조성물의 항균 시험 결과[Table 18-19] Antibacterial test results of liquid detergent composition for clothing

하기 표 18 내지 29에서는 실시예들과 비교예들의 항균 및 보존용 조성물을 포함한 제조예들과 제조 비교예들의 화장품, 위생용품, 생활화학제품 조성물들의 항균 효과를 나타낸 것이다. 제조예들과 제조 비교예들을 세균, 사상균, 효모에 대해 적용한 후 7일 이후에 남아 있는 균의 수를 CFU/mL 로 나타냈다. 남아 있는 균의 수가 카운팅하기에 지나치게 많은 경우 TNTC(too-numerous-to-count)로 표시하였다. The following Tables 18 to 29 show the antibacterial effects of the cosmetic, sanitary, and household chemical product compositions of the Manufacturing Examples and Manufacturing Comparative Examples, including the antibacterial and preservative compositions of the Examples and Comparative Examples. The number of bacteria remaining after 7 days after applying the Manufacturing Examples and Manufacturing Comparative Examples to bacteria, mold, and yeast was expressed as CFU/mL. If the number of bacteria remaining was too large to count, it was expressed as TNTC (too-numerous-to-count).

하기 표 18은 제조예 1 내지 7의 의류용 액체세제 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 19는 제조 비교예 1 내지 8의 의류용 액체세제 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 18 below shows the results of antibacterial tests against bacteria, mold, and yeast of the liquid detergent compositions for clothing of Manufacturing Examples 1 to 7, and Table 19 shows the results of antibacterial tests against bacteria, mold, and yeast of the liquid detergent compositions for clothing of Manufacturing Comparative Examples 1 to 8.

표 18을 참조하면, 제조예 1 내지 7에 따른 의류용 액체세제 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 18, it was confirmed that the liquid detergent compositions for clothing according to Manufacturing Examples 1 to 7 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 1 내지 7에 따른 의류용 액체세제 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 1 내지 8의 의류용 액체세제 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, it was confirmed that the liquid detergent compositions for clothing according to Manufacturing Examples 1 to 7 containing both Chemical Formula 1 and Chemical Formula 2 had superior antibacterial effects against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) compared to the liquid detergent compositions for clothing according to Manufacturing Comparative Examples 1 to 8 containing only Chemical Formula 1 or Chemical Formula 2.

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 1Manufacturing example 1 00 00 00 00 00 제조예 2Manufacturing example 2 00 00 00 00 00 제조예 3Manufacturing example 3 00 00 00 00 00 제조예 4Manufacturing example 4 00 00 00 00 00 제조예 5Manufacturing example 5 00 00 00 00 00 제조예 6Manufacturing example 6 00 00 00 00 00 제조예 7Manufacturing example 7 00 00 00 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 1Manufacturing Comparative Example 1 00 00 1.2X101.2X10 3.9X103.9X10 00 제조 비교예 2Manufacturing Comparative Example 2 2X102X10 00 1.1X101.1X10 00 00 제조 비교예 3Manufacturing Comparative Example 3 00 00 00 1.2X101.2X10 1.3X101.3X10 제조 비교예 4Manufacturing Comparative Example 4 1X101X10 00 1X101X10 00 00 제조 비교예 5Manufacturing Comparative Example 5 00 00 00 1.5X101.5X10 1.2X101.2X10 제조 비교예 6Manufacturing Comparative Example 6 00 1.9X101.9X10 00 1.1X101.1X10 2.5X102.5X10 제조 비교예 7Manufacturing Comparative Example 7 00 00 00 00 3.8X103.8X10 제조 비교예 8Manufacturing Comparative Example 8 00 00 1.8X101.8X10 1.2X101.2X10 00

[표 20-21] 주방용 세제 조성물의 항균 시험 결과[Table 20-21] Antibacterial test results of kitchen detergent compositions

하기 표 20은 제조예 8 내지 14의 주방용 세제 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 21은 제조 비교예 9 내지 16의 주방용 세제 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 20 below shows the results of antibacterial tests against bacteria, mold, and yeast of the kitchen detergent compositions of Manufacturing Examples 8 to 14, and Table 21 shows the results of antibacterial tests against bacteria, mold, and yeast of the kitchen detergent compositions of Manufacturing Comparative Examples 9 to 16.

표 20을 참조하면, 제조예 8 내지 14에 따른 주방용 세제 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 20, it was confirmed that the kitchen detergent compositions according to Manufacturing Examples 8 to 14 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 8 내지 14에 따른 주방용 세제 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 9 내지 16의 주방용 세제 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, it was confirmed that the kitchen detergent compositions according to Manufacturing Examples 8 to 14 containing both Chemical Formula 1 and Chemical Formula 2 had superior antibacterial effects against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) compared to the kitchen detergent compositions according to Manufacturing Comparative Examples 9 to 16 containing only Chemical Formula 1 or Chemical Formula 2.

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 8Manufacturing example 8 00 00 00 00 00 제조예 9Manufacturing example 9 00 00 00 00 00 제조예 10Manufacturing example 10 00 00 00 00 00 제조예 11Manufacturing example 11 00 00 00 00 00 제조예 12Manufacturing example 12 00 00 00 00 00 제조예 13Manufacturing example 13 00 00 00 00 00 제조예 14Manufacturing example 14 00 00 00 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 9Manufacturing Comparative Example 9 00 00 1.2X101.2X10 1.9X101.9X10 00 제조 비교예 10Manufacturing Comparative Example 10 2.8X102.8X10 00 1.3X101.3X10 00 00 제조 비교예 11Manufacturing Comparative Example 11 00 00 2.7X102.7X10 1.5X101.5X10 1.2X101.2X10 제조 비교예 12Manufacturing Comparative Example 12 3.1X103.1X10 00 1.8X101.8X10 00 00 제조 비교예 13Manufacturing Comparative Example 13 00 00 00 3.6X103.6X10 2.2X102.2X10 제조 비교예 14Manufacturing Comparative Example 14 00 2.4X102.4X10 00 1X101X10 2.1X102.1X10 제조 비교예 15Manufacturing Comparative Example 15 00 00 00 1.6X101.6X10 4.7X104.7X10 제조 비교예 16Manufacturing Comparative Example 16 00 00 3.8X103.8X10 2.1X102.1X10 00

[표 22-23] 물티슈 원액 조성물의 항균 시험 결과[Table 22-23] Antibacterial test results of wet tissue original composition

하기 표 22는 제조예 15 내지 21의 물티슈 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 23은 제조 비교예 17 내지 24의 물티슈 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 22 below shows the results of antibacterial tests against bacteria, mold, and yeast of the wet tissue stock compositions of Manufacturing Examples 15 to 21, and Table 23 shows the results of antibacterial tests against bacteria, mold, and yeast of the wet tissue stock compositions of Manufacturing Comparative Examples 17 to 24.

표 22를 참조하면, 제조예 15 내지 21에 따른 물티슈 원액 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 22, it was confirmed that the wet tissue stock compositions according to Manufacturing Examples 15 to 21 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 15 내지 21에 따른 물티슈 원액 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 17 내지 24의 물티슈 원액 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, it was confirmed that the wet tissue stock compositions according to Manufacturing Examples 15 to 21 containing both Chemical Formula 1 and Chemical Formula 2 had superior antibacterial effects against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) compared to the wet tissue stock compositions according to Manufacturing Comparative Examples 17 to 24 containing only Chemical Formula 1 or 2.

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 15Manufacturing example 15 00 00 00 00 00 제조예 16Manufacturing example 16 00 00 00 00 00 제조예 17Manufacturing example 17 00 00 00 00 00 제조예 18Manufacturing example 18 00 00 00 00 00 제조예 19Manufacturing example 19 00 00 00 00 00 제조예 20Manufacturing example 20 00 00 00 00 00 제조예 21Manufacturing example 21 00 00 00 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 17Manufacturing Comparative Example 17 00 00 1X101X10 2.1X102.1X10 00 제조 비교예 18Manufacturing Comparative Example 18 3.2X103.2X10 1.6X101.6X10 1.1X101.1X10 00 00 제조 비교예 19Manufacturing Comparative Example 19 00 00 1.5X101.5X10 1.1X101.1X10 2.1X102.1X10 제조 비교예 20Manufacturing Comparative Example 20 1.8X101.8X10 00 1.4X101.4X10 00 00 제조 비교예 21Manufacturing Comparative Example 21 00 00 00 3.2X103.2X10 1.3X101.3X10 제조 비교예 22Manufacturing Comparative Example 22 00 2.2X102.2X10 00 2X102X10 1X101X10 제조 비교예 23Manufacturing Comparative Example 23 00 00 00 1.4X101.4X10 3.2X103.2X10 제조 비교예 24Manufacturing Comparative Example 24 1.2X101.2X10 00 2.4X102.4X10 2.6X102.6X10 00

[표 24-25] 샴푸 원액 조성물의 항균 시험 결과[Table 24-25] Antibacterial test results of shampoo concentrate composition

하기 표 24는 제조예 22 내지 28의 샴푸 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 25는 제조 비교예 25 내지 32의 샴푸 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 24 below shows the results of antibacterial tests against bacteria, mold, and yeast of the shampoo stock compositions of Manufacturing Examples 22 to 28, and Table 25 shows the results of antibacterial tests against bacteria, mold, and yeast of the shampoo stock compositions of Manufacturing Comparative Examples 25 to 32.

표 24를 참조하면, 제조예 22 내지 28에 따른 샴푸 원액 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 24, it was confirmed that the shampoo concentrate compositions according to Manufacturing Examples 22 to 28 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 22 내지 28에 따른 샴푸 원액 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 25 내지 32의 샴푸 원액 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, in the case of the shampoo stock compositions according to Manufacturing Examples 22 to 28 containing both Chemical Formula 1 and Chemical Formula 2, it was confirmed that the antibacterial effect was superior to that of the shampoo stock compositions according to Manufacturing Comparative Examples 25 to 32 containing only Chemical Formula 1 or Chemical Formula 2 against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 22Manufacturing example 22 00 00 00 00 00 제조예 23Manufacturing example 23 00 00 00 00 00 제조예 24Manufacturing example 24 00 00 00 00 00 제조예 25Manufacturing example 25 00 00 00 00 00 제조예 26Manufacturing example 26 00 00 00 00 00 제조예 27Manufacturing example 27 00 00 00 00 00 제조예 28Manufacturing example 28 00 00 00 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 25Manufacturing Comparative Example 25 00 00 2.2X102.2X10 2.5X102.5X10 00 제조 비교예 26Manufacturing Comparative Example 26 1.5X101.5X10 00 1X101X10 00 00 제조 비교예 27Manufacturing Comparative Example 27 00 00 2X102X10 1.1X101.1X10 1X101X10 제조 비교예 28Manufacturing Comparative Example 28 2.3X102.3X10 00 1.5X101.5X10 00 00 제조 비교예 29Manufacturing Comparative Example 29 00 00 00 2.5X102.5X10 1X101X10 제조 비교예 30Manufacturing Comparative Example 30 00 2X102X10 00 1.2X101.2X10 1X101X10 제조 비교예 31Manufacturing Comparative Example 31 00 00 00 1.3X101.3X10 2.7X102.7X10 제조 비교예 32Manufacturing Comparative Example 32 1.6x101.6x10 2.8X102.8X10 3.4X103.4X10 00 00

[표 26-27] 화장품 크림 원액 조성물의 항균 시험 결과[Table 26-27] Antibacterial test results of cosmetic cream original composition

하기 표 26은 제조예 29 내지 35의 화장품 크림 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 27은 제조 비교예 33 내지 40의 화장품 크림 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 26 below shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic cream original solution compositions of Manufacturing Examples 29 to 35, and Table 27 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic cream original solution compositions of Manufacturing Comparative Examples 33 to 40.

표 26을 참조하면, 제조예 29 내지 35에 따른 화장품 크림 원액 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 26, it was confirmed that the cosmetic cream concentrate compositions according to Manufacturing Examples 29 to 35 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 29 내지 35에 따른 화장품 크림 원액 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 33 내지 40의 화장품 크림 원액 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, in the case of the cosmetic cream stock compositions according to Manufacturing Examples 29 to 35 containing both Chemical Formula 1 and Chemical Formula 2, it was confirmed that the antibacterial effect was superior to that of the cosmetic cream stock compositions according to Manufacturing Comparative Examples 33 to 40 containing only Chemical Formula 1 or Chemical Formula 2 against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 29Manufacturing example 29 00 00 00 00 00 제조예 30Manufacturing example 30 00 00 00 00 00 제조예 31Manufacturing example 31 00 00 00 00 00 제조예 32Manufacturing example 32 00 00 00 00 00 제조예 33Manufacturing example 33 00 00 00 00 00 제조예 34Manufacturing example 34 00 00 00 00 00 제조예 35Manufacturing example 35 00 00 00 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 33Manufacturing Comparative Example 33 00 00 1X101X10 1.8X101.8X10 00 제조 비교예 34Manufacturing Comparative Example 34 1X101X10 1.2X101.2X10 2.8X102.8X10 00 00 제조 비교예 35Manufacturing Comparative Example 35 00 00 1.6X101.6X10 2.1X102.1X10 1.9X101.9X10 제조 비교예 36Manufacturing Comparative Example 36 3.7X103.7X10 00 1X101X10 00 00 제조 비교예 37Manufacturing Comparative Example 37 00 00 00 2.9X102.9X10 2.5X102.5X10 제조 비교예 38Manufacturing Comparative Example 38 00 3.1X103.1X10 00 1.6X101.6X10 1.4X101.4X10 제조 비교예 39Manufacturing Comparative Example 39 00 00 00 1.5X101.5X10 2.4X102.4X10 제조 비교예 40Manufacturing Comparative Example 40 2.7X102.7X10 00 1.9X101.9X10 3.5X103.5X10 00

[표 28-29] 화장품 팩트 조성물의 항균 시험 결과[Table 28-29] Antibacterial test results of cosmetic fact compositions

하기 표 28은 제조예 36 내지 42의 화장품 팩트 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 29는 제조 비교예 41 내지 48의 화장품 팩트 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 28 below shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic pack compositions of Manufacturing Examples 36 to 42, and Table 29 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic pack compositions of Manufacturing Comparative Examples 41 to 48.

표 28을 참조하면, 제조예 36 내지 42에 따른 화장품 팩트 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 28, it was confirmed that the cosmetic pack compositions according to Manufacturing Examples 36 to 42 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 36 내지 42에 따른 화장품 팩트 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 41 내지 48의 화장품 팩트 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, in the case of the cosmetic pack compositions according to Manufacturing Examples 36 to 42 containing both Chemical Formula 1 and Chemical Formula 2, it was confirmed that the antibacterial effect was superior to that of the cosmetic pack compositions according to Manufacturing Comparative Examples 41 to 48 containing only Chemical Formula 1 or Chemical Formula 2 against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 36Manufacturing example 36 00 00 00 00 00 제조예 37Manufacturing example 37 00 00 00 00 00 제조예 38Manufacturing example 38 00 00 00 00 00 제조예 39Manufacturing example 39 00 00 00 00 00 제조예 40Manufacturing example 40 00 00 00 00 00 제조예 41Manufacturing example 41 00 00 00 00 00 제조예 42Manufacturing example 42 00 00 00 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 41Manufacturing Comparative Example 41 00 00 00 1X101X10 00 제조 비교예 42Manufacturing Comparative Example 42 00 00 1X101X10 00 00 제조 비교예 43Manufacturing Comparative Example 43 00 00 1.9X101.9X10 00 00 제조 비교예 44Manufacturing Comparative Example 44 1.2X101.2X10 00 00 00 00 제조 비교예 45Manufacturing Comparative Example 45 00 00 00 00 1.9X101.9X10 제조 비교예 46Manufacturing Comparative Example 46 00 1.5X101.5X10 00 1X101X10 00 제조 비교예 47Manufacturing Comparative Example 47 00 00 00 00 1X101X10 제조 비교예 48Manufacturing Comparative Example 48 00 00 1.2X101.2X10 1X101X10 00

[시험 C: 화학식 1과 화학식 4로 표시되는 화합물의 항균 효과][Test C: Antibacterial effect of compounds represented by chemical formulas 1 and 4]

실시예 1~12: 화학식 1과 화학식 4로 표시되는 화합물을 이용한 항균 및 보존용 조성물의 제조Examples 1-12: Preparation of antibacterial and preservative compositions using compounds represented by chemical formulas 1 and 4

실시예 1.Example 1.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 헥산-1,2-디올 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a hexane-1,2-diol compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 2.Example 2.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 옥탄-1,2-디올 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and an octane-1,2-diol compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 3.Example 3.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 데칸-1,2-디올 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a decane-1,2-diol compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 4.Example 4.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 에틸헥실 글리세린 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and an ethylhexyl glycerin compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 5.Example 5.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 글리세릴 모노카프릴레이트 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a glyceryl monocaprylate compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 6.Example 6.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 옥틸 글리세린 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and an octyl glycerin compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 7.Example 7.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 헥실 글리세린 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a hexyl glycerin compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 8.Example 8.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 레불린산 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a levulinic acid compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 9.Example 9.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올과, 화학식 2로 표시되는 구연산 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing 3,3'-(dodecylimino)dipropane-1,2-diol represented by chemical formula 1 and a citric acid compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 10.Example 10.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 소듐아니세이트 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a sodium anisate compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 11.Example 11.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 다이소듐이디티에이 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a disodium EDTA compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

실시예 12.Example 12.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과, 화학식 2로 표시되는 테트라소듐이디티에이 화합물을 2:8, 5:5, 8:2의 중량비로 포함하도록 배합하여 항균 및 보존용 조성물을 제조하였다.An antibacterial and preservative composition was prepared by mixing a 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 and a tetrasodium EDTA compound represented by chemical formula 2 in weight ratios of 2:8, 5:5, and 8:2.

비교예 1~13: 화학식 1 또는 화학식 4로 표시되는 화합물을 이용한 항균 및 보존용 조성물의 제조Comparative Examples 1 to 13: Preparation of an antibacterial and preservative composition using a compound represented by Chemical Formula 1 or Chemical Formula 4

비교예 1.Comparative example 1.

화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물을 사용하였다.A 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by chemical formula 1 was used.

비교예 2.Comparative example 2.

화학식 2로 표시되는 헥산-1,2-디올 화합물을 사용하였다.A hexane-1,2-diol compound represented by chemical formula 2 was used.

비교예 3.Comparative example 3.

화학식 2로 표시되는 옥탄-1,2-디올 화합물을 사용하였다.An octane-1,2-diol compound represented by chemical formula 2 was used.

비교예 4.Comparative example 4.

화학식 2로 표시되는 데칸-1,2-디올 화합물을 사용하였다.A decane-1,2-diol compound represented by chemical formula 2 was used.

비교예 5.Comparative Example 5.

화학식 2로 표시되는 에틸헥실 글리세린 화합물을 사용하였다.An ethylhexyl glycerin compound represented by chemical formula 2 was used.

비교예 6.Comparative example 6.

화학식 2로 표시되는 글리세릴 모노카프릴레이트 화합물을 사용하였다.A glyceryl monocaprylate compound represented by chemical formula 2 was used.

비교예 7.Comparative Example 7.

화학식 2로 표시되는 옥틸 글리세린 화합물을 사용하였다.An octyl glycerin compound represented by chemical formula 2 was used.

비교예 8.Comparative example 8.

화학식 2로 표시되는 헥실 글리세린 화합물을 사용하였다.A hexyl glycerin compound represented by chemical formula 2 was used.

비교예 9.Comparative example 9.

화학식 2로 표시되는 레불린산 화합물을 사용하였다.A levulinic acid compound represented by chemical formula 2 was used.

비교예 10.Comparative Example 10.

화학식 2로 표시되는 구연산 화합물을 사용하였다.A citric acid compound represented by chemical formula 2 was used.

비교예 11.Comparative Example 11.

화학식 2로 표시되는 소듐아니세이트 화합물을 사용하였다.A sodium anisate compound represented by chemical formula 2 was used.

비교예 12.Comparative Example 12.

화학식 2로 표시되는 다이소듐이디티에이 화합물을 사용하였다.A disodium EDTA compound represented by chemical formula 2 was used.

비교예 13.Comparative example 13.

화학식 2로 표시되는 테트라소듐이디티에이 화합물을 사용하였다.A tetrasodium EDTA compound represented by chemical formula 2 was used.

제조예 및 제조 비교예Manufacturing examples and comparative manufacturing examples

하기 제조예 및 제조 비교예에서 사용한 것들은 Sigma-Aldrich Korea 및 TCI 사 등으로부터 구입한 것을 사용하였다. 화학식 1로 표시되는 3,3'-(도데실이미노)디프로판-1,2-디올 화합물과 화학식 2로 표시되는 화합물을 8:2의 중량비로 포함하도록 배합된 실시예들의 항균 및 보존용 조성물을 이용하여 화장품, 위생용품 또는 생활화학제품 등의 제조예들을 제조하였다. 그리고 화학식 1 또는 화학식 2의 화합물을 단독으로 포함하는 비교예들의 항균 및 보존용 조성물을 이용하여 화장품, 위생용품 또는 생활화학제품 등의 제조 비교예들을 제조하였다.The components used in the following Manufacturing Examples and Manufacturing Comparative Examples were purchased from Sigma-Aldrich Korea and TCI. Using the antibacterial and preservative compositions of the examples in which the 3,3'-(dodecylimino)dipropane-1,2-diol compound represented by Chemical Formula 1 and the compound represented by Chemical Formula 2 were mixed in a weight ratio of 8:2, manufacturing examples of cosmetics, sanitary products, or household chemical products were manufactured. In addition, using the antibacterial and preservative compositions of the comparative examples containing only the compound of Chemical Formula 1 or Chemical Formula 2, manufacturing comparative examples of cosmetics, sanitary products, or household chemical products were manufactured.

제조예 1 ~ 12 : 의류용 액체 세제 조성물Manufacturing examples 1 to 12: Liquid detergent composition for clothing

제조예 1.Manufacturing example 1.

라우레스-7 6 중량%, 알킬벤젠술폰산염 3 중량%, 소듐라우레스-2 설페이트 5 중량%, 프로테아제 0.3 중량%, 리파아제 0.3 중량%, 코코지방산비누 1 중량%, 소금 2 중량%, 항료 0.2 중량%, 정제수 81.7 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.5 중량%을 포함한 의류용 액체 세제 조성물을 제조하였다.A liquid detergent composition for clothes was prepared, comprising 6 wt% of laureth-7, 3 wt% of alkylbenzene sulfonate, 5 wt% of sodium laureth-2 sulfate, 0.3 wt% of protease, 0.3 wt% of lipase, 1 wt% of coco fatty acid soap, 2 wt% of salt, 0.2 wt% of fragrance, 81.7 wt% of purified water, and 0.5 wt% of an antibacterial and preservative composition prepared according to Example 1.

제조예 2~12.Manufacturing examples 2 to 12.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 1에 기재된 방법과 동일한 방법으로 제조예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12의 의류용 액체 세제 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, and 12 were used to sequentially manufacture liquid detergent compositions for clothing according to Manufacturing Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, and 12 using the same method as described in Manufacturing Example 1.

제조예 13 ~ 24 : 주방용 세제 조성물Manufacturing examples 13 to 24: Kitchen detergent composition

제조예 13.Manufacturing example 13.

소듐라우레스-2 설페이트 5 중량%, 알파올레핀설페이트 4 중량%, 아민옥사이드 2 중량%, 알킬폴리글루코사이드 2 중량%, 알킬벤젠술폰산염 2 중량%, 글리세린 2 중량%, 항료 0.2 중량%, 정제수 82.5 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.3 중량%을 포함한 주방용 세제 조성물을 제조하였다.A kitchen detergent composition was prepared including 5 wt% of sodium laureth-2 sulfate, 4 wt% of alpha-olefin sulfate, 2 wt% of amine oxide, 2 wt% of alkyl polyglucoside, 2 wt% of alkyl benzene sulfonate, 2 wt% of glycerin, 0.2 wt% of a fragrance, 82.5 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Example 1.

제조예 14~24.Manufacturing examples 14 to 24.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 13에 기재된 방법과 동일한 방법으로 제조예 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24의 주방용 세제 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, and 12 were used to manufacture kitchen detergent compositions of Manufacturing Examples 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, and 24 in that order using the same method as described in Manufacturing Example 13.

제조예 25 ~ 36 : 물티슈 원액 조성물Manufacturing examples 25 to 36: Water tissue original composition

제조예 25.Manufacturing example 25.

천연추출물 1 중량%, 정제수 98.7 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.3중량%을 포함한 물티슈 원액 조성물을 제조하였다.A wet tissue stock composition was prepared, including 1 wt% of a natural extract, 98.7 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Example 1.

제조예 26~36.Manufacturing examples 26 to 36.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 25에 기재된 방법과 동일한 방법으로 제조예 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36의 물티슈 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, and 12 were used to sequentially manufacture wet tissue stock compositions of Manufacturing Examples 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, and 36 in the same manner as described in Manufacturing Example 25.

제조예 37 ~ 48 : 샴푸 원액 조성물Manufacturing examples 37 to 48: Shampoo concentrate composition

제조예 37.Manufacturing example 37.

디소듐 이디티에이(Disodium EDTA) 0.05 중량%, 판테놀(Panthenol) 0.1 중량%, 글리세린 1 중량%, 토코페릴 아세테이트(Tocopheryl Acetate) 1 중량%, 폴리쿼터늄-7(PolyQuaternium-7) 0.5 중량%, 소튬 라우레스 설페이트(Sodium Laureth Sulfate) 8 중량%, 코카마이드 프로필 베타인(Cocamidopropyl Betaine) 5 중량%, 소튬 코코일 사코시네이트(Sodium Cocoyl Sarcosinate) 2 중량%, 폴리쿼터늄-10(PolyQuaternium-10) 0.5 중량%, 향료 1 중량%, 정제수 80.55 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.3 중량%을 포함한 샴푸 원액 조성물을 제조하였다.A shampoo stock composition was prepared including 0.05 wt% of disodium EDTA, 0.1 wt% of panthenol, 1 wt% of glycerin, 1 wt% of tocopheryl acetate, 0.5 wt% of polyquaternium-7, 8 wt% of sodium laureth sulfate, 5 wt% of cocamidopropyl betaine, 2 wt% of sodium cocoyl sarcosinate, 0.5 wt% of polyquaternium-10, 1 wt% of fragrance, 80.55 wt% of purified water, and 0.3 wt% of the antibacterial and preservative composition prepared according to Example 1.

제조예 38~48.Manufacturing examples 38 to 48.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 37에 기재된 방법과 동일한 방법으로 제조예 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48의 샴푸 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, and 12 were used to sequentially manufacture shampoo stock compositions of Manufacturing Examples 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, and 48 in the same manner as described in Manufacturing Example 37.

제조예 49 ~ 60 : 화장품 크림 원액 조성물Manufacturing examples 49 to 60: Cosmetic cream original composition

제조예 49.Manufacturing example 49.

세토스테아릴알콜 2.5 중량%, 글리세릴스테아레이트 1.5 중량%, 트리옥타노인 5.0 중량%, 폴리솔베이트 60 1.2 중량%, 솔비탄스테아레이트 0.5 중량%, 스쿠알란 5.0 중량%, 유동 파라핀 3.0 중량%, 사이클로메치콘 3.0 중량%, 델타-토코페롤 0.2 중량%, 글리세린 4.0 중량%, 1,3-부틸렌글리콜 2.0 중량%, 잔탄검 0.2 중량%, EDTA-2Na 0.05 중량%, 향 0.1 중량%, 정제수 71.55 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.2 중량%을 포함한 크림 원액 조성물을 제조하였다.A cream stock composition was prepared including 2.5 wt% of cetostearyl alcohol, 1.5 wt% of glyceryl stearate, 5.0 wt% of trioctanoin, 1.2 wt% of polysorbate 60, 0.5 wt% of sorbitan stearate, 5.0 wt% of squalane, 3.0 wt% of liquid paraffin, 3.0 wt% of cyclomethicone, 0.2 wt% of delta-tocopherol, 4.0 wt% of glycerin, 2.0 wt% of 1,3-butylene glycol, 0.2 wt% of xanthan gum, 0.05 wt% of EDTA-2Na, 0.1 wt% of fragrance, 71.55 wt% of purified water, and 0.2 wt% of the antibacterial and preservative composition prepared according to Example 1.

제조예 50~60.Manufacturing examples 50-60.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 49에 기재된 방법과 동일한 방법으로 제조예 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60의 크림 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, and 12 were used to manufacture the cream stock compositions of Manufacturing Examples 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, and 60 in that order using the same method as described in Manufacturing Example 49.

제조예 61 ~ 72 : 화장품 팩트 (고형 색조) 조성물Manufacturing examples 61 to 72: Cosmetic fact (solid color) composition

제조예 61.Manufacturing example 61.

구상 파우더 (Silica-HDI) 25 중량%, 칼슘 알루미늄 보로실리케이트 10 중량%, 오일 바인더 실리콘 오일(Dimethicone) 20 중량%, 향료 0.2 중량%, 안료 5 중량%, 에탄올 20 중량%, 판상 파우더 탤크(Talc JA 46R) 19.4 중량% 및 실시예 1에 따라 제조된 항균 및 보존용 조성물 0.4 중량%을 포함한 팩트 (고형 색조) 조성물을 제조하였다. A pact (solid color) composition was prepared, comprising 25 wt% of spherical powder (Silica-HDI), 10 wt% of calcium aluminum borosilicate, 20 wt% of oil binder silicone oil (Dimethicone), 0.2 wt% of fragrance, 5 wt% of pigment, 20 wt% of ethanol, 19.4 wt% of platelet powder talc (Talc JA 46R), and 0.4 wt% of an antibacterial and preservative composition prepared according to Example 1.

제조예 62~72.Manufacturing examples 62 to 72.

실시예 1에 따라 제조된 항균 및 보존용 조성물 대신에 실시예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조예 61에 기재된 방법과 동일한 방법으로 제조예 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72의 팩트 (고형 색조) 조성물을 순서대로 제조하였다. Instead of the antibacterial and preservative composition manufactured according to Example 1, the antibacterial and preservative compositions manufactured according to Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, and 12 were used to manufacture the fact (solid color) compositions of Manufacturing Examples 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, and 72 in that order using the same method as described in Manufacturing Example 61.

제조 비교예 1 ~ 13 : 의류용 액체 세제 조성물Manufacturing Comparative Examples 1 to 13: Liquid detergent composition for clothing

제조 비교예 1.Manufacturing Comparative Example 1.

라우레스-7 6 중량%, 알킬벤젠술폰산염 3 중량%, 소듐라우레스-2 설페이트 5 중량%, 프로테아제 0.3 중량%, 리파아제 0.3 중량%, 코코지방산비누 1 중량%, 소금 2 중량%, 항료 0.2 중량%, 정제수 81.7 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.5 중량%을 포함한 의류용 액체 세제 조성물을 제조하였다.A liquid detergent composition for clothes was prepared, comprising 6 wt% of laureth-7, 3 wt% of alkylbenzene sulfonate, 5 wt% of sodium laureth-2 sulfate, 0.3 wt% of protease, 0.3 wt% of lipase, 1 wt% of coco fatty acid soap, 2 wt% of salt, 0.2 wt% of fragrance, 81.7 wt% of purified water, and 0.5 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 2~13.Manufacturing Comparative Examples 2-13.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 1에 기재된 방법과 동일한 방법으로 제조 비교예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13의 의류용 액체 세제 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, and 13 were used to sequentially manufacture liquid detergent compositions for clothing according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, and 13 using the same method as described in Comparative Example 1.

제조 비교예 14 ~ 26 : 주방용 세제 조성물Manufacturing Comparative Examples 14 to 26: Kitchen Detergent Composition

제조 비교예 14.Manufacturing Comparative Example 14.

소듐라우레스-2 설페이트 5 중량%, 알파올레핀설페이트 4 중량%, 아민옥사이드 2 중량%, 알킬폴리글루코사이드 2 중량%, 알킬벤젠술폰산염 2 중량%, 글리세린 2 중량%, 항료 0.2 중량%, 정제수 82.5 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.3 중량%을 포함한 주방용 세제 조성물을 제조하였다.A kitchen detergent composition was prepared including 5 wt% of sodium laureth-2 sulfate, 4 wt% of alpha-olefin sulfate, 2 wt% of amine oxide, 2 wt% of alkyl polyglucoside, 2 wt% of alkyl benzene sulfonate, 2 wt% of glycerin, 0.2 wt% of a fragrance, 82.5 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 15~26.Manufacturing Comparative Examples 15-26.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 14에 기재된 방법과 동일한 방법으로 제조 비교예 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26의 주방용 세제 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, and 13 were used to manufacture kitchen detergent compositions of Comparative Examples 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, and 26 in that order using the same method as described in Comparative Example 14.

제조 비교예 27 ~39 : 물티슈 원액 조성물Manufacturing Comparative Examples 27 to 39: Water tissue original composition

제조 비교예 27.Manufacturing Comparative Example 27.

천연추출물 1 중량%, 정제수 98.7 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.3중량%을 포함한 물티슈 원액 조성물을 제조하였다.A wet tissue stock composition was prepared, including 1 wt% of a natural extract, 98.7 wt% of purified water, and 0.3 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 28~39.Manufacturing comparative examples 28-39.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 27에 기재된 방법과 동일한 방법으로 제조 비교예 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39의 물티슈 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, and 13 were used to sequentially manufacture wet tissue stock compositions of Comparative Examples 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, and 39 using the same method as described in Comparative Example 27.

제조 비교예 40 ~ 52 : 샴푸 원액 조성물Manufacturing Comparative Examples 40 to 52: Shampoo concentrate composition

제조 비교예 40.Manufacturing Comparative Example 40.

디소듐 이디티에이(Disodium EDTA) 0.05 중량%, 판테놀(Panthenol) 0.1 중량%, 글리세린 1 중량%, 토코페릴 아세테이트(Tocopheryl Acetate) 1 중량%, 폴리쿼터늄-7(PolyQuaternium-7) 0.5 중량%, 소튬 라우레스 설페이트(Sodium Laureth Sulfate) 8 중량%, 코카마이드 프로필 베타인(Cocamidopropyl Betaine) 5 중량%, 소튬 코코일 사코시네이트(Sodium Cocoyl Sarcosinate) 2 중량%, 폴리쿼터늄-10(PolyQuaternium-10) 0.5 중량%, 향료 1 중량%, 정제수 80.55 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.3 중량%을 포함한 샴푸 원액 조성물을 제조하였다.A shampoo stock composition was prepared including 0.05 wt% of disodium EDTA, 0.1 wt% of panthenol, 1 wt% of glycerin, 1 wt% of tocopheryl acetate, 0.5 wt% of polyquaternium-7, 8 wt% of sodium laureth sulfate, 5 wt% of cocamidopropyl betaine, 2 wt% of sodium cocoyl sarcosinate, 0.5 wt% of polyquaternium-10, 1 wt% of fragrance, 80.55 wt% of purified water, and 0.3 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 41~52.Manufacturing comparative examples 41 to 52.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 40에 기재된 방법과 동일한 방법으로 제조 비교예 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52의 샴푸 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, and 13 were used to sequentially manufacture shampoo stock compositions of Comparative Examples 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, and 52 using the same method as described in Comparative Example 40.

제조 비교예 53 ~ 65 : 화장품 크림 원액 조성물Manufacturing Comparative Examples 53 to 65: Cosmetic Cream Original Composition

제조 비교예 53.Manufacturing Comparative Example 53.

세토스테아릴알콜 2.5 중량%, 글리세릴스테아레이트 1.5 중량%, 트리옥타노인 5.0 중량%, 폴리솔베이트 60 1.2 중량%, 솔비탄스테아레이트 0.5 중량%, 스쿠알란 5.0 중량%, 유동 파라핀 3.0 중량%, 사이클로메치콘 3.0 중량%, 델타-토코페롤 0.2 중량%, 글리세린 4.0 중량%, 1,3-부틸렌글리콜 2.0 중량%, 잔탄검 0.2 중량%, EDTA-2Na 0.05 중량%, 향 0.1 중량%, 정제수 71.55 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.2 중량%을 포함한 크림 원액 조성물을 제조하였다.A cream stock composition was prepared, including 2.5 wt% of cetostearyl alcohol, 1.5 wt% of glyceryl stearate, 5.0 wt% of trioctanoin, 1.2 wt% of polysorbate 60, 0.5 wt% of sorbitan stearate, 5.0 wt% of squalane, 3.0 wt% of liquid paraffin, 3.0 wt% of cyclomethicone, 0.2 wt% of delta-tocopherol, 4.0 wt% of glycerin, 2.0 wt% of 1,3-butylene glycol, 0.2 wt% of xanthan gum, 0.05 wt% of EDTA-2Na, 0.1 wt% of fragrance, 71.55 wt% of purified water, and 0.2 wt% of the antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 54~65.Manufacturing comparative examples 54-65.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 53에 기재된 방법과 동일한 방법으로 제조 비교예 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65의 크림 원액 조성물을 순서대로 제조하였다.Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, and 13 were used to manufacture the cream stock compositions of Comparative Examples 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, and 65 in that order using the same method as described in Comparative Example 53.

제조 비교예 66 ~ 78 : 화장품 팩트 (고형 색조) 조성물Manufacturing Comparative Examples 66 to 78: Cosmetic Pact (Solid Color) Composition

제조 비교예 66.Manufacturing Comparative Example 66.

구상 파우더 (Silica-HDI) 25 중량%, 칼슘 알루미늄 보로실리케이트 10 중량%, 오일 바인더 실리콘 오일(Dimethicone) 20 중량%, 향료 0.2 중량%, 안료 5 중량%, 에탄올 20 중량%, 판상 파우더 탤크(Talc JA 46R) 19.4 중량% 및 비교예 1에 따라 제조된 항균 및 보존용 조성물 0.4 중량%을 포함한 팩트 (고형 색조) 조성물을 제조하였다. A pact (solid color) composition was prepared including 25 wt% of a spherical powder (Silica-HDI), 10 wt% of calcium aluminum borosilicate, 20 wt% of an oil binder silicone oil (Dimethicone), 0.2 wt% of a fragrance, 5 wt% of a pigment, 20 wt% of ethanol, 19.4 wt% of a platelet powder talc (Talc JA 46R), and 0.4 wt% of an antibacterial and preservative composition prepared according to Comparative Example 1.

제조 비교예 67~78.Manufacturing comparison examples 67-78.

비교예 1에 따라 제조된 항균 및 보존용 조성물 대신에 비교예 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13에 따라 제조된 항균 및 보존용 조성물을 이용하여 제조 비교예 66에 기재된 방법과 동일한 방법으로 제조 비교예 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78의 팩트 (고형 색조) 조성물을 순서대로 제조하였다. Instead of the antibacterial and preservative composition manufactured according to Comparative Example 1, the antibacterial and preservative compositions manufactured according to Comparative Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, and 13 were used to manufacture the fact (solid color) compositions of Comparative Examples 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, and 78 in that order using the same method as described in Comparative Example 66.

실험예Experimental example

상기 실시예 그리고 비교예 조성에 의해 제조된 각각의 항균 및 보존용 조성물과, 제조예 그리고 제조 비교예에 의해 제조된 각각의 화장품, 위생용품, 생활화학제품 조성물에 대하여 아래 방법과 같이 세균, 사상균 및 효모 각각에 대한 항균시험을 수행하였다.Antibacterial tests were performed on bacteria, mold, and yeast, respectively, for each antibacterial and preservative composition manufactured by the above examples and comparative examples, and each cosmetic, hygiene product, and household chemical product composition manufactured by the manufacturing examples and comparative manufacturing examples, according to the following methods.

[실험예 1] 항균 및 보존용 조성물에 대한 항균 시험[Experimental Example 1] Antibacterial test on antibacterial and preservative composition

시험용액에 대한 항균력 측정은 액체배지희석법(broth dilution method)을 이용하여 측정하였다. 시험용액의 처리농도를 최고농도 5%에서부터 최저농도 0.0001%가 되도록 희석하여 사용하였다. 시험용액과 균주를 함께 배양한 후 튜브의 혼탁도를 확인하였다. 이때 배지에 시험용액을 처리하지 않고, 균주만 접종한 튜브에서 보이는 혼탁정도에 비하여 시험용액을 농도별로 처리한 튜브 중 균의 성장이 보이지 않는 튜브의 시험용액의 농도를 최소억제 농도(MIC)로 정하였다. 위와 같은 1차 시험 후 시험용액의 처리농도를 좀 더 세분화해서 2차 시험을 진행해 정확한 최소억제농도(MIC)를 얻었다.The antibacterial activity of the test solution was measured using the broth dilution method. The test solution was diluted from a maximum concentration of 5% to a minimum concentration of 0.0001% and used. The test solution and the strain were cultured together, and the turbidity of the tube was checked. At this time, the concentration of the test solution in the tube where no bacterial growth was observed among the tubes treated with the test solution at different concentrations was determined as the minimum inhibitory concentration (MIC) compared to the turbidity shown in the tubes where the strain was only inoculated without treating the test solution to the medium. After the first test as above, a second test was conducted by further dividing the test solution treatment concentration into more detailed values to obtain the accurate minimum inhibitory concentration (MIC).

(1) 시험균의 전배양 (1) Pre-culture of test bacteria

시험균주인 E. coli, S. aureus, P. aeruginosa 를 Tryptic Soy Broth에 접종하여 35±2℃에서 16-24시간 배양하였다. C. albicans는 Sabouraud Dextrose Broth에 접종하여 25℃에서 24~48시간 배양하였다. A. brasiliensis는 Potato dextrose agar에 도말하여 (25±1)℃에서 7일간 배양하였고, 균이 자란 고체 배지 위에 멸균생리식염수를 분주하고 spreader를 이용하여 포자를 떼어낸 후 멸균생리식염수에 희석하였다.The test strains, E. coli , S. aureus, and P. aeruginosa , were inoculated into Tryptic Soy Broth and cultured at 35±2℃ for 16-24 hours. C. albicans was inoculated into Sabouraud Dextrose Broth and cultured at 25℃ for 24-48 hours. A. brasiliensis was spread on potato dextrose agar and cultured at (25±1)℃ for 7 days. Sterile saline solution was dispensed onto the solid medium on which the bacteria had grown, and the spores were removed using a spreader and then diluted in sterile saline solution.

(2) 시험용액의 조제(2) Preparation of test solution

실시예 1 내지 12의 항균 및 보존용 조성물을 디프로필렌글리콜(Dipropylene glycol)에 녹여 시험용액으로 사용하였다.The antibacterial and preservative compositions of Examples 1 to 12 were dissolved in dipropylene glycol and used as test solutions.

비교예 1 내지 13을 비교용액으로 사용하였다.Comparative examples 1 to 13 were used as comparative solutions.

(3) 균주와 항균 및 보존용 조성물(시험용액)의 혼합(3) Mixing of strains and antibacterial and preservative composition (test solution)

튜브에 액체배지를 넣고 시험용액의 처리 농도를 최고농도 5%에서부터 최저농도 0.0001%가 되도록 희석하여 넣었다. 액체배지로 E. coli, S. aureus, P. aeruginosa(세균)는 Tryptic Soy Broth, C. albicans, A. brasiliensis(진균)는 Sabouraud Dextrose Broth를 사용하였다.Liquid media was placed in the tube, and the test solution was diluted from the highest concentration of 5% to the lowest concentration of 0.0001%. Tryptic Soy Broth was used for E. coli, S. aureus, and P. aeruginosa (bacteria), and Sabouraud Dextrose Broth was used for C. albicans and A. brasiliensis (fungi).

(4) 시험균액 접종(4) Inoculation of test bacteria

E. coli, S. aureus, P. aeruginosa의 경우 테스트 튜브의 균주 농도가 1X105 CFU/mL 되도록 접종하였다. 시험용액의 처리가 완료된 tube는 35±2℃에서 16-24 시간 배양하였다. C. albicans, A. brasiliensis는 테스트 튜브의 균주 농도가 1X104 CFU/mL 되도록 접종하였다. 시험용액의 처리가 완료된 후 C. albicans는 25℃에서 24-48 시간, A. brasiliensis는 25℃에서 46-50 시간 동안 배양하였다. 균액을 넣지 않은 배지 tube를 음성 대조군(negative control)로 사용하였으며, 시험용액 없이 배지에 균액만 접종한 tube를 성장 대조군(growth control)로 사용하였다. 또한, 용매로 사용한 디프로필렌글리콜 자체가 가지는 항균력을 확인하기 위해 용매를 시료의 시험 조건과 동일하게 하여 용매에 대한 시험균의 MIC를 확인했다.For E. coli, S. aureus, and P. aeruginosa, the strain concentration in the test tube was 1X10 5 CFU/mL. The tubes treated with the test solution were cultured at 35±2℃ for 16-24 hours. C. albicans and A. brasiliensis were inoculated so that the strain concentration in the test tube was 1X10 4 CFU/mL. After treatment with the test solution , C. albicans was cultured at 25℃ for 24-48 hours, and A. brasiliensis was cultured at 25℃ for 46-50 hours. A medium tube without the inoculum was used as a negative control, and a tube inoculated with only the inoculum in the medium without the test solution was used as a growth control. In addition, in order to confirm the antibacterial activity of dipropylene glycol itself, which was used as a solvent, the MIC of the test bacteria for the solvent was confirmed under the same conditions as the test conditions of the sample.

(5) 항균 및 보존용 조성물에 대한 항균 시험 결과(5) Results of antibacterial tests on antibacterial and preservative compositions

시험 결과는 [표 30]~[표 31]에 나타내었으며, 시험결과를 통해 평가된 것과 같이 본 발명의 항균 및 보존용 조성물들은 세균, 사상균, 효모를 효과적으로 제어함을 알 수 있었다.The test results are shown in [Table 30] to [Table 31], and as evaluated through the test results, it was found that the antibacterial and preservative compositions of the present invention effectively control bacteria, mold, and yeast.

[표 30-31] 항균 및 보존용 조성물의 항균 시험 결과[Table 30-31] Antibacterial test results of antibacterial and preservative compositions

표 30은 실시예에 따라 제조된 항균 및 보존용 조성물, 표 31은 비교예에 따라 제조된 항균 및 보존용 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 최소억제 농도(MIC)로 나타낸 것이다. Table 30 shows the results of antibacterial tests on bacteria, mold, and yeast for antibacterial and preservative compositions manufactured according to examples, and Table 31 shows the results of antibacterial and preservative compositions manufactured according to comparative examples, expressed as minimum inhibitory concentrations (MIC).

표 30과 표 31을 참조하면, 본 발명에 따라 제조된 모든 실시예들의 항균 및 보존용 조성물은 표 31의 단독 화합물을 이용한 비교예들의 항균 및 보존용 조성물에 비해, 세균, 사상균, 효모에 대해 우수한 항균 효과를 나타내었다. 특히, 특히, 화학식 1의 화합물과 화학식 2의 화합물을 8 : 2로 조합한 항균 및 보존용 조성물의 경우 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A. brasiliensis), 효모(C.albicans)를 가장 효과적으로 제어할 수 있음을 확인하였다. Referring to Tables 30 and 31, the antibacterial and preservative compositions of all examples manufactured according to the present invention exhibited superior antibacterial effects against bacteria, mold, and yeast, compared to the antibacterial and preservative compositions of comparative examples using a single compound of Table 31. In particular, it was confirmed that the antibacterial and preservative composition combining the compound of Chemical Formula 1 and the compound of Chemical Formula 2 in a ratio of 8:2 could most effectively control bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).

실시예
(화학식1:화학식2)Example
(Chemical Formula 1: Chemical Formula 2) 세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A. brasiliensisA. brasiliensis C.albicansC.albicans 실시예 1(2:8)Example 1 (2:8) 11 11 0.50.5 0.50.5 0.80.8 실시예 1(5:5)Example 1 (5:5) 0.30.3 0.40.4 0.250.25 0.20.2 0.10.1 실시예 1(8:2)Example 1 (8:2) 0.070.07 0.080.08 0.20.2 0.070.07 0.030.03 실시예 2(2:8)Example 2 (2:8) 0.10.1 0.30.3 0.350.35 0.10.1 0.20.2 실시예 2(5:5)Example 2 (5:5) 0.080.08 0.150.15 0.20.2 0.080.08 0.10.1 실시예 2(8:2)Example 2 (8:2) 0.050.05 0.080.08 0.150.15 0.050.05 0.030.03 실시예 3(2:8)Example 3 (2:8) 0.030.03 0.030.03 0.030.03 0.020.02 0.020.02 실시예 3(5:5)Example 3 (5:5) 0.0250.025 0.020.02 0.0250.025 0.0150.015 0.020.02 실시예 3(8:2)Example 3 (8:2) 0.020.02 0.0150.015 0.020.02 0.010.01 0.010.01 실시예 4(2:8)Example 4 (2:8) 0.20.2 0.20.2 1.251.25 0.10.1 0.150.15 실시예 4(5:5)Example 4 (5:5) 0.10.1 0.150.15 0.50.5 0.080.08 0.070.07 실시예 4(8:2)Example 4 (8:2) 0.050.05 0.050.05 0.150.15 0.050.05 0.030.03 실시예 5(2:8)Example 5 (2:8) 0.030.03 0.030.03 0.080.08 0.20.2 0.20.2 실시예 5(5:5)Example 5 (5:5) 0.020.02 0.020.02 0.050.05 0.150.15 0.10.1 실시예 5(8:2)Example 5 (8:2) 0.010.01 0.010.01 0.030.03 0.080.08 0.030.03 실시예 6(2:8)Example 6 (2:8) 0.30.3 0.30.3 0.30.3 0.30.3 0.20.2 실시예 6(5:5)Example 6 (5:5) 0.150.15 0.10.1 0.150.15 0.10.1 0.10.1 실시예 6(8:2)Example 6 (8:2) 0.080.08 0.080.08 0.10.1 0.080.08 0.030.03 실시예 7(2:8)Example 7 (2:8) 0.20.2 0.50.5 0.50.5 0.30.3 0.20.2 실시예 7(5:5)Example 7 (5:5) 0.10.1 0.20.2 0.20.2 0.10.1 0.10.1 실시예 7(8:2)Example 7 (8:2) 0.050.05 0.080.08 0.150.15 0.080.08 0.020.02 실시예 8(2:8)Example 8 (2:8) 0.20.2 0.10.1 0.150.15 0.250.25 0.10.1 실시예 8(5:5)Example 8 (5:5) 0.10.1 0.050.05 0.10.1 0.10.1 0.050.05 실시예 8(8:2)Example 8 (8:2) 0.050.05 0.030.03 0.080.08 0.050.05 0.010.01 실시예 9(2:8)Example 9 (2:8) 0.150.15 0.20.2 0.150.15 0.30.3 0.30.3 실시예 9(5:5)Example 9 (5:5) 0.10.1 0.10.1 0.10.1 0.150.15 0.10.1 실시예 9(8:2)Example 9 (8:2) 0.050.05 0.050.05 0.080.08 0.050.05 0.020.02 실시예 10(2:8)Example 10 (2:8) 0.30.3 0.30.3 0.20.2 0.30.3 0.150.15 실시예 10(5:5)Example 10 (5:5) 0.150.15 0.10.1 0.150.15 0.10.1 0.080.08 실시예 10(8:2)Example 10 (8:2) 0.080.08 0.050.05 0.10.1 0.080.08 0.030.03 실시예 11(2:8)Example 11 (2:8) 0.080.08 0.070.07 0.250.25 0.30.3 0.150.15 실시예 11(5:5)Example 11 (5:5) 0.050.05 0.050.05 0.20.2 0.20.2 0.080.08 실시예 11(8:2)Example 11 (8:2) 0.050.05 0.030.03 0.150.15 0.080.08 0.030.03 실시예 12(2:8)Example 12 (2:8) 0.080.08 0.050.05 0.150.15 0.250.25 0.10.1 실시예 12(5:5)Example 12 (5:5) 0.050.05 0.030.03 0.10.1 0.10.1 0.050.05 실시예 12(8:2)Example 12 (8:2) 0.020.02 0.020.02 0.080.08 0.050.05 0.020.02

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A. brasiliensisA. brasiliensis C.albicansC.albicans 비교예 1Comparative Example 1 0.10.1 0.10.1 0.250.25 0.10.1 0.050.05 비교예 2Comparative Example 2 1.251.25 22 1.251.25 0.650.65 22 비교예 3Comparative Example 3 0.150.15 0.350.35 0.40.4 0.10.1 0.250.25 비교예 4Comparative Example 4 0.040.04 0.030.03 0.040.04 0.020.02 0.030.03 비교예 5Comparative Example 5 0.250.25 0.20.2 22 0.10.1 0.20.2 비교예 6Comparative Example 6 0.050.05 0.050.05 0.10.1 0.250.25 0.250.25 비교예 7Comparative Example 7 0.50.5 0.50.5 0.50.5 0.50.5 0.250.25 비교예 8Comparative Example 8 0.250.25 0.750.75 0.750.75 0.50.5 0.40.4 비교예 9Comparative Example 9 0.250.25 0.20.2 0.30.3 0.350.35 0.20.2 비교예 10Comparative Example 10 0.30.3 0.250.25 0.30.3 0.50.5 0.50.5 비교예 11Comparative Example 11 0.40.4 0.70.7 0.50.5 0.70.7 0.250.25 비교예 12Comparative Example 12 0.10.1 0.10.1 0.30.3 0.40.4 0.250.25 비교예 13Comparative Example 13 0.10.1 0.10.1 0.20.2 0.350.35 0.20.2

[실험예 2] 화장품, 위생용품, 생활화학제품 조성물에 대한 항균 시험[Experimental Example 2] Antibacterial test on cosmetics, hygiene products, and household chemical product compositions

(1) 항균 시험 방법(1) Antibacterial test method

한국산업표준 화장품-미생물학-화장품의 방부력 평가(KS M ISO 1930:2014)를 기준으로 실험을 진행했고 구체적인 실험 방법은 다음과 같다.　The experiment was conducted based on the Korean Industrial Standard Cosmetics-Microbiology-Evaluation of the Preservative Power of Cosmetics (KS M ISO 1930:2014), and the specific experimental method is as follows.

녹농균(Pseudomonas aeruginosa), 황색포도상구균(Staphylococcus aureus), 대장균(Escherichia coli)의 세균 균액과 칸디다 알비칸스(Candida　albicans)와　흑곰팡이(Aspergillus　brasiliensis)　진균　두　종류의 균액을　각각　준비하였다. 제조예 및 제조 비교예들에서 제조한 의류용 액체 세제 조성물, 주방용 세제 조성물, 물티슈 원액 조성물, 샴푸 원액 조성물, 화장품 크림 원액 조성물, 화장품 팩트 조성물 제형을 각각 5개의 샘플병에 나눠서 준비한 후 각각의 세균(E.coli, S.Aureus, P.Aeruginosa)과 칸디다균(C.albicans) 및 흑곰팡이(A.brasiliensis)를 각각 접종하였다. 상기 제형 조성물 없이 균액만 접종한 샘플병을 보존제 무처리 대조군으로 사용하였다.Bacterial solutions of Pseudomonas aeruginosa , Staphylococcus aureus , and Escherichia coli and two types of fungal solutions of Candida albicans and Aspergillus brasiliensis were prepared, respectively. The liquid detergent composition for clothing, kitchen detergent composition, wet tissue concentrate composition, shampoo concentrate composition, cosmetic cream concentrate composition, and cosmetic compact composition prepared in Manufacturing Examples and Manufacturing Comparative Examples were each divided into five sample bottles and prepared, and then each of the bacteria ( E. coli, S. Aureus, P. Aeruginosa ) and Candida ( C. albicans ) and black mold ( A. brasiliensis ) was inoculated. The sample bottles inoculated only with the fungal solutions without the formulation compositions were used as a control group without preservative treatment.

접종한 실험 개시일을 Day-0, 접종 후 24시간 경과일을 Day-1, 접종 후 7일 경과일을 Day-7과 같이 날짜별로 시료를 분류하였다. 이후 각각의 시료를 TSA(Tryptic soy agar) 배지와 PDA(Potato dextrose agar)에 접종한 후 인큐베이터에서 세균(E.coli, S.Aureus, P.Aeruginosa)은 35±2℃에서 24~48시간, 효모(C.albicans)는 25℃에서 24~48시간, 곰팡이(A.brasiliensis)는 24℃에서 48~72시간 배양한 후 균의 유무를 판단하였다.The samples were classified by date, such that the start date of the inoculation experiment was Day-0, the 24-hour day after inoculation was Day-1, and the 7-day day after inoculation was Day-7. After each sample was inoculated onto TSA (Tryptic soy agar) medium and PDA (Potato dextrose agar), the bacteria ( E. coli, S. Aureus, P. Aeruginosa ) were cultured in an incubator at 35±2℃ for 24 to 48 hours, yeast ( C. albicans ) for 24 to 48 hours, and mold ( A. brasiliensis ) for 48 to 72 hours at 24℃, and then the presence or absence of bacteria was determined.

(2) 화장품, 위생용품, 생활화학제품 조성물에 대한 항균 시험 결과(2) Results of antibacterial tests on cosmetics, hygiene products, and household chemical product compositions

[표 32-33] 의류용 액체세제 조성물의 항균 시험 결과[Table 32-33] Antibacterial test results of liquid detergent composition for clothing

하기 표 32 내지 43에서는 실시예들과 비교예들의 항균 및 보존용 조성물을 포함한 제조예들과 제조 비교예들의 화장품, 위생용품, 생활화학제품 조성물들의 항균 효과를 나타낸 것이다. 제조예들과 제조 비교예들을 세균, 사상균, 효모에 대해 적용한 후 7일 이후에 남아 있는 균의 수를 CFU/mL 로 나타냈다. 남아 있는 균의 수가 카운팅하기에 지나치게 많은 경우 TNTC(too-numerous-to-count)로 표시하였다. The following Tables 32 to 43 show the antibacterial effects of the cosmetic, sanitary, and household chemical product compositions of the Manufacturing Examples and Manufacturing Comparative Examples, including the antibacterial and preservative compositions of the Examples and Comparative Examples. The number of bacteria remaining after 7 days after applying the Manufacturing Examples and Manufacturing Comparative Examples to bacteria, mold, and yeast was expressed as CFU/mL. If the number of bacteria remaining was too large to count, it was expressed as TNTC (too-numerous-to-count).

하기 표 32는 제조예 1 내지 12의 의류용 액체세제 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 33은 제조 비교예 1 내지 13의 의류용 액체세제 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 32 below shows the results of antibacterial tests against bacteria, mold, and yeast of the liquid detergent compositions for clothing of Manufacturing Examples 1 to 12, and Table 33 shows the results of antibacterial tests against bacteria, mold, and yeast of the liquid detergent compositions for clothing of Manufacturing Comparative Examples 1 to 13.

표 32를 참조하면, 제조예 1 내지 12에 따른 의류용 액체세제 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 32, it was confirmed that the liquid detergent compositions for clothing according to Manufacturing Examples 1 to 12 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 1 내지 12에 따른 의류용 액체세제 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 1 내지 13의 의류용 액체세제 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, it was confirmed that the liquid detergent compositions for clothing according to Manufacturing Examples 1 to 12 containing both Chemical Formula 1 and Chemical Formula 2 had superior antibacterial effects against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) compared to the liquid detergent compositions for clothing according to Manufacturing Comparative Examples 1 to 13 containing only Chemical Formula 1 or Chemical Formula 2.

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 1Manufacturing example 1 00 00 1.9X101.9X10 00 00 제조예 2Manufacturing example 2 00 00 00 00 00 제조예 3Manufacturing example 3 00 00 00 00 00 제조예 4Manufacturing example 4 00 00 1.3X101.3X10 1X101X10 00 제조예 5Manufacturing example 5 00 00 00 1.6X101.6X10 00 제조예 6Manufacturing example 6 1.2X101.2X10 00 00 1X101X10 00 제조예 7Manufacturing example 7 00 00 1.6X101.6X10 00 00 제조예 8Manufacturing example 8 00 00 00 00 00 제조예 9Manufacturing example 9 00 00 00 00 00 제조예 10Manufacturing example 10 00 00 00 1X101X10 00 제조예 11Manufacturing example 11 00 00 00 00 00 제조예 12Manufacturing example 12 00 00 00 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 1Manufacturing Comparative Example 1 00 00 1.2X101.2X10 3.9X103.9X10 00 제조 비교예 2Manufacturing Comparative Example 2 6.2X106.2X10 TNTCTNTC TNTCTNTC 5.4X105.4X10 TNTCTNTC 제조 비교예 3Manufacturing Comparative Example 3 2.6X102.6X10 00 1.9X101.9X10 2.3X102.3X10 00 제조 비교예 4Manufacturing Comparative Example 4 00 00 00 1X101X10 00 제조 비교예 5Manufacturing Comparative Example 5 2.1X102.1X10 00 17X1017X10 4.8X104.8X10 1.6X101.6X10 제조 비교예 6Manufacturing Comparative Example 6 1.8X101.8X10 00 2.8X102.8X10 3.4X103.4X10 2.6X102.6X10 제조 비교예 7Manufacturing Comparative Example 7 5.6X105.6X10 1.9X101.9X10 3.4X103.4X10 4.9X104.9X10 1.1X101.1X10 제조 비교예 8Manufacturing Comparative Example 8 4.2X104.2X10 2.8X102.8X10 4.1X104.1X10 2.8X102.8X10 4.1X104.1X10 제조 비교예 9Manufacturing Comparative Example 9 1.3X101.3X10 00 1.1X101.1X10 1.2X101.2X10 00 제조 비교예 10Manufacturing Comparative Example 10 1.6X101.6X10 00 1.3X101.3X10 1.2X101.2X10 00 제조 비교예 11Manufacturing Comparative Example 11 00 2.5X102.5X10 00 2.8X102.8X10 00 제조 비교예 12Manufacturing Comparative Example 12 00 00 00 2.2X102.2X10 00 제조 비교예 13Manufacturing Comparative Example 13 00 00 00 1.9X101.9X10 00

[표 34-35] 주방용 세제 조성물의 항균 시험 결과[Table 34-35] Antibacterial test results of kitchen detergent compositions

하기 표 34는 제조예 13 내지 24의 주방용 세제 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 35는 제조 비교예 14 내지 26의 주방용 세제 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 34 below shows the results of antibacterial tests against bacteria, mold, and yeast of the kitchen detergent compositions of Manufacturing Examples 13 to 24, and Table 35 shows the results of antibacterial tests against bacteria, mold, and yeast of the kitchen detergent compositions of Manufacturing Comparative Examples 14 to 26.

표 34를 참조하면, 제조예 13 내지 24에 따른 주방용 세제 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 34, it was confirmed that the kitchen detergent compositions according to Manufacturing Examples 13 to 24 could effectively control all of the bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 13 내지 24에 따른 주방용 세제 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 14 내지 26의 주방용 세제 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, it was confirmed that the kitchen detergent compositions according to Manufacturing Examples 13 to 24 containing both Chemical Formula 1 and Chemical Formula 2 had superior antibacterial effects against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) compared to the kitchen detergent compositions according to Manufacturing Comparative Examples 14 to 26 containing only Chemical Formula 1 or 2.

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 13Manufacturing example 13 00 1.2X101.2X10 4.1X104.1X10 1X101X10 00 제조예 14Manufacturing example 14 00 00 00 00 00 제조예 15Manufacturing example 15 00 00 00 00 00 제조예 16Manufacturing example 16 00 00 2.6X102.6X10 00 00 제조예 17Manufacturing example 17 00 00 00 1X101X10 00 제조예 18Manufacturing example 18 2.3X102.3X10 00 1.1X101.1X10 00 00 제조예 19Manufacturing example 19 00 00 1.5X101.5X10 00 1.2X101.2X10 제조예 20Manufacturing example 20 00 00 00 00 00 제조예 21Manufacturing example 21 00 00 00 00 00 제조예 22Manufacturing example 22 00 00 00 00 00 제조예 23Manufacturing example 23 00 00 00 00 00 제조예 24Manufacturing example 24 00 00 00 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 14Manufacturing Comparative Example 14 00 00 1.2X101.2X10 1.9X101.9X10 00 제조 비교예 15Manufacturing Comparative Example 15 4.1X104.1X10 TNTCTNTC TNTCTNTC 4.9X104.9X10 TNTCTNTC 제조 비교예 16Manufacturing Comparative Example 16 2.4X102.4X10 00 1.7X101.7X10 2.5X102.5X10 00 제조 비교예 17Manufacturing Comparative Example 17 00 00 00 00 00 제조 비교예 18Manufacturing Comparative Example 18 2X102X10 00 15X1015X10 4.1X104.1X10 1.1X101.1X10 제조 비교예 19Manufacturing Comparative Example 19 1.5X101.5X10 00 2.6X102.6X10 3.2X103.2X10 2.9X102.9X10 제조 비교예 20Manufacturing Comparative Example 20 5X105X10 1.2X101.2X10 3X103X10 4X104X10 1.3X101.3X10 제조 비교예 21Manufacturing Comparative Example 21 3X103X10 2X102X10 3.5X103.5X10 2.6X102.6X10 3.2X103.2X10 제조 비교예 22Manufacturing Comparative Example 22 1.2X101.2X10 00 1X101X10 1X101X10 00 제조 비교예 23Manufacturing Comparative Example 23 1.4X101.4X10 00 1.7X101.7X10 1.2X101.2X10 00 제조 비교예 24Manufacturing Comparative Example 24 00 2.4X102.4X10 00 2.6X102.6X10 00 제조 비교예 25Manufacturing Comparative Example 25 00 00 00 2X102X10 00 제조 비교예 26Manufacturing Comparative Example 26 00 00 00 1.5X101.5X10 00

[표 36-37] 물티슈 원액 조성물의 항균 시험 결과[Table 36-37] Antibacterial test results of wet tissue original composition

하기 표 36은 제조예 25 내지 36의 물티슈 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 37은 제조 비교예 27 내지 39의 물티슈 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 36 below shows the results of antibacterial tests against bacteria, mold, and yeast of the wet tissue stock compositions of Manufacturing Examples 25 to 36, and Table 37 shows the results of antibacterial tests against bacteria, mold, and yeast of the wet tissue stock compositions of Manufacturing Comparative Examples 27 to 39.

표 36을 참조하면, 제조예 25 내지 36에 따른 물티슈 원액 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 36, it was confirmed that the wet tissue stock compositions according to Manufacturing Examples 25 to 36 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 25 내지 36에 따른 물티슈 원액 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 27 내지 39의 물티슈 원액 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, in the case of the wet tissue stock compositions according to Manufacturing Examples 25 to 36 containing both Chemical Formula 1 and Chemical Formula 2, it was confirmed that the antibacterial effect was superior to that of the wet tissue stock compositions according to Manufacturing Comparative Examples 27 to 39 containing only Chemical Formula 1 or Chemical Formula 2 against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 25Manufacturing example 25 00 00 1X101X10 00 00 제조예 26Manufacturing example 26 00 00 00 00 00 제조예 27Manufacturing example 27 00 00 00 00 00 제조예 28Manufacturing example 28 00 00 1X101X10 00 00 제조예 29Manufacturing example 29 00 00 00 1.6X101.6X10 00 제조예 30Manufacturing example 30 1X101X10 00 00 00 00 제조예 31Manufacturing example 31 00 00 00 1.3X101.3X10 00 제조예 32Manufacturing example 32 00 00 00 00 00 제조예 33Manufacturing example 33 00 00 00 00 00 제조예 34Manufacturing example 34 00 00 00 1X101X10 00 제조예 35Manufacturing example 35 00 00 00 00 00 제조예 36Manufacturing example 36 00 00 00 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 27Manufacturing Comparative Example 27 00 00 1X101X10 2.1X102.1X10 00 제조 비교예 28Manufacturing Comparative Example 28 6.9X106.9X10 TNTCTNTC TNTCTNTC 4.9X104.9X10 TNTCTNTC 제조 비교예 29Manufacturing Comparative Example 29 2.9X102.9X10 00 2X102X10 3.1X103.1X10 00 제조 비교예 30Manufacturing Comparative Example 30 00 00 00 00 00 제조 비교예 31Manufacturing Comparative Example 31 2.5X102.5X10 00 12X1012X10 4.5X104.5X10 1X101X10 제조 비교예 32Manufacturing Comparative Example 32 2X102X10 00 2.4X102.4X10 2.9X102.9X10 2.3X102.3X10 제조 비교예 33Manufacturing Comparative Example 33 4.8X104.8X10 2X102X10 3.2X103.2X10 4.5X104.5X10 1.8X101.8X10 제조 비교예 34Manufacturing Comparative Example 34 3.6X103.6X10 2X102X10 4X104X10 3.5X103.5X10 1.1X101.1X10 제조 비교예 35Manufacturing Comparative Example 35 2X102X10 00 1.6X101.6X10 1.8X101.8X10 00 제조 비교예 36Manufacturing Comparative Example 36 1.5X101.5X10 00 1X101X10 1.5X101.5X10 00 제조 비교예 37Manufacturing Comparative Example 37 00 2X102X10 00 3.1X103.1X10 00 제조 비교예 38Manufacturing Comparative Example 38 00 00 00 1.5X101.5X10 00 제조 비교예 39Manufacturing Comparative Example 39 00 00 00 1X101X10 00

[표 38-39] 샴푸 원액 조성물의 항균 시험 결과[Table 38-39] Antibacterial test results of shampoo concentrate composition

하기 표 38은 제조예 37 내지 48의 샴푸 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 39는 제조 비교예 40 내지 52의 샴푸 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 38 below shows the results of antibacterial tests against bacteria, mold, and yeast of the shampoo stock compositions of Manufacturing Examples 37 to 48, and Table 39 shows the results of antibacterial tests against bacteria, mold, and yeast of the shampoo stock compositions of Manufacturing Comparative Examples 40 to 52.

표 38을 참조하면, 제조예 37 내지 48에 따른 샴푸 원액 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 38, it was confirmed that the shampoo concentrate compositions according to Manufacturing Examples 37 to 48 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 37 내지 48에 따른 샴푸 원액 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 40 내지 52의 샴푸 원액 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, in the case of the shampoo stock compositions according to Manufacturing Examples 37 to 48 containing both Chemical Formula 1 and Chemical Formula 2, it was confirmed that the antibacterial effect was superior to that of the shampoo stock compositions according to Manufacturing Comparative Examples 40 to 52 containing only Chemical Formula 1 or Chemical Formula 2 against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 37Manufacturing example 37 00 00 1.2X101.2X10 00 00 제조예 38Manufacturing example 38 00 00 00 00 00 제조예 39Manufacturing example 39 00 00 00 00 00 제조예 40Manufacturing example 40 00 00 1.4X101.4X10 1.2X101.2X10 00 제조예 41Manufacturing example 41 00 00 00 00 00 제조예 42Manufacturing example 42 00 00 00 1.3X101.3X10 00 제조예 43Manufacturing example 43 00 00 00 1X101X10 00 제조예 44Manufacturing example 44 00 00 00 00 00 제조예 45Manufacturing example 45 00 00 00 00 00 제조예 46Manufacturing example 46 00 00 00 00 00 제조예 47Manufacturing example 47 00 00 00 00 00 제조예 48Manufacturing example 48 00 00 00 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 40Manufacturing Comparative Example 40 00 00 2.2X102.2X10 2.5X102.5X10 00 제조 비교예 41Manufacturing Comparative Example 41 5.8X105.8X10 TNTCTNTC TNTCTNTC 4X104X10 TNTCTNTC 제조 비교예 42Manufacturing Comparative Example 42 2X102X10 00 3.1X103.1X10 3X103X10 00 제조 비교예 43Manufacturing Comparative Example 43 00 00 00 00 00 제조 비교예 44Manufacturing Comparative Example 44 3.4X103.4X10 00 TNTCTNTC 4.2X104.2X10 1.9X101.9X10 제조 비교예 45Manufacturing Comparative Example 45 2X102X10 00 2.4X102.4X10 4X104X10 2.4X102.4X10 제조 비교예 46Manufacturing Comparative Example 46 5.6X105.6X10 1.9X101.9X10 3.4X103.4X10 4.9X104.9X10 1.1X101.1X10 제조 비교예 47Manufacturing Comparative Example 47 4.2X104.2X10 2.8X102.8X10 4.1X104.1X10 2.8X102.8X10 4.1X104.1X10 제조 비교예 48Manufacturing Comparative Example 48 1.3X101.3X10 00 1.1X101.1X10 1.2X101.2X10 00 제조 비교예 49Manufacturing Comparative Example 49 1.6X101.6X10 00 1.3X101.3X10 1.2X101.2X10 00 제조 비교예 50Manufacturing Comparative Example 50 00 2X102X10 00 1.9X101.9X10 00 제조 비교예 51Manufacturing Comparative Example 51 00 00 00 1.5X101.5X10 00 제조 비교예 52Manufacturing Comparative Example 52 00 00 00 1X101X10 00

[표 40-41] 화장품 크림 원액 조성물의 항균 시험 결과[Table 40-41] Antibacterial test results of cosmetic cream original composition

하기 표 40은 제조예 49 내지 60의 화장품 크림 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 41은 제조 비교예 53 내지 65의 화장품 크림 원액 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 40 below shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic cream original solution compositions of Manufacturing Examples 49 to 60, and Table 41 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic cream original solution compositions of Manufacturing Comparative Examples 53 to 65.

표 40을 참조하면, 제조예 49 내지 60에 따른 화장품 크림 원액 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 40, it was confirmed that the cosmetic cream concentrate compositions according to Manufacturing Examples 49 to 60 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 49 내지 60에 따른 화장품 크림 원액 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 53 내지 65의 화장품 크림 원액 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, in the case of the cosmetic cream stock solution compositions according to Manufacturing Examples 49 to 60 containing both Chemical Formula 1 and Chemical Formula 2, it was confirmed that the antibacterial effect was superior to that of the cosmetic cream stock solution compositions according to Manufacturing Comparative Examples 53 to 65 containing only Chemical Formula 1 or Chemical Formula 2 against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 49Manufacturing example 49 00 00 00 1X101X10 00 제조예 50Manufacturing example 50 00 00 00 00 00 제조예 51Manufacturing example 51 00 00 00 00 00 제조예 52Manufacturing example 52 00 00 1X101X10 00 00 제조예 53Manufacturing example 53 00 00 00 00 00 제조예 54Manufacturing example 54 00 00 00 1X101X10 00 제조예 55Manufacturing example 55 00 00 00 1.3X101.3X10 00 제조예 56Manufacturing example 56 00 00 00 00 00 제조예 57Manufacturing example 57 00 00 00 00 00 제조예 58Manufacturing example 58 00 00 00 00 00 제조예 59Manufacturing example 59 00 00 00 00 00 제조예 60Manufacturing example 60 00 00 00 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 53Manufacturing Comparative Example 53 00 00 1X101X10 1.8X101.8X10 00 제조 비교예 54Manufacturing Comparative Example 54 5X105X10 TNTCTNTC TNTCTNTC 3.5X103.5X10 TNTCTNTC 제조 비교예 55Manufacturing Comparative Example 55 2X102X10 00 3X103X10 2.4X102.4X10 00 제조 비교예 56Manufacturing Comparative Example 56 00 00 00 00 00 제조 비교예 57Manufacturing Comparative Example 57 2.4X102.4X10 00 TNTCTNTC 3.5X103.5X10 1.5X101.5X10 제조 비교예 58Manufacturing Comparative Example 58 1.6X101.6X10 00 2.2X102.2X10 2.8X102.8X10 1.9X101.9X10 제조 비교예 59Manufacturing Comparative Example 59 4.6X104.6X10 1X101X10 2.6X102.6X10 4.1X104.1X10 1X101X10 제조 비교예 60Manufacturing Comparative Example 60 3.2X103.2X10 2.6X102.6X10 2.4X102.4X10 2X102X10 3X103X10 제조 비교예 61Manufacturing Comparative Example 61 1.2X101.2X10 00 1X101X10 1X101X10 00 제조 비교예 62Manufacturing Comparative Example 62 2X102X10 00 1.5X101.5X10 1X101X10 00 제조 비교예 63Manufacturing Comparative Example 63 00 2.6X102.6X10 00 1.5X101.5X10 00 제조 비교예 64Manufacturing Comparative Example 64 00 00 00 1X101X10 00 제조 비교예 65Manufacturing Comparative Example 65 00 00 00 1X101X10 00

[표 42-43] 화장품 팩트 조성물의 항균 시험 결과[Table 42-43] Antibacterial test results of cosmetic fact compositions

하기 표 42는 제조예 61 내지 72의 화장품 팩트 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이고, 표 43은 제조 비교예 66 내지 78의 화장품 팩트 조성물의 세균, 사상균, 효모에 대한 항균 시험 결과를 나타낸 것이다. Table 42 below shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic pack compositions of Manufacturing Examples 61 to 72, and Table 43 shows the results of antibacterial tests against bacteria, mold, and yeast of the cosmetic pack compositions of Manufacturing Comparative Examples 66 to 78.

표 42를 참조하면, 제조예 61 내지 72에 따른 화장품 팩트 조성물의 경우 항균 시험 시 이용한 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 효과적으로 제어할 수 있음을 확인하였다.Referring to Table 42, it was confirmed that the cosmetic pack compositions according to Manufacturing Examples 61 to 72 could effectively control all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ) used in the antibacterial test.

또한, 화학식 1과 화학식 2를 모두 포함하는 제조예 61 내지 72에 따른 화장품 팩트 조성물의 경우, 화학식 1 또는 화학식 2를 단독으로 포함하는 제조 비교예 66 내지 78의 화장품 팩트 조성물에 비해 세균(E.coli, S.Aureus, P.Aeruginosa), 사상균(A.brasiliensis), 효모(C.albicans) 전부에 대해 항균 효과가 우수한 것을 확인하였다.In addition, in the case of the cosmetic pack compositions according to Manufacturing Examples 61 to 72 containing both Chemical Formula 1 and Chemical Formula 2, it was confirmed that the antibacterial effect was superior to that of the cosmetic pack compositions according to Manufacturing Comparative Examples 66 to 78 containing only Chemical Formula 1 or Chemical Formula 2 against all bacteria ( E. coli, S. Aureus, P. Aeruginosa ), mold ( A. brasiliensis ), and yeast ( C. albicans ).

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 제조예 61Manufacturing example 61 00 00 00 00 1X101X10 제조예 62Manufacturing example 62 00 00 00 00 00 제조예 63Manufacturing example 63 00 00 00 00 00 제조예 64Manufacturing example 64 00 00 1X101X10 00 00 제조예 65Manufacturing example 65 00 00 00 00 00 제조예 66Manufacturing example 66 00 00 00 00 00 제조예 67Manufacturing example 67 00 00 00 1.1X101.1X10 00 제조예 68Manufacturing example 68 00 00 00 00 00 제조예 69Manufacturing example 69 00 00 00 00 00 제조예 70Manufacturing example 70 00 00 00 00 00 제조예 71Manufacturing example 71 00 00 00 00 00 제조예 72Manufacturing example 72 00 00 00 00 00

세균germ 사상균Thought fungus 효모leaven E.coliE.coli S.AureusS.Aureus P.AeruginosaP.Aeruginosa A.brasiliensisA.brasiliensis C.albicansC.albicans 보존제 무처리 대조군Preservative-free control group TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC TNTCTNTC 제조 비교예 66Manufacturing Comparative Example 66 00 00 00 1X101X10 00 제조 비교예 67Manufacturing Comparative Example 67 00 00 1X101X10 2.8X102.8X10 1X101X10 제조 비교예 68Manufacturing Comparative Example 68 1X101X10 00 00 2X102X10 00 제조 비교예 69Manufacturing Comparative Example 69 00 00 00 00 00 제조 비교예 70Manufacturing Comparative Example 70 2X102X10 00 7.6X107.6X10 2.8X102.8X10 1.1X101.1X10 제조 비교예 71Manufacturing Comparative Example 71 00 00 1X101X10 00 00 제조 비교예 72Manufacturing Comparative Example 72 00 00 1.6X101.6X10 1.1X101.1X10 00 제조 비교예 73Manufacturing Comparative Example 73 1X101X10 00 00 2X102X10 00 제조 비교예 74Manufacturing Comparative Example 74 00 00 00 1X101X10 00 제조 비교예 75Manufacturing Comparative Example 75 00 00 00 1X101X10 00 제조 비교예 76Manufacturing Comparative Example 76 00 1.4X101.4X10 00 1.2X101.2X10 00 제조 비교예 77Manufacturing Comparative Example 77 00 00 00 00 00 제조 비교예 78Manufacturing Comparative Example 78 00 00 00 00 00

이상에서 본 발명의 바람직한 실시예에 대하여 상세하게 설명하였지만 본 발명의 권리범위는 이에 한정되는 것은 아니고 다음의 청구범위에서 정의하고 있는 본 발명의 기본 개념을 이용한 당업자의 여러 변형 및 개량 형태 또한 본 발명의 권리범위에 속하는 것이다.Although the preferred embodiments of the present invention have been described in detail above, the scope of the present invention is not limited thereto, and various modifications and improvements made by those skilled in the art using the basic concept of the present invention defined in the following claims also fall within the scope of the present invention.

Claims (16)

화학식 1로 표시되는 화합물을 포함하는 항균 및 보존용 조성물:An antibacterial and preservative composition comprising a compound represented by chemical formula 1: [화학식 1][Chemical Formula 1]
Figure PCTKR2023002900-appb-img-000038
Figure PCTKR2023002900-appb-img-000038
 상기 화학식 1에서,In the above chemical formula 1, R1은 치환 또는 비치환된 C7 내지 C17 알킬 또는 치환 또는 비치환된 C7 내지 C17 알케닐임.R 1 is substituted or unsubstituted C 7 to C 17 alkyl or substituted or unsubstituted C 7 to C 17 alkenyl. 제1항에 있어서, In the first paragraph, 하기 화학식 2, 화학식 3 또는 화학식 4로 표시되는 화합물 중 어느 하나의 화합물을 포함하는 것인, 항균 및 보존용 조성물:An antibacterial and preservative composition comprising any one of the compounds represented by the following chemical formula 2, chemical formula 3 or chemical formula 4: [화학식 2][Chemical formula 2]
Figure PCTKR2023002900-appb-img-000039
Figure PCTKR2023002900-appb-img-000039
 [화학식 3][Chemical Formula 3]
Figure PCTKR2023002900-appb-img-000040
Figure PCTKR2023002900-appb-img-000040
 [화학식 4][Chemical Formula 4]
Figure PCTKR2023002900-appb-img-000041
Figure PCTKR2023002900-appb-img-000041
 상기 화학식 2에서,In the above chemical formula 2, L1는 -(CH=CH)-, -(CH2)l-, -C(=O)- 또는 -O- 이고,L 1 is -(CH=CH)-, -(CH 2 ) l -, -C(=O)- or -O-, R2는 -H, -C(=O)-CH3, -C(=O)H, -OH, -O-Na+, -(CH2)m-OH, -CH(CH3)-CH2-C(CH3)2-CH3, 또는 치환 또는 비치환된 C1 내지 C6 알킬이며,R 2 is -H, -C(=O)-CH 3 , -C(=O)H, -OH, -O - Na + , -(CH 2 ) m -OH, -CH(CH 3 )-CH 2 -C(CH 3 ) 2 -CH 3 , or substituted or unsubstituted C 1 to C 6 alkyl, R3, R4 및 R5는 각각 독립적으로 -H, -OH, C1 내지 C3의 알콕시기, =O, -O-Na+, 또는 치환 또는 비치환된 C1 내지 C6 알킬이며,R 3 , R 4 and R 5 are each independently -H, -OH, an alkoxy group having C 1 to C 3 , =O, -O - Na + , or substituted or unsubstituted C 1 to C 6 alkyl, X 및 Y는 각각 독립적으로 -CH-, -O- 또는 -NRa이고, X and Y are each independently -CH-, -O- or -NR a , Ra는 -OH이며, R a is -OH, Z는 NH2-CH2-CH2-OH 또는 아무것도 아니며(Null),Z is NH 2 -CH 2 -CH 2 -OH or nothing (Null),
Figure PCTKR2023002900-appb-img-000042
는 단일 또는 이중 결합을 나타내며,
Figure PCTKR2023002900-appb-img-000042
represents a single or double bond, K, l, m은 각각 독립적으로 1 내지 4의 정수이고, K, l, and m are each independently integers from 1 to 4, 상기 화학식 3에서,In the above chemical formula 3, R6는 -H, 치환 또는 비치환된 C2 내지 C18 알킬 또는 치환 또는 비치환된 C2 내지 C18 알케닐이며,R 6 is -H, substituted or unsubstituted C 2 to C 18 alkyl or substituted or unsubstituted C 2 to C 18 alkenyl, L2는 -(CH2)o-, -O- 또는 -C(=O)- 이고,L 2 is -(CH 2)o -, -O- or -C(=O)-, R7는 -NHCH-, -N- 또는 C(=O)CHNH- 이며, R 7 is -NHCH-, -N- or C(=O)CHNH-, R8는 -OH, COOH, -COOCH3, -COOCH2CH3, -(CH2)4NH- 또는
Figure PCTKR2023002900-appb-img-000043
이고, R 8 is -OH, COOH, -COOCH 3, -COOCH 2 CH 3 , -(CH 2 ) 4 NH- or
Figure PCTKR2023002900-appb-img-000043
And, R9는 -H, -(CH2)4NH2 또는 -(CH2)3C(NH)2NH2 이며,R 9 is -H, -(CH 2 ) 4 NH 2 or -(CH 2 ) 3 C(NH) 2 NH 2 , A는 -H 또는 아무것도 아니고(Null),A is -H or nothing (Null), n은 1 내지 99의 정수이며, n is an integer from 1 to 99, o는 1 내지 3의 정수이고,o is an integer from 1 to 3, 상기 화학식 4에서, In the above chemical formula 4, L3은 -(CH2)p-, -O-, -C(=O)- 또는 -O-C(=O)-이며,L 3 is -(CH 2 ) p -, -O-, -C(=O)- or -OC(=O)-, R10은 치환 또는 비치환된 C2 내지 C10 알킬, -OH 또는 -O-Na+ 이고,R 10 is substituted or unsubstituted C 2 to C 10 alkyl, -OH or -O - Na + , R11는 -CH2-CHOH-CH2-, 수산화기, 비치환된 C1 내지 C3 알킬 및 카르복실기로 이루어진 군에서 선택된 1 이상의 치환기로 치환 또는 비치환된 -(CH2)q-, 치환 또는 비치환된 -(CH2)r-N(Rb)-(CH2)s- 또는 비치환된 페닐렌(-C6H4-)이며,R 11 is -(CH 2 ) q -, substituted or unsubstituted -(CH 2 ) r -N(R b )-(CH 2 ) s - or unsubstituted phenylene (-C 6 H 4 -), which is substituted or unsubstituted with one or more substituents selected from the group consisting of -CH 2 -CHOH -CH 2- , a hydroxyl group, an unsubstituted C 1 to C 3 alkyl and a carboxyl group, R12은 -OH, -COOH, C1 내지 C3의 알콕시기 또는 -COO-Na+이고,R 12 is -OH, -COOH, an alkoxy group of C 1 to C 3 or -COO - Na + , Rb는 -(CH2)t-N[(CH2)u-CO2 -)]2 이며,R b is -(CH 2 ) t -N[(CH 2 ) u -CO 2 - )] 2 , p, q, r, s, t, u는 각각 독립적으로 1 내지 3의 정수임.p, q, r, s, t, u are each independently integers from 1 to 3. 제1항에 있어서,In the first paragraph, 상기 항균 및 보존용 조성물은 세균 또는 진균에 대한 항균 또는 항진균 효과를 갖는 것을 특징으로 하는 항균 및 보존용 조성물.An antibacterial and preservative composition characterized in that the above antibacterial and preservative composition has an antibacterial or antifungal effect against bacteria or fungi. 제1항에 있어서, In the first paragraph, 상기 항균 및 보존용 조성물은 대장균(Escherichia coli), 황색포도상구균(Staphylococcus aureus), 녹농균(Pseudomonas aeruginosa), 페렴간균(Klebsiella pneumoniae), MRSA균(methicillin-resistant Staphylococcus aureus), 바실러스 서브틸리스(Bacillus subtilis), 장염비브리오균(Vibrio parahaemolyticus), 살모넬라균(Salmonella typhimurium), 리스테리아(Listeria monocytogenes), 시겔라 플렉스네리(Shigella flexneri), 칸디다 알비칸스(Candida albicans), 아스퍼질러스 니제르(Aspergillus brasiliensis) 및 아스퍼질러스 브라실리엔시스(Aspergillus　brasiliensis)로 이루어진 군에서 선택된 적어도 하나 이상의 미생물을 제어하기 위한 것인, 항균 및 보존용 조성물.The antibacterial and preservative composition is an antibacterial and preservative composition for controlling at least one microorganism selected from the group consisting of Escherichia coli , Staphylococcus aureus , Pseudomonas aeruginosa , Klebsiella pneumoniae , methicillin-resistant Staphylococcus aureus , Bacillus subtilis , Vibrio parahaemolyticus , Salmonella typhimurium , Listeria monocytogenes , Shigella flexneri , Candida albicans , Aspergillus brasiliensis , and Aspergillus brasiliensis . 제2항에 있어서,In the second paragraph, 화학식 1로 표시되는 화합물과 화학식 2, 화학식 3 또는 화학식 4로 표시되는 화합물 중 어느 하나의 화합물은 0.01:9.99 내지 9.99:0.01의 중량비로 포함하는 것인, 항균 및 보존용 조성물.An antibacterial and preservative composition comprising a compound represented by chemical formula 1 and one of the compounds represented by chemical formula 2, chemical formula 3, or chemical formula 4 in a weight ratio of 0.01:9.99 to 9.99:0.01. 제1항에 있어서,In the first paragraph, 상기 화학식 1로 표시되는 화합물은,The compound represented by the above chemical formula 1 is 3,3'-(도데실이미노)디프로판-1,2-디올(3,3'-(dodecylimino)dipropane-1,2-diol)인 것인, 항균 및 보존용 조성물.An antibacterial and preservative composition comprising 3,3'-(dodecylimino)dipropane-1,2-diol. 제2항에 있어서,In the second paragraph, 상기 화학식 2로 표시되는 화합물은,The compound represented by the above chemical formula 2 is O-메톡시신남알데하이드(O-Methoxycinnamaldhide), 4-메톡시신남알데하이드(4-Methoxycinnamaldhide), 라즈베리 케톤(Raspberry ketone), 3-페닐-1-프로판올(3-phenyl-1-propanol), 히드록시 아세토페논(Hydroxy acetophenone), 소듐벤조에이트(Sodium benzoate), 페녹시 에탄올(Phenoxyethanol), 트로폴론(Tropolone), 피록톤 올아민(Piroctone Olamine) 및 소듐 디히드로아세테이트(Sodium dehydroacetate)로 이루어진 군에서 선택된 하나 이상인 것을 특징으로 하는 항균 및 보존용 조성물.An antibacterial and preservative composition characterized by comprising at least one selected from the group consisting of O-methoxycinnamaldhide, 4-methoxycinnamaldhide, raspberry ketone, 3-phenyl-1-propanol, hydroxy acetophenone, sodium benzoate, phenoxyethanol, tropolone, piroctone olamine, and sodium dehydroacetate. 제2항에 있어서,In the second paragraph, 상기 화학식 3으로 표시되는 화합물은,The compound represented by the chemical formula 3 above is 라우로일 아르기닌 메틸에스터(Lauroyl arginine methyl ester), 라우로일 라이신 메틸에스터(Lauroyl lysine methyl ester), 라우로일 아르기닌 에틸에스터(Lauroyl arginine ethyl ester), 이오도프로피닐 뷰틸카바메이트(Iodopropynyl Butylcarbamate), 폴리라이신(Polylysine), 라우로일 라이신(Lauroyl Lysine) 및 카프릴하이드록사믹산(Caprylhydroxamic Acid)로 이루어진 군에서 선택된 하나 이상인 것을 특징으로 하는 항균 및 보존용 조성물.An antibacterial and preservative composition characterized by comprising at least one selected from the group consisting of Lauroyl arginine methyl ester, Lauroyl lysine methyl ester, Lauroyl arginine ethyl ester, Iodopropynyl Butylcarbamate, Polylysine, Lauroyl Lysine, and Caprylhydroxamic Acid. 제2항에 있어서,In the second paragraph, 상기 화학식 4로 표시되는 화합물은,The compound represented by the chemical formula 4 above is 헥산-1,2-디올(Hexane-1,2-diol), 옥탄-1,2-디올(Octane-1,2-diol), 데칸-1,2-디올(Decane-1,2-diol), 에틸헥실 글리세린(Ethylhexylglycerin), 글리세릴 모노카프릴레이트(Glyceryl monoCaprylate), 옥틸 글리세린(Octyl glycerin), 헥실 글리세린(Hexyl glycerin), 레불린산(Levulinic acid), 구연산(Citric Acid), 소듐아니세이트(Sodium Anisate), 다이소듐이디티에이(Disodium EDTA) 및 테트라소듐이디티에이(Tetrasodium EDTA)로 이루어진 군에서 선택된 하나 이상인 것을 특징으로 하는 항균 및 보존용 조성물.An antibacterial and preservative composition characterized by comprising at least one selected from the group consisting of hexane-1,2-diol, octane-1,2-diol, decane-1,2-diol, ethylhexylglycerin, glyceryl monoCaprylate, octyl glycerin, hexyl glycerin, levulinic acid, citric acid, sodium anisate, disodium EDTA, and tetrasodium EDTA. 제1항 또는 제2항에 따른 항균 및 보존용 조성물을 포함하는 제품. A product comprising an antibacterial and preservative composition according to claim 1 or 2. 제10항에 있어서,In Article 10, 상기 제품은 화장품, 위생용품 또는 생활화학제품인 것을 특징으로 하는 제품.The above product is characterized as being a cosmetic, hygiene product or household chemical product. 제11항에 있어서,In Article 11, 상기 화장품은 용액, 현탁액, 유탁액, 페이스트, 겔, 크림, 팩트, 파우더, 유탁액 파운데이션, 왁스 파운데이션, 스프레이, 비누, 세안클렌징, 바디클렌징, 헤어샴푸 및 헤어린스로 이루어진 군에서 선택된 어느 하나로 제형화된 것을 특징으로 하는 제품.The above cosmetic is a product characterized in that it is formulated with any one selected from the group consisting of a solution, suspension, emulsion, paste, gel, cream, pact, powder, emulsion foundation, wax foundation, spray, soap, facial cleansing, body cleansing, hair shampoo, and hair rinse. 제11항에 있어서,In Article 11, 상기 위생용품은 식기세정제, 식기세척기용 세정제 및 물티슈로 이루어진 군에서 선택된 것인 제품.The above sanitary products are products selected from the group consisting of dishwashing detergents, dishwasher detergents and wet tissues. 제11항에 있어서,In Article 11, 상기 생활화학제품은 의류세탁세제, 주거공간세정제, 탈취제, 공기세정제, 실내방향제, 발향제, 섬유유연제, 다목적세정제품, 살균제품, 항균제품, 소독제품, 및 제균제로 이루어진 군에서 선택되는 것인 제품.The above household chemical product is a product selected from the group consisting of clothing detergents, residential space cleaners, deodorizers, air cleaners, indoor air fresheners, fragrances, fabric softeners, multipurpose cleaning products, sterilizing products, antibacterial products, disinfecting products, and bactericidal agents. 제11항에 있어서,In Article 11, 상기 항균 및 보존용 조성물은 화장품, 위생용품 또는 생활화학제품에 대해 0.01 내지 10 중량%로 포함하는 것을 특징으로 하는 제품.A product characterized in that the above antibacterial and preservative composition is contained in an amount of 0.01 to 10 wt% for cosmetics, hygiene products or household chemical products. 제1항 또는 제2항에 따른 항균 및 보존용 조성물을 균에 처리하는 단계를 포함하는 항균 방법.An antibacterial method comprising a step of treating bacteria with an antibacterial and preservative composition according to claim 1 or 2.
PCT/KR2023/002900 2023-02-01 2023-03-03 Bactericidal and preservative composition Ceased WO2024162523A1 (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
KR10-2023-0013650 2023-02-01
KR1020230013650A KR102668376B1 (en) 2023-02-01 2023-02-01 Bactericidal and Preservative Compositions
KR1020230013652A KR102668380B1 (en) 2023-02-01 2023-02-01 Bactericidal and Preservative Compositions
KR10-2023-0013652 2023-02-01
KR1020230013651A KR102668379B1 (en) 2023-02-01 2023-02-01 Bactericidal and Preservative Compositions
KR10-2023-0013651 2023-02-01

Publications (1)

Publication Number Publication Date
WO2024162523A1 true WO2024162523A1 (en) 2024-08-08

Family

ID=92146793

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2023/002900 Ceased WO2024162523A1 (en) 2023-02-01 2023-03-03 Bactericidal and preservative composition

Country Status (1)

Country Link
WO (1) WO2024162523A1 (en)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101754644B1 (en) * 2016-06-22 2017-07-10 주식회사 비제이바이오켐 Antimicrobial Surfactant type preservative compounds and living chemical goods compositions comprising the same
KR20170132412A (en) * 2016-05-24 2017-12-04 주식회사 비제이바이오켐 Antimicrobial composition
KR20210117294A (en) * 2019-01-17 2021-09-28 시므라이즈 아게 antibacterial mixture
KR102456647B1 (en) * 2022-03-04 2022-10-21 주식회사 엑티브온 A preservative comprising caprylhydroxamic acid, 4'-hydroxyacetophenone, and polyol for skin external application, and a cosmetic composition comprising the same
WO2023277520A1 (en) * 2021-06-29 2023-01-05 주식회사 비제이바이오켐 Antiseptic, antibacterial, and preservative composition

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20170132412A (en) * 2016-05-24 2017-12-04 주식회사 비제이바이오켐 Antimicrobial composition
KR101754644B1 (en) * 2016-06-22 2017-07-10 주식회사 비제이바이오켐 Antimicrobial Surfactant type preservative compounds and living chemical goods compositions comprising the same
KR20210117294A (en) * 2019-01-17 2021-09-28 시므라이즈 아게 antibacterial mixture
WO2023277520A1 (en) * 2021-06-29 2023-01-05 주식회사 비제이바이오켐 Antiseptic, antibacterial, and preservative composition
KR102456647B1 (en) * 2022-03-04 2022-10-21 주식회사 엑티브온 A preservative comprising caprylhydroxamic acid, 4'-hydroxyacetophenone, and polyol for skin external application, and a cosmetic composition comprising the same

Similar Documents

Publication Publication Date Title
WO2023277520A1 (en) Antiseptic, antibacterial, and preservative composition
WO2021137677A1 (en) Composition containing plant extract
WO2012108689A2 (en) Novel compound having skin-whitening, anti-oxidizing and ppar activities and medical use therefor
WO2020235932A1 (en) Novel peptide compound or pharmaceutically acceptable salt thereof
WO2017164627A2 (en) Composition for inhibiting or removing biofilm
WO2017222335A1 (en) Antimicrobial peptide having synergistic antibacterial effect with antibiotics on multidrug resistant bacteria, and use thereof
WO2012108677A2 (en) Novel compound having skin-whitening, anti-oxidizing and ppar activities and medical use therefor
WO2018062978A1 (en) Novel heteroaryl compound, enantiomer, diastereomer or pharmaceutically acceptable salt thereof, and antiviral composition containing same as active ingredient
WO2016076520A1 (en) Novel pseudoceramide compound, and external use skin preparation composition containing same
WO2021040333A1 (en) Composition for preventing or treating bacterial infectious disease comprising 4-gingerol derivative compound as active ingredient
WO2020262996A1 (en) Derivative compound introducing biphenyl group into novel aminoalkanoic acid and antifungal pharmaceutical composition comprising same
WO2019221513A1 (en) Novel brominated furanone derivative, method for preparing same, and pharmaceutical composition containing same as active ingredient
WO2022075763A1 (en) Antibacterial polymer composition
WO2024162523A1 (en) Bactericidal and preservative composition
EP2699566A1 (en) Phenyl-isoxazol derivatives and preparation process thereof
WO2024162594A1 (en) Bactericidal and preservative composition
WO2020050462A1 (en) Neuron-protective composition comprising cassia obtusifolia shoot-derived naphthopyrone derivative
WO2018008803A1 (en) Novel use of sesquiterpene derivative
WO2021201570A1 (en) Novel antibacterial peptide and use thereof
WO2023287067A1 (en) Antibacterial compound
WO2017217741A1 (en) Novel brominated furanone derivative, method for preparing same, and pharmaceutical composition containing same as active ingredient
WO2020145619A1 (en) Composition for allergy prevention, atopic dermatitis alleviation or skin regeneration, containing, as active ingredient, undecane or undecanal
WO2019027239A2 (en) Composition for preventing hair loss or promoting hair growth
WO2020159146A1 (en) Pharmaceutical composition for preventing greying of hair and preventing or treating poliosisor vitiligo
WO2018074880A2 (en) Pharmaceutical composition for preventing or treating pneumonia including quinolin-4-one derivative or pharmaceutically acceptable salt thereof as active ingredient

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 23920075

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE