WO2021149270A1 - Procédé d'amélioration des cheveux - Google Patents
Procédé d'amélioration des cheveux Download PDFInfo
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- WO2021149270A1 WO2021149270A1 PCT/JP2020/010556 JP2020010556W WO2021149270A1 WO 2021149270 A1 WO2021149270 A1 WO 2021149270A1 JP 2020010556 W JP2020010556 W JP 2020010556W WO 2021149270 A1 WO2021149270 A1 WO 2021149270A1
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- acid
- extract
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- 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
- A61K8/37—Esters of carboxylic acids
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- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/85—Polyesters
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/04—Preparations for permanent waving or straightening the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
Definitions
- the present invention relates to a method for improving hair.
- Hair is mainly composed of a cuticle that covers the surface, a cortex that occupies most of the hair inside it, and a medula that exists in the center of the hair.
- the cuticle has a structure in which scaly structures are stacked from the root to the tip of the hair, and plays a role of protecting the inside of the hair from the outside.
- structural analysis of the cuticle has progressed, and it is known that the outermost layer of the cuticle has a structure in which a long-chain fatty acid called 18-methyleicosanoic acid and a hair protein are chemically bonded.
- Lactic acid fatty acid ester (acyl lactic acid) has long been used as a raw material for cosmetics mainly for hair cosmetics, and is used not only as a surfactant to impart detergency but also as an ingredient to improve the feel of hair.
- Patent Documents 3 to 5 the improvement effect is not always sufficient.
- Patent Document 6 describes that oligolactic acid fatty acid ester can be used as a surfactant for detergents, but does not describe the effect of this compound on improving hair.
- An object of the present invention is to provide a hair improving method which has an excellent feel improving effect on hair and can maintain the effect for a long period of time even after repeated washing of hair.
- Item 1 A method for improving hair, which comprises applying a compound represented by the following general formula (1) or a salt thereof to hair and performing heat treatment.
- R1 represents a residue of a higher fatty acid having 8 to 33 carbon atoms having a saturated or unsaturated hydrocarbon chain of a linear or branched chain which may have a hydroxyl group.
- N represents the degree of polymerization of lactic acid. Indicates an integer from 1 to 10.
- R1 of the general formula (1) is dodecanoic acid, tetradecanoic acid, hexadecanoic acid, octadecanoic acid, icosanoic acid, docosanoic acid, 2-hexyldecanoic acid, isostearic acid, 2-octyldodecanoic acid, oleic acid, 12-hydroxystearic acid and Item 2.
- the method according to Item 1 or 2 which is a residue of a higher fatty acid selected from the group consisting of lanolin fatty acids.
- the feel of hair can be improved, and the effect lasts for a long period of time even after repeated washing of hair.
- the hair improving method of the present invention is characterized in that a compound represented by the following general formula (1) or a salt thereof is applied to hair and heat-treated.
- R1 represents a residue of a higher fatty acid having 8 to 33 carbon atoms having a saturated or unsaturated hydrocarbon chain of a linear or branched chain which may have a hydroxyl group.
- N represents the degree of polymerization of lactic acid. Indicates an integer from 1 to 10.
- the compound represented by the above general formula (1) used in the present invention is synthesized by an esterification reaction between a higher fatty acid and lactic acid.
- L-lactic acid As the lactic acid used for the synthesis of the compound represented by the general formula (1), L-lactic acid, D-lactic acid, or DL-lactic acid can be used, but it is easily available and economical. L-lactic acid can be preferably used because it is also excellent. Further, oligolactic acid obtained by polymerizing lactic acid may be used as a starting material. Oligolactic acid can be produced by heating lactic acid to 100 to 180 ° C., more preferably 130 to 170 ° C., and polycondensing it while distilling off the generated water.
- R1 of the compound represented by the general formula (1) represents a residue of a higher fatty acid, that is, a hydrocarbon group excluding the carboxyl group portion of the higher fatty acid.
- the higher fatty acid used in the synthesis of the compound represented by the general formula (1) of the present invention has 8 to 8 carbon atoms having a saturated or unsaturated hydrocarbon chain of a straight chain or a branched chain which may have a hydroxyl group. Thirty-three higher fatty acids can be used.
- higher fatty acids include saturated direct fatty acids such as octanoic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, nonadecanic acid, icosanoic acid, and docosanoic acid.
- saturated direct fatty acids such as octanoic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, nonadecanic acid, icosanoic acid, and docosanoic acid.
- Chain fatty acids isooctanoic acid, 2-ethylhexanoic acid, isononanic acid, isodecanic acid, dimethyloctanoic acid, isoundecanoic acid, isododecanoic acid, 2-butyloctanoic acid, isotoridecanic acid, isotetradecanoic acid, isopentadecanoic acid, isohexadecanoic acid 2-hexyldecanoic acid, isoheptadecanoic acid, isostearic acid, isononadecanoic acid, isoicosanoic acid, 2-octyldodecanoic acid, 18-methyleicosanoic acid, anteisohenicosanoic acid, 2-decyltetradecanoic acid, 2-dodecylhexadecanoic acid, 2 -Saturated branched fatty acids such as tetradecyl o
- Unsaturated linear fatty acids such as 12-hydroxystearic acid, 9,10-dihydroxystearic acid, ricinolic acid; orange oil fatty acids, avocado oil fatty acids, macadamia nut oil fatty acids, olive oil fatty acids, jojoba oil fatty acids, sunflower seed oil fatty acids , Palm oil fatty acid, palm kernel oil fatty acid, castor oil fatty acid, wheat germ oil fatty acid, safflower oil fatty acid, cottonseed oil fatty acid, minced oil fatty acid, lanolin fatty acid and other natural fat-derived fatty acids. These may be used alone or in combination of two or more.
- the compound represented by the general formula (1) has a different hair feel improved by the method of the present invention depending on the type of R1.
- the smooth feeling, finger passage, and moist feeling are the feelings that are improved in common with all the compounds of the present invention.
- R1 is a residue of a saturated linear fatty acid
- R1 is a residue of saturated branched fatty acid
- it is more excellent in the effect of improving flexibility
- R1 is a residue of hydroxy fatty acid
- the lanolin fatty acid is a fatty acid obtained by hydrolyzing wool fat or lanolin obtained by purifying it, and its main components are approximately 7% by weight of normal fatty acid, 22% by weight of iso fatty acid, and 29% by weight of anteiso fatty acid.
- Weight%, ⁇ -hydroxynormal fatty acid 25% by weight, ⁇ -hydroxyisofatty acid 3% by weight, ⁇ -hydroxyanteiso fatty acid 1% by weight, ⁇ -hydroxynormal fatty acid 3% by weight, ⁇ -hydroxyisofatty acid 1% by weight, ⁇ -Hydroxyantheiiso fatty acid is a fatty acid having a complex composition consisting of 1% by weight of a fatty acid and having a wide distribution of 9 to 33 carbon atoms.
- R1 is such a residue of lanolin fatty acid, it is more excellent in the effect of improving flexibility and cohesiveness.
- dodecanoic acid dodecanoic acid, tetradecanoic acid, hexadecanoic acid, octadecanoic acid, icosanoic acid, docosanoic acid, 2-hexyldecanoic acid, from the viewpoint of availability, stability and the effect of the invention.
- Isostearic acid, 2-octyldodecanoic acid, oleic acid, 12-hydroxystearic acid, and lanolin fatty acids are preferred, with octadecanoic acid, docosanoic acid, isostearic acid, 12-hydroxystearic acid, and lanolin fatty acids being the most preferred.
- isostearic acid is a general term for higher fatty acids having a branched alkyl chain and having 18 carbon atoms, but there are several types of compounds in generally distributed isostearic acid depending on the branched structure. Specifically, it is obtained from isostearic acid (2-heptylundecanoic acid) obtained by the Garbet method, isostearic acid (2-isoheptylisoundecanoic acid) obtained by the aldol condensation method, and by-products during the production of dimer acid.
- Isostearic acid (mainly isostearic acid having a methyl-branched structure) is known, and any isostearic acid can be used. Isostearic acid obtained from the obtained isostearic acid and a by-product during the production of dimer acid is preferable, and isostearic acid obtained from a by-product during the production of dimer acid is most preferable.
- the charging ratio of the higher fatty acid and lactic acid as raw materials may be 1.0: 1.0 to 1.0: 10.0 in terms of molar ratio, and 1.0: 1.1 to 1.0: 8. 0 is preferable, 1.0: 1.2 to 1.0: 7.0 is more preferable, and 1.0: 1.5 to 1.0: 6.0 is most preferable.
- a basic catalyst may be used as the catalyst. Specifically, metal hydroxides such as potassium hydroxide, sodium hydroxide and lithium hydroxide; carbonates such as sodium hydrogencarbonate, potassium hydrogencarbonate, potassium carbonate and sodium carbonate.
- Metal salts such as potassium methoxide, sodium methoxide, potassium ethoxide, sodium ethoxide, potassium-t-butoxide, sodium-t-butoxide, etc., among these, potassium hydroxide, sodium hydroxide, etc. , Potassium carbonate, sodium carbonate, potassium methoxide, sodium methoxide are preferred.
- the amount of catalyst is preferably 0.1 to 2.0 mol, more preferably 0.2 to 1.5 mol, per 1 mol of fatty acid.
- the reaction temperature is preferably 100 to 260 ° C., preferably 150 to 220 ° C.
- the reaction time is preferably 0.5 to 10 hours, preferably 0.5 to 3 hours.
- the reaction product obtained under such conditions can be used as it is as the compound of the above general formula (1). It may be appropriately neutralized and used in the form of a salt, or may be appropriately purified and used by extraction, deoxidation, washing with water, recrystallization, adsorption purification, distillation, column purification and the like.
- N in the compound of the general formula (1) represents the degree of polymerization of lactic acid.
- Those having n in the range of 1 to 10 are used, and those in the range of 1 to 8 are preferably used.
- a compound having a single degree of polymerization can be used as the compound of the general formula (1), but according to the above-mentioned production method, it can be obtained as a mixture of compounds having different degrees of polymerization. It is preferable to use it. Further, the mixture preferably contains a compound having a degree of polymerization of 2 or more. By containing a compound having a degree of polymerization of 2 or more, the effect of the present invention can be further improved.
- the average degree of polymerization of lactic acid is preferably larger than 1.0.
- the average degree of polymerization of lactic acid is preferably 1.05 or more, more preferably 1.1 or more, and most preferably 1.2 or more.
- the average upper limit of the degree of polymerization of lactic acid is preferably 6.0 or less, more preferably 4.0 or less, and most preferably 3.0 or less.
- the average degree of polymerization is 6.0 or less, the content of the compound having a high degree of polymerization does not become excessive, and the effect of the present invention is fully exhibited.
- the compound represented by the general formula (1) has a carboxylic acid structure at the terminal and is in the form of an acid, but in the present invention, a compound in the form of a salt of a carboxylic acid can also be used.
- the salt is not particularly limited, but specifically, an alkali metal salt such as sodium and potassium; an alkaline earth metal salt such as calcium and magnesium; a metal salt such as aluminum, iron and zinc; lysine, arginine and guanidine. , Basic amino acid salts such as histidine, ornithine; organic amine salts such as ammonium, monoethanolamine, diethanolamine, triethanolamine, stearylamine and the like.
- the hair improving effect of the present invention can be exerted in either the form of acid or the form of salt.
- the hair improving method of the present invention is characterized in that the compound represented by the general formula (1) obtained by the above method or a salt thereof is applied to the hair and heat-treated.
- a hair improving effect can be obtained simply by applying the compound represented by the general formula (1) to the hair, but the effect is not sufficient.
- the temperature of the heat treatment in the hair improving method of the present invention is preferably 60 ° C. or higher, more preferably 80 ° C. or higher, and most preferably 100 ° C. or higher.
- the upper limit of the heat treatment temperature is preferably 220 ° C. or lower, more preferably 200 ° C. or lower, and most preferably 180 ° C. or lower.
- the heat treatment time in the hair improvement method of the present invention may be appropriately set according to the treatment temperature. Specifically, in the case of treatment at 60 ° C. to 100 ° C., it is preferable to carry out the treatment for about 1 minute to 60 minutes, preferably about 3 minutes to 30 minutes. When the treatment is performed at 100 ° C. to 180 ° C., it is preferably performed for 5 seconds to 5 minutes, preferably about 10 seconds to 3 minutes. When the treatment is performed at 180 ° C. to 220 ° C., the treatment is carried out for 1 second to 60 seconds, preferably about 3 seconds to 40 seconds.
- a device such as a hair iron (straight iron, curl iron, brush iron, etc.), a dryer, etc. can be used.
- a perm treatment accompanied by heating such as a digital perm or a hot perm.
- the dryer is not always preferable because it is difficult to uniformly apply heat to the hair and it is always exposed to warm air, which may damage the hair. Therefore, methods such as curling irons, digital perms, and hot perms are preferable, and curling irons are most preferable.
- the method for applying the compound represented by the general formula (1) of the present invention to the hair is not particularly limited as long as it can be uniformly applied to the hair.
- a method is used in which the hair is applied as it is, or is dissolved or dispersed in a solvent or a liquid oil generally used in cosmetics, and then applied to the hair.
- the compound represented by the general formula (1) When the compound represented by the general formula (1) is in a solid state, it can be diluted to facilitate handling and application, improve permeability to hair, and enhance the effect of the present invention. can.
- Examples of the solvent used for diluting the compound represented by the general formula (1) include ethanol, 2-propanol, glycerin, diglycerin, 1,3-propanediol, propylene glycol, dipropylene glycol, and 1,3-butylene. Glycol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptandiol, 1,2-octanediol and the like can be mentioned.
- Liquid oils include higher alcohols such as jojoba alcohol, ceracyl alcohol, hexyldecanol, octyldodecanol, decyltetradecanol, isostearyl alcohol, and dimerdiol; palmitooleic acid, oleic acid, linoleic acid, linoleic acid, and isostear.
- alcohols such as jojoba alcohol, ceracyl alcohol, hexyldecanol, octyldodecanol, decyltetradecanol, isostearyl alcohol, and dimerdiol
- palmitooleic acid oleic acid, linoleic acid, linoleic acid, and isostear.
- Higher fatty acids such as acids, ricinol acids, dimer acids, hydrogenated dimer acids; alkyl lactate (12, 13), lauryl lactate, myristyl lactate, octyldodecyl lactate, trialkyl citrate (12, 13), trialkyl citrate (14, 15), triethyl citrate, tri2-ethylhexyl citrate, triisocetyl citrate, octyldodecyl citrate, dialkyl malate (12, 13), hydroxyate esters such as diisostearyl malate; glyceryl caprylate , Capricate glyceryl, oleate glyceryl, coconut oil fatty acid glyceryl, monocotton seed oil fatty acid glycerin, isostearate glyceryl, dioleate glyceryl, diisostearate glyceryl, triisostearate glyceryl, triethylhe
- Alcohol fatty acid esters diheptyl succinate, diethylhexyl succinate, diisopropyl adipate, dibutyl adipate, diethylhexyl adipate, diethyl sebacate, diisopropyl sebacate, diethylhexyl sebacate, dimer dilinoleyl, etc.
- Dicarboxylic acid esters cetyl ethylhexanoate, stearyl ethylhexanoate, isostearyl ethylhexanate, hexyldecyl ethylhexanate, isononyl isononanoate, isodecyl isononanoate, isotridecyl isononanoate, isodecyl neopentate, isotridecyl neopentanoate, isopentanoate.
- ethanol octyldodecanol, isostearyl alcohol, oleic acid, isostearic acid, diisostearyl malate, glyceryl isostearate, glyceryl diisostearate, tri (caprylic acid / capric acid) glyceryl, polyglyceryl oleate-2, Polyglyceryl-2 isostearate, polyglyceryl-2 diisostearate, polyglyceryl-2 triisostearate, sorbitan oleate, sorbitan sesquioleate, sorbitan isostearate, sorbitan sesquiisostearate, diethyl sebacate, diisopropyl sebacate, ethylhexyl palmitate, hydroxy Ethylhexyl stearate, jojoba oil, dodecane, isododecane and the like are preferred.
- octyldodecanol isoste
- the compound represented by the general formula (1) As a method of applying the compound represented by the general formula (1) to the hair, in addition to the above-mentioned method, it can also be applied to the hair by blending it with a known general hair cosmetic.
- the blending amount is not particularly limited, but is preferably 0.001 to 50% by weight, more preferably 0.005 to 20% by weight. %.
- Hair cosmetics containing the compound represented by the general formula (1) include, if necessary, additive components generally blended in hair cosmetics, such as oily bases, surfactants, alcohols, and moisturizers. , Polymer / thickening / gelling agent, antioxidant, preservative, bactericidal agent, chelating agent, pH adjuster / acid / alkali, ultraviolet absorber, whitening agent, solvent, keratin exfoliating / dissolving agent, antipruritic agent, Anti-inflammatory agents, antiperspirants, refreshing agents, antihistamines, astringents, stimulants, hair growth agents / blood circulation promoters, reducing agents / oxidizing agents, polymer powders, hydroxy acids, vitamins and their derivatives, sugars and their derivatives. Derivatives, organic acids, enzymes, nucleic acids, hormones, inorganic powders, fragrances, pigments and the like may be contained to the extent that the effects of the present invention are not impaired.
- Oily bases include cetanol, myristyl alcohol, oleyl alcohol, lauryl alcohol, cetostearyl alcohol, stearyl alcohol, araquil alcohol, behenyl alcohol, jojoba alcohol, chimil alcohol, seraquil alcohol, bacil alcohol, hexyldecanol, isostearyl alcohol, Higher alcohols such as 2-octyldodecanol and dimerdiol; aralkyl alcohols and derivatives such as benzyl alcohol; lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, behenic acid, undecylenic acid, 12-hydroxystearic acid, Higher grades such as palmitooleic acid, oleic acid, linoleic acid, linoleic acid, erucic acid, docosahexaenoic acid, eikosapentaenoic acid, isohexadecanoic acid
- Fatty acids and metal soaps such as aluminum salts, calcium salts, magnesium salts, zinc salts, potassium and sodium salts, and nitrogen-containing derivatives such as amides; liquid paraffin (mineral oil), heavy liquid isoparaffin, light liquid isoparaffin , ⁇ -Olefin oligomer, polyisobutene, hydrogenated polyisobutene, polybutene, squalane, olive-derived squalane, squalane, vaseline, solid paraffin and other hydrocarbons; candelilla wax, carnauba wax, rice wax, wood wax, honey wax, montan wax , Ozokerite, Celesin, Paraffin wax, Microcrystalin wax, Petrolatum, Fishertroph wax, Polyethylene wax, Ethylene-propylene copolymer and other waxes; Palm oil, Palm oil, Palm kernel oil, Saflower oil, Olive oil, Himasi oil, avocado Oil, sesame oil, tea oil, evening primrose oil, wheat germ oil, macadamia
- Modified Silicone Alkyl Modified Silicone, Fatty Acidicized Silicone, Alkyl Ether Modified Silicone, Amino Acid Modified Silicone, Peptide Modified Silicone, Fluorine Modified Silicone, Cationic Modified and Polyether Modified Silicones such as silicones, amino-modified and polyether-modified silicones, alkyl-modified and polyether-modified silicones, amidalkyl-modified silicones, aminoglycol-modified silicones, aminophenyl-modified silicones, polysiloxane / oxyalkylene copolymers; Fluoro-based oils such as perfluorooctane and perfluoropolyether are preferred.
- moisturizing agent / feel improving agent examples include glycerin, 1,3-butylene glycol, propylene glycol, 3-methyl-1,3-butanediol, 1,3-propanediol, 2-methyl-1,3-propanediol, and the like.
- Polypolymers such as trimethylolpropane, pentaerythritol, hexylene glycol, diglycerin, polyglycerin, diethylene glycol, polyethylene glycol, dipropylene glycol, polypropylene glycol, ethylene glycol / propylene glycol copolymer and its polymers; diethylene glycol monoethyl ether Glycol alkyl ethers such as (ethoxydiglycol), ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol dibutyl ether; (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10, polyglyceryl-10 tetradecanedioate, cyclohexanedicarboxylic acid Water-soluble esters such as bisethoxydiglycol; sugar alcohols such as sorbitol, xylitol, erythritol,
- Salts such as 2-pyrrolidone-5-carboxylic acid and sodium thereof; betaine (trimethylglycine), proline, hydroxyproline, arginine, lysine, serine, glycine, alanine, phenylalanine, tyrosine, ⁇ -alanine, threo Amino acids such as nin, glutamic acid, glutamine, asparagine, aspartic acid, cysteine, cystine, methionine, leucine, isoleucine, valine, tryptophan, histidine, taurine and their salts; collagen, fish-derived collagen, atelocollagen, gelatin, elastin, collagen degradation Peptide, hydrolyzed collagen, hydroxypropylammonium chloride hydrolyzed collagen, elastin-degraded peptide, keratin-degraded peptide, hydrolyzed keratin, conchiolin-degraded peptide, hydrolyzed
- the surfactant anionic surfactants, nonionic surfactants, cationic surfactants, amphoteric surfactants, polymer surfactants and the like are preferable.
- the HLB of the surfactant is not particularly limited and can be used from a low HLB of about 1 to a high HLB of about 20, and it is also preferable to combine a low HLB and a high HLB.
- preferred surfactants include fatty acid salts such as potassium laurate and potassium myristate; alkyl sulphates such as sodium lauryl sulphate, triethanolamine lauryl sulphate and ammonium lauryl sulphate; laureth.
- Polyoxyethylene alkyl sulfates such as sodium sulphate and triethanolamine laures sulphate; sodium cocoyl methyl taurine, potassium cocoyl methyl taurine, sodium lauroyl methyl taurine, sodium myristyl methyl taurine, sodium lauroyl methyl alanine, sodium lauroyl sarcosin, lauroyl sarcosin triethanol.
- Acyl N-methyl amino acid salts such as amines and sodium methylalanine lauroyl glutamate; sodium cocoyl glutamate, triethanolamine cocoyl glutamate, sodium lauroyl glutamate, sodium myristyl glutamate, sodium stearoyl glutamate, ditriethanolamine palmitoyl aspartate, cocoylalanine triethanolamine.
- Acylamino acid salts such as lysine Na dilauroyl glutamate; Polyoxyethylene alkyl ether acetates such as sodium laureth acetate; Sulfonic acid ester salts such as sodium lauroyl monoethanolamide succinate; Fatty acid alkanolamide ether carboxylates; Polyoxyethylene Fat amine sulfate; fatty acid alkanolamide sulfate; hardened coconut oil fatty acid fatty acid glyceride sulfate such as sodium glycerin sulfate; alkylbenzene polyoxyethylene sulfate; olefin sulfonate such as ⁇ -olefin sulfonate sodium; lauryl lauryl sulfosuccinate disodium Alkyl sulfosuccinates such as sodium dioctyl sulfosuccinate; alkyl ether sulfosuccinates such as laureth
- Polyoki Siethylene fatty acid mono and diester polyoxyethylene / propylene glycol fatty acid ester; polyoxyethylene glycerin monostearate, polyoxyethylene glycerin monoisostearate, polyoxyethylene monooleate such as polyoxyethylene glycerin triisostearate, etc.
- Polyoxyethylene glycerin fatty acid ester such as polyoxyethylene sorbitan monooleate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monooleate, polyoxyethylene sorbitan tetraoleate; polyoxyethylene sorbitol Polyoxyethylene sorbitol fatty acid esters such as monolaurate, polyoxyethylene sorbitol monooleate, polyoxyethylene sorbitol pentaoleate, polyoxyethylene sorbitol monostearate; polyoxyethylene methyl glucoside fatty acid esters; polyoxyethylene alkyl ether fatty acids Esters; Polyoxyethylene animal and vegetable oils and fats such as polyoxyethylene sorbitol honey; Alkyl glyceryl ethers such as isostearyl glyceryl ether, Kimyl alcohol, ceracyl alcohol, and batyl alcohol; Polyhydric alcohol alkyl ether; Polyoxyethylene
- Alkyltrimethylammonium chlorides such as monium chloride and lauryltrimonium chloride; Alkyltrimethylammonium bromides such as stearyltrimonium bromide; Dialkyldimethylammonium chlorides such as distearyldimonium chloride and dicocodimonium chloride; Fatty acid amidamines such as ethyl diethylamine and salts thereof; Alkyl ether amines such as stearoxypropyl dimethylamine and salts or quaternary salts thereof; Long chain branched fatty acids (12-31) aminopropyl ethyl dimethyl ammonium, lanolin fatty acids amino ethyl sulfate Fatty acid amide type quaternary ammonium salt such as propylethyldimethylammonium; polyoxyethylene alkylamine and its salt or quaternary salt; alkylamine salt; fatty acid amide guanidium salt; alkyl etheraminemonium
- polymer / thickener / gelling agent examples include guar gum, locust bean gum, queens seed, carrageenan, galactan, arabic gum, tara gum, tamarind, farcerelan, karaya gum, trolley aoi, cara gum, tragant gum, pectin, pectic acid and sodium.
- Salts such as salts, salts such as alginic acid and sodium salts, mannan; starches such as rice, corn, potatoes, wheat; xanthan gum, dextran, succinoglucan, curdran, hyaluronic acid and its salts, zansan gum, purulan, gellan gum, chitin , Chitosan, agar, casso extract, chondroitin sulfate, casein, collagen, gelatin, albumin; methyl cellulose, ethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose and salts such as sodium thereof, methyl hydroxypropyl cellulose, sodium cellulose sulfate, dialkyldimethyl Ammonium sulfate cellulose, crystalline cellulose, cellulose powder and other cellulose and derivatives thereof; starch-based polymers such as soluble starch, carboxymethyl starch, methylhydroxypropyl starch, methyl starch, hydroxy
- Alginic acid derivatives such as sodium alginate and propylene glycol alginate; polyvinylpyridone (PVP), polyvinyl alcohol (PVA), vinylpidridone / vinyl alcohol copolymer, polyvinylmethyl ether; polyethylene glycol, polypropylene glycol, polyoxyethylene Polyoxypropylene copolymer; amphoteric methacrylate copolymer such as (methacryloyloxyethylcarboxybetaine / alkyl methacrylate) copolymer, (acrelites / stearyl acrylate / ethylamine methacrylate) copolymer; (dimethicone / vinyldimethicone) cloth Polymer, (alkyl acrylate / diacetone acrylamide) copolymer, (alkyl acrylate / diacetone acrylamide) copolymer AMP; partially saponified polyvinyl acetate, maleic acid copolymer; vinylpyrroli
- Polymers cationized cellulose such as polyquaternium-10, diallyldimethylammonium chloride / acrylamide copolymer such as polyquaternium-7, acrylic acid / diallyldimethylammonium chloride copolymer such as polyquaternium-22, acrylic acid such as polyquaternium-39.
- solvents and propellants examples include lower alcohols such as ethanol, 2-propanol (isopropyl alcohol), butanol, and isobutyl alcohol; glycols such as propylene glycol, 1,3-butylene glycol, diethylene glycol, dipropylene glycol, and isopentyldiol.
- lower alcohols such as ethanol, 2-propanol (isopropyl alcohol), butanol, and isobutyl alcohol
- glycols such as propylene glycol, 1,3-butylene glycol, diethylene glycol, dipropylene glycol, and isopentyldiol.
- Diethylene glycol monoethyl ether (ethoxydiglycol), ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, triethylene glycol monoethyl ether, diethylene glycol diethyl ether, diethylene glycol dibutyl ether, propylene glycol monoethyl ether, dipropylene glycol monoethyl ether
- Glycol ethers such as: ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, glycol ether esters such as propylene glycol monoethyl ether acetate; glycol esters such as diethoxyethyl succinate and ethylene glycol disuccinate; benzyl Preferants such as alcohol, benzyloxyethanol, propylene carbonate, dialkyl carbonate, acetone, ethyl acetate, N-methylpyrrolidone; toluene; fluorocarbon,
- Antioxidants include tocopherol derivatives such as tocopherol (vitamin E) and tocopherol acetate; BHT, BHA; bisulfite derivatives such as propyl bisulfite; vitamin C (ascorbic acid) and / or its derivatives; erythorbic acid and its derivatives; Sulfites such as sodium sulfite; hydrogen sulfites such as sodium hydrogen sulfite; thiosulfites such as sodium thiosulfite; metahydrosulfites; thiotaurine, hypotaurine; thioglycerol, thiourea, thioglycolic acid, cysteine hydrochloride are preferable. Is listed as.
- reducing agent thioglycolic acid, cysteine, cysteamine and the like are preferable.
- oxidizing agent hydrogen peroxide solution, ammonium persulfate, sodium bromate, percarbonate and the like are preferable.
- antibacterial agents or preservatives examples include parabens (hydroxybenzoic acid esters) such as methylparaben, ethylparaben, propylparaben, and butylparaben; phenoxyethanol; 1,2-pentanediol, 1,2-hexanediol, 1,2-octane.
- 1,2-Alcandiols such as diols; Alkyl glyceryl ethers such as 2-ethylhexyl glyceryl ether (ethylhexyl glycerin); Glycerin fatty acid esters such as glyceryl caprylate, glyceryl caprate, (capric acid / capric acid) glyceryl; Salicylic acid; sodium benzoate; isothiazolinone derivatives such as methylchloroisothiazolinone and methylisothiazolinone; imidazolinium urea; dehydroacetic acid and salts thereof; phenols; halogenated bisphenols such as triclosan, acid amides, quaternary Ammonium salts; trichlorocarbanide, zincpyrythion, benzalkonium chloride, benzethonium chloride, sorbic acid, chlorhexidine, chlorhexidine gluconate,
- phenoxyethanol 1,2-alkanediols such as 1,2-pentanediol, 1,2-hexanediol and 1,2-octanediol
- alkylglyceryl such as 2-ethylhexyl glyceryl ether.
- Ethers It is more preferable to use glycerin fatty acid esters such as glyceryl caprylate, glyceryl caprate, and glyceryl (capric acid / capric acid).
- chelating agent examples include edetates (ethylenediaminetetraacetate) such as EDTA, EDTA2Na, EDTA3Na, and EDTA4Na; hydroxyethylethylenediaminetriacetate such as HEDTA3Na; pentetate (diethylenetriaminepentaacetate); phytate; ethidroic acid and the like.
- edetates ethylenediaminetetraacetate
- HEDTA3Na EDTA2Na
- EDTA3Na EDTA4Na
- hydroxyethylethylenediaminetriacetate such as HEDTA3Na
- pentetate diethylenetriaminepentaacetate
- phytate ethidroic acid and the like.
- Phosphonic acid and salts such as sodium salts thereof; sodium oxalate; polypolyamino acids such as polyaspartic acid and polyglutamic acid; sodium polyphosphate, sodium metaphosphate, phosphate; sodium citrate, citric acid, alanine, dihydroxyethylglycine , Gluconic acid, ascorbic acid, succinic acid, tartrate acid are preferred.
- pH adjusters / acids / alkalis citric acid, sodium citrate, lactic acid, sodium lactate, glycolic acid, succinic acid, acetic acid, sodium acetate, malic acid, tartaric acid, fumaric acid, phosphoric acid, hydrochloric acid, sulfuric acid, monoethanol Amin, diethanolamine, triethanolamine, isopropanolamine, triisopropanolamine, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-hydroxymethyl-1,3-propanediol, arginine, hydroxylated Preferred are sodium, potassium hydroxide, aqueous ammonia, guanidine carbonate and ammonium carbonate.
- Powders include mica, talc, kaolin, sericite, montmorillonite, kaolinite, mica, white mica, gold mica, synthetic mica, red mica, black mica, permiculite, magnesium carbonate, calcium carbonate, aluminum silicate, cay.
- Metal soap eg zinc myristate, calcium palmitate, aluminum stearate
- calcium carbonate red iron oxide, yellow
- Inorganic powders of various sizes and shapes are treated with silicones such as hydrogen silicone and cyclic hydrogen silicone or other surface treatment agents such as silane or titanium coupling agents to make them hydrophobic or Inorganic powder such as hydrophilized powder; starch, cellulose, nylon powder, polyethylene powder, polymethyl methacrylate powder, polystyrene powder, styrene and acrylic acid copolymer resin powder, polyester powder, benzoguanamine resin powder, polyethylene terephthalate -Polymethylmethacrylate laminated powder, polyethylene terephthalate, aluminum, epoxy laminated powder, etc., urethane powder, silicone powder, Teflon (registered trademark) powder, and other organic powders and surface treatment powders of various sizes and shapes, organic and inorganic Composite powders are preferred.
- silicones such as hydrogen silicone and cyclic hydrogen silicone or other surface treatment agents such as silane or titanium coupling agents to make them hydrophobic or Inorganic powder
- hydrophilized powder starch, cellulose, nylon powder, poly
- Inorganic salts include sodium chloride-containing salts such as salt, normal salt, rock salt, sea salt, and natural salt; potassium chloride, aluminum chloride, calcium chloride, magnesium chloride, ginger, zinc chloride, ammonium chloride; sodium sulfate, aluminum sulfate, etc.
- Aluminum / potassium sulfate (myoban), aluminum / ammonium sulfate, barium sulfate, calcium sulfate, potassium sulfate, magnesium sulfate, zinc sulfate, iron sulfate, copper sulfate; sodium phosphates such as 1Na / 2Na / 3Na phosphate, phosphoric acid Potassiums, calcium phosphates and magnesium phosphates are preferred.
- ultraviolet absorber examples include paraaminobenzoic acid, paraaminobenzoic acid monoglycerin ester, N, N-dipropoxyparaaminobenzoic acid ethyl ester, N, N-diethoxyparaaminobenzoic acid ethyl ester, and N, N-dimethylparaaminobenzoate ethyl.
- Anthralic acid-based UV absorbers such as esters, N, N-dimethylparaaminobenzoic acid butyl esters, N, N-dimethylparaaminobenzoic acid ethyl esters; Anthranilic acid-based UV absorbers such as homomentyl-N-acetylanthranilate; salicylic acid And salicylic acid-based ultraviolet absorbers such as sodium salts, amilsalicylate, menthyl salicylate, homomentyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, p-isopropanol phenyl salicylate; octyl cinnamate, ethyl-4-isopropyl cinnamate, methyl.
- the whitening agent examples include hydroquinone glycosides such as arbutin and ⁇ -arbutin and their esters; ascorbic acid, ascorbic acid phosphate ester salts such as ascorbic acid, ascorbic acid phosphate sodium salt and ascorbic acid phosphate ester magnesium salt, and ascorbic acid.
- hydroquinone glycosides such as arbutin and ⁇ -arbutin and their esters
- ascorbic acid ascorbic acid phosphate ester salts such as ascorbic acid, ascorbic acid phosphate sodium salt and ascorbic acid phosphate ester magnesium salt, and ascorbic acid.
- Ascorbic acid fatty acid ester such as tetraisopalmitic acid ester, ascorbic acid alkyl ether such as ethyl ether ascorbic acid, ascorbic acid glucoside such as ascorbic acid-2-glucoside and its fatty acid esters, ascorbic acid sulfate ester, tocopheryl ascorbyl phosphate Ascorbic acid derivatives such as: kodiic acid, ellagic acid, tranexamic acid and its derivatives, ferulic acid and its derivatives, placenta extract, glutathione, orizanol, butylresorcinol, oil-soluble chamomile extract, oil-soluble kanzo extract, Nishikawayanagi extract, Yukinoshita extract Ascorbic acid is preferred.
- vitamins and derivatives thereof include vitamin A such as retinol, retinol acetate, and retinol palmitate; thiamine hydrochloride, thiamine sulfate, riboflavin, riboflavin acetate, pyridoxin hydrochloride, pyridoxin dioctanoate, pyridoxin dipalmitate, etc.
- Vitamin B group such as flavin adenin dinucleotide, cyanocobalamine, folic acid, nicotinic acid such as nicotinic acid amide / benzyl nicotinate, choline; vitamin C such as ascorbic acid and its sodium salt; vitamin D; ⁇ , Vitamin E such as ⁇ , ⁇ , ⁇ -tocopherol; Other vitamins such as pantothenic acid and biotin; Ascorbic acid phosphate ester salt such as ascorbic acid phosphate sodium salt and ascorbic acid phosphate ester magnesium salt, Ascorbic acid tetra Ascorbic acid fatty acid ester such as isosperc acid ester, ascorbic stearate, ascorbic palmitate, ascorbic dipalmitate, alkyl ether ascorbic acid such as ethyl ether ascorbic acid, ascorbic acid glucoside such as -2-glucoside ascorbic acid and its fatty acid ester.
- Vitamin B group
- Ascorbic acid derivatives such as tocopheryl ascorbic acid; tocopherol nicotinate, tocopherol acetate, tocopherol linoleate, tocopherol ferulate, tocopherol derivatives such as tocopherol phosphate, and other vitamin derivatives, tocotrienol, and other various vitamin derivatives are preferable. Is listed as.
- Anti-inflammatory and anti-inflammatory agents include glycyrrhizinic acid and its derivatives, glycyrrhetinic acid derivatives, salicylic acid derivatives, hinokithiol, guaiazulene, allantin, indomethacin, zinc oxide, hydrocortisone acetate, prednisone, diphedramine hydrochloride, chlorpheniramine maleate; peach leaf extract. , Plant extracts such as Honoha extract are preferred.
- plant extracts and tinctures such as senburi extract, togarashi tincture, ginger tincture, ginger extract, and cantarist tincture; capsaicin, nonylate valenylamide, gingerone, ictamol, and tannic acid.
- Derivatives such as ester inositol hexanicotinate and nicotine alcohol, allantin, photosensitizer 301, photosensitizer 401, capronium chloride, pentadecanoic acid monoglyceride, flavanonol derivative, stigmasterol or stigmasterol and its glycoside, minoxidil are preferable. Is listed as.
- As the hormones estradiol, estrone, ethinyl estradiol, cortisone, hydrocortisone, prednisone and the like are preferable.
- Other medicinal agents such as anti-wrinkle agents, anti-aging agents, tightening agents, cold sensitizers, warming agents, wound healing promoters, stimulant relievers, analgesics, cell activators, etc. include retinols, retinoic acids, retinoins.
- Tocopheryl acid derivatives such as lactic acid, glycolic acid, gluconic acid, fruit acid, salicylic acid and its glycosides / esterified products, hydroxycapric acid, long-chain ⁇ -hydroxy fatty acid, long-chain ⁇ -hydroxy fatty acid cholesteryl and other ⁇ - or ⁇ -Hydroxy acids and their derivatives; ⁇ -aminobutyric acid, ⁇ -amino- ⁇ -hydroxybutyric acid; carnitine; carnosin; creatin; ceramides, spingosins; caffeine, xanthin and its derivatives; coenzyme Q10, carotene, lycopene , Astaxanthin, lutein, ⁇ -lipoic acid, platinum nanocolloids, fullerene and other antioxidant / active oxygen scavengers; catechins; quercetin and other flavones; isoflavones; gallic acid and ester sugar derivatives; tannins, sesamine, proto Polyphenol
- Plant / animal / microbial extracts include iris extract, acitaba extract, asunaro extract, asparagus extract, avocado extract, flaxseed extract, almond extract,retea extract, arnica extract, aloe extract, apricot extract, apricot kernel extract, ginkgo extract.
- Inchikou extract Uikyo extract, Ukon extract, Woolong tea extract, Uwaurushi extract, Agetsu extract, Echinashi leaf extract, Enmeisou extract, Ogon extract, Oubaku extract, Ouren extract, Omugi extract, Otanenjinjin extract, Otogirisou extract, Odori kosou extract, Ononis extract , Dutch mustard extract, orange extract, dried seawater, seaweed extract, oyster leaf extract, oyster extract, hydrolyzed elastin, hydrolyzed wheat powder, hydrolyzed silk, cucumber extract, chamomile extract, oil-soluble chamomile extract, carrot extract, kawarayomogi Extract, crow wheat extract, calcade extract, kanzo extract, oil-soluble kanzo extract, kiwi extract, kiou extract, kikurage extract, kina extract, cucumber extract, kiri leaf extract, guanosine, guava extract, kujin extract, cutinashi extract, kumazasa extract, clara extract
- Examples of the antipruritic agent include diphenhydramine hydrochloride, chlorpheniramine maleate, camphor, substance-P inhibitor, and the like.
- Examples of the exfoliating / dissolving agent include salicylic acid, sulfur, resorcin, selenium sulfide, and pyridoxine.
- Examples of the antiperspirant include chlorohydroxyaluminum, aluminum chloride, zinc oxide, zinc paraphenol sulfonate and the like.
- Examples of the refreshing agent include menthol and methyl salicylate.
- Examples of the astringent include citric acid, tartaric acid, lactic acid, aluminum / potassium sulfate, tannic acid and the like.
- enzymes include superoxide dismutase, catalase, lysozyme chloride, lipase, papain, pancreatin, protease and the like.
- Preferred examples of nucleic acids include ribonucleic acid and a salt thereof, deoxyribonucleic acid and a salt thereof, and disodium adenosine triphosphate.
- fragrances acetylsedrene, amylcinnamaldehyde, allylamylglycolate, ⁇ -ionone, isoe super, isobutylquinolin, iris oil, iron, indol, ylang ylang oil, undecanal, undecenal, ⁇ -undecalactone, Estragor, Eugenol, Oak Moss, Opoponax Resinoid, Orange Oil, Eugenol, Oranthiol, Galaxolid, Carbachlor, L-Carbon, Kamfer, Cannon, Carrot Seed Oil, Clove Oil, Methyl Cylate, Geraniol, Geranyl nitrile , Isobornyl acetate, Geranyl acetate, Dimethylbenzylcarbinate acetate, Styralyl acetate, Cedril acetate, Telepinel acetate, pt-butylcyclohexyl acetate, Vetiberyl a
- Dyes / colorants / dyes / pigments include brown 201, black 401, purple 201, purple 401, blue 1, blue 2, blue 201, blue 202, blue 203, and blue 204.
- Inorganic white pigments such as titanium dioxide and zinc oxide
- Inorganic red pigments such as iron oxide (Bengala) and iron titanate
- Inorganic brown pigments such as ⁇ -iron oxide
- Inorganic yellow such as yellow iron oxide and yellow clay System pigments
- Inorganic black pigments such as black iron oxide and low-order titanium oxide
- None such as mango violet and cobalt violet Machine purple pigments
- inorganic green pigments such as chromium oxide, chromium hydroxide, cobalt titanate
- inorganic blue pigments such as ultramarine and dark blue
- titanium oxide coated mica, titanium oxide coated bismuth oxychloride, titanium oxide coated talc, coloring Pearl pigments such as titanium oxide coated mica, bismuth oxychloride, fish scale foil
- metal powder pigments such as aluminum powder, copper powder and gold
- anthracinones such as astaxanthin and alizarin, anthocyanidins, ⁇ -carotene, catenal, capsantin,
- water in addition to normal water and purified water, hard water, soft water, natural water, deep ocean water, electrolytic alkaline ionized water, electrolytically acidic ionized water, ionized water, and cluster water are preferable.
- cosmetic ingredient standards In addition to these, cosmetic ingredient standards, compounding ingredient standards by cosmetic type, Japan Cosmetic Industry Association ingredient display name list, INCI dictionary (The International Cosmetic Ingredient Dictionary and Handbook), non-pharmaceutical ingredient standards, Japanese pharmacy, pharmaceutical additives Ingredients described in standards, official food additive official documents, etc., and Japanese and foreign patent gazettes and patent publication gazettes (including publication gazettes and republications) whose international patent classification IPC belongs to the classification of A61K7 and A61K8 It is possible to contain known cosmetic ingredients, pharmaceutical ingredients, food ingredients, etc., such as the described ingredients, in known combinations, blending ratios, and blending amounts.
- Shampoos such as oil shampoos, cream shampoos, conditioning shampoos, indulgence shampoos, hair coloring shampoos, and rinse-integrated shampoos; , Hair mousse, hair spray, hair mist, hair wax, hair gel, water grease, set lotion, color lotion, hair tonic, hair liquid, pomade, tic, hair cream, hair blow, split hair coat, hair oil, permanent wave agent, straight perm Agents, oxidative hair dyes, hair bleaches, hair color pretreatments, hair color aftertreatments, perma pretreatments, perma aftertreatments, hair manicures, and hair restorers are preferred.
- the hair cosmetic formulation of the present invention includes emulsified cosmetics such as oil-in-water (O / W) type, water-in-oil (W / O) type, W / O / W type, and O / W / O type.
- emulsified cosmetics such as oil-in-water (O / W) type, water-in-oil (W / O) type, W / O / W type, and O / W / O type.
- Preferable formulations include emulsified polymer-type cosmetics, sheet-like cosmetics, mist-like cosmetics, and spray-type cosmetics.
- Synthesis example 1 50.0 g (0.176 mol) of stearic acid (octadecanoic acid), 42.2 g (0.422 mol) of 90% L-lactic acid, 48% in a 300 mL reactor equipped with a stirrer, thermometer and gas introduction tube. 8.8 g (0.105 mol) of an aqueous sodium hydroxide solution was charged, and the reaction was carried out at 190 ° C. for 1 hour in a nitrogen atmosphere while distilling off the produced water to obtain a reaction product as a pale yellow solid.
- Synthesis example 2 40.0 g (0.141 mol) of stearic acid (octadecanoic acid), 38.0 g (0.380 mol) of 90% L-lactic acid, 48% in a 300 mL reactor equipped with a stirrer, thermometer and gas introduction tube. 11.7 g (0.141 mol) of an aqueous sodium hydroxide solution was charged, and the reaction was carried out at 190 ° C. for 1 hour in a nitrogen atmosphere while distilling off the produced water to obtain a reaction product as a pale yellow solid.
- Synthesis example 3 30.0 g (0.1 mol) of stearic acid (octadecanoic acid), 60.0 g (0.6 mol) of 90% L-lactic acid, 48% in a 300 mL reactor equipped with a stirrer, thermometer and gas introduction tube. 8.3 g (0.1 mol) of an aqueous sodium hydroxide solution was charged, and the reaction was carried out at 190 ° C. for 1 hour in a nitrogen atmosphere while distilling off the produced water to obtain a reaction product as a pale yellow solid.
- Synthesis example 4 50.0 g (0.176 mol) of stearic acid (octadecanoic acid) and 42.2 g (0.422 mol) of 90% L-lactic acid were charged into a 300 mL reactor equipped with a stirrer, a thermometer and a gas introduction tube. While distilling off the produced water, the reaction was carried out at 190 ° C. for 1 hour in a nitrogen atmosphere to obtain a reaction product as a pale yellow solid.
- Synthesis example 5 45.0 g (0.132 mol) of behenic acid (docosanoic acid), 35.7 g (0.357 mol) of 90% L-lactic acid, 48% in a 300 mL reactor equipped with a stirrer, thermometer and gas introduction tube. 11.0 g (0.132 mol) of an aqueous sodium hydroxide solution was charged, and the reaction was carried out at 190 ° C. for 1 hour in a nitrogen atmosphere while distilling off the produced water to obtain a reaction product as a pale yellow solid.
- Synthesis example 6 60.0 g (0.211 mol) of stearic acid (octadecanoic acid), 21.1 g (0.211 mol) of 90% L-lactic acid, 48% in a 300 mL reactor equipped with a stirrer, thermometer and gas inlet tube. 15.8 g (0.190 mol) of an aqueous sodium hydroxide solution was charged, and the reaction was carried out at 190 ° C. for 1 hour in a nitrogen atmosphere while distilling off the produced water to obtain a reaction product as a pale yellow solid.
- Synthesis example 7 40.0 g (0.141 mol) of isostearic acid (mainly isostearic acid having a methyl branched structure) and 38.0 g (0) of 90% L-lactic acid in a 300 mL reactor equipped with a stirrer, a thermometer and a gas introduction tube. .380 mol), 11.7 g (0.141 mol) of 48% aqueous sodium hydroxide solution was charged, and the reaction was carried out at 190 ° C. for 1 hour in a nitrogen atmosphere while distilling off the water to be produced, and reacted as a pale yellow liquid substance. The product was obtained.
- Synthesis example 8 40.0 g (0.141 mol) of isostearic acid (2-heptylundecanoic acid), 34.1 g (0.340 mol) of 90% L-lactic acid in a 300 mL reactor equipped with a stirrer, thermometer and gas introduction tube. , 11.7 g (0.141 mol) of a 48% aqueous sodium hydroxide solution was charged, and the reaction product was obtained as a pale yellow liquid by reacting at 190 ° C. for 1 hour in a nitrogen atmosphere while distilling off the produced water. rice field.
- Synthesis example 9 40.0 g (0.141 mol) of isostearic acid (2-isoheptylisoundecanoic acid), 34.1 g (0.340 mol) of 90% L-lactic acid in a 300 mL reactor equipped with a stirrer, thermometer and gas introduction tube. 11.7 g (0.141 mol) of 48% aqueous sodium hydroxide solution was charged, and the reaction product was reacted at 190 ° C. for 1 hour in a nitrogen atmosphere while distilling off the water to be produced, and the reaction product was formed as a pale yellow liquid.
- Synthesis example 10 40.0 g (0.133 mol) of 12-hydroxystearic acid, 36.0 g (0.359 mol) of 90% L-lactic acid, 48% water in a 300 mL reactor equipped with a stirrer, thermometer and gas inlet tube. 11.1 g (0.133 mol) of an aqueous sodium oxide solution was charged, and the reaction was carried out at 190 ° C. for 1 hour in a nitrogen atmosphere while distilling off the produced water to obtain a reaction product as a pale yellow solid.
- Synthesis example 11 50.0 g (0.134 mol), 90% L- of lanorin fatty acid (acid value 150, total amount of isofatty acid and anteisofatty acid 51% by weight) in a 300 mL reactor equipped with a stirrer, thermometer, and gas introduction tube. 32.1 g (0.321 mol) of lactic acid and 11.1 g (0.134 mol) of a 48% aqueous sodium hydroxide solution were charged, and while distilling off the produced water, the reaction was carried out at 190 ° C. for 1 hour in a nitrogen atmosphere, and yellow. The reaction product was obtained as a brown soft solid.
- ⁇ GC analysis conditions Equipment: GC-2014 (Shimadzu Corporation) Column: CP-SimDist UltimeMetal (inner diameter 0.53 mm, film thickness 0.53 ⁇ m, length 10 m, manufactured by Agilent) Carrier gas: He (linear velocity 114.4 cm / s) Detector: Hydrogen flame ion detector Detector temperature: 380 ° C Injection temperature: 380 ° C Measurement conditions: 60 ° C ⁇ 10 ° C / min ⁇ 380 ° C (8 min)
- the compounds of the general formula (1) contained in the reaction products of Synthesis Examples 1 to 9 had a degree of polymerization of lactic acid in the range of 1 to 10 and an average degree of polymerization of lactic acid of 1.0. It was in the range of ⁇ 6.0.
- Hair conditioners containing the reaction products of Synthesis Examples 1 to 11 with the compositions shown in Tables 4 and 5 were prepared.
- a hair conditioner containing no reaction product was prepared.
- the obtained hair conditioner was evaluated for its hair improving effect by the following method. The results are also shown in Tables 4 and 5.
- the obtained hair bundle was evaluated for hair improvement effect by sensory evaluation (7 panelists). The evaluation was performed by comparing with a control containing no compound of the present invention. In addition, the obtained hair bundle was washed with a 3% aqueous solution of sodium laureth sulfate and washed with water, and the sustainability of the effect was evaluated from the changes before and after washing the hair.
- the hair treated by the method of the present invention using a hair conditioner containing the compound of the general formula (1) has a significantly improved feel as compared with the control, and even if the hair is washed. The effect was persistent.
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Abstract
Procédé d'amélioration des cheveux caractérisé par l'application d'un composé représenté par la formule générale (1) ou son sel aux cheveux et la réalisation d'un traitement thermique. (Dans la formule, R1 représente un acide gras supérieur en C8 à C33 ayant une chaîne hydrocarbonée saturée ou insaturée présentant une chaîne linéaire ou ramifiée ayant éventuellement un groupe hydroxyle. n représente le degré de polymérisation de l'acide lactique et indique un nombre entier d'une valeur de 1 à 10.)
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| US20230270661A1 (en) * | 2022-02-28 | 2023-08-31 | Michael Fillippini | Topical Skin Treatment |
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| KR102575973B1 (ko) * | 2021-09-14 | 2023-09-08 | (주) 와이제이비앤 | 손상 모발 및 두피 건강 개선용 화장료 조성물 |
| JP7755560B2 (ja) * | 2021-10-25 | 2025-10-16 | 花王株式会社 | 毛髪化粧料組成物 |
| CN119139183B (zh) * | 2024-09-14 | 2025-05-09 | 阿基米德(广州)化妆品研究有限公司 | 一种具有控油及对受损头发修护功效的组合物及其应用 |
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| JP3897346B2 (ja) * | 2002-12-20 | 2007-03-22 | ホーユー株式会社 | 化粧料組成物 |
| WO2007100784A2 (fr) * | 2006-02-27 | 2007-09-07 | Stepan Company | Compositions à base de lactylate d'acyle pour des applications avec rinçage et sans rinçage pour la peau et les cheveux |
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- 2020-01-21 JP JP2020007227A patent/JP2021113179A/ja active Pending
- 2020-03-11 CN CN202080094026.0A patent/CN115023271B/zh active Active
- 2020-03-11 WO PCT/JP2020/010556 patent/WO2021149270A1/fr not_active Ceased
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20230270661A1 (en) * | 2022-02-28 | 2023-08-31 | Michael Fillippini | Topical Skin Treatment |
| US11793745B2 (en) * | 2022-02-28 | 2023-10-24 | Michael Fillippini | Topical skin treatment |
Also Published As
| Publication number | Publication date |
|---|---|
| CN115023271A (zh) | 2022-09-06 |
| CN115023271B (zh) | 2024-01-30 |
| JP2021113179A (ja) | 2021-08-05 |
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