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WO2017073741A1 - Détergent liquide - Google Patents

Détergent liquide Download PDF

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Publication number
WO2017073741A1
WO2017073741A1 PCT/JP2016/082096 JP2016082096W WO2017073741A1 WO 2017073741 A1 WO2017073741 A1 WO 2017073741A1 JP 2016082096 W JP2016082096 W JP 2016082096W WO 2017073741 A1 WO2017073741 A1 WO 2017073741A1
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WO
WIPO (PCT)
Prior art keywords
component
mass
liquid
carbon atoms
liquid detergent
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/JP2016/082096
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English (en)
Japanese (ja)
Inventor
貴広 林
貴行 黒川
将人 福井
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Lion Corp
Original Assignee
Lion Corp
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
Application filed by Lion Corp filed Critical Lion Corp
Priority to JP2017547895A priority Critical patent/JP7357433B2/ja
Priority to KR1020187003617A priority patent/KR102734211B1/ko
Publication of WO2017073741A1 publication Critical patent/WO2017073741A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/08—Liquid soap, e.g. for dispensers; capsuled
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2003—Alcohols; Phenols
    • C11D3/2065—Polyhydric alcohols
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/30—Amines; Substituted amines ; Quaternized amines

Definitions

  • the present invention relates to a liquid cleaning agent.
  • This application claims priority based on Japanese Patent Application No. 2015-214548 filed in Japan on October 30, 2015, the contents of which are incorporated herein by reference.
  • Patent Document 1 discloses a detergent composition comprising an alkyl sulfate surfactant and an anionic surfactant system containing an alcohol ethoxy sulfate surfactant. Things are listed.
  • Patent Document 2 describes a detergent composition comprising a cleaning polymer having a specific amount of a hydrophilic main chain and at least one hydrophobic pendant group.
  • Patent Documents 1 and 2 are not satisfactory in terms of detergency against oily dirt.
  • the detergency against stains with stronger lipophilicity such as oil-based ink stains was not sufficient.
  • liquid stability is required so that the liquid detergent does not solidify or precipitate when stored in an environment of room temperature or low temperature (eg, 5 to 35 ° C.). It is done.
  • drum-type washing machines In a drum type washing machine, washing by tapping is usually performed. At this time, if there are too many bubbles, the bubbles may become a cushion and the cleaning effect by tapping may not be sufficiently obtained. For this reason, the liquid detergent may be required to have antifoaming properties.
  • the present invention has been made in view of the above circumstances, and an object of the present invention is to provide a liquid cleaning agent that excels in cleaning power against oily dirt.
  • a liquid detergent according to [1] wherein the mass ratio represented by the component (A) / the component (B) is 0.01 to 0.15.
  • the content of the component (A) is 0.1 to 5% by mass with respect to the total mass of the liquid detergent, and the content of the component (B) is based on the total mass of the liquid detergent.
  • the liquid detergent according to any one of [1] to [4], which is 15 to 70% by mass.
  • the mass ratio of the nonionic surfactant to the anionic surfactant is 0.1 to 20 in terms of a mass ratio represented by nonionic surfactant / anionic surfactant. 6]
  • the liquid cleaning agent in any one of.
  • the liquid cleaning agent of the present invention is superior in cleaning power against oily dirt.
  • the liquid detergent of the present invention is a composition containing a propylene oxide adduct of trihydric alcohol (component (A)) and a surfactant (component (B)).
  • the component (A) is a propylene oxide adduct of a trihydric alcohol.
  • the liquid cleaning agent of the present invention increases the cleaning power against oily dirt. Furthermore, foam suppression is enhanced. Oil-based ink stains are stains that penetrate fibers and are difficult to remove by washing.
  • the component (A) has a high affinity with oil-based ink stains and effectively acts on oil-based ink stains that have penetrated into the fibers. By containing the component (A), the liquid cleaning agent of the present invention increases the cleaning power against oil-based ink stains.
  • Examples of the trihydric alcohol include trihydric alcohols having 3 to 20 carbon atoms.
  • the trihydric alcohol having 3 to 20 carbon atoms is preferably an aliphatic trihydric alcohol having 3 to 20 carbon atoms.
  • the aliphatic group of the aliphatic trihydric alcohol may be interrupted by a nitrogen atom or the like.
  • Examples of the trihydric alcohol include glycerin, trimethylolethane, trimethylolpropane, trimethylolbutane, trimethyloloctane, trimethylolnonane, 2-methyl-1,2,3-propanetriol, 1,2,3-butane.
  • Triol 1,2,4-butanetriol, 2-methyl-2,3,4-butanetriol, 2-ethyl-1,2,3-butanetriol, 1,2,3-pentanetriol, 1,2, 4-pentanetriol, 2,3,4-pentanetriol, 1,2,6-hexanetriol, 2,3,4-hexanetriol, 4-propyl-3,4,5-heptanetriol, 2,4-dimethyl -2,3,4-pentanetriol, 3-methyl 1,3,5-pentanetriol, trialkanolamine And the like.
  • the trihydric alcohol glycerin and trimethylolpropane are preferable, and glycerin is more preferable.
  • the propylene oxide adduct of a trihydric alcohol preferably has a weight average molecular weight of 1500 to 6000, more preferably 2500 to 5500, still more preferably 3000 to 5000, and particularly preferably 3500 to 4500. . If a weight average molecular weight is more than the said lower limit, the detergency with respect to oily dirt will be improved more easily. If a weight average molecular weight is below the said upper limit, liquid stability (a liquid cleaning agent will not solidify or a precipitate will not arise) will become more easy to be improved.
  • the weight average molecular weight in this specification is a value calculated
  • a propylene oxide adduct of a trihydric alcohol a propylene oxide adduct of glycerin is preferable.
  • a propylene oxide adduct of glycerin a compound represented by the following general formula (I) is preferable.
  • PO is an oxypropylene group.
  • a, b, and c each independently represent the average number of PO repeats, and the compound represented by the formula (I) has a weight average molecular weight of 1500 to 6000.
  • a, b and c are preferably a number such that the weight average molecular weight of the compound represented by the formula (I) is 2500 to 5500, more preferably 3000 to 5000, and particularly preferably 3500 to 4500.
  • the total number of a, b and c (a + b + c) is preferably 20 to 120, more preferably 50 to 100, still more preferably 55 to 90, and particularly preferably 55 to 80.
  • the component (A) can be produced by addition polymerization of propylene oxide to a trihydric alcohol, and a propylene oxide adduct having a desired weight average molecular weight can be produced by adjusting the number of added moles of propylene oxide. .
  • the content of the component (A) in the liquid detergent is preferably from 0.1 to 5 mass%, more preferably from 0.5 to 3 mass%, more preferably from 0.6 to 2 based on the total mass of the liquid detergent. More preferred is mass%.
  • the content of the component (A) is equal to or higher than the lower limit, the detergency against oily dirt is more easily increased. Moreover, it becomes easy to improve foam suppression property.
  • the content of the component (A) is equal to or less than the upper limit, the liquid stability is more easily increased.
  • the component (B) is a surfactant.
  • the component (B) functions as a cleaning component.
  • distribution stability of (A) component is improved because the liquid cleaning agent of this invention contains (B) component.
  • a known surfactant can be used.
  • the component (B) include anionic surfactants, nonionic surfactants, cationic surfactants, amphoteric surfactants, and semipolar surfactants. From the viewpoint of cleaning performance, anionic surfactants and nonionic surfactants are preferred. Moreover, a nonionic surfactant is preferable from the point which the dispersion stability of (A) component is improved more.
  • Nonionic surfactant examples include the following (1) to (8).
  • polyoxyethylene alkyl (or alkenyl) ether and polyoxyethylene polyoxypropylene alkyl (or alkenyl) ether are preferable.
  • Examples of the monohydric aliphatic alcohol used here include primary alcohols and secondary alcohols.
  • the alkyl group may have a branched chain.
  • a primary alcohol is preferable.
  • R 2 is a hydrocarbon group having 7 to 22 carbon atoms
  • R 3 is an alkyl group having 1 to 6 carbon atoms
  • s represents the average number of repeating EO
  • t represents the average number of repetitions of PO and is a number from 0 to 6
  • u represents the average number of repetitions of EO
  • PO is Represents an oxypropylene group.
  • R 4 is a hydrocarbon having 6 to 22 carbon atoms
  • v represents an average number of EO repeats, 3 to 20
  • w represents an average number of PO repeats of 0 to 6
  • x represents the average number of repetitions of EO, 0 to 20
  • EO represents an oxyethylene group
  • PO represents an oxypropylene group.
  • R 2 is a hydrocarbon group having 7 to 22 carbon atoms.
  • the carbon number of R 2 is preferably 9 to 21, and more preferably 11 to 21.
  • R 2 is preferably an alkyl group or an alkenyl group.
  • R 2 may be linear or branched. From the viewpoint of further improving detergency, R 2 is preferably a linear or branched alkyl group having 7 to 22 carbon atoms, or a linear or branched chain alkenyl group having 7 to 22 carbon atoms.
  • R 3 is an alkyl group having 1 to 6 carbon atoms and may be linear or branched. Of these, a methyl group and an ethyl group are preferable.
  • s and u are numbers independently representing the average number of repetitions of EO.
  • s + u is preferably 6 to 20, more preferably 6 to 18, and still more preferably 11 to 18. If it is more than the said lower limit, liquid stability will become easy to improve more. If it is below the said upper limit, cleaning power will improve more easily.
  • t is a number representing the average number of repetitions of PO. t is a number from 0 to 6, preferably 0 to 3. If it is below the said upper limit, liquid stability will improve more easily.
  • the oxyethylene group and the oxypropylene group may be bonded in a random manner or in a block shape.
  • the average number of repetitions can be measured by gas chromatography or the like.
  • R 4 is a hydrocarbon group having 6 to 22 carbon atoms.
  • the carbon number of R 4 is preferably 10 to 22, more preferably 10 to 20, and still more preferably 10 to 18 from the viewpoint of further improving the detergency.
  • R 4 may be linear or branched.
  • Preferable R 4 —O— includes a group represented by the following general formula (IV).
  • R 101 and R 102 each independently represent a hydrogen atom or a chain hydrocarbon group, and the total number of carbon atoms of R 101 and R 102 is 5 to 21.)
  • the total number of carbon atoms of R 101 and R 102 is preferably 9 to 21, more preferably 9 to 19, and still more preferably 9 to 17.
  • R 101 and R 102 may be linear or branched.
  • R 4 is preferably an alkyl group derived from a secondary alcohol having 12 to 14 carbon atoms.
  • v and x are numbers independently representing the average number of repetitions of EO.
  • v + x is preferably from 3 to 20, more preferably from 5 to 18, still more preferably from 6 to 18, and particularly preferably from 11 to 18. If it is more than the said lower limit, liquid stability will become easy to improve more. If it is below the said upper limit, cleaning power will improve more easily.
  • w is a number representing the average number of repetitions of PO. w is a number from 0 to 6, preferably 0 to 3. If it is below the said upper limit, liquid stability will improve more easily.
  • w is 1 or more, in [(EO) v / (PO) w ], the oxyethylene group and the oxypropylene group may be bonded randomly or in a block form.
  • the distribution of EO or PO in the formula (III) varies depending on the reaction method in production. For example, when ethylene oxide or propylene oxide is added to a raw material using sodium hydroxide, potassium hydroxide, or the like, which is a general alkali catalyst, the distribution of v or w becomes relatively wide.
  • a specific alkoxylation catalyst such as magnesium oxide to which metal ions such as Al 3+ , Ga 3+ , In 3+ , Tl 3+ , Co 3+ , Sc 3+ , La 3+ , Mn 2+ and the like described in JP-B-6-15038 is added.
  • metal ions such as Al 3+ , Ga 3+ , In 3+ , Tl 3+ , Co 3+ , Sc 3+ , La 3+ , Mn 2+ and the like described in JP-B-6-15038 is added.
  • ethylene oxide or propylene oxide is added to the raw material, the distribution of v or w becomes relatively narrow.
  • Nonionic surfactant represented by formula (II) (hereinafter also referred to as “component (b1)”) and nonionic surfactant represented by formula (III) (hereinafter also referred to as “component (b2)”) .) Is preferably 20% by mass or more, more preferably 25% by mass or more. The higher the narrow rate, the better the cleaning power. Further, when the narrow ratio is 20% by mass or more, particularly 25% by mass or more, it becomes easy to obtain a liquid cleaning agent with less raw material odor of the surfactant.
  • the product contains, together with the component (b1), a component that does not contribute to detergency, for example, a fatty acid ester that is a raw material of the component (b1), or a formula (II)
  • a component that does not contribute to detergency for example, a fatty acid ester that is a raw material of the component (b1), or a formula (II)
  • the nonionic surfactant s with an ethylene oxide adduct having s of 1 or 2 coexists to reduce the narrow rate. For this reason, if the narrow ratio is high, the coexisting components are sufficiently small, and the problem of reduced cleaning power and raw material odor hardly occurs.
  • the component (b2) Although it does not specifically limit as an upper limit of the said narrow rate, It is preferable that it is 80 mass% or less substantially.
  • the narrow ratio is more preferably 20 to 50% by mass and further preferably 20 to 40% by mass in order to improve liquid stability and solubility.
  • the “narrow ratio” indicates a distribution ratio of ethylene oxide adducts having different EO addition mole numbers, and is represented by the following formula (S).
  • Pmax shows the addition mole number of EO of the ethylene oxide adduct most abundant in the whole ethylene oxide adduct.
  • i represents the number of moles of EO added.
  • Yi represents the ratio (% by mass) of the ethylene oxide adduct present in the entire ethylene oxide adduct, where the number of moles of EO added is i. ]
  • the narrow rate can be controlled by, for example, a method for producing the component (b1) or the component (b2).
  • the production method of the component (b1) is not particularly limited.
  • a method of addition-polymerizing ethylene oxide to a fatty acid alkyl ester using a surface-modified composite metal oxide catalyst JP 2000-144179 A.
  • the component (b2) can be produced, for example, by a method in which ethylene oxide is addition-polymerized to an alcohol having 6 to 22 carbon atoms using a surface-modified composite metal oxide catalyst.
  • suitable surface-modified composite metal oxide catalysts used in such a method include metal ions (Al 3+ , Ga 3+ , In 3+ , Tl 3+ , Co 3+ , Sc 3+ , La 3+ , Mn 2+, etc.) are added to the composite metal oxide catalyst such as magnesium oxide and the hydrotalcite surface-modified with metal hydroxide and / or metal alkoxide.
  • a calcined product catalyst is mentioned.
  • the surface modification using the composite metal oxide catalyst it is preferable to use a composite metal oxide in combination with a metal hydroxide and / or a metal alkoxide.
  • the proportion of the metal hydroxide and / or metal alkoxide is preferably 0.5 to 10 parts by mass, more preferably 1 to 5 parts by mass with respect to 100 parts by mass of the composite metal oxide. .
  • the nonionic surfactant a commercially available product may be used, or a nonionic surfactant manufactured by a known synthesis method may be used.
  • the component (b1) can be produced, for example, by a method in which ethylene oxide and / or propylene oxide is added to a fatty acid alkyl ester.
  • the component (b2) can be produced, for example, by a method of addition polymerization of ethylene oxide and / or propylene oxide to an alcohol having 6 to 22 carbon atoms.
  • One nonionic surfactant may be used alone, or two or more nonionic surfactants may be used in combination.
  • the component (b1) is preferable, and a compound in which t in the formula (II) is 0 (that is, polyoxyethylene fatty acid alkyl ester) is more preferable, and R 3 in the formula (II) is methyl.
  • MEE Polyoxyethylene fatty acid methyl ester
  • the liquid detergent of the present invention has a regular composition (liquid detergent by making the surfactant concentration in the liquid detergent more than 40% by mass with respect to the total mass of the liquid detergent).
  • the concentration of the surfactant in the inside is about 25% by mass with respect to the total mass of the liquid detergent
  • the compatibility with ink stains is increased and the detergency is enhanced.
  • the detergency is improved in the application cleaning.
  • the ultra-concentrated composition when MEE is used as the nonionic surfactant, the liquid stability of the liquid detergent is more likely to be improved. Further, when the component (b1) and the component (b2) are used in combination as the nonionic surfactant, the detergency is further enhanced.
  • the mass ratio between the component (b1) and the component (b2) is 0.
  • a mass ratio represented by the component (b1) / component (b2) hereinafter also referred to as “b1 / b2 mass ratio”
  • 1 to 15 is preferable
  • 1 to 10 is more preferable
  • 3 to 8 is more preferable.
  • the b1 / b2 mass ratio is in the preferred range, the detergency against oily dirt is further enhanced.
  • the content of the component (b1) in the component (B) is preferably from 30% by weight to 90% by weight, more preferably from 40% by weight to 80% by weight, based on the total weight of the component (B), 50 More preferably, it is at least 70% by mass.
  • the content of the nonionic surfactant in the component (B) is preferably 30 to 90% by mass, more preferably 40 to 80% by mass, and further 45 to 70% by mass based on the total mass of the component (B). preferable.
  • component (B) When the content of the nonionic surfactant is within the above preferable range, a liquid detergent having excellent detergency against oily soil and excellent liquid stability can be easily obtained.
  • components other than the nonionic surfactant in component (B) include anionic surfactants, cationic surfactants, amphoteric surfactants, and semipolar surfactants, which will be described later. The total of these surfactants does not exceed 100% by mass with respect to the total mass of the component (B).
  • anionic surfactant examples include the following (1) to (12).
  • ⁇ -olefin sulfonate (AOS) having 10 to 20 carbon atoms.
  • Alkyl sulfate or alkenyl sulfate (AS) having 10 to 20 carbon atoms.
  • alkyl (or alkenyl) An alkyl (or alkenyl) phenyl ether sulfate having a linear or branched alkyl (or alkenyl) group having 10 to 20 carbon atoms added with an average of 3 to 30 moles per mole of ether.
  • Alkyl polyhydric alcohol ether sulfates such as alkyl glyceryl ether sulfonic acids having 10 to 20 carbon atoms.
  • Anionic surfactants other than those exemplified above may be used.
  • carboxylic acid type anionic surfactants such as alkyl ether carboxylates, polyoxyalkylene ether carboxylates, alkylamide ether carboxylates or alkenylamide ether carboxylates, acylaminocarboxylates; alkyl phosphate ester salts
  • phosphoric acid ester type anionic surfactants such as polyoxyalkylene alkyl phosphoric acid ester salt, polyoxyalkylene alkyl phenyl phosphoric acid ester salt and glycerin fatty acid ester monophosphoric acid ester salt.
  • the anionic surfactant the above (2) or (6) is preferable.
  • the polyoxyalkylene alkyl ether sulfate (6) is preferably a compound represented by the general formula (V).
  • R 40 represents a linear or branched alkyl group having 8 to 20 carbon atoms.
  • EO represents an oxyethylene group
  • PO represents an oxypropylene group.
  • m represents the average number of repetitions of EO and is a number of 1 or more.
  • n represents the average number of repetitions of PO and is a number from 0 to 6.
  • M + is a counter cation.
  • PO and EO in [(PO) m (EO) n ] may be arranged in blocks or randomly. Also, PO and EO may be bonded PO in the "R 40 -O-", EO may be attached to "R 40 -O-”.
  • the polyoxyalkylene alkyl ether sulfate has a linear or branched alkyl group having 10 to 20 carbon atoms and an average of 1 to 5 moles of alkylene oxide added to 1 mole of alkyl ether. preferable. The number of carbon atoms in the alkyl group is preferably 10 to 20, and more preferably 12 to 14.
  • a dodecyl group a tridecyl group, a tetradecyl group, etc. are mentioned. Of these, a dodecyl group is preferable.
  • the average number of EO repeats is preferably 1 to 5, and more preferably 1 to 3.
  • the average number of PO repeats is preferably 0 to 3.
  • salt form of the anionic surfactant examples include alkali metal salts such as sodium salts and potassium salts; alkaline earth metal salts such as magnesium salts; alkanolamine salts such as monoethanolamine salts and diethanolamine salts; ammonium salts and the like. It is done. Of these, alkali metal salts are preferred.
  • alkylbenzene can be produced by sulfonating with sulfuric anhydride and neutralizing with alkali.
  • AES it can be produced by a method in which polyoxyalkylene alkyl ether is reacted with sulfuric anhydride or chlorsulfonic acid to be sulfonated and neutralized with an alkali.
  • anionic surfactant may be used alone, or two or more anionic surfactants may be used in combination.
  • the content of the anionic surfactant in the component (B) is preferably 5 to 70% by mass, more preferably 10 to 60% by mass, and further preferably 10 to 50% by mass with respect to the total mass of the component (B). 20 to 40% by mass is particularly preferable. If content of an anionic surfactant is more than the said lower limit, the detergency with respect to oily dirt will improve more easily. If content of an anionic surfactant is below the said upper limit, liquid stability will become easier to improve.
  • a nonionic surfactant and an anionic surfactant are preferably used in combination.
  • the mass ratio of the nonionic surfactant to the anionic surfactant (“mass ratio represented by nonionic surfactant / anionic surfactant”) is preferably from 0.1 to 20, and preferably from 0.3 to 9 Is more preferably 0.5 to 9, particularly preferably 1 to 8, and most preferably 1.5 to 4.
  • the mass ratio is in the above preferred range, the detergency is further enhanced.
  • the cleaning power against oil-based ink stains when the liquid cleaning agent of the present invention is used for coating and cleaning is further enhanced.
  • cationic surfactant examples include an alkyltrimethylammonium salt, a dialkyldimethylammonium salt, an alkylbenzyldimethylammonium salt, and an alkylpyridinium salt cationic surfactant.
  • these salts include alkali metal salts such as sodium and potassium, alkaline earth metal salts such as magnesium, and alkanolamine salts such as monoethanolamine and diethanolamine.
  • the content of the cationic surfactant in the component (B) is preferably 0 to 10% by mass and more preferably 0 to 5% by mass with respect to the total mass of the component (A). That the content of the cationic surfactant is 0% by mass means that no cationic surfactant is contained in the component (B).
  • amphoteric surfactant examples include alkylbetaine type, alkylamide betaine type, imidazoline type, alkylaminosulfone type, alkylaminocarboxylic acid type, alkylamidecarboxylic acid type, amide amino acid type, and phosphoric acid type amphoteric surfactant. Can be mentioned. One amphoteric surfactant may be used alone, or two or more amphoteric surfactants may be used in combination.
  • the content of the amphoteric surfactant in the component (B) is preferably 0 to 10% by mass and more preferably 0 to 5% by mass with respect to the total mass of the component (B). That the content of the amphoteric surfactant is 0% by mass means that the amphoteric surfactant is not contained in the component (B).
  • the content of the component (B) in the liquid detergent is preferably 15% by mass or more and 70% by mass or less, more preferably 30% by mass or more and 60% by mass or less, and more preferably 35% by mass or more with respect to the total mass of the liquid detergent. 60 mass% or less is further more preferable, and 40 mass% or more and 60 mass% or less are especially preferable.
  • the content of the component (B) is equal to or higher than the lower limit, the detergency against oily dirt is further enhanced.
  • the cleaning power against oil-based ink stains when the liquid cleaning agent of the present invention is used for application cleaning is further enhanced.
  • the content of the component (B) is equal to or less than the upper limit, the liquid stability is easily improved.
  • the component (B) is preferably a combination of a non-soap surfactant (B-1) and a higher fatty acid or salt (B-2).
  • the component (B-2) is a higher fatty acid having 8 to 20 carbon atoms, preferably 12 to 14 carbon atoms or a salt thereof, and the carbon chain of the fatty acid may be linear or branched.
  • As the component (B-2), lauric acid (dodecanoic acid), tridecylic acid, and myristic acid (tetradecanoic acid) are preferable.
  • Component (B-2) may be one type or two types. Of these, coconut fatty acid containing lauric acid and myristic acid is preferable.
  • the content of the component (B-2) in the liquid detergent for clothing is preferably 1 to 5 mass%, more preferably 1.5 to 3.5 mass%, based on the total mass of the liquid detergent for clothing. More preferably, it is 1.75 to 2% by mass. If it is more than the said lower limit, the recontamination prevention effect will become easier to improve. If it is below the said upper limit, rinse property will become easy to improve more.
  • the liquid detergent of the present invention has a mass ratio between the component (A) and the component (B) [mass ratio represented by the component (A) / component (B), hereinafter also referred to as “A / B ratio”]. 0.01 to 0.15 is preferable, 0.01 to 0.06 is more preferable, and 0.015 to 0.05 is more preferable.
  • a / B ratio is equal to or higher than the lower limit, the detergency against oily dirt is further enhanced. Furthermore, foam suppression is further improved. Liquid stability is improved more as A / B ratio is below the said upper limit.
  • the liquid detergent of the present invention preferably further contains an alkylene oxide adduct (component (C)) of polyalkyleneamine. Since the liquid cleaning agent of the present invention further contains the component (C), the cleaning power against oily stains such as ink is improved.
  • the component (C) include the following component (c1) and component (c2).
  • the component (c1) is an alkylene oxide adduct of polyalkyleneimine.
  • the polyalkyleneimine as the component (c1) is represented by the following general formula (VI), for example. NH 2 —R 21 — (NA—R 21 ) n —NH 2 (VI)
  • each R 21 independently represents an alkylene group having 2 to 6 carbon atoms
  • A represents a hydrogen atom or another polyamine chain by branching
  • n is a number of 1 or more.
  • the polyalkyleneimine represented by the formula (VI) has a branched polyamine chain in the structure.
  • R 21 is a linear alkylene group having 2 to 6 carbon atoms or a branched alkylene group having 3 to 6 carbon atoms.
  • R 21 is preferably an alkylene group having 2 to 4 carbon atoms, more preferably an alkylene group having 2 carbon atoms.
  • the polyalkyleneimine can be obtained by polymerizing one or more alkyleneimines having 2 to 6 carbon atoms by a conventional method. Examples of the alkyleneimine having 2 to 6 carbon atoms include ethyleneimine, propyleneimine, 1,2-butyleneimine, 2,3-butyleneimine, 1,1-dimethylethyleneimine and the like.
  • PEI polyethyleneimine
  • polypropyleneimine are preferable, and PEI is more preferable.
  • PEI is obtained by polymerizing ethyleneimine and has a branched chain structure containing primary, secondary and tertiary amine nitrogen atoms in the structure.
  • the mass average molecular weight of the polyalkyleneimine is preferably 200 to 2000, more preferably 300 to 1500, still more preferably 400 to 1000, and particularly preferably 500 to 800.
  • polyalkyleneimine those having 5 to 30 active hydrogens in one molecule are preferable, those having 7 to 25 are more preferable, and those having 10 to 20 are more preferable.
  • the component (c1) is obtained by adding alkylene oxide to polyalkyleneimine.
  • alkylene oxide such as ethylene oxide is added to the starting polyalkyleneimine at 100 to 180 ° C. in the presence of a basic catalyst such as sodium hydroxide, potassium hydroxide or sodium methylate.
  • a basic catalyst such as sodium hydroxide, potassium hydroxide or sodium methylate.
  • alkylene oxide include alkylene oxides having 2 to 4 carbon atoms.
  • Examples of the alkylene oxide include ethylene oxide, propylene oxide, and butylene oxide. Ethylene oxide and propylene oxide are preferable, and ethylene oxide is more preferable.
  • Examples of the component (c1) include an ethylene oxide adduct of polyalkyleneimine, a propylene oxide adduct of polyalkyleneimine, an ethylene oxide-propylene oxide adduct of polyalkyleneimine, and the like.
  • the ethylene oxide-propylene oxide adduct of polyalkyleneimine is obtained by adding ethylene oxide and propylene oxide to polyalkyleneimine.
  • the addition order and addition form of ethylene oxide and propylene oxide with respect to polyalkyleneimine (block shape, random shape) ) Is optional.
  • an ethylene oxide adduct of polyalkyleneimine and an ethylene oxide-propylene oxide adduct of polyalkyleneimine are preferable, and an ethylene oxide adduct of polyalkyleneimine is more preferable.
  • an average of 5 to 40 alkylene oxides are preferably added to an active hydrogen atom of the polyalkyleneimine as a raw material, and an average of 10 to 30 alkylene oxides are added. Those are more preferred. That is, an average of 5 to 40 moles of alkylene oxide is preferably added per mole of active hydrogen contained in the starting polyalkyleneimine, and an average of 10 to 30 moles of alkylene oxide is more preferable.
  • the mass average molecular weight of the component (c1) is preferably 1000 to 80000, more preferably 2000 to 50000, still more preferably 5000 to 30000, and particularly preferably 10,000 to 20000.
  • a mass average molecular weight shows the value which converted the value measured by GPC (gel permeation chromatography) using THF (tetrahydrofuran) as a solvent based on the calibration curve in PEG (polyethylene glycol).
  • Examples of the component (c1) include compounds represented by the formula (Ic).
  • each R 22 is independently an alkylene group having 2 to 6 carbon atoms, and each m is independently a number of 1 or more.
  • R 22 is preferably an alkylene group having 2 or 3 carbon atoms, and more preferably an alkylene group having 2 carbon atoms.
  • m is the average number of repetitions of (R 22 O), preferably 5 to 40, and more preferably 10 to 30.
  • a synthetic product may be used, or a commercially available product may be used.
  • the brand name "Sokalan HP20" by BASF, etc. are mentioned, for example.
  • the component (c2) is an alkylene oxide adduct of polyalkyleneamine represented by the following formula (VII). NH 2 (R 31 NH) 1 H (VII) In the formula (II), R 31 is an alkylene group having 2 to 6 carbon atoms, and l is a number of 1 or more.
  • R 31 is a linear alkylene group having 2 to 6 carbon atoms or a branched alkylene group having 3 to 6 carbon atoms.
  • R 31 is preferably an alkylene group having 2 to 4 carbon atoms, and more preferably an alkylene group having 2 carbon atoms.
  • polyethyleneamine is preferable. Examples of polyethyleneamine include ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, and pentaethylenehexamine. These polyethyleneamines can be obtained by a known production method, for example, by reacting ammonia and ethylene dichloride.
  • the mass average molecular weight of the polyalkyleneamine is preferably 60 to 1800, more preferably 60 to 1000, and still more preferably 60 to 800.
  • polyalkyleneamine those having 6 to 30 active hydrogens in one molecule are preferable, and those having 7 to 20 active hydrogens are more preferable.
  • the component is obtained by adding alkylene oxide to polyalkyleneamine. This reaction can be performed in the same manner as the component (c1).
  • alkylene oxide include alkylene oxides having 2 to 4 carbon atoms.
  • alkylene oxide include ethylene oxide, propylene oxide, and butylene oxide. Ethylene oxide and propylene oxide are preferable, and ethylene oxide is more preferable.
  • Examples of the component (c2) include an ethylene oxide adduct of polyalkyleneamine, a propylene oxide adduct of polyalkyleneamine, and an ethylene oxide-propylene oxide adduct of polyalkyleneamine.
  • an ethylene oxide adduct of polyalkylene amine and an ethylene oxide-propylene oxide adduct of polyalkylene amine are preferable, and an ethylene oxide adduct of polyalkylene amine is more preferable.
  • an average of 5 to 40 alkylene oxides are preferably added to one active hydrogen atom of the polyalkyleneamine as a raw material, and an average of 10 to 30 alkylene oxides are added. Those are more preferred. That is, an average of 5 to 40 moles of alkylene oxide is added per mole of active hydrogen of the polyalkyleneamine as a raw material, and an average of 10 to 30 moles of alkylene oxide is more preferable.
  • the mass average molecular weight of the component (c2) is preferably 1000 to 80000, more preferably 2000 to 50000, still more preferably 5000 to 30000, and particularly preferably 10,000 to 20000.
  • the component (c1) is preferable.
  • an ethylene oxide adduct of polyethyleneimine represented by the formula (Ic) is particularly preferable.
  • the content of the component (C) is preferably 0.01 to 5% by mass, more preferably 0.05 to 3% by mass, and 0.1 to 2% by mass with respect to the total mass of the liquid detergent of the present invention. Is more preferable. If the component (C) is 0.01% by mass or more, the detergency against oily stains such as ink is improved, and if it is 5% by mass or less, the liquid stability is good.
  • the mass ratio (A / C) of component (A) / component (C) is preferably 0.1 to 4, more preferably 0.2 to 2.5, and 0.3 to 1.5 is more preferable.
  • the mass ratio of the component (A) / component (C) is in the above range, the detergency against oily stains such as ink is further improved.
  • the component (A) and the component (B) are essential components, and the remaining components are optional components such as the component (C), water, and a water-miscible organic solvent.
  • the content of component (A) is 0.1 to 5% by mass with respect to the total mass of the liquid detergent, and the content of component (B) is 15 to 5% with respect to the total mass of the liquid detergent.
  • the content of component (C) is 0.01 to 5 mass% with respect to the total mass of the liquid detergent
  • the water content is 10 with respect to the total mass of the liquid detergent.
  • content of an arbitrary component is 0 mass% with respect to the total mass of a liquid cleaning agent means that an arbitrary component is not contained in a liquid cleaning agent.
  • the liquid detergent of the present invention preferably contains water from the viewpoints of ease of handling during production, solubility in water when used, and the like.
  • the content of water in the liquid detergent is not particularly limited, but is preferably 10 to 90% by mass, more preferably 20 to 70% by mass, and further preferably 30 to 50% by mass with respect to the total mass of the liquid detergent. preferable.
  • the sum of (A) component, (B) component, (C) component and water does not exceed 100 mass% with respect to the total mass of the liquid detergent.
  • the liquid detergent of the present invention includes enzymes such as proteases (eg, alcalase and coronase), water miscible organic solvents such as ethanol, and monoethanolamine.
  • enzymes such as proteases (eg, alcalase and coronase), water miscible organic solvents such as ethanol, and monoethanolamine.
  • alkaline agents such as dibutylhydroxytoluene, preservatives such as sodium benzoate, enzyme stabilizers such as calcium chloride and sodium lactate, flavoring agents such as fragrances, coloring agents such as pigments, etc. May be.
  • the liquid cleaning agent of the present invention preferably contains a water-miscible organic solvent from the viewpoints of improving the coating cleaning performance, reducing the viscosity and improving the usability.
  • Water miscible organic solvents include alcohols such as ethanol, 1-propanol, 2-propanol, 1-butanol, glycols such as propylene glycol (PG), butylene glycol, hexylene glycol, diethylene glycol, triethylene glycol, tetra Polyethylenes such as ethylene glycol, polyethylene glycol having a weight average molecular weight of about 200 to 1000, dipropylene glycol, alkyl ethers such as diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether (butyl carbitol), diethylene glycol dimethyl ether, etc.
  • ethanol propylene glycol
  • polyethylene glycol having a weight average molecular weight of about 200 to 1000
  • diethylene glycol monobutyl ether butyl carbitol
  • One type of water-miscible organic solvent may be used alone, or two or more types may be used in combination.
  • the content of the water-miscible organic solvent is preferably 0.1 to 30% by mass with respect to the total mass of the liquid detergent, More preferred is 15% by mass.
  • the water-miscible organic solvent means an organic solvent that dissolves 50 g or more in 1 L of ion-exchanged water at 25 ° C.
  • the alkaline agent examples include monoethanolamine, diethanolamine, and triethanolamine.
  • the content of the alkali agent is preferably 0.1 to 6% by mass with respect to the total mass of the liquid detergent.
  • the total of component (A), component (B), component (C), water, and optional component does not exceed 100% by mass relative to the total mass of the liquid detergent.
  • the liquid detergent of the present invention preferably has a pH at 25 ° C. of 4 to 9, more preferably pH 6 to 9. When the pH is in such a range, the liquid stability of the liquid detergent can be maintained well.
  • the pH of the liquid detergent can be adjusted by blending a pH adjuster as necessary.
  • the pH adjuster is optional as long as the effects of the present invention are not impaired, but sulfuric acid, sodium hydroxide, potassium hydroxide, alkanolamine and the like are preferable.
  • the pH is a value measured at 25 ° C. according to JIS Z8802: 2011.
  • the liquid detergent of the present invention is produced by a conventionally known production method. For example, the method of adding the said (A) and (B) component to water which is a solvent, adding an arbitrary component as needed, and mixing this is mentioned.
  • the liquid cleaning agent of the present invention is used as a cleaning agent for various uses, but is excellent as a cleaning agent for oily soils, and is therefore suitable as a cleaning agent for objects to be cleaned to which oily soils adhere.
  • the liquid cleaning agent of the present invention is suitable as a liquid cleaning agent for textiles such as clothing, a liquid cleaning agent for hard surfaces such as window glass, and a liquid cleaning agent for kitchens such as tableware and cooking utensils.
  • the liquid cleaning agent of the present invention is excellent in cleaning power against oil-based ink stains, and is therefore suitable as a liquid cleaning agent for textiles such as clothing to which oil-based ink stains adhere, and a liquid cleaning agent for hard surfaces such as window glass. is there.
  • the liquid cleaning agent of the present invention is particularly suitable as a liquid cleaning agent for textiles because it has excellent cleaning power when coated and washed on textiles with oily ink stains.
  • a normal method of use can be mentioned.
  • the liquid detergent of the present invention is used for washing textile products, for example, a method of washing an object to be washed with a washing machine using a washing liquid obtained by adding 5 to 30 ml of a liquid detergent to 30 L of water, the washing liquid The method of immersing the item to be washed is mentioned.
  • the liquid cleaning agent may be applied directly to the article to be washed and left for a certain period of time, and then used in a normal washing method (application cleaning).
  • the liquid cleaning agent of the present invention When the liquid cleaning agent of the present invention is used for cleaning a hard surface, there is a method in which the liquid cleaning agent is applied to the hard surface to be cleaned by spraying or the like and then rubbed with a cleaning tool such as a sponge. .
  • a cleaning tool such as a sponge.
  • the liquid detergent of the present invention When the liquid detergent of the present invention is used for washing dishes, etc., a method for washing dishes with the liquid detergent contained in a sponge as a stock solution, preparing a diluted washing liquid by dissolving the liquid detergent in water And a method of rubbing with a sponge while immersing tableware or the like in the cleaning liquid.
  • the liquid cleaning agent of the present invention Since the liquid cleaning agent of the present invention is excellent in coating cleaning power against oily dirt, it is preferably used in coating cleaning. In particular, when application cleaning is performed on oil-based ink stains attached to the fibers, the component (A) is more likely to act on oil-based ink stains, and the de
  • the liquid cleaning agent of the present invention contains the component (A) and the component (B), it is excellent in cleaning power against oily stains such as oily ink stains. Furthermore, it is excellent in liquid stability and foam suppression.
  • A-1 polyoxypropylene glyceryl ether, Actol T-1500 (trade name), manufactured by Mitsui Chemicals, Inc., weight average molecular weight 1500.
  • A-2 polyoxypropylene glyceryl ether, Actol T-3000 (trade name), manufactured by Mitsui Chemicals, Inc., weight average molecular weight 3000.
  • A-3 polyoxypropylene glyceryl ether, Actol T-4000 (trade name), manufactured by Mitsui Chemicals, Inc., weight average molecular weight 4000.
  • A-4 Polyoxypropylene glyceryl ether, Actol T-5000 (trade name), manufactured by Mitsui Chemicals, Inc., weight average molecular weight 5000.
  • A′-1 polyoxypropylene ethylene glycol ether, Actol D-3000 (trade name), manufactured by Mitsui Chemicals, Inc., weight average molecular weight 3000.
  • A′-2 polyoxypropylene ethylene glycol ether, Actol D-4000 (trade name), manufactured by Mitsui Chemicals, Inc., weight average molecular weight 4000.
  • R 2 alkyl group having 11 carbon atoms and alkyl group having 13 carbon atoms
  • R 3 methyl group
  • Alumina-magnesium hydroxide (Kyoward 300 (trade name), manufactured by Kyowa Chemical Industry Co., Ltd.) having a composition of 2.5 MgO.Al 2 O 3 .wH 2 O was calcined at 600 ° C. for 1 hour in a nitrogen atmosphere.
  • a calcined alumina / magnesium hydroxide (unmodified) catalyst was obtained.
  • a 4 L autoclave was charged with 2.2 g of calcined alumina / magnesium hydroxide (unmodified) catalyst, 2.9 mL of 0.5N potassium hydroxide ethanol solution, 280 g of methyl laurate, and 70 g of methyl myristate. Catalyst reforming was performed.
  • MEE polyoxyethylene fatty acid methyl ester
  • R 2 alkyl group having 11 carbon atoms and alkyl group having 13 carbon atoms
  • R 3 methyl group
  • Softanol a secondary alcohol having 12 to 14 carbon atoms added with 7 mol of ethylene oxide, Softanol 70 (trade name), manufactured by Nippon Shokubai Co., Ltd.
  • B-4 Polyoxyethylene alkyl ether, which is obtained by adding 15 moles of ethylene oxide to a natural alcohol (primary alcohol) having 12 and 14 carbon atoms.
  • R 4 a linear alkyl group having 12 to 14 carbon atoms
  • [Synthesis example of B-4] CO-1214 (trade name, natural alcohols having 12 and 14 carbon atoms) manufactured by Procter & Gamble Co., and 244.4 g of a 30% by mass aqueous sodium hydroxide solution were charged into a pressure-resistant reaction vessel. The reaction vessel was purged with nitrogen. Next, after dehydrating for 30 minutes at a temperature of 100 ° C.
  • B-7 AEPS, monoethanolamine salt of polyoxyethylene polyoxypropane-1,2-diyl alkyl ether sulfate.
  • V linear alkyl group having 12 carbon atoms
  • a linear primary alcohol having 12 carbon atoms [manufactured by Tokyo Chemical Industry Co., Ltd., trade name: 1-dodecanol (molecular weight 186.33), purity > 99%] 640 g and potassium hydroxide 1.0 g were charged and dehydrated at 110 ° C.
  • the alkyl group was dodecyl group, the average added mole number of PO was 1.0, EO An alkoxylate having an average added mole number of 2.0 was obtained.
  • the resulting alkoxylate was sulfated by a falling film reactor using sulfur trioxide gas. The obtained sulfate was neutralized with monoethanolamine to obtain a composition containing a monoethanolamine salt (AEPS) of polyoxyethylene polyoxypropane-1,2-diylalkyl ether sulfate.
  • AEPS monoethanolamine salt
  • B-8 LAS, linear alkylbenzene sulfonic acid, Rypon LH-200 (trade name), manufactured by Lion Corporation.
  • B-9 Coconut fatty acid, manufactured by NOF Corporation, trade name “coconut fatty acid”.
  • B-10 Alkyl chloride (12 carbon atoms) trimethylammonium, manufactured by Lion Akzo, trade name “ARCARD 12-37W”.
  • B-11 Amidoamine, manufactured by Toho Chemical Co., Ltd., trade name “Catinal MPAS-R”.
  • HP-20 Polyethyleneimine ethylene oxide adduct (trade name “Sokalan HP20” manufactured by BASF).
  • Coronase (enzyme), manufactured by Novozymes, trade name “Coronase 48L”.
  • MEA Monoethanolamine (alkaline agent), manufactured by Nippon Shokubai Co., Ltd., trade name “monoethanolamine”.
  • -BHT Dibutylhydroxytoluene (antioxidant), trade name “SUMILZER BHT-R”, manufactured by Sumitomo Chemical Co., Ltd. 3-Methoxy-3-methylbutanol (trade name “Solfit”, manufactured by Kuraray Co., Ltd.).
  • PEG1000 polyethylene glycol, weight average molecular weight 1000 (water-miscible organic solvent), manufactured by Lion Corporation, trade name “PEG # 1000-L60”.
  • PEG # 1000-L60 ⁇ Butyl carbitol, manufactured by Nippon Emulsifier Co., Ltd., trade name “butyl diglycol”.
  • PG Propylene glycol (water miscible organic solvent), manufactured by BASF.
  • -Ethanol water-miscible organic solvent
  • specific alcohol 95 degree synthesis trade name "specific alcohol 95 degree synthesis”.
  • -Sodium benzoate preservative
  • Toa Gosei Co., Ltd. trade name “Sodium benzoate”.
  • Examples 1 to 21, Comparative Examples 1 to 7 According to the compositions shown in Tables 1 to 4, the liquid cleaning agents of Examples 1 to 21 were obtained by adding (A), (B), (C) and optional components to water and mixing. Further, liquid detergents of Comparative Examples 1, 2, and 5 were obtained in the same manner as in Examples 1 to 21 except that the component (A) was not added. Liquid detergents of Comparative Examples 3, 4, 6, and 7 were obtained in the same manner as in Examples 1 to 21 except that the component (A ′) was used instead of the component (A). Tables 1 to 4 show the compositions (formulation components, content (mass%)) of the obtained liquid cleaning agents in the respective examples. In addition, unless otherwise indicated, mass% shows a pure part. In the table, when there is a blank blending component, the blending component is not blended. In the table, the A / B ratios of Comparative Examples 3, 4, 6, and 7 indicate mass ratios of the component (A ′) and the component (B).
  • a cotton cloth cut into 5 cm x 5 cm is used as an evaluation cloth, and an oil-based ballpoint pen (trade name “Clip-on-Slim oil-based ballpoint pen” manufactured by ZEBRA) is applied with an ink-stained cloth with oil-based ink stains attached. Produced. At this time, oil-based ink was applied to the center of the cotton cloth so as to form a circle having a diameter of 2 cm. This ink soiled cloth was washed by the following procedure. Apply 0.05 mL of the liquid cleaning agent in each example to the ink stain cloth so that the oil-based ink stain attached to the stain cloth becomes the center, and leave it for 3 minutes.
  • Washing rate (%) 100 ⁇ (K / S of ink dirt cloth before washing ⁇ K / S of ink dirt cloth after washing) / (K / S of ink dirt cloth before washing ⁇ Evaluation cloth) K / S) ⁇ 100.
  • K / S is a value obtained by the formula: (1-R / 100) 2 / (2R / 100)
  • R is an evaluation cloth, an ink dirt cloth before washing, or an ink dirt after washing. This is the reflectance (%) of the cloth. A cleaning rate of 30% or more was accepted.
  • a cleaning solution was prepared by dissolving 0.3 g of the liquid cleaning agent for clothing in 900 mL of 3 ° hard water at 25 ° C. 20 mL of this cleaning solution was put into an Epton tube having a capacity of 100 mL, shaken 20 times in 20 seconds, and allowed to stand for 3 minutes. The height of the subsequent foam (the length from the boundary between the foam and the cleaning liquid to the upper end surface of the foam) was measured. The measured bubble height (unit: mm) is shown in the table. As an evaluation of rinsing properties, the following ink stain cleaning power and re-staining prevention effect were evaluated.
  • the rinsing properties were evaluated in Examples 3, 15, 16 and 16 in order to confirm the effects of the presence or absence of the component (A), the presence or absence of the component (C), and the amount of the component (B) (B-9). Only Comparative Example 1 was performed. [Ink stain cleaning power] (Detergency with soil release effect by repeated washing treatment) Cotton cloth was put into a fully automatic electric washing machine (AW-80VC, manufactured by Toshiba Corporation), and the bath ratio was adjusted to 20 times. Thereto, 12 g of the liquid cleaning agent of each example was added, and a washing operation was performed in which washing, rinsing, and dehydration were sequentially performed in a standard course.
  • the washing time, rinsing, dehydration, and water volume were not adjusted at all and the standard settings of the washing machine were used.
  • the temperature of the tap water used was 15 ° C. This preliminary washing operation was repeated twice or five times. After finishing the pre-washing twice or five times, the cotton cloth was dried overnight by flat laying, and the cotton cloth after drying was cut into 5 ⁇ 5 cm to obtain a cotton cloth for evaluation.
  • An oil-based ballpoint pen (trade name “Clip-on-Slim oil-based ballpoint pen” manufactured by ZEBRA) was applied to the evaluation cloth to prepare an ink-stained cloth with oil-based ink stains attached thereto.
  • oil-based ink was applied to the center of the cotton cloth so as to form a circle having a diameter of 2 cm.
  • This ink soiled cloth was washed by the following procedure. Apply 0.05 mL of the liquid cleaning agent in each example to the ink stain cloth so that the oil-based ink stain attached to the stain cloth becomes the center, and leave it for 3 minutes. On the other hand, it was cleaned using a washing liquid in which 6 mL of the liquid cleaning agent of each example was dissolved.
  • Terg-O-Tometer manufactured by UNITED STATES TESTING
  • the above-mentioned ink stain cloth and the washing liquid are put into a cleaning tester, and the bath ratio is set to 30 times. Washed for minutes. Next, it was transferred to a two-tank washing machine (product number: CW-C30A1-H1 manufactured by Mitsubishi Electric Corporation), dehydrated for 1 minute, rinsed in 30 L of tap water (15 ° C., 4 ° DH) for 3 minutes, and air-dried. The reflectance was measured with a color difference meter (product name: SE200 type) manufactured by Nippon Denshoku Co., Ltd. for each of the evaluation cloth without ink stain, the ink dirt cloth before washing, and the ink dirt cloth after washing.
  • a color difference meter product name: SE200 type
  • the washing rate (%) was calculated by the following formula.
  • the cleaning rate (%) was calculated for 10 ink-stained cloths, and the average value was used to evaluate the cleaning power against ink stains based on the following criteria.
  • Washing rate (%) 100 ⁇ (K / S of ink dirt cloth before washing ⁇ K / S of ink dirt cloth after washing) / (K / S of ink dirt cloth before washing ⁇ Evaluation cloth) K / S) ⁇ 100.
  • K / S is a value obtained by the formula: (1-R / 100) 2 / (2R / 100)
  • R is an evaluation cloth, an ink dirt cloth before washing, or an ink dirt after washing. This is the reflectance (%) of the cloth.
  • Wet artificial contamination cloth Contamination cloth manufactured by Japan Association of Laundry Science (28.3% oleic acid, 15.6% triolein, 12.2% cholesterol oleate, 2.5% liquid paraffin, 2.5% squalene, cholesterol 20 sheets of fabric with 1.6% gelatin, 7.0% gelatin, 29.8% mud, and 0.5% carbon black (mass ratio).
  • Skin shirt A skin shirt (LL size, manufactured by DVD) cut into pieces (about 3 cm x 3 cm). In a Terg-o-meter (manufactured by UNITED STATES TESTING), 900 mL of 3 ° DH hard water at 25 ° C. was added, and 0.6 g of a liquid cleaning agent was added thereto, and then the article to be cleaned was added.
  • the liquid detergent (Comparative Example 5) that does not contain the component (A) and the liquid detergent (Comparative Examples 6 and 7) that contain the component (A ′) instead of the component (A) did not have sufficient foam suppression. . From the above results, it was confirmed that the liquid cleaning agent to which the present invention was applied was superior in cleaning power against oily dirt.
  • the liquid cleaning agent of the present invention is superior in cleaning power against oily dirt.

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Abstract

L'invention concerne un détergent liquide qui contient : A) un produit d'addition d'oxyde de propylène d'un alcool trihydrique et B) un tensioactif.
PCT/JP2016/082096 2015-10-30 2016-10-28 Détergent liquide Ceased WO2017073741A1 (fr)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2017082178A (ja) * 2015-10-30 2017-05-18 ライオン株式会社 衣料用液体洗浄剤
JP2018188600A (ja) * 2017-05-11 2018-11-29 ライオン株式会社 液体洗浄剤
JP2019065209A (ja) * 2017-10-02 2019-04-25 ライオン株式会社 液体漂白剤組成物
JP2019104793A (ja) * 2017-12-11 2019-06-27 株式会社ニイタカ 液体洗浄剤組成物

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62106999A (ja) * 1985-11-01 1987-05-18 花王株式会社 液体洗浄剤組成物
JPH0243294A (ja) * 1988-08-04 1990-02-13 Kao Corp 洗浄剤組成物
JPH02123195A (ja) * 1988-11-01 1990-05-10 Kao Corp 洗浄剤組成物
JPH0820795A (ja) * 1994-07-07 1996-01-23 Miyoshi Oil & Fat Co Ltd 洗浄剤組成物
JP2006241372A (ja) * 2005-03-04 2006-09-14 Nippon Shokubai Co Ltd 末端変性ポリアルキレンイミンアルキレンオキシド共重合体
JP2007131687A (ja) * 2005-11-09 2007-05-31 Sunstar Inc 透明洗浄剤組成物

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008540813A (ja) 2005-05-31 2008-11-20 ザ プロクター アンド ギャンブル カンパニー 洗剤組成物
JP2008156250A (ja) * 2006-12-21 2008-07-10 Kao Corp アルキルベンゼンスルホン酸塩水溶液用の結晶析出防止剤
EP2581438A1 (fr) 2011-10-12 2013-04-17 The Procter and Gamble Company Composition de détergent
JP6640248B2 (ja) 2015-05-22 2020-02-05 ザ プロクター アンド ギャンブル カンパニーＴｈｅ Ｐｒｏｃｔｅｒ ＆ Ｇａｍｂｌｅ Ｃｏｍｐａｎｙ 界面活性剤及びプロポキシル化グリセリンを含有する洗剤組成物
EP3298115B1 (fr) 2015-05-22 2019-03-20 The Procter and Gamble Company Procédé de production de compositions tensioactives et de compositions détergentes comprenant de la glycérine alcoxylée en guise de solvant

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62106999A (ja) * 1985-11-01 1987-05-18 花王株式会社 液体洗浄剤組成物
JPH0243294A (ja) * 1988-08-04 1990-02-13 Kao Corp 洗浄剤組成物
JPH02123195A (ja) * 1988-11-01 1990-05-10 Kao Corp 洗浄剤組成物
JPH0820795A (ja) * 1994-07-07 1996-01-23 Miyoshi Oil & Fat Co Ltd 洗浄剤組成物
JP2006241372A (ja) * 2005-03-04 2006-09-14 Nippon Shokubai Co Ltd 末端変性ポリアルキレンイミンアルキレンオキシド共重合体
JP2007131687A (ja) * 2005-11-09 2007-05-31 Sunstar Inc 透明洗浄剤組成物

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2017082178A (ja) * 2015-10-30 2017-05-18 ライオン株式会社 衣料用液体洗浄剤
JP2018188600A (ja) * 2017-05-11 2018-11-29 ライオン株式会社 液体洗浄剤
JP2019065209A (ja) * 2017-10-02 2019-04-25 ライオン株式会社 液体漂白剤組成物
JP7109172B2 (ja) 2017-10-02 2022-07-29 ライオン株式会社 繊維製品用液体漂白剤組成物
JP2019104793A (ja) * 2017-12-11 2019-06-27 株式会社ニイタカ 液体洗浄剤組成物
JP7144821B2 (ja) 2017-12-11 2022-09-30 株式会社ニイタカ 液体洗浄剤組成物

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