WO2014046290A1 - スルホン酸塩型界面活性剤および/または硫酸塩型アニオン界面活性剤、ならびに複素環化合物を含む洗浄剤組成物 - Google Patents
スルホン酸塩型界面活性剤および/または硫酸塩型アニオン界面活性剤、ならびに複素環化合物を含む洗浄剤組成物 Download PDFInfo
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- WO2014046290A1 WO2014046290A1 PCT/JP2013/075770 JP2013075770W WO2014046290A1 WO 2014046290 A1 WO2014046290 A1 WO 2014046290A1 JP 2013075770 W JP2013075770 W JP 2013075770W WO 2014046290 A1 WO2014046290 A1 WO 2014046290A1
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- surfactant
- cleaning composition
- anionic surfactant
- sulfate
- skin
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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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
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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
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
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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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
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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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
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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
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
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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
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
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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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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C1/00—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids
- C11C1/02—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids from fats or fatty oils
- C11C1/04—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids from fats or fatty oils by hydrolysis
- C11C1/06—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids from fats or fatty oils by hydrolysis using solid catalysts
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- 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
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
-
- 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
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
- C11D1/06—Ether- or thioether carboxylic acids
-
- 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
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
-
- 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
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
-
- 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
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/29—Sulfates of polyoxyalkylene ethers
-
- 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
- C11D3/28—Heterocyclic compounds containing nitrogen in the ring
Definitions
- the present invention relates to a detergent composition
- a detergent composition comprising a sulfonate type surfactant and / or a sulfate type anionic surfactant and a specific heterocyclic compound.
- the detergent composition for skin and hair is generally composed of an anionic surfactant as a main component, but avoids the irritation of fatty acid salt used in alkaline, and sulfonate type interface such as sulfosuccinate type and isethionate type. Activators or sulfate-type anionic surfactants are widely used.
- the detergent composition containing these anionic surfactants as a main component has excellent detergency, it has a problem in terms of feeling of use such as feeling the roughness of the skin after washing and drying. Further, when a sulfate type surfactant was used, there was still a problem in terms of skin irritation.
- an object of the present invention is to provide a cleaning composition having a good feeling of use such as high cleaning power, low irritation, and no skin roughness after cleaning and drying.
- the present invention includes the following aspects.
- R 1 and R 2 each independently represent a hydrogen atom, a methyl group, a hydroxymethyl group, or a hydroxyethyl group.
- a cleaning composition comprising: [2] The cleaning composition according to the above [1], wherein in formula (1), R 1 and R 2 are hydrogen atoms.
- the composition obtained according to the present invention has high detergency, low irritation, and can suppress skin roughness after being washed and dried, and surprisingly, the composition is soft and moisturized after use. Gives the skin a good feeling after rinsing and has excellent stability.
- composition of the present invention contains (A) a sulfonate type surfactant and / or a sulfate type anionic surfactant, and (B) a specific heterocyclic compound.
- sulfonate-type surfactant and / or sulfate-type anionic surfactant examples include sulfosuccinate type anionic surfactants, isethionate type anionic surfactants, and the like, and sulfate type anionic surfactants include: Examples thereof include alkyl or alkenyl sulfate anionic surfactants.
- the sulfonate type surfactant and the sulfate type anionic surfactant may be used alone or in combination.
- sulfosuccinate type anionic surfactant examples include compounds represented by the following formula (2) or (3).
- R 3 and R 4 each independently represent R 5 —O— or R 6 —CO—NH—
- R 5 represents a linear or branched alkyl group having 8 to 22 carbon atoms or a carbon atom.
- R 6 represents a linear or branched alkyl group having 7 to 21 carbon atoms or a linear or branched alkenyl group having 7 to 21 carbon atoms.
- M 1 , M 2 , M 3 and M 4 each independently represent a hydrogen atom or a cation forming a water-soluble salt selected from alkali metals, alkaline earth metals, ammonium and organic ammonium, and p is 0 Numbers of ⁇ 20 are shown. However, both M 1 and M 2 , and both M 3 and M 4 are not simultaneously hydrogen atoms.
- linear or branched alkyl group having 8 to 22 carbon atoms examples include octyl, nonyl, decyl, undecyl, dodecyl (lauryl), tridecyl, tetradecyl (myristyl), pentadecyl, hexadecyl (palmityl, cetyl), heptadecyl , Octadecyl (stearyl), nonadecyl, icosyl (aragidinyl), docosyl (behenyl) and the like.
- linear or branched alkyl group having 7 to 21 carbon atoms examples include heptyl, octyl, nonyl, decyl, undecyl, dodecyl (lauryl), tridecyl, tetradecyl (myristyl), pentadecyl, hexadecyl (palmityl, cetyl) , Heptadecyl, octadecyl (stearyl), nonadecyl, icosyl (aragidinyl) and the like.
- linear or branched alkenyl group having 8 to 22 carbon atoms examples include octel, nonenyl, decenyl, undecenyl, dodecenyl, tridecenyl, tetradecenyl (myristolyl), pentadecenyl, hexadecenyl (palmitoleyl), heptadecenyl, octadecenyl ( Oleyl, bacenyl), nonadecenyl, icocenyl (gadoleil, eicosenyl), dococenyl (erucyl), octadecadienyl (linoleyl), icosadienyl (eicosadienyl, docosadienyl), octadecatrienyl (linolenyl) and the like.
- linear or branched alkenyl group having 7 to 21 carbon atoms examples include groups formed by removing the methylene group at the bonding site from the above “linear or branched alkenyl group having 8 to 22 carbon atoms”. Can be mentioned.
- Examples of the alkali metal include lithium, sodium, and potassium.
- Examples of the alkaline earth metal include magnesium and calcium.
- Examples of the organic ammonium include alkanolamines having 2 or 3 carbon atoms (ethanolamine, diethanolamine, Triethanolamine, etc.), basic amino acids (arginine, histidine, lysine, etc.), ammonium such as diallyldimethylammonium chloride, PEG-5 stearylammonium chloride.
- the sulfosuccinate type anionic surfactant represented by the above formula (2) or (3), wherein R 3 and R 4 are R 5 —O— is, for example, 2 having 11 to 13 carbon atoms.
- Disodium salt of a succinic acid ester of a secondary alcohol or its ethoxylate [manufactured by Nippon Shokubai Kagaku Kogyo Co., Ltd., Softanol MES 3, 5, 7, 9, 12, etc.
- each number represents the average number of moles of added ethylene oxide (EO) )]
- the sulfosuccinate type anionic surfactant used in the present invention can be used alone or in combination of two or more.
- a sulfosuccinate anionic surfactant represented by the above formula (2) or (3), wherein R 3 and R 4 are R 5 —O— is more preferred.
- M 1 , M 2 , M 3 and M 4 sodium, potassium, ammonium, alkanol ammonium, ammonium of a basic amino acid, and the like are preferable.
- Examples of the isethionate type anionic surfactant include compounds represented by the following formula (4).
- R 7 is a linear or branched alkyl group having 7 to 19 carbon atoms, a linear or branched alkenyl group having 7 to 19 carbon atoms, or a linear or branched chain having 7 to 19 carbon atoms.
- M 5 represents a cation that forms a water-soluble salt of alkali metal or organic ammonium.
- linear or branched alkyl group having 7 to 19 carbon atoms examples include heptyl, octyl, nonyl, decyl, undecyl, dodecyl (lauryl), tridecyl, tetradecyl (myristyl), pentadecyl, hexadecyl (palmityl, cetyl) , Heptadecyl, octadecyl (stearyl), nonadecyl and the like.
- Examples of the straight-chain or branched alkenyl group having 7 to 19 carbon atoms include octel, nonenyl, decenyl, undecenyl, dodecenyl, tridecenyl, tetradecenyl (myristolyl). ), Pentadecenyl, hexadecenyl (palmitoleyl), heptadecenyl, octadecenyl (oleyl, bacenyl), octadecadienyl (linoleyl), octadecatrienyl (linolenyl), etc.
- It includes groups formed by eliminating, as a straight-chain or branched-chain hydroxyalkyl group having a carbon number of 7 to 19, for example, 11-hydroxy heptadecyl, and the like.
- alkali metal include lithium, sodium, and potassium.
- organic ammonium include alkanolamines having 2 or 3 carbon atoms (ethanolamine, diethanolamine, triethanolamine, etc.), basic amino acids (arginine, histidine, lysine). Etc.), and ammonium such as diallyldimethylammonium chloride and PEG-5 stearylammonium chloride.
- R 7 COO— specifically, C 11 H 23 COO—, C 13 H 27 COO—, C 15 H 31 COO—, C 17 H 35 COO—, coconut oil fatty acid residue
- group M 5 include lithium, potassium, sodium, monoethanolammonium, diethanolammonium, triethanolammonium and the like.
- the alkyl or alkenyl sulfate type anionic surfactant has a linear or branched alkyl group having 10 to 20 carbon atoms or a linear or branched alkenyl group having 10 to 20 carbon atoms, and is contained within one molecule.
- Examples of the linear or branched alkyl group or alkenyl group having 10 to 20 carbon atoms include carbon atoms among the linear or branched alkyl groups or alkenyl groups having 8 to 22 carbon atoms exemplified for R 5 and the like. The number is 10-20.
- alkyl or alkenyl sulfate anionic surfactants include sodium lauryl sulfate (Kao Corporation, Emal 0, etc.), polyoxyethylene lauryl ether sodium sulfate (Kao Corporation, Emar 20C) and the like. .
- the alkyl or alkenyl sulfate anionic surfactants can be used alone or in combination of two or more.
- the heterocyclic compound of component (B) used in the present invention has a characteristic that it easily retains moisture due to the polarity due to the intramolecular amide bond, and the cleaning composition containing this is washed and dried. It has the effect of suppressing the skin roughness of the skin and gives the skin flexibility and moisture retention after use.
- most of the compounds having polar groups such as carboxyl groups and hydroxy groups have water absorption and good affinity with water, but they are used as moisturizing agents.
- a compound having two adjacent amide bonds and forming a 6-membered ring and having excellent affinity with the skin was not used for the detergent.
- the heterocyclic compound of component (B) used in the present invention is represented by formula (1).
- R 1 and R 2 each independently represents a hydrogen atom, a methyl group, a hydroxymethyl group, or a hydroxyethyl group (1-hydroxyethyl group, 2-hydroxyethyl group).
- a hydrogen atom, a hydroxymethyl group, or a 1-hydroxyethyl group is preferable, and a hydrogen atom is more preferable. Due to the hydroxy group, the polarity tends to increase and the moisturizing power tends to increase, and there is a tendency to suppress the roughness of the skin after washing and drying.
- the heterocyclic compound represented by the formula (1) of the present invention can also exist as a tautomer represented by the following formula (1 ′), and can be converted into each other.
- the tautomer represented by the formula (1 ') is also included in the present invention.
- the heterocyclic compound represented by the formula (1) can exist as a stereoisomer such as an optically active substance or a diastereomer.
- the stereoisomers may be used alone or as a mixture thereof (racemate, diastereomer mixture, etc.).
- the heterocyclic compound represented by the formula (1) can be produced by cyclization condensation from a known optically active or racemic amino acid (glycine, alanine, serine, threonine, etc.) by a method known per se, Moreover, a commercial item can also be used.
- a known optically active or racemic amino acid glycine, alanine, serine, threonine, etc.
- the total blending amount of the components (A) and (B) varies depending on the dosage form of the cleaning composition, but is preferably 5 to 95% by weight, more preferably 5 to 50% by weight based on the total weight of the composition. Weight percent is more preferred.
- the addition of polyacrylic acid or a derivative thereof as component (C) improves the texture after rinsing, in addition to the above properties.
- polyacrylic acid or derivatives thereof include polyacrylic acid, polyacrylic acid amide, polymethyl acrylate, polyethyl acrylate, carboxyvinyl polymer, acrylic acid / alkyl methacrylate copolymer, ethyl acrylate / acrylic acid Amide / acrylic acid copolymer, ethyl acrylate / ethyl methacrylate copolymer, butyl acrylate / methacrylic acid copolymer, butyl acrylate / hydroxy methacrylic acid copolymer, methoxyethyl acrylate / hydroxyethyl acrylate copolymer A polymer etc. are mentioned.
- Polyacrylic acid or its derivatives include those in which part or all of the acid forms a salt.
- examples include alkali metal salts, alkanolamine salts having 2 or 3 carbon atoms, ammonium salts, and specific examples include sodium salts, potassium salts, ethanolamine salts, diethanolamine salts, and triethanolamine salts.
- Polyacrylic acid or a derivative thereof can be used alone or in combination of two or more.
- the molecular weight of polyacrylic acid or a derivative thereof is preferably in the range of 500,000 to 5,000,000, and the lower limit is preferably 800,000, preferably 1,000,000 from the viewpoint of the stability of the viscosity of the formulation.
- the upper limit is preferably 4.5 million and more preferably 4 million because it may be difficult to mix due to solubility problems.
- the polyacrylic acid or derivative thereof is desirably blended in the range of 0.05 to 2% by weight in the cleaning composition of the present invention.
- the lower limit is more preferably 0.08% by weight, and more preferably 0.1% by weight.
- the upper limit is preferably 1.5% by weight and more preferably 1% by weight.
- the cleaning composition of the present invention can further impart moisture retention to the skin by blending an oil component as component (D) and / or a polyol as component (E), and The stability of the composition can be improved. That is, separation, layer separation, precipitation and precipitation of the solubilized components are suppressed.
- Component (D) and component (E) may be blended alone or in combination.
- oil component of component (D) examples include triglycerides such as jojoba oil, olive oil, castor oil, and sunflower seed oil.
- the oil component of component (D) is 0.05 to 5% by weight, preferably 0.1 to 3% by weight, more preferably 0.2 to 1.5% by weight in the cleaning composition of the present invention. It is desirable to blend in a range.
- component (E) polyol examples include propylene glycol, glycerin, and butylene glycol.
- the polyol of component (E) is blended in the cleaning composition of the present invention in the range of 0.1 to 30% by weight, preferably 0.15 to 25% by weight, more preferably 0.2 to 20% by weight. It is desirable to do.
- the detergent composition of the present invention includes other surfactants, for example, anionic surfactants such as alkyl ether acetates and polyoxyethylene alkyl ether acetates, fatty acid amides, polyoxyethylene alkyl ethers, and sugar ester types.
- anionic surfactants such as alkyl ether acetates and polyoxyethylene alkyl ether acetates, fatty acid amides, polyoxyethylene alkyl ethers, and sugar ester types.
- Nonionic surfactants such as sugar ethers and sugar amides
- amphoteric surfactants such as imidazolines and betaines may be used in combination as long as the effects of the present invention are not impaired.
- viscosity modifiers such as methyl cellulose, ethanol, polyoxyethylene glycol distearate, pearling agents, fragrances, dyes, ultraviolet absorbers, antioxidants, bactericides, anti-inflammatory agents, preservatives, etc. it can.
- the cleaning composition of the present invention is produced by a conventional method and can be made into a paste, gel, liquid, solid or other dosage form, and is suitable as a cleaning agent for body such as skin or hair. In particular, it is preferably used for skin cleaning.
- the cleaning compositions shown in Table 1 below were prepared. About these cleaning compositions, the cleaning power, irritation, skin roughness after washing and drying, skin flexibility after use, after use The moisturizing feeling of the skin, the texture after rinsing (smoothness), and the suppression of separation / precipitation were evaluated. Detergency, softness of the skin after washing and drying, softness of the skin after use, moisturizing feeling of the skin after use, and smoothness after rinsing, using panelists of 10 men and women Evaluation was performed. Evaluation on irritation was conducted on five panelists who tend to be rough.
- the average value according to the following criteria was calculated, and the average value was 4.5 or more, very good ( ⁇ ), 3.5-4.4 good ( ⁇ ), The case of 2.5 to 3.4 was generally judged ( ⁇ ), and the case of 2.4 or less was judged as defective ( ⁇ ).
- Evaluation 1 Detergency Take 3 g of commercially available soil (Nisshinsha's favorite soil 5 L) in hand and sprinkle it on the palm of both hands. Take 1 mL of various detergent compositions with a dropper and 3 mL of tap water. The palm surface was washed for 30 seconds so that both hands were rubbed together. The detergent composition and the soil were poured with running water (tap water), and the palm was visually observed. The score was evaluated according to the following score based on a photograph showing the degree of dirt removal prepared in advance. 5 points: Better dirt removal than photo. 4 points: Slightly better stains than photos. 3 points: Photo equivalent. 2 points: Slightly worse than the photograph. 1 point: Dirt removal is worse than the photo.
- Evaluation 2 Irritation 5 g of hands with a rough hand (the skin surface appears to be dryer than normal people), with the help of a panelist and 1 g of the detergent composition taken with a dropper for 30 seconds. Hand washing was performed while gently rubbing the hands, and hand irritation during this period was evaluated according to the following criteria. A: Five out of five panelists evaluated that there was no irritation. ⁇ : Four out of five panelists evaluated that there was no irritation. ⁇ : Of 5 panelists, 3 evaluated that there was no irritation. X: Two panelists evaluated that there was no irritation feeling among five panelists.
- Evaluation 3 Skin roughness after washing and drying Various 1 ml of the detergent composition was taken with a dropper and further 3 ml of tap water was added, and both hands were rubbed together, and the palm surface was washed for 30 seconds. The sample was rinsed with running water (tap water), wiped with a towel, and evaluated after 3 minutes. 5 points: Not expensive. Does not allow the skin to feel tight. 4 points: I feel a little bit bulky. Slightly feels the skin tight. 3 points: Feels thick. The skin feels tight. 2 points: intermediate between 3 points and 1 point. 1 point: I feel quite bulky. The skin feels quite tight.
- Evaluation 4 Softness of skin after use Various detergent compositions were placed in a 1 mL hand with a dropper, and 3 mL of tap water was further added to rub both hands, and the palm surface was washed for 30 seconds. The sample was rinsed with running water (tap water), wiped with a towel, and evaluated after 3 minutes. 5 points: I feel soft. 4 points: I feel a little soft. 3 points: Same as before washing. 2 points: I feel a little hard. 1 point: Feels hard.
- Evaluation 5 Moisturizing feeling of skin after use Various detergent compositions were placed in a 1 mL hand with a dropper, and further 3 mL of tap water was added, and both hands were rubbed together, and the palm surface was washed for 30 seconds. The sample was rinsed with running water (tap water), wiped with a towel, and evaluated after 3 minutes. 5 points: I feel moist. 4 points: I feel a little moist. 3 points: Same as before washing. 2 points: Slightly less moist than before washing. 1 point: Less moist feeling than before washing.
- Evaluation 6 Texture after rinsing (smoothness) 1 mL of various detergent compositions were taken with a dropper, and 3 mL of tap water was further added, and both hands were rubbed together to wash the palm surface for 30 seconds. The sample was rinsed with running water (tap water), wiped with a towel, and evaluated after 3 minutes. 5 points: Feels that the skin surface is smooth. 4 points: Feels that the skin surface is slightly smooth. 3 points: Same as before washing. 2 points: I feel that the smoothness of the skin surface is slightly worse than before washing. 1 point: I feel that the smoothness of the skin surface is worse than before washing.
- Evaluation 7 Suppression of separation / precipitation After stirring at 50 ° C. for 30 minutes, the mixture was allowed to stand at room temperature for 24 hours, and then visually observed.
- X Precipitation or suspended matter is recognized.
- the detergency was satisfactory because various anionic activators were used.
- the compounding of the heterocyclic compound had a satisfactory level of irritation, skin roughness, moisture retention, and flexibility.
- polyacrylic acid, oil, and polyol By adding polyacrylic acid, oil, and polyol to this, it was possible to obtain a cleaning composition that was satisfactory in terms of texture and secured stability.
- liquid cleaning materials were prepared. All were compositions with high detergency, no irritation, and no skin roughness after washing.
- the composition obtained according to the present invention has high detergency, low irritation, and can suppress skin roughness after being washed and dried, and surprisingly, the composition is soft and moisturized after use. Gives the skin a good feeling after rinsing and has excellent stability.
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Abstract
Description
[1](A)スルホン酸塩型界面活性剤および/または硫酸塩型アニオン界面活性剤、ならびに
(B)式(1)で表わされる複素環化合物
を含有する洗浄剤組成物。
[2]式(1)中、R1およびR2が、水素原子である上記[1]記載の洗浄剤組成物。
[3]硫酸塩型アニオン界面活性剤が、アルキルまたはアルケニル硫酸塩型アニオン界面活性剤である上記[1]または[2]に記載の洗浄剤組成物。
[4]洗浄剤組成物における(A)スルホン酸塩型界面活性剤および/または硫酸塩型アニオン界面活性剤と(B)複素環化合物の重量比(A/B)が1000/10~1000/1である上記[1]から[3]のいずれか1項に記載の洗浄剤組成物。
[5]成分(A)および(B)の合計配合量が洗浄剤組成物の全重量の5~95重量%である上記[1]から[4]のいずれか1項に記載の洗浄剤組成物。
[6]さらに(C)ポリアクリル酸またはその誘導体を含有する上記[1]から[5]のいずれか1項に記載の洗浄剤組成物。
[7]さらに(D)油成分および/または(E)ポリオールを含有する上記[1]から[6]のいずれか1項に記載の洗浄剤組成物。
本発明の成分(A)に用いられるスルホン酸塩型界面活性剤としては、スルホコハク酸塩型アニオン界面活性剤、イセチオネート型アニオン界面活性剤等が挙げられ、硫酸塩型アニオン界面活性剤としては、アルキルまたはアルケニル硫酸塩型アニオン界面活性剤等が挙げられる。
スルホン酸塩型界面活性剤および硫酸塩型アニオン界面活性剤は、それぞれ単独で用いてもよく、併用してもよい。
炭素原子数7~21の直鎖または分岐鎖のアルキル基としては、例えば、ヘプチル、オクチル、ノニル、デシル、ウンデシル、ドデシル(ラウリル)、トリデシル、テトラデシル(ミリスチル)、ペンタデシル、ヘキサデシル(パルミチル、セチル)、ヘプタデシル、オクタデシル(ステアリル)、ノナデシル、イコシル(アラギジニル)等が挙げられる。
炭素原子数7~21の直鎖または分岐鎖のアルケニル基としては、上記「炭素原子数8~22の直鎖または分岐鎖のアルケニル基」から結合部位のメチレン基を除いて形成される基が挙げられる。
炭素原子数7~19の直鎖または分岐鎖のアルキル基としては、例えば、ヘプチル、オクチル、ノニル、デシル、ウンデシル、ドデシル(ラウリル)、トリデシル、テトラデシル(ミリスチル)、ペンタデシル、ヘキサデシル(パルミチル、セチル)、ヘプタデシル、オクタデシル(ステアリル)、ノナデシル等が挙げられ、炭素原子数7~19の直鎖または分岐鎖のアルケニル基としては、例えば、オクテル、ノネニル、デセニル、ウンデセニル、ドデセニル、トリデセニル、テトラデセニル(ミリストレイル)、ペンタデセニル、ヘキサデセニルル(パルミトレイル)、ヘプタデセニル、オクタデセニル(オレイル、バクセニル)、オクタデカジエニル(リノレイル)、オクタデカトリエニル(リノレニル)等から結合部位のメチレン基を除いて形成される基が挙げられ、炭素原子数7~19の直鎖または分岐鎖のヒドロキシアルキル基としては、例えば、11-ヒドロキシヘプタデシル等が挙げられる。
アルカリ金属としては、リチウム、ナトリウム、カリウム等が挙げられ、有機アンモニウムとしては、炭素原子数2もしくは3のアルカノールアミン(エタノールアミン、ジエタノールアミン、トリエタノールアミン等)、塩基性アミノ酸(アルギニン、ヒスチジン、リジン等)、ジアリルジメチルアンモニウムクロリド、PEG-5ステアリルアンモニウムクロリド等のアンモニウムが挙げられる。
炭素原子数10~20の直鎖または分岐鎖のアルキル基またはアルケニル基としては、R5等で例示した炭素原子数8~22の直鎖または分岐鎖のアルキル基またはアルケニル基のうち、炭素原子数が10~20のものが挙げられる。
アルキルまたはアルケニル硫酸塩型アニオン界面活性剤は、単独でまたは2種以上を組み合わせて使用することができる。
本発明に用いられる成分(B)の複素環化合物は、分子内アミド結合に起因する極性から、水分を保持しやすい特性が認められ、これを配合した洗浄剤組成物は、洗浄し乾燥した後の肌のかさつきを抑える作用を示し、使用後に肌に柔軟性および保湿性を与えるものである。一般に、炭化水素の化合物に比べ、カルボキシル基、ヒドロキシ基等の極性基を有する化合物はその多くが吸水性を有し、水との親和性が良く保湿剤に用いられるが、本品のように、隣接する2つのアミド結合を有し、かつ、6員環を形成し、皮膚との親和性に優れた化合物を洗浄剤用途に用いることはなかった。
成分(D)および成分(E)は、それぞれ単独で配合してもよく、併用して配合してもよい。
成分(D)の油成分は、本発明の洗浄剤組成物中に、0.05~5重量%、好ましくは0.1~3重量%、より好ましくは0.2~1.5重量%の範囲で配合するのが望ましい。
成分(E)のポリオールは、本発明の洗浄剤組成物中に、0.1~30重量%、好ましくは0.15~25重量%、より好ましくは0.2~20重量%の範囲で配合するのが望ましい。
市販の土壌(日清社製 観葉の好きな土 5L)を3g手にとり、両手の手のひらにまぶし、ここに、各種洗浄剤組成物をスポイトで1mLとり、さらに、水道水3mLを加え、両手をすり合わせるようにして、手のひらの面を30秒間洗った。流水(水道水)で洗浄剤組成物および土壌を流し、手のひらを目視で観察した。評点はあらかじめ用意した汚れ落ち度を示す写真を基準に、下記の評点で評価した。
5点:写真より、汚れ落ちが良い。
4点:写真より、汚れ落ちがやや良い。
3点:写真同等。
2点:写真より、汚れ落ちがやや悪い。
1点:写真より、汚れ落ちが悪い。
5名のやや手荒れ(肌表面が通常の人よりも乾燥しているように見える)があるパネラーに協力を得て、スポイトでとった洗浄剤組成物を1g両手に30秒間軽く手をこすりながら手洗いを行い、この間の手の刺激感を下記の基準に従って評価した。
◎:パネラー5名中、5名が刺激感はないと評価した。
○:パネラー5名中、4名が刺激感はないと評価した。
△:パネラー5名中、3名が刺激感はないと評価した。
×:パネラー5名中、2名以下が刺激感はないと評価した。
各種洗浄剤組成物をスポイトで1mL手にとり、さらに、水道水3mLを加え、両手をすり合わせるようにして、手のひらの面を30秒間洗った。流水(水道水)ですすぎ、タオルで水分を拭き取り、3分たった時点で評価した。
5点:かさつかない。肌がつっぱる感じを認めない。
4点:わずかにかさつきを感じる。わずかに、肌がつっぱる感じがする。
3点:かさつきを感じる。肌がつっぱる感じがする。
2点:3点と1点の中間。
1点:かなりかさつきを感じる。かなり肌がつっぱる感じがする。
各種洗浄剤組成物をスポイトで1mL手にとり、さらに、水道水3mLを加え、両手をすり合わせるようにして、手のひらの面を30秒間洗った。流水(水道水)ですすぎ、タオルで水分を拭き取り、3分たった時点で評価した。
5点:やわらかくなったと感じる。
4点:やややわらかくなったと感じる。
3点:洗浄前と同等。
2点:やや硬くなったと感じる。
1点:硬くなったと感じる。
各種洗浄剤組成物をスポイトで1mL手にとり、さらに、水道水3mLを加え、両手をすり合わせるようにして、手のひらの面を30秒間洗った。流水(水道水)ですすぎ、タオルで水分を拭き取り、3分たった時点で評価した。
5点:しっとりしたと感じる。
4点:ややしっとりしたと感じる。
3点:洗浄前と同等。
2点:洗浄前よりしっとりした感じがやや少なくなった。
1点:洗浄前よりしっとりした感じが少なくなった。
各種洗浄剤組成物をスポイトで1mL手にとり、さらに、水道水3mLを加え、両手をすり合わせるようにして、手のひらの面を30秒間洗った。流水(水道水)ですすぎ、タオルで水分を拭き取り、3分たった時点で評価した。
5点:肌の表面がなめらかになったと感じる。
4点:肌の表面がややなめらかになったと感じる。
3点:洗浄前と同等。
2点:洗浄前より肌の表面のなめらかさがやや悪化したと感じる。
1点:洗浄前より肌の表面のなめらかさが悪化したと感じる。
50℃で30分撹拌した後、室温で24時間放置し、その後目視による観察を行った。
◎:分離・析出がない。
○:分離はなく、沈殿や浮遊物は認められないが、若干全体的に曇っている。
△:分離はなく、沈殿や浮遊物は認められないが、全体的に曇っている。
×:沈殿あるいは浮遊物が認められる。
複素環化合物(R1=R2=水素):東京化成社製
複素環化合物(R1=R2=メチル基):バッケム社製
ポリオキシエチレンラウリルエーテル硫酸Na:花王社製 エマール20C
ラウリル硫酸Na:花王社製 エマール0
スルホコハク酸ラウリル2Na:東邦化学工業社製 コハクール L-40
ポリオキシエチレンスルホコハク酸ラウリル2Na:新日本理化社製 リカマイルド ES-100
(アクリレーツ/アクリル酸アルキル(C10-30))クロスポリマー:日光ケミカルズ社製 カーボポール EDT 2020
(アクリレーツ/メタクリル酸ステアレス-20)クロスポリマー:ローム・アンド・ハース株式会社製 アキュリン88
ホホバ油:日光ケミカルズ社製 NIKKOL ホホバ油S
グリセリン:日油社製 グリセリン85
本発明がその好ましい態様を参照して提示又は記載される一方、本明細書中において、添付の請求の範囲で包含される発明の範囲を逸脱することなく、形態や詳細の様々な変更をなし得ることは当業者に理解されるであろう。本明細書中に示され又は参照されたすべての特許、特許公報及びその他の刊行物は、参照によりその全体が取り込まれる。
Claims (7)
- 式(1)中、R1およびR2が、水素原子である請求項1記載の洗浄剤組成物。
- 硫酸塩型アニオン界面活性剤が、アルキルまたはアルケニル硫酸塩型アニオン界面活性剤である請求項1または2に記載の洗浄剤組成物。
- 洗浄剤組成物における(A)スルホン酸塩型界面活性剤および/または硫酸塩型アニオン界面活性剤と(B)複素環化合物の重量比(A/B)が1000/10~1000/1である請求項1から3のいずれか1項に記載の洗浄剤組成物。
- 成分(A)および(B)の合計配合量が洗浄剤組成物の全重量の5~95重量%である請求項1から4のいずれか1項に記載の洗浄剤組成物。
- さらに(C)ポリアクリル酸またはその誘導体を含有する請求項1から5のいずれか1項に記載の洗浄剤組成物。
- さらに(D)油成分および/または(E)ポリオールを含有する請求項1から6のいずれか1項に記載の洗浄剤組成物。
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JP2014536958A JP6156384B2 (ja) | 2012-09-24 | 2013-09-24 | スルホン酸塩型界面活性剤および/または硫酸塩型アニオン界面活性剤、ならびに複素環化合物を含む洗浄剤組成物 |
CN201380049743.1A CN104684539B (zh) | 2012-09-24 | 2013-09-24 | 包含磺酸盐型表面活性剂和/或硫酸盐型阴离子表面活性剂、以及杂环化合物的洗涤剂组合物 |
US14/664,965 US9427388B2 (en) | 2012-09-24 | 2015-03-23 | Cleansing agent composition comprising sulfonate-type surfactant and/or sulfate-type anionic surfactant and heterocyclic compound |
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JPWO2014007370A1 (ja) * | 2012-07-05 | 2016-06-02 | 住友精化株式会社 | ジェル状組成物 |
JP2020520965A (ja) * | 2017-05-23 | 2020-07-16 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 汚染防止効果をもたらすための特定のポリマーの使用 |
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US9856440B2 (en) | 2016-03-02 | 2018-01-02 | The Procter & Gamble Company | Compositions containing anionic surfactant and a solvent comprising butanediol |
US9840684B2 (en) | 2016-03-02 | 2017-12-12 | The Procter & Gamble Company | Compositions containing alkyl sulfates and/or alkoxylated alkyl sulfates and a solvent comprising a diol |
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JP2020520965A (ja) * | 2017-05-23 | 2020-07-16 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 汚染防止効果をもたらすための特定のポリマーの使用 |
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CN104684539B (zh) | 2018-02-27 |
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US9427388B2 (en) | 2016-08-30 |
US20150190325A1 (en) | 2015-07-09 |
EP2898876B1 (en) | 2017-11-29 |
JP6156384B2 (ja) | 2017-07-05 |
CN104684539A (zh) | 2015-06-03 |
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