CN103974690A - Skin cleansing agent composition - Google Patents

Skin cleansing agent composition Download PDF

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Publication number
CN103974690A
CN103974690A CN201280060484.8A CN201280060484A CN103974690A CN 103974690 A CN103974690 A CN 103974690A CN 201280060484 A CN201280060484 A CN 201280060484A CN 103974690 A CN103974690 A CN 103974690A
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composition
quality
alkyl
skin cleanser
general formula
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CN103974690B (en
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园田纯子
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Kao Corp
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Kao Corp
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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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • 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
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
    • 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
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • 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
    • A61K8/817—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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • 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
    • 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
    • C11D1/008—Polymeric surface-active agents
    • 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
    • C11D1/38—Cationic compounds
    • C11D1/65—Mixtures of anionic with cationic compounds
    • 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
    • C11D10/00—Compositions of detergents, not provided for by one single preceding group
    • C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • C11D10/042—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on anionic surface-active compounds and soap

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Veterinary Medicine (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Inorganic Chemistry (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)

Abstract

Provided is a skin cleansing agent composition which contains (A) 1 to 20 mass % of an alkyl ether carboxylic acid represented by general formula (1) (in the formula, R1 denotes an alkyl group having 4 to 22 carbon atoms and n denotes a number between 0 to 20), and in which the average number of carbon atoms in R1 is 10.8 to 12.8, the content of components in which n=0 is 4.3 to 30 mass % and the total content of components in which n=1 and components in which n = 2 is at least 20 mass % and less than 40 mass %, (B) 1 to 20 mass % of a fatty acid represented by general formula (2) (in the formula, R2 denotes a straight chain or branched chain alkyl group or alkenyl group having 9 to 21 carbon atoms), (C) 0.1 to 5 mass % of a cationic polymer, (D) a base and (E) water. At least a part of component (A) and component (B) are present in the form of component (D) and salts, and the molar ratio of component (D) relative to component (A) and component (B) (component (D)/(component (A) + component (B)) is 0.9 to 1.1.

Description

Composition of skin cleanser
Technical field
The present invention relates to composition of skin cleanser.
Background technology
In recent years, for clean body, the mildness to skin is sought in agent.The particularly foam when clean, have and think if with not having foam that elastic quality is coarse to continue to have the cleaning of friction, can produce the consumer of the skin problem such as xerosis cutis or speckle, wrinkle, along with the raising of defying age consciousness, seek to obtain the cleaning agent of more resilient foam.
One of cleaning agent of resilient foam can be obtained for thinking, the cleaning agent of the paste that makes fatty acid crystallization can be enumerated.In patent documentation 1, disclose the high molecular combination of fatty acid and cationic.
In addition, in order to produce elasticity in foam, have specific non-ionic surface active agent and anion surfactant are combined to the method (patent documentation 2) that vacuolar membrane is strengthened; Attempt, by by specific soap and the combination of other surfactant, forming creamy alveolar substance (patent documentation 3) with homogenizing.
Prior art document
Patent documentation
Patent documentation 1: TOHKEMY 2011-20941 communique
Patent documentation 2: TOHKEMY 2008-150303 communique
Patent documentation 3: Japanese kokai publication hei 11-35972 communique
Summary of the invention
The present invention relates to a kind of composition of skin cleanser, it contains following composition (A), (B), (C), (D) and (E):
(A) the represented alkyl ether carboxylic acid of general formula (1), its content is 1～20 quality %,
R 1-O-(CH 2CH 2O) n-CH 2-COOH (1)
(in formula, R 1represent the alkyl that carbon number is 4～22, n represents 0～20 number.)
R in described alkyl ether carboxylic acid 1average carbon atom number be 10.8～12.8, composition 4.3～30 quality % that comprise n=0, the total content of the composition of n=1 and the composition of n=2 is that 20 quality % are above and be less than 40 quality %;
(B) the represented fatty acid of general formula (2), its content is 1～20 quality %;
R 2-COOH (2)
(in formula, R 2the straight chain that expression carbon number is 9～21 or alkyl or the thiazolinyl of side chain.)
(C) cationic polymer, its content is 0.1～5 quality %;
(D) alkali;
(E) water,
Composition (A) and at least a portion (B) and composition (D) exist with the form of salt, and composition (D) is 0.9～1.1 with respect to composition (A) and mol ratio (B) (composition (D)/(composition (A)+composition (B))).
Detailed description of the invention
As patent documentation 1, make the cleaning agent of the paste of fatty acid crystallization need a large amount of fatty acids, as the use sense after clean, easily produce tight sense, dry sensation, vary with each individual and can produce uncomfortable situation.On the other hand, although the anion surfactant as patent documentation 2 and the combination of specific non-ionic surface active agent or as patent documentation 3 the combination of soap and other surfactant form creamy alveolar substance, there is the technical problem a little less than the elasticity of foam.
The present invention relates to the fine and smooth elasticity excellence of a kind of alveolar substance, the skin wet after having cleaned, and suppressed the composition of skin cleanser of tight sense.
Present inventor finds: if specific alkyl ether carboxylic acid is used with specific fatty acid, cationic polymer compositions, can obtain the fine and smooth elasticity excellence of alveolar substance, and skin wet after cleaning, suppress the composition of skin cleanser of tight sense.
The fine and smooth elasticity excellence of composition of skin cleanser alveolar substance of the present invention, and skin wet after cleaning, can suppress tight sense.In the present invention, tight sense is while having cleaned, for example towel off dry after, skin surface is tightened the same sensation
Composition (A) alkyl ether carboxylic acid who uses in the present invention represents with general formula (1).
In formula, R 1for the alkyl that carbon number is 4～22, be preferably carbon number and be 6～20 alkyl, the alkyl that more preferably carbon number is 8～18, is more preferably carbon number and is 8～16 alkyl, the alkyl that more preferably carbon number is 10～16.In addition, R 1alkyl chain can be any of straight chain or side chain, from the viewpoint of foaming characteristic, be preferably straight chained alkyl.In addition, R 1average carbon atom number be 10.8～12.8, be preferably 10.8～12.5, more preferably 12.1～12.4.If within the scope of this, due to foaming characteristic, alveolar substance, further low-temperature stability aspect excellence, therefore preferred.
In addition, R 1preferably comprise alkyl of more than two kinds, the composition with the alkyl chain length that content is maximum is preferably 55 quality % above and is less than 97 quality %, and more preferably 60～95 quality %, from bubble amount and alveolar substance excellence, are more preferably 70～95 quality %.
In addition, in formula, n represents 0～20 number, more preferably 0～12.In addition, n represents the addition molal quantity of ethylene oxide, from the good viewpoint of alveolar substance, average addition molal quantity (meansigma methods of n) in the composition of composition (A) is preferably 1.5～10, more preferably 2.5～4.5, be more preferably 2.5～3.4, more preferably 2.8～3.4, further more preferably 2.8～3.1.
The alkyl ether carboxylic acid of composition (A), composition 4.3～30 quality % that are included in n=0 in general formula (1), are preferably 4.9～27 quality %, more preferably 9.6～27 quality %, be more preferably 9.9～16 quality %, further 9.9～15 quality % more preferably.By within the scope of this, improve the not soapy feeling while flushing.
Further, the total content of the composition of n=1 and the composition of n=2 is more than 20 quality % and is less than 40 quality %, from the viewpoint of alveolar substance, bubble amount, is preferably 20～37 quality %, more preferably 27～36.5 quality %, are more preferably 35～36.1 quality %.
In the alkyl ether carboxylic acid of composition (A), the viewpoint of the not soapy feeling when taking into account foaming characteristic, cleaning, flushing, the mass ratio of n=0,1,2,3 in preferred formula (1), 4 composition is (quality of n=0 composition): (quality of n=1 composition): (quality of n=2 composition): (quality of n=3 composition): (quality of n=4 composition)=1:0.99～3.50:0.89～3.00:0.76～3.00:0.63～1.6.
Further, from the viewpoint of foaming characteristic and washability, be preferably, in general formula (1), the composition of n=0 contains 9.6 quality % above and is less than 12 quality %, (quality of n=0 composition): (quality of n=1 composition): (quality of n=2 composition): (quality of n=3 composition): (quality of n=4 composition)=1:1.53～1.87:1.59～2.25:1.33～2.16:1.14～1.52, or, more than the composition of n=0 contains 12 quality % and below 17 quality %, (quality of n=0 composition): (quality of n=1 composition): (quality of n=2 composition): (quality of n=3 composition): (quality of n=4 composition)=1:0.99～1.34:0.89～1.40:0.76～1.23:0.63～0.99.
Further, from bubble amount, the viewpoint of alveolar substance and washability is set out, in preferred formula (1), the composition of n=0 contains 9.9～11.5 quality %, (quality of n=0 composition): (quality of n=1 composition): (quality of n=2 composition): (quality of n=3 composition): (quality of n=4 composition)=1:1.58～1.84:1.72～2.17:1.49～2.00:1.14～1.52, or, in general formula (1), the composition of n=0 contains 13～17 quality %, (quality of n=0 composition): (quality of n=1 composition): (quality of n=2 composition): (quality of n=3 composition): (quality of n=4 composition)=1:1.00～1.31:0.93～1.34:0.79～1.18:0.63～0.99.
In composition (A), preferably: R in general formula (1) 1for carbon number be 4～22 alkyl, R 1average carbon atom number be 10.8～12.8, in addition, the composition with the alkyl chain length that content is maximum is more than 55 quality % and is less than 97 quality %, further, n represents 0～20 number, meansigma methods is that the composition of 1.5～10, n=0 contains 4.9～27 quality %, and the total content of the composition of n=1 and the composition of n=2 is 20～37 quality %.Can accelerate like this foaming characteristic.
In composition (A), preferably: R in general formula (1) 1for carbon number be 6～20 alkyl, R 1average carbon atom number be 10.8～12.8, in addition, the composition with the alkyl chain length that content is maximum is more than 55 quality % and is less than 97 quality %, further, n represents 0～20 number, meansigma methods is that the composition of 2.5～4.5, n=0 contains 9.6～27 quality %, and the total content of the composition of n=1 and the composition of n=2 is 27～36.5 quality %.Can accelerate like this foaming characteristic.
In composition (A), preferably: R in general formula (1) 1for carbon number be 8～18 alkyl, R 1average carbon atom number be 10.8～12.8, in addition, the composition with the alkyl chain length that content is maximum is more than 55 quality % and is less than 97 quality %, further, n represents 0～20 number, meansigma methods is that the composition of 2.5～3.4, n=0 contains 9.6～27 quality %, and the total content of the composition of n=1 and the composition of n=2 is 27～36.5 quality %.The flushing that can strengthen like this while flushing completes sense (stop feeling).
In composition (A), preferably: R in general formula (1) 1for carbon number be 8～16 alkyl, R 1average carbon atom number be 10.8～12.5, in addition, the composition with the alkyl chain length that content is maximum is 60～95 quality %, further, n represents 0～20 number, and the composition that meansigma methods is 2.8～3.4, n=0 contains 9.6～27 quality %, preferably contain 9.9～16 quality %, the total content of the composition of n=1 and the composition of n=2 is 27～36.5 quality %.Can improve like this bubble amount, alveolar substance.
In composition (A), preferably: R in general formula (1) 1for carbon number be 10～16 alkyl, R 1average carbon atom number be 12.1～12.4, in addition, the composition with the alkyl chain length that content is maximum is 60～95 quality %, further, n represents 0～20 number, meansigma methods is that the composition of 2.8～3.1, n=0 contains 9.9～15 quality %, and the total content of the composition of n=1 and the composition of n=2 is 35～36.1 quality %.Can improve like this bubble amount, alveolar substance and foam and be difficult to drippage property.
In addition, in composition of the present invention (A), R 1the distribution of alkyl chain length, R 1average addition molal quantity, n=0,1,2,3, the mass ratio of 4 composition of one-tenth component, n of long, the n=0 of mean alkyl chain can analyze by the represented alkyl ether carboxylic acid of gas chromatogram mutual-through type (1), try to achieve according to following method.
[R 1the distribution of alkyl chain length]
In the peak area being obtained by gas chromatogram, try to achieve the peak area of the each alkyl chain length that is equivalent to n=0mol, using its summation as 100, try to achieve the percentage rate that each alkyl chain length distributes.Calculate similarly for n=1～3mol, the percentile value that each alkyl chain length of average n=0～3mol distributes, tries to achieve R 1the distribution of alkyl chain length (thus, can specific R 1in composition, contain maximum alkyl compositions).
[R 1mean alkyl chain long]
According to the R trying to achieve in the manner described above 1the distribution of alkyl chain length, try to achieve the ratio of each composition, the ratio obtaining is multiplied by respectively the carbon number of corresponding alkyl chain length composition, tries to achieve their summation.Set it as mean alkyl chain long.
[the total content of one-tenth component, the composition of n=1 and the composition of n=2 of n=0]
Specific R 1composition in contain maximum alkyl chain lengths, add up to the area of gas chromatogram of n=0～10 that are equivalent to its composition.Using this total amount as 100%, calculate the total content of one-tenth component, the composition of n=1 and the composition of n=2 of n=0.
[the average addition molal quantity of n]
Specific R 1composition in contain maximum alkyl chain lengths, add up to the area (n is that more than 11 composition is trace, removes) of the gas chromatogram of n=0～10 that are equivalent to its composition from calculate.Using this total amount as 1, try to achieve respectively each ratio of n=0～10.In this ratio, be multiplied by each addition molal quantity, the average addition molal quantity using their total as n.
[mass ratio of the composition of n=0, n=1, n=2, n=3, n=4]
For the ratio of the different each composition of EO addition molal quantity, by the peak area obtaining by gas chromatogram, try to achieve R by the method shown in above-mentioned 1the distribution of alkyl chain length, specific R 1the alkyl chain length composition of maximum level in composition, recently specific by the area of n=0, the n=1 of this maximum composition, n=2, n=3, n=4.
Because the alkyl ether carboxylic acid of composition (A) has composition as above, therefore, obtain sufficient bubble amount, good alveolar substance when cleaning, and the viewpoint that suppresses tight sense is set out, contain 1 quality % in all forming more than, more than preferably containing 5 quality %, more than being more preferably and containing 6 quality %.In addition, the content of composition (A), being all preferably below 20 quality % in composition, more preferably, below 15 quality %, is more preferably below 12 quality %.In addition, composition (A), all preferably containing 1～20 quality % in composition, further preferably contains 2～15 quality %, is more preferably and contains 4～12 quality %.In addition, composition (A) forms salt by composition (D) its part or all, thereby can show above effect.
The material of the fatty acid of the composition (B) using in the present invention for representing with above-mentioned general formula (2).
In formula, R 2for alkyl or thiazolinyl that carbon number is 9～21, can be any of straight chain or side chain, the alkyl that more preferably carbon number is 11～21, is more preferably carbon number and is 13～17 alkyl.
As composition (B), be preferably myristic acid, Palmic acid, stearic acid or behenic acid.
In addition, from making the quality of foam finer and smoother, suppress the viewpoint of tight sense and set out, in the fatty acid of composition (B), R in general formula (2) 2the carbon number alkyl that is 15～21 or the fatty acid of thiazolinyl in all fatty acids of composition (B), be preferably 40～100 quality %, be more preferably and contain 50～80 quality %.
Composition (B) can use a kind or two or more, from obtaining the viewpoint of spatter property and foaming characteristic, contain 1 quality % in whole compositions more than, more than being preferably 5 quality %, more than being more preferably 6 quality %.In addition, from taking into account the viewpoint of easiness of foaming of the elasticity of foam and the inhibition of tight sense and the viscosity by compositions etc., the content of composition (B) in all forming is preferably below 20 quality %, more preferably, below 15 quality %, be more preferably below 12 quality %.In addition, composition (B), all preferably containing 1～20 quality % in composition, further preferably contains 5～15 quality %, is more preferably and contains 6～12 quality %.
In composition of skin cleanser of the present invention, from obtaining the viewpoint of more resilient foam, composition (A) and total content (B) are preferably 2～40 quality % in all forming, and more preferably 5～30 quality %, are more preferably 10～30 quality %.
In addition, in composition of skin cleanser of the present invention, think that the dissolubility of composition (B) improves, thereby can improve the orientation of composition (B) in the vacuolar membrane forming at composition (A) by mixing by composition (A) with (B).Its result, can obtain the alveolar substance of exquisite quality.Particularly, from improving the elasticity of foam and suppressing the viewpoint of tight sense, composition (A) and (B) as sour mass ratio, is preferably (A)/(B)=0.3～5, more preferably 0.5～2, be more preferably 0.5～1.5.
Further, in composition (A) and composition (B), from improving the elasticity of foam and suppress the viewpoint of tight sense, R in general formula (2) 2the fatty acid (composition (B-1)) of the carbon number alkyl that is 15～21 as sour mass ratio, be preferably (A)/(B-1)=0.2～5, more preferably 0.3～3.5, be more preferably 0.3～2, further more preferably 0.4～2.
As the cationic polymer of the composition using in the present invention (C), for example, can enumerate Poise C-80M, cationic starch, JR-125, cationization tara gum, cationization locust bean gum, cationization trigonella bean gum, cationization xanthan gum, the polymer of poly (dially dialkyl) based quaternary ammonium salt, poly (dially dialkyl) based quaternary ammonium salt/acrylamide copolymer, poly (dially dialkyl) based quaternary ammonium salt/acrylamide/acrylic acid copolymer, vinyl tri-chlorination imidazoles/vinylpyrrolidone copolymer, hydroxyethyl-cellulose/dimethyl diallyl ammonium chloride copolymer, vinyl pyrrolidone/quaternized dimethyl amino ethyl methacrylate copolymer, polyvinyl pyrrolidone/alkyl amido acrylate copolymer, polyvinyl pyrrolidone/alkyl amido acrylate/caprolactam copolymer, vinyl pyrrolidone/Methacrylamide oxypropyl trimethyl ammonium chloride copolymer, alkyl acrylamide/acrylate/alkyl amino alkyl acrylamide/polyethylene glycol methacrylate-styrene polymer copolymer, adipic acid/dimethylamino hydroxypropyl ethylidene triamine copolymer (Sandoz company of the U.S., CARTARETIN), Japanese kokai publication sho 53-139734 communique, the cationic polymer of recording in Japanese kokai publication sho 60-36407 communique etc.
Wherein, from obtaining the viewpoint of resilient foam, be preferably being selected from poly (dially dialkyl) based quaternary ammonium salt/acrylamide copolymer, poly (dially dialkyl) based quaternary ammonium salt/acrylamide/acrylic acid copolymer, JR-125, Poise C-80M a kind or two or more.
Composition (C) can use more than a kind, from obtaining the viewpoint of more resilient foam, contain 0.1 quality % in all forming more than, more than preferably containing 0.5 quality %, preferably contain below 5 quality %, further preferably contain below 2 quality %.In addition, the content of composition (C), being all preferably 0.1～5 quality % in composition, is more preferably 0.5～2 quality %.
As the alkali of the composition using in the present invention (D), for example, can enumerate the alkali-metal hydroxide of sodium hydroxide, potassium hydroxide etc.; Ammonia; The organic amine compound of triethanolamine etc.; The basic amino acid of arginine etc. etc.Wherein, from the viewpoint of stability, be preferably alkali-metal hydroxide, from the viewpoint of the adjusting of fluidity, be preferably potassium hydroxide.
In the present invention, composition (A) and at least a portion (B) and composition (D) exist with the form of the form of salt.
Composition (D) is 0.9～1.1 with respect to composition (A) and mol ratio (B) (composition (D)/(composition (A)+composition (B))), preferably contains to become 0.95～1.05 mode.By using in this wise, can obtain more resilient foam.
Composition of skin cleanser of the present invention can further contain composition (E) water as solvent.More than water preferably contains 10 quality % in all forming, more than being preferably 15 quality %, more than further preferably containing 30 quality %, be preferably below 96 quality %, more preferably, below 90 quality %, be more preferably below 87 quality %, further more preferably below 85 quality %.In addition, water preferably can contain 10～96 quality % in all forming, and more preferably 15～90 quality %, are more preferably 30～87 quality %, becomes and forms the described composition of cleanser compositions and the remainder of other composition.
Composition of skin cleanser of the present invention, by comprising composition (A)～(E), can make the exquisite quality of foam, improves the elasticity of foam, therefore, when clean, be difficult to injure skin, can improve the high clean true feeling of smooth sense of touch, can suppress tight sense.
Composition of skin cleanser of the present invention can further contain (F) polyhydric alcohol, thereby has cleaned rear skin wet, can further improve and there is no tight sense of touch.
As described polyhydric alcohol, for example, can enumerate Sorbitol, glycerol, butanediol, propylene glycol, dipropylene glycol, erythritol, mannitol, xylitol etc.Wherein, from more moistening, the not tight skin feel of the skin that cleaned and the elastic viewpoint of foam, be preferably glycerol, Sorbitol.
The polyhydric alcohol of composition (F) can use more than a kind, from the viewpoint of the skin feel of having cleaned, more than preferably containing 1 quality % in whole compositions, more than further preferably containing 5 quality %, preferably contain below 40 quality %, further preferably contain below 30 quality %.In addition, preferred component (F), all containing 1～40 quality % in composition, further preferably contains 5～30 quality %.
Composition of skin cleanser of the present invention can further contain the composition using in common cleaning agent, for example, composition (A) and (B) salt in addition of surfactant in addition, wetting agent, oiliness composition, antibacterial, anti-inflammatory agent, antiseptic, chelating agen, viscosifier, composition (D), pearling agent, frosting agent (scrubbing agent), spice, creeping chill agent, pigment, UV absorbent, antioxidant, plant extract etc.
Composition of skin cleanser of the present invention can assign to manufacture by mixing with usual way to fit in.The cleanser compositions obtaining can be any in aqueous or solid, shaped, in the situation that being aqueous, viscosity while mensuration with Brookfield viscometer (manufacture of Tokyo gauge company) at 25 DEG C is preferably 200～80000mPas, can be fitted in and be assigned to regulate by suitable selection.
In addition, pH is preferably 3～12, and more preferably 5～10.5, be more preferably 5～7.In addition, the mensuration of pH is at 25 DEG C, with ion exchange water, each cleanser compositions to be diluted to the value of measuring after 20 times.
Composition of skin cleanser of the present invention, for example, be suitable as cleansing milk, bath gel (bodysoap), handwashing liquid (hand soap) etc., is preferably cleansing milk, bath gel.
Use the method for composition of skin cleanser cleaning skin of the present invention, for example as described below.That is, composition of skin cleanser of the present invention is used in right amount in health, i.e. the body skin position of face, trick, body etc., after foaming cleansing, utilizes the method for the warm water washing of shower etc.In addition, also can use in right amount on the cleaning aid of resinous towel, resinous sponge, brush etc., bubble and use, more effectively clean thus.
About above-mentioned embodiment, the present invention is open following compositions, method, purposes further.
<1> composition of skin cleanser, wherein, contains following composition (A), (B), (C), (D) and (E):
(A) the represented alkyl ether carboxylic acid of general formula (1), its content is 1～20 quality %,
R 1-O-(CH 2CH 2O) n-CH 2-COOH (1)
(in formula, R 1represent the alkyl that carbon number is 4～22, n represents 0～20 number.)
R in described alkyl ether carboxylic acid 1average carbon atom number be 10.8～12.8, composition 4.3～30 quality % that comprise n=0, the total content of the composition of n=1 and the composition of n=2 is that 20 quality % are above and be less than 40 quality %;
(B) the represented fatty acid of general formula (2), its content is 1～20 quality %;
R 2-COOH (2)
(in formula, R 2the straight chain that expression carbon number is 9～21 or alkyl or the thiazolinyl of side chain.)
(C) cationic polymer, its content is 0.1～5 quality %;
(D) alkali;
(E) water,
Composition (A) and at least a portion (B) and composition (D) exist with the form of salt, and composition (D) is 0.9～1.1 with respect to composition (A) and mol ratio (B) (composition (D)/(composition (A)+composition (B))).
The composition of skin cleanser of <2> as described in above-mentioned <1>, wherein, in composition (A), in general formula (1), R 1for the alkyl that carbon number is 4～22, be preferably carbon number and be 6～20 alkyl, be more preferably carbon number and be 8～18 alkyl, be more preferably carbon number and be 8～16 alkyl, the alkyl that more preferably carbon number is 10～16, in addition, R 1alkyl chain can be any of straight chain or side chain, be preferably straight chained alkyl.
The composition of skin cleanser of <3> as described in above-mentioned <1> or <2>, wherein, in composition (A), in general formula (1), R 1average carbon atom number be 10.8～12.8, be preferably 10.8～12.5, more preferably 12.1～12.4.
The composition of skin cleanser of <4> as described in any one in above-mentioned <1>～<3>, wherein, in composition (A), in general formula (1), R 1comprise alkyl of more than two kinds, the composition with the alkyl chain length that content is maximum is preferably 55 quality % above and is less than 97 quality %, and more preferably 60～95 quality %, are more preferably 70～95 quality %.
The composition of skin cleanser of <5> as described in any one in above-mentioned <1>～<4>, wherein, in composition (A), in general formula (1), the meansigma methods (average addition molal quantity) of n is preferably 1.5～10, more preferably 2.5～4.5, be more preferably 2.5～3.4, more preferably 2.8～3.4, further more preferably 2.8～3.1.
The composition of skin cleanser of <6> as described in any one in above-mentioned <1>～<5>, wherein, in composition (A), in general formula (1), the composition of n=0 comprises 4.3～30 quality %, be preferably 4.9～27 quality %, more preferably 9.6～27 quality %, be more preferably 9.9～16 quality %, further more preferably comprise 9.9～15 quality %.
The composition of skin cleanser of <7> as described in any one in above-mentioned <1>～<6>, wherein, in composition (A), in general formula (1), the total content of the composition of n=1 and the composition of n=2 is preferably 20～37 quality %, more preferably 27～36.6 quality %, are more preferably 35～36.1 quality %.
The composition of skin cleanser of <8> as described in any one in above-mentioned <1>～<7>, wherein, in composition (A), be preferably R in general formula (1) 1for carbon number be 6～20 alkyl, R 1average carbon atom number be 10.8～12.8, in addition, the composition with the alkyl chain length that content is maximum is more than 55 quality % and is less than 97 quality %, further, n represents 0～20 number, the meansigma methods of n is that the composition of 2.5～4.5, n=0 comprises 9.6～27 quality %, and the total content of the composition of n=1 and the composition of n=2 is 27～36.5 quality %.
The composition of skin cleanser of <9> as described in any one in above-mentioned <1>～<8>, wherein, in composition (A), be preferably R in general formula (1) 1for carbon number be 8～18 alkyl, R 1average carbon atom number be 10.8～12.8, in addition, the composition with the alkyl chain length that content is maximum is more than 55 quality % and is less than 97 quality %, further, n represents 0～20 number, the meansigma methods of n is that the composition of 2.5～3.4, n=0 comprises 9.6～27 quality %, and the total content of the composition of n=1 and the composition of n=2 is 27～36.5 quality %.
The composition of skin cleanser of <10> as described in any one in above-mentioned <1>～<9>, wherein, in composition (A), be preferably R in general formula (1) 1for carbon number be 8～16 alkyl, R 1average carbon atom number be 10.8～12.5, in addition, the composition with the alkyl chain length that content is maximum is 60～95 quality %, further, n represents 0～20 number, the meansigma methods of n is that the composition of 2.8～3.4, n=0 comprises 9.6～27 quality %, and the total content of the composition of n=1 and the composition of n=2 is 27～36.5 quality %.
The composition of skin cleanser of <11> as described in any one in above-mentioned <1>～<10>, wherein, in composition (A), be preferably R in general formula (1) 1for carbon number be 10～16 alkyl, R 1average carbon atom number be 12.1～12.4, in addition, the composition with the alkyl chain length that content is maximum is 60～95 quality %, further, n represents 0～20 number, the meansigma methods of n is that the composition of 2.8～3.1, n=0 comprises 9.9～15 quality %, and the total content of the composition of n=1 and the composition of n=2 is 35～36.1 quality %.
The composition of skin cleanser of <12> as described in any one in above-mentioned <1>～<11>, wherein, more than the alkyl ether carboxylic acid of composition (A) is preferably contained 1 quality % in all forming, more than further preferably containing 5 quality %, more than being more preferably and containing 6 quality %, in all forming, be preferably below 20 quality %, more preferably below 15 quality %, be more preferably below 12 quality %, in all forming, preferably contain 1～20 quality %, further preferably contain 2～15 quality %, be more preferably and contain 4～12 quality %.
The composition of skin cleanser of <13> as described in any one in above-mentioned <1>～<12>, wherein, preferably in composition (A), in general formula (1), (quality of n=0 composition): (quality of n=1 composition): (quality of n=2 composition): (quality of n=3 composition): (quality of n=4 composition)=1:0.99～3.50:0.89～3.00:0.76～3.00:0.63～1.6.
The composition of skin cleanser of <14> as described in any one in above-mentioned <1>～<13>, wherein, in composition (A), in general formula (1), the composition 9.6 quality % that comprise n=0 are above and be less than 12 quality %, (quality of n=0 composition): (quality of n=1 composition): (quality of n=2 composition): (quality of n=3 composition): (quality of n=4 composition)=1:1.53～1.87:1.59～2.25:1.33～2.16:1.14～1.52, or, more than the composition 12 quality % that comprise n=0 and below 17 quality %, (quality of n=0 composition): (quality of n=1 composition): (quality of n=2 composition): (quality of n=3 composition): (quality of n=4 composition)=1:0.99～1.34:0.89～1.40:0.76～1.23:0.63～0.99.
The composition of skin cleanser of <15> as described in any one in above-mentioned <1>～<14>, wherein, in composition (A), in general formula (1), composition 9.9～11.5 quality % that comprise n=0, (quality of n=0 composition): (quality of n=1 composition): (quality of n=2 composition): (quality of n=3 composition): (quality of n=4 composition)=1:1.58～1.84:1.72～2.17:1.49～2.00:1.14～1.52, or, in general formula (1), composition 13～17 quality % that comprise n=0, (quality of n=0 composition): (quality of n=1 composition): (quality of n=2 composition): (quality of n=3 composition): (quality of n=4 composition)=1:1.00～1.31:0.93～1.34:0.79～1.18:0.63～0.99.
The composition of skin cleanser of <16> as described in any one in above-mentioned <1>～<15>, wherein, in composition (A), be preferably R in general formula (1) 1for carbon number be 4～22 alkyl, R 1average carbon atom number be 10.8～12.8, in addition, the composition with the alkyl chain length that content is maximum is more than 55 quality % and is less than 97 quality %, further, n represents 0～20 number, meansigma methods is that the composition of 1.5～10, n=0 comprises 4.9～27 quality %, and the total content of the composition of n=1 and the composition of n=2 is 20～37 quality %.
The composition of skin cleanser of <17> as described in any one in above-mentioned <1>～<16>, wherein, in the fatty acid of composition (B), R in general formula (2) 2be preferably carbon number and be 9～21 alkyl or thiazolinyl, can be any of straight chain or side chain, the alkyl that more preferably carbon number is 11～21, is more preferably carbon number and is 13～17 alkyl, is more preferably myristic acid, Palmic acid, stearic acid or behenic acid.
The composition of skin cleanser of <18> as described in any one in above-mentioned <1>～<17>, wherein, the fatty acid of composition (B) can use a kind or two or more, preferably contain 1 quality % in all forming more than, more preferably more than 5 quality %, be more preferably below 6 quality %, be preferably below 20 quality %, more preferably below 15 quality %, be more preferably below 12 quality %, in all forming, preferably contain 1～20 quality %, further preferably contain 5～15 quality %, be more preferably and contain 6～12 quality %.
The composition of skin cleanser of <19> as described in any one in above-mentioned <1>～<18>, wherein, composition (A) and total content (B) are preferably 2～40 quality % in all forming, more preferably 5～30 quality %, are more preferably 10～30 quality %.
The composition of skin cleanser of <20> as described in any one in above-mentioned <1>～<19>, wherein, composition (B) preferably contains R in general formula (2) 2carbon number fatty acid 40～100 quality % that are 15～21, further preferably contain 50～80 quality %.
The composition of skin cleanser of <21> as described in any one in above-mentioned <1>～<20>, wherein, composition (A) and (B) be preferably (A)/(B)=0.3～5 as sour mass ratio, more preferably 0.5～2, be more preferably 0.5～1.5.
The composition of skin cleanser of <22> as described in any one in above-mentioned <1>～<21>, wherein, in composition (A) and composition (B), R in general formula (2) 2the fatty acid (composition (B-1)) of the carbon number alkyl that is 15～21 be preferably (A)/(B-1)=0.2～5 as sour mass ratio, more preferably 0.3～3.5, be more preferably 0.3～2, further more preferably 0.4～2.
The composition of skin cleanser of <23> as described in any one in above-mentioned <1>～<22>, wherein, composition (C) is preferably Poise C-80M, cationic starch, JR-125, cationization tara gum, cationization locust bean gum, cationization trigonella bean gum, cationization xanthan gum, the polymer of poly (dially dialkyl) based quaternary ammonium salt, poly (dially dialkyl) based quaternary ammonium salt/acrylamide copolymer, poly (dially dialkyl) based quaternary ammonium salt/acrylamide/acrylic acid copolymer, vinyl tri-chlorination imidazoles/vinylpyrrolidone copolymer, hydroxyethyl-cellulose/dimethyl diallyl ammonium chloride copolymer, vinyl pyrrolidone/quaternized dimethyl amino ethyl methacrylate copolymer, polyvinyl pyrrolidone/alkyl amido acrylate copolymer, polyvinyl pyrrolidone/alkyl amido acrylate/caprolactam copolymer, vinyl pyrrolidone/Methacrylamide oxypropyl trimethyl ammonium chloride copolymer, alkyl acrylamide/acrylate/alkyl amino alkyl acrylamide/polyethylene glycol methacrylate-styrene polymer copolymer, adipic acid/dimethylamino hydroxypropyl ethylidene triamine copolymer (Sandoz company of the U.S., CARTARETIN), Japanese kokai publication sho 53-139734 communique, the cationic polymer of recording in Japanese kokai publication sho 60-36407 communique, is more preferably selected from poly (dially dialkyl) based quaternary ammonium salt/acrylamide copolymer, poly (dially dialkyl) based quaternary ammonium salt/acrylamide/acrylic acid copolymer, in JR-125 and Poise C-80M a kind or two or more.
The composition of skin cleanser of <24> as described in any one in above-mentioned <1>～<23>, wherein, composition (C) can use more than a kind, preferably contain 0.1 quality % in all forming more than, more preferably more than 0.5 quality %, preferably contain below 5 quality %, more preferably below 2 quality %, in addition, in all forming, preferably contain 0.1～5 quality %, more preferably 0.5～2 quality %.
The composition of skin cleanser of <25> as described in any one in above-mentioned <1>～<24>, wherein, be preferably the alkali-metal hydroxide of sodium hydroxide, potassium hydroxide as the alkali of composition (D); Ammonia; The organic amine compound of triethanolamine; Arginic basic amino acid, more preferably potassium hydroxide.
The composition of skin cleanser of <26> as described in any one in above-mentioned <1>～<25>, wherein, composition (D) is preferably 0.9～1.1 with respect to composition (A) and mol ratio (B) (composition (D)/(composition (A)+composition (B))), and more preferably 0.95～1.05.
The composition of skin cleanser of <27> as described in any one in above-mentioned <1>～<26>, wherein, further contain composition (E) water as solvent, more than its content is preferably 10 quality % in all forming, more preferably more than 15 quality %, more than being more preferably 30 quality %, be preferably below 96 quality %, more preferably below 90 quality %, be more preferably below 87 quality %, further more preferably below 85 quality %, in addition, in all forming, be preferably 10～96 quality %, more preferably 15～90 quality %, be more preferably 30～87 quality %.
The composition of skin cleanser of <28> as described in any one in above-mentioned <1>～<27>, wherein, further contain (F) polyhydric alcohol.
The composition of skin cleanser of <29> as described in above-mentioned <28>, wherein, as composition (F) polyhydric alcohol, be preferably Sorbitol, glycerol, butanediol, propylene glycol, dipropylene glycol, erythritol, mannitol, xylitol, more preferably glycerol, Sorbitol.
The composition of skin cleanser of <30> as described in above-mentioned <28> or <29>, wherein, the polyhydric alcohol of composition (F) can use more than a kind, preferably contain 1 quality % in all forming more than, more preferably more than 5 quality %, preferably contain below 40 quality %, more preferably below 30 quality %, in addition, all preferably containing 1～40 quality % in composition, further preferably contain 5～30 quality %.
The composition of skin cleanser of <31> as described in any one in above-mentioned <1>～<30>, wherein, composition of skin cleanser of the present invention can assign to manufacture by mixing with usual way to fit in, the cleanser compositions obtaining can be any in aqueous or solid, shaped, in the situation that being aqueous, the viscosity while mensuration with Brookfield viscometer (manufacture of Tokyo gauge company) at 25 DEG C is preferably 200～80000mPas.
The composition of skin cleanser of <32> as described in any one in above-mentioned <1>～<31>, wherein, the pH of composition of skin cleanser of the present invention is preferably 3～12, more preferably 5～10.5, be more preferably 5～7.
The composition of skin cleanser of <33> as described in any one in above-mentioned <1>～<32>, wherein, composition of skin cleanser of the present invention is suitable as cleansing milk, bath gel, handwashing liquid, is preferably cleansing milk, bath gel.
<34> skin cleaning method, wherein, after composition of skin cleanser described in any one in above-mentioned <1>～<33> is applied on skin part and is cleaned, rinse.
Composition of skin cleanser in the above-mentioned <1>～<33> of <35> described in any one is applied to the purposes in the cleaning agent of cleaning with foam on skin in manufacture.
(assay method)
In the present invention, the ratio of alkyl ether carboxylic acid's alkyl composition, EO addition molar distribution and each composition, measures according to following analytical method by gas chromatographic analysis (GC).
(GC analysis condition)
GC instrument: Agilent Technologies, Inc. manufactures, 7890A
Post: Agilent Technologies, Inc. manufactures, DB-5
(thickness 0.25 μ m) for 30m, internal diameter 0.25mm
Detector: FID
Carrier gas: helium, 1mL/min
Elevated Temperature Conditions: be warming up to 325 DEG C with 5 DEG C/min from 100 DEG C.Afterwards, keep 325 DEG C 35 minutes.
(pre-treating method of sample)
With 50mL dissolve with methanol 150mg alkyl ether carboxylic acid.In addition, for cleanser compositions, take 150mg as alkyl ether carboxylic acid, use 50mL dissolve with methanol.In addition, the surfactant of the strong anionic property that contains polyoxyethylene alkyl ether sulfate salt etc. at cleanser compositions, the mode becoming below 250mg with them is taken.Take this solution of 1mL, the solid-phase extraction column (Biotage manufactures, Isolute SAX, 1g, 3mL, 500-0100-B) that is applicable to regulate with 4mL methanol in advance, passes through liquid with the collection of 10mL round bottom test tube.Afterwards, carry out eluting with the solution that 100mL methanol obtains that adds of 6mL in 4.6g formic acid, eluent is also collected with identical test tube.The solution of collecting is arranged in the heater (block heater) that is heated to 50 DEG C, is blown into nitrogen, after being concentrated into 1mL left and right, being further at room temperature blown into nitrogen and making it dry.Add wherein 2mL Azimethylene .-ethereal solution, stir while at room temperature place and within 10 minutes, carry out derivatization.Afterwards, be at room temperature blown into nitrogen, be concentrated into 500 μ L following after, add chloroform furnishing 500 μ L, offer GC and analyze.
In addition, Azimethylene .-ethereal solution uses Azimethylene. generating apparatus (Gong Benli grinds industry manufacture, GM-50), according to following order modulation.Be connected with Teflon (registered trade mark) pipe with silicone rubber switch with the 3rd receptor with the 2nd receptor, the 2nd the 1st.Take 0.8gN-methyl-N '-nitro-N-nitrosoguanidine with the 2nd receptor, add the ion exchange water of 2.5mL.Take 10mL t-butyl methyl ether with the 3rd receptor.Ice-cold the 1st, the 2nd, the 3rd receptor.Next, on the 2nd receptor, plastic injector is installed, to the solution that 20g dissolution of sodium hydroxide is obtained in 100mL ion exchange water that adds 3mL in this syringe.Slowly drip this sodium hydrate aqueous solution, generate Azimethylene. gas, be blown into quietly nitrogen from the 1st receptor one side, make it to be dissolved in the t-butyl methyl ether of the 3rd receptor, obtain Azimethylene .-ethereal solution.
Reagent in the pre-treatment of above-mentioned sample has used following material.
Methanol (Northeast chemistry is manufactured, high performance liquid chromatograph use, 25183-1B)
Formic acid (manufacturing reagent superfine, 066-00461 with the pure pharmaceutical worker's industry of light)
Chloroform (Northeast chemistry is manufactured, 1 grade of deer, 07278-01)
N-methyl-N '-nitro-N-nitrosoguanidine (Northeast chemistry is manufactured, 1 grade of deer, 25596-51)
T-butyl methyl ether (Northeast chemistry is manufactured, deer superfine, 04418-00)
Sodium hydroxide (manufacturing superfine, 196-13761 with the pure pharmaceutical worker's industry of light)
The alkyl ether carboxylic acid of the composition (A) using in composition of skin cleanser of the present invention for example can manufacture according to following method." % " represents quality % in addition, unless otherwise specified.
Production Example 1
In the stainless steel autoclave that possesses stirring and temp regulating function, add 1144g (6.14mol) lauryl alcohol [trade name: KALCOL2098, flower king manufacture], 60.2g (0.281mol) myristyl alcohol [trade name: KALCOL4098, flower king manufacture], 2.68g (0.0478mol) potassium hydroxide, carry out decompression dehydration.Next, importing 996g (22.6mol) ethylene oxide (EO) at 155 DEG C, is 155 DEG C in reaction temperature, and reaction pressure is under 0.4MPa, to carry out reaction in 2 hours.After reaction finishes, under 80 DEG C, the reduced pressure of 6kPa, stir 30 minutes, after removing unreacted ethylene oxide, import nitrogen to normal pressure, to 90% lactic acid that adds 4.82g (0.0482mol) in autoclave, at 80 DEG C, stir 30 minutes, obtain the alkyl ethoxy compound that EO addition molal quantity is 3.55mol (following, also referred to as " generating AE ").
To 48% sodium hydrate aqueous solution (being 0.2mol as sodium hydroxide), 0.9g palladium-platinum-bismuth class catalyst (support 4% palladium, 1% platinum and 5% bismuth on active carbon, moisture content is 50%), the 494.4g water that add respectively the above-mentioned product of 90g (0.2mol), 16.7g in the glass that agitating function, temp regulating function and airway are installed reaction vessel processed.Under stirring condition, liquid temperature is warming up to 70 DEG C, blow into oxygen with the ratio of 27mol% (relatively generating the AE/ time), be the contact oxidation having carried out at 70 DEG C 3.5 hours in reaction temperature simultaneously.Response rate is 89%.
After reaction finishes, from reactant liquor, leach catalyst, obtain the aqueous solution of alkyl ether carboxylic acid's sodium salt.Next, add 35% hydrochloric acid, implement separatory operation, obtain alkyl ether carboxylic acid.Set it as EC1.
The result of gas chromatographic analysis is that EC1 is the M=H in general formula (1), R 1for lauryl/myristyl=95/5, the meansigma methods that average carbon atom number is 12.1, n is 2.8, the composition 14.7 quality % that comprise n=0, and the total amount of the composition of n=1 and the composition of n=2 is 36.1 quality %.
In addition, about the ratio of the different each composition of EO addition molal quantity, by R 1composition in maximum composition measured value calculate result be, (quality of n=0 composition): (quality of n=1 composition): (quality of n=2 composition): (quality of n=3 composition): (quality of n=4 composition)=1:1.22:1.23:1.06:0.83.
Production Example 2
Imitate Production Example 1, make EO with by decanol [trade name: KALCOL1098, flower king manufacture], lauryl alcohol [trade name: KALCOL2098, flower king manufacture], myristyl alcohol [trade name: KALCOL4098, flower king manufacture], spermol [trade name: KALCOL6098, flower king manufactures] taking mass ratio as 10/70/15/5 raw material reaction mixing, obtain the alkyl ethoxy compound that EO addition molal quantity is 3.55mol.It is carried out to oxidation reaction similarly to Example 1, by the alkyl ether carboxy acid salt who obtains is carried out to salt acid treatment, obtain alkyl ether carboxylic acid.
The result of gas chromatographic analysis is, in general formula (1), and M=H, R 1for decyl/lauryl/myristyl/palmityl=10/70/15/5, the meansigma methods that average carbon atom number is 12.3, n is 3.3, the composition 15.2 quality % that comprise n=0, and the total amount of the composition of n=1 and the composition of n=2 is 31.4 quality %.
In addition, about the ratio of the different each composition of EO addition molal quantity, by R 1composition in the result that calculates of the measured value of maximum composition be, (quality of n=0 composition): (quality of n=1 composition): (quality of n=2 composition): (quality of n=3 composition): (quality of n=4 composition)=1:1.07:1.00:0.85:0.67.
Production Example 3
In the glass that stirring, temp regulating function are installed reaction vessel processed, add 372g (2.00mol) lauryl alcohol, under stirring condition, liquid temperature is warming up to 70 DEG C, 256g (2.20mol) sodium monochloracetate and 88g (2.20mol) sodium hydroxide are added in batches and carry out reacting for 5 hours.After reaction finishes, filter precipitate, then, add 35% hydrochloric acid, make it acidify, obtain alkyl ether carboxylic acid (in general formula (1), M=H, R 1for lauryl, n=0).
Production Example 4
Imitate Production Example 1, using decanol as raw material, EO is reacted with it, obtain the alkyl ethoxy compound that EO addition molal quantity is 3.55mol.By its carry out oxidation reaction same with Production Example 1, by the alkyl ether carboxy acid salt who obtains is carried out to salt acid treatment, obtain alkyl ether carboxylic acid.
The analysis result of gas chromatogram is, in general formula (1), and M=H, R 1for decyl, the meansigma methods of n is 3.1, the composition 16 quality % that comprise n=0, and the total amount of the composition of n=1 and the composition of n=2 is 37 quality %.
Production Example 5
Imitate Production Example 1, using lauryl alcohol as raw material, EO is reacted with it, obtain the alkyl ethoxy compound that EO addition molal quantity is 3.55mol.Itself and Production Example 1 are similarly carried out to oxidation reaction, by the alkyl ether carboxy acid salt who obtains is carried out to salt acid treatment, obtain alkyl ether carboxylic acid.
The analysis result of gas chromatogram is, in general formula (1), and M=H, R 1for lauryl, the meansigma methods of n is 3.1, the composition 16 quality % that comprise n=0, and the total amount of the composition of n=1 and the composition of n=2 is 37 quality %.
Production Example 6
Imitate Production Example 1, using myristyl alcohol as raw material, EO is reacted with it, obtain the alkyl ethoxy compound that EO addition molal quantity is 3.55mol.Itself and Production Example 1 are similarly carried out to oxidation reaction, by the alkyl ether carboxy acid salt who obtains is carried out to salt acid treatment, obtain alkyl ether carboxylic acid.
The analysis result of gas chromatogram is, in general formula (1), and M=H, R 1for myristyl, the meansigma methods of n is 3.1, the composition 16 quality % that comprise n=0, and the total amount of the composition of n=1 and the composition of n=2 is 37 quality %.
Production Example 7
Imitate Production Example 1, to by lauryl alcohol, spermol taking mass ratio as 20/80 raw material mixing carries out EO addition, obtain the alkyl ethoxy compound that EO addition molal quantity is 3.55mol.Itself and Production Example 1 are similarly carried out to oxidation reaction, by the alkyl ether carboxy acid salt who obtains is carried out to salt acid treatment, obtain alkyl ether carboxylic acid.
The analysis result of gas chromatogram is, in general formula (1), and M=H, R 1for lauryl/palmityl=20/80, the meansigma methods of n is 3.1, the composition 16 quality % that comprise n=0, and the total amount of the composition of n=1 and the composition of n=2 is 37 quality %.
Production Example 8
Imitate Production Example 1, carry out EO reaction using lauryl alcohol as raw material, obtain the alkyl ethoxy compound that EO addition molal quantity is 4.05mol.Itself and Production Example 1 are similarly carried out to oxidation reaction, by the alkyl ether carboxy acid salt who obtains is carried out to salt acid treatment, obtain alkyl ether carboxylic acid.
The analysis result of gas chromatogram is, in general formula (1), and M=H, R 1for lauryl, the meansigma methods of n is 3.5, the composition 11.4 quality % that comprise n=0, and the total amount of the composition of n=1 and the composition of n=2 is 30.6 quality %.
In addition, about the ratio of the different each composition of EO addition molal quantity, by R 1composition in the result that calculates of the measured value of maximum composition be, (quality of n=0 composition): (quality of n=1 composition): (quality of n=2 composition): (quality of n=3 composition): (quality of n=4 composition)=1:1.31:1.38:1.25:1.06.
Production Example 9
To possess stir and the stainless steel autoclave of temp regulating function in add 1144g (6.14mol) lauryl alcohol [trade name: KALCOL2098, flower king manufacture], 60.2g (0.281mol) myristyl alcohol [trade name: KALCOL4098, flower king manufacture], 2.6g (0.0478mol) potassium hydroxide, carry out decompression dehydration.Next, importing 718g (16.3mol) ethylene oxide (EO) at 155 DEG C, is 155 DEG C in reaction temperature, and reaction pressure is under 0.4MPa, to carry out reaction in 2 hours.After reaction finishes, cooling, under 80 DEG C, the reduced pressure of 6kPa, stir 30 minutes, after removing unreacted ethylene oxide, import nitrogen to normal pressure, to 90% lactic acid that adds 4.82g (0.0482mol) in autoclave, at 80 DEG C, stir 30 minutes, obtain the alkyl ethoxy compound that EO addition molal quantity is 2.55mol.
In the glass that stirring, temp regulating function are installed reaction vessel processed, add the above-mentioned product of 600g (2.00mol), under stirring condition, liquid temperature is warming up to 70 DEG C, portion-wise addition 256g (2.20mol) sodium monochloracetate and 88g (2.20mol) sodium hydroxide also carry out reaction in 5 hours.After reaction finishes, adding 35% hydrochloric acid is 2.8 to pH, and acidify divides and gets oil reservoir, obtains alkyl ether carboxylic acid.Set it as EC6.
The result of gas chromatographic analysis is, M=H in general formula (1), R 1for lauryl/myristyl=94/6, the meansigma methods that average carbon atom number is 12.1, n is 3.1, the composition 9.9 quality % that comprise n=0, and the total amount of the composition of n=1 and the composition of n=2 is 35.4 quality %.
In addition, about the ratio of the different each composition of EO addition molal quantity, by R 1composition in maximum composition measured value calculate result be, (quality of n=0 composition): (quality of n=1 composition): (quality of n=2 composition): (quality of n=3 composition): (quality of n=4 composition)=1:1.65:1.92:1.74:1.32.
In embodiment described later, for EC2, the ratio that is 78.75/15/6.25 by each mass ratio by the alkyl ether carboxylic acid who obtains in Production Example 5, Production Example 6, Production Example 7 mixes, as EC2.
In embodiment described later, for EC3, the alkyl ether carboxylic acid who obtains is mixed taking each mass ratio as 90/10 ratio, as EC3 in Production Example 2, Production Example 3.
In embodiment described later, for EC4, the ratio that is 40/60 by each mass ratio by the alkyl ether carboxylic acid who obtains in the EC1 obtaining in Production Example 1 and Production Example 4 mixes, as EC4.
In embodiment described later, for EC5, the ratio that is 40/60 by each mass ratio by the alkyl ether carboxylic acid who obtains in Production Example 2, Production Example 8 mixes, as EC5.
Embodiment
Embodiment 1～15, comparative example 1～4
Manufacture the composition of skin cleanser of composition shown in table 2～6, the elasticity of assess foam and have or not tight sense.To the results are shown in table 2～6.
The formation of the composition (A) using in embodiment in addition, is as shown in table 1.
(manufacture method)
Composition (D) is made an addition in composition (E) Purified Water (removing the composition (E) of 5 times of amounts that are equivalent to composition (C)), after dissolving, be warming up to 75 DEG C.In this aqueous solution, be added at 70 DEG C by composition (A) with (B) dissolve, mixed liquid, stir until evenly., as required, add composition (F), be stirred to evenly, be cooled to 25 DEG C thereafter.Next, interpolation will be equivalent to composition (E) and the mixed solution of composition (C) of 5 times of amounts of composition (C), be stirred to evenly, obtain composition of skin cleanser.
(evaluation methodology)
(1) elasticity of foam:
Water (about 8g) will be got blisters after net (manufacture of Bai Yuan company) drenches, by 1g cleaning agent be placed in get blisters online.Encase the net of getting blisters with two palms, rub two palms and bubble to draw the mode of 40 circles.
To be collected in shallow chassis (diameter 6.6cm, high 1.8cm) at the foam being risen on the net of getting blisters, remove excessive foam to height consistent the become plane of liquid level with shallow chassis with chi.In the elastic mensuration of foam, use FUDOH flow graph RTC (motionless industrial group manufactures), use special jointer 3 (elasticity of compression is measured jointer, D φ=5).On foam surface on shallow chassis, jointer is set, the sampling period is 0.1 second, and displacement (stroke) is 20mm, speed is 30cm/ minute, represent taking g as unit, direction of displacement is set as up and down, being determined at the stress being subject on jointer at approximately 25 DEG C of the liquid temperatures of foam.In the measured value obtaining, the numerical value of the busy hour being subject on jointer, as elastic force, is shown in numerical value represented on flow graph in table.
(2) have or not tight sense:
Use the each composition of skin cleanser of 1g to wash one's face by 5 special evaluation group members, water according to the tight sense after the following firm towel of standard sensory evaluation, is tried to achieve its summation score after rinsing.
3: do not have tight.
2: almost do not have tight.
1: tight a little.
0: tight.
[table 1]
[table 2]
[table 3]
[table 4]
[table 5]
[table 6]
Embodiment 16
Similarly manufacture the composition of skin cleanser of composition shown below with embodiment 1～15.
*1：MERQUAT PLUS3331(Lubrizol Advanced Materials,Inc.)
* the effective ingredient of 2:AMPHITOL20HD (flower king)
The composition of skin cleanser alveolar substance exquisite quality obtaining and elasticity excellence, the skin wet after cleaning, does not feel tight sense.
Embodiment 17
Similarly manufacture the composition of skin cleanser of composition shown below with embodiment 1～15.
*3：JAGUAR C-17K(Rhodia Operations(Novecare))
* the effective ingredient of 4:PENETOL GE-EH (flower king)
The composition of skin cleanser alveolar substance exquisite quality obtaining and elasticity excellence, the skin wet after cleaning, does not feel tight sense.

Claims (13)

1. a composition of skin cleanser, wherein,
Contain following composition (A), (B), (C), (D) and (E),
(A) the represented alkyl ether carboxylic acid of general formula (1), its content is 1～20 quality %,
R 1-O-(CH 2CH 2O) n-CH 2-COOH (1)
In formula, R 1represent the alkyl that carbon number is 4～22, n represents 0～20 number,
R in described alkyl ether carboxylic acid 1average carbon atom number be 10.8～12.8, composition 4.3～30 quality % that comprise n=0, the total content of the composition of n=1 and the composition of n=2 is that 20 quality % are above and be less than 40 quality %;
(B) the represented fatty acid of general formula (2), its content is 1～20 quality %,
R 2-COOH (2)
In formula, R 2the straight chain that expression carbon number is 9～21 or alkyl or the thiazolinyl of side chain;
(C) cationic polymer, its content is 0.1～5 quality %;
(D) alkali;
(E) water,
Composition (A) and at least a portion (B) and composition (D) exist with the form of salt, and composition (D) is composition (D)/(composition (A)+composition (B))=0.9～1.1 with respect to composition (A) and mol ratio (B).
2. composition of skin cleanser as claimed in claim 1, wherein,
Further contain (F) polyhydric alcohol.
3. composition of skin cleanser as claimed in claim 1 or 2, wherein,
Composition (B) comprises R in general formula (2) 2carbon number fatty acid 40～100 quality % that are 15～21.
4. the composition of skin cleanser as described in any one in claim 1～3, wherein,
The mass ratio of composition (A) and conduct acid (B) is (A)/(B)=0.3～5.
5. the composition of skin cleanser as described in any one in claim 1～4, wherein,
In composition (A), the meansigma methods that in general formula (1), the meansigma methods of n is 1.5～10, n refers to average addition molal quantity.
6. the composition of skin cleanser as described in any one in claim 1～5, wherein,
In composition (A), R in general formula (1) 1be that carbon number is 6～20 alkyl, the meansigma methods of n is 2.5～4.5, composition 9.6～27 quality % that comprise n=0.
7. the composition of skin cleanser as described in any one in claim 1～6, wherein,
In composition (A), R in general formula (1) 1be that carbon number is 8～18 alkyl, the meansigma methods of n is 2.5～3.4, composition 9.6～27 quality % that comprise n=0.
8. the composition of skin cleanser as described in any one in claim 1～7, wherein,
In composition (A), R in general formula (1) 1be that carbon number is 8～16 alkyl, the meansigma methods of n is 2.8～3.4, composition 9.6～27 quality % that comprise n=0, the composition that total comprises n=1 and composition 27～36.5 quality % of n=2.
9. the composition of skin cleanser as described in any one in claim 1～8, wherein,
In composition (A), in general formula (1), the quality of n=0 composition: the quality of n=1 composition: the quality of n=2 composition: the quality of n=3 composition: quality=1:0.99～3.50:0.89～3.00:0.76～3.00:0.63～1.6 of n=4 composition.
10. the composition of skin cleanser as described in any one in claim 1～9, wherein,
In composition (A), R in general formula (1) 1comprise alkyl of more than two kinds, the composition with the alkyl chain length that content is maximum is more than 55 quality % and is less than 97 quality %.
11. the composition of skin cleanser as described in any one in claim 1～10, wherein,
In composition (A), in general formula (1), the composition 8 quality % that comprise n=0 are above and be less than 12 quality %, the quality of n=0 composition: the quality of n=1 composition: the quality of n=2 composition: the quality of n=3 composition: quality=1:1.53～1.87:1.59～2.25:1.33～2.16:1.14～1.52 of n=4 composition, or, more than the composition 12 quality % that comprise n=0 and below 17 quality %, the quality of n=0 composition: the quality of n=1 composition: the quality of n=2 composition: the quality of n=3 composition: quality=1:0.99～1.34:0.89～1.40:0.76～1.23:0.63～0.99 of n=4 composition.
12. 1 kinds of skin cleaning methods, wherein,
By the composition of skin cleanser described in any one in claim 1～11 be applied to body skin portion clean after, rinse.
Composition of skin cleanser in 13. claim 1～11 described in any one is applied on skin and carries out the purposes in clean cleaning agent with foam in manufacture.
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