WO2009122844A1 - Cosmetic preparation - Google Patents
Cosmetic preparation Download PDFInfo
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- WO2009122844A1 WO2009122844A1 PCT/JP2009/054013 JP2009054013W WO2009122844A1 WO 2009122844 A1 WO2009122844 A1 WO 2009122844A1 JP 2009054013 W JP2009054013 W JP 2009054013W WO 2009122844 A1 WO2009122844 A1 WO 2009122844A1
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- WIPO (PCT)
- Prior art keywords
- hair
- hydrogen atom
- cosmetic
- foam
- general formula
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Classifications
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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
-
- 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
- A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
Definitions
- the present invention relates to a cosmetic having excellent foam quality.
- elbows, arms, shins, etc. may become white (whitening) in a dry environment such as in winter due to elution of the stratum corneum in the skin after washing. From the above, a skin cosmetic that prevents such whitening of the skin and has a good foam quality has been desired.
- the present invention has been made in view of the above circumstances, and an object thereof is to provide a cosmetic with excellent foam quality. Furthermore, it aims at providing the thing which is excellent in the anti-fading effect of hair in the case of hair cosmetics, and is excellent in the anti-whitening effect of skin in the case of skin cosmetics.
- the present inventors have used (A) an amphoteric surfactant or an anionic surfactant in combination with a specific (B) acrylic acid polymer, and (A) / ( When the mass ratio represented by B) is from 0.1 to 50.0, the foam quality is improved. Further, in the case of hair cosmetics, it has an excellent anti-fading effect on hair, and in the case of skin cosmetics, the skin It has been found that the effect of preventing whitening is excellent, and has led to the present invention.
- the present invention provides [1].
- a cosmetic comprising an acrylic acid-based polymer containing 5 to 30 mol% of a unit as a constituent unit and having a mass ratio represented by (A) / (B) of 0.1 to 50.0 Fee, (Wherein R 1 represents a hydrogen atom or a methyl group, R 2 represents a hydrogen atom or a —CH 2 OH group, and A represents an oxygen atom or —NH—).
- R 3 represents a hydrogen atom or a methyl group
- M represents a hydrogen atom, an alkali metal atom, ammonium or an amine.
- the present invention it is possible to improve the foam quality of a cosmetic, and further provide a hair cosmetic excellent in the effect of preventing discoloration of the hair and a skin cosmetic excellent in the effect of preventing whitening of the skin.
- the cosmetic of the present invention comprises (A) an amphoteric surfactant or an anionic surfactant, and (B) 70 to 95 mol% of a monomer unit represented by the general formula (1), and the general formula (2) Cosmetics containing an acrylic acid polymer containing 5 to 30 mol% of the represented monomer unit as a constituent unit, and having a mass ratio represented by (A) / (B) of 0.1 to 50.0 It is a fee.
- amphoteric surfactant or anionic surfactant examples include carboxybetaine-type amphoteric surfactants such as coconut oil fatty acid amidopropyl betaine, lauric acid amidopropyl betaine, lauryl dimethylaminoacetic acid betaine, and lauryl hydroxy.
- Sulfobetaine type such as sulfobetaine, aminocarboxylic acid type such as laurylaminopropionic acid, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, N-coconut oil fatty acid acyl-N-carboxyethyl-N -Imidazolinium betaine type such as hydroxyethylethylenediamine salt, lecithin and the like. These can be used individually by 1 type or in combination of 2 or more types.
- anionic surfactant examples include sulfate ester type anionic surfactants such as alkyl (preferably 10 to 16 carbon atoms) sulfate, polyoxyethylene alkyl (preferably 10 to 16 carbon atoms) ether sulfate, Sulphonic acid type such as ⁇ -olefin sulfonate, N-acyl-N-methyltaurine salt, alkyl sulfosuccinate, N-acyl-N-methylglycine salt, N-acyl-N-methyl- ⁇ -alanine salt ( N-acyl (preferably having 10 to 18 carbon atoms) amino acid type such as N-lauroyl-N-methyl- ⁇ -alanine salt), N-acyl glutamate (N-coconut oil fatty acid acyl-L-glutamate, etc.)
- phosphoric acid ester types such as anionic surfactants, alkyl phosphates, and polyoxyethylene alkyl ether phosphates.
- Examples of the counter ion used for these surfactant salts include alkali metal salts such as sodium salt and potassium salt, and amine salts such as ammonium salt, triethanolamine salt and aminomethylpropanol salt.
- the component (A) is preferably a surfactant selected from carboxybetaine type amphoteric surfactants, sulfate ester type anionic surfactants and N-acyl amino acid type anionic surfactants.
- the amount of the component (A) is not particularly limited, but is usually 0.01% by mass or more, preferably 0.1 to 50% by mass, more preferably 0.2 to 25% by mass in the cosmetic. preferable. If the blending amount is less than 0.01% by mass, the intended effect may not be obtained. In the case of a rinsing-type hair cosmetic, 5 to 20% by mass is more preferable, in the case of a rinsing-free type hair cosmetic, 0.2 to 1% by mass is more preferable, and in the case of a skin cosmetic. 0.2 to 10% by mass is more preferable.
- Acrylic acid-based polymer 70 to 95 mol% of the monomer unit represented by the general formula (1) and 5 to 30 mol% of the monomer unit represented by the general formula (2) are included as structural units. It is an acrylic acid polymer made of a copolymer, and can be used alone or in combination of two or more.
- R 1 represents a hydrogen atom or a methyl group
- R 2 represents a hydrogen atom or a —CH 2 OH group
- A represents an oxygen atom or —NH—
- R 3 represents a hydrogen atom or a methyl group
- M represents a hydrogen atom, an alkali metal atom, ammonium or an amine.
- alkali metal atom examples include sodium atom, potassium atom, and amine include monoethanolamine, diethanolamine, triethanolamine and the like.
- M is an alkali metal atom, ammonium or amine, -COOM forms a salt. To do.
- Examples of the monomer corresponding to the monomer unit represented by the general formula (1) include 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylamide, 2-hydroxyethyl methacrylamide, 2, Examples include 3-dihydroxypropyl acrylate and 2,3-dihydroxypropyl methacrylate.
- Examples of the monomer corresponding to the monomer unit represented by the general formula (2) include acrylic acid, methacrylic acid, and salts thereof.
- the ratio of the monomer unit represented by the general formula (1) is 70 to 95 mol% in the acrylic polymer (100 mol% of all monomer units), preferably 75 to 85 mol%.
- the ratio of the monomer unit represented by (2) is 5 to 30 mol% in the acrylic acid polymer (in 100 mol% of all monomer units), and preferably 10 to 20 mol%.
- the acrylic acid polymer of the present invention may contain a monomer unit other than the monomer unit represented by the general formula (1) or (2) unless the effects of the present invention are impaired. it can.
- examples of other monomer units include monomer units corresponding to nonionic monomers, amphoteric monomers, semipolar monomers, cationic monomers, and polysiloxane group-containing monomers. It is done. However, these monomers do not include monomers corresponding to the monomer units represented by the above (1) or (2).
- the proportion of monomer units other than the monomer unit represented by the general formula (1) or (2) is preferably 0 to 15 mol% in the acrylic acid polymer.
- the acrylic acid polymer of the present invention may be a random copolymer or a block copolymer, and the acrylic acid polymer of the present invention comprises monomer units represented by the general formulas (1) and (2).
- An acrylic acid polymer composed of a copolymer as a unit is preferred.
- nonionic monomers include esters of alcohols having 1 to 22 carbon atoms and (meth) acrylic acid, amides of alkylamines having 1 to 22 carbon atoms and (meth) acrylic acid, ethylene glycol, 1 1,3-propylene glycol and the like (meth) acrylic acid monoesters, esters obtained by etherifying the hydroxyl groups of these monoesters with methanol, ethanol, etc., (meth) acryloylmorpholine, etc.
- Examples of the body include betaine group-containing (meth) acrylic esters, betaine group-containing (meth) acrylamides, etc.
- examples of semipolar monomers include amine oxide group-containing (meth) acrylic esters and amine oxide groups (Meth) acrylamide and the like.
- examples of the cationic monomer include a quaternary amine. Sulfonium group-containing (meth) acrylic esters, quaternary ammonium group-containing (meth) acrylamide and the like.
- the polysiloxane group-containing monomer is a compound having a polysiloxane structure and a structure capable of being covalently linked to an acrylic acid polymer.
- a structural unit has a high affinity with the silicone oil usually used together in the cosmetic composition, and serves to bind the silicone oil with other structural units in the acrylic acid-based polymer. In particular, it is considered that there is a function to increase the adsorption power of silicone oil to damaged hair and the like.
- the ratio of each monomer unit in the acrylic acid polymer is the carbonyl group, amide bond, IR absorption of polysiloxane structure and various functional groups, and the methyl group or amide bond site of polydimethylsiloxane and adjacent to them. It can be measured by 1 H-NMR of a methyl group, methylene group or the like, or 13 C-NMR thereof.
- the weight average molecular weight of the acrylic acid polymer is usually 3,000 to 100,000. If it is less than 3,000, the foam quality-improving effect may be weakened, and if it exceeds 100,000, the hair and skin may be irritated.
- the weight average molecular weight is preferably 10,000 to 30,000, more preferably 10,000 to 20,000, and more preferably 12,000 to 17,000 from the viewpoint of further improving the feel of hair and skin after drying. Further preferred.
- the weight average molecular weight of the acrylic acid polymer can be measured by gel permeation chromatography.
- the molecular weight of the acrylic acid polymer can be adjusted, for example, by controlling the degree of polymerization of the polymer.
- the molecular weight and viscosity can also be controlled by increasing or decreasing the addition amount of a crosslinking agent such as a polyfunctional acrylate.
- a crosslinking agent such as a polyfunctional acrylate.
- the acrylic acid-based polymer of the present invention can be obtained according to the method described in Japanese Patent Application Laid-Open No. 2007-161986.
- monomers giving their respective structural units or their precursors and copolymerizing them by methods such as solution polymerization, suspension polymerization, emulsion polymerization, etc., addition of polysiloxane structure, condensation reaction as necessary It can manufacture by performing etc.
- the counter ion of the anionic monomer represented by the general formula (2) may be subjected to polymerization by substituting part or all of the anionic monomer other than hydrogen ion by a neutralization reaction before polymerization.
- each monomer is mix
- the proportion of the structural unit composed of each monomer in the copolymer of the present invention is the same as the blending amount of each monomer at the time of copolymerization.
- the polymerization reaction is preferably performed in a hydrophilic solvent.
- hydrophilic solvents include ketone solvents such as acetone, methyl ethyl ketone, and methyl isobutyl ketone, alcohol solvents such as methanol, ethanol, n-propanol, i-propanol, n-butanol, i-butanol, and sec-butanol, water, and the like Is mentioned. These may be used alone or in combination of two or more. Among these, it is preferable to use an alcohol solvent.
- peroxides such as benzoyl
- the polymerization reaction can be performed, for example, in an inert gas atmosphere such as nitrogen or argon, preferably at 30 to 120 ° C., more preferably at 40 to 100 ° C., usually for 1 to 30 hours.
- the produced copolymer may be isolated from the reaction solution by an appropriate means such as solvent distillation or addition of a poor solvent.
- This copolymer can be used as it is or after further purification, for example, in the production of cosmetics. Purification can be carried out by combining appropriate means such as reprecipitation, solvent washing, membrane separation and the like as necessary.
- the amount of component (B) is not particularly limited, but is usually 0.01% by mass or more, preferably 0.1 to 10% by mass, more preferably 0.2 to 5% by mass in the cosmetic. preferable. If the blending amount is less than 0.01% by mass, the intended effect may not be obtained.
- the mass ratio of the component (A) and the component (B) represented by (A) / (B) may be in the range of 0.1 to 50.0 in order to obtain the desired effect. Necessary, 0.1 to 35.0 is preferable.
- (A) / (B) is less than 0.1, preferable foam quality cannot be obtained, and when it exceeds 50.0, the foam quality improvement effect cannot be sufficiently obtained, and the effect of preventing hair from fading and the suppression of whitening of the skin The effect cannot be obtained.
- 1.0 to 35.0 is more preferred, in the case of a type of hair cosmetic that is not washed away, 0.1 to 1.0 is more preferred, and in the case of skin cosmetics, 5 to 5. 0.0 to 35.0 is more preferable.
- the cosmetic of the present invention includes, in addition to the above components, a cationic surfactant, a nonionic surfactant, a semipolar surfactant, and a component (B) as long as the effects of the present invention are not impaired depending on the purpose.
- a cationic surfactant e.g., polyhydric alcohols, higher alcohols, silicones, lower alcohols, long chain fatty acids, ester oils, thickeners, fragrances, ultraviolet absorbers, fine particle powders, plant extracts, proteins and their derivatives, amino acids, Preservatives, colorants, pH adjusters, antioxidants, chelating agents, purified water and the like can be blended.
- the fragrance used is the same as the fragrance and fragrance composition described in JP-A-2003-95895.
- the fragrance composition is included in the cosmetic. It is preferable that the amount of the compound is 0.00001 to 50% by mass, and more preferably 0.0001 to 30% by mass.
- Examples of cosmetics include hair or skin cosmetics, and examples of washing-off hair cosmetics include shampoos, rinse-in shampoos, pre-shampoos and other hair cleaning agents, washing-out treatments, rinses, conditioners, and the like.
- Examples of hair cosmetics that do not wash away include treatments that do not wash away, and styling agents.
- a cosmetic it can be used as a foam agent that is filled in a former container and discharged in a foam form.
- Examples of the former container include a non-gas type foam discharge container and an aerosol container using a propellant and a pressure-resistant container, and a non-gas type foam discharge container is preferable.
- the non-gas type foam discharge container is not particularly limited as long as the cosmetic can be mixed with air and discharged in a foamed state.
- a squeeze foamer that can discharge bubbles by squeezing the bottle body by hand.
- Examples thereof include a pump former container that can discharge bubbles by pushing down the container and the nozzle part, and can be appropriately selected according to the purpose.
- Examples of skin cosmetics include body soaps and facial cleansers.
- the cosmetic of the present invention can be prepared based on a conventional method, and can be obtained, for example, by mixing the above component (A), component (B), optional component and water (remainder).
- the obtained cosmetic can be appropriately filled in a container.
- the pH of the hair cosmetic of the present invention is preferably 3 to 7, and the pH of the skin cosmetic is preferably 4 to 11.
- Preferred pH adjusters include inorganic acid salts such as sodium hydroxide and sodium pyrophosphate, and organic acids such as glycolic acid and citric acid.
- pH is measured at 25 ° C. using a HM-25R pH meter manufactured by Toa Denpa Kogyo.
- the cosmetic of the present invention is particularly suitable for hair that has been dyed because it has an effect of preventing discoloration of hair that has been dyed.
- Polymers (2) to (7) were prepared in the same manner as the preparation method of polymer (1) except that the monomer and the blending amount thereof were adjusted so that the structural units shown in Table 1 were obtained.
- HEAA 2-hydroxyethylacrylamide
- GLM 2,3-dihydroxypropyl methacrylate
- AA acrylic acid
- MA methacrylic acid
- a black hair bundle having a length of 10 cm and a mass of 1 g was immersed in a model bleach solution having a composition 1 of 10 times mass at room temperature for 30 minutes. Thereafter, it was thoroughly washed with warm water and dried. Further, a commercial hair dye (Beauty Lab Hair Color ( sleek Brown); manufactured by Hoyu Co., Ltd.) was applied in the same amount as the mass of the hair bundle, wrapped in a wrap, and treated at room temperature for 30 minutes. Next, 10% POE (2) sodium lauryl ether sulfate of 1/10 mass of the hair bundle mass was applied, combed for 1 minute, rinsed with warm water for 1 minute, and dried to obtain an evaluation hair bundle.
- a commercial hair dye Baeauty Lab Hair Color ( sleek Brown); manufactured by Hoyu Co., Ltd.
- the color tone of the hair bundle was measured with a color difference meter SE2000 manufactured by Nippon Denshoku Industries Co., Ltd. and used as an initial value.
- the evaluation hair bundle was wetted with water, 0.1 g of the sample hair cleaning agent was applied thereto, and the hair was combed for 1 minute to quickly adjust the whole hair bundle. Thereafter, it was rinsed with warm water for 1 minute and dried. After repeating this treatment 30 times, the color tone of the hair bundle was measured again with a color difference meter, and the color difference ( ⁇ E *) from the initial value was determined. Note that this value and the visual impression have the following relationship.
- ⁇ E * is 0 or more and less than 1.6: little change in color ⁇ E * is 1.6 or more and less than 2.5: slight color change ⁇ E * is 2.5 or more: color change (composition) 1) Model bleach solution Hydrogen peroxide 6% Ammonia 2% Sodium hydroxide adjusted to pH 10.5 Purified water balance Total 100%
- shampoo compositions were prepared by the following preparation methods. About each shampoo composition, the anti-fading effect was implemented similarly to Example 1, and foam quality evaluation was implemented by the following evaluation. The results are also shown in Tables 5 and 6.
- Table 5 Each component was stirred and mixed, and finally pH adjustment was performed using glycolic acid or citric acid to prepare a shampoo composition.
- Table 6 With the component (a) heated to 80 ° C. and well stirred, purified water that was also heated to 80 ° C. was gradually added with stirring. The amount of purified water added at this time was 25% of the total amount of the composition. The mixed solution was cooled to 50 ° C. with stirring. Separately, the remaining components were mixed, and both solutions were mixed with stirring to prepare a shampoo composition.
- Examples 27 to 29, Comparative Examples 10 to 12 In accordance with the composition shown in Table 7, a treatment foam was prepared according to a conventional method and filled into a non-aerosol foamer pump (foam discharge pump container of FIG. 1 described in JP-A-7-315463). Each treatment foam was evaluated as follows. The results are also shown in Table 7.
- Example 30, Comparative Example 13 In accordance with the composition shown in Table 8, a skin cleanser was prepared according to a conventional method. The obtained skin cleanser was filled in a non-aerosol foamer pump container described in JP-A-7-315463. The following evaluation was carried out for each skin cleanser. The results are also shown in Table 8.
Abstract
Description
[1].(A)両性界面活性剤又はアニオン性界面活性剤、及び(B)下記一般式(1)で表わされる単量体単位70~95モル%と、下記一般式(2)で表わされる単量体単位5~30モル%とを、構成単位として含むアクリル酸系ポリマーを含有し、(A)/(B)で表される質量比が0.1~50.0であることを特徴とする化粧料、
[2].(A)成分が、カルボキシベタイン型両性界面活性剤、硫酸エステル型アニオン性界面活性剤及びN-アシルアミノ酸型アニオン性界面活性剤から選ばれる界面活性剤である[1]記載の化粧料を提供する。 Therefore, the present invention provides [1]. (A) an amphoteric surfactant or an anionic surfactant, and (B) 70 to 95 mol% of a monomer unit represented by the following general formula (1) and a monomer represented by the following general formula (2) A cosmetic comprising an acrylic acid-based polymer containing 5 to 30 mol% of a unit as a constituent unit and having a mass ratio represented by (A) / (B) of 0.1 to 50.0 Fee,
[2]. The cosmetic according to [1], wherein the component (A) is a surfactant selected from carboxybetaine type amphoteric surfactants, sulfate ester type anionic surfactants and N-acyl amino acid type anionic surfactants. To do.
両性界面活性剤としては、ヤシ油脂肪酸アミドプロピルベタイン、ラウリン酸アミドプロピルベタイン、ラウリルジメチルアミノ酢酸ベタイン等のカルボキシベタイン型両性界面活性剤、ラウリルヒドロキシスルホベタイン等のスルホベタイン型、ラウリルアミノプロピオン酸等のアミノカルボン酸型、2-アルキル-N-カルボキシメチル-N-ヒドロキシエチルイミダゾリニウムベタイン、N-ヤシ油脂肪酸アシル-N-カルボキシエチル-N-ヒドロキシエチルエチレンジアミン塩等のイミダゾリニウムベタイン型、レシチン等が挙げられる。これらは1種単独で又は2種以上を適宜組み合わせて用いることができる。 (A) Amphoteric surfactant or anionic surfactant Examples of amphoteric surfactants include carboxybetaine-type amphoteric surfactants such as coconut oil fatty acid amidopropyl betaine, lauric acid amidopropyl betaine, lauryl dimethylaminoacetic acid betaine, and lauryl hydroxy. Sulfobetaine type such as sulfobetaine, aminocarboxylic acid type such as laurylaminopropionic acid, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, N-coconut oil fatty acid acyl-N-carboxyethyl-N -Imidazolinium betaine type such as hydroxyethylethylenediamine salt, lecithin and the like. These can be used individually by 1 type or in combination of 2 or more types.
一般式(1)で表わされる単量体単位70~95モル%と、一般式(2)で表わされる単量体単位5~30モル%とを、構成単位として含む共重合体からなるアクリル酸系ポリマーであり、1種単独で又は2種以上を適宜組み合わせて用いることができる。
還流冷却器、滴下ロート、温度計、窒素ガス導入管及び撹拌装置を備えた反応器にエタノール100質量部を仕込み、滴下ロートに2-ヒドロキシエチルアクリルアミド96.8質量部、アクリル酸3.2質量部、及びエタノール80質量部からなる単量体混合液を仕込み、反応器を窒素置換したのち80℃まで加熱した。反応器に、ジメチル2,2’-アゾビス(2-メチルプロピオネイト)(V-601;和光純薬工業(株)製)1質量部を投入後、単量体混合液を2時間かけて滴下した。滴下終了後から6時間反応させたのち冷却し、ポリマー(1)を得た。 [Preparation example of polymer (1)]
A reactor equipped with a reflux condenser, a dropping funnel, a thermometer, a nitrogen gas inlet tube and a stirring device was charged with 100 parts by mass of ethanol, and 96.8 parts by mass of 2-hydroxyethylacrylamide and 3.2 parts of acrylic acid were added to the dropping funnel. And a monomer mixed solution consisting of 80 parts by mass of ethanol was charged, and the reactor was purged with nitrogen, and then heated to 80 ° C. Into the reactor, 1 part by weight of dimethyl 2,2′-azobis (2-methylpropionate) (V-601; manufactured by Wako Pure Chemical Industries, Ltd.) was added, and the monomer mixture was added over 2 hours. It was dripped. After the completion of the dropwise addition, the mixture was reacted for 6 hours and then cooled to obtain a polymer (1).
表1に記載の構成単位となるように単量体及びその配合量を調整する以外は、ポリマー(1)の調製法と同様にしてポリマー(2)~(7)を調製した。重量平均分子量は、装置:東ソー株式会社製、SC8010,SD8022,RI8020,CO8011,PS8010、カラム:和光純薬工業株式会社 Wakopak(Wakobeads G-50)、展開溶媒:水/メタノール/酢酸/酢酸ナトリウム=6/4/0.3/0.41)を用いて、ポリエチレングリコールを標準物質として求めた。 [Preparation examples of polymers (2) to (7)]
Polymers (2) to (7) were prepared in the same manner as the preparation method of polymer (1) except that the monomer and the blending amount thereof were adjusted so that the structural units shown in Table 1 were obtained. Weight average molecular weight is as follows: apparatus: manufactured by Tosoh Corporation, SC8010, SD8022, RI8020, CO8011, PS8010, column: Wako Pure Chemical Industries, Ltd. Wakopak (Wakobeads G-50), developing solvent: water / methanol / acetic acid / sodium acetate = 6/4 / 0.3 / 0.41), and polyethylene glycol was determined as a standard substance.
GLM:2,3-ジヒドロキシプロピルメタクリレート
AA:アクリル酸
MA:メタクリル酸
表2~4に示す組成に従い、常法に準じて毛髪洗浄剤を調製した。各毛髪洗浄剤について下記評価を行った。結果を表2~4に併記する。なお、pH調整は東亜電波工業製HM-25R型pHメーターを用いて25℃で行った。 [Examples 1 to 15, Comparative Examples 1 to 9]
According to the composition shown in Tables 2 to 4, hair cleansing agents were prepared according to a conventional method. Each hair cleaning agent was evaluated as follows. The results are also shown in Tables 2-4. The pH was adjusted at 25 ° C. using a HM-25R type pH meter manufactured by Toa Denpa Kogyo.
長さ10cm、質量1gの黒色毛束を10倍質量の組成1で示したモデルブリーチ溶液中に室温で30分間浸漬した。その後、温水で十分に洗浄し、乾燥した。さらに、市販染毛剤(ビューティラボヘアカラー(スタイリッシュブラウン);ホーユー(株)製)を毛束質量と同量塗布し、ラップに包んで室温で30分間処理した。次いで、毛束質量の1/10質量の10%POE(2)ラウリルエーテル硫酸ナトリウムを塗布し、1分間櫛通しした後、温水で1分間すすぎ流し、乾燥したものを評価用毛束とした。この毛束の色調を日本電色工業社製色差計SE2000にて測定し、初期値とした。
評価用毛束を水で濡らし、これに試料毛髪洗浄剤0.1gを塗布し、1分間くし通しして毛束全体に手早くなじませた。その後、温水で1分間すすぎ流し、乾燥した。この処理を30回繰り返した後、毛束の色調を再度色差計にて測定し、初期値との色差(ΔE*)を求めた。なお、この値と目視による印象とは次のような関係である。
ΔE*が0以上1.6未満:色の変化がほとんどない
ΔE*が1.6以上2.5未満:色の変化がわずかにある
ΔE*が2.5以上:色の変化がある
(組成1)モデルブリーチ溶液
過酸化水素 6%
アンモニア 2%
水酸化ナトリウム pH10.5に調整
精製水 残部
合計 100% <Anti-fading effect>
A black hair bundle having a length of 10 cm and a mass of 1 g was immersed in a model bleach solution having a composition 1 of 10 times mass at room temperature for 30 minutes. Thereafter, it was thoroughly washed with warm water and dried. Further, a commercial hair dye (Beauty Lab Hair Color (Stylish Brown); manufactured by Hoyu Co., Ltd.) was applied in the same amount as the mass of the hair bundle, wrapped in a wrap, and treated at room temperature for 30 minutes. Next, 10% POE (2) sodium lauryl ether sulfate of 1/10 mass of the hair bundle mass was applied, combed for 1 minute, rinsed with warm water for 1 minute, and dried to obtain an evaluation hair bundle. The color tone of the hair bundle was measured with a color difference meter SE2000 manufactured by Nippon Denshoku Industries Co., Ltd. and used as an initial value.
The evaluation hair bundle was wetted with water, 0.1 g of the sample hair cleaning agent was applied thereto, and the hair was combed for 1 minute to quickly adjust the whole hair bundle. Thereafter, it was rinsed with warm water for 1 minute and dried. After repeating this treatment 30 times, the color tone of the hair bundle was measured again with a color difference meter, and the color difference (ΔE *) from the initial value was determined. Note that this value and the visual impression have the following relationship.
ΔE * is 0 or more and less than 1.6: little change in color ΔE * is 1.6 or more and less than 2.5: slight color change ΔE * is 2.5 or more: color change (composition) 1) Model bleach solution Hydrogen peroxide 6%
Ammonia 2%
Sodium hydroxide adjusted to pH 10.5
Purified water balance
Total 100%
試料毛髪洗浄剤を精製水で10質量倍に希釈し(洗髪時の希釈倍率に相当)、この液について非エアゾールフォーマーポンプ(特開平7-315463号公報記載の図1の泡放出用ポンプ容器)を用いて泡立て、その泡を手に取り、その泡の「キメ」と「泡のかたさ」について、以下評価基準に基づき官能評価した。結果を評価者5名の評価の平均値で示す。
[評価基準]
5点:良好な泡質
4点:やや良好な泡質
3点:やや不良な泡質
2点:不良な泡質
1点:泡にならない <Foam quality evaluation>
The sample hair cleanser was diluted 10 mass times with purified water (corresponding to the dilution factor at the time of shampooing), and a non-aerosol foamer pump (foam releasing pump container of FIG. 1 described in Japanese Patent Laid-Open No. 7-315463) ), And the foam was picked up, and the “feel” and “hardness of the foam” of the foam were subjected to sensory evaluation based on the following evaluation criteria. A result is shown by the average value of evaluation of five evaluators.
[Evaluation criteria]
5 points: Good foam quality 4 points: Somewhat good foam quality 3 points: Somewhat bad foam quality 2 points: Bad foam quality 1 point: No foam
表5,6に示す組成に従い、下記調製方法でシャンプー組成物を調製した。各シャンプー組成物について、褪色防止効果は実施例1と同様に実施し、泡質評価は下記評価にて実施した。結果を表5,6に併記する。
表5:各成分を撹拌混合し、最後にグリコール酸又はクエン酸を用いてpH調整を行い、シャンプー組成物を調製した。
表6:(a)成分を80℃に加温しよく撹拌した状態で、同じく80℃に加温した精製水を撹拌しながら徐々に添加した。このときの精製水の添加量は組成物全量の25%に当たる量とした。この混合溶液を撹拌しながら50℃まで冷却した。別に、残りの成分を混合しておき、両方の液を撹拌しながら混合し、シャンプー組成物を調製した。 [Examples 16 to 26]
According to the compositions shown in Tables 5 and 6, shampoo compositions were prepared by the following preparation methods. About each shampoo composition, the anti-fading effect was implemented similarly to Example 1, and foam quality evaluation was implemented by the following evaluation. The results are also shown in Tables 5 and 6.
Table 5: Each component was stirred and mixed, and finally pH adjustment was performed using glycolic acid or citric acid to prepare a shampoo composition.
Table 6: With the component (a) heated to 80 ° C. and well stirred, purified water that was also heated to 80 ° C. was gradually added with stirring. The amount of purified water added at this time was 25% of the total amount of the composition. The mixed solution was cooled to 50 ° C. with stirring. Separately, the remaining components were mixed, and both solutions were mixed with stirring to prepare a shampoo composition.
シャンプー組成物を用いて(量は毛髪量に合わせて適宜選定する)、通常の洗髪を行い、泡の「キメ」と「泡のかたさ」について、以下評価基準に基づき官能評価した。結果を評価者5名の評価の平均値で示す。
[評価基準]
5点:良好な泡質
4点:やや良好な泡質
3点:やや不良な泡質
2点:不良な泡質
1点:泡にならない <Foam quality evaluation>
Using a shampoo composition (the amount is appropriately selected according to the amount of hair), normal hair washing was performed, and the “feel” and “hardness of foam” of the foam were subjected to sensory evaluation based on the following evaluation criteria. A result is shown by the average value of evaluation of five evaluators.
[Evaluation criteria]
5 points: Good foam quality 4 points: Somewhat good foam quality 3 points: Somewhat bad foam quality 2 points: Bad foam quality 1 point: No foam
表7に示す組成に従って、常法に準じてトリートメントフォーム剤を調製し、非エアゾールフォーマーポンプ(特開平7-315463号公報記載の図1の泡放出用ポンプ容器)に充填した。各トリートメントフォーム剤について、下記評価を行った。結果を表7に併記する。 [Examples 27 to 29, Comparative Examples 10 to 12]
In accordance with the composition shown in Table 7, a treatment foam was prepared according to a conventional method and filled into a non-aerosol foamer pump (foam discharge pump container of FIG. 1 described in JP-A-7-315463). Each treatment foam was evaluated as follows. The results are also shown in Table 7.
評価用毛束の調製及び初期値の測定は、実施例1と同様に行った。評価用毛束に試料トリートメントフォーム剤0.5gを塗布し、1分間くし通しして毛束全体に手早くなじませ、その後ドライヤーで乾燥した。乾燥から2時間後に毛束を温水で濡らし、10%POE(2)ラウリルエーテル硫酸ナトリウム0.1gを塗布し、1分間くし通しした後、温水で1分間すすぎ流し、乾燥した。この試料トリートメントフォーム剤塗布→乾燥→洗浄処理を30回繰り返した後、毛束の色調を再度色差計にて測定し、初期値との色差(ΔE*)を求めた。なお、この値と目視による印象とは次のような関係である。
ΔE*が0以上1.6未満:色の変化がほとんどない
ΔE*が1.6以上2.5未満:色の変化がわずかにある
ΔE*が2.5以上:色の変化がある
<泡質評価>
非エアゾールフォーマーポンプから、トリートメントフォーム剤3gを泡状に吐出させ、泡の「キメ」と「泡のかたさ」について、以下評価基準に基づき官能評価した。結果を評価者5名の評価の平均値で示す。
[評価基準]
5点:良好な泡質
4点:やや良好な泡質
3点:やや不良な泡質
2点:不良な泡質
1点:泡にならない <Anti-fading effect>
Preparation of the evaluation hair bundle and measurement of the initial value were carried out in the same manner as in Example 1. 0.5 g of the sample treatment foam was applied to the evaluation hair bundle, passed through for 1 minute to quickly adjust the whole hair bundle, and then dried with a drier. Two hours after drying, the hair bundle was wetted with warm water, 0.1 g of 10% POE (2) sodium lauryl ether sulfate was applied, passed through for 1 minute, rinsed with warm water for 1 minute, and dried. This sample treatment foam application → drying → cleaning treatment was repeated 30 times, and then the color tone of the hair bundle was again measured with a color difference meter to obtain the color difference (ΔE *) from the initial value. Note that this value and the visual impression have the following relationship.
ΔE * is 0 or more and less than 1.6: little change in color ΔE * is 1.6 or more and less than 2.5: slight color change ΔE * is 2.5 or more: color change
<Foam quality evaluation>
From the non-aerosol foamer pump, 3 g of the treatment foam was discharged in the form of foam, and the sensory evaluation was performed on the “feel” and “hardness of the foam” based on the following evaluation criteria. A result is shown by the average value of evaluation of five evaluators.
[Evaluation criteria]
5 points: Good foam quality 4 points: Somewhat good foam quality 3 points: Somewhat bad foam quality 2 points: Bad foam quality 1 point: No foam
表8に示す組成に従って、常法に準じて皮膚洗浄剤を調製した。得られた皮膚洗浄剤を特開平7-315463号公報記載の非エアゾールフォーマーポンプ容器に充填した。各皮膚洗浄剤について、下記評価を実施した。結果を表8に併記する。 [Example 30, Comparative Example 13]
In accordance with the composition shown in Table 8, a skin cleanser was prepared according to a conventional method. The obtained skin cleanser was filled in a non-aerosol foamer pump container described in JP-A-7-315463. The following evaluation was carried out for each skin cleanser. The results are also shown in Table 8.
非エアゾールフォーマーポンプから、皮膚洗浄剤6gを泡状に吐出させ、手首付近から肘の上部まで洗浄した。タオルで押さえるように水分を拭取った後、室温23℃、相対湿度40%の環境下で安静にし、1時間後の肘及び前腕部の肌の白化状態を下記の基準で評価した。なお、評価は冬季に腕が白くなりやすい評価者5名にて行い、結果を評価者5名の評価の平均値で示す。
[評価基準]
5点:全く白化がみられない
4点:ほとんど白化がみられない
3点:わずかに白化がみられる
2点:かなり白化がみられる
1点:激しい白化がみられる <Skin whitening suppression effect>
From a non-aerosol foamer pump, 6 g of skin cleanser was discharged in the form of foam and washed from near the wrist to the upper part of the elbow. After wiping off the moisture so that it was pressed with a towel, it was rested in an environment of room temperature 23 ° C. and relative humidity 40%, and the skin whitening state of the elbow and forearm after 1 hour was evaluated according to the following criteria. The evaluation is performed by five evaluators who tend to have white arms in winter, and the result is shown as an average value of the evaluation of the five evaluators.
[Evaluation criteria]
5 points: no whitening at all 4 points: almost no whitening 3 points: slightly whitening 2 points: 1 point with significant whitening 1 point: severe whitening
泡質評価は実施例27と同様に行なった。 <Foam quality evaluation>
The foam quality was evaluated in the same manner as in Example 27.
Claims (2)
- (A)両性界面活性剤又はアニオン性界面活性剤、及び(B)下記一般式(1)で表わされる単量体単位70~95モル%と、下記一般式(2)で表わされる単量体単位5~30モル%とを、構成単位として含むアクリル酸系ポリマーを含有し、(A)/(B)で表される質量比が0.1~50.0であることを特徴とする化粧料。
- (A)成分が、カルボキシベタイン型両性界面活性剤、硫酸エステル型アニオン性界面活性剤及びN-アシルアミノ酸型アニオン性界面活性剤から選ばれる界面活性剤である請求項1記載の化粧料。 The cosmetic according to claim 1, wherein the component (A) is a surfactant selected from a carboxybetaine type amphoteric surfactant, a sulfate ester type anionic surfactant and an N-acylamino acid type anionic surfactant.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
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CN2009801211670A CN102046144A (en) | 2008-04-04 | 2009-03-04 | Cosmetic preparation |
KR1020107024517A KR101659635B1 (en) | 2008-04-04 | 2009-03-04 | Cosmetic preparation |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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JP2008098266A JP5509533B2 (en) | 2008-04-04 | 2008-04-04 | Hair cleanser and cleanser product |
JP2008-098266 | 2008-04-04 |
Publications (1)
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WO2009122844A1 true WO2009122844A1 (en) | 2009-10-08 |
Family
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PCT/JP2009/054013 WO2009122844A1 (en) | 2008-04-04 | 2009-03-04 | Cosmetic preparation |
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JP (1) | JP5509533B2 (en) |
KR (1) | KR101659635B1 (en) |
CN (1) | CN102046144A (en) |
MY (1) | MY159473A (en) |
WO (1) | WO2009122844A1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2020071487A1 (en) * | 2018-10-05 | 2020-04-09 | ライオン株式会社 | Skin-cleansing composition to be packed into foamer containers |
Families Citing this family (1)
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JP5912312B2 (en) * | 2011-06-30 | 2016-04-27 | 互応化学工業株式会社 | Cleaning composition |
Citations (8)
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JP2001510780A (en) * | 1997-07-24 | 2001-08-07 | ユニリーバー・ナームローゼ・ベンノートシヤープ | Stable liquid compositions containing high concentrations of emollients |
JP2002509183A (en) * | 1998-01-19 | 2002-03-26 | ロディア・シミ | Use of a copolymer based on an unsaturated acid or its derivative as a foam protective agent |
JP2002193789A (en) * | 2000-12-26 | 2002-07-10 | Lion Corp | Cleansing agent composition |
JP2002309291A (en) * | 2001-04-13 | 2002-10-23 | Lion Corp | Detergent composition |
JP2005281640A (en) * | 2004-03-31 | 2005-10-13 | Nof Corp | Detergent composition |
JP2005306843A (en) * | 2004-03-25 | 2005-11-04 | Kose Corp | Skin detergent composition |
JP2007137830A (en) * | 2005-11-18 | 2007-06-07 | Mitsubishi Chemicals Corp | Cosmetic composition |
JP2007161986A (en) * | 2005-11-18 | 2007-06-28 | Mitsubishi Chemicals Corp | Anionic polymer |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0878185A2 (en) * | 1997-05-16 | 1998-11-18 | Showa Denko Kabushiki Kaisha | Hair-care preparations |
JP5804665B2 (en) * | 2008-04-04 | 2015-11-04 | ライオン株式会社 | Hair cosmetics |
-
2008
- 2008-04-04 JP JP2008098266A patent/JP5509533B2/en not_active Expired - Fee Related
-
2009
- 2009-03-04 KR KR1020107024517A patent/KR101659635B1/en active IP Right Grant
- 2009-03-04 WO PCT/JP2009/054013 patent/WO2009122844A1/en active Application Filing
- 2009-03-04 CN CN2009801211670A patent/CN102046144A/en active Pending
- 2009-03-04 MY MYPI2010004418A patent/MY159473A/en unknown
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001510780A (en) * | 1997-07-24 | 2001-08-07 | ユニリーバー・ナームローゼ・ベンノートシヤープ | Stable liquid compositions containing high concentrations of emollients |
JP2002509183A (en) * | 1998-01-19 | 2002-03-26 | ロディア・シミ | Use of a copolymer based on an unsaturated acid or its derivative as a foam protective agent |
JP2002193789A (en) * | 2000-12-26 | 2002-07-10 | Lion Corp | Cleansing agent composition |
JP2002309291A (en) * | 2001-04-13 | 2002-10-23 | Lion Corp | Detergent composition |
JP2005306843A (en) * | 2004-03-25 | 2005-11-04 | Kose Corp | Skin detergent composition |
JP2005281640A (en) * | 2004-03-31 | 2005-10-13 | Nof Corp | Detergent composition |
JP2007137830A (en) * | 2005-11-18 | 2007-06-07 | Mitsubishi Chemicals Corp | Cosmetic composition |
JP2007161986A (en) * | 2005-11-18 | 2007-06-28 | Mitsubishi Chemicals Corp | Anionic polymer |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2020071487A1 (en) * | 2018-10-05 | 2020-04-09 | ライオン株式会社 | Skin-cleansing composition to be packed into foamer containers |
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KR20100133461A (en) | 2010-12-21 |
KR101659635B1 (en) | 2016-09-26 |
JP5509533B2 (en) | 2014-06-04 |
CN102046144A (en) | 2011-05-04 |
MY159473A (en) | 2017-01-13 |
JP2009249330A (en) | 2009-10-29 |
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