JPH10279434A - Hair cosmetic composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition excellent in emulsion stability, non-tacky and smooth on coating, and giving a wet touch and a lustrous appearance after dried, by including a specific polymer, a higher fatty acid, and a specific surfactant. SOLUTION: This hair cosmetic composition comprises (A) 0.05-20 wt.% of an amineoxide group-containing polymer having a weight-average mol.wt. of 10,000-500,000 and containing structural units based on an amineoxide group- containing monomer of formula I or formula II [R<1> is H, methyl; R<2> -R<4> are each a 1-24c alkyl, etc.,; X is a divalent binding group; (m) is 0-1; (n) is 0-4] and arbitraily structural units based on one or more hydrophobic monomers, (B) 0.05-30 wt.% of a higher fatty acid of the formula: [R<15> is a 7-25c linear or (OH-containing) branched chain (un)saturated hydrocarbon], (C) 0.05-20 wt.% of an amphoteric surfactant such as a compound of formula III [R<17> is a 9-21C alkyl, etc.; (t) is 0-3; (q) is 2-4] and/or a semi-polar surfactant such as a compound of formula IV (R<16> is a 10-18c alkyl, etc.), and, if necessary, (D) an oil, etc.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a polymer containing an amine oxide group-containing polymer, a higher fatty acid, and a semipolar and / or amphoteric surfactant. The present invention relates to a hair cosmetic composition having a wet feeling, a luster, a smoothness and no flaking.

[0002]

2. Description of the Related Art Conventionally, silicone oils and hydrocarbons have been used for the purpose of giving gloss and smoothness to hair, and for the purpose of protecting and improving the touch against dryness and dryness of hair damaged by repeated daily care and beauty treatment. BACKGROUND ART Hair cosmetic compositions containing an oil component such as oil, a cationic surfactant, a humectant, a polysaccharide, a protein hydrolyzate, a natural product extract, a cationic polymer, and the like have been used. However, these were unsatisfactory, such as oily, sticky feeling, insufficient smoothness, occurrence of flaking, unfavorable for safety, and inferior effect.

[0003] Also, JP-A-6-65596 discloses that
Hair cosmetics containing a complex of a higher fatty acid and a surfactant have been proposed. JP-A-8-208442 and JP-A-8-268843 disclose the above-mentioned complex as a cationic resin, Hair cosmetics comprising a combination of molecules have been proposed, but these hair cosmetics are not satisfactory hair styling in terms of solution stability, application feeling and finish feeling.

[0004]

An object of the present invention is to provide a hair cosmetic composition which has excellent emulsion stability, is non-sticky at the time of application, has a wet feeling and gloss after drying, and is smooth and free from flaking. is there.

[0005]

According to the present invention, there are provided (a) a polymer having an amine oxide group having a weight average molecular weight of 10,000 to 500,000, (b) a higher fatty acid and (c) an amphoteric surfactant and / or An object of the present invention is to provide a hair cosmetic composition containing a semipolar surfactant.

[0006]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The configuration of the present invention will be described below. The amine oxide group-containing polymer of the component (a) is
(A) a homopolymer having a structure of an amine oxide group-containing unsaturated monomer, or (A) a copolymer comprising an amine oxide group-containing unsaturated monomer and (B) a hydrophobic unsaturated monomer. It has a polymer structure, preferably,
(A) having a copolymer structure containing 15 to 90% by weight of a structural unit based on an amine oxide group-containing monomer and (B) 85 to 10% by weight of a structural unit based on a hydrophobic monomer; is there.

Here, the component (a) having the structure of a polymer comprising the component (A) means that the component (a) is produced, for example, by any one of the following methods (1) to (4). And means that the polymer contains the structural unit of (A). Examples of the method for producing the amine oxide group-containing polymer include the following methods (1) to (4). Among them, the method (2) is preferable. (1) A method of polymerizing an amine oxide group-containing monomer (A) obtained by oxidizing a nitrogen-containing monomer. (2) A method of polymerizing a nitrogen-containing monomer and then oxidizing the nitrogen-containing group. (3) A method of polymerizing a monomer having a reactive group and reacting a substance having both an active group and an amine oxide group capable of reacting with the functional group. (4) A method of polymerizing a monomer having a reactive group, reacting the monomer with an active group capable of reacting with the functional group and a nitrogen-containing group, and then oxidizing the nitrogen-containing group.

The component (a) having a copolymer structure of (A) and (B) (hereinafter sometimes referred to as an amine oxide group-containing copolymer) is defined as (a)
The component is obtained by, for example, any one of the following methods (5) to (8), and the copolymer contains structural units based on the monomers (A) and (B). means. Examples of the method for producing the amine oxide group-containing copolymer include the following methods (5) to (8). Among them, the method (6) is preferable. (5) A method of copolymerizing an amine oxide group-containing monomer (A) obtained by oxidizing a nitrogen-containing monomer with a hydrophobic monomer (B). (6) A method in which a nitrogen-containing group is oxidized after copolymerizing a nitrogen-containing monomer and a hydrophobic monomer (B). (7) A method in which a monomer having a reactive group and a hydrophobic monomer (B) are copolymerized, and then a substance having both an active group capable of reacting with the functional group and an amine oxide group is reacted. (8) After copolymerizing a monomer having a reactive group with a hydrophobic monomer (B), a substance having both an active group and a nitrogen-containing group capable of reacting with the functional group is reacted, and To oxidize a nitrogen-containing group to a carboxylic acid. Amine oxide group-containing monomer (A): Examples of the amine oxide group-containing monomer of the component (A) include compounds represented by the general formula (I):
To (IV).

[0009]

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(Wherein R ¹ represents a hydrogen atom or a methyl group;
R ² and R ³ may be the same or different and have 1 to 2 carbon atoms.
4, an alkyl group, an aryl group or an arylalkyl group, R ⁴ and R ⁵ represent an alkyl group having 1 to 24 carbon atoms, an aryl group or an arylalkyl group, X represents a divalent linking group,
m is an integer of 0 to 1, n is an integer of 0 to 4, p is 0 to 3
Where Y is an integer

[0011]

Embedded image An alkyl group, an aryl group or an arylalkyl group
And b each represent an integer of 1 to 10 which may be the same or different. )

The monomers represented by the general formula (I) include N,
N-dimethylaminoethyl acrylate, N, N-dimethylaminoethyl methacrylate (hereinafter abbreviated as N, N-dimethylaminoethyl (meth) acrylate), N, N-diethylaminoethyl (meth) acrylate, N, N- Dimethylaminopropyl (meth) acrylate, N, N-diethylaminopropyl (meth) acrylate, N, N-dimethylaminoethyl (meth) acrylamide, N, N-diethylaminoethyl (meth) acrylamide, N, N-dimethylaminopropyl ( (Meth) acrylamide, N, N-diethylaminopropyl (meth) acrylamide, N, N-dimethylaminopropionate vinyl, p-dimethylaminomethylstyrene,
amine oxides such as p-dimethylaminoethylstyrene, p-diethylaminomethylstyrene and p-diethylaminoethylstyrene, or acid anhydrides containing unsaturated groups such as maleic anhydride, itaconic anhydride and crotonic anhydride; Reaction products with N, N-dimethyl-1,3-propanamine, N, N-dimethyl-p-phenylenediamine and the like having a reactive group with an anhydride group and a tertiary amino group at the same time, epoxy such as glycidyl methacrylate Compounds such as N, N-dimethyl-1,3-propanamine and N, N-dimethyl-p-phenylenediamine having a group-containing monomer and a reactive group for these epoxy groups and a tertiary amino group simultaneously And amine oxides such as a reaction product with the above.

Further, a product of an epoxy group-containing monomer such as glycidyl methacrylate and an amine oxide-containing material containing a group reactive with an epoxy group such as hydroxyethyl-N, N-dimethylamine oxide; A product of an isocyanate group-containing monomer such as isocyanate ethyl (meth) acrylate and an amine oxide-containing product containing a group reactive with an isocyanate group such as hydroxyethyl-N, N-dimethylamine oxide is exemplified.

The monomers represented by the general formula (II) include 2-vinylpyridine, 3-vinylpyridine, 4-vinylpyridine, 2-methyl-5-vinylpyridine, and 3-methyl-5.
-Vinylpyridine, 4-methyl-5-vinylpyridine,
6-methyl-5-vinylpyridine, 2-methyl-4-vinylpyridine, 3-methyl-4-vinylpyridine, 2-
Alkyl, aryl, alkylaryl such as lauryl-5-vinylpyridine, 2-lauryl-4-vinylpyridine, 2- (t-butyl) -5-vinylpyridine, 2- (t-butyl) -4-vinylpyridine and the like Examples thereof include amine oxides such as adducts of groups.

The monomers represented by the general formula (III) include 1-vinylimidazole, 2-methyl-1-vinylimidazole, 4-methyl-1-vinylimidazole, 5-methyl-1-vinylimidazole, Examples thereof include amine oxides such as lauryl-1-vinylimidazole and 4- (t-butyl) -1-vinylimidazole. The monomer represented by the general formula (IV) includes 4-vinylmorpholine, 2
-Methyl-4-vinylmorpholine, 4-arylmorpholine, 1-vinylpiperidine, 4-methyl-4-vinylpiperidine, 2-lauryl-1-vinylpiperazine,
And amine oxides such as -methylpiperazinoethyl methacrylate. Among these, the monomer represented by the general formula (I) is the most preferable, and in particular, (meth)
Most preferred is an acryloyloxyalkylene compound in which R ² and R ^{3 in} formula (I) are C ₁ -C ₄ alkyl groups. Nitrogen-containing monomer: Examples of the nitrogen-containing monomer before being oxidized include monomers represented by the following formulas (XII) to (XV).

[0016]

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(Wherein, R ^{1 to} R ¹⁰ , a, b, m, n,
The definitions of p, X, and Y are the same as those in the formulas (I) to (IV). ) 30% by weight or less of the amine oxide group-containing monomer may be replaced with a hydrophilic monomer (C) other than the component (A). Hydrophilic monomer (C): Examples of such a hydrophilic monomer include nonionic, anionic, cationic, and amphoteric monomers having anionic and cationic zwitterions in the same molecule.

Among such monomers, specific examples of nonionic monomers include (meth) acrylonitrile, N-
Cyclohexylmaleimide, N-phenylmaleimide,
N-vinylpyrrolidone, N-vinylacetamide, N-
(Meth) acryloyl morpholine, hydroxyethyl (meth) acrylate, polyethylene glycol (meth) acrylate, methoxy poly (ethylene glycol / propylene glycol) mono (meth) acrylate,
Polyethylene glycol di (meth) acrylate, N-
(Meth) acrylic acid or (meth) acrylamide such as polyoxyalkylene (meth) acrylamide and 2 carbon atoms
And a monomer derived from an alkylene oxide of No. 1 to No. 4 and a hydrophilic monomer such as (meth) acrylamide.

Specific examples of the anionic monomer include:
(Meth) acrylic acid, maleic acid, maleic anhydride, itaconic acid, fumaric acid, unsaturated carboxylic acid monomers such as crotonic acid, unsaturated polybasic anhydrides (for example, succinic anhydride,
Half ester of phthalic anhydride and a hydroxyl group-containing (meth) acrylate such as hydroxyethyl (meth) acrylate, a monomer having a sulfonic acid group such as styrenesulfonic acid and sulfoethyl (meth) acrylate, and acid phosphooxyethyl A monomer having a phosphate group such as (meth) acrylate is exemplified.

These anionic unsaturated monomers can be used as they are, after being partially or completely neutralized with a basic compound, or after being subjected to copolymerization as they are, Partial or complete neutralization with a basic compound is also possible. Examples of the basic compound used for neutralization include hydroxides of alkali metals such as sodium hydroxide and potassium hydroxide; inorganic basic compounds such as ammonia water; ethanolamine, diethanolamine, triethanolamine, and triisopropanolamine. , 2-amino-2
Alkanolamines such as -methyl-1-propanol, 2-amino-2-methyl-1,3-propanediol and aminomercaptopropanediol; basic amino acid compounds such as lysine, arginine and histidine can be used. .

Specific examples of the cationic monomer include:
N, N-cimethylaminoethyl (meth) acrylate,
N, N-diethylaminoethyl (meth) acrylate,
N, N-dimethylaminopropyl (meth) acrylate, N, N-diethylaminopropyl (meth) acrylate, N, N-dimethylaminoethyl (meth) acrylamide, N, N-diethylaminoethyl (meth) acrylamide, N, N- Tertiary amino such as dimethylaminopropyl (meth) acrylamide, N, N-diethylaminopropyl (meth) acrylamide, p-dimethylaminomethylstyrene, p-dimethylaminoethylstyrene, p-diethylaminomethylstyrene, p-diethylaminoethylstyrene A group-containing monomer, a cationizing agent,
For example, alkyl halides such as methyl chloride, methyl bromide and methyl iodide, dialkyl sulfates such as dimethyl sulfate, N- (3-chloro-2-hydroxypropyl)-
Epichlorohydrin adducts of tertiary amine mineral salts such as N, N, N-trimethylammonium chloride; inorganic salts such as hydrochloric acid, hydrobromic acid, sulfuric acid, and phosphoric acid; and carboxylic acids such as formic acid, acetic acid, and propionic acid. And a cationic monomer cationized by the above.

Specific examples of the amphoteric unsaturated monomer include a tertiary amino group-containing monomer which is a precursor of the above-mentioned cationic monomer, and potassium monochloroacetate, sodium monochloroacetate and monobromopropion. Monohalo fatty acid salts such as potassium phosphate, propiolactone, butyrolactone,
It can be used as a zwitterionic monomer by amphoteric using a modifying agent such as propane sultone.

The amine oxide group-containing polymer of the component (a) used in the present invention is preferably (A) 15 to 90% by weight of an amine oxide group-containing unsaturated monomer, and (B) a hydrophobic unsaturated monomer. Weight average molecular weight 1 consisting of 85 to 10% by weight
It has a structure of 000 to 500,000 copolymer. When the amount of the component (A) is less than 15% by weight, the obtained copolymer may have low water solubility, and it may be difficult to wash and remove it when washing hair. If the content exceeds 90% by weight, a sticky feeling is exhibited, which is not preferable in some cases.

Hydrophobic monomer (B): Examples of the hydrophobic monomer (B) include alkyl (meth) acrylates of alcohols having 1 to 24 carbon atoms, styrene, p-methylstyrene and p-chloro. Examples thereof include hydrophobic vinyl monomers such as styrene, vinyl methyl ether, vinyl cyclohexyl ether, vinyl acetate, diethyl maleate, and dibutyl maleate, glycidyl (meth) acrylate, and fluoroalkyl esters of (meth) acrylic acid. Further, a macromonomer such as a silicone macromer having a radical polymerizable unsaturated group is exemplified.

Examples of the (meth) acrylic acid esters of alcohols having 1 to 24 carbon atoms include (meth)
Methyl acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, secondary butyl (meth) acrylate,
Tert-butyl (meth) acrylate, pentyl (meth) acrylate, secondary pentyl (meth) acrylate, 1-ethylpropyl (meth) acrylate, 2-methylbutyl (meth) acrylate, isopentyl (meth) acrylate, Tert-pentyl (meth) acrylate, 3-methylbutyl (meth) acrylate, neopentyl (meth) acrylate, hexyl (meth) acrylate,
2-methylpentyl (meth) acrylate, 4-methylpentyl (meth) acrylate, 2-ethylbutyl (meth) acrylate, cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, heptyl (meth) acrylate, 2-heptyl (meth) acrylate, 3-heptyl (meth) acrylate, octyl (meth) acrylate,
2-octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isooctyl (meth) acrylate, nonyl (meth) acrylate, 3,3,5-trimethylhexyl (meth) acrylate, (meth) acryl Decyl acid, undecyl (meth) acrylate, lauryl (meth) acrylate, cetyl (meth) acrylate, (meth)
Stearyl acrylate, eicosyl (meth) acrylate, docosyl (meth) acrylate, tetracosyl (meth) acrylate, methylcyclohexyl (meth) acrylate, isobornyl (meth) acrylate, norbornyl (meth) acrylate, (meth) Examples include benzyl acrylate and phenethyl (meth) acrylate. Among these, (meth) acrylic acid esters of alcohols having 1 to 24 carbon atoms represented by the formula (V) are preferable.

[0026]

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(Wherein R ¹ represents a hydrogen atom or a methyl group;
R ¹⁴ represents an alkyl group having 1 to 24 carbon atoms. The component (B) is preferably used in the range of 10 to 85% by weight. If it exceeds 85% by weight, the copolymer film tends to have poor smoothness and transparency, and may be hardly soluble in water, so that it may be difficult to remove the film when washing the hair. (B)
If the content of the component is less than 10% by weight, a sticky feeling is exhibited, which is not preferable in some cases.

Polymerization method: The amine oxide group-containing resin is
In the presence of the above monomer component usually a radical polymerization initiator,
It is obtained by polymerizing by a known method such as solution polymerization, bulk polymerization, suspension polymerization and the like. Particularly, it can be suitably obtained by solution polymerization. As the polymerization solvent, acetone,
Methyl ethyl ketone, methyl isobutyl ketone, methanol, ethanol, propanol, isopropanol,
Organic solvents such as butanol, isobutanol, secondary butanol, ethyl acetate, propyl acetate, and butyl acetate are used alone or in combination of two or more. The amount of the solvent used is such that the polymer concentration of the resulting copolymer solution is 10 to 65.
It is preferable that the amount is such that the amount becomes% by weight.

As the radical polymerization initiator, 2,2'-
Azobisisobutyronitrile (AIBN), 2,2'-
Azobis (2,4-dimethylvaleronitrile), 2,
2'-azobis (4-methoxy-2,4-dimethylvaleronitrile), dimethyl-2,2'-azobisisobutyrate, 2,2'-azobis (2-methylbutyronitrile), 1,1 ' Azo compounds such as -azobis (1-cyclohexanecarbonitrile), benzoyl peroxide,
Dicumyl peroxide, di-t-butyl peroxide,
A peroxide such as lauroyl peroxide is used.
These polymerization initiators are generally used in an amount of 0.01 to 5% by weight based on the components (A) to (C). The polymerization is usually carried out in an atmosphere of an inert gas such as nitrogen or argon at 30 to 120 ° C, preferably 40 to 100 ° C for 1 to 20 hours. Usually, all types and amounts of the monomers are present from the beginning of the polymerization, but divisional addition may be performed according to the type and / or the amount of the monomers.

Oxidation: An oxidizing agent is added to the resin solution obtained by polymerizing the monomer components, and the resulting solution is added at 20 to 100 ° C.
By carrying out the oxidization in the range of 0.1 to 100 hours, preferably 1 to 50 hours, an amine oxide group-containing resin can be obtained. As an oxidizing agent for oxidizing the obtained precursor polymer, an oxidizing agent such as peroxide or ozone is used. The peroxide includes hydrogen peroxide, ammonium persulfate, sodium persulfate, peracetic acid, metachloroperbenzoic acid, benzoyl peroxide, t-butyl hydroperoxide, and the like, but hydrogen peroxide is generally used. . The amount of the oxidizing agent used is 0.2 to 3 based on the oxidizable functional group contained in the precursor polymer.
It is more preferably used in a molar equivalent ratio of 0.5 times to 2 times. The remaining peroxide can be used without any treatment, but can also be treated and used by a known method. Specifically, treatment by addition of a reducing agent or addition of a metal catalyst, ion exchange treatment, activated carbon treatment and the like can be mentioned.

The obtained resin solution can be used as it is, but if necessary, an amine oxide group-containing resin can be isolated and used by a known method such as reprecipitation or solvent distillation. Further, the isolated amine oxide group-containing resin is further purified by reprecipitation, solvent washing, membrane separation, adsorption treatment and the like, if necessary. The resin thus obtained usually has a weight average molecular weight of 10,000 to 500,000.
0 resin. If the weight average molecular weight is less than 10,000, the hair styling power decreases, and if it exceeds 500,000, the compatibility with water and the like deteriorates, and the solution viscosity further increases, causing problems in workability and applicability. . As the amphoteric surfactant of the component (b) used in the present invention, all of the amphoteric surfactants used in ordinary cosmetic bases and the like can be used. Examples include amidobetaine-type amphoteric surfactants represented by the following general formula (VII):

[0032]

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(Wherein, R ¹⁷ represents an alkyl group or alkenyl group having an average of 9 to 21 carbon atoms, t represents an integer of 0 to 3, and q represents an integer of 2 to 4). Levon 2000 (manufactured by Sanyo Chemical), Anon BDF (manufactured by NOF Corporation), and the like correspond to this. An amide sulfobetaine type amphoteric surfactant represented by the following general formula (VIII),

[0034]

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(In the formula, R ¹⁷ , t, and q have the same meanings as in formula (VII).) [Commercially available products include Lonzain-CS (manufactured by Lonza) and Miratine CBS (manufactured by Milanol). Applicable. A betaine-type amphoteric surfactant represented by the following general formula (IX),

[0036]

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(In the formula, R ¹⁷ , t and q have the same meanings as in the general formula (VII).) [Commercially available products include Anon BL (manufactured by Nippon Oil & Fats) and Dehington AB-30 (manufactured by Henkel). This is the case. A sulfobetaine-type amphoteric surfactant represented by the following general formula (X),

[0038]

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(In the formula, R ¹⁷ , t, and q have the same meanings as in the general formula (VII).) [Lonzaine 12CS (manufactured by Lonza) and the like correspond to commercial products. ] Imidazolinium type amphoteric surfactant represented by the following general formula (XI),

[0040]

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(In the formula, R ¹⁷ has the same meaning as in formula (VII), and r is 1 or 2.) [In the commercial product, ovazoline 662-N (manufactured by Toho Chemical);
Anon GLM (manufactured by NOF Corporation) and the like correspond to this. ] Tertiary amine oxide type semipolar surfactant represented by the following general formula (VI)

[0042]

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(Wherein R ¹⁶ is an average of 10 to 18 carbon atoms)
Represents an alkyl group or an alkylene group. [Commercially available products include Unisafe A-LM (manufactured by NOF Corporation), Wandamine OX-100 (manufactured by Shin Nippon Rika), and the like. ] And amphoteric and semipolar surfactants. In the general formulas (VI) to (XI), the average number of carbon atoms of R ¹⁷ is 9 to
21, but preferably 11 to 17, and most preferably 11 to 13. In the present invention, any one or more of these amphoteric surfactants and / or semipolar surfactants are selected and used.

As the higher fatty acid of the component (b) used in the present invention, for example, higher fatty acids represented by the general formula R ¹⁸ COOH, and all higher fatty acids used in ordinary cosmetic bases and the like can be used. it can. Here, R ¹⁸ is preferably a saturated or unsaturated hydrocarbon having a straight-chain or branched chain having 7 to 25 carbon atoms and optionally having a hydroxyl group. If the number of carbon atoms is less than 7, the emulsion stability is reduced, and the effect of smoothness of the finish is hardly obtained. When the number of carbon atoms is more than 25, the solubility and dispersibility in a solvent such as water and alcohol are inferior, so that the finished smoothness tends to decrease. Specific examples include lauric acid, myristic acid, palmitic acid, stearic acid, arachiic acid, saturated fatty acids such as behenic acid, 2-paric acid, arachinic acid, petroselinic acid, oleic acid, elaidic acid, ricinoleic acid, linoleic acid, Examples include branched fatty acids such as linoleic acid, linolenic acid, and arachidonic acid, and hydroxycarboxylic acids such as 12-hydroxystearic acid.
In the present invention, any one of these higher fatty acids may be used.
Select and use two or more species.

In the hair cosmetic composition of the present invention, the use amount of each component is not particularly limited, but usually, the content of the component (a) is 0.05 to 20% by weight based on the total amount of the hair cosmetic composition.
Component (b) is 0.05 to 30% by weight, and component (c) is 0.1% by weight.
And the content of component (a) is preferably 0.5 to 20% by weight.
05 to 10% by weight, component (b) is 0.05 to 15% by weight, and component (c) is 0.05 to 15% by weight. If the addition amount of the component (a) is small, the emulsion stability becomes insufficient, which causes insufficient wet feeling and deterioration of flaking. In this case, it is preferable to increase the addition amount of the component (b). If the added amount of the component (a) is excessive, the feeling of stiffness increases. Also,
When a polymer other than the component (a) is used, disadvantages such as insufficient emulsion stability and occurrence of flaking occur. If the amount of the component (b) is too small, the emulsion stability is insufficient, the composition is caught at the time of coating and the elongation is poor, and the wet feeling after drying is insufficient. If the amount of addition is large, the luster is reduced and safety is not preferred. In addition, when other surfactants such as nonionic surfactants (polyoxyethylene alkyl ether, polyoxyethylene hardened castor oil, polyoxyethylene sorbitan alkyl ester, etc.) are used, the emulsion stability is insufficient, and a sufficient effect is obtained. Absent. When component (c) is added in a small amount, the feeling of stiffness increases and the wet feeling is insufficient. Excessive addition results in poor dispersibility, poor elongation during coating, and poor gloss and flaking after drying.

Further, when an oil component is added as the component (d) to the present composition, the composition can be easily emulsified, and the smoothness, gloss and wet feeling are further improved. Suitable oils include fatty acid glycerides such as castor oil, cocoa oil, mink oil, avocado oil, jojoba oil, macadamian nut oil, olive oil; waxes such as lanolin; isopropyl myristate;
Octyldodecyl myristate, hexyl laurate,
Esters such as cetyl lactate; dimethylpolysiloxane,
Silicone derivatives such as methylphenylpolysiloxane, polyether-modified silicone and amino-modified silicone;
And polyoxyethylene-modified silicon. The oil is used in an amount of 0.05 to 30% by weight in the hair cosmetic composition.

The hair cosmetic composition of the present invention contains, in addition to the essential components (a) to (c), components used in ordinary cosmetics, for example, cetyl alcohol, oleyl alcohol, stearyl alcohol, iso-alcohol, etc. Linear and branched higher alcohols such as stearyl alcohol, lauryl alcohol, and 2-octyldodecanol; ethylene glycol, polyethylene glycol, propylene glycol,
Polyhydric alcohols such as polypropylene glycol, glycerin and sorbitol; ethylene oxide and / or propylene oxide adducts of higher alcohols such as polyoxyethylene lauryl ether, polyoxypropylene cetyl ether and polyoxyethylene polyoxypropylene stearyl ether; Amides such as acid diethanolamide and lauric acid diethanolamide; cationic surfactants such as stearyltrimethylammonium chloride, distearyldimethylammonium chloride and lauryltrimethylammonium chloride; polyoxyethylene lauryl ether sulfate, polyoxyethylene lauryl sulfosuccinate and the like Anionic surfactants: laurylhydroxysulfobetaine, lauryldimethylcarboxybe Amphoteric surfactants such as in; collagen hydrolyzate, keratin hydrolyzate, protein derivatives, such as polyamino acids, amino derivatives; plant extracts, crude drug, vitamins, UV absorbers such as oxybenzene, EDTA
A chelating agent such as -Na, a preservative such as paraben, an antioxidant, a dye, a pigment, a fragrance and the like may be appropriately blended within a range not to impair the effects of the present invention.

The use and form of the hair cosmetic composition of the present invention are not particularly limited, and can be used in various use forms. For example, it can be used as a hair foam, aerosol hair spray, pump hair spray, foam hair spray, hair mist, gel, set lotion, hair cream, and hair oil. In the hair cosmetic of the present invention, each component including the components (a), (b) and (c) is dissolved or emulsified / dispersed in water and / or a solvent of an alcohol such as ethanol and isopropanol according to a conventional method. It can be manufactured by the following. When water is used as a solvent, the wet feeling and gloss at the time of finishing are excellent. When ethanol is used, a clear solution is obtained, which is stable and further reduces stickiness during coating.

Hair foam, aerosol spray,
When used as a foam hair spray or the like, 1,1-difluoroethane, 1,1,1,2,
Fluoroalkanes such as tetrafluoroethane; liquefied petroleum gas composed of alkanes; dimethyl ether; compressed gas such as carbon dioxide gas and nitrogen gas can be used alone or in combination.

[0050]

(Resin production example)

Production Example 1: Amine oxide group-containing polymer In a reactor equipped with a reflux condenser, a dropping funnel, a thermometer, a nitrogen gas inlet tube and a stirrer, 50 parts of N, N-dimethylaminoethyl methacrylate and 30 parts of methyl methacrylate were used.
Parts, 20 parts of isobutyl methacrylate and 150 parts of absolute ethanol, 0.6 parts of 2,2'-azobisisobutyronitrile was added, and the mixture was reacted at 80 ° C. for 8 hours in a nitrogen atmosphere, and then cooled to 60 ° C. did.

Next, a 31% aqueous solution of N, N-dimethylaminoethyl methacrylate and an equimolar amount of hydrogen peroxide was added dropwise to the polymerization solution in a dropping funnel over 1 hour, and stirring was further continued for 20 hours to obtain a dimethylamino group. Is oxidized, and anhydrous ethanol is added to reduce the polymer concentration to 3.
It was adjusted to 0%. Completion of the oxidation reaction was confirmed by measuring the amine value of the reaction solution. The obtained polymer is referred to as “P
-1 ". In addition, the obtained polymer weight average molecular weight was 110,000. In addition, N-O absorption was recognized from the infrared absorption spectrum, and formation of an amine oxide group was confirmed.

Production Example 2: Cationic resin In a five-necked flask equipped with a reflux condenser, a dropping funnel, a thermometer, a glass tube for nitrogen replacement, and a stirrer, 55 parts of dimethylaminoethyl methacrylate, 15 parts of lauryl acrylate, 20 parts of cetyl methacrylate, 10 parts of behenyl methacrylate, and 100 parts of anhydrous ethanol were added, and azobisisobutyronitrile (hereinafter, “AIB”) was added.
N) was heated under reflux at 80 ° C. under a nitrogen stream. After 2 hours, 0.6 parts of AIBN was added, and polymerization was carried out at the same temperature for 6 hours.

Next, 53.9 parts of diethyl sulfate (equimolar amount to dimethylaminoethyl methacrylate) was added thereto.
And 100 parts of anhydrous ethanol were added, and a denaturation reaction was further performed at 50 ° C. for 10 hours under a nitrogen stream. Then
By adjusting the ethanol content, a cationic resin solution having a polymer content of 30% was obtained. The obtained polymer was designated as “P-2”
And The weight average molecular weight of this resin before modification is 120,
000.

Examples 1 to 9 Hair cosmetic compositions shown in Table 1 were prepared, and (1) emulsion stability of the solution, (2) smoothness upon application, (3) stickiness,
(4) Wet feeling, (5) smoothness after drying, (6) gloss, (7) flaking were evaluated. Table 1 also shows the results. In addition, each component in Table 1 represents the amount converted to solid content by weight%. As is clear from Table 1, the hair cosmetics of Examples 1 to 9 had solution stability ((1)), application feeling ((2), (3), (4)) and feeling after drying (( 5), (6), and (7)) were all excellent.

[Evaluation Method] The evaluation method and evaluation criteria are as follows. (1) Emulsion stability of the solution: The prepared solution was heated at 50 ° C. for 1 hour.
After standing for a week, the condition was visually observed and evaluated according to the following criteria. ◎ Uniformly dispersed and cloudy. ○ Although water is slightly separated into the lower layer, it is uniformly dispersed and turbid when shaken gently. △ Partially aggregated, causing color unevenness. X: Aggregated, not uniform even when shaken, and separated.

(2) Smoothness at the time of application (smoothness after application and until drying): 23 cm, 2 g of hair, sample 0.75
g was applied and the smoothness when blended by hand was organoleptically evaluated. ○ Smooth and good elongation. △ Slightly caught. X: Caught and poor elongation. (3) Stickiness (less stickiness until drying after application): 0.75 g of a sample was applied to 23 cm, 2 g of hair, and the stickiness until drying was evaluated organoleptically. ○ No stickiness is felt. △ Somewhat sticky. X: Very sticky.

(4) Wet Feeling (Wet Feeling of Finished Hair): A 0.75 g sample was applied to 2 cm of hair at 23 cm and dried naturally at 23 ° C. for 8 hours. After drying, the wet feeling was sensory evaluated. ○ It has a soft touch. △ Slightly moist. × The touch is dry. (5) Smoothness after drying: 23 cm, 0.75 g of a sample was applied to 2 g of hair, and air-dried at 23 ° C. for 8 hours. After drying, the smoothness was organoleptically evaluated. ○ The smoothness has been improved. △ Smoothness does not change. X Smoothness was reduced and the feel was heavy.

(6) Gloss: 0.75 g of a sample was applied to 2 cm of hair at 23 cm and dried naturally at 23 ° C. for 8 hours. After drying, the gloss was subjected to a sensory evaluation. ○ The gloss has improved. △ Gloss does not change. X: The gloss decreased. (7) Flaking: 23 cm, 2 g of hair and sample 0.
75 g was applied and air-dried at 23 ° C. for 8 hours. After drying, comb it five times with a Tsuge comb and use a stereoscopic microscope (20x)
Was observed. ○ No flaking occurs. △ A small amount of flaking occurs. X A large amount of flaking occurs.

Comparative Examples 1 to 11 The hair cosmetic compositions shown in Table 2 were prepared in the same manner as in Example 1.
evaluated. As is clear from Table 2, the hair cosmetics of Comparative Examples 1 to 11 have insufficient emulsification stability of the solution, are not smooth due to being caught after drying during application, or have an insufficient wet feeling, It was not satisfactory in terms of performance as a hair cosmetic such as occurrence of a large amount of flaking.

Example 10 In Example 1, a solution was prepared using ethanol instead of water, and evaluated in the same manner as in Example 1. As a result, the obtained hair cosmetic composition was transparent, The unity of the finish and the feel were excellent. Example 11 In Example 1, water / ethanol = 1 was used instead of water.
As a result of preparing a solution using a mixed solvent of / 1 and evaluating in the same manner as in Example 1, the obtained hair cosmetic composition was excellent in emulsification stability, excellent in coating feeling, unity in finish, and excellent in feel. .

[0061]

[Table 1]

[0062]

[Table 2]

[0063]

The hair cosmetic composition of the present invention is excellent in emulsifying properties, is smooth without stickiness when applied, has a wet feeling and gloss after drying, and has no flaking.

 ──────────────────────────────────────────────────続 き Continuing on the front page (72) Inventor Kanaji Narasaki 1 Tohocho, Yokkaichi-shi, Mie Prefecture Mitsubishi Chemical Corporation Yokkaichi Research Institute (72) Inventor Kazuhide Hayama 1 Tohocho, Yokkaichi-shi Mie Prefecture Mitsubishi Chemical Corporation The inside of Yokkaichi Research Institute

Claims (10)

[Claims] (1) a weight-average molecular weight of 10,000 to 5
A hair cosmetic composition comprising a polymer having an amine oxide group of 00000, (b) a higher fatty acid, and (c) an amphoteric surfactant and / or a semipolar surfactant. 2. An amine oxide group-containing polymer as component (a) comprises 15 to 90% by weight of a structural unit based on an amine oxide group-containing unsaturated monomer and a structural unit based on a hydrophobic unsaturated monomer. The hair cosmetic composition according to claim 1, which has a structure of a copolymer having 85 to 10% by weight. 3. The hair cosmetic according to claim 2, wherein the amine oxide group-containing unsaturated monomer as the component (a) is selected from the compounds represented by the following formulas (I) to (IV). Composition. Embedded image (Wherein, R ¹ represents a hydrogen atom or a methyl group; R ² and R ³ represent an alkyl group having 1 to 24 carbon atoms, an aryl group or an arylalkyl group which may be the same or different, and R ⁴ and R ⁵
Is an alkyl group, an aryl group or an arylalkyl group having 1 to 24 carbon atoms, X is a divalent linking group, m is an integer of 0 to 1, n is an integer of 0 to 4, and p is 0 to 3 And Y is the following: And a and b represent an integer of 1 to 10 which may be the same or different, and represent an atom or an alkyl group, an aryl group or an arylalkyl group having 1 to 24 carbon atoms. ) 4. The hair cosmetic composition according to claim 2, wherein the hydrophobic unsaturated monomer as the component (a) is a compound represented by the following general formula (V). Embedded image (In the formula, R ¹ represents a hydrogen atom or a methyl group, and R ¹⁴ represents an alkyl group having 1 to 24 carbon atoms.) 5. The higher fatty acid of the component (b) has the general formula R^Fifteen
COOH (R ^FifteenIs a linear chain having an average of 7 to 25 carbon atoms
Or saturated or unsaturated, which may have a hydroxyl group in a branched chain.
It is a Japanese hydrocarbon. 2. The hair cosmetic composition according to claim 1, wherein
Composition. 6. The surfactant of the component (c) represented by the general formula (V)
Tertiary amine oxide type semipolar surfactant represented by I)
And amphoteric surfactants represented by general formulas (VII) to (XI)
The hair according to claim 1, wherein the hair is at least one selected from the group consisting of:
Hair cosmetic composition. Embedded image(Where R¹⁶Is an alkyl group having an average of 10 to 18 carbon atoms
Or an alkenyl group, R ¹⁷Is an average of 9 to 21 carbon atoms
Represents an alkyl group or an alkenyl group. t is an integer from 0 to 3
Is a number, q is an integer of 2 to 4, and r is 1 or 2.
is there. ) 7. The hair cosmetic composition according to claim 1, further comprising (d) an oil component. 8. The hair cosmetic composition, wherein the component (a) is added to the hair cosmetic composition in an amount of 0.
The hair cosmetic composition according to claim 1, comprising 0.05 to 20% by weight, 0.05 to 30% by weight of the component (b), and 0.05 to 20% by weight of the component (c). 9. The hair cosmetic composition according to claim 7, which comprises 0.05 to 30% by weight of an oil component. 10. The hair cosmetic composition according to claim 8, comprising a solvent selected from water and ethanol.