JP5952055B2 - Hair cosmetics - Google Patents

Description

  The present invention relates to a hair cosmetic containing a (meth) acrylic silicone graft copolymer and dimethylpolysiloxane having a viscosity at 25 ° C. of 1000 mPa · s or more, and more specifically, giving an excellent harsh feeling to the hair. The present invention relates to a hair cosmetic that is excellent in suppleness, and also has a moist and coherent feeling.

  In recent years, consumer cosmetics on hair have become more and more diversified, and in addition to the usual brushing by dryer blow, coloring and permanent wave treatment using reducing agents, oxidizing agents, etc. are widely performed in general. It has become to. Along with this, in addition to hair damage due to environmental factors such as sunlight and dryness, hair damage due to these treatments has also increased, physical damage due to dryer blow and brushing, and the use of coloring agents and permanent wave agents on the hair The number of people who suffer from chemical damage due to the increase is increasing. In addition, many users are worried about the lack of hairiness due to a decrease in the hair volume due to aging, and especially those who are worried about the decrease in hair volume due to aging, in addition to the lack of hairiness, such as white hair dyeing and permanents. There is a tendency to perform chemical treatment, and further, damage to the hair accumulates, resulting in a change to hair that is less susceptible to harshness. There is no such elasticity, and damaged hair has a poor volume, and also has a soft touch and appearance, and is often lacking in flexibility.

  Therefore, most hair cosmetics use a quaternary ammonium salt as a main component to provide a conditioning effect, but quaternary ammonium salts are used to impart physical elasticity and moisturizing hair. In addition, hair cosmetics using higher alcohols or amphoteric polymers have been proposed (see, for example, Patent Document 1). For hair cosmetics that are washed away (rinse off), an anionic surfactant and an amphoteric surfactant are used in combination, and a copolymer of vinylpyrrolidone and vinyl acetate is used to improve the harshness and smoothness. Cosmetics and the like have been proposed (see, for example, Patent Document 2). In addition, a composition has been proposed that uses a high molecular weight silicone having a polymerization degree of 3000 to 20000 and imparts a glossy and smooth feel to hair or the like (see, for example, Patent Document 3).

  On the other hand, hair cosmetics for the purpose of imparting a sense of smoothness and smoothness by chemically repairing hair from the inside have been developed. Methods using amphiphilic amide lipids and oils (for example, Patent Document 4) And a method using an egg white hydrolyzate (for example, see Patent Document 5), a method using a metal salt and a sericin hydrolyzate (for example, see Patent Document 6), and the like.

JP2011-98927A JP 2008-150359 A Japanese Patent Laid-Open No. 11-263712 JP 2004-307378 A JP 2007-238515 A JP 2009-132648 A

However, as in Patent Documents 1 and 2, a technique using an amphoteric polymer or a polymer such as a copolymer of vinyl pyrrolidone and vinyl acetate embodies a harsh feeling with a polymer film. It is necessary to compensate for a moist feeling with an oil or the like because it tends to be a hard and firm finish. When these polymers and oils are applied to hair in combination, the adhesion between the hairs increases due to their properties, and they tend to be bundled, resulting in stickiness and the like, which is not satisfactory. Moreover, although the technique using high molecular weight silicone, a low boiling point oil, etc. like patent document 3 can provide the smooth touch by adhering to the hair surface, a harsh feeling cannot be obtained.
In addition, as disclosed in Patent Documents 4 to 6, the technique of imparting harshness and smoothness from the inside of the hair using amphiphilic amide lipids, egg white and sericin hydrolyzate, chemically repairs the inside of the hair, and harshness. It is possible to restore the smoothness of the hair, but it is not possible to obtain a remarkable effect that exceeds the original hair quality. For the users who are worried about their lack, and the amount of hair that has decreased with age, and the hair that has become thinner, the required effects such as a feeling of elasticity and volume increase have not been obtained.
Therefore, it has been particularly desired to develop a technique that can provide both a smooth feeling and a moist finish while imparting a firm feeling.

In view of such a situation, the present inventors have intensively studied, and as a result, when the component that imparts a harsh feeling and the component that imparts a supple, moist feeling are non-uniformly present in the system, each component is locally present. It was found that the two components need to be compatible with each other because sufficient effects cannot be obtained from each other because they adhere to the hair. In addition, it has been found that in order to finish hair that rises gently from the root, it is necessary to apply these components to the hair evenly. As a result of various investigations based on these findings, (meth) acryl silicone graft copolymer as a component imparting a harsh feeling, and dimethyl having a viscosity at 25 ° C. of 1000 mPa · s or more as a component imparting a supple, moist feeling. The knowledge that the above-mentioned problems can be solved was obtained because polysiloxanes have excellent affinity for each other and form a uniform film and also have good adsorptivity to each hair. Furthermore, it has been found that the stickiness of dimethylpolysiloxane having a viscosity at 25 ° C. of 1000 mPa · s or more is reduced by combining the (meth) acryl silicone graft copolymer with the glutinity of dimethylpolysiloxane, thereby improving the flexibility.
In addition, in order to give the hair a sense of elasticity, smoothness and moistness, it has been found that damage repair from inside and outside the hair is useful, and by further containing amino acids and / or amino acid derivatives, The knowledge of realizing hair with a soft and firm feeling was obtained, and the present invention was completed.

That is, the present invention includes the following components (A) and (B);
(A) (Meth) acrylic silicone graft copolymer 0.001 to 5.0 mass%
(B) 0.001-10.0 mass% of dimethylpolysiloxane whose viscosity in 25 degreeC is 100,000-10 million mPa * s.
Contain,
The component (A) is
It is a (meth) acryl silicone graft copolymer obtained by reacting the following radically polymerizable monomers (a), (b), (c) and (d).
(A) The following general formula (I)
(In the formula, Me is a methyl group, R 1 is a hydrogen atom or a methyl group, R 2 is a linear or branched C 1-10 divalent divalent alkyl group which may contain 1 or 2 ether bonds. A saturated hydrocarbon group, R3 is a saturated hydrocarbon group having 1 to 10 carbon atoms, and m is an integer of 5 to 100).
(B) The following general formula (II)
(In the formula, R4 may be a hydrogen atom or a methyl group, R5, R6 and R7 may be the same or different, a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, X is -O-, -NH-, -O. —CH ₂ — or —O—CH ₂ CH (OH) —, Y is a linear or branched divalent saturated hydrocarbon group having 1 to 4 carbon atoms, and Z ⁻ represents a counter anion. A compound represented by the formula (III)
(In the formula, R8 and R9 may be the same or different, a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R10 and R11 may be the same or different, and a hydrogen atom or an alkyl group having 1 to 18 carbon atoms. Group Z ⁻ represents a counter anion.) At least one selected from compounds represented by
(C) The following general formula (IV)
(Wherein R12 represents a hydrogen atom or a methyl group, and R13 represents a hydrogen atom or a linear or branched alkyl group having 1 to 3 carbon atoms).
(D) The following general formula (V)
(Wherein R14 represents a hydrogen atom or a methyl group, and R15 represents a hydroxyalkyl group having 1 to 4 carbon atoms). .

Furthermore, the present invention provides the above-described hair cosmetic , which contains an amino acid and / or a compound having an amino acid skeleton in the structure as the component (C).

  Further, the present invention provides the hair cosmetic, wherein the content ratio (B) / (A) of the component (A) and the component (B) is 0.1 to 100.

  ADVANTAGE OF THE INVENTION According to this invention, the hair cosmetics which the softness and the firmness feeling were provided to hair and were excellent in the moist feeling and the unity feeling can be provided.

Hereinafter, the present invention will be described in detail.
The component (A) (meth) acryl silicone graft copolymer used in the hair cosmetic composition of the present invention contains at least the following radical polymerizable monomers (a), (b), (c) and (d): It is a polymer obtained by reaction, and includes a polymer obtained by adding a copolymerizable monomer other than (a) to (d) and reacting.
In the present invention, (meth) acryl means to include acrylic and methacrylic.
The (meth) acryl silicone graft copolymer of the present invention dissolves in an amount of 50% by mass or more in 99.5% ethanol at 25 ° C.
The charging ratio of each monomer is not limited as long as the effects of the present invention are exhibited, but (a) = 20 to 50% by mass, (b) = 0. It is 5-4 mass%, (c) and (d) = 46-79.5 mass%, and it is preferable that it is (c) / (d) = 0.5-1.5.
When a copolymerizable monomer other than (a) to (d) is used, the total amount of the monomers (a) to (d) is preferably 66.5% by mass or more based on the total.
In addition, in this invention, the preparation ratio of a monomer is substantially synonymous with those composition ratios in a copolymer.
The (meth) acryl silicone graft copolymer of the present invention is a B-type rotational viscometer at 25 ° C. of an ethanol solution obtained by dissolving the copolymer in 99.5% ethanol so that the copolymer becomes 20% by mass. The viscosity (unit mPa · s = CS) measured by using is 50 to 250, preferably 70 to 150.
The Tg of the (meth) acryl silicone graft copolymer of the present invention is preferably −10 to 40 ° C., more preferably 0 to 30 ° C.
Here, Tg represents the value of Tg calculated by the following Fox equation.
1 / Tg = W ₁ / Tg ₁ + W ₂ / Tg ₂ +... + W _n / Tg _n
In the above formula, W _n from W _1, shows each weight fraction of n kinds of monomers used in the synthesis of hair cosmetic base, Tg _n from Tg _1, only the monomer is polymerized to give Shows the glass transition temperature of the resulting homopolymer.
Furthermore, the (meth) acryl silicone graft copolymer of the present invention includes various forms such as a random copolymer and a block copolymer.

Below, the monomer which is a raw material of a copolymer is demonstrated.
(A) Radical polymerizable monomer represented by general formula (I)

In the formula, Me represents a methyl group, and R1 represents a hydrogen atom or a methyl group.
R2 represents a linear or branched divalent saturated hydrocarbon group having 1 to 10 carbon atoms, and may contain one or two ether bonds. Specifically, —CH ₂ —, — (CH ₂ ) ₂ , — (CH ₂ ) ₅ —, — (CH ₂ ) ₁₀ —, —CH ₂ —CH (CH ₃ ) —CH ₂ —, —CH ₂ CH ₂ OCH ₂ CH ₂ CH ₂ —, —CH ₂ CH ₂ OCH ₂ (CH ₃ ) CH ₂ —, —CH ₂ CH ₂ OCH ₂ CH ₂ CH ₂ OCH ₂ CH ₂ CH ₂ — and the like are exemplified.
R3 represents a saturated hydrocarbon group having 1 to 10 carbon atoms, specifically, methyl group, ethyl group, n-propyl group, i-propyl group, n-butyl group, s-butyl group, i-butyl group. , T-butyl group, n-pentyl group, n-hexyl group, n-nonyl group, isononyl group, n-decyl group and other alkyl groups having 1 to 10 carbon atoms; cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclo A cycloalkyl group having 1 to 10 carbon atoms such as hexyl group, cycloheptyl group, cyclooctyl group, cyclododecyl group; cyclopropylmethyl group, 2-cyclopropylethyl group, cyclobutylmethyl group, cyclopentylmethyl group, 3- 1 carbon number such as cyclopentylpropyl group, cyclohexylmethyl group, 2-cyclohexylethyl group, cycloheptylmethyl group, cyclooctylmethyl group, etc. It includes 10 cycloalkylalkyl group.
m represents an integer of 5 to 100.

  The monomer represented by the formula (I) is, for example, the formula (1-a)

(Meth) acrylate substituted chlorosilane compound represented by the formula (1-b)

However, the synthesis method is not limited to this.

  Specific examples of the monomer represented by the formula (I) include the following. In the following formulae, Me represents a methyl group, and n-Bu represents an n-butyl group.

(B) The radically polymerizable monomer (b) component represented by the formula (II) or the formula (III) is at least one selected from the cationic compounds represented by the following formula (II) or the formula (III). is there.

In formula (II), R4 represents a hydrogen atom or a methyl group.
R5, R6 and R7 may be the same or different and each represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, an n-propyl group, Examples include i-propyl group, n-butyl group, s-butyl group, i-butyl group and t-butyl group.
X represents —O—, —NH—, —O—CH ₂ — or —O—CH ₂ CH (OH) —.
Y represents a linear or branched divalent saturated hydrocarbon group having 1 to 4 carbon atoms, —CH ₂ —, — (CH ₂ ) ₂ , — (CH ₂ ) ₃ —, — (CH ₂ ) ₄ —, —CH ₂ —CH (CH ₃ ) —CH ₂ — and the like.
Z ⁻ is a counter anion, and examples thereof include chlorine ion, bromine ion, hydrogen sulfate ion, nitrate ion, perchlorate ion, boron tetrafluoride ion, and phosphorus hexafluoride ion.

In formula (III), R8 and R9 may be the same or different and each represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, and n- Examples are propyl, i-propyl, n-butyl, s-butyl, i-butyl and t-butyl.
R10 and R11 may be the same or different and each represents a hydrogen atom or an alkyl group having 1 to 18 carbon atoms. Examples of the alkyl group having 1 to 18 carbon atoms include a methyl group, an ethyl group, an n-propyl group, i- Propyl group, n-butyl group, s-butyl group, i-butyl group, t-butyl group, n-pentyl group, n-hexyl group, n-nonyl group, isononyl group, n-decyl group, lauryl group, tridecyl Group, myristyl group, n-pentadecyl group, palmityl group, heptadecyl group, stearyl group and the like.

(C) Radical polymerizable monomer represented by formula (IV)

In the formula, R12 represents a hydrogen atom or a methyl group.
R13 represents a hydrogen atom or a linear or branched alkyl group having 1 to 3 carbon atoms, and examples of the linear or branched alkyl group having 1 to 3 carbon atoms include a methyl group, an ethyl group, and n -Propyl group and i-propyl group are exemplified.

(D) Radical polymerizable monomer represented by formula (V)

In the formula, R14 represents a hydrogen atom or a methyl group.
R15 represents a hydroxyalkyl group having 1 to 4 carbon atoms, and examples thereof include a hydroxymethyl group, a 2-hydroxyethyl group, a 3-hydroxy-n-propyl group, and a 4-hydroxy-n-butyl group.

(E) Other copolymerizable monomers
Examples of other copolymerizable monomers include the following.
((Meth) acrylic monomer)
N-butyl (meth) acrylate, isobutyl (meth) acrylate, t-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, n-hexyl (meth) acrylate, (meth) acryl N-octyl acid, cyclohexyl (meth) acrylate, decyl (meth) acrylate, undecyl (meth) acrylate, lauryl (meth) acrylate, tridecyl (meth) acrylate, myristyl (meth) acrylate, ( Pentadecyl (meth) acrylate, palmityl (meth) acrylate, heptadecyl (meth) acrylate, stearyl (meth) acrylate, isostearyl (meth) acrylate, oleyl (meth) acrylate, behenyl (meth) acrylate, (Meth) acrylic acid ester having a linear, branched or alicyclic hydrocarbon group; acrylo Tolyl; (meth) acrylamide such as acrylamide, diacetone acrylamide, N, N-dimethylacrylamide, Nt-butylacrylamide, N-octylacrylamide, Nt-octylacrylamide; 2- (meth) acrylamide-2-methyl Sulfonic acid group-containing (meth) acrylamides such as propanesulfonic acid; alkylaminoalkyl (meth) acrylates such as aminoethyl (meth) acrylate, t-butylaminoethyl methacrylate, methylaminoethyl (meth) acrylate; dimethylaminoethyl (meta) ) Acrylates, dialkylaminoalkyl (meth) acrylates such as diethylaminoethyl (meth) acrylate; dimethylaminoethyl (meth) acrylamide, diethylaminoethyl (meth) acrylate Dialkylaminoalkyl (meth) methacrylamides such as ruamide; esters of cyclic compounds such as tetrahydrofurfuryl (meth) acrylate, isobornyl (meth) acrylate, glycidyl (meth) acrylate, etc .; (Meth) acrylic acid alkoxyalkyl esters such as ethoxyethyl methacrylate and methoxyethyl (meth) acrylate; polyalkylene glycols such as polyethylene glycol mono (meth) acrylate and polypropylene glycol mono (meth) acrylate and (meth) acrylic Monoesters with acids; sulfonic acid group-containing (meth) acrylic esters; methacryloyloxyalkyl phosphate monoesters such as (meth) acryloyloxyethyl phosphate; glyceryl (meth) acrylate, 2 -Methacryloyloxyethyl succinic acid, 2- (meth) acryloyloxyethyl phthalic acid, β-carboxyethyl acrylate, acryloyloxyethyl succinate, 2- (meth) acryloyloxyethyl tetrahydrophthalic acid, 2- (meth) acryloyloxy Ethylhexahydrophthalic acid; 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, polyethylene (n = 2-50) glycol di (meth) ) Acrylate, propylene glycol di (meth) acrylate, polypropylene (n = 2-50) glycol di (meth) acrylate, butylene glycol di (meth) acrylate, dipentyl glycol di (meth) acrylate, Opentyl glycol di (meth) acrylate, trimethylolpropane di (meth) acrylate, methylenebisacrylamide, bisphenol F EO modified (n = 2-50) di (meth) acrylate, bisphenol A EO modified (n = 2-50) Diacrylate, bisphenol S EO modified (n = 2-50) di (meth) acrylate, trimethylolethane tri (meth) acrylate, trimethylolpropane tri (meth) acrylate, trimethylolpropane tricaprolactonate tri (meth) acrylate , Trimethylol hexane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, diglycerin tetra (meth) acrylate, ditrimethylol Propanetetra (meth) acrylate, ditrimethylolpropanetetracaprolactonate, tetra (meth) acrylate, ditrimethylolethanetetra (meth) acrylate, ditrimethylolbutanetetra (meth) acrylate, ditrimethylolhexanetetra (meth) acrylate, di Ethylenically unsaturated dimers such as pentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, tripentaerythritol hexa (meth) acrylate, tripentaerythritol hepta (meth) acrylate, tripentaerythritol octa (meth) acrylate, etc. Examples include (meth) acrylate having two or more heavy bonds.

(Monomers other than (meth) acrylic)
Unsaturated monocarboxylic acids such as crotonic acid; Aromatic vinyl compounds such as styrene; Unsaturated dicarboxylic acids such as itaconic acid, maleic acid, fumaric acid, maleic anhydride, citraconic acid; monoalkyl maleate, monoalkyl fumarate Monoalkyl esters of unsaturated dicarboxylic acids such as esters and itaconic acid monoalkyl esters; examples of sulfonic acid group-containing monomers include alkene sulfonic acids such as vinyl sulfonic acid and (meth) allyl sulfonic acid; α-methylstyrene sulfone Aromatic vinyl group-containing sulfonic acids such as acids; primary to tertiary amino group-containing unsaturated compounds such as (meth) allylamine; amino group-containing aromatic vinyl compounds such as N, N-dimethylaminostyrene; divinylbenzene, di Ethylenic unsaturation such as isopropenylbenzene and trivinylbenzene Compounds having a double bond two or more; ethylenically unsaturated double bond of a silicone compound having two or more; ethylenically unsaturated double bond urethane oligomer having two or more vinyl acetate, vinyl pyrrolidone, and the like.

The component (A) in the present invention can be used singly or in combination of two or more, and the content is not particularly limited, but is 0.001 to 5.0% by mass (hereinafter simply referred to as “%”). When it is, it is preferable because the hair is more supple and crisp, and when it is 0.05 to 2.5%, it is more preferable because the harshness is better and the hair softens from the root.
More specifically, the copolymer has a property of being easily adsorbed to hair because it has a cationic property. As a result, the present copolymer can be uniformly adhered onto the hair. Further, when the Tg of this copolymer is in the range of -10 to 40 ° C., the copolymer itself has elasticity, and when applied onto the hair, the effect is exerted, and the soft elasticity is felt. Finished with certain hair. Moreover, since there is no stickiness as a structural characteristic derived from the silicone chain of component (A), it is more preferable. In addition, since the component (A) is excellent in solubility in a monovalent lower alcohol, it is preferable to use a monovalent lower alcohol as a solvent for the component (A). Examples of the monovalent lower alcohol include ethanol and isopropanol, and ethanol is particularly preferable.

    The dimethylpolysiloxane having a viscosity of 1000 mPa · s or higher at 25 ° C. of the component (B) used in the hair cosmetic composition of the present invention is excellent in moist feeling. High viscosity dimethylpolysiloxane of 100,000 to 10 million mPa · s is more preferable. As the component (B) in the present invention, for example, KF-96-3000cs, KF-96-5000cs, KF-96-10000cs, KF-96-50,000cs, KF-96-100,000cs, KF-96- 1 million cs, KF-9008, KF-9903, KF-9014, MK-15H, X-21-5495, KM-901, KM-902C, KM-910, etc. (above, manufactured by Shin-Etsu Chemical Co., Ltd.), BY11- 007, BY11-004, BY11-003, BY11-014, BY11-040, BY22-020, BY22-050A, BY22-067R, FZ-4188, etc. (above, manufactured by Toray Dow Corning), L-45 (6 10,000), L-45 (100,000), FZ-3115, FZ-3132, FZ-4170, etc. (above, manufactured by Nihon Unicar), Rheoflow DM -40 (manufactured by Lion Corporation), and the like. The viscosity is a value measured using a B-type rotational viscometer.

  The component (B) in the present invention may be used singly or in combination of two or more, and the content is not particularly limited, but in order to fully enjoy the effects of the present invention, 0.001 to 10.0. %, It is preferable because the suppleness and moist feeling are more excellent, and 0.1% to 5.0% is more preferable because the moist feeling is particularly excellent.

  Moreover, it is preferable that the content mass ratio (B) / (A) of the component (A) and the component (B) is 0.1 to 100 because the balance between the harsh feeling and the moist feeling is more excellent, and is 1 to 50. It is more preferable because the moist feeling is further improved.

  Furthermore, the present invention can contain an amino acid and / or an amino acid derivative as component (C). The amino acid and / or amino acid derivative of the component (C) used in the hair cosmetic composition of the present invention acts on the damaged part of the hair surface or inside, and the hair is in a state of elasticity or stiffness before being damaged. It has the effect of returning to (approaching).

  Examples of amino acids include glycine, alanine, valine, isoleucine, threonine, leucine, histidine, tryptophan, serine, threonine, aspartic acid, glutamic acid, asparagine, glutamine, lysine, hydroxylysine, hydroxyproline, arginine, cystine, cysteine, methionine, Examples include phenylalanine, tyrosine, proline, ornithine, citrulline, and theanine. Of these, amino acids such as glycine, leucine, and glutamic acid that are present in large amounts in the hair are preferred.

  Examples of the amino acid derivatives include acetylglutamic acid, acetylcysteine, trimethylglycine, N-lauroyl-L-glutamic acid di (phytosteryl-2-octyldodecyl), N-lauroyl-L-glutamic acid di (cholesteryl behenyl octyldodecyl), N-lauroyl-L-glutamate di (cholesteryl octyldodecyl), N-lauroyl-L-glutamate di (phytosteryl behenyl 2-octyldodecyl), N-lauroylsarcosine isopropyl, N-lauroyl-L-glutamate dioctyldodecyl, Dilauroylglutamate lysine Na, etc., collagen and its derivatives or their hydrolysates, elastin and its derivatives or their hydrolysates, keratin and their derivatives or their Hydrolyzate, wheat protein and derivatives or hydrolysates thereof, peptides such as soy protein and its derivatives or their hydrolyzates and the like. Commercially available products include L-Du PS-203, L-Du CL-301, L-Du CL-202, L-Du PS-304, L-Du PS-306, L-Du SL-205, L-Du APS-307 (all manufactured by Ajinomoto Co., Inc.), Amitel LGOD ( Nippon Emulsion Co., Ltd.), Pericea L-30 (Asahi Kasei Chemicals Co., Ltd.) and the like can be used. N-lauroyl-L-glutamate di (phytosteryl 2-octyldodecyl), N-lauroyl-L-glutamate di (cholesteryl behenyl octyldodecyl), N-lauroyl-L having affinity for hair and forming a film -Di-glutamate (cholesteryl octyldodecyl), N-lauroyl-L-glutamate di (phytosteryl behenyl 2-octyldodecyl), collagen and derivatives thereof or hydrolysates thereof, keratin and derivatives or decomposition products thereof, Dilauroyl glutamic acid and the like are preferable.

  Component (C) in the present invention can be used singly or in combination of two or more, and the content is not particularly limited, but 0.001 to 10% is an effect of repairing hair, a feeling of elasticity, moist feeling It is preferable because the feeling is more excellent, and 0.01 to 5% is more preferable because it is particularly excellent in moist feeling and beautiful hair can be obtained without softness.

  In addition to the above components (A) to (C), the hair cosmetic of the present invention includes components usually used in cosmetics, higher alcohols, hydrocarbon oils, ester oils, waxes, and silicones other than component (B). Oils such as oils, cationic surfactants, nonionic surfactants, anionic surfactants, surfactants such as amphoteric surfactants, UV absorbers, water-soluble polymers, polyhydric alcohols, sugars, lower alcohols An aqueous component such as an antibacterial agent, antiseptic, pH adjuster, refreshing agent, powder, vitamins, cosmetic ingredients, and fragrance can be appropriately contained within a range not impairing the effects of the present invention.

  Examples of the oil agent include lauryl alcohol, myristyl alcohol, palmityl alcohol, stearyl alcohol, behenyl alcohol, hexadecyl alcohol, oleyl alcohol, isostearyl alcohol, hexyl decanol, octyldodecanol, cetostearyl alcohol, 2-decyltetradecinol. , Cholesterol, phytosterol, sitosterol, lanosterol, higher alcohols such as monostearyl glycerol ether (batyl alcohol), ozokerite, squalane, squalene, paraffin, paraffin wax, liquid paraffin, pristane, polyisobutylene, microcrystalline wax, petrolatum, etc. Hydrocarbons, diisobutyl adipate, 2-hexyldecyl adipate , Di-2-heptylundecyl adipate, monoisostearic acid-alkyl glycol, isocetyl isostearate, trimethylolpropane triisostearate, ethylene glycol di-2-ethylhexanoate, cetyl 2-ethylhexanoate, tri-2- Trimethylolpropane ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, cetyl octoate, octyldodecyl gum ester, oleyl oleate, octyldodecyl oleate, decyl oleate, neopentyl glycol dicaprate, triethyl citrate, succinate 2-ethylhexyl acid, amyl acetate, ethyl acetate, butyl acetate, isocetyl stearate, butyl stearate, diisopropyl sebacate, di-2-ethylhexyl sebacate, Cetyl acid, myristyl lactate, isopropyl palmitate, 2-ethylhexyl palmitate, 2-hexyldecyl palmitate, 2-heptyl undecyl palmitate, cholesteryl 12-hydroxystearylate, isopropyl myristate, octyldodecyl myristate, myristic acid 2 -Ester oils such as hexyldecyl, myristyl myristate, hexyldecyl dimethyloctanoate, ethyl laurate, hexyl laurate, diisostearyl malate, waxes such as beeswax, carnauba wax, candelilla wax, whale wax, beef tallow, Beef leg fat, beef bone fat, hardened beef fat, hardened oil, turtle oil, pork fat, horse fat, mink oil, liver oil, egg yolk oil and other animal oils, lanolin, liquid lanolin, reduced lanolin, lanolin alcohol, hard lanolin, lanolin acetate , Lanolin derivatives such as lanolin fatty acid isopropyl, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, undecylenic acid, oleic acid, linoleic acid, arachidonic acid, docosahexaenoic acid (DHA), isostearic acid, 12-hydroxystearic acid, etc. Low degree of polymerization dimethylpolysiloxane, methylphenylpolysiloxane, decamethylcyclopentasiloxane, octamethylcyclotetrasiloxane, polyether-modified polysiloxane, polyoxyalkylene, alkylmethylpolysiloxane, methyl Polysiloxane copolymers, alkoxy-modified polysiloxanes, alkyl-modified polysiloxanes, cross-linked organopolysiloxanes, fluorine-modified polysiloxanes, glycerin-modified polysiloxanes, higher polymers Kokishi modified silicone, higher fatty acid-modified silicones, silicone resins, silicone rubber, silicone or the like other than the component (B) of the silicone resin and the like.

  As surfactants, as cationic surfactants, alkylamine salts, amine salts such as polyamines and aminoalcohol fatty acid derivatives, alkyl quaternary ammonium salts, aromatic quaternary ammonium salts, pyridium salts, imidazolium salts, etc .; nonions As the surfactant, sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, propylene glycol fatty acid ester, polyethylene glycol fatty acid ester, sucrose fatty acid ester, polyoxyethylene alkyl ether, polyoxypropylene alkyl ether, polyoxyethylene Alkylphenyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, polio Siethylene glycerin fatty acid ester, polyoxyethylene propylene glycol fatty acid ester, polyoxyethylene castor oil, polyoxyethylene hydrogenated castor oil, polyoxyethylene phytostanol ether, polyoxyethylene phytosterol ether, polyoxyethylene cholestanol ether, polyoxyethylene Cholesteryl ether, polyoxyalkylene-modified organopolysiloxane, polyoxyalkylene / alkyl co-modified organopolysiloxane, lauric acid diethanolamide, coconut oil fatty acid diethanolamide, coconut oil fatty acid monoethanolamide, polyoxyethylene coconut oil fatty acid monoethanolamide, Lauric acid monoisopropanolamide, palm oil fatty acid monoisopropanolamide, polyoxy Loren palm oil fatty acid monoisopanolamide, alkanolamide, sugar ether, sugar amide, etc .; As anionic surfactant, fatty acid soap such as sodium stearate and triethanolamine palmitate, alkyl ether carboxylate, alkylsulfonic acid Salts, alkene sulfonates, fatty acid ester sulfonates, fatty acid amide sulfonates, sulfonates of alkyl sulfonates and their formalin condensates, alkyl sulfate esters, secondary higher alcohol sulfates, alkyl and allyl Ether sulfate ester, fatty acid ester sulfate ester salt, fatty acid alkylolamide sulfate ester salt, sulfate oil such as funnel oil, alkyl phosphate, alkyl ether phosphate, alkyl allyl ether phosphate, amide Phosphate, N-acyl amino acid salt, acyl isethionate, N-acyl alkyltaurine salt, N-acyl polypeptide salt, etc .; amphoteric surfactants include octyldimethylaminoacetic acid betaine, lauryldimethylaminoacetic acid betaine, coconut oil fatty acid Alkyldimethylaminoacetic acid betaine, coconut oil fatty acid amidopropyl dimethylaminoacetic acid betaine, lauric acid amidopropyldimethylaminoacetic acid betaine and other acetic acid betaines, lauryl sulfobetaine and other sulfobetaines, N-coconut oil fatty acid acyl-N-carboxymethyl N-hydroxyethylethylenediamine sodium, N-coconut oil fatty acid acyl-N-carboxymethoxyethyl-N-carboxymethylethylenediamine disodium imidazoline derivatives, coconut oil alkyliminodi Aminocarboxylic acid salts such as carboxylic acid salts, phospholipids and the like.

  Examples of water-soluble polymers include chondroitin sulfate, hyaluronic acid, mucin, dermatan sulfate, mucopolysaccharides selected from heparin and keratan sulfate and salts thereof, gum arabic, tragacanth, galactan, carob gum, guar gum, caraya gum, carrageenan, pectin, agar Plant polymers such as quince seed, algae colloid, Trant gum, locust bean gum, galactomannan, microbial polymers such as xanthan gum, dextran, succinoglucan, pullulan, starch, carboxymethyl starch, methylhydroxypropyl starch, etc. Starch polymers, methylcellulose, ethylcellulose, methylhydroxypropylcellulose, carboxymethylcellulose, cationized cellulose, hydroxymethylcellulose, Roxypropyl cellulose, nitrocellulose, sodium cellulose sulfate, sodium carboxymethyl cellulose, crystalline cellulose, cellulose polymers such as cellulose powder, alginic acid polymers such as sodium alginate and propylene glycol alginate, polyvinyl methyl ether, carboxyvinyl polymer, alkyl-modified Vinyl polymers such as carboxyvinyl polymers, polyoxyethylene polymers, polyoxyethylene polyoxypropylene copolymer polymers, sodium polyacrylate, polyethyl acrylate, polyethyleneimine, bentonite, laponite, hectorite, etc. Water-soluble polymers. Examples of the anionic polymer widely used as a setting agent include acrylic acid / ethyl acrylate / N-tert-butylacrylamide copolymer, acrylic resin alkanolamine, vinyl methyl ether / ethyl maleate copolymer, vinyl Examples thereof include a methyl ether / butyl maleate copolymer and a vinyl acetate / crotonic acid copolymer. As amphoteric polymers, N-methacryloylethyl N, N-dimethylammonium / α-N-methylcarboxybetaine / alkyl methacrylate copolymer, hydroxypropyl acrylate / butylaminoethyl methacrylate / octylamide acrylate copolymer Examples thereof include acrylic acid / dimethyldiallylammonium chloride / acrylamide copolymer, dimethyldiallylammonium chloride / acrylic acid copolymer, and the like. As cationic polymers, vinylpyrrolidone / N, N-dimethylaminoethyl methacrylate copolymer diethyl sulfate, diallyldimethylammonium chloride / hydroxyethylcellulose, glycidyltrimethylammonium chloride / hydroxyethylcellulose, dimethyldiallylammonium chloride polymer, dimethyl chloride Examples thereof include diallylammonium / acrylamide copolymer. Examples of the nonionic polymer include polyvinyl pyrrolidone, vinyl pyrrolidone / vinyl acetate copolymer, polyvinyl alcohol, polyurethane and the like.

  Examples of aqueous components include glycerin, diglycerin, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, 1,3-butylene glycol, polyethylene glycol and other lower alcohols, ethyl alcohol, isopropanol and other lower components. Alcohol etc. are mentioned. Moreover, sugar alcohols, such as sorbitol, maltitol, xylitol, erythritol; saccharides, such as sucrose and glucose, etc. are mentioned.

  Antibacterial agents include benzoic acid, sodium benzoate, salicylic acid, coalic acid, sorbic acid, potassium sorbate, parachlorometacresol, hexachlorophene, benzalkonium chloride, chlorhexidine chloride, trichlorocarbanilide, photosensitizer, bis (2 -Pyridylthio-1-oxide) zinc, isopropylmethylphenol and the like, and examples of the preservative include paraoxybenzoic acid ester, phenoxyethanol and the like.

  Examples of pH adjusters include lactic acid, citric acid, glycolic acid, succinic acid, tartaric acid, malic acid, potassium carbonate, sodium bicarbonate, ammonium bicarbonate, sodium hydroxide, potassium hydroxide, triethanolamine, monoethanolamine, Examples of the refreshing agent include L-menthol, camphor, and menthoxypropyldiol.

  If the powder is used in ordinary cosmetics, its shape (spherical, needle-like, plate-like, etc.), particle size (smoke-like, fine particles, pigment grade, etc.), particle structure (porous) , Non-porous, etc.) and materials (inorganic, organic) can be used.

  Vitamins such as vitamin A and derivatives thereof, vitamin B and derivatives thereof, vitamin C and derivatives thereof, vitamin E and derivatives thereof, linolenic acid and derivatives thereof, and vitamins such as phytonadione, menaquinone, menadione, menadiol Ks; vitamin Ps such as eriocitrin and hesperidin; and biotin, carcinine, ferulic acid and the like.

  The method for producing the hair cosmetic of the present invention is not particularly limited, and is prepared by a conventional method. For example, the above components (A) and (B), and further, if necessary, the component (C) and the above optional components are added, It can be prepared by mixing this.

  Further, the hair cosmetic composition of the present invention can be implemented in various forms such as liquid, emulsion, cream, gel, mousse, etc. Among them, the present invention can be made into emulsion and gel. It is preferable for obtaining the effect.

Hereinafter, the present invention will be described in more detail with reference to examples. Note that these do not limit the present invention.
1 Production of (meth) acrylic silicone graft copolymer
[Reference Production Example 1]
In a three-necked flask, under a nitrogen atmosphere, 100 g of isopropanol (IPA) (Note 1) was stirred at 70 to 80 ° C., and dimethyl 2,2-azobis (2-methylpropionate) (V-601) (Note 2) 4 g, one-end methacrylate-substituted dimethylpolysiloxane (X-24-8201) (Note 3) 40 g, ethyl acrylate (EA) (Note 4) 31 g, 2-hydroxyethyl methacrylate (HEMA) (Note 5) 27 g 4-trimethylammoniumpropylmethacrylamide chloride (MAPTAC) (Note 6) 4 g and isopropanol (Note 1) 50 g were added over 3 to 4 hours. Next, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in isopropanol was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was filtered off and dried under reduced pressure at 80 ° C. to obtain 87 g of a transparent rubber-like product.
It was confirmed by infrared absorption spectrum that the obtained rubber-like product was the desired (meth) acryl silicone graft copolymer (this product was dimethylpolysiloxane, amide bond by infrared absorption spectrum. And a polymer having an ester bond, an alkyl group, and a hydroxyl group).
The monomer charge ratio is as follows.
MAPTAC: EA: HEMA: X-24-8201 = 2: 31: 27: 40
(Note 1) IPA Kanto Chemical Co., Ltd. (Note 2) V-601 Wako Pure Chemical Industries, Ltd. (Note 3) X-24-8201 Shin-Etsu Chemical Co., Ltd.
(Note 4) EA Made by Kanto Chemical Co., Ltd. (Note 5) HEMA Made by Kanto Chemical Co., Ltd. (Note 6) MAPTAC Evonik Degussa Japan Co., Ltd., 50% aqueous solution

[Reference Production Example 2]
In a three-necked flask, under a nitrogen atmosphere, 50 g of isopropanol (Note 1) is stirred at 70 to 80 ° C., 4 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2), one end Methacrylate-substituted dimethylpolysiloxane (X-22-174DX) (Note 7) 40 g, ethyl acrylate (Note 4) 31 g, 2-hydroxyethyl methacrylate (Note 5) 27 g, 3-trimethylammoniumpropyl methacrylamide chloride (Note 6) 4 g 170 g of isopropanol (Note 1) was added over 3 to 4 hours. Next, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in isopropanol was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was filtered off and dried under reduced pressure at 80 ° C. to obtain 90 g of a transparent rubber-like product.
From the infrared absorption spectrum, it was confirmed that the obtained rubber-like product was the intended (meth) acryl silicone graft copolymer.
The monomer charge ratio is as follows.
MAPTAC: EA: HEMA: X-22-174DX = 2: 31: 27: 40
(Note 7) X-22-174DX Shin-Etsu Chemical Co., Ltd.

[Reference Production Example 3]
In a three-necked flask, under a nitrogen atmosphere, 100 g of isopropanol (Note 1) is stirred at 70 to 80 ° C., 4 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2), one end Methacrylate-substituted dimethylpolysiloxane (X-22-174ASX) (Note 8) 40 g, ethyl acrylate (Note 4) 31 g, 2-hydroxyethyl methacrylate (Note 5) 27 g, 3-trimethylammoniumpropyl methacrylamide chloride (Note 6) 4 g 50 g of isopropanol (Note 1) was added over 3 to 4 hours. Next, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in isopropanol was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was filtered and dried under reduced pressure at 80 ° C. to obtain 83 g of a transparent rubber-like product.
From the infrared absorption spectrum, it was confirmed that the obtained rubber-like product was the intended (meth) acryl silicone graft copolymer.
The monomer charge ratio is as follows.
MAPTAC: EA: HEMA: X-22-174ASX = 2: 31: 27: 40
(Note 8) X-22-174ASX Shin-Etsu Chemical Co., Ltd.

[Reference Production Example 4]
In a three-necked flask, under a nitrogen atmosphere, 100 g of isopropanol (Note 1) is stirred at 70 to 80 ° C., 4 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2), one end Methacrylate-substituted dimethylpolysiloxane (X-24-8201) (Note 3) 40.4 g, ethyl acrylate (Note 4) 27.3 g, 2-hydroxyethyl methacrylate (Note 5) 31.3 g, 3-trimethylammoniumpropylmethacrylamide 2 g of chloride (Note 6) and 50 g of isopropanol (Note 1) were added over 3 to 4 hours. Next, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in isopropanol was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was separated by filtration and dried under reduced pressure at 80 ° C. to obtain 86 g of a transparent rubber-like material.
From the infrared absorption spectrum, it was confirmed that the obtained rubber-like product was the intended (meth) acryl silicone graft copolymer.
The monomer charge ratio is as follows.
MAPTAC: EA: HEMA: X-24-8201 = 1: 27.3: 31.3: 40.4

[Reference Production Example 5]
In a three-necked flask, under a nitrogen atmosphere, 50 g of isopropanol (Note 1) is stirred at 70 to 80 ° C., 4 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2), one end Methacrylate-substituted dimethylpolysiloxane (X-24-8201) (Note 3) 40 g, ethyl acrylate (Note 4) 26 g, 2-hydroxyethyl methacrylate (Note 5) 30 g, 3-trimethylammoniumpropylmethacrylamide chloride (Note 6) 8 g 120 g of isopropanol (Note 1) was added over 3 to 4 hours. Next, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in isopropanol was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was filtered and dried under reduced pressure at 80 ° C. to obtain 83 g of a transparent rubber-like product.
From the infrared absorption spectrum, it was confirmed that the obtained rubber-like product was the intended (meth) acryl silicone graft copolymer.
The monomer charge ratio is as follows.
MAPTAC: EA: HEMA: X-24-8201 = 4: 26: 30: 40

[Reference Production Example 6]
In a three-necked flask, under a nitrogen atmosphere, 100 g of isopropanol (Note 1) is stirred at 70 to 80 ° C., 4 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2), one end Methacrylate-substituted dimethylpolysiloxane (X-24-8201) (Note 3) 20 g, ethyl acrylate (Note 4) 41.5 g, 2-hydroxyethyl methacrylate (Note 5) 36.5 g, 3-trimethylammoniumpropyl methacrylamide chloride ( Note 6) 4 g and isopropanol (Note 1) 50 g were added over 3 to 4 hours. Subsequently, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in isopropanol was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was separated by filtration and dried under reduced pressure at 80 ° C. to obtain 86 g of a transparent rubber-like material.
From the infrared absorption spectrum, it was confirmed that the obtained rubber-like product was the intended (meth) acryl silicone graft copolymer.
The monomer charge ratio is as follows.
MAPTAC: EA: HEMA: X-24-8201 = 2: 41.5: 36.5: 20

[Reference Production Example 7]
In a three-necked flask, under a nitrogen atmosphere, 50 g of isopropanol (Note 1) is stirred at 70 to 80 ° C., 4 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2), one end Methacrylate-substituted dimethylpolysiloxane (X-24-8201) (Note 3) 50 g, ethyl acrylate (Note 4) 23 g, 2-hydroxyethyl methacrylate (Note 5) 25 g, 3-trimethylammoniumpropylmethacrylamide chloride (Note 6) 4 g 100 g of isopropanol (Note 1) was added over 3 to 4 hours. Next, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in IPA was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was filtered off and dried under reduced pressure at 80 ° C. to obtain 96 g of a transparent rubber-like material.
From the infrared absorption spectrum, it was confirmed that the obtained rubber-like product was the intended (meth) acryl silicone graft copolymer.
The monomer charge ratio is as follows.
MAPTAC: EA: HEMA: X-24-8201 = 2: 23: 25: 50

[Reference Production Example 8]
In a three-necked flask, under a nitrogen atmosphere, 100 g of isopropanol (IPA) (Note 1) was stirred at 70 to 80 ° C., and dimethyl 2,2-azobis (2-methylpropionate) (V-601) (Note 2) 4 g, one-end methacrylate-substituted dimethylpolysiloxane (X-24-8201) (Note 3) 40 g, ethyl acrylate (EA) (Note 4) 31 g, 2-hydroxyethyl methacrylate (HEMA) (Note 5) 27 g Dimethyl diallylammonium chloride (DADMAC) (Note 9) 3.34 g and isopropanol (Note 1) 50 g were added over 3 to 4 hours. Next, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in isopropanol was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was filtered off and dried under reduced pressure at 80 ° C. to obtain 87 g of a transparent rubber-like product.
It was confirmed by infrared absorption spectrum that the obtained rubber-like product was the desired (meth) acryl silicone graft copolymer (this product was dimethylpolysiloxane, amide bond by infrared absorption spectrum. And a polymer having an ester bond, an alkyl group, and a hydroxyl group).
The monomer charge ratio is as follows.
DADMAC: EA: HEMA: X-24-8201 = 2: 31: 27: 40
(Note 9) DADMAC Tokyo Chemical Industry Co., Ltd., 60% aqueous solution

[Reference Production Example 9]
In a three-necked flask, under a nitrogen atmosphere, 100 g of isopropanol (IPA) (Note 1) was stirred at 70 to 80 ° C., and dimethyl 2,2-azobis (2-methylpropionate) (V-601) (Note 2) 4 g, single-ended methacrylate-substituted dimethylpolysiloxane (X-24-8201) (Note 3) 40 g, ethyl acrylate (EA) (Note 4) 30 g, 2-hydroxyethyl methacrylate (HEMA) (Note 5) 27 g 3-trimethylammoniumpropylmethacrylamide chloride (MAPTAC) (Note 6) 6 g and isopropanol (Note 1) 50 g were added over 3 to 4 hours. Next, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in isopropanol was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was filtered off and dried under reduced pressure at 80 ° C. to obtain 89 g of a transparent rubber-like material.
It was confirmed by infrared absorption spectrum that the obtained rubber-like product was the desired (meth) acryl silicone graft copolymer (this product was dimethylpolysiloxane, amide bond by infrared absorption spectrum. And a polymer having an ester bond, an alkyl group, and a hydroxyl group).
The glass transition temperature (Tg) theoretically calculated from EA and HEMA is 11 ° C.
The monomer charge ratio is as follows.
MAPTAC: EA: HEMA: X-24-8201 = 3: 30: 27: 40

[Reference Production Example 10]
In a three-necked flask, under a nitrogen atmosphere, 100 g of isopropanol (IPA) (Note 1) was stirred at 70 to 80 ° C., and dimethyl 2,2-azobis (2-methylpropionate) (V-601) (Note 2) 4 g, single-ended methacrylate-substituted dimethylpolysiloxane (X-24-8201) (Note 3) 30 g, ethyl acrylate (EA) (Note 4) 35 g, 2-hydroxyethyl methacrylate (HEMA) (Note 5) 32 g 3-trimethylammoniumpropylmethacrylamide chloride (MAPTAC) (Note 6) 6 g and isopropanol (Note 1) 50 g were added over 3 to 4 hours. Next, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in isopropanol was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was filtered off and dried under reduced pressure at 80 ° C. to obtain 88 g of a transparent rubber-like product.
It was confirmed by infrared absorption spectrum that the obtained rubber-like product was the desired (meth) acryl silicone graft copolymer (this product was dimethylpolysiloxane, amide bond by infrared absorption spectrum. And a polymer having an ester bond, an alkyl group, and a hydroxyl group).
The glass transition temperature (Tg) theoretically calculated from EA and HEMA is 11 ° C.
The monomer charge ratio is as follows.
MAPTAC: EA: HEMA: X-24-8201 = 3: 35: 32: 30

[Reference Production Example 11]
In a three-necked flask, under a nitrogen atmosphere, 100 g of isopropanol (IPA) (Note 1) was stirred at 70 to 80 ° C., and dimethyl 2,2-azobis (2-methylpropionate) (V-601) (Note 2) 4 g, single-ended methacrylate-substituted dimethylpolysiloxane (X-24-8201) (Note 3) 30 g, ethyl acrylate (EA) (Note 4) 36 g, 2-hydroxyethyl methacrylate (HEMA) (Note 5) 32 g 4-trimethylammoniumpropylmethacrylamide chloride (MAPTAC) (Note 6) 4 g and isopropanol (Note 1) 50 g were added over 3 to 4 hours. Next, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in isopropanol was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was filtered off and dried under reduced pressure at 80 ° C. to obtain 88 g of a transparent rubber-like product.
It was confirmed by infrared absorption spectrum that the obtained rubber-like product was the desired (meth) acryl silicone graft copolymer (this product was dimethylpolysiloxane, amide bond by infrared absorption spectrum. And a polymer having an ester bond, an alkyl group, and a hydroxyl group).
The glass transition temperature (Tg) theoretically calculated from EA and HEMA is 11 ° C.
The monomer charge ratio is as follows.
MAPTAC: EA: HEMA: X-24-8201 = 2: 36: 32: 30

[Reference Production Example 12]
In a three-necked flask, under a nitrogen atmosphere, 100 g of isopropanol (IPA) (Note 1) was stirred at 70 to 80 ° C., and dimethyl 2,2-azobis (2-methylpropionate) (V-601) (Note 2) 4 g, single-ended methacrylate-substituted dimethylpolysiloxane (X-24-8201) (Note 3) 30 g, ethyl acrylate (EA) (Note 4) 37 g, 2-hydroxyethyl methacrylate (HEMA) (Note 5) 32 g 2 g of 3-trimethylammoniumpropylmethacrylamide chloride (MAPTAC) (Note 6) and 50 g of isopropanol (Note 1) were added over 3 to 4 hours. Next, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in isopropanol was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was filtered off and dried under reduced pressure at 80 ° C. to obtain 90 g of a transparent rubber-like product.
It was confirmed by infrared absorption spectrum that the obtained rubber-like product was the desired (meth) acryl silicone graft copolymer (this product was dimethylpolysiloxane, amide bond by infrared absorption spectrum. And a polymer having an ester bond, an alkyl group, and a hydroxyl group).
The glass transition temperature (Tg) theoretically calculated from EA and HEMA is 10 ° C.
The monomer charge ratio is as follows.
MAPTAC: EA: HEMA: X-24-8201 = 1: 37: 32: 30

[Reference Production Example 13]
In a three-necked flask, under a nitrogen atmosphere, 100 g of isopropanol (IPA) (Note 1) was stirred at 70 to 80 ° C., and dimethyl 2,2-azobis (2-methylpropionate) (V-601) (Note 2) 4 g, single-ended methacrylate-substituted dimethylpolysiloxane (X-22-174DX) (Note 7) 30 g, ethyl acrylate (EA) (Note 4) 36 g, 2-hydroxyethyl methacrylate (HEMA) (Note 5) 32 g 4-trimethylammoniumpropylmethacrylamide chloride (MAPTAC) (Note 6) 4 g and isopropanol (Note 1) 50 g were added over 3 to 4 hours. Next, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in isopropanol was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was separated by filtration and dried under reduced pressure at 80 ° C. to obtain 86 g of a transparent rubber-like material.
It was confirmed by infrared absorption spectrum that the obtained rubber-like product was the desired (meth) acryl silicone graft copolymer (this product was dimethylpolysiloxane, amide bond by infrared absorption spectrum. And a polymer having an ester bond, an alkyl group, and a hydroxyl group).
The glass transition temperature (Tg) theoretically calculated from EA and HEMA is 11 ° C.
The monomer charge ratio is as follows.
MAPTAC: EA: HEMA: X-22-174DX = 2: 36: 32: 30

[Reference Production Example 14]
In a three-necked flask, under a nitrogen atmosphere, 100 g of isopropanol (IPA) (Note 1) was stirred at 70 to 80 ° C., and dimethyl 2,2-azobis (2-methylpropionate) (V-601) (Note 2) 4 g, one-end methacrylate-substituted dimethylpolysiloxane (X-24-8201) (Note 3) 40 g, ethyl acrylate (EA) (Note 4) 16 g, 2-hydroxyethyl methacrylate (HEMA) (Note 5) 42 g 2 g of 3-trimethylammoniumpropylmethacrylamide chloride (MAPTAC) (Note 6) and 50 g of isopropanol (Note 1) were added over 3 to 4 hours. Next, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in isopropanol was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was filtered off and dried under reduced pressure at 80 ° C. to obtain 91 g of a transparent rubber-like product.
It was confirmed by infrared absorption spectrum that the obtained rubber-like product was the desired (meth) acryl silicone graft copolymer (this product was dimethylpolysiloxane, amide bond by infrared absorption spectrum. And a polymer having an ester bond, an alkyl group, and a hydroxyl group).
The glass transition temperature (Tg) theoretically calculated from EA and HEMA is 30 ° C.
The monomer charge ratio is as follows.
MAPTAC: EA: HEMA: X-24-8201 = 1: 16.2: 42.4: 40.4

[Reference Production Example 15]
In a three-necked flask, under a nitrogen atmosphere, 100 g of isopropanol (IPA) (Note 1) was stirred at 70 to 80 ° C., and dimethyl 2,2-azobis (2-methylpropionate) (V-601) (Note 2) 4 g, single-ended methacrylate-substituted dimethylpolysiloxane (X-24-8201) (Note 3) 40 g, ethyl acrylate (EA) (Note 4) 27 g, 2-hydroxyethyl methacrylate (HEMA) (Note 5) 31 g 2 g of 3-trimethylammoniumpropylmethacrylamide chloride (MAPTAC) (Note 6) and 50 g of isopropanol (Note 1) were added over 3 to 4 hours. Next, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in isopropanol was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was filtered off and dried under reduced pressure at 80 ° C. to obtain 88 g of a transparent rubber-like product.
It was confirmed by infrared absorption spectrum that the obtained rubber-like product was the desired (meth) acryl silicone graft copolymer (this product was dimethylpolysiloxane, amide bond by infrared absorption spectrum. And a polymer having an ester bond, an alkyl group, and a hydroxyl group).
The glass transition temperature (Tg) theoretically calculated from EA and HEMA is 15 ° C.
The monomer charge ratio is as follows.
MAPTAC: EA: HEMA: X-24-8201 = 1: 27.3: 31.3: 40.4

[Reference Production Example 16]
In a three-necked flask, under a nitrogen atmosphere, 100 g of isopropanol (IPA) (Note 1) was stirred at 70 to 80 ° C., and dimethyl 2,2-azobis (2-methylpropionate) (V-601) (Note 2) 4 g, one-end methacrylate-substituted dimethylpolysiloxane (X-24-8201) (Note 3) 20.2 g, ethyl acrylate (EA) (Note 4) 65.7 g, 2-hydroxyethyl methacrylate (HEMA) ( Note 5) 13.1 g, 3-trimethylammoniumpropylmethacrylamide chloride (MAPTAC) (Note 6) 2 g, and isopropanol (Note 1) 50 g were added over 3 to 4 hours. Next, 1 g of dimethyl 2,2-azobis (2-methylpropionate) (Note 2) dissolved in isopropanol was added and reacted for 5 hours within a temperature range of 70 to 80 ° C. to obtain a viscous solution. . This solution was poured into purified water to precipitate the graft polymer, and then the precipitate was filtered off and dried under reduced pressure at 80 ° C. to obtain 87 g of a transparent rubber-like product.
It was confirmed by infrared absorption spectrum that the obtained rubber-like product was the desired (meth) acryl silicone graft copolymer (this product was dimethylpolysiloxane, amide bond by infrared absorption spectrum. And a polymer having an ester bond, an alkyl group, and a hydroxyl group).
The glass transition temperature (Tg) theoretically calculated from EA and HEMA is −10 ° C.
The monomer charge ratio is as follows.
MAPTAC: EA: HEMA: X-24-8201 = 1: 65.7: 13.1: 20.2

Examples 1 to 8 and Comparative Examples 1 to 5: Hair Milk Hair milks shown in Tables 1 and 2 below were prepared by the following production method, (i) suppleness, (b) harshness, (c) moist feeling, (d) Each item of unity feeling was evaluated and determined by the following evaluation methods and criteria, and the results are shown in Tables 1 and 2.

(* 1) High call K-350 (manufactured by Kaneda)
(* 2) Silicon KF-56 (Shin-Etsu Chemical Co., Ltd.)
(* 3) GENAMIN STAC (manufactured by Clariant Japan)
(* 4) BY22-050A (Toray Dow Corning)
(* 5) SM8904 Cosmetic Emulsion (Toray Dow Corning)
(* 6) SILSTYLE 401 (Toray Dow Corning)
(* 7) Silicon KF-96-10CS (manufactured by Shin-Etsu Chemical Co., Ltd.)
(* 8) KF-96-3000cs (manufactured by Shin-Etsu Chemical Co., Ltd.)
(* 9) FZ-4188 (Toray Dow Corning)

(Production method)
A: Components 1 to 11 are heated to 70 ° C. and dissolved uniformly.
B: Components 12 to 14 are uniformly dissolved.
C: B is added to A and mixed and emulsified.
D: Components 19 and 20 are uniformly dissolved.
E: D and components 15-18, 21, and 22 are added to C and mixed.
F: The above emulsion was filled into a dispenser container to obtain an emulsion hair treatment.

[Evaluation methods for evaluation items (i) to (d)]
Ten panelists specializing in cosmetics evaluation use the hair milk of the examples and comparative examples on towel-dried hair after shampooing, and then drying it thoroughly with a dryer, (i) suppleness, (b) harshness, (C) For each item of moist feeling and (d) a sense of unity, each person performs a sensory evaluation in five stages according to the following evaluation criteria (I), and the average score of all the panels according to the following judgment criteria (II) Judged.
(I) The suppleness is evaluated by the stress that the hair pushes back when putting the force between three fingers and the return of the hair when the finger is removed from the hair. Evaluate the degree of hair return (elasticity) when the hair at the top of the head when the hair is divided into left and right parts by hand, and (c) the moist feeling is the finished touch (feel) ) And (d) the sense of unity was evaluated by the appearance of the unity of the whole hair when not brushed.

Evaluation criteria (I)
[Evaluation Result]: [Score]
Very good: 5 points Good: 4 points Normal: 3 points Somewhat bad: 2 points Bad: 1 point Evaluation Criteria (II)
[Average score]: [Judgment]
4.5 or more: ◎
3.5 or more and less than 4.5: ○
1.5 or more and less than 3.5: △
Less than 1.5: ×

As is clear from the results of Tables 1 and 2, the hair milks of Examples 1 to 8 were excellent in all evaluation items because the characteristics of each component were sufficiently exhibited as compared with Comparative Examples 1 to 5. It was a result.
On the other hand, the comparative example 1 which does not contain the (meth) acryl silicone graft copolymer of component (A) largely depends on the effect of dimethylpolysiloxane having a viscosity at 25 ° C. of component (B) of 1000 mPa · s or more. Therefore, although the hair feels supple and moist, it does not feel any harshness. Moreover, since the comparative example 2 which does not contain a component (B) largely depends on the effect of a component (A), it was lacking in a softness, a moist feeling, and a unity feeling. Although Comparative Example 3 containing amodimethicone instead of component (B) showed an improvement in the crispness, it lacked a sense of unity and was not satisfactory in flexibility. Comparative Example 4 containing a (bisbutyroxyamodimethicone / PEG-60) copolymer instead of component (B) lacked a sense of unity and was not satisfactory in flexibility. Comparative Example 5 containing dimethylpolysiloxane (10 mPa · s) having a viscosity at 25 ° C. of less than 1000 mPa · s instead of component (B) showed an improvement in flexibility, but was satisfied with a moist and coherent feeling It wasn't going.

Example 9: Hair cream
(Ingredient) (%)
1. Glyceryl monostearate 3.5
2. Polyoxyethylene monostearate (40 mol) 2.0
3. Jojoba oil 3.0
4). Vaseline 8.0
5). α-olefin oligomer (* 10) 5.0
6). Dimethylpolysiloxane (* 11) 1.0
7). Cetostearyl alcohol 2.0
8). Behenyl alcohol 2.0
9. Dimethylpolysiloxane (viscosity at 25 ° C .: 1 million mPa · s) 55% solution (* 4) 3.0
10.1,3 Butylene glycol 5.0
11. Xanthan gum 0.1
12 Purified water remaining amount 13. N-lauroyl-L-glutamate di (cholesteryl, behenyl, octyldodecyl) (* 12) 0.5
14 Ethylenediaminetetraacetic acid disodium 0.05
15. Sodium benzoate 0.02
16. Fragrance 0.01
17. (Meth) acrylic silicone graft copolymer of Reference Production Example 1 0.6
18. Ethanol 5
(* 10) SILKFLO 364NF (LIPO CHEMICALS INK)
(* 11) Silicon KF-96 (20CS) (manufactured by Shin-Etsu Chemical Co., Ltd.)
(* 12) El Deu CL-301 (Ajinomoto Co., Inc.)

(Production method)
A: Components 1 to 9 and 13 are dissolved by heating at 70 ° C.
B: Components 10 to 12 and 14 are heated and uniformly mixed at 70 ° C., then added to A and emulsified.
C: Components 17 and 18 are mixed uniformly.
D: After cooling B to room temperature, ingredients 15, 16, and C were added to obtain an oil-in-water eye cream.

  The hair milk of Example 9 was a hair cream excellent in all items of “suppleness”, “harshness”, “moistness”, and “cohesion”.

Example 10: Milky hair treatment (component) (%)
1. Polyoxyethylene isostearate (40 mol) hydrogenated castor oil 0.5
2. Cetostearyl alcohol 0.5
3. Behenyl alcohol 0.2
4). Stearyl Dimethicone (* 13) 5
5). Propylene glycol 10
6). Methyl paraoxybenzoate 0.1
7). Kelp oil 0.1
8). Alkyltrimethylammonium chloride solution (80%) (* 14) 0.3
9. N-lauroyl-L-dioctyl glutamate dodecyl (* 15) 0.3
10. N-lauroyl psychosine isopropyl (* 16) 0.3
11. Stearyltrimethylammonium chloride 80% mixture 0.3
12 Purified water remaining amount 13. Hydroxyethyl cellulose (* 17) 0.1
14 (Meth) acrylic silicone graft copolymer of Reference Production Example 11 0.5
15. Ethanol 4
16. Fish-derived collagen 0.5
17. N-acetyl-L-glutamine 0.1
18. Fragrance 0.1
19. Dimethylpolysiloxane (viscosity at 25 ° C .: 100,000 mPa · s) 30% solution (* 9) 4.0
(* 13) DC2503 (DN) (Toray Dow Corning)
(* 14) Arcard 22-80 (Lion Akzo)
(* 15) Amitel LGOD (Nippon Emulsion)
(* 16) L Dew SL-205 (Ajinomoto Co.)
(* 17) NATROSOL250HHR (Hercles)

(Production method)
A: Components 1 to 11 are heated to 70 ° C. and dissolved uniformly.
B: Components 12-13 and 16-17 are uniformly dissolved.
C: Components 14 to 15 are uniformly dissolved.
D: B is added to A and mixed and emulsified.
E: C and components 18 and 19 are added to D and mixed.
F: The above emulsion was filled in a tube container to obtain an emulsion hair treatment.

The milky hair hair treatment of Example 10 was a milky hair hair treatment excellent in all items of “smoothness”, “harshness”, “moistness”, and “feeling of unity”.

Example 11 Hair Styling Gel (Ingredient) (%)
1. Hydroxypropyl methylcellulose 0.5
2. Carboxyvinyl polymer 0.5
3. Residual amount of purified water 4. Sodium hydroxide 0.1
5). Purified water 5.0
6). Ethanol 15
7). Propylene glycol 3.0
8). N-lauroyl-L-glutamate dioctyldodecyl (* 20) 0.5
9. 80% mixture of dicocoylethylhydroxyethylmonium methosulfate (* 18) 0.3
10. Dipalmitoylethylhydroxyethylmonium methosulfate 80% mixture (* 19) 0.1
11. Theanine 0.1
12 Hydroxyproline 0.1
13. Hydrolyzed silk 0.1
14 Methyl paraoxybenzoate 0.2
15. Fragrance 0.5
16. (Meth) acrylic silicone graft copolymer of Reference Production Example 1 0.6
17. Ethanol 5
18. Dimethylpolysiloxane (viscosity at 25 ° C .: 1 million mPa · s) 55% solution (* 4) 3
(* 18) DEHYQART L80 (manufactured by Cognis)
(* 19) DEHYQUAT AU56 / G (manufactured by Cognis)
(* 20) El Dew PS-201 (Ajinomoto Co., Inc.)

(Production method)
A: Components 1 to 3 are mixed uniformly.
B: Components 4 to 5 are mixed uniformly.
C: Components 6 to 15 are mixed uniformly.
D: Components 16 and 17 are mixed uniformly.
E: B, C, D, and component 18 are added to A in this order.
F: The above mixture was filled in a tube container to obtain a hair styling gel.

  The hair styling gel of Example 11 was a hair styling gel excellent in all items of “suppleness”, “harshness”, “moistness”, and “feeling of unity”.

Example 12: Mist hair treatment (component) (%)
1. Distearyldimethylammonium chloride 75% mixture (* 21) 0.2
2. Stearyltrimethylammonium chloride 80% mixture (* 3) 0.3
3. Ethanol 30
4). Cetostearyl alcohol 0.5
5). Polyoxyethylene (30 mol) hydrogenated castor oil 0.5
6). Propylene glycol 10
7). Isopropyl myristate 0.1
8). (Meth) acrylic silicone graft copolymer of Reference Production Example 12 0.2
9. N-lauroyl-L-glutamate di (phytosteryl
2-octyldodecyl) (* 22) 0.1
10. Methyl paraoxybenzoate 0.1
11. Perfume 0.03
12 Glycine 0.2
13. Hydrolyzed silk (* 23) 1.0
14 Dimethylpolysiloxane (viscosity at 25 ° C .: 4 million mPa · s) 15% solution (* 24) 5.0
15. Purified water remaining (* 21) Arcard 2HP-75 (manufactured by Lion Akzo)
(* 22) El Dew PS-203 (Ajinomoto Co., Inc.)
(* 23) SILKGEN G Solvel SE (Ichimaru Falcos)
(* 24) BY11-014 (manufactured by Toray Dow Corning)

(Production method)
A: Components 1 to 11 are mixed.
B: Components 12 to 15 are mixed uniformly.
C: A is added to B and mixed.
D: The above mixture was filled in an atomizer container to obtain a mist-like hair treatment.

  The mist-like hair treatment of Example 12 was a mist-like hair treatment excellent in all the items of “suppleness”, “harshness”, “moistness”, and “feeling of unity”.

Example 13: Foam hair treatment Aerosol stock solution formulation (component) (%)
1. Dicocoylethylhydroxyethylmonium 80% mixture of methosulfate (* 25) 0.2
2. Distearyldimethylammonium chloride 75% mixture (* 21) 0.3
3. Dimethylpolysiloxane (10 mPa · s) 2
4.1,3-Butylene glycol 5
5). (Meth) acrylic silicone graft copolymer of Reference Production Example 0.05
6). Cationic (meth) acrylic silicone graft copolymer of Reference Production Example 0.05
7). Ethanol 2.5
8). Polyquaternium-51 (* 26) 0.5
9. Polyquaternium-10 (* 27) 0.5
10. Dilauroylglutamate ricin Na (* 28) 0.5
11. Residual amount of purified water 12. L-valine 0.5
13. Methyl paraoxybenzoate 0.3
14 Fragrance 0.1
15. Dimethylpolysiloxane (viscosity at 25 ° C .: 1 million mPa · s) 55% solution (* 4) 5.0
(* 25) DEHYQUAL L80 (BASF)
(* 26) LIPIDURE-PMB (manufactured by NOF Corporation)
(* 27) Kachinar HC-100 (manufactured by Toho Chemical Industry Co., Ltd.)
(* 28) Perisea L30 (Asahi Kasei Chemicals)

(Production method)
A: Components 1 to 7 are mixed uniformly.
B: Components 8 to 13 are uniformly dissolved.
C: A is added to B and mixed uniformly.
D: Components 14 and 15 are added to C and mixed.
The aerosol can was filled so that the mass ratio of E: D aerosol stock solution and propellant (liquefied petroleum gas) was 97: 3 to obtain a foamy hair treatment.

The foam hair treatment of Example 13 was a foam hair treatment excellent in all items of “softness”, “harshness”, “moistness”, and “uniformity”.

Claims (3)

The following components (A) and (B);
(A) (Meth) acrylic silicone graft copolymer 0.001 to 5.0 mass%
(B) 0.001-10.0 mass% of dimethylpolysiloxane whose viscosity in 25 degreeC is 100,000-10 million mPa * s.
Contain,
The component (A) is
It is a (meth) acryl silicone graft copolymer obtained by reacting the following radically polymerizable monomers (a), (b), (c) and (d).
(A) The following general formula (I)
(In the formula, Me is a methyl group, R 1 is a hydrogen atom or a methyl group, R 2 is a linear or branched C 1-10 divalent divalent alkyl group which may contain 1 or 2 ether bonds. A saturated hydrocarbon group, R3 is a saturated hydrocarbon group having 1 to 10 carbon atoms, and m is an integer of 5 to 100).
(B) The following general formula (II)
(In the formula, R4 may be a hydrogen atom or a methyl group, R5, R6 and R7 may be the same or different, a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, X is -O-, -NH-, -O. —CH ₂ — or —O—CH ₂ CH (OH) —, Y is a linear or branched divalent saturated hydrocarbon group having 1 to 4 carbon atoms, and Z ⁻ represents a counter anion. A compound represented by the formula (III)
(In the formula, R8 and R9 may be the same or different, a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R10 and R11 may be the same or different, and a hydrogen atom or an alkyl group having 1 to 18 carbon atoms. Group Z ⁻ represents a counter anion.) At least one selected from compounds represented by
(C) The following general formula (IV)
(Wherein R12 represents a hydrogen atom or a methyl group, and R13 represents a hydrogen atom or a linear or branched alkyl group having 1 to 3 carbon atoms).
(D) The following general formula (V)
A hair cosmetic , wherein R14 is a hydrogen atom or a methyl group, and R15 is a hydroxyalkyl group having 1 to 4 carbon atoms . The hair cosmetic according to claim 1 , further comprising an amino acid and / or a compound having an amino acid skeleton in the structure as component (C). The hair cosmetic composition according to claim 1 or 2, wherein the content ratio (B) / (A) of the component (A) and the component (B) is 0.1 to 100.