JP2002308738A - Hair cosmetic - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a hair cosmetic capable of imparting the hair with conditioning effects including sufficient moist feeling and smoothness and also capable of considerably improving sustainability of the effects. SOLUTION: This hair cosmetic comprises an amino group-containing organopolysiloxane prepared by reaction between a polyfunctional amine compound having at least four amino groups in one molecule and an organosiloxane bearing epoxy group(s) on one and/or both ends shown by the general formula (1) [R<1> is a univalent hydrocarbon group; R<2> is an epoxy-containing group or univalent hydrocarbon group; A is an epoxy-containing group; and n is 1-10,000].

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair cosmetic composition which imparts a desirable conditioning effect to hair and which has excellent durability.

[0002]

2. Description of the Related Art Various oils and high molecular compounds (hereinafter referred to as bases) have been used for imparting favorable conditioning effects to hair. In particular, silicone oils are widely used because they have excellent adsorptivity to hair and excellent lubricating action. Furthermore, amino-modified silicone oils in which amino groups have been introduced into silicone oils as silicone oils having improved oiliness and residual properties (JP-A-62-12712, JP-A-01-19061)
No. 9) has been proposed.

[0003] However, these have a problem that not only the conditioning effect is insufficient, but also they are easily washed away by shampooing, and the effect is inferior in persistence.

[0004] An object of the present invention is to provide a hair with a conditioning effect such as a sufficient moist feeling and smoothness,
Further, it is an object of the present invention to provide a hair cosmetic which can dramatically improve the durability of the effect.

[0005]

Means for Solving the Problems The present invention relates to a polyfunctional amine compound having four or more amino groups in one molecule (hereinafter, referred to as a compound A) and one end and / or one terminal represented by the general formula (1).
Or an organosiloxane containing epoxy groups at both ends (hereinafter referred to as B
A hair cosmetic containing an amino group-containing organopolysiloxane (hereinafter, referred to as C compound) obtained by reacting the same with a compound.

[0006]

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[Wherein, R ¹ represents a monovalent hydrocarbon group;
A plurality of R ¹ may be the same or different. R ² represents an epoxy-containing group or a monovalent hydrocarbon group, A represents an epoxy-containing group, and n represents a number of 1 to 10,000. ]

[0008]

BEST MODE FOR CARRYING OUT THE INVENTION [Polyfunctional amine compound (A compound)] The compound A used in the present invention is not particularly limited as long as it is a compound having four or more amino groups in one molecule. Those having 6 to 5,000 amino groups therein are preferred. Specific examples include polyethyleneimine, polyvinylamine, polyallylamine, poly (trimethyleneimine) dendrimer having a terminal amino group, and aminoalkylpolysiloxane. Among them, polyethyleneimine, polyvinylamine and polyallylamine are preferred.

The average molecular weight of the compound A is 300 to 1,0.
00,000 is preferred, and 700-100,000 is more preferred.

[One- and / or Both-Terminal Epoxy Group-Containing Organosiloxane (Compound B)] The monovalent hydrocarbon represented by R ¹ of the B compound used in the present invention may be a carbon atom such as a methyl group or an ethyl group. Examples thereof include an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group such as cyclohexyl group, a phenyl group, and a fluorinated alkyl group having 1 to 12 carbon atoms such as trifluoropropyl group. All of R ¹ may be the same or different, but it is preferable that all R ¹ are methyl groups from the viewpoint of the conditioning effect.

The epoxy-containing group represented by A in the general formula (1) is not particularly limited as long as it contains an epoxy group, and is specifically represented by the following general formulas (2) to (4). Groups.

[0012]

Embedded image

Wherein a represents an integer of 1 or more;
Is preferably an integer. ]

[0014]

Embedded image

[In the formula, b and c represent 0 or an integer of 1 or more, and each is preferably an integer of 0 to 20. However, at least one of b and c is an integer of 1 or more. ] When R ² is a monovalent hydrocarbon group becomes a single terminal epoxy group-containing organosiloxane, if an epoxy-containing group is a both terminal epoxy group-containing organosiloxane, carbide R ² is a monovalent One-terminal epoxy-group-containing organosiloxanes that are hydrogen groups are preferred.

Examples of the monovalent hydrocarbon group represented by R ^2, an alkyl group similar to R ^1, a cycloalkyl group, an aryl group, and a fluorine atom-substituted alkyl group and the like, R ²
Examples of the epoxy-containing group represented by are groups represented by the same general formulas (2) to (4) as A. These R
Methyl group is preferred among the ^2.

In the general formula (1), n is preferably from 1 to 500, more preferably from 5 to 100, particularly preferably from 10 to 50, from the viewpoint of achieving both a conditioning effect and its durability.

The average molecular weight of the compound B is 300 to 10
It is preferably 0.000, more preferably 300 to 10,000.

[Production method of compound C] In order to react compound A and compound B to obtain compound C, compound A and compound B may be mixed and heated if necessary. Preferably 50
The reaction can easily proceed by heating to ~ 130 ° C. When the viscosity of the reactant is high,
When the compound and the B compound are not compatible with each other,
A common solvent of both, for example, chloroform, tetrahydrofuran and the like may be used.

From the viewpoint of the conditioning effect, the ratio of the number of moles of the active hydrogen of the amino group of the compound A to the number of the moles of the epoxy group of the compound B is 1: It is preferably 0.5 to 1: 1.

[Hair Cosmetic] The hair cosmetic of the present invention contains C
One or more compounds are blended. The content of the C compound in the hair cosmetic is preferably from 0.1 to 20% by mass (hereinafter simply referred to as%), and more preferably from 1 to 10%, from the viewpoint of obtaining a good conditioning effect and its durability. , 1 to 5% are particularly preferred.

The hair cosmetic composition of the present invention may further contain an oil agent, particularly an oil agent having a conditioning effect on hair. As the oil agent, for example, carbon number 12 to 30
Saturated or unsaturated alcohols; ethers of the alcohols with polyhydric alcohols; the alcohols with 1 to 1 carbon atoms
Esters of 1 fatty acids; saturated or unsaturated fatty acids having 12 to 30 carbon atoms; esters of the fatty acids with monohydric or polyhydric alcohols; amides of the fatty acids with amines; sterols; squalene; phospholipids; Animal fats and oils; vegetable fats and oils; one or more silicones selected from dimethylpolysiloxane, methylpolysiloxane, polysiloxane, alkyl-modified silicone, methylphenylpolysiloxane, and polyether-modified silicone.

The content of these oils in hair cosmetics is preferably 0.01 to 30%, more preferably 1 to 25%.
%, Particularly preferably 3 to 20%.

The hair cosmetic composition of the present invention may further comprise a thickener such as hydroxyethylcellulose, a surfactant, an anionic, amphoteric, cationic or nonionic as long as the effects of the present invention are not impaired. Polymers, fragrances, pearling agents,
Hair setting polymers, pigments, ultraviolet absorbers, antioxidants, preservatives, and the like may be added.

The surfactant is not particularly limited as long as it is used in ordinary detergent compositions. Anionic surfactants, nonionic surfactants, amphoteric surfactants,
Any of the cationic surfactants can be suitably used.

Specifically, examples of the anionic surfactant include the following. (Bi) Alkylbenzenesulfonate, preferably a linear or branched alkylbenzenesulfonate having an alkyl group having an average of 10 to 16 carbon atoms. (B-ii) Alkyl ether sulfate or alkenyl ether sulfate, preferably having a linear or branched alkyl or alkenyl group having an average of 10 to 20 carbon atoms, and having an average of 0.5 to 8 mol per molecule Of ethylene oxide, propylene oxide, butylene oxide, ethylene oxide and propylene oxide in a ratio of 0.1 / 9.9 to 9.9.
/ Alkyl ether sulfate or alkenyl ether sulfate to which ethylene oxide and butylene oxide are added at a molar ratio of 0.1 / 9.9 to 9.9 / 0.1. (B-iii) Alkyl sulfates or alkenyl sulfates, preferably alkyl or alkenyl sulfates having an alkyl or alkenyl group having an average of 10 to 20 carbon atoms. (B-iv) Olefin sulfonate, preferably on average 1
An olefin sulfonate having 0 to 20 carbon atoms in one molecule. (Bv) Alkane sulfonate, preferably 10 on average
An alkane sulfonate having -20 carbon atoms in one molecule. (B-vi) Higher fatty acid salts, preferably saturated or unsaturated fatty acid salts having an average of 10 to 24 carbon atoms in one molecule. (B-vii) (Amide) ether carboxylic acid type surfactant. (B-viii) α-sulfofatty acid salts or esters, preferably α-sulfofatty acid salts or esters having an alkyl or alkenyl group of an average of 10 to 20 carbon atoms. (B-ix) N-acylamino acid type surfactants, preferably N-acylamino acid type surfactants having an acyl group having 8 to 24 carbon atoms and a free carboxylic acid residue (for example, N-acyl sarcosinate, N-acyl amino acid) -Acyl-β-alanine and the like). (Bx) Phosphate ester type surfactants, preferably phosphate mono- or diester type surfactants having an alkyl group or alkenyl group having 8 to 24 carbon atoms or an alkylene oxide adduct thereof. (B-xi) Sulfosuccinate-type surfactants, preferably sulfosuccinates such as higher alcohols having 8 to 22 carbon atoms or ethoxylates thereof, or sulfosuccinates derived from higher fatty acid amides. (B-xii) Polyoxyalkylene fatty acid amide ether sulfates, preferably sulfates such as ethoxylates of linear or branched saturated or unsaturated fatty acid monoethanolamide or diethanolamide having 8 to 24 carbon atoms. (B-xiii) Monoglyceride sulfates, preferably monoglyceride sulfates having a linear or branched saturated or unsaturated fatty acid group having 8 to 24 carbon atoms. (B-xiv) An acylated isethionate, preferably an acylated isethionate having a linear or branched saturated or unsaturated fatty acid group having 8 to 24 carbon atoms. (B-xv) alkyl glyceryl ether sulfate or alkyl glyceryl ether sulfonate, preferably an alkyl glyceryl having a linear or branched alkyl or alkenyl group having 8 to 24 carbon atoms or an alkylene oxide adduct thereof. Ether sulfate or alkyl glyceryl ether sulfonate. (B-xvi) an alkyl or alkenyl amide sulfonate, preferably an alkyl or alkenyl amide sulfonate having a linear or branched alkyl or alkenyl group having 8 to 24 carbon atoms. (B-xvii) alkanolamide sulfosuccinates, preferably alkanolamide sulfosuccinates having a linear or branched alkyl or alkenyl group having 8 to 24 carbon atoms. (B-xviii) Alkyl sulfoacetate, preferably an alkyl sulfoacetate having a linear or branched alkyl or alkenyl group having 8 to 24 carbon atoms. (B-xix) acylated taurate, preferably having 8 carbon atoms
Acyltaurates having from 24 to 24 linear or branched saturated or unsaturated fatty acid groups. (B-xx) N-acyl-N-carboxyethylglycine salt, preferably N- having an acyl group having 6 to 24 carbon atoms.
Acyl-N-carboxyethylglycine salt.

Salts of these anionic surfactants, that is, sodium,
Alkali metal ions such as potassium, alkaline earth metal ions such as calcium and magnesium, ammonium ions, alkanolamines having 1 to 3 alkanol groups having 2 or 3 carbon atoms (for example, monoethanolamine, diethanolamine, triethanolamine, triethanolamine) Isopropanolamine).

Of these anionic surfactants, alkyl ether sulfates, particularly polyoxyethylene alkyl ether sulfates, are preferred.

Examples of the nonionic surfactant include a polyoxyalkylene alkyl having a linear or branched alkyl or alkenyl group having an average of 10 to 24 carbon atoms and having ethylene oxide, propylene oxide or butylene oxide added thereto. Ether or polyoxyalkylene alkenyl ether; glycerin ester of a fatty acid having 8 to 20 carbon atoms; glycol ester of a fatty acid having 8 to 20 carbon atoms; alkylene oxide adduct of monoglyceride of a fatty acid having 8 to 20 carbon atoms; Sorbitan esters of fatty acids having 8 to 20 carbon atoms; polyglycerin fatty acid esters having an acyl group having 8 to 20 carbon atoms; monoethanolamide or diethanolamide of fatty acids having 8 to 20 carbon atoms or Ethoxylate Polyoxyethylene hydrogenated castor oil; polyoxyalkylene sorbitan fatty acid ester having an acyl group having 8 to 20 carbon atoms; polyoxyethylene sorbite fatty acid ester having an acyl group having 8 to 20 carbon atoms; Or an alkyl saccharide-based surfactant having a branched alkyl, alkenyl or alkylphenyl group; an alkylamine oxide or alkylamidoamine oxide having a linear or branched alkyl or alkenyl group having 8 to 20 carbon atoms; Ether compounds or ester compounds of polyhydric alcohols having linear or branched alkyl or alkenyl groups of 8 to 20; siloxane derivatives (Japanese Unexamined Patent Publication No.
087995), silicone-based surfactants such as polyoxy-modified silicone; polyoxyalkylene alkylaryl ether, polyoxyalkylene lanolin alcohol, polyoxyalkylene fatty acid ester, pluronic block polymer, tetronic block polymer, polyoxyalkylene fatty acid Examples include amides, polyoxyalkylenealkylamides, and polyethyleneimine derivatives.

The amphoteric surfactant is not particularly limited as long as it is used for ordinary hair cosmetics. Examples thereof include amide amino acid type, carbobetaine type, amidobetaine type, sulfobetaine type, and amidosulfobetaine. Type, imidazolinium betaine type, amino acid type, phosphobetaine type, phosphate ester type and the like.

Examples of the cationic surfactant include a tertiary amine, a quaternary ammonium salt, an amidoamine and an esteramine. For example, behenyltrimethylammonium chloride, distearyldimethylammonium chloride, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, lauryltrimethylammonium chloride, N-stearyl-N, N, N-tri (polyoxyethylene) ammonium chloride (total of 3 ethylene oxide) Mole addition), cetylbenzyldimethylammonium chloride, cetyltriethylammonium bromide, distearyldimethylammonium chloride,
Decyltetradecyltrimethylammonium chloride, 2-dodecylhexadecyltrimethylammonium chloride, di-2-hexyldecyldimethylammonium chloride, di-2-octyldodecyldimethylammonium chloride, behenyl tertiary amine, stearyl tertiary amine, stearamide Propyldimethylamine and the like can be mentioned.

The surfactants can be used alone or in combination of two or more, and are preferably used in an amount of 0.1 to 50%, more preferably 0.5 to 40%, particularly preferably 1 to 50% in the total composition. 30
% Is preferable because foaming properties are excellent.

When the dosage form of the hair cosmetic of the present invention is a hair setting agent, a hair foam agent, a hair spray agent or the like,
It is preferable to include the following examples as hair setting polymers. (1) Polyvinylpyrrolidone polymer compound ・ Polyvinylpyrrolidone;
12, K30 (above, manufactured by BASF), PVPK15,
K30 (all manufactured by GAF) and the like.・ Polyvinylpyrrolidone / vinyl acetate copolymer; commercially available products such as Rubiscol VA28 and VA73 (BAS
F), PVP / VA E-735, S-630 (all manufactured by GAF) and the like.・ Polyvinylpyrrolidone / vinyl acetate / vinyl propionate terpolymer; commercially available product, Rubiscol VAP3
43 (manufactured by BASF) and the like. -Polyvinylpyrrolidone / alkylaminoacrylate copolymer; Rubiflex (manufactured by BASF), copolymers 845, 937, 958 (GA, as commercial products)
F company). -Polyvinylpyrrolidone / acrylate / (meth) acrylic acid copolymer; Rubiflex VBM3 as a commercial product
5 (manufactured by BASF) and the like. Polyvinylpyrrolidone / alkylaminoacrylate / vinylcaprolactam copolymer; commercially available products include copolymer VC-713 (manufactured by GAF). (2) acidic vinyl ether polymer compound methyl vinyl ether / alkyl maleic anhydride half ester copolymer; GANTREZ ES-2 as a commercial product
25, ES-425, SP-215 (all manufactured by GAF) and the like. (3) Acidic polyvinyl acetate-based polymer compound: Vinyl acetate / crotonic acid copolymer; commercially available products include Resin 28-1310 (manufactured by National Starch), Rubiset CA66 (manufactured by BASF), and the like. Vinyl acetate / crotonic acid / vinyl neodecanoate copolymer; Resin 28-2930 (National.
Starch). -Vinyl acetate / crotonic acid / vinyl propionate copolymer; commercially available products include Rubiset CAP (manufactured by BASF). -Vinyl acetate / tert-butyl vinyl benzoate / crotonic acid copolymer; for example, those described in JP-A-6-507646. (4) acidic acrylic polymer compound (meth) acrylic acid / (meth) acrylic acid ester copolymer; commercially available plus size L53P (manufactured by Yoyo Chemical Co., Ltd.), Diahold (manufactured by Mitsubishi Chemical Corporation), Amahold -DR-25 (manufactured by Amacall) and the like. Acrylic acid / alkyl acrylate / alkyl acrylamide copolymer; commercially available products include Ultrahold 8 (manufactured by BASF) and Amphomer V-42 (manufactured by National Starch). (5) Amphoteric acrylic polymer compound (meth) acrylethyl betaine / alkyl (meth) acrylate copolymer; for example, N-methacryloyloxyethyl-N, N-dimethylammonium α-N
Copolymers of -methylcarboxybetaine and (meth) acrylic acid alkyl ester, and the like, and commercially available products include Yukaformer M-75, SM (all manufactured by Mitsubishi Chemical Corporation) and the like. Alkyl acrylate / butylaminoethyl methacrylate / octylamide acrylate copolymer; for example, octylacrylamide / acrylate / butylaminoethyl methacrylate copolymer; and as a commercial product, informformer 28-4910 (National.
Starch). (6) Basic acrylic polymer compound acrylamide / acryl ester quaternary copolymer; JP-A-2-180911, JP-A-8-291206
And the like described in Japanese Unexamined Patent Publication (Kokai) No. H10-26095. (7) Compound having cellulose skeleton Cationic cellulose derivative; Cellcoat H-100, L-200 (manufactured by National Starch) as a commercial product
And the like. (8) Compound having chitin / chitosan skeleton: hydroxypropyl chitosan; commercially available products include chitofilmer (manufactured by Ichimaru Falcos). -Salts of carboxymethyl chitin, carboxymethyl chitosan, chitosan and a monovalent acid such as pyrrolidone carboxylic acid, lactic acid, glycolic acid, or a divalent acid such as adipic acid or succinic acid; Acid salt) and Kitemer L (lactate) (all manufactured by Union Carbide). (9) Water-dispersible polyester AQ38S, AQJIS (Eastman
Kodak Company). (10) Poly (N-acylethyleneimine) -linked organopolysiloxanes JP-B-9-2716831, JP-A-7-133352, JP-A-5-112
423 and JP-A-3-287509.

These hair setting polymers can be used alone or in combination of two or more. The amount of the polymer for hair setting in the entire composition is preferably from 0.1 to 10% from the viewpoint of obtaining a necessary and sufficient setting force,
It is more preferably from 0.5 to 6%, particularly preferably from 1 to 4%.

The hair cosmetic composition of the present invention includes, for example, a hair shampoo, a hair treatment, and a hair conditioner used in a bathroom, a hair foam, a hair spray, a hair cream, a hair wax, a hair gel, and a hair dye used outside a bathroom. , Perm, hair manicure, hair bleach, etc., can be added to agents used for treatments at home and in beauty salons.

[0036]

EXAMPLES Synthesis Example 1 Polyethyleneimine (Epomin SP-, manufactured by Nippon Shokubai Co., Ltd.)
018, average molecular weight: 1800) 1 g, epoxy resin modified with epoxy at one end (Silaprene FM-, manufactured by Chisso Corporation)
0511, average molecular weight: 1000) 15 g was dissolved in chloroform 50 g and reacted at 50 ° C. for 19 hours under nitrogen.
After the chloroform was distilled off under reduced pressure, the mixture was further cooled to 50 ° C under nitrogen.
For 112 hours to obtain an amino group-containing organopolysiloxane. ¹ H-NMR confirmed that the product after the reaction did not contain an epoxy group, and that the one-terminal epoxy-modified silicone reacted quantitatively.

Synthesis Example 2 As one end-terminal epoxy-modified silicone, Silaprene FM-0521 (manufactured by Chisso Corporation, average molecular weight: 500)
The reaction was carried out under the same conditions as in Synthesis Example 1 except that 0) was used to obtain an amino group-containing organopolysiloxane.

Synthesis Example 3 Epomin SP-200 as polyethyleneimine
The reaction was carried out under the same conditions as in Synthesis Example 1 except for using (Nippon Shokubai Co., Ltd., average molecular weight: 10,000) to obtain an amino group-containing organopolysiloxane.

Example 1 A hair cosmetic composition of the present invention having the composition shown in Table 1 and a silicone compound as a conditioning base for general-purpose cosmetic compositions, containing the amino group-containing organopolysiloxane obtained in Synthesis Examples 1 to 3. , Oil, and water-soluble polymer, Table 1
Comparative hair cosmetics having the compositions shown in Table 1 were prepared. The conditioning effect of these hair cosmetics was evaluated by the following method. Table 1 shows the results.

<Evaluation method> The hair cosmetic of the present invention and the comparative hair were uniformly applied to a human hair tress (20 g) at a bath ratio of 0.1 (weight ratio to hair), and (a) solvent drying Immediately after;
(B) 8 hours after the solvent is dried; and (c) (b) above
After the shampooing, the conditioning effect (moist feeling of the hair, smoothness) after 10 times
Sensory evaluation was performed by humans. The moist feeling of the hair was judged by touching the hair with a finger, and the smoothness was evaluated based on the following criteria based on the finger passing property and the comb passing property, and the average was shown. In each case, the non-volatile content was 2%.

Evaluation Criteria 5: Hair has very good moist feeling and smoothness 4: Hair has excellent moist feeling and smoothness 3: Hair has good moistness and smoothness 2: Slightly low moist feeling and smoothness of hair 1: Low moist feeling and smoothness of hair

[0042]

[Table 1]

Example 2 (Hair Spray) The following ingredients were mixed to prepare a hair spray stock solution. The undiluted solution was filled in a predetermined container and then filled with a propellant to obtain a hair spray. The propellant used was LPG (2.5 kg / cm ² )
The stock solution: propellant ratio was 50:50.

N-methacryloyloxyethyl N, N-dimethylammonium-α-N-methylcarboxybetaine / alkyl methacrylate copolymer ^{* 1} 12.0% Liquid isoparaffin ^{* 2} 4.0% Squalane 0.2% Synthesis Amino group-containing organopolysiloxane of Example 1 0.4% Fragrance Appropriate amount Ethanol Balance 100.0% * 1) Yukaformer M-75 (30% ethanol solution, manufactured by Mitsubishi Yuka) * 2) Isosol 400 (manufactured by Nippon Oil After adjusting the style, an appropriate amount of the obtained hair spray was sprayed and subjected to a sensory evaluation. As a result, it was confirmed that the original setting property of the hair spray was not impaired, and that the hair spray had high conditioning without stiffness. . In addition, the effect was maintained even after 8 hours, and a sufficient conditioning property was maintained in the sensory evaluation after shampooing.

Example 3 (Blow Spray) The following raw materials were mixed to prepare a stock solution for blow spray. The undiluted solution was filled in a predetermined container and then filled with a propellant to obtain a spray for blowing. The propellant used was LPG (4.5 kg
/ Cm ² ) and the stock solution: propellant ratio was 45:55.

Polyvinylpyrrolidone / N, N-dimethylaminoethyl methacrylic acid copolymer diethyl sulfate ^{* 1} 1.5% Amino-containing organopolysiloxane of Synthesis Example 2 2.5% Squalane 0.2% Fragrance Appropriate amount of ethanol Balance 100.0% * 1) Guff coat 755N (20% aqueous solution, manufactured by BASF) Spray an appropriate amount of the obtained spray for hair on the hair, adjust the hairstyle while blowing, and enjoy the feel of the hair with a specialized panelist. As a result of the evaluation, it was confirmed that the hairdressing properties inherent to the blowing agent were not impaired, and that the hair was finished with a smooth feel. In addition, the effect was maintained even after 8 hours, and a sufficient conditioning property was maintained in the sensory evaluation after shampooing.

Example 4 (Hair foam) The following ingredients were mixed to prepare a hair foam stock solution.
The undiluted solution was sealed in a predetermined container, and then filled with a propellant to obtain a hair foam. The propellant used was LPG (5.0 kg / c
m ² ), the stock solution: propellant ratio was 90:10.

Polyvinylpyrrolidone / N, N-dimethylaminoethyl methacrylic acid copolymer diethyl sulfate ^{* 1} 3.0% ethanol 10.0% Liquid isoparaffin ^{* 2} 4.0% Amino group-containing organopolysiloxane of Synthesis Example 3 1.5% Polyoxyethylene tridecyl ether ^{* 3} 1.0% Fragrance Appropriate amount Purified water Balance 100.0% * 1) Guff coat 755N (20% aqueous solution, BASF) * 2) Isosol 400 (Nippon Oil) * 3) Softanol 90TM (manufactured by Nippon Shokubai Co., Ltd.) After adjusting the style, apply the obtained hair foam, further style it with a hand comb, and perform a sensory evaluation on the feel of the finished hair by a specialized panelist. As a result, it was confirmed that the fingering was good and that the finish was smooth and had a natural luster. In addition, the effect continued even after 8 hours had passed, and a sufficient conditioning property also persisted in the sensory evaluation after shampooing.

Example 5 (Hair Oil) The following stock solutions were mixed and filled into a predetermined container to obtain a hair oil.

Amino group-containing organopolysiloxane of Synthesis Example 1 0.5% Liquid isoparaffin ^{* 1} 3.5% Perfume Appropriate amount Light liquid isoparaffin Balance 100.0% * 1) Hicol K-350 (manufactured by Kaneda) After that, the obtained hair oil was blended into the hair by hand to style it. The touch of the finished hair was subjected to a sensory evaluation by a specialized panelist. As a result, it was confirmed that the hair was well passed through and the finish was finished with a moist touch. In addition, the effect continued even after 8 hours had passed, and a sufficient conditioning property also persisted in the sensory evaluation after shampooing.

Example 6 (Hair cream) The following ingredients were mixed by heating and emulsified, and then cooled.
The mixture was filled in a predetermined container to obtain a hair cream.

Cetanol 5.0% Polyoxyethylene sorbitan monostearate (20E.O.) ^{* 1} 4.5% Sodium polyoxyethylene lauryl ether phosphate ^{* 2} 0.5% Liquid paraffin ^{* 3} 3.0% Synthesis Amino group-containing organopolysiloxane of Example 1 1.5% Fragrance Appropriate amount Purified water Balance 100.0% * 1) Leodol Super TW-S120 (Kao) * 2) SPE-104NB (Kao) * 3) High Coal K-350 (manufactured by Kaneda) An appropriate amount of the obtained hair cream was adjusted by hand to adjust the style. When the feel of the finished hair was subjected to a sensory evaluation by a specialized panelist, it was confirmed that the hair cream had a predetermined styling function, was well fingered, and was finished with a smooth feel. In addition, a sufficient conditioning property was maintained in the sensory evaluation after hair washing.

Example 7 (Hair Milk) The following ingredients were mixed, emulsified, and filled into a predetermined container to obtain hair milk.

Polyacrylamide / isoparaffin mixture ^{* 1} 1.5% Highly polymerized polyethylene glycol ^{* 2} 0.1% Liquid paraffin ^{* 3} 5.0% Diisostearyl malate ^{* 4} 1.5% Amino of Synthesis Example 1 Group-containing organopolysiloxane 0.5% Ethanol 3.5% Fragrance Appropriate amount Purified water Balance 100.0% * 1) Sepigel 305 (manufactured by SEPIC, France) * 2) Alcox E-100 (manufactured by Meisei Chemical Industry) * 3) K-Doll (manufactured by Witco Chemical Corp.) * 4) Cosmall 222 (manufactured by Nisshin Oil Co., Ltd.) The obtained hair milk was adjusted to the hair by hand to adjust the style. When the finished hair was subjected to a sensory evaluation, it was confirmed that fingering was good and the feel was smooth. Also,
Sufficient conditioning properties were maintained in the effects after 8 hours and in the sensory evaluation after shampooing.

[0055]

Industrial Applicability The hair cosmetic composition of the present invention can give a moist feeling and smoothness to hair, and its effect is extremely excellent.

 ──────────────────────────────────────────────────続 き Continued on the front page F term (reference) 4C083 AC022 AC072 AC102 AC182 AC352 AC442 AC902 AD042 AD072 AD092 AD161 AD162 CC32 CC33 CC39 DD08 DD23 DD30 DD31 EE06 EE07 EE28

Claims (3)

[Claims] 1. A compound obtained by reacting a polyfunctional amine compound having four or more amino groups in one molecule with an organosiloxane having an epoxy group at one end and / or at both ends represented by the general formula (1). Hair cosmetics containing an amino group-containing organopolysiloxane. Embedded image [In the formula, R ¹ represents a monovalent hydrocarbon group, and a plurality of R ¹ may be the same or different. R ² is an epoxy-containing group or a monovalent hydrocarbon group; A is an epoxy-containing group;
0000. ] 2. The hair cosmetic according to claim ¹ , wherein all R ¹ in the general formula (1) are methyl groups. 3. The hair cosmetic according to claim 1, wherein the polyfunctional amine compound is any of polyethyleneimine, polyvinylamine and polyallylamine.