JP2007186473A - Hair cosmetic - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a hair cosmetic that exhibits excellent effects for restoring jumping or waving hair to its original state and imparts a good feel to hair. <P>SOLUTION: The hair cosmetic comprises components (A)-(C) and has a pH (at the time of 20-fold dilution, 25°C) of 1-5.5: (A) at least one compound selected from among cationic surfactants, tertiary amine compounds represented by general formula (1), tertiary amine compounds represented by general formula (2) and salts of these tertiary amine compounds; (B) an 8-30C aliphatic alcohol; and (C) a quaternary ammonium salt represented by general formula (3). In the formulae, at least one of R<SP>1</SP>-R<SP>3</SP>is an 8-23C aliphatic hydrocarbon group and the others are each H, a 1-6C alkyl or hydroxyalkyl, or benzyl; R<SP>4</SP>is a 1-6C alkylene; A is -CONH- or -NHCO-; a is 0 or 1; R<SP>5</SP>is a 6-24C alkyl or alkenyl; R<SP>6</SP>and R<SP>7</SP>are each a 1-6C alkyl or -(QO)<SB>b</SB>H (wherein Q is a 2-4C alkylene; and b is 1-6); R<SP>8</SP>is a 6-12C hydrocarbon group; R<SP>9</SP>and R<SP>10</SP>are each a 1-3C alkyl; n is 0-2; m is 1 or 2; and X<SP>-</SP>is a halide ion. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

  The present invention is a hair cosmetic containing a specific cationic compound, particularly in a state before damaging the hair splash and undulation caused by the accumulation of damage due to hair color and the like, and has good flexibility and The present invention relates to a hair cosmetic that can impart slipperiness to hair.

  Hair is always affected by sunlight, ultraviolet rays, heat, drying, and the like, and tends to be pricked by daily hair washing, brushing, the heat of a dryer, and the like. Furthermore, in recent years, it has become common to enjoy changes in the appearance of hair, such as changing the hair color freely (coloring), changing the hairstyle (perm, etc.), and the frequency of these changes has increased. ing. However, the repetition of coloring and permanent causes mechanical physical hair damage, for example, cavities are formed inside the hair and as a result, the elasticity of the hair is lost. Further, since the friction on the hair surface increases, the hairs are easily entangled during washing and drying. In particular, the damaged hair ends have undulations that are different from the original shape of the hair in addition to mechanical property damage and increased surface friction. It becomes splash hair.

  Accordingly, various attempts have been made for the purpose of repairing hair damage. For example, for the purpose of repairing cavities inside the hair and restoring the mechanical and optical properties of the hair, hair cosmetics containing an organic acid, amino acid, and cationic surfactant (Patent Document 1), organic acids, polypropylene glycol, Hair cosmetics containing a cationic surfactant or the like have been proposed (Patent Documents 2 and 3). In addition, for the purpose of imparting flexibility to hair and suppressing tangles, a hair cosmetic using an aromatic sulfonic acid such as an amidoamine compound, a higher alcohol, or naphthalenesulfonic acid has also been proposed (Patent Document 4).

  However, even though these hair cosmetics can restore the mechanical and optical properties of hair damaged by hair color, etc., and reduce the surface friction of the hair to impart flexibility and slipperiness to the hair. The function of restoring hair undulation caused by the accumulation of damage was insufficient.

JP 2000-247841 A JP 2002-29938 A JP 2002-47141 A JP 2003-81781 A

  The present invention is excellent in the effect of recovering the hair before it is damaged by accumulating damage in the hair color etc., and can impart good flexibility and slipperiness to the hair at the time of use. The purpose is to provide a fee.

  The present inventors have a good feeling of use and can reduce hair undulation by using a cationic surfactant or a specific tertiary amine compound or a salt thereof, an aliphatic alcohol, and a specific cationic compound in combination. It has been found that a hair cosmetic can be obtained.

  That is, the present invention provides a hair cosmetic containing the following components (A) to (C) and having a pH of 1 to 5.5 at 25 ° C. when diluted 20 times by weight with water.

(A) one or more selected from cationic surfactants, tertiary amine compounds represented by general formula (1), tertiary amine compounds represented by general formula (2), and salts of these tertiary amine compounds Compound

[Wherein, R ^{1 to} R ^{3 each} represents an aliphatic hydrocarbon group having at least one carbon atom having 8 to 23 carbon atoms, and the remainder represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a hydroxyalkyl group, or a benzyl group, R ⁴ represents an alkylene group having 1 to 6 carbon atoms, A represents —CONH— or —NHCO—, and a represents a number of 0 or 1. ]

[Wherein, R ⁵ represents a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, and R ⁶ and R ⁷ are the same or different alkyl groups having 1 to 6 carbon atoms or — (QO ) _b H (Q represents an alkylene group having 2 to 4 carbon atoms, b represents a number of 1 to 6, and b Qs may be the same or different, and the arrangement thereof is arbitrary). ]

(B) C8-C30 aliphatic alcohol
(C) Quaternary ammonium salt represented by general formula (3)

[Wherein R ⁸ represents a saturated or unsaturated hydrocarbon group having 6 to 12 carbon atoms, R ⁹ and R ¹⁰ represent an alkyl group having 1 to 3 carbon atoms which may be the same or different, and n represents 0 Represents an integer of ˜2, m represents 1 or 2, and X ⁻ represents a halide ion. ]

  The present invention also provides a hair treatment method in which the hair cosmetic is applied to the hair and then rinsed with water or hot water.

  The hair cosmetic composition of the present invention is excellent in the effect of restoring hair that has been bounced or undulated by accumulating damage such as hair color, and imparts good flexibility and slipperiness to the hair during use. Can do.

  As the cationic surfactant of component (A), a quaternary ammonium salt or an ether type quaternary ammonium salt can be used. Examples of the quaternary ammonium salt include quaternary ammonium salts represented by the following general formula (4).

[In the formula, R ¹¹ and R ¹² represent a hydrogen atom, an alkyl group having 1 to 28 carbon atoms, or a benzyl group, but they are not simultaneously a hydrogen atom or a benzyl group, and at least one of them has 8 or more carbon atoms. It is an alkyl group. R ¹³ and R ^{14 each} represent an alkyl group having 1 to 5 carbon atoms or a hydroxyalkyl group, or a polyoxyethylene group having a total addition mole number of 10 or less, and An ⁻ represents an anion. ]

Here, when R ¹¹ or R ¹² is an alkyl group, those having 16 to 24 carbon atoms, particularly those having 22 carbon atoms are preferred, and linear alkyl groups are preferred. Examples of An ⁻ include halide ions such as chloride ions and bromide ions, and organic anions such as ethyl sulfate ions and methyl carbonate ions. Halide ions, particularly chloride ions are preferable.

  As the quaternary ammonium salt, a mono long chain quaternary ammonium salt is preferable, and specific examples include behenyltrimethylammonium chloride, stearyltrimethylammonium chloride, cetyltrimethylammonium chloride, aralkyltrimethylammonium chloride and the like. Behenyl trimethyl ammonium and stearyl trimethyl ammonium chloride are preferable.

  Examples of the ether type quaternary ammonium salt include compounds represented by the general formula (5).

[Wherein, R ¹⁵ represents a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, and R ^{16 to} R ¹⁸ represent an alkyl group having 1 to 6 carbon atoms, a benzyl group, or — (DO ) _c H (D represents an alkylene group having 2 to 4 carbon atoms, c represents an average number of added moles of 1 to 6, and c D may be the same or different, and the arrangement thereof is arbitrary.) An ⁻ represents an anion. ]

In the above general formula (5), R ¹⁵ preferably has 12 to 22 carbon atoms, particularly 16 to 18 carbon atoms, and is preferably a linear alkyl group. R ^{16 to} R ¹⁸ are preferably an alkyl group having 1 to 6 carbon atoms and — (CH ₂ CH ₂ O) _c H, and the alkyl group of R ^{16 to} R ¹⁸ is preferably a methyl group or an ethyl group, most preferably a methyl group. Preferably, — (CH ₂ CH ₂ O) _c H is preferably one in which c is 1 to 3, particularly 1. In particular, R ¹⁷ is preferably a methyl group or an ethyl group, and particularly preferably a methyl group. An ^- as is preferably the same ones as mentioned before

  Examples of ether type quaternary ammonium salts include stearoxypropyltrimethylammonium chloride.

  The tertiary amine compound represented by the general formula (1) is preferably an alkylamine compound (1a) in which a in the general formula (1) is 0, and A in the general formula (1) is -CONH- And amidamine compound (1b) in which a is 1.

[In the formula, at least one or more of R ^{19 to} R ²¹ represents an aliphatic hydrocarbon group having 8 to 23 carbon atoms, and the remainder represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a hydroxyalkyl group, or a benzyl group. . However, two or more of them are not hydrogen atoms at the same time. ]

  Specific examples of the alkylamine compound (1a) include dimethyldecylamine, dimethyllauroylamine, dimethylmyristylamine, dimethylpalmitylamine, dimethylstearylamine, dimethyloctylamine, dimethylbehenylamine, dilaurylmonomethylamine, and trioctylamine. Is mentioned.

In particular, one of R ^{19 to} R ²¹ is preferably an aliphatic hydrocarbon group having 8 to 23 carbon atoms, and the other two are an alkyl group or hydroxyalkyl group having 1 to 4 carbon atoms. Specifically, dimethyl palmitylamine and dimethyl stearyl amine are preferable.

[Wherein R ²² represents an aliphatic hydrocarbon group having 11 to ²³ carbon atoms, R ²³ represents the same or different hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and d represents an integer of 2 to 4] . ]

Examples of R ²² CO in the general formula (1b) include a lauroyl group, myristoyl group, palmitoyl group, stearoyl group, oleoyl group, and behenoyl group. Examples of R ²³ include a methyl group, an ethyl group, and a propyl group. Particularly, a methyl group and an ethyl group are preferable, and d is preferably 2 or 3.

  Specific examples of the amidoamine compound (1b) include stearic acid dimethylaminoethylamide, stearic acid dimethylaminopropylamide, stearic acid diethylaminoethylamide, stearic acid diethylaminopropylamide, stearic acid dipropylaminoethylamide, stearic acid dipropylamino. Examples include propylamide, palmitic acid dimethylaminoethylamide, palmitic acid dimethylaminopropylamide, myristic acid dimethylaminoethylamide, myristic acid dimethylaminopropylamide, behenic acid dimethylaminoethylamide, and behenic acid dimethylaminopropylamide. Among these, stearic acid diethylaminoethylamide, stearic acid dimethylaminopropylamide, and behenic acid dimethylaminopropylamide are preferable in terms of performance, stability, availability, and the like.

In the tertiary amine compound represented by the general formula (2), R ⁵ is a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, and has good flexibility and slippage from wet to dry. In view of excellent slipperiness after drying, a linear or branched alkyl or alkenyl group having 12 to 24 carbon atoms, particularly 14 to 22 carbon atoms is preferable, and an alkyl group is particularly preferable. preferable.

R ⁶ and R ⁷ are each independently an alkyl group having 1 to 6 carbon atoms, or — (QO) _b H (Q and b are as defined above), and good flexibility from wet to dry From the viewpoint of imparting properties and slipperiness and excellent slipperiness after drying, and an alkyl group having 1 to 6 carbon atoms and — (CH ₂ CH ₂ O) _b1 H (b1 is preferably 1 to 3, particularly 1). Further, it is particularly preferable that at least one of R ⁶ and R ⁷ , particularly, both are particularly an alkyl group having 1 to 6 carbon atoms, especially a methyl group or an ethyl group.

  Preferable specific examples of the tertiary amine compound (2) include N, N-dimethyl-3-hexadecyloxypropylamine and N, N-dimethyl-3-octadecyloxypropylamine.

  The tertiary amine compound (1) or (2) as component (A) is preferably neutralized with an acid. Examples of the acid that can be used here include at least one water-soluble organic acid. Examples of the water-soluble organic acid include alkyl sulfuric acid, alkyl phosphoric acid, monocarboxylic acid, dicarboxylic acid, hydroxycarboxylic acid, polycarboxylic acid, and acidic amino acid. Among these, carboxylic acid and acidic amino acid are preferable, and as carboxylic acid, dicarboxylic acid and hydroxycarboxylic acid are particularly preferable. Examples of the dicarboxylic acid include malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid, and phthalic acid. Malonic acid, succinic acid, and maleic acid are particularly preferable. Examples of the hydroxycarboxylic acid include glycolic acid, lactic acid, hydroxyacrylic acid, oxybutyric acid (particularly α-oxybutyric acid), glyceric acid, malic acid, tartaric acid, citric acid, and the like. Among them, α-hydroxycarboxylic acid, particularly glycol Acid, lactic acid and malic acid are preferred. Examples of acidic amino acids include L-glutamic acid and L-aspartic acid, and L-glutamic acid is particularly preferable. The compounding amount of the organic acid is 0.1 to 10 times mol, and further 0.3 to 3 times mol is used with respect to the tertiary amine compound, and the conditioning effect such as reduction of amine odor, flexibility and slipperiness is improved. It is preferable from the viewpoint.

  The component (A) cationic surfactant, tertiary amine compound or salt thereof can be used alone or in combination of two or more, and is 0.01 to 20% by weight in the hair cosmetic composition of the present invention. When blended in an amount of 0.1 to 10% by weight, and further 0.5 to 5% by weight, the feeling in use is good and preferable.

  The aliphatic alcohol having 8 to 30 carbon atoms, which is component (B), preferably has an alkyl group having 12 to 28 carbon atoms, and further has an alkyl group having 16 to 24 carbon atoms, especially 22 carbon atoms. Is preferred. The alkyl group is preferably a straight chain alkyl group. Specific examples of the aliphatic alcohol include cetyl alcohol, stearyl alcohol, aralkyl alcohol, and behenyl alcohol. Stearyl alcohol is particularly preferable.

  Two or more fatty alcohols as component (B) may be used in combination, and the content thereof is 0.1 to 20% by weight, particularly 0.5 to 10% by weight of the hair cosmetic composition of the present invention from the viewpoint of feeling of use. % Is preferred. In addition, from the viewpoint of improving the stability of hair cosmetics, the molar ratio of the cationic surfactant of component (A), tertiary amine compound or salt thereof, and aliphatic alcohol of component (B) [component (A) / Component (B)] is preferably 0.8 / 2 to 0.8 / 15.

Component (C) is a quaternary ammonium salt represented by the general formula (3). The carbon number of R ^{5 in} the general formula (3) is preferably 8 to 12, particularly 8 to 10, and R ⁶ and R ⁷ are preferably the same, and n is preferably 0 or 1. Examples of the X ⁻ halide ion include a chloride ion, an iodide ion, and a bromide ion.

  The quaternary ammonium salt of component (C) may be used in combination of two or more thereof, and the content of the quaternary ammonium salt of the present invention is from the viewpoint of the function of restoring to a straight state before damaging the splashed or wavy hair. Is preferably 0.01 to 5% by weight, more preferably 0.1 to 2% by weight, and particularly preferably 0.1 to 1% by weight.

  In addition, the hair cosmetic composition of the present invention has a pH (25 ° C.) of 1 to 5.5 when diluted with water 20 times by weight from the viewpoint of restoring the splash and undulation caused by accumulation of damage such as hair color to the original state. However, it is preferably adjusted to be 2 to 5.5, particularly 2.5 to 5, particularly 3 to 4.5.

  It is preferable to add an organic solvent as the component (D) to the hair cosmetic composition of the present invention from the viewpoint of further improving the effect of suppressing undulation due to the accumulation of damage such as hair color. It is believed that organic solvents can promote the penetration of the above components. Examples of the organic solvent include the following.

  (d1) Compound represented by general formula (6)

[Wherein R ²⁴ represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a group R ²⁵ —Ph—R ²⁶ — (R ²⁵ represents a hydrogen atom, a methyl group or a methoxy group; R ²⁶ represents a bond or a carbon number. 1 to 3 saturated or unsaturated divalent hydrocarbon groups; Ph is a phenylene group), Y and Z are hydrogen atoms or hydroxyl groups, and e, f and g are integers of 0 to 5. However, when e = f = 0, Z is a hydroxyl group, and R ²⁴ is neither a hydrogen atom nor a group R ²⁵ —Ph—. ]

  (d2) N-alkylpyrrolidone having a C 1-18 alkyl group bonded to a nitrogen atom

  (d3) C2-C4 alkylene carbonate

  (d4) Polypropylene glycol with a molecular weight of 200-5000

  (d5) Lactone or cyclic ketone represented by general formula (7), (8) or (9)

[Wherein, E represents a methylene group or an oxygen atom, and R ²⁷ and R ²⁸ independently represent a linear, branched or cyclic carbon which may be substituted by a sulfonic acid group, a phosphoric acid group or a carboxy group. A substituent selected from an alkyl group, a hydroxyl group, a sulfonic acid group, a phosphoric acid group, a carboxy group and a phenyl group represented by formulas 1 to 10 is shown, and h and i are 0 or 1. ]

Specifically, as (d1), for example, when e = f = 0 and Z is a hydroxyl group, monovalent alcohols such as ethanol, 1-propanol, 2-propanol, butanol and isobutanol; ethylene glycol, Polyhydric alcohols such as propylene glycol, dipropylene glycol, 1,3-butanediol, and glycerin; those having the group R ²⁵ —Ph—R ²⁶ —, benzyl alcohol, cinnamyl alcohol, phenethyl alcohol, p-anisyl Aromatic alcohols such as alcohol, p-methylbenzyl alcohol, phenoxyethanol, 2-benzyloxyethanol and the like can be mentioned. Furthermore, methyl carbitol, ethyl carbitol, propyl carbitol, butyl carbitol, triethylene glycol monoethyl ether, triethylene glycol monobutyl ether and the like can be mentioned.

  Examples of (d2) include N-methylpyrrolidone, N-octylpyrrolidone, N-laurylpyrrolidone and the like.

  Examples of (d3) include ethylene carbonate and propylene carbonate.

  As the (d4) polypropylene glycol, those having a molecular weight of 200 to 1000 are particularly preferred.

In (d5), R ²⁷ and R ²⁸ in the general formulas (7) to (9) are linear, branched or cyclic alkyl groups, hydroxyl groups, sulfonic acid groups, phosphoric acid groups, carboxy groups, phenyl groups. , A sulfoalkyl group, an alkyl phosphate group, a carboxyalkyl group, etc. are preferable. In particular, in the case of γ-lactone, the γ-position is substituted, and in the case of δ-lactone, the δ-position (that is, the methylene adjacent to the hetero oxygen atom) is substituted. C1-C6 linear or branched alkyl groups such as methyl, ethyl, propyl, isopropyl and butyl groups are preferred. When it is desired to increase the water solubility of the compounds (7) to (9), R ²⁷ or R ²⁸ has an acidic group such as a sulfonic acid group, a phosphoric acid group or a carboxy group, or an alkyl group substituted with these. Is preferred. Among (d5), examples of the lactone include γ-butyrolactone, γ-caprolactone, γ-valerolactone, δ-valerolactone, δ-caprolactone, δ-heptanolactone, and the like, from the viewpoint of lactone stability. Γ-lactone, particularly γ-butyrolactone and γ-caprolactone are preferred. Among (d5), examples of the cyclic ketone include cyclopentanone, cyclohexanone, cycloheptanone, 4-methylcycloheptanone and the like.

  Among these organic solvents, (d1) aromatic alcohols, polyhydric alcohols, (d3) alkylene carbonates, and (d4) polypropylene glycols are preferred. It is more preferable to use at least one aromatic organic solvent from the viewpoint of restoring the state. Two or more organic solvents may be used in combination.

  The content of the organic solvent is preferably 0.01 to 20% by weight, more preferably 0.1 to 15% by weight, and particularly preferably 0.5 to 10% by weight in the hair cosmetic composition of the present invention from the viewpoint of the above effects. From the viewpoint of performance that can impart good flexibility and slipperiness from wet to dry, the proportion of organic solvent and water in the hair cosmetic composition is such that the organic solvent is in a weight ratio with respect to water. : It is preferable that it exists in the ratio of less than 20 = 80.

  The hair cosmetic composition of the present invention further contains an organic acid selected from hydroxycarboxylic acid, dicarboxylic acid and aromatic carboxylic acid as component (E) in order to improve the effect of suppressing undulation due to accumulation of damage such as hair color. be able to. As the hydroxycarboxylic acid and dicarboxylic acid, the organic acids mentioned as neutralizing acids for the tertiary amine can be used. Examples of the aromatic carboxylic acid include salicylic acid and benzoic acid. Among these, α-hydroxycarboxylic acid is preferable, and lactic acid and malic acid are particularly preferable from the viewpoint of penetrating into the hair and repairing cavities inside the hair to suppress damage.

  The organic acid of component (E) may be used in combination of two or more thereof, and the content thereof is in the hair cosmetic composition of the present invention from the viewpoint of good touch during use and unity persistence under high humidity. 0.05 to 10% by weight, more preferably 0.1 to 5% by weight, and particularly preferably 0.3 to 2% by weight. Here, when the organic acid also serves as an acid used for neutralization when the component (A) is a tertiary amine compound, the amount of the organic acid used is equal to or higher than the amine equivalent of the tertiary amine compound. It is preferable to achieve this effect. In this case, the amount of component (E) used is preferably 1 to 10 equivalents, more preferably 1.5 to 10 equivalents, particularly 1.5 to 6 equivalents of the tertiary amine compound of component (A). Is preferred.

  A silicone compound can be further added to the hair cosmetic composition of the present invention in order to improve the unity of the hair after drying. Examples of silicones include the following.

(i) Highly polymerized dimethylpolysiloxane Examples include BY11-026, BY22-19 [Toray Dow Corning Silicone Co., Ltd.], FZ-3125 [Nihon Unicar Co., Ltd.], and the like. Further, highly polymerized dimethylpolysiloxane may be dissolved or dispersed in liquid oil (for example, (ii) dimethylpolysiloxane oil, (iii) liquid silicone oil such as cyclic silicone, or liquid hydrocarbon oil such as isoparaffin). Can be used.

 (ii) Dimethylpolysiloxane oil represented by the general formula (10)

[Wherein j represents an integer of 0 to 650. ]
Specifically, commercially available products such as SH200C series, viscosity 1cs, 50cs, 200cs, 1000cs, 5000cs [Toray Dow Corning Silicone Co., Ltd.] are included.

 (iii) Cyclic silicone represented by the general formula (11)

[In formula, k shows the integer of 3-7. ]
Specific examples include dodecamethylcyclohexasiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and the like. Commercially available products include SH244 and SH245 [Toray Dow Corning Silicone Co., Ltd.].

(iv) Amino-modified silicone For example, an amino-modified silicone represented by the general formula (12) can be used.

Wherein, R ²⁹ represents the same group or a methyl or hydroxyl group and R ^30, R ³⁰ is -R ³¹ -M (wherein R ³¹ is a divalent hydrocarbon group having 3 to 6 carbon atoms, M is 1 ~ Represents a tertiary amino group-containing group or an ammonium group-containing group.), P and q are each a positive integer, and p + q depends on the molecular weight. A preferable average molecular weight is 3000 to 100,000. ]

  Examples thereof include SS-3551, SF8452C, DC929, DC8500 [above, Toray Dow Corning Silicone Co., Ltd.], KT 1989 [GE Toshiba Silicone Co., Ltd.], and the like. When amino-modified silicone is used as an aqueous emulsion, the amount of amino-modified silicone contained in the aqueous emulsion is preferably 20 to 60% by weight, more preferably 30 to 50% by weight. A preferred amino-modified silicone aqueous emulsion is SM8704C [Toray Dow Corning Silicone Co., Ltd.].

  A copolymer having a block chain of an amino-modified organopolysiloxane chain and a polyoxyalkylene chain can also be used. Examples thereof include those represented by the following general formula (13).

[Wherein R ³² represents a hydrogen atom or a monovalent hydrocarbon group having 1 to 6 carbon atoms. G is represented by —R ³⁴ —J (wherein R ³⁴ represents a bond or a divalent hydrocarbon group having 1 to 20 carbon atoms, J represents a primary to tertiary amino group-containing group or an ammonium group-containing group). Represents a group. R ³³ represents R ³² or G. L represents a divalent group. r is a number of 2 or more, s is a number of 1 or more, t is a number of 4 or more, u is a number of 2 to 10, and v is a number of 2 or more. A plurality of R ³² , R ³³ and G may be the same or different. ]

  Specifically, FZ-3789 and silicone SS-3588 commercially available from Toray Dow Corning Silicone Co., Ltd. may be mentioned.

(v) Other silicones Besides the above, polyether-modified silicone, methylphenylpolysiloxane, fatty acid-modified silicone, alcohol-modified silicone, alkoxy-modified silicone, epoxy-modified silicone, fluorine-modified silicone, alkyl-modified silicone and the like can be mentioned.

  When the silicone compound is blended, the blending amount is preferably 0.1 to 15% by weight, more preferably 0.5 to 10% by weight, particularly 1.0% in the hair cosmetic composition of the present invention, from the viewpoint of hair mass and unity persistence. ~ 5 wt% is preferred.

  In addition, the hair cosmetic composition of the present invention may contain an oily component other than the component (B) aliphatic alcohol and the above silicone for the purpose of further improving the feel given to the hair and the combing quality of the hair. Oily components include capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, coconut oil fatty acid, isostearic acid, isopalmitic acid and other higher fatty acids, liquid paraffin, liquid isoparaffin, petrolatum, squalene And hydrocarbon oils such as squalane. Natural oils such as camellia oil, macadamia nut oil, corn oil, olive oil, avocado oil, castor oil, safflower oil, jojoba oil, sunflower oil, rapeseed oil, sesame oil, soybean oil, and meadow foam oil; isopropyl myristate, palmitic acid Isopropyl acid, myristyl myristate, octyl palmitate, stearyl stearate, isocetyl stearate, isononyl isononanoate, isotridecyl isononanoate, stearic acid hydrogenated castor oil, hydroxystearic acid hardened castor oil, glyceryl tri-2-ethylhexanoate, tetra-2 -Mixed fatty acids such as pentaerythritol ethylhexanoate, neopentyl glycol dicaprate, diglyceryl diisostearate, dipentaerythritol and hydroxystearic acid / stearic acid / rosin acid And ester oils such as esters. Furthermore, sphingosines such as dihydrosphingosine, phytosphingosine; N-acylated sphingosines obtained by synthesis or extraction from natural products, N-acylated phytosphingosines, ceramides such as N-acylated dihydrosphingosines, etc. Oils and fats can also be used. Specifically, in addition to ceramide 1, ceramide 2, ceramide 3, ceramide 1A, ceramide 6II, hydroxycaproyl phytosphingosine, synthetic pseudo-ceramides described in JP-A-11-209248 and JP-B-01-042934 Can also be used.

  The hair cosmetic of the present invention may further contain other components generally used in hair cosmetics depending on the purpose. For example, polymer compounds such as cationized cellulose, hydroxylated cellulose, and highly polymerized polyethylene oxide; polyoxyethylene alkyl ether, polyoxyethylene sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, polyoxyethylene hydrogenated castor oil , Sucrose fatty acid esters, polyglycerin alkyl ethers, fatty acid alkanolamides, alkyl glycosides and other nonionic surfactants; inorganic acids such as phosphoric acid; antidandruff agents such as zinc pyrithione and benzalkonium chloride; vitamins Bactericides; anti-inflammatory agents; antiseptics; chelating agents; moisturizers such as panthenol; colorants such as dyes and pigments; polar solvent extracts of eucalyptus; shells or nacres with nacres; Degradation product, silk or Protein obtained or its hydrolyzate, protein-containing extract obtained from legume seeds, ginseng extract, rice germ extract, hibamata extract, camellia extract, aloe extract, moon peach leaf extract, chlorella extract Extracts such as products; pearlizing powders such as titanium mica; fragrances; dyes; UV absorbers; antioxidants; The components described are listed.

  The hair cosmetic composition of the present invention is produced by dissolving the components (A) to (C) and other optional components in water, and examples of the product form include hair rinse, hair conditioner, hair treatment and the like.

  The hair cosmetic composition of the present invention can be used, for example, by applying it to hair washed with a commercially available aqueous shampoo and rinsing it with water or hot water as it is or after standing for several minutes. By using the hair cosmetic composition of the present invention, damage caused by hair color or the like is accumulated, and the hair that has been bounced or undulated can be treated to restore the original straight state before damaging the hair bounce or undulation. it can.

Test Example 1 (Verification of the effect to return the undulation of damaged hair to the original straight state)
An aqueous solution containing 5.0% by weight of each base shown in Table 1, an equimolar amount of a cationic surfactant, 15% by weight of ethanol, 2.5% by weight of benzyl alcohol and 5.0% by weight of malic acid was prepared, and sodium hydroxide was added. To pH 3.7. The effect of this aqueous solution on the undulation of damaged hair was tested.

(Test method)
From the damaged hair that has been bleached 8 times in advance and washed and dried 720 times in advance, cut out the “swelled part (hereinafter referred to as curl)” to make a test piece (center angle of about 90 degrees or more, curl diameter of about 7) ~ 12mm). Five test pieces are used as one set.
After completely immersing in water, lightly wipe off the water and dry with gentle shaking so that the original shape of the hair comes out. After drying, only curls whose shapes were part of a circle were collected, and the radius of the curl was measured (radius before processing).
Soak the test piece (curled part) at 35 ° C for 1 hour in a sufficient amount of treatment agent, wash with water for 1 minute, wipe the moisture lightly, and the original shape of the hair will appear. Dry while gently shaking. After drying, the curl radius was measured (post-treatment radius). The change (curl diameter ratio) before and after treatment was determined based on the following formula, and the average of 5 test pieces is shown in Table 1. The greater the curl diameter ratio, the greater the effect of undulation.

      Curl diameter ratio = (curl radius after treatment) ÷ (curl radius before treatment)

Examples 1-8 and Comparative Examples 1-4
Hair cosmetics (hair conditioners) shown in Table 2 were produced, and each was subjected to a sensory evaluation test according to the following procedure. The pH is a value at 25 ° C. when diluted 20 times by weight with water.

(Smoothness during application and rinsing)
A hair bundle with a length of 20cm, a width of 5.5cm, and a weight of 10.0g was prepared in advance using bleached hair that had been bleached 8 times and washed and dried 720 times in advance. A 1.0g plain shampoo (polyoxyethylene ( 2.5) Prepare with sodium lauryl ether sulfate and diethanolamide), and then lightly drain and apply 1.0g of hair conditioner. At that time, the smoothness during application is evaluated. Then, it rinses for 30 seconds with 40 degreeC flowing water of 6 L / min, and the smoothness at the time of a rinse is evaluated. The evaluation was performed by five people, and the total value of the evaluation was shown.

・ Evaluation criteria 4: Slip well 3: Slightly slip 2: Not slippery 1: Not slippery

(Effects to restore bounce and wavy hair tips to their original straight state)
After washing the hair bundle of length 20cm, width 5.5cm, and weight 10.0g well with 1.0g plain shampoo, pre-bleached 8 times and hair damaged and dried 720 times in advance. Lightly drain the water and apply 1.0g of hair conditioner. Then, rinse with 40 L running water at 6 L / min for 30 seconds, towel dry, and dry thoroughly with warm air from a dryer for 2-3 minutes. This was done once and repeated 20 times in total. Using the hair bundle after repeating 20 times, the degree to which the undulation of the hair tip can be removed was visually evaluated. The evaluation was performed by five people, and the total value of the evaluation was shown.

・ Evaluation criteria 4: Swelling is removed 3: Slightly swelling is taken 2: Not much swelling is taken 1: Swelling is not taken

Example 9 Conditioner composition (pH 3.2; diluted 20 times by weight, 25 ° C.)
(weight%)
Behenyltrimethylammonium chloride 2.0
Stearyl alcohol 6.0
Compound (C-1) 0.4
Benzyloxyethanol 0.7
Dimethylpolysiloxane (degree of polymerization 600) 1.0
Highly polymerized dimethylpolysiloxane (degree of polymerization 2600) 1.2
Decamethylcyclopentasiloxane 1.5
Amino-modified silicone-polyoxyalkylene block copolymer ^{* 1} 0.2
Amino-modified silicone ^{* 2} 0.2
Lactic acid 2.1
Glycolic acid 0.2
Dipentaerythritol fatty acid ester ^{* 3} 0.2
Hydroxyethyl cellulose ^{* 4} 0.3
Hydrolyzed conchiolin solution (dry weight 3% by weight) 0.05
Panax ginseng extract (dry weight 3%) 0.05
Soybean extract (0.4% dry matter) 0.05
Eucalyptus extract (dry weight 0.2% by weight) 0.05
Camellia oil 0.05
Rice germ oil 0.05
Perfume, methyl paraben Appropriate amount Purified water Remaining

* 1: FZ-3789 [Toray Dow Corning Silicone Co., Ltd.]
* 2: SM-8704C [Toray Dow Corning Silicone Co., Ltd.]
* 3: Cosmall 168AR [Nisshin Oil Co., Ltd.]
* 4: SE-850K [Daicel Chemical Industries, Ltd.]

  This hair conditioner has a function to restore the hair that has bounced and wavy to a straight state before being damaged by accumulating damage in the hair color etc., and has good flexibility and slipperiness from wet to dry It was the hair cosmetics which can provide.

Example 10 Treatment composition (pH 3.2; diluted 20 times by weight, 25 ° C.)
(weight%)
Stearic acid dimethylaminopropylamide 2.0
Compound (C-1) 0.3
Stearyl alcohol 6.5
Behenyl alcohol 1.5
Isononyl isononanoate 0.5
Dimethylpolysiloxane (degree of polymerization 600) 2.5
Highly polymerized dimethylpolysiloxane (degree of polymerization 2600) 1.5
Amino-modified silicone ^{* 2} 1.0
Lactic acid 0.5
Glycolic acid 1.5
Malic acid 0.1
Dipropylene glycol 3.0
Benzyl alcohol 0.2
Benzyloxyethanol 1.5
L-Arginine (Kawaken Fine Chemical Co., Ltd.) 0.2
Pantothenyl ethyl ether 0.1
Perfume, methyl paraben Appropriate amount Purified water Remaining

  This hair treatment has a function to restore the hair that has bounced and wavy to a straight state before being damaged by accumulating damage in the hair color etc., and has good flexibility and slipperiness from wet to dry It was the hair cosmetics which can provide.

Example 11 Conditioner composition (pH 3.2; diluted 20 times by weight, 25 ° C.)
(weight%)
Stearoxypropyltrimonium chloride 2.0
Behenyl alcohol 8.0
Compound (C-1) 0.2
Sunflower oil 2.0
Benzyl alcohol 1.0
Dimethylpolysiloxane (degree of polymerization 2000) 3.0
Lactic acid 0.5
Hydrolyzed wheat protein 0.2
Carrot extract 0.1
Propylene glycol 0.5
Fragrance 0.3
Purified water remaining

  This hair conditioner has a function to restore the hair that has bounced or wavy due to the accumulation of damage in the hair color etc. to a straight state before being damaged, and has good flexibility and slipperiness from wet to dry. It was a hair cosmetic that could be applied.

Claims (3)

A hair cosmetic comprising the following components (A) to (C) and having a pH of 1 to 5.5 at 25 ° C. when diluted 20 times by weight with water:
(A) one or more selected from cationic surfactants, tertiary amine compounds represented by general formula (1), tertiary amine compounds represented by general formula (2), and salts of these tertiary amine compounds Compound

[Wherein, R ^{1 to} R ^{3 each} represents an aliphatic hydrocarbon group having at least one carbon atom having 8 to 23 carbon atoms, and the remainder represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a hydroxyalkyl group, or a benzyl group, R ⁴ represents an alkylene group having 1 to 6 carbon atoms, A represents —CONH— or —NHCO—, and a represents a number of 0 or 1. ]

[Wherein, R ⁵ represents a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, and R ⁶ and R ⁷ are the same or different alkyl groups having 1 to 6 carbon atoms or — (QO) _b H (Q is an alkylene group having 2 to 4 carbon atoms, b is a number of 1 to 6, and b Qs may be the same or different, and the arrangement thereof is arbitrary). ]
(B) C8-C30 aliphatic alcohol
(C) Quaternary ammonium salt represented by general formula (3)

[Wherein R ⁸ represents a saturated or unsaturated hydrocarbon group having 6 to 12 carbon atoms, R ⁹ and R ¹⁰ represent an alkyl group having 1 to 3 carbon atoms which may be the same or different, and n represents 0 Represents an integer of ˜2, m represents 1 or 2, and X ⁻ represents a halide ion. ]   The hair cosmetic according to claim 1, further comprising an organic solvent as component (D).   A hair treatment method in which the hair cosmetic composition according to claim 1 or 2 is applied to hair and then rinsed with water or hot water.