JP2005053823A - Hair cosmetic - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To prepare a hair cosmetic that has prevention or restoration effect on damages from the inside and the outside of the hair and excellent maintenance effect of softness and smoothness on the hair especially from after drying to washing on the following day. <P>SOLUTION: This hair cosmetic comprises (A) an amphipathic amide lipid and (B) an organopolysiloxane containing an amino-substituted organopolysiloxane chain and a polyoxyalkylene chain. <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

  The present invention relates to a hair cosmetic that is excellent in the effect of preventing or repairing damage from the inside and the outside of the hair, and particularly excellent in the effect of maintaining the flexibility and smoothness of the hair from after drying to the next day's hair washing.

  Hair is always exposed to physical stimuli due to daily hair care behaviors such as dryer heat, brushing, and chemical stimuli such as perms, hair colors, bleach, etc., and it is accompanied by partial loss of its components and structures Damaged. If such a state is left unattended, it causes the generation of split ends and cut hairs, a dry touch, an uncoordinated hairstyle, etc., which is not preferable from the viewpoint of hair care.

  In general, protection / restoration of damaged hair is performed in a form that compensates for components, structures, and their analogs that have been lost due to damage. The interaction (affinity) between the protective base and the hair is considered important for the expression of the protection / restoration function, and methods using sphingolipids or similar substances, protein derivatives, etc. as a protective base are widely used as useful technologies. It's being used. For example, there is a cationic dispersant for caring for and protecting hair containing ceramide or glycoceramide and a specific quaternary ammonium compound (see Patent Document 1). In addition, a diamide compound having a specific structure has an excellent effect of preventing split ends and hair breakage, and it is known that when used in combination with a higher alcohol or a fatty acid, the hair is moistened and smooth after drying. (See Patent Document 2).

Furthermore, it is known that the use of a specific amino-modified organopolysiloxane as a hair protecting agent can suppress the squeaky feeling of the hair during rinsing in a water stream and improve the flexibility and smoothness of the hair during rinsing. (See Patent Document 3).
JP-A-6-502660 JP2003-12464 JP 2002-249418 A

  The compounded protective base (Patent Documents 1 and 2) can prevent hair damage and repair by sufficiently penetrating into the hair, and the hair feels soft and moist from immediately after drying to the next morning. However, it was difficult to maintain the effect until the next day's hair washing. On the other hand, the hair protecting agent (Patent Document 3) protects the hair against external irritation by sufficiently adsorbing it on the hair surface, particularly improving the flexibility and smoothness during rinsing, suppressing squeaking, Although smoothness can be imparted to the hair from immediately after drying to the next morning, as in the above, it was difficult to maintain the effect until the next day's hair washing.

  The present invention provides a hair cosmetic excellent in the effect of preventing or repairing damage from the inside and outside of the hair, and particularly excellent in the effect of maintaining the flexibility and smoothness of the hair from after drying to the next day's hair washing. With the goal.

  The present inventors protect hair from physical and chemical irritation by coexisting an amphiphilic amide lipid as a protective base and a specific amino-modified organopolysiloxane copolymer as a hair protective agent. In addition to suppressing the occurrence of split ends and cut hair, it gives the hair a natural feel, such as natural smoothness, flexibility, moist feeling, and the suppleness of healthy hair. And found that the effect can be sustained.

That is, the present invention includes the following components (A) and (B)
(A) Amphiphilic amide lipid
(B) To provide a hair cosmetic containing an organopolysiloxane having an amino-substituted organopolysiloxane chain and a polyoxyalkylene chain.

The hair cosmetic composition of the present invention is excellent in the effect of preventing or repairing damage from the inside and the outside of the hair, and particularly excellent in the effect of maintaining the flexibility and smoothness of the hair from the time of drying until the next day's hair washing.

  The amphiphilic amide lipid of component (A) has 1 to 2 amide groups, the carbon chain bonded to the carbonyl group of the amide group may be substituted with a hydroxyl group, and the main chain has an ester bond. The alkyl group or alkylene group having 5 to 60 carbon atoms which may be contained, and the compound as a whole contains 1 to 5 hydroxyl groups or alkoxy groups having 1 to 30 carbon atoms. Specific examples of the amphiphilic amide lipid include the following (1) to (4).

〔式中、Ｒ¹は水酸基及び／又はアルコキシ基が置換していてもよい炭素数１〜12の直鎖又は分岐鎖の炭化水素基を示し、Ｒ²は炭素数１〜５の直鎖又は分岐鎖の二価の炭化水素基を示し、Ｒ³は炭素数１〜22の直鎖又は分岐鎖の二価の炭化水素基を示す。〕 (1) Diamide compound represented by general formula (1)

[Wherein, R ¹ represents a linear or branched hydrocarbon group having 1 to 12 carbon atoms which may be substituted by a hydroxyl group and / or an alkoxy group, and R ² represents a linear or branched chain having 1 to 5 carbon atoms. A branched divalent hydrocarbon group is represented, and R ³ represents a linear or branched divalent hydrocarbon group having 1 to 22 carbon atoms. ]

In general formula (1), R ¹ is a linear or branched alkyl group having 1 to 12 carbon atoms which may be substituted with 1 to 3 groups selected from a hydroxyl group and an alkoxy group having 1 to 6 carbon atoms. Is preferred. Among them, an unsubstituted alkyl group having 1 to 12 carbon atoms, or 1 to 2 hydroxyl groups, one alkoxy group having 1 to 6 carbon atoms, or one hydroxyl group and one alkoxy group having 1 to 6 carbon atoms. A substituted alkyl group having 2 to 12 carbon atoms is more preferred. Specifically, methyl group, ethyl group, propyl group, butyl group, hexyl group, dodecyl group, 2-methylpropyl group, 2-ethylhexyl group, 2-hydroxyethyl group, 9-hydroxynonyl group, 2,3- Examples include dihydroxypropyl group, 2-methoxyethyl group, 2-hydroxy-3-methoxypropyl group, 9-methoxynonyl group, among which 2-hydroxyethyl group, methyl group, dodecyl group, 2-methoxyethyl group preferable.

In the general formula (1), R ² is preferably a linear or branched alkylene group having 2 to 5 carbon atoms, particularly 2 to 3 carbon atoms. Specifically, ethylene group, trimethylene group, tetramethylene group, pentamethylene group, 1-methylethylene group, 2-methylethylene group, 1-methyltrimethylene group, 2-methyltrimethylene group, 1,1-dimethyl Examples thereof include an ethylene group and a 2-ethyltrimethylene group, and among them, an ethylene group and a trimethylene group are preferable.

In general formula (1), R ³ is preferably a linear or branched divalent hydrocarbon group having 2 to 22 carbon atoms, particularly a linear or branched alkylene group having 11 to 22 carbon atoms, and 1 Alkenylene groups having ˜4 double bonds are preferred. Specifically, ethylene group, trimethylene group, tetramethylene group, hexamethylene group, heptamethylene group, octamethylene group, decamethylene group, undecamethylene group, dodecamethylene group, tridecamethylene group, tetradecamethylene group, hexa Decamethylene group, octadecamethylene group, 1-methylethylene group, 2-ethyltrimethylene group, 1-methylheptamethylene group, 2-methylheptamethylene group, 1-butylhexamethylene group, 2-methyl-5-ethyl Heptamethylene group, 2,3,6-trimethylheptamethylene group, 6-ethyldecamethylene group, 7-methyltetradecamethylene group, 7-ethylhexadecamethylene group, 7,12-dimethyloctadecamethylene group, 8, 11-dimethyloctadecamethylene group, 7,10-dimethyl-7-ethylhexadecamethylene group, 1-octadecylethylene group, ethenylene group, 1- Octadecenylethylene group, 7,11-octadecadienylene group, 7-ethenyl-9-hexadecamethylene group, 7,12-dimethyl-7,11-octadecadienylene group, 8,11-dimethyl- Examples include 7,11-octadecadienylene group. Among these, 7,12-dimethyloctadecamethylene group, 7,12-dimethyl-7,11-octadecadienylene group, octadecamethylene group, undecamethylene group, and tridecamethylene group are particularly preferable.

Particularly preferred diamide compound (1) is a compound in which the above-mentioned preferred groups are combined as R ¹ , R ² and R ³ , and specific examples thereof include the following compounds.

〔式中、Ｒ⁴はヒドロキシ基、オキソ基又はアミノ基が置換してもよい炭素数４〜30の直鎖、分岐鎖又は環状の飽和又は不飽和の炭化水素基を示し、Ｚはメチレン基、メチン基又は酸素原子を示し、破線はπ結合の存在又は不存在を示し、Ｘ¹は水素原子、アセチル基又はグリセリル基を示すか、又は隣接する酸素原子とともにオキソ基を形成し、Ｘ²、Ｘ³及びＸ⁴は各々独立して水素原子、ヒドロキシ基又はアセトキシ基を示し（但し、Ｚがメチン基であるとき、Ｘ²とＸ³は一方が水素原子で他方は存在せず、−Ｏ−Ｘ¹がオキソ基であるとき、Ｘ⁴は存在しない）、Ｒ⁵及びＲ⁶は各々独立して水素原子、ヒドロキシ基、ヒドロキシメチル基又はアセトキシメチル基を示し、Ｒ⁷はヒドロキシ基又はアミノ基が置換してもよい炭素数５〜35の直鎖、分岐鎖若しくは環状の飽和炭化水素基、又は該炭化水素基のω位にヒドロキシ基が置換してもよい炭素数８〜22の直鎖、分岐若しくは環状の飽和若しくは不飽和の脂肪酸がエステル結合した基を示し、Ｒ⁸は水素原子を示すか、ヒドロキシ基、ヒドロキシアルコキシ基、アルコキシ基及びアセトキシ基から選ばれる置換基を有してもよい総炭素数１〜８の直鎖又は分岐鎖の飽和又は不飽和の炭化水素基を示す。〕 (2) Ceramides represented by general formula (2)

[Wherein, R ⁴ represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 4 to 30 carbon atoms which may be substituted by a hydroxy group, an oxo group or an amino group, and Z represents a methylene group. , A methine group or an oxygen atom, a broken line indicates the presence or absence of a π bond, X ¹ represents a hydrogen atom, an acetyl group or a glyceryl group, or forms an oxo group with an adjacent oxygen atom, X ² , X ³ and X ⁴ each independently represent a hydrogen atom, a hydroxy group or an acetoxy group (provided that when Z is a methine group, one of X ² and X ³ is a hydrogen atom and the other does not exist; When O-X ¹ is an oxo group, X ⁴ is not present), R ⁵ and R ⁶ each independently represent a hydrogen atom, a hydroxy group, a hydroxymethyl group or an acetoxymethyl group, and R ⁷ is a hydroxy group or An amino group that may be substituted; A chain, branched chain, or cyclic saturated hydrocarbon group, or a linear, branched, or cyclic saturated or unsaturated fatty acid having 8 to 22 carbon atoms that may be substituted with a hydroxy group at the ω position of the hydrocarbon group R ⁸ represents a hydrogen atom or a linear or branched chain having 1 to 8 carbon atoms which may have a substituent selected from a hydroxy group, a hydroxyalkoxy group, an alkoxy group and an acetoxy group Represents a saturated or unsaturated hydrocarbon group. ]

In the general formula (2), R ⁴ is preferably a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 7 to 22 carbon atoms which may be substituted by a hydroxy group. X ¹ is preferably a hydrogen atom or a glyceryl group. The X ^2, X ³ and X ^4, is the 0-1 is hydroxy group, preferably the remainder is a hydrogen atom. As R ⁵ and R ⁶ , one is preferably a hydrogen atom or a hydroxymethyl group, and the other is preferably a hydrogen atom. As the fatty acid that may be ester-bonded or amide-bonded to the ω position of the saturated hydrocarbon group for R ⁷ , isostearic acid, 12-hydroxystearic acid, and linoleic acid are preferable. R ⁸ is preferably a hydrogen atom or a hydrocarbon group having 1 to 8 carbon atoms in which 1 to 3 groups selected from a hydroxy group, a hydroxyalkoxy group and an alkoxy group may be substituted.

〔式中、Ｒ^4aはヒドロキシ基が置換してもよい炭素数７〜19の直鎖、分岐鎖又は環状の飽和又は不飽和の炭化水素基を示し、Ｚ¹はメチレン基又はメチン基を示し、破線はπ結合の存在又は不存在を示し、Ｘ^1aは水素原子を示すか、又は隣接する酸素原子とともにオキソ基を形成し、Ｘ^2a、Ｘ^3a及びＸ^4aは各々独立して水素原子、ヒドロキシ基又はアセトキシ基を示し（但し、Ｚ¹がメチン基であるとき、Ｘ^2aとＸ^3aは一方が水素原子で他方は存在せず、−Ｏ−Ｘ^1aがオキソ基であるとき、Ｘ^4aは存在しない）、Ｒ^5aはヒドロキシメチル基又はアセトキシメチル基を示し、Ｒ^7aはヒドロキシ基が置換してもよい炭素数５〜30の直鎖、分岐鎖若しくは環状の飽和炭化水素基、又は該アルキル基のω末端にヒドロキシ基が置換していてもよい炭素数８〜22の直鎖又は分岐鎖の飽和又は不飽和の脂肪酸がエステル結合した基を示し、Ｒ^8aは水素原子又は炭素数１〜４のアルキル基を示す。〕 Preferred ceramides (2) include the following (2a) and (2b).
(2a) Natural ceramides or natural ceramides represented by the general formula (2a) and derivatives thereof (hereinafter referred to as “natural ceramides”):

[Wherein, R ^4a represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 7 to 19 carbon atoms which may be substituted by a hydroxy group, and Z ¹ represents a methylene group or a methine group. , The broken line indicates the presence or absence of a π bond, X ^1a represents a hydrogen atom, or an oxo group is formed with an adjacent oxygen atom, and X ^2a , X ^3a and X ^4a are each independently a hydrogen atom, A hydroxy group or an acetoxy group (provided that when Z ¹ is a methine group, one of X ^2a and X ^3a is a hydrogen atom and the other is not present, and when —O—X ^1a is an oxo group, X ^4a R ^5a represents a hydroxymethyl group or an acetoxymethyl group, R ^7a represents a linear, branched or cyclic saturated hydrocarbon group having 5 to 30 carbon atoms which may be substituted by the hydroxy group, or 8 carbon atoms in which the hydroxy group may be substituted at the ω-terminal of the alkyl group -22 shows the group which the linear or branched saturated or unsaturated fatty acid ester-bonded, and R ^<8a> shows a hydrogen atom or a C1-C4 alkyl group. ]

Preferably, R ^4a is a linear alkyl group having 7 to 19 carbon atoms, more preferably 13 to 15 carbon atoms; Z ¹ is a methine group and ^one of X ^2a and X ^3a is a hydrogen atom; R ^7a is 9 to 9 carbon atoms Examples thereof include compounds in which 27 hydroxy groups are linear alkyl groups that may be substituted. X ^1a is preferably a hydrogen atom or forms an oxo group together with an oxygen atom. In particular, R ^7a is preferably a tricosyl group, a 1-hydroxypentadecyl group, a 1-hydroxytricosyl group, a heptadecyl group, a 1-hydroxyundecyl group, or a nonacosyl group in which linoleic acid is ester-bonded to the ω position.

Specific examples of natural ceramides include ceramides Type 1 to 7 in which sphingosine, dihydrosphingosine, phytosphingosine, or sphingadienin is amidated (for example, J. Lipid Res., 24: 759 (1983) and FIG. 4 of J. Lipid. Res., 35: 2069 (1994).

  Furthermore, these N-alkyl bodies (for example, N-methyl body) are also mentioned. These may be any of natural extracts and synthetic products, and commercially available products can be used.

〔式中、Ｒ^4bはヒドロキシ基が置換してもよい炭素数10〜22の直鎖、分岐鎖又は環状の飽和又は不飽和の炭化水素基を示し、Ｘ^1bは水素原子、アセチル基又はグリセリル基を示し、Ｒ^7bはヒドロキシル基又はアミノ基が置換していてもよい炭素数５〜22の直鎖、分岐鎖又は環状の飽和又は不飽和の炭化水素基であるか、又は該炭化水素基のω末端にヒドロキシル基が置換していてもよい炭素数８〜22の直鎖又は分岐鎖の飽和又は不飽和の脂肪酸がエステル結合した基を示し、Ｒ^8bは水素原子を示すか、ヒドロキシ基、ヒドロキシアルコキシ基、アルコキシ基又はアセトキシ基が置換していてもよい総炭素数１〜８のアルキル基を示す。〕 (2b) pseudo-ceramides represented by the following general formula (2b):

[Wherein, R ^4b represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 10 to 22 carbon atoms which may be substituted by a hydroxy group, and X ^1b represents a hydrogen atom, an acetyl group or glyceryl. R ^7b is a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 5 to 22 carbon atoms which may be substituted by a hydroxyl group or an amino group, or the hydrocarbon group Represents a group in which a linear or branched saturated or unsaturated fatty acid having 8 to 22 carbon atoms, which may be substituted with a hydroxyl group at the ω-terminal, is ester-bonded, and R ^8b represents a hydrogen atom or a hydroxy group , A hydroxyalkoxy group, an alkoxy group or an acetoxy group, an alkyl group having 1 to 8 carbon atoms which may be substituted. ]

R ^7b includes, in particular, a nonyl group, a tridecyl group, a pentadecyl group, an undecyl group in which linoleic acid is ester-bonded to the ω position, a pentadecyl group in which linoleic acid is ester-bonded to the ω position, and 12-hydroxystearic acid is an ester bond to the ω position. And an undecyl group in which methyl branched isostearic acid is amide-bonded at the ω position. The hydroxyalkoxy group or alkoxy group for R ^8b is preferably one having 1 to 8 carbon atoms.

Pseudoceramides (2b) include those in which R ^4b is a hexadecyl group, X ^1b is a hydrogen atom, R ^7b is a pentadecyl group, and R ^8b is a hydroxyethyl group; R ^4b is a hexadecyl group, X ^1b is a hydrogen atom, R ^7b is preferably a nonyl group and R ^8b is a hydroxyethyl group; or R ^4b is a hexadecyl group, X ^1b is a glyceryl group, R ^7b is a tridecyl group, and R ^8b is a 3-methoxypropyl group. In which R ^4b is a hexadecyl group, X ^1b is a hydrogen atom, R ^7b is a pentadecyl group, and R ^8b is a hydroxyethyl group. Preferable specific examples include the following.

〔式中、Ｒ⁹はヒドロキシ基が置換してもよい炭素数10〜18のアルキル基を示す。〕 (3) Diamide compound represented by general formula (3)

[Wherein, R ⁹ represents an alkyl group having 10 to 18 carbon atoms which may be substituted by a hydroxy group. ]

Specific examples of the compound (3) include the following compounds.

〔式中、Ｒ¹⁰は炭素数９〜31の直鎖又は分岐鎖の、飽和又は不飽和の、水酸基が置換してもよいアルキル基、又は2-ドデセン-1-イルコハク酸の残基を示し、ｍは１〜３の整数を示し、Ｒ¹¹及びＲ¹²は各々水素原子又は炭素数１〜４のアルキル基又はヒドロキシアルキル基を示し、Ｙは炭素数10〜32の直鎖又は分岐鎖の飽和又は不飽和の水酸基が置換してもよいアルキル基、又は次式

（ｋ、ｉ及びｎは、各々１〜３の整数を示し、ｊは０又は１を示し、Ｒ¹³は炭素数９〜31の直鎖又は分岐鎖の飽和又は不飽和の水酸基が置換してもよいアルキル基を示す）で表される置換基を示す。〕 (4) Amide compound represented by general formula (4)

[Wherein R ¹⁰ represents a linear or branched, saturated or unsaturated, alkyl group which may be substituted with a hydroxyl group, or a residue of 2-dodecen-1-ylsuccinic acid having 9 to 31 carbon atoms. , M represents an integer of 1 to 3, R ¹¹ and R ¹² each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a hydroxyalkyl group, and Y represents a linear or branched chain having 10 to 32 carbon atoms. An alkyl group that may be substituted by a saturated or unsaturated hydroxyl group, or

(K, i and n each represent an integer of 1 to 3, j represents 0 or 1, and R ¹³ is substituted with a linear or branched saturated or unsaturated hydroxyl group having 9 to 31 carbon atoms. Represents a good alkyl group). ]

Specific examples of the compound (4) include the following compounds.

  The amphiphilic amide lipid of component (A) may be used in combination of two or more, and the content thereof is the hair cosmetic composition of the present invention from the viewpoint of imparting softness and moist feeling to the hair after drying. The content is preferably 0.001 to 20% by weight, more preferably 0.01 to 15% by weight, and particularly preferably 0.01 to 10% by weight.

〔式中、Ｒ¹⁴は水素原子又は炭素数１〜６の炭化水素基を示し、Ｄは基−Ｒ¹⁶−Ｅ（Ｒ¹⁶は結合手又は炭素数１〜20の２価の炭化水素基を示し、Ｅは１〜３級アミノ基含有基又はアンモニウム基含有基）を示し、Ｒ¹⁵はＲ¹⁴又はＤを示し、ａは２以上の数を示し、ｂは１以上の数を示す。なお、複数個のＲ¹⁴、Ｒ¹⁵及びＤは同一でも異なってもよい。〕 The amino-substituted organopolysiloxane chain in the organopolysiloxane of component (B) preferably has a polymer unit represented by the following general formula (5).

[Wherein R ¹⁴ represents a hydrogen atom or a hydrocarbon group having 1 to 6 carbon atoms, D represents a group —R ¹⁶ -E (R ¹⁶ represents a bond or a divalent hydrocarbon group having 1 to 20 carbon atoms, E represents a primary to tertiary amino group-containing group or an ammonium group-containing group), R ¹⁵ represents R ¹⁴ or D, a represents a number of 2 or more, and b represents a number of 1 or more. A plurality of R ¹⁴ , R ¹⁵ and D may be the same or different. ]

〔式中、Ｒ²¹は−ＯＣＨ₂ＣＨ₂−、

Ｒ²²〜Ｒ²⁴は、それぞれ独立して水素原子又は１価の炭化水素基を示し、ｅ及びｆは０〜６の整数を示す。Ｔ^-はハロゲン化物イオン又は有機アニオンを示す。〕 In the general formula (5), R ¹⁴ is independently of each other preferably a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or a phenyl group, more preferably a methyl group or an ethyl group, and particularly preferably a methyl group. R ¹⁶ is preferably a linear or branched divalent hydrocarbon group having 1 to 6 carbon atoms, and includes a methylene group, an ethylene group, a trimethylene group, a propylene group, a tetramethylene group, and the like. A propylene group is preferred. a and b each represent the number of repeating polymer units, a is preferably a number of 2 to 1000, and b is preferably a number of 1 to 50. E is preferably an amino group-containing group represented by the following general formula (6) or an ammonium group-containing group represented by the general formula (7).

[Wherein R ²¹ represents —OCH ₂ CH ₂ —,

R ^{22 to} R ²⁴ each independently represent a hydrogen atom or a monovalent hydrocarbon group, and e and f each represent an integer of 0 to 6. T ⁻ represents a halide ion or an organic anion. ]

Preferred D groups include — (CH ₂ ) ₃ —NH ₂ , — (CH ₂ ) ₃ —N (CH ₃ ) ₂ , — (CH ₂ ) ₃ —NH— (CH ₂ ) ₂ —NH ₂ , — ( _{CH 2) 3 -NH- (CH 2} ) 2 -N (CH 3) 2, - (CH 2) 3 -N + (CH 3) 3 Cl-, in particular _{- (CH 2) 3 -NH- (} CH 2 ) ₂ —NH ₂ . T ^- Specific examples of the chloride ion as a halide ion, iodide ion, bromide ion or the like, methosulfate ions as organic anions, ethosulfate ion, methemoglobin phosphate ion, and ethoxy phosphate ions. The average molecular weight of the amino-substituted organopolysiloxane chain is preferably 250 to 10,000.

  The polyoxyalkylene chain in the organopolysiloxane of component (B) preferably has a repeating structure of the same or different oxyalkylene groups having 1 to 5 carbon atoms, particularly repeating oxyethylene groups and / or oxypropylene groups. Polymer chains consisting of structures are preferred. These may have any structure such as a block polymer and a random polymer, but are preferably block polymers. The average molecular weight of the polyoxyalkylene chain is preferably 200 to 10,000.

〔式中、Ｒ¹⁴、Ｒ¹⁵、Ｄ、ａ及びｂは前記と同じ意味を示し、Ｇは２価の有機基を示す。ｐは２〜10の数を示し、ｃは４以上の数を示し、ｃ個のｐは同一でも異なってもよい。ｄは２以上の数を示す。〕 The organopolysiloxane of component (B) is preferably a block copolymer of an amino-substituted organopolysiloxane chain and a polyoxyalkylene chain, particularly an amino group having a polymerization unit represented by the following general formula (8): A modified polysiloxane-polyoxyalkylene block copolymer (hereinafter referred to as a block copolymer (8)) is preferred.

[Wherein, R ¹⁴ , R ¹⁵ , D, a and b have the same meaning as described above, and G represents a divalent organic group. p represents a number of 2 to 10, c represents a number of 4 or more, and c p's may be the same or different. d represents a number of 2 or more. ]

  In the general formula (8), the divalent organic group represented by G is a divalent aliphatic hydrocarbon group or an aromatic hydrocarbon group, particularly a C 1-12 divalent aliphatic hydrocarbon group or A divalent aromatic hydrocarbon group having 6 to 12 carbon atoms is preferred, and specifically, an ethylene group, a propylene group, a trimethylene group, a tetramethylene group or a methyltetramethylene group, particularly a tetramethylene group or a methyltetramethylene group is preferred. a is preferably a number of 2 to 1000, b is preferably a number of 1 to 50, c is preferably a number of 4 to 200, and d is preferably a number of 2 to 100.

〔式中、ａ、ｂ及びｄは前記と同じ意味を示す。ｇは４以上の数を示し、ｈは０〜３０の数を示す。〕 As a more preferred example of the organopolysiloxane of component (B), an amino-modified polysiloxane-polyoxyalkylene block copolymer having a polymer unit having a polymer unit represented by the following general formula (9) (hereinafter referred to as a block copolymer): Polymer (9)] is preferred.

[Wherein, a, b and d have the same meaning as described above. g represents a number of 4 or more, and h represents a number of 0 to 30. ]

  In the general formula (9), preferably, a is a number of 2 to 1000, b is a number of 1 to 50, g is a number of 4 to 200, h is 0, and d is a number of 2 to 100. As an example, a polyoxyethylene / 2-methylpropylene / aminoethylaminopropylmethylsiloxane / dimethylsiloxane copolymer (for example, FZ-3789 manufactured by Nihon Unicar) may be mentioned.

In the block copolymers (8) and (9), the proportion of the siloxane block is preferably 25 to 97% by weight of the whole copolymer, more preferably 35 to 90% by weight, and particularly preferably 50 to 80% by weight. Copolymers (8) and (9) preferably have an average molecular weight of at least 1200. Here, the siloxane block is a siloxane having two R ^14s represented by — [Si (R ¹⁴ ) ₂ —O] _a — and —Si (R ¹⁴ ) ₂ —O— (that is, a block copolymer ( 9) refers to a dimethylsiloxane block), and the ratio of the siloxane block refers to the ratio of the molecular weight of the siloxane block to the molecular weight of the entire block copolymer expressed in weight%. Within this range, the block copolymer (8) or (9) has good solubility or dispersibility in the hair cosmetic composition, and also has a high residual property on the hair.

  The average molecular weight in the present specification is a value measured by a conventional method using GPC, chloroform as an eluent, and polystyrene as a standard substance.

The kinematic viscosity of the organopolysiloxane of the component (B) is preferably at least 10 mm ² / s, more preferably not less than 100 mm ² / s, particularly preferably not less than ^{1,000mm 2 / s, 5,000mm 2 /} s or more is most preferred. The 1,000,000mm is preferably from ² / s, more preferably less 100,000 mm ² / s. Within this range, the solubility or dispersibility of the component (B) in the hair cosmetic composition is good, and the persistence to the hair is also high and preferable. Here, the viscosity is measured with a B-type viscometer using a rotor No. 2 at 25 ° C. and 6 rpm / 1 minute.

  The amine equivalent of the organopolysiloxane of component (B) is preferably 300 g / mol or more, more preferably 600 g / mol or more. Further, it is preferably 10,000 g / mol or less, more preferably 5,000 g / mol or less, and particularly preferably 2,500 g / mol or less. Within this range, the component (B) is preferred because it has good solubility or dispersibility in the hair cosmetic composition, reduces the squeaky feeling of the hair during rinsing, and improves softness. Here, the amine equivalent can be determined by titrating an ethanol solution of the polymer with hydrochloric acid having a known concentration.

  Ingredient (B) may be used in combination of two or more, and its content suppresses the squeaky feeling of hair, improves the flexibility and smoothness of the hair during rinsing, and provides a good feeling of use. From the viewpoint of obtaining, it is preferably 0.01 to 50% by weight, more preferably 0.1 to 20% by weight, particularly preferably 0.1 to 10% by weight, and most preferably 0.1 to 5% by weight.

  The organopolysiloxane of component (B) can be produced, for example, by the method described in JP-A-9-183854.

  The hair cosmetic composition of the present invention preferably further contains a surfactant for the purpose of stabilizing the hair cosmetic composition, improving the feeling of use, adjusting the viscosity, solubilizing / dispersing and emulsifying various bases. As the surfactant, any of a cationic surfactant, an amphoteric surfactant, an anionic surfactant and a nonionic surfactant can be used, and it is particularly preferable to contain a cationic surfactant.

〔式中、Ａは水素原子、又は総炭素数12〜24の直鎖若しくは分岐鎖の飽和若しくは不飽和の、アミド基、N-炭化水素カルバモイル基、アシルオキシ基若しくは炭化水素オキシ基を示し、Ｂは炭素数１〜22の２価の直鎖又は分岐鎖の飽和又は不飽和の炭化水素基を示し、Ｒ¹⁸、Ｒ¹⁹及びＲ²⁰は少なくとも１個が総炭素数１〜24の直鎖又は分岐鎖のアルキル基又はアルケニル基を示し、残りは炭素数１〜３のアルキル基を示し、Ｘ^-はハロゲン化物イオン又は有機アニオンを示す。〕 Examples of the cationic surfactant include quaternary ammonium salts represented by the following general formula (10).

[In the formula, A represents a hydrogen atom or a linear or branched saturated or unsaturated amide group, N-hydrocarbon carbamoyl group, acyloxy group or hydrocarbon oxy group having a total carbon number of 12 to 24; Represents a divalent straight chain or branched chain saturated or unsaturated hydrocarbon group having 1 to 22 carbon atoms, and at least one of R ¹⁸ , R ¹⁹ and R ²⁰ is a straight chain having 1 to 24 carbon atoms in total or A branched alkyl group or an alkenyl group is shown, the remainder is an alkyl group having 1 to 3 carbon atoms, and X ⁻ is a halide ion or an organic anion. ]

  As the quaternary ammonium salt represented by the general formula (10), a mono long chain alkyl quaternary ammonium salt, a di long chain alkyl quaternary ammonium salt, a branched chain alkyl quaternary ammonium salt, an alkylamide alkylene quaternary ammonium salt, Examples thereof include N-hydrocarbon carbamoylalkylene quaternary ammonium salts, acyloxyalkylene quaternary ammonium salts, and hydrocarbon oxyalkylene quaternary ammonium salts.

  Mono long chain alkyl quaternary ammonium salts include stearyl trimethylammonium chloride, myristyltrimethylammonium chloride, cetyltrimethylammonium chloride, aralkyltrimethylammonium chloride, behenyltrimethylammonium chloride, lauryltrimethylammonium chloride, N-stearyl-N, N, N-tri (polyoxyethylene) ammonium chloride (total 3 mol addition) and the like can be mentioned. Di long-chain alkyl quaternary ammonium salts include distearyldimethylammonium chloride, dioleyldimethylammonium chloride, dipalmitylmethylhydroxyethylammonium methosulfate, diisostearyldimethylammonium methosulfate, di [(2-dodecanoylamino) And ethyl] dimethylammonium chloride and di [(2-stearoylamino) propyl] dimethylammonium ethosulphate. Examples of branched alkyl quaternary ammonium salts include 2-decyltetradecyltrimethylammonium chloride, 2-dodecylhexadecyltrimethylammonium chloride, di-2-hexyldecyldimethylammonium chloride, and di-2-octyldodecyldimethylammonium chloride. Can be mentioned. As alkylamide group alkylene quaternary ammonium salt, stearamidepropyl quaternary ammonium salt, N-hydrocarbcarbylalkylene quaternary ammonium salt, N-stearylcarbamoylpropyl quaternary ammonium salt, acyloxyalkylene quaternary ammonium salt as Examples of the stearoxypropyl quaternary ammonium salt and the hydrocarbon oxyalkylene quaternary ammonium salt include octadecyloxypropyltrimethylammonium chloride.

〔式中、Ａ及びＢは前記と同じ意味を示し、Ｙ¹及びＹ²は独立して炭素数１〜４のアルキル基を示す。〕 Other cationic surfactants include tertiary amine type compounds represented by the following general formula (11) or salts thereof.

Wherein, A and B have the same meanings as described above, Y ¹ and Y ² represents an alkyl group having 1 to 4 carbon atoms independently. ]

In the tertiary amine type compound (11), when A is other than a hydrogen atom, A is preferably an amide group or hydrocarbon oxy group having a total carbon number of 14 to 22, particularly a total carbon number of 18 to 22, Those in which the hydrocarbon part is saturated, in particular those having a straight chain, are preferred. In this case, B is particularly preferably a trimethylene group. When A is a hydrogen atom, B is preferably a group having 18 to 22 carbon atoms, and is preferably a saturated group, particularly a linear group. Examples of Y ¹ and Y ² include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, and a tert-butyl group. Among them, a methyl group and an ethyl group are preferable, and a methyl group is particularly preferable. Preferable specific examples of the tertiary amine type compound (11) include N, N-dimethyloctadecyloxypropylamine, stearamidepropyldimethylamine and the like.

  The salt of the tertiary amine compound (11) is formed by a neutralization reaction between the tertiary amine compound and an acidic amino acid, organic acid or inorganic acid. Examples of acidic amino acids include glutamic acid and aspartic acid. Examples of the organic acid include carboxylic acids such as monocarboxylic acid, dicarboxylic acid, hydroxycarboxylic acid, and polycarboxylic acid, alkyl sulfuric acid, and alkyl phosphoric acid. Among these, carboxylic acid, particularly dicarboxylic acid and hydroxycarboxylic acid are preferable. Examples of the dicarboxylic acid include malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid, and phthalic acid. Examples of the hydroxycarboxylic acid include glycolic acid, lactic acid, hydroxyacrylic acid, oxybutyric acid, and glyceric acid. , Malic acid, tartaric acid, citric acid and the like. Examples of the inorganic acid include phosphoric acid, sulfuric acid, nitric acid, hydrochloric acid and the like. Of these, organic acids are preferable, and α-hydroxycarboxylic acids, particularly lactic acid and malic acid are particularly preferable.

  Two or more of these cationic surfactants may be used in combination, and the content thereof is preferably 0.1 to 20% by weight, more preferably 0.05 to 15% by weight, particularly 0.5 to 10% in the hair cosmetic composition of the present invention. % By weight is preferred.

  The hair cosmetic composition of the present invention may further contain silicones other than the component (B) for the purpose of improving the feel during rinsing and the finished feeling after drying. Silicones include dimethylpolysiloxane, amino-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, polyoxyalkylene-modified polysiloxane, carboxylic acid-modified polysiloxane, alcohol-modified polysiloxane, epoxy-modified polysiloxane, cyclic dimethylpolysiloxane. Examples thereof include siloxane. Two or more of these silicones may be used in combination, and the content thereof is preferably 0.1 to 20% by weight, particularly 0.5 to 10% by weight, of the hair cosmetic composition of the present invention.

  The hair cosmetic composition of the present invention may contain an oil agent for the purpose of improving the finished feeling after drying (such as a smooth and moist feeling). Such oils include linseed oil, camellia oil, macadamia nut oil, corn oil, mink oil, olive oil, avocado oil, sasanqua oil, castor oil, safflower oil, jojoba oil, sunflower oil, almond oil, rapeseed oil, sesame oil, soybean oil Liquid oils such as peanut oil, meadow foam oil triglycerin, glyceryl trioctanoate, glyceryl triisopalmitate; cetyl octanoate, hexyl laurate, isopropyl myristate, myristyl myristate, isopropyl palmitate, octyl palmitate, palmitic acid Hexadecyl, isocetyl stearate, stearic acid hydrogenated castor oil, monohydroxystearic acid hydrogenated castor oil, isopropyl isostearate, octyl isopalmitate, isodecyl oleate, tri-2-ethylhexa Ester oils such as glyceryl acid, tetra-2-ethylhexanoic acid pentaerythritol, 2-ethylhexyl succinate and diethyl sebacate; hydrocarbons such as liquid paraffin, squalane, squalene, paraffin, isoparaffin, ceresin; lauric acid, myristic acid And fatty acids such as palmitic acid, oleic acid and stearic acid. Two or more of these may be used in combination, and each content is preferably 0.01 to 20% by weight, particularly 0.1 to 10% by weight of the hair cosmetic composition of the present invention.

  The hair cosmetic composition of the present invention can contain a higher alcohol. Examples of the higher alcohol include cetyl alcohol, cetostearyl alcohol, stearyl alcohol, and pehenyl alcohol. Among them, straight chain alkanols having 18 to 24 carbon atoms, particularly stearyl alcohol and behenyl alcohol are preferable. Two or more of these may be used in combination, and the content of the cationic surfactant is from the point of smoothness after coating and rinsing and after drying, the point of stability of the system, and the point of adjusting the viscosity to be easy to use. 0.5-20 times mole is preferable with respect to the usage-amount of an agent, Furthermore, 1-10 times mole, Furthermore, 2-7 times mole is preferable.

  The hair cosmetic composition of the present invention can contain an organic solvent. Organic solvents include aromatic alcohols such as benzyl alcohol, benzyloxyethanol, phenoxyethanol; N-methylpyrrolidone, N-octylpyrrolidone, lulaurylpyrrolidone; alkylene carbonates such as ethylene carbonate and propylene carbonate; γ-butyrolactone, γ-caprolactone Lactones such as propylene glycol, dipropylene glycol, and polypropylene glycol (particularly those having a molecular weight of 200 to 700). Two or more of these may be used in combination, and the content thereof is preferably 0.01 to 50% by weight in the hair cosmetic composition of the present invention from the viewpoint of improvement in feeling of use, gloss and flexibility, and further 0.1%. ~ 35% by weight, in particular 0.5 to 10% by weight is preferred.

  The preferred pH of the hair cosmetic composition of the present invention is as follows. Here, the pH means a pH at 25 ° C. when diluted 20 times by weight with water. In the type of hair cosmetics to be washed away, the pH is preferably 2 to 6, more preferably 2.5 to 5, and particularly preferably 2.8 to 4.5. Moreover, in the hair cosmetics of the type which does not wash away, pH 3-6.5 are preferable, 3.5-6, especially 4-5 are preferable. For adjusting the pH, an organic acid or an inorganic acid is used. Examples of the organic acid include hydroxy acid, monocarboxylic acid, dicarboxylic acid, tricarboxylic acid, polycarboxylic acid, alkyl sulfuric acid, and alkyl phosphoric acid. Hydroxy acids include glycolic acid, lactic acid, oxybutyric acid, glyceric acid, malic acid, tartaric acid, etc., monocarboxylic acids include acetic acid, etc., and dicarboxylic acids include malonic acid, succinic acid, glutamic acid, adipic acid, maleic acid. Acid, fumaric acid, phthalic acid and the like, and tricarboxylic acid include citric acid and the like. Examples of inorganic acids include hydrochloric acid, sulfuric acid, phosphoric acid and the like. Of these, organic acids are preferable, and α-hydroxycarboxylic acids, particularly lactic acid and malic acid are excellent in terms of gloss, flexibility and cohesiveness of hair. The content of the organic acid or inorganic acid is preferably 0.05 to 10% by weight, particularly preferably 0.1 to 5% by weight in the hair cosmetic composition of the present invention.

  In addition to the above components, the hair cosmetic of the present invention includes cationic polymers; polyhydric alcohols such as glycerin and sorbitol; pH adjusters such as sodium hydroxide and potassium hydroxide; chelating agents such as ethylenediaminetetraacetic acid (EDTA) Amino acids and their derivatives; fine polymer powders of polyethylene, polystyrene, polymethyl methacrylate, nylon, silicone, etc. and their hydrophobized products; other moisturizers, extracts derived from animals and plants, medicinal ingredients, proteins, antibacterial agents, ultraviolet rays Absorbers, pearlizing agents, preservatives, bactericides, antidandruff agents, pigments, fragrances and the like can be blended according to the purpose.

  The hair cosmetic composition of the present invention is produced by blending water with the components (A) and (B) and other components that are appropriately used according to the purpose. Examples of the form include those used in the bathroom such as hair conditioner, hair treatment, and hair pack, and styling agents used outside the bathroom such as leave-on type hair treatment, hair milk, and hair mist.

  In the following examples and comparative examples, pH is a measured value at 25 ° C. when diluted 20 times by weight with water.

In addition, the amphiphilic amide lipid of component (A) and the organopolysiloxane of component (B) used are the following compounds.

Examples 1-6 and Comparative Examples 1 and 2
The hair conditioner of the present invention having the composition shown in Table 1 was produced and evaluated by the following method.

(Production method)
1. Add acid to purified water heated to 60 ° C. (aqueous phase).
2. Ingredient (A) and cationic surfactant are mixed and dissolved at 70 ° C. (oil phase).
3. Add the oil phase to the water phase with propeller agitation (about 250 rpm for production of about 1 L), stir and emulsify for about 30 minutes, then cool to 45 ° C.
4. At 45 ° C., component (B) is added and stirred and cooled to 30 ° C. to complete the production.

(Evaluation method)
About 20 g (about 15-20 cm) of hair of 20 Japanese women who have not yet been chemically treated with perm, hair color, etc., treated at 40 ° C. for 20 minutes with Rabinus Hybrid (Kao) The bath ratio 1: 1) was repeated twice. After washing with shampoo, 2 g of the hair conditioner shown in Table 1 was uniformly applied, then rinsed with running water for 30 seconds and then dried with a drier.

  At that time, “no squeaking”, “softness of hair” and “smoothness of hair” at the time of rinsing rinse, “smoothness of hair”, “moistness of hair” and “easyness of hair cohesion” `` Sustainability of hair smoothness '' and `` Persistence of softness of hair '' until the next day's hair washing, `` Skinlessness of hair '', `` Smoothness of hair '' and `` The “softness of the hair” was sensory evaluated according to the following criteria. Table 1 shows the total score score of 20 people. (Maximum 100 points, Minimum 20 points)

5: Very effective.
4: Slightly effective.
3: Neither can be said.
2: Slightly ineffective.
1: Not effective.

Example 7 Hair Conditioner
(weight%)
Octadecyloxypropyltrimethylammonium chloride 1.5
Stearyl alcohol 4.5
Dipropylene glycol 3
Concentrated glycerin 3
Amphiphilic amide lipid A 0.2
Amphiphilic amide lipid C 0.1
Amphiphilic amide lipid D 0.2
Copolymer A 0.05
Copolymer C 0.05
Dimethicone-containing emulsion (Toray Dow Corning Silicone, CF-2460) 2
Malic acid 0.5
Lactic acid 0.7
Glutamic acid 0.5
Sunflower oil 0.5
Olive oil 0.1
Hydrolyzed silk solution 0.1
Kerosene 0.1
Benzyloxyethanol 0.3
Dipentaerythritol fatty acid ester (Nisshin Oil Co., Cosmol 168I) 0.1
Phenoxyethanol 0.1
Ion exchange water

  The above hair conditioner (pH 3.2) has smoothness when rinsing, moist feeling from drying to the next day's hair washing, smoothness and flexibility of hair, durability, and stability. Met.

Example 8 Hair Treatment
(weight%)
N, N-dimethyloctadecyloxypropylamine 2.3
Stearyl alcohol 8
Dipropylene glycol 5
Amphiphilic amide lipid A 0.1
Copolymer C 0.05
Highly polymerized methylpolysiloxane (average degree of polymerization 2500) 0.7
Dimethylpolysiloxane (degree of polymerization 600) 1.8
Malic acid 0.2
Benzyloxyethanol 0.1
Lactic acid 1.8
Sunflower oil 1.5
Dipentaerythritol fatty acid ester (Nisshin Oil Co., Cosmol 168AR) 0.3
Phenoxyethanol 0.1
Ion exchange water

  The above hair treatment (pH 3.1) has smoothness when rinsing, moist feeling after drying until the next day's hair washing, smoothness and flexibility of hair, and has durability and stability. Met.

Example 9 Hair Treatment
(weight%)
Cetyltrimethylammonium chloride 0.45
Cetostearyl alcohol 1.5
Highly polymerized methylpolysiloxane emulsion (Toray Dow Corning Silicone, Silicone BY22-060) 1.5
Isopropyl palmitate 2.0
Amphiphilic amide lipid A 0.2
Amphiphilic amide lipid D 0.2
Copolymer C 0.05
Malic acid 0.1
Lactic acid 0.05
Sunflower oil 0.5
Olive oil 0.1
Kerosene 0.1
Hydrolyzed silk solution 0.1
Perfume 0.03
Ion exchange water

  The above hair treatment (pH 3.1) has smoothness when rinsing, moist feeling after drying until the next day's hair washing, smoothness and flexibility of hair, and has durability and stability. Met.

Example 10 Hair Styling Agent
(weight%)
Glycerin 4
Trimethylglycine 0.5
Stearyl trimethyl ammonium chloride 0.2
Polyoxyethylene hydrogenated castor oil 0.3
Polyoxyethylene tridecyl ether 0.2
Amphiphilic amide lipid A 0.01
Amphiphilic amide lipid B 0.01
Copolymer B 0.2
Copolymer C 0.3
Perfume 0.02
Ethanol 10
Ion exchange water

Example 11 Hair Styling Agent
(weight%)
N-methacryloyloxyethyl-N, N-dimethylammonium α-N-
Methylcarboxybetaine / methacrylic acid alkyl ester copolymer liquid 0.2
Polyoxypropylene sorbit 0.3
Glycerin 1
Stearyl trimethyl ammonium chloride 0.25
Polyoxyethylene hydrogenated castor oil 1
Polyoxyethylene / methylpolysiloxane copolymer 0.2
Isopropyl myristate 0.1
Highly polymerized methylpolysiloxane emulsion (Toray Dow Corning Silicone, Silicone BY22-060) 0.7
Amphiphilic amide lipid A 0.03
Amphiphilic amide lipid C 0.04
Amphiphilic amide lipid D 0.04
Copolymer C 0.5
Benzyloxyethanol 0.002
Lactic acid 0.002
Perfume 0.02
Ethanol 20
Ion exchange water

Example 12 Hair Styling Agent
(weight%)
Highly polymerized methylpolysiloxane emulsion (Toray Dow Corning Silicone, Silicone BY22-060) 8
Trimethylglycine 0.5
Cetyltrimethylammonium chloride 0.05
Amphiphilic amide lipid A 0.5
Copolymer C 0.5
Isononyl isononanoate 0.1
Methyl paraoxybenzoate 0.1
Citric acid 0.4
Ethanol 5
Fragrance 0.05
Ion exchange water

  When the hair was set using the hair styling agent (pH 5.5) obtained in Examples 10 to 12, all of them were excellent in elongation in hair and the sticky feeling derived from the polymer at the finish was suppressed. A natural hair set was made. It was moist from the time of drying until the next day's shampooing, excellent in smoothness and flexibility of the hair, durable, and stable.

Claims (7)

The following components (A) and (B)
(A) Amphiphilic amide lipid
(B) A hair cosmetic containing an organopolysiloxane having an amino-substituted organopolysiloxane chain and a polyoxyalkylene chain. The hair cosmetic composition according to claim 1, wherein the component (A) is an amphiphilic amide lipid selected from the following general formulas (1) to (4).

[Wherein, R ¹ represents a linear or branched hydrocarbon group having 1 to 12 carbon atoms which may be substituted by a hydroxyl group and / or an alkoxy group, and R ² represents a linear or branched chain having 1 to 5 carbon atoms. A branched divalent hydrocarbon group is represented, and R ³ represents a linear or branched divalent hydrocarbon group having 1 to 22 carbon atoms. ]

[Wherein, R ⁴ represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 4 to 30 carbon atoms which may be substituted by a hydroxy group, an oxo group or an amino group, and Z represents a methylene group. , A methine group or an oxygen atom, a broken line indicates the presence or absence of a π bond, X ¹ represents a hydrogen atom, an acetyl group or a glyceryl group, or forms an oxo group with an adjacent oxygen atom, X ² , X ³ and X ⁴ each independently represent a hydrogen atom, a hydroxy group or an acetoxy group (provided that when Z is a methine group, one of X ² and X ³ is a hydrogen atom and the other does not exist; When O-X ¹ is an oxo group, X ⁴ is not present), R ⁵ and R ⁶ each independently represent a hydrogen atom, a hydroxy group, a hydroxymethyl group or an acetoxymethyl group, and R ⁷ is a hydroxy group or An amino group that may be substituted; A chain, branched chain, or cyclic saturated hydrocarbon group, or a linear, branched, or cyclic saturated or unsaturated fatty acid having 8 to 22 carbon atoms that may be substituted with a hydroxy group at the ω position of the hydrocarbon group R ⁸ represents a hydrogen atom or a linear or branched chain having 1 to 8 carbon atoms which may have a substituent selected from a hydroxy group, a hydroxyalkoxy group, an alkoxy group and an acetoxy group Represents a saturated or unsaturated hydrocarbon group. ]

[Wherein, R ⁹ represents an alkyl group having 10 to 18 carbon atoms which may be substituted by a hydroxy group. ]

[Wherein R ¹⁰ represents a linear or branched, saturated or unsaturated, alkyl group which may be substituted with a hydroxyl group, or a residue of 2-dodecen-1-ylsuccinic acid having 9 to 31 carbon atoms. , M represents an integer of 1 to 3, R ¹¹ and R ¹² each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a hydroxyalkyl group, and Y represents a linear or branched chain having 10 to 32 carbon atoms. An alkyl group that may be substituted by a saturated or unsaturated hydroxyl group, or

(K, i and n each represent an integer of 1 to 3, j represents 0 or 1, and R ¹³ is substituted with a linear or branched saturated or unsaturated hydroxyl group having 9 to 31 carbon atoms. Represents a good alkyl group). ] The amino-substituted organopolysiloxane chain in component (B) has the following general formula (5)

[Wherein R ¹⁴ represents a hydrogen atom or a hydrocarbon group having 1 to 6 carbon atoms, D represents a group —R ¹⁶ -E (R ¹⁶ represents a bond or a divalent hydrocarbon group having 1 to 20 carbon atoms, E represents a primary to tertiary amino group-containing group or an ammonium group-containing group), R ¹⁵ represents R ¹⁴ or D, a represents a number of 2 or more, and b represents a number of 1 or more. A plurality of R ¹⁴ , R ¹⁵ and D may be the same or different. ]
The hair cosmetic composition according to claim 1 or 2, which has a polymerization unit represented by formula (1).   The hair cosmetic according to any one of claims 1 to 3, wherein the component (B) is a block copolymer of an amino-substituted organopolysiloxane chain and a polyoxyalkylene chain. Component (B) is represented by the following general formula (8)

[Wherein, R ¹⁴ , R ¹⁵ , D, a and b have the same meaning as described above, and G represents a divalent organic group. p represents a number of 2 to 10, c represents a number of 4 or more, and c p's may be the same or different. d represents a number of 2 or more. ]
The hair cosmetic composition according to claim 4, which has a polymerization unit represented by the formula:   The hair cosmetic composition according to claim 5, wherein the proportion of the siloxane block in which the amino group is not substituted in the component (B) is 25 to 97% by weight of the entire block copolymer. The following general formula (10)

[In the formula, A represents a hydrogen atom or a linear or branched saturated or unsaturated amide group, N-hydrocarbon carbamoyl group, acyloxy group or hydrocarbon oxy group having a total carbon number of 12 to 24; Represents a divalent straight chain or branched chain saturated or unsaturated hydrocarbon group having 1 to 22 carbon atoms, and at least one of R ¹⁸ , R ¹⁹ and R ²⁰ is a straight chain having 1 to 24 carbon atoms in total or A branched alkyl group or an alkenyl group is shown, the remainder is an alkyl group having 1 to 3 carbon atoms, and X ⁻ is a halide ion or an organic anion. ]
Or a quaternary ammonium salt represented by the general formula (11)

Wherein, A and B have the same meanings as described above, Y ¹ and Y ² represents an alkyl group having 1 to 4 carbon atoms independently. ]
The hair cosmetic according to any one of claims 1 to 6, which comprises a tertiary amine type compound represented by the formula: