JPH0971517A - Hair cosmetic - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain an excellent hair cosmetic by blending a specific amidoamine compound with an oily additive component selected from a higher alcohol and a higher fatty acid, an organic acid and a prescribed modified polymer silicone. SOLUTION: This hair cosmetic comprises (A) an amidoamine compound of formula I (R<1> is a 13-23C higher fatty acid residue; R<2> is a 1-4C alkyl; (x) is 2-4), (B) one or more oily additive components selected from a higher alcohol and a higher fatty acid, (C) an organic acid and (D) an amino-modified or ammonium-modified polymer silicone of formula II [R<3> is methyl or a part of R<3> is methyl and the residual R<3> s are each phenyl; R<4> is R<5> , methyl or OH; R<5> is an amino group- or ammonium group-containing substituent group of the formula R<6> Z [R<6> is a bifunctional alkylene; Z is NR<7> 2 (R<7> is H or an alkyl), etc.]; (m) and (n) are each a positive integer and m+n=3,000-20,000; n/m is 1/500-1/10,000]. The blending ratio of the hair cosmetic is 0.1 7.0wt.% of the component A, 0.5-10.0wt.% of the component B, 0.01-6.0wt.% of the component C and 0.01-10.0wt.% of the component D.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a hair cosmetic composition,
More specifically, it relates to a hair cosmetic composition that imparts sufficient smoothness, flexibility and luster to hair and is excellent in hair protection effect.

[0002]

2. Description of the Related Art Conventionally, in hair cosmetics, a detergent for hair such as shampoo contains an anionic surfactant as a main component, so that not only the dirt on the hair but also the oil that protects the surface of the hair during washing. At the same time, it may be removed, the softness and gloss of the hair may be lost, and combing may be poor. For the purpose of preventing such adverse effects, hair treatment compositions such as hair rinses, hair treatments, and hair conditioners containing a quaternary ammonium salt as a cationic surfactant as a main component have been widely used. However, the quaternary ammonium salt alone cannot give the hair a sufficiently smooth and moist feeling, and the irritation is not sufficiently reduced.

In order to cope with these conventional problems, a hair treatment composition using an amidoamine compound and a composition containing stearyl amidoamine lactate, alkylbenzene sulfonate, etc. (Japanese Patent Publication No. 48-1880). ,
A composition containing an amidoamine compound and a carboxylic acid compound (JP-A-62-51612), a composition containing an amidoamine compound and a phosphoric acid ester compound (JP-A-62-51611), and an amideamine compound. A composition containing a bis (2-alkyl-N-hydroxyethylimidazoline) chloroacetic acid complex type amphoteric surfactant (JP-A-64-6210), an amidoamine compound and bis (2-alkyl-N-hydroxyethylimidazoline). ) A composition containing a chloroacetic acid complex-type amphoteric surfactant and a high molecular silicone (Japanese Patent Laid-Open No. 2-160714) has been proposed, but such a composition reduces irritation to the human body. , Smooth feeling on hair,
In terms of softness, glossiness, and protection of hair, satisfactory effects have not been obtained.

Under these circumstances, there has been a strong demand for the development of a hair cosmetic composition which is excellent in imparting sufficient smoothness, flexibility and luster to the hair and has an excellent hair protecting effect.

[0005]

SUMMARY OF THE INVENTION The present invention has been made in view of the above circumstances, and has a sufficient smoothness, flexibility, and
An object of the present invention is to provide a hair cosmetic that imparts gloss and is excellent in hair protection effect.

[0006]

Means for Solving the Problems As a result of intensive studies to solve the above conventional problems, the present inventors have found that a specific amidoamine compound and one or two selected from higher alcohols and higher fatty acids are used. It has been found that the above problems can be solved by blending one or more oil-based additive components, an organic acid, and one or more amino-modified or ammonium-modified polymer silicones having a specific chemical structure,
Based on this finding, the present invention has been completed.

That is, according to the present invention, (A) the following general formula (I)

[0008]

Embedded image (In the formula, R ¹ represents a residue of a higher fatty acid having 13 to 23 carbon atoms; R ² represents an alkyl group having 1 to 4 carbon atoms; x is an integer of 2 to 4) An amidoamine compound, (B) a higher alcohol, one or more oily additive components selected from higher fatty acids, and (C)
An organic acid, and (D) the following general formula (II)

[0009]

Embedded image Where R ³ is a methyl group, or a part of R ³ is a methyl group and the remaining R ³ is a phenyl group; R ⁴ is the same group as R ⁵ or a methyl group or a hydroxyl group; R ⁵ is R ⁶ Z
[Here, R ⁶ represents a divalent alkylene group having 3 to 6 carbon atoms; Z is —NR ⁷ ₂ , —N ⁺ R ⁷ ₃ A ⁻ , —N.
_{^{R 7 (CH 2) a NR}} 7 2, -NR 7 (CH 2) a N +
R ⁷ ₃ A ^- and _{^{-NR 7 (CH 2) a N}} (R 7) C =
O (R ⁸⁾ (wherein R ⁷ represents an alkyl group having a hydrogen atom or 1 to 4 carbon atoms; R ⁸ represents an alkyl group having 1 to 4 carbon atoms; A represents a halogen atom; a is an integer of 2 to 6) represents a monovalent group selected from the group consisting of], and represents a substituent having an amino group or an ammonium group; m and n are each a positive integer, m + n Is 3,000 to 20,000, and n
/ M is 1/500 to 1 / 10,000}, and a hair cosmetic comprising one or more amino-modified or ammonium-modified polymeric silicone represented by the formula

[0010]

BEST MODE FOR CARRYING OUT THE INVENTION The hair cosmetic of the present invention will be described below in detail.

The amidoamine compound as the component (A) used in the present invention is represented by the above general formula (I) (in the formula, R ¹ ,
R ² and x are as defined above). Specifically, stearic acid diethylaminoethylamide, stearic acid dimethylaminoethylamide, palmitic acid diethylaminoethylamide, palmitic acid dimethylaminoethylamide, myristic acid diethylaminoethylamide, myristic acid dimethylaminoethylamide, behenic acid diethylaminoethylamide, Dimethylaminoethylamide behenate, diethylaminopropylamide stearate, dimethylaminopropylamide stearate, diethylaminopropylamide palmitate, dimethylaminopropylamide palmitate, diethylaminopropylamide myristate, dimethylaminopropylamide myristate, diethylaminopropyl behenate Examples include amides and dimethylaminopropylamide behenate And the like to. Among these, dimethylaminopropylamide stearate and diethylaminoethylamide stearate are preferably used. In the present invention, one or more of these amidoamine compounds can be arbitrarily used.

The blending amount of the component (A) is preferably 0.1 to 7.0% by weight, more preferably 0.5 to 5.0% by weight in the hair cosmetic composition of the present invention. If it is less than 0.1% by weight, it is not possible to impart sufficient smoothness and flexibility to the hair, while if it exceeds 7.0% by weight, the hair may become sticky.

As the component (B), one or more selected from higher alcohols and higher fatty acids are used. In the present invention, those having 14 to 24 carbon atoms are preferably used.

Specific examples of the higher alcohols include myristyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, batyl alcohol and isostearyl alcohol. Among them, cetyl alcohol, stearyl alcohol and behenyl alcohol are particularly preferable. Used.

Examples of the higher fatty acid include myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, isostearic acid, 12-hydroxystearic acid, and the like. Among them, palmitic acid, stearic acid, behenic acid. Particularly preferably used.

In the present invention, one or more of these higher alcohols and higher fatty acids can be optionally used. The content of the component (B) in the hair cosmetic composition of the present invention is preferably 0.5 to 10.0% by weight, more preferably 1.0 to 7.0% by weight. If it is less than 0.5% by weight, sufficient smoothness and flexibility cannot be imparted to the hair, while if it exceeds 10.0% by weight, the hair may become stiff.

The organic acid as the component (C) is, for example, citric acid, lactic acid, succinic acid, malic acid, L-glutamic acid,
Examples thereof include L-aspartic acid and pyrrolidone carboxylic acid, among which L-glutamic acid is particularly preferably used. One or more of these organic acids can be used arbitrarily.

The amount of the component (C) blended is preferably 0.01 to 6.0% by weight in the hair cosmetic composition of the present invention,
More preferably, it is 0.01 to 5.0% by weight. 0.0
If it is less than 1% by weight or exceeds 6.0% by weight, a stable hair cosmetic composition may not be obtained.

The amino-modified or ammonium-modified polymer silicone as the component (D) has the general formula (II) above.
(In the formula, R ³ , R ⁴ , R ⁵ , m and n are as defined above). In particular, in the above general formula (II), R
³ is a methyl group, R ⁴ is a methyl group, a hydroxyl group, and R ⁵ is-(C
_{H 2) 3 NH 2, -} (CH 2) 3 N (CH 3) 2, -
Those which are (CH ₂ ) ₃ N ⁺ (CH ₃ ) ₃ Cl ⁻ are preferably used.

In the above formula, m + n is 3,000 to 2
50,000 but preferably 4,000 to 20,0
00. When m + n is less than 3,000, it becomes oily,
When the hair protection effect is insufficient, on the other hand, when it exceeds 20,000, it becomes difficult to dissolve in other raw materials such as silicone oil,
Difficult to mix in hair cosmetics. Also, n / m is 1
/ 500 to 1 / 10,000, preferably 1 /
It is 500 to 2,000 / 1. If n / m exceeds 1/500, the content of amino groups or ammonium groups in the polymer silicone becomes high, and a crosslinking reaction or the like may occur during production, or it may be unfavorable from the viewpoint of raw material odor.
When it is less than 1 / 10,000, the interaction with hair becomes insufficient, and the durability of the hair protecting effect deteriorates.

The amino-modified or ammonium-modified polymer silicone used in the present invention can be produced by a conventional method. That is, for example, it can be produced by polycondensation reaction of γ-aminopropylmethyldiethoxysilane, cyclic dimethylpolysilixane, and hexamethyldisiloxane under an alkaline catalyst, but is not limited thereto. Of course. These modified polymer silicones are soft rubber-like, and even when used in large quantities or for long periods of time, there is no stickiness on the hair or scalp, giving the hair excellent luster and smooth feel, and a protective effect on the hair. It can be a hair cosmetic that can be enhanced.

When these high molecular silicones are blended in the cosmetic of the present invention, it is preferable to dissolve them in a liquid oil before blending. Of course, they may be separately incorporated into cosmetics and dissolved in the system. Examples of the liquid oil include chain silicone, cyclic silicone, and isoparaffin hydrocarbon.

The above chain silicone has the following general formula (II
I)

[0024]

Embedded image (In the formula, 1 represents an integer of 0 to 650). Examples of such chain silicone oil include dimethylpolysiloxane (viscosity 0.65 to 5000 cSt
/ 25 ° C) and the like.

The cyclic silicone has the following general formula (I
V)

[0026]

[Chemical 6] (In the formula, p represents an integer of 3 to 7). Examples of such a cyclic silicone include octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and tetradecamethylcyclohexasiloxane.

Suitable isoparaffinic hydrocarbons are those having a boiling point in the range of 60 to 260 ° C. under normal pressure. These are Isopar A (registered trademark), C, D, E and G. , H, K, L, M (all manufactured by Exxon), Shelsol 71 (registered trademark) (manufactured by Shell), Soltol 100 (registered trademark), 130, 220 (above). , All of which are manufactured by Phillip Co., etc., and are commercially available.

Any one kind or two or more kinds of these liquid oils can be used, and the total blending amount thereof is preferably 1 to 50 times (weight) with respect to the polymer silicone.

The blending amount of the component (D) is 0.01 to 10.0% by weight, preferably 0.1 to 7.0% by weight in the hair cosmetic composition of the present invention. If it is less than 0.01% by weight, sufficient smoothness and gloss cannot be imparted to the hair,
On the other hand, if it exceeds 10.0% by weight, the hair may become sticky.

The hair cosmetic composition of the present invention may optionally contain, in addition to the above-mentioned essential components, other components generally used in hair cosmetic compositions within a qualitative and quantitative range that does not impair the effects of the present invention. Can be used. For example, hydrocarbons such as liquid paraffin, petrolatum and squalane; ester oils such as isopropyl myristate and isopropyl palmitate; vegetable oils such as camellia oil, olive oil and avocado oil; polyglycerin fatty acid esters, polyoxyethylene fatty acid esters, polyoxyethylene Nonionic surfactants such as sorbitan monolaurate; cellulose derivatives such as methyl cellulose and hydroxyethyl cellulose; cationized polymers such as cationized cellulose; moisturizers such as propylene glycol and glycerin; polypeptides, other bactericides, antidandruff agents , Chelating agents, ultraviolet absorbers, coloring agents, fragrances, and the like, and one or more of these can be arbitrarily blended.

The hair cosmetics in the present invention mean any cosmetics used for hair, so-called hair cleansing agents such as shampoo, hair rinses, hair treatments,
It broadly includes so-called hair treatment agents such as hair packs. In addition, the type of use, such as a type that is applied to the hair at the time of use and thoroughly rinsed with hair and then rinsed with hot water or the like, or a type such as hair cream or hair spray that is not rinsed Can also include.

[0032]

EXAMPLES The present invention will be described in more detail with reference to the following Examples, but it should not be construed that the invention is limited thereto. In addition, the compounding amount is weight%.

Samples having the compositions shown in the following examples and comparative examples were prepared by a conventional method. Using each of these samples, according to the following evaluation criteria, smoothness, flexibility, gloss imparting effect on hair,
The hair protection effect was evaluated. The results are shown in Tables 1 to 4.
In Tables 1 to 4, as "amino-modified polymer silicone", in the general formula (II), R ³ and R ⁴ are methyl groups and R is R.
⁵ _{- (CH 2) 3 NH 2} , m = 1,000, n = 10
Used as the “ammonium-modified polymer silicone”, R ³ and R ⁴ are methyl groups, and R ⁵ is — (CH ₂ ).
₃ N ⁺ (CH ₃ ) ₃ Cl ⁻ , m = 18,000, n = 2
I used the one.

[Smoothness] Each sample was subjected to sensory evaluation of the smoothness of the hair during use and after use (after drying) after being continuously used for one week by a professional panel of 20 women. Evaluation A: 18 or more people answered that there was a smooth feeling B: 14-17 people answered that there was a smooth feeling C: 8-13 people answered that there was a smooth feeling D: 7 people or less answered that it was smooth Answered that there is a feeling.

[Flexibility] Each sample was continuously used for one week by 20 female professional panelists, during use and after use (after drying).
Sensory evaluation of the flexibility of the hair. Evaluation A: 18 or more people answered that they were flexible B: 14-17 people answered that they were flexible C: 8-13 people answered that they were flexible D: 7 people or less answered that they were flexible Answered

[Glossing effect on hair] 1 g of each sample was applied to a hair bundle of 500 to 600 lengths of 15 cm and 40
Rinse with shaking in 300 ml of warm water (100 cycles /
Min) was repeated twice, and the hair bundle was dried. 10 hairs are arbitrarily selected from this hair bundle, and the goniophotometer G
The reflected light distribution of the hair with respect to the incident light was measured by P-IR (manufactured by Murakami Color Research Laboratory Co., Ltd.), and the glossiness of the hair was determined by the formula shown below.

[0037]

[Equation 1] The effect of imparting gloss to the hair of each sample was evaluated as follows based on the gloss level G obtained by the above method. Evaluation A: Large effect of imparting gloss to hair (G> 15) B: Medium effect of imparting gloss to hair (15 ≧ G> 10) C: Small effect of imparting gloss to hair (10 ≧ G> 5) D: Hair There is no gloss imparting effect on the surface (5 ≧ G).

[Hair protection effect] 1 g of each sample has a length of 15 c
m, applied to 500-600 hair bundles, 40 ° C hot water,
Shaking rinse (100 cycles / min) in 300 ml
After repeated times, the hair tress was dried. The hair bundle was repeatedly brushed with a certain force and brushed 20,000 times, and the number of split ends and cuts generated was counted, and the split ends and cut incidences relative to the total number of hairs were calculated.

The occurrence rate Y% of each sample-treated hair was compared with the untreated split hair and broken hair occurrence rate X%, and Y / X
Was evaluated in the following manner. Evaluation A: Large hair protection effect (Y / X <0.5) B: Medium hair protection effect (0.5 ≦ Y / X <0.8) C: Small hair protection effect (0.8 ≦ Y / X < 1.0) D: No hair protection effect (1.0 ≦ Y / X)

[0040]

[Table 1]

[0041]

[Table 2]

[0042]

[Table 3]

[0043]

[Table 4] Example 28 (Hair rinse) (Ingredient) (wt%) Stearic acid diethylaminoethylamide 0.7 Cetyl alcohol 2.0 Stearyl alcohol 1.0 Amino-modified polymer silicone 2.0 (R ³ and R ⁴ are methyl groups; R ⁵ is _{- (CH 2) 3 NH 2} ; m = 10,000, n = 10) dimethylpolysiloxane (5cs) 10.0 Liquid paraffin 3.0 glycerin 5.0 L-glutamic acid 0.6 hydroxyethyl cellulose 0.5 preserving Agent Appropriate amount Colorant Appropriate amount Fragrance Appropriate amount Purified water Residue This hair rinse was excellent in smoothness, softness, gloss imparting effect and hair protecting effect.

Example 29 (Hair rinse) (Ingredient) (% by weight) Stearic acid Dimethylaminopropylamide 3.0 Stearic acid 3.0 Palmitic acid 2.0 Amino-modified polymer silicone 3.0 (R ³ , R ⁴ methyl group; R ⁵ is _{- (CH 2) 3 n (} CH 3) 2; m = 5,000, n = 5) dimethylpolysiloxane (20 cs) 15.0 cetyl 2-ethylhexanoate 2.0 POE (40 ) Hardened castor oil derivative 0.5 Propylene glycol 6.0 L-Glutamic acid 2.0 Citric acid 0.3 Hydroxyethyl cellulose 0.2 Preservative Amount A suitable amount of dye Amount of perfume An appropriate amount of purified water Residue This hair rinse has a smooth feeling, It was excellent in flexibility, gloss-imparting effect and hair-protecting effect.

Example 30 (Hair Treatment) (Ingredients) (% by Weight) Stearic Acid Diethylaminoethylamide 0.5 Stearic Acid Dimethylaminopropylamide 1.0 Cetyl Alcohol 2.0 Behenyl Alcohol 1.0 Stearic Acid 2.0 Ammonium modified silicone polymer 5.0 (R ³ is a methyl group; R ⁴ is a hydroxyl group; R ⁵ is ^{_{- (CH 2) 3 n +}} (CH 3) 3 Cl -; m = 18,000, n = 2) cyclic silicones 5 weight Body 20.0 2-octyldodecanol 2.0 Dimethylpolysiloxane (molecular weight 450,000) 1.0 POE (60) hydrogenated castor oil derivative 0.3 1,3-butylene glycol 5.0 L-glutamic acid 1.0 Citric acid 0.5 Preservative Suitable amount Colorant Suitable amount Perfume Suitable amount Purified water Residue This hair treatment provides smoothness, flexibility and luster. It had an excellent result and hair protection effect.

Example 31 (Shampoo) (Ingredient) (wt%) Polyoxyethylene (3) sodium lauryl ether sulfate 15.0 Coconut oil fatty acid amide propyl betaine 4.0 Coconut oil fatty acid diethanolamide 5.0 5.0 Ethylene glycol di Stearate 0.5 Cationized cellulose 0.5 (“Polymer JR400”; manufactured by Union Carbide) Stearic acid Diethylaminoethylamide 1.0 Stearic acid 0.6 Cetyl alcohol 0.6 Amino-modified polymer silicone 0.2 (R ³ , R ⁴ is a methyl group; R ⁵ is-(CH ₂ ) ₃ N (CH ₃ ) ₂ ; m = 5,000, n = 5) dimethylpolysiloxane (20 cs) 1.0 citric acid 0.2 L-glutamic acid 0 .3 Preservative Amount Dye Amount Fragrance Amount Purified water Residue This shampoo has a smooth feel, flexibility, and lightness. It was excellent in the effect of adding a pond and the effect of protecting the hair.

Example 32 (Hair rinse) (Ingredients) (% by weight) Stearic acid Diethylaminoethylamide 0.7 Cetyl alcohol 2.0 Stearyl alcohol 1.0 Amino-modified polymer silicone 2.0 (R ³ and R ⁴ are methyl; R ⁵ is _{- (CH 2) 3 NH 2} ; m = 10,000, n = 10) dimethylpolysiloxane (5cs) 10.0 Liquid paraffin 3.0 glycerin 5.0 L-aspartic acid 0.6 hydroxyethyl cellulose 0.5 Preservative Appropriate amount Colorant Appropriate amount Fragrance Appropriate amount Purified water Residue This hair rinse was excellent in smoothness, flexibility, gloss imparting effect and hair protecting effect.

[0048]

As described above in detail, according to the present invention, it is possible to provide a hair cosmetic composition which can impart sufficient smoothness, flexibility and luster to hair and has an excellent hair protecting effect. There is an effect that can be.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Katsuo Hashimoto 1050 Shinba Town, Kohoku Ward, Yokohama City, Kanagawa Prefecture Shiseido Daiichi Research Center

Claims (2)

[Claims] (A) The following general formula (I): (In the formula, R ¹ represents a residue of a higher fatty acid having 13 to 23 carbon atoms; R ² represents an alkyl group having 1 to 4 carbon atoms; x is an integer of 2 to 4) An amidoamine compound, (B) a higher alcohol, one or more oily additive components selected from higher fatty acids, and (C)
An organic acid and (D) the following general formula (II) Where R ³ is a methyl group, or a part of R ³ is a methyl group and the remaining R ³ is a phenyl group; R ⁴ is the same group as R ⁵ or a methyl group or a hydroxyl group; R ⁵ is R ⁶ Z
[Here, R ⁶ represents a divalent alkylene group having 3 to 6 carbon atoms; Z is —NR ⁷ ₂ , —N ⁺ R ⁷ ₃ A ⁻ , —N.
_{^{R 7 (CH 2) a NR}} 7 2, -NR 7 (CH 2) a N +
R ⁷ ₃ A ^- and _{^{-NR 7 (CH 2) a N}} (R 7) C =
O (R ⁸⁾ (wherein R ⁷ represents an alkyl group having a hydrogen atom or 1 to 4 carbon atoms; R ⁸ represents an alkyl group having 1 to 4 carbon atoms; A represents a halogen atom; a is an integer of 2 to 6) represents a monovalent group selected from the group consisting of], and represents a substituent having an amino group or an ammonium group; m and n are each a positive integer, m + n Is 3,000 to 20,000, and n
/ M is 1/500 to 1 / 10,000}, and a hair cosmetic composition comprising one or more amino-modified or ammonium-modified polymeric silicone represented by the formula: 2. The component (A) is added to the total amount of the hair cosmetic in an amount of 0.
1-7.0 wt%, (B) component 0.5-10.0 wt%, (C) component 0.01-6.0 wt%, (D) component 0.01-10.0 The hair cosmetic composition according to claim 1, wherein the hair cosmetic composition is blended in a weight percentage.