JP3522025B2 - Hair cosmetics - Google Patents

Description

Description: BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to hair cosmetics,
More specifically, the present invention relates to a hair cosmetic composition which imparts sufficient smoothness, flexibility, and gloss to hair and has an excellent hair protection effect. 2. Description of the Related Art Conventionally, in hair cosmetics, a hair cleaning agent such as a shampoo has an anionic surfactant as a main component, and therefore, not only is it possible to protect the hair surface but also to protect the hair surface when washing the hair. Oil is also removed at the same time, the hair loses its flexibility and gloss, 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 could not impart sufficient smoothness and moistness to the hair and did not sufficiently reduce irritation. In order to address these conventional problems, a hair treatment composition using an amidoamine compound or a composition containing a stearylamidoamine lactate, an alkylbenzenesulfonate or the like (Japanese Patent Publication No. 48-1880). ,
Compositions containing an amidoamine compound and a carboxylic acid compound (JP-A-62-51612), compositions containing an amidoamine compound and a phosphate ester compound (JP-A-62-51611), Composition containing bis (2-alkyl-N-hydroxyethylimidazoline) chloroacetic acid complex type amphoteric surfactant (JP-A-64-6210), 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 Application Laid-Open No. 2-160714) has been proposed, but such a composition has reduced irritation to the human body. , Smooth feeling to hair,
Sufficient effects have not been obtained in terms of flexibility, gloss and hair protection. [0004] Under these circumstances, there has been a strong demand for the development of hair cosmetics which are excellent in imparting sufficient smoothness, flexibility and gloss to hair and which have an excellent hair protection effect. 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 which imparts gloss and has an excellent hair protection effect. The present inventors have conducted intensive studies to solve the above-mentioned conventional problems, and as a result, have found that a specific amidoamine compound, a higher alcohol and a higher fatty acid selected from a higher alcohol and a higher fatty acid are available. It has been found that the above problems can be solved by blending one or more kinds of oily additive components, an organic acid, and one or more kinds of amino-modified or ammonium-modified polymer silicone 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): (In the formula, R ¹ is an amino acid of a higher fatty acid having 13 to 23 carbon atoms.
It represents alkyl residue; R ² represents an alkyl group having 1 to 4 carbon atoms; and 0.1 to 7.0 wt% represented by amidoamine compound x is an integer from 2 to 4), ( B) 0.5 to 10.0% by weight of one or more oily additives selected from higher alcohols and higher fatty acids;
(C) Organic acid (excluding higher fatty acids) in an amount of 0.01 to
6.0% by weight , and (D) the following general formula (II): {Wherein, R ³ represents a methyl group remaining R ³ is a phenyl group or a methyl group portion of R ^3,; R ⁴ represents the same group or a methyl or hydroxyl group and R ^5; R ⁵ is R ⁶ Z [wherein R ⁶ represents a divalent alkylene group having 3-6 carbon atoms; Z is _{^{-NR 7 2, -N + R 7}} 3 a -, -NR 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 a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R ⁸ has 1 to 4 carbon atoms A represents a halogen atom; a represents a monovalent group selected from the group consisting of 2 to 6), and represents a substituent having an amino group or an ammonium group represented by the following formula: M and n are each a positive integer, and m + n is 3,0
00 to 20,000, and n / m is 1/500 to 1 /
Of amino-modified or ammonium-modified silicone polymer represented by 10,000} one or more
A hair cosmetic comprising 0.01 to 10.0% by weight is provided. BEST MODE FOR CARRYING OUT THE INVENTION The hair cosmetic of the present invention will be described in detail below. The amidoamine compound as the component (A) used in the present invention is represented by the general formula (I) (wherein R ¹ ,
R ² and x are as defined above). Specifically, diethylaminoethylamide stearate, dimethylaminoethylamide stearate, diethylaminoethylamide palmitate, dimethylaminoethylamide palmitate, diethylaminoethylamide myristate, dimethylaminoethylamide myristate, diethylaminoethylamide behenate, 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. [0012] Such (A) amount of component Ri 0.1 to 7.0 wt% der in the present invention the hair cosmetic composition, more preferably from 0.5 to 5.0 wt%. If it is less than 0.1% by weight, sufficient smoothness and flexibility cannot be imparted to the hair,
On the other hand, if it exceeds 7.0% by weight, the hair may be 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 alcohol include myristyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, butyl alcohol, and isostearyl alcohol. Among them, cetyl alcohol, stearyl alcohol, and behenyl alcohol are particularly preferable. Used. Examples of the higher fatty acids 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 and behenic acid are exemplified. Particularly preferably used. In the present invention, one or more of these higher alcohols and higher fatty acids can be arbitrarily used. The amount of such a component (B), Ri 0.5 to 10.0 wt% der in the present invention the hair cosmetic composition, more preferably from 1.0 to 7.0 wt%. If it is less than 0.5% by weight, sufficient smoothness and flexibility cannot be imparted to the hair,
On the other hand, if it exceeds 10.0% by weight, the hair may be stiff. The organic acid as the component (C) includes, for example, citric acid, lactic acid, succinic acid, malic acid, L-glutamic acid,
Examples thereof include L-aspartic acid and pyrrolidone carboxylic acid. Among them, L-glutamic acid is particularly preferably used. One or more of these organic acids can be used arbitrarily. [0018] Such blend quantity of the component (C), Ri invention hair cosmetic composition from 0.01 to 6.0 wt% der, more preferably from 0.01 to 5.0 wt%. If it is less than 0.01% by weight or exceeds 6.0% by weight, a stable hair cosmetic may not be obtained. The amino-modified or ammonium-modified high molecular silicone as the component (D) is represented by the general formula (II):
(Wherein, 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, -
(CH ₂ ) ₃ N ⁺ (CH ₃ ) ₃ Cl ⁻ is preferably used. In the above formula, m + n is 3,000 to 2
4,000, preferably from 4,000 to 20,000.
00. If m + n is less than 3,000, it becomes oily,
Insufficient hair protection effect, while if 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 /
500 to 2,000 / 1. If n / m exceeds 1/500, the content of amino groups or ammonium groups in the high molecular silicone increases, and a cross-linking reaction or the like occurs during production, or it is not preferable from the viewpoint of raw material odor.
If it is less than 1 / 10,000, the interaction with the hair becomes insufficient, and the durability of the hair protection effect is deteriorated. The amino-modified or ammonium-modified high molecular silicone used in the present invention can be produced by a conventional method. That is, for example, it can be produced by a polycondensation reaction of γ-aminopropylmethyldiethoxysilane, cyclic dimethylpolysilixane, and hexamethyldisiloxane under an alkali catalyst, but it is not limited thereto. Of course. These modified high molecular silicones are soft rubber-like, have no stickiness on the hair and scalp even when used in large quantities or are continuously used for a long time, and impart excellent gloss and smooth feel to hair, and have a protective effect on hair. It can be a hair cosmetic that can be enhanced. When these high molecular silicones are incorporated into the cosmetic of the present invention, it is preferable to dissolve them in a liquid oil and incorporate them. Of course, they may be separately blended in the cosmetic and dissolved in the system. Examples of the liquid oil include a chain silicone, a cyclic silicone, and an isoparaffin hydrocarbon. The chain silicone is represented by the following general formula (II)
I) (Where l represents an integer of 0 to 650). Examples of such a chain silicone oil include dimethylpolysiloxane (having a viscosity of 0.65 to 5000 cSt).
/ 25 ° C). The cyclic silicone has the following general formula (I)
V) (Where p represents an integer of 3 to 7). Examples of such a cyclic silicone include octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and tetradecamethylcyclohexasiloxane. Preferred examples of the isoparaffinic hydrocarbon include those having a boiling point in the range of 60 to 260 ° C. at normal pressure. These include Isopar A (registered trademark), C, D, E, and G. , H, K, L, M (all exxon), Shelsol 71 (registered trademark) (shell), Soltor 100 (registered trademark), 130, 220 (all , All of which are manufactured by Phillip Inc.) and are commercially available. Any one or more of these liquid oils can be used, and the total amount thereof is preferably 1 to 50 times (by weight) the high molecular silicone. The 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 of the present invention may contain, if necessary, in addition to the above essential components, other components generally used in hair cosmetics within a qualitative and quantitative range which does not impair the effects of the present invention. Can be used. For example, hydrocarbons such as liquid paraffin, vaseline, 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, and polyoxyethylene Nonionic surfactants such as sorbitan monolaurate; cellulose derivatives such as methylcellulose and hydroxyethylcellulose; cationized polymers such as cationized cellulose; humectants such as propylene glycol and glycerin; polypeptides, other fungicides, and dandruff agents , A chelating agent, an ultraviolet absorber, a coloring agent, a fragrance, and the like, and one or more of these can be arbitrarily blended. The hair cosmetics according to the present invention mean any cosmetics used for hair, so-called hair cleansing agents such as shampoos, hair rinses, hair treatments, and the like.
It widely includes so-called hair treatment agents such as hair packs. In addition, the type of use, such as the type that is applied to the hair at the time of use, and then thoroughly rinsed with hot water after rinsing, or the type that is not rinsed off such as hair cream, hair spray, etc. May also be included. EXAMPLES The present invention will be described in more detail with reference to the following examples, which should not be construed as limiting the invention. 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, smooth feeling, 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, in the above general formula (II), “amino-modified high molecular silicone”, R ³ and R ⁴ are methyl groups,
⁵ _{- (CH 2) 3 NH 2} , m = 1,000, n = 10
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
Was used. [Smoothness] Each sample was used continuously for one week by a professional panel of 20 women, and the smoothness of the hair during and after use (after drying) was organoleptically evaluated. Evaluation A: 18 or more people answered that there was smoothness B: 14 to 17 people answered that there was smoothness C: 8 to 13 people answered that there was smoothness D: 7 or less answered that there was smoothness Answer that there is a feeling. [Flexibility] Each sample was continuously used for one week by a professional panel of 20 women, during use and after use (after drying).
Were evaluated organoleptically for their flexibility. Evaluation A: 18 or more respondents with flexibility B: 14 to 17 respondents with flexibility C: 8 to 13 respondents with flexibility D: 7 or less respondents with flexibility Answer that there is. [Effect of imparting gloss to hair] 1 g of each sample was applied to a bundle of 500 to 600 hairs having a length of 15 cm, and
Rinsing with shaking in 300 ml of warm water (100 cycles /
) Was repeated twice, and then the hair bundle was dried. Arbitrarily select ten hairs from this hair bundle, and use a 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 following equation (1). ## EQU1 ## The gloss imparting effect on the hair of each sample was evaluated as follows by the gloss G obtained by the above method. Evaluation A: Large gloss imparting effect to hair (G> 15) B: Medium gloss imparting effect to hair (15 ≧ G> 10) C: Small gloss imparting effect to hair (10 ≧ G> 5) D: Hair No gloss imparting effect (5 ≧ G). [Hair protection effect] 1 g of each sample is 15 c in length
m, applied to 500-600 hair bundles, 40 ° C hot water,
Shake rinse (100 cycles / min) in 300 ml for 2
After repeating this time, the hair tress was dried. The hair bundles were 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 with respect to the total number of hairs were calculated. The occurrence rate Y% of each sample-treated hair was compared with the occurrence rate of untreated split ends and cut hairs X%.
Was evaluated as follows according to the value of 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) [Table 2] [Table 3] [Table 4] Example 28 (Hair rinse) (Ingredients) (% by weight) Diethylaminoethylamide stearate 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 Dye appropriate amount Fragrance appropriate amount Purified water residue This hair rinse was excellent in smoothness, flexibility, gloss imparting effect and hair protecting effect. Example 29 (Hair rinse) (Blend component) (% by weight) Dimethylaminopropylamide stearate 3.0 Stearic acid 3.0 Palmitic acid 2.0 Amino-modified high molecular 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 ) Hydrogenated castor oil derivative 0.5 propylene glycol 6.0 L-glutamic acid 2.0 citric acid 0.3 hydroxyethylcellulose 0.2 preservative suitable amount pigment proper amount perfume suitable amount 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) (Weight%) Diethylaminoethylamide stearate 0.5 Dimethylaminopropylamide stearate 1.0 Cetyl alcohol 2.0 Behenyl alcohol 1.0 Ammonium stearate 2.0 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 Form 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 Preservatives qs dye qs perfume qs Purified water residue This hair treatment gives a smooth feeling, flexibility and gloss It had an excellent result and hair protection effect. Example 31 (Shampoo) (Ingredients) (% by weight) Polyoxyethylene (3) sodium lauryl ether sulfate 15.0 Coconut oil fatty acid amidopropyl betaine 4.0 Coconut oil fatty acid diethanolamide 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; is _{^{R 5 - (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 Preservatives qs dye qs perfume qs purified water residue This shampoo has a smooth, soft, light It was excellent in imparting effect and hair protection effect. Example 32 (Hair rinse) (Components) (% by weight) Diethylaminoethylamide stearate 0.7 Cetyl alcohol 2.0 Stearyl alcohol 1.0 Amino-modified high molecular silicone 2.0 (R ³ and R ⁴ are Methyl group; 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 Dye appropriate amount Fragrance appropriate amount Purified water residue This hair rinse was excellent in smoothness, flexibility, gloss imparting effect and hair protecting effect. As described in detail above, according to the present invention, a hair cosmetic which can impart sufficient smoothness, flexibility and gloss to hair and has an excellent hair protection effect can be obtained. This has the effect that it can be provided.

──────────────────────────────────────────────────続 き Continuation of front page (72) Inventor Katsuo Hashimoto 1050 Nippa-cho, Kohoku-ku, Yokohama-shi, Kanagawa Prefecture Shiseido First Research Center Co., Ltd. (56) References JP-A-4-283237 (JP, A) Hei 5-85918 (JP, A) Special table Hei 5-507471 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) A61K ^7/ 00-7/50

Claims (1)

(57) [Claim 1] (A) The following general formula (I) (In the formula, R ¹ is an amino acid of a higher fatty acid having 13 to 23 carbon atoms.
It represents alkyl residue; R ² represents an alkyl group having 1 to 4 carbon atoms; and 0.1 to 7.0 wt% represented by amidoamine compound x is an integer from 2 to 4), ( B) 1 selected from higher alcohols and higher fatty acids
0.5 to 10.0 weight of one or more oily additive components
% (C) organic acid (excluding higher fatty acids) from 0.01 to
And 6.0 wt%, (D) the following general formula (II) ## STR2 ## {Wherein, R ³ represents a methyl group remaining R ³ is a phenyl group or a methyl group portion of R ^3,; R ⁴ represents the same group or a methyl or hydroxyl group and R ^5; R ⁵ is R ⁶ Z [wherein R ⁶ represents a divalent alkylene group having 3-6 carbon atoms; Z is _{^{-NR 7 2, -N + R 7}} 3 a -, -NR 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 a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R ⁸ has 1 to 4 carbon atoms A represents a halogen atom; a represents a monovalent group selected from the group consisting of 2 to 6), and represents a substituent having an amino group or an ammonium group represented by the following formula: M and n are each a positive integer, and m + n is 3,0
00 to 20,000, and n / m is 1/500 to 1 /
Of amino-modified or ammonium-modified silicone polymer represented by 10,000} one or more
A hair cosmetic comprising 0.01 to 10.0% by weight .