JP2000143459A - Hair cosmetic - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a hair cosmetic capable of imparting good flexibility, smoothness, moist touch and dry touch to hair by adding a specific cationic surfactant exhibiting good biodegradability, a higher alcohol and a silicone. SOLUTION: This hair cosmetic contains (A) a cationic surfactant of formula I (R1 is a 7-37C alkyl or alkenyl; R2 is a 2-5C alkenyl; R3-R5 are each a 1-4C alkyl, an alkenyl or a hydroxyalkyl; X- is an anion) (for example, a compound of formula II), (B) a higher alcohol (a higher alcohol having an alkyl or alkenyl group, for example, cetyl alcohol), and (C) a silicone for example, a dimethylpolysiloxane of formula III [(a) is 3-20,000], and has pH 2.5-4.5. The components A, B and C are contained in amounts of 0.1-20 wt.%, 0.1-30 wt.%, and 0.01-20 wt.%, respectively.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION The present invention contains a cationic surfactant having good decomposability by microorganisms and is excellent in imparting good softness and smoothness to hair, as well as moist and dry feeling. The present invention relates to a hair cosmetic that exerts an advantageous effect.

[0002]

2. Description of the Related Art Hair cosmetics are required to impart flexibility and smoothness to hair. Cetyl trimethylammonium chloride, a cationic surfactant, Quaternary ammonium salts having a long-chain alkyl group such as stearyltrimethylammonium chloride, behenyltrimethylammonium chloride, and dicetyldimethylammonium chloride are used, but are poor in microbial degradability (hereinafter referred to as "biodegradability"). have. From the viewpoint of environmental protection, a base excellent in biodegradability is required.

[0003] An object of the present invention is to provide a hair cosmetic which contains a cationic surfactant excellent in biodegradability and can impart good flexibility, smoothness, and a moist and dry feeling to hair. To provide a fee.

[0004]

According to the present invention, a specific cationic surfactant has good biodegradability and, when used together with a higher alcohol and silicone, has good flexibility and smoothness for hair. We found that we can give a moist feeling and a smooth feeling, and it was completed. That is, the present invention provides: (a) a cationic surfactant represented by the general formula (I)

[0005]

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[Wherein, R ¹ is a linear or branched alkyl or alkenyl group having 7 to 37 carbon atoms, and R ² is a carbon atom having 2 to 37 carbon atoms.
5 linear or branched alkylene groups, R ³ , R ⁴ and R ⁵
Are the same or different and each represent a linear or branched alkyl group, alkenyl group or hydroxyalkyl group having 1 to 4 carbon atoms, and X ^- represents an anion. A hair cosmetic containing (b) higher alcohol (c) silicones and having a pH of 2.5 to 4.5.

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION In the cationic surfactant (a) used in the present invention, R ¹ is a linear or branched alkyl group or alkenyl having 7 to 21 carbon atoms, particularly 11 to 18 carbon atoms. Groups are preferred. R ² is preferably an ethylene group or an n-propylene group. R ³ , R ⁴ and R ⁵ are preferably a methyl group, an ethyl group, a hydroxyethyl group or a hydroxypropyl group.
Examples of the anion represented by X ⁻ include a halogen ion such as Cl ⁻ and Br ^{− and} an alkyl sulfate ion having 1 to 5 carbon atoms (C
_{^{H 3 SO 4 -, C 2}} H 5 S0 4 -, C 3 H 7 SO 4 - , etc.), alkyl carbonate ion
(CH ₃ CO ₃ ⁻ ) and the like, and Cl ⁻ , Br ⁻ , CH ₃ S
O ₄ ⁻ , C ₂ H ₅ SO ₄ ⁻ and CH ₃ CO ₃ ⁻ are preferable, and Cl ⁻ and Br ⁻ are more preferable.

Preferred specific examples of the cationic surfactant (a) include the following compounds.

[0009]

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The cationic surfactant of the component (a) is obtained by reacting a fatty acid or a fatty acid derivative such as a fatty acid lower alkyl ester, a fat or oil with an N, N-dialkylamine to obtain an alkylamidoamine, which is then converted to an alkyl halide or the like. By quaternization with a quaternizing agent. The reaction molar ratio of the fatty acid or its derivative and N, N-dialkylamine is
N, N-dialkylamine / fatty acid or derivative thereof = 1.
It is preferably from 0 to 3.0, and more preferably from 1.0 to 2.0. The reaction temperature is preferably from 40 to 200 ° C, more preferably from 50 to 180 ° C. The fatty acid or its derivative and the N, N-dialkylamine can be charged at once and reacted after the temperature is raised, but the fatty acid or its derivative is reacted while adding the N, N-dialkylamine to the heated fatty acid or its derivative. As a result, the reactivity can be further increased, and a highly pure alkylamidoamine can be obtained. In addition, by using an acid catalyst such as sulfuric acid or paratoluenesulfonic acid in the case of a fatty acid and an alkali catalyst such as sodium methylate in the case of a fatty acid derivative, the reaction can be performed more efficiently in a short time.

As the higher alcohol of the component (b) of the present invention, higher alcohols having a linear or branched alkyl group or alkenyl group, preferably a linear or branched alkyl group having 12 to 26 carbon atoms or Higher alcohols having an alkenyl group, more preferably cetanol, cetyl alcohol, stearyl alcohol, aralkyl alcohol, behenyl alcohol, calanavir alcohol,
Higher alcohols such as seryl alcohol are exemplified, and cetanol is particularly preferred. The cetanol of the present invention contains cetyl alcohol as a main component and higher alcohols such as stearyl alcohol and oleyl alcohol.

The silicones of the component (c) of the present invention include, for example, the following (A) to (K). (A) Dimethylpolysiloxane represented by the following formula (II)

[0013]

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(In the formula, a represents a number of 3 to 20,000.) (B) Methylphenylpolysiloxane (C) Amino-modified silicone Particularly preferred amino-modified silicone is represented by formula (III).

[0015]

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[Wherein R ⁶ is

[0017]

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[0018] (wherein, R ⁷ represents a divalent hydrocarbon group, R ⁸
Is -OCH ₂ CH _2- ,

[0019]

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R ⁹ and R ^{10 each} represent a hydrogen atom or a monovalent hydrocarbon group, d and e each represent an integer of 0 to 6, and Y ⁻ represents a halogen ion or an organic anion. Represents a group. b and c represent an integer depending on the molecular weight. ] Further preferred, R ⁶ is _{- (CH 2) 3 -NH- (} CH 2) 2 -NH
₂ , having an average molecular weight of about 3000 to 100,000 (Amodimethicone).

The above-mentioned amino-modified silicone is preferably used as an aqueous emulsion. The aqueous emulsion is prepared, for example, according to the method described in JP-B-56-38609.
It is obtained by emulsion polymerization of a cyclic diorganopolysiloxane and an organodialkoxysilane in the presence of a quaternary ammonium salt-based surfactant and water. When the amino-modified silicone is used as an aqueous emulsion,
The amount of the amino-modified silicone contained in the aqueous emulsion is preferably from 20 to 60% by weight, more preferably from 30 to 50% by weight. Preferred amino-modified silicone aqueous emulsions include SM8704C (manufactured by Toray Silicone Co., Ltd.) and D
C939 (manufactured by Dow Corning Co., Ltd.).

(D) fatty acid-modified polysiloxane, (E) alcohol-modified silicone, (F) aliphatic alcohol-modified polysiloxane, (G) polyether-modified silicone, (H) epoxy-modified silicone, (I) fluorine-modified silicone,
(J) cyclic silicone, (K) alkyl-modified silicone.

In these silicones, rinsing,
In the case of a hair cosmetic of a rinse-off type such as a conditioner, the above (A) [In the formula (II), a can be selected from 3 to 20,000 depending on the purpose of the finished feeling, but a light finished type Is preferably 100 to 1000), (C)
, (F), (G) and (J) are preferred. Further, in the case of hair cosmetics of the type without soot such as hair cream and leave-on treatment, the above-mentioned (A) [for the purpose of reducing the oily feeling, 2000-8000 are preferred], (B), (C), (G) and (J) are preferred.

The content of the component (a) in the hair cosmetic composition of the present invention is preferably from 0.1 to 20% by weight, more preferably from 1 to 10% by weight. Good feeling is obtained at 0.1% by weight or more, and 20% by weight
In the following, there is no problem in the stability of the product such as precipitation, solidification, and separation during storage. The content of the component (b) is preferably from 0.1 to 30% by weight, more preferably from 1 to 20% by weight. When the content is 0.1% by weight or more, the flexibility and moist feeling unique to higher alcohols are exhibited, and when the content is 30% by weight or less, there is no problem in product stability. (c) The content of the component is preferably 0.01 to 20% by weight,
1-10% by weight is more preferred. When the content is 0.01% by weight or more, a feeling peculiar to silicone is exhibited.

The proportion of the component (a) and the component (b) in the hair cosmetic composition of the present invention is determined from the viewpoint of the emulsion stability of alcohol.
/ (B) (weight ratio) = 10/1 to 1/10, preferably 1/1 to 1
1/10 is more preferred. Also, the sum of components (a) and (b)
(c) From the viewpoint of product stability, [(a) +
(b)] / (c) (weight ratio) = 10/1 to 1/10, preferably 10 /
1 to 1/1 is more preferred.

In addition to the above components, the hair cosmetic composition of the present invention may further comprise, if necessary, a cationic surfactant, anionic surfactant, nonionic surfactant, nonionic surfactant, amphoteric surfactant other than component (a). Surfactants, hydrocarbons, lanolin derivatives, higher fatty acid esters, higher fatty acids, oils and fats, glycerin, humectants, cationic polymers, polysaccharides, polypeptides, pearlizing agents, solvents, liquid crystal forming bases, fragrances Aromatic sulfonic acids, dyes, fragrances, propellants, chelating agents, pH adjusters, preservatives, antidandruff agents and the like can be appropriately compounded within a range that does not impair the object of the present invention. These components can be blended singly or in combination of two or more in consideration of the properties of each. From the viewpoint of the stability of the cationic surfactant, the pH of the hair cosmetic of the present invention is 2.5.
To 4.5, preferably 3.0 to 4.0. If necessary to obtain a desired pH, an organic acid such as citric acid and lactic acid, an inorganic acid, and the like can be used.

The hair cosmetic composition of the present invention comprises an aqueous solution, an ethanol solution, an emulsion, a suspension, a gel, a liquid crystal,
It can be made into a desired dosage form such as solid or azool.

[0028] The hair cosmetic composition of the present invention comprises a hairline, a hair conditioner, a hair treatment, a hairpack,
It can be used for hair cream, conditioning mousse, hair mousse, hair spray, shampoo, leave-on treatment and the like.

[0029]

The hair cosmetic of the present invention contains a cationic surfactant excellent in biodegradability, so that it is more environmentally friendly than a hair cosmetic using a normal cationic surfactant. And it can impart good softness, smoothness, moist feeling and dry feeling to hair.

[0030]

Example 1 A hair rinse agent having the composition shown in Table 2 using the cationic surfactants 1 to 4 shown in Table 1 or the conventional cationic surfactant shown in Table 2 for comparison (the present invention) Products 1-4 and Comparative Product 1
To 4) were produced by a conventional method. The pH of the product of the present invention is 2.5 to
It was within 4.5. These hair rinse agents were subjected to a sensory evaluation of flexibility and the like by the following method. Table 2 shows the results.

Further, the cationic surfactant 1 of the present invention and comparative cetyltrimethylammonium chloride were subjected to a biodegradability test by the following method. The results are shown in FIG.

[0032]

[Table 1]

<Evaluation method> Using a commercially available shampoo mainly composed of an anionic surfactant, bundle 20 g (length: 20 cm, average diameter: 60 μm) of hair of a Japanese woman who has not been subjected to chemical treatment such as cold perm. And washed. Thereafter, 2.0 g of a hair rinsing agent was evenly applied and rinsed with running water at 40 ° C. for 30 seconds.
The softness and smoothness of the hair during the rinsing, and the moist feeling and the dry feeling upon drying after sufficient drying with a drier after towel drying were evaluated according to the following criteria. ◎: Very good, ○: Good, ×: Poor <Biodegradability test method> OECD Test Guideline 301C
Applicable method (coulometer method), test substance: 15 mg / L, sludge at treatment plant: 50.0 mg / L, test period: 7 days As is clear from the results of the biodegradability test in FIG. The agent had good biodegradability,
Cetyltrimethylammonium chloride, which has been conventionally used, was inferior in biodegradability.

[0034]

[Table 2]

Note) *: Cetanol is a mixture of cetyl alcohol / stearyl alcohol in a weight ratio of 7/3. The same applies to the following examples. Example 2 A hair rinse having the following composition was produced. Cationic surfactant 1 1.0% by weight Cetanol 3.0% by weight Dimethylpolysiloxane (average molecular weight 9,000) 3.0% by weight Polyether-modified silicone 1.0% by weight Isopropyl palmitate 0.5% by weight Propylene glycol 3.0% by weight Diethylene glycol monoethyl ether 1.0% by weight 50 % Citric acid aqueous solution 0.06% by weight Fragrance, methyl paraben Appropriate amount Purified water balance This rinse showed a good feeling when wet and after drying.

Example 3 A hair rinse having the following composition was produced. Cationic surfactant 2 1.0 wt% Cetanol 3.5 wt% Dimethylpolysiloxane (average molecular weight 9,000) 2.5 wt% Palmitic acid 0.2 wt% Isopropyl palmitate 0.5 wt% Pentaerythritol isostearylglycidyl ether 0.5 wt% Diethylene glycol monobutyl ether 5.0 wt% 50% citric acid aqueous solution 0.06% by weight Fragrance, methyl paraben Appropriate amount Purified water balance This rinse showed a good feeling when wet and after drying.

Example 4 A hair treatment having the following composition was produced. Cationic surfactant 3 2.0% by weight Cetanol 7.0% by weight Dimethylpolysiloxane (average molecular weight 9,000) 5.0% by weight Polyoxyethylene sorbitan monostearate 0.5% by weight (average number of moles of ethylene oxide added = 20) Behenic acid 1.0% by weight Di Propylene glycol 6.0% by weight Glycerin 10.0% by weight 50% aqueous citric acid solution 0.6% by weight Fragrance, methyl paraben Appropriate amount Purified water balance The hair treatment showed a good feeling when wet and after drying.

[Brief description of the drawings]

FIG. 1 is a graph showing the biodegradability test results of the cationic surfactant 1 of the present invention and comparative cetyltrimethylammonium chloride.

 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Atsushi Nakashimada 2-1-3 Bunka, Sumida-ku, Tokyo Within Kao Research Institute (72) Inventor Makoto Kubo 1334 Minato, Wakayama-shi, Wakayama Research Kao Corporation In-house (72) Inventor Takaya Sakai 1334 Minato, Wakayama City, Wakayama Prefecture Inside Kao Corporation Research Laboratory (72) Inventor Akira Fujio 1334 Minato, Wakayama City, Wakayama Prefecture Research Center Kao Corporation Research Center F-term (reference) AC182 AC242 AC302 AC352 AC402 AC641 AC642 AC691 AC692 AC842 AD151 AD152 AD162 BB06 CC31 CC33 CC39 DD27 EE06 EE28 4H003 AE04 BA12 DA02 EB04 EB08 EB37 ED02 FA23

Claims (1)

[Claims] (A) a cationic surfactant represented by the general formula (I): Wherein R ¹ is a linear or branched alkyl or alkenyl group having 7 to 37 carbon atoms, R ² is a linear or branched alkylene group having 2 to 5 carbon atoms, R ³ , R ⁴ and R ⁵ are the same or different and each represents a linear or branched alkyl group, alkenyl group or hydroxyalkyl group having 1 to 4 carbon atoms, X ^-
Represents an anion. A hair cosmetic containing (b) a higher alcohol (c) silicones and having a pH of 2.5 to 4.5.