JP2005097157A - Hair cosmetic - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To prepare a hair cosmetic which has an excellent preventing effect on the fading of hair dyed with a dye and gives an excellent sense of use and an excellent sense of finish. <P>SOLUTION: This hair cosmetic contains a long chain alkyl-containing slightly water-soluble quaternary ammonium type cationic surfactant and has adjusted pH 3 to 6. The excellent fading-preventing effect, the excellent sense of use and the excellent sense of finish are given to the hair dyed with a dye such as an oxidation dye or an acidic dye. <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

  The present invention relates to a cosmetic for hair. More specifically, the present invention is a cosmetic for hair containing a specific poorly water-soluble quaternary ammonium type cationic surfactant containing a long-chain alkyl, which is excellent in anti-fading effect for used hair and used. The present invention relates to a cosmetic for hair that is excellent in feel and finish.

In recent years, the number of treatments for hair dyeing for hair as well as gray hair dyeing has increased, and there is a demand for color retention of dyed hair. Fading is caused by the discoloration of the dye in the hair due to detachment and structural changes. In order to improve the fastness of dyeing, many adjustments to the components of hair dye compositions, the use of polymers, and aftercare agents have been proposed.
For example, it has been proposed that a dye-protecting composition using silicone having a thiol group is effective for fading prevention against dyeing with an oxidation dye (Patent Document 1). However, since silicone having a thiol group is easily reduced, hair cosmetics containing silicone having a thiol group have a problem in long-term stability as a product form. A hair treatment agent composed of a surfactant derived from a natural polysaccharide polymer, polyethylene glycol and lanolin has been proposed (Patent Document 2), but there is a problem in terms of usability. In addition, a hair-washing cosmetic comprising a polyphenol, an anionic surfactant, an amphoteric surfactant and a cationic polymer has been proposed (Patent Document 3), but there is a problem in use feeling as well.

Furthermore, although a composition for hair using 2-hydroxybenzyl alcohol or phenylethylene glycol has been proposed (Patent Document 4), since a compound having a benzene skeleton is used, it is difficult to biodegrade and has an impact on the environment. There are problems with skin irritation. Moreover, although the cream-like hair conditioning composition which consists of an anionic surfactant and an emulsion is proposed (patent document 5), there exists a problem in the slip property (friction coefficient) of the hair surface after a process.
Japanese Patent Laid-Open No. 5-1224938 JP-A-6-92824 JP-A-8-291022 Japanese Patent Laid-Open No. 9-20625 JP 11-292740 A

The above-described conventionally proposed hair cosmetics have problems in terms of feeling of use, feeling of finish, stability, anti-fading effect, etc., and are not yet at a sufficient level.
Accordingly, an object of the present invention is to provide a cosmetic for hair that has an effect of preventing hair from fading and is excellent in feeling of use, finish and the like.

  As a result of earnest research for the purpose of obtaining cosmetics for hair having an effect of preventing discoloration of hair and excellent in feeling of use, finish, etc., the present inventors have found that a specific poorly water-soluble quaternary ammonium containing long-chain alkyl The present invention has been completed by finding that a cosmetic for hair using a cationic surfactant has an excellent anti-fading effect on hair that has been dyed and is excellent in feeling of use and finish.

Therefore, the present invention contains 0.1 to 25% by weight of one or more poorly water-soluble quaternary ammonium type cationic surfactants containing a long-chain alkyl represented by the following general formula (a) or (b), The present invention relates to a cosmetic for hair having a pH in the range of 3-6.
General formula (a):

(In the formula, two or three of R1, R2, R3 and R4 are linear or branched alkyl groups having 8 to 26 carbon atoms, alkenyl groups, alkyl groups separated by ester groups or amide groups, or an alkenyl group, other R1, R2, R3 and R4 is an alkyl or hydroxyalkyl group or an alkenyl group having a carbon number of 2 to 3 1 to 3 carbon atoms, X ^- represents an anion).
General formula (b):

(In the formula, R5 is an alkyl group having 1 to 4 carbon atoms, and R6 and R7 are separated by a linear or branched alkyl group, alkenyl group, ester group or amide group having 8 to 26 carbon atoms. an alkyl or alkenyl group, X ^- represents an anion).

  The cosmetic for hair of the present invention has an excellent anti-fading effect on dyed hair, and is excellent in feeling of use and finish.

The surfactant used in the present invention is a quaternary ammonium type cationic surfactant represented by the general formula (a) or (b) and a poorly water-soluble surfactant.
In the general formula (a), two or three of R1, R2, R3 and R4 are separated by a linear or branched alkyl group or alkenyl group having 8 to 26 carbon atoms, an ester group or an amide group. It is an alkyl group or an alkenyl group, and other R1, R2, R3 and R4 are an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group or an alkenyl group having 2 to 3 carbon atoms. X ⁻ is an anion.

Here, as R1, R2, R3 and R4, two or three linear or branched alkyl or alkenyl groups having 8 to 26 carbon atoms include, for example, lauryl, myristyl, cetyl, palmityl, stearyl, Examples include oleyl, behenyl, and cocoyl. These alkyl groups or alkenyl groups are preferably derived from vegetable oils.
Examples of the alkyl group or alkenyl group separated by two or three linear or branched ester groups or amide groups having 8 to 26 carbon atoms of R1, R2, R3 and R4 include, for example, 10 to 10 carbon atoms. 22 linear or branched alkyl -COO- _(CH 2) n- _(n represents an integer of 1 to 3), a linear or branched chain alkyl having 10 to 22 carbon atoms -CONH- _(CH 2) n- (n is an integer of 1 to 3) and the like. In particular, a linear or branched alkyl-COO—CH ₂ CH ₂ — having 10 to 22 carbon atoms is preferable. Specifically, myristoyloxyethyl, stearoyloxyethyl, palmitoyloxyethyl, oleoyloxyethyl, Examples include henoyloxyethyl and cocoroyloxyethyl.

Examples of other alkyl groups having 1 to 3 carbon atoms of R1, R2, R3 and R4 include methyl, ethyl and propyl. Examples of hydroxyethyl having 1 to 3 carbon atoms include hydroxymethyl and hydroxyethyl. Hydroxypropyl and the like, and examples of the alkenyl group having 2 to 3 carbon atoms include vinyl and propenyl.
X ^- include anions, e.g., chloride ion, a halogen ion such as a bromine ion, methyl sulfate ion, alkyl sulfate ion such as ethyl sulfate ion, methyl phosphate ions, such as alkyl phosphate ions, such as ethyl phosphate ion.
Specific examples of the poorly water-soluble quaternary ammonium type cationic surfactant containing a long-chain alkyl of the general formula (a) include distearyldimethylammonium chloride, dicocoroyloxyethylhydroxyethylmethylammonium methyl sulfate, Examples include distearoyloxyethyl hydroxyethyl methylammonium methyl sulfate, dibehenoyloxyethyl hydroxyethyl methylammonium methyl sulfate, tricocoroyloxyethyl methylammonium methyl sulfate, tripalmitoyloxyethyl methylammonium methyl sulfate, and the like.

In the general formula (b), R5 is an alkyl group having 1 to 4 carbon atoms, and R6 and R7 are a linear or branched alkyl group having 8 to 26 carbon atoms, an alkenyl group, an ester group or an amide group. A fragmented alkyl or alkenyl group, and X ⁻ is an anion.
Examples of the alkyl group having 1 to 4 carbon atoms of R5 include methyl, ethyl, propyl, butyl and the like. The linear or branched alkyl group or alkenyl group having 8 to 26 carbon atoms of R6 and R7, the alkyl group or alkenyl group separated by an ester group or an amide group, and the anion of X ⁻ are represented by the general formula ( The thing similar to what was illustrated by a) is mentioned.
Specific examples of the poorly water-soluble quaternary ammonium type cationic surfactant containing a long chain alkyl of the general formula (b) include, for example, methyl-1-stearylamidoethyl-2-stearylimidazolium methyl sulfate, methyl- Examples thereof include 1-behenylamidoethyl-2-behenylimidazolium methylsulfate, methyl-1-palmitylamidoethyl-2-parimitilimidazolium methylsulfate, and the like.

  In the present invention, these poorly water-soluble quaternary ammonium type cationic surfactants may be used singly or in combination of two or more. Further, these poorly water-soluble quaternary ammonium type cationic surfactants are contained in the hair cosmetic composition in an amount of 0.1 to 25% by weight. If it is less than 0.1% by weight, it is excellent in the effect of preventing fading with respect to the target hair that has been dyed, and it is impossible to obtain a cosmetic for hair that is excellent in feeling of use and finish. Even if an amount exceeding 25% by weight is used, no further improvement in the effect can be expected. Preferably, it is 0.3 to 5.0% by weight, and particularly preferably 0.5 to 3.0% by weight.

The cosmetic for hair of the present invention needs to have a pH in the range of 3 to 6, and if it is outside this range, it has an excellent anti-fading effect on the target hair that has been dyed and has a feeling of use and a finish. A hair cosmetic that is excellent in feeling and the like cannot be obtained. In particular, the pH is preferably in the range of 3.0 to 5.5, and more preferably in the range of 3.5 to 5.0.
Depending on the kind of the poorly water-soluble quaternary ammonium type cationic surfactant used, the pH of the hair cosmetics may be in the range of 3 to 6 without adjusting the pH. On the other hand, it is necessary to adjust the pH. Some of them have Examples of the pH adjusting agent include carboxylic acids such as malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid, and phthalic acid, and hydroxy acids such as citric acid, tartaric acid, glycolic acid, and malic acid. An acid, phosphoric acid, etc. are mentioned. Moreover, the salt of these acids may be sufficient. You may use these in mixture of 2 or more types.

It is preferable to further add an ultraviolet absorber and / or an antioxidant to the hair cosmetic composition of the present invention. Examples of the ultraviolet absorber include benzophenones, cinnamic acids, paraaminobenzoic acids, salicylic acids, benzotriazoles, and the like. Examples of the antioxidant include tocopherol, flavone derivatives, amino acids and the like.
In the cosmetic for hair of the present invention, components generally used in cosmetics for hair can be added and blended as necessary. Examples of such components include humectants such as glycerin, propylene glycol and dipropylene glycol, nonionic surfactants such as polyoxyethylene alkyl ether and glycerin fatty acid ester, and higher fatty acids such as stearic acid and behenic acid. , Higher alcohols such as stearyl alcohol, cetyl alcohol and behenyl alcohol, hydrocarbons such as liquid paraffin, petrolatum and squalane, ester oils such as cetyl 2-ethylhexanoate and isopropyl myristate, anti-dandruff agents such as zinc pyrithione and benzalkonium chloride , Silicone oil such as methylpolysiloxane, methylphenylpolysiloxane, highly polymerized methylpolysiloxane, cyclic silicone, polyether-modified silicone, amino-modified silicone, colorant, fragrance, etc. And the like. In addition, a water-soluble quaternary ammonium type cationic surfactant may be added and blended as long as the effects of the present invention are not impaired.

The cosmetic for hair of the present invention is produced by dissolving the above-described components in water or a solvent obtained by adding ethanol, propanol, glycerin or the like to water as necessary. Examples of the product form include hair rinse, hair conditioner, hair treatment, hair set agent and the like.
EXAMPLES Hereinafter, although an Example demonstrates this invention still in detail, this invention is not limited at all by these Examples.

1. Production of hair cosmetics The ingredients shown in Tables 1 and 2 were mixed to produce hair cosmetics by a conventional method.
In Table 2, dicocoroyloxyethylhydroxyethylmethylammonium methylsulfate is represented by the general formula (a) in which R1, R2, R3 and R4 are cocoroyloxyethyl (cocoyl-COOCH ₂ CH _2- ), One is a compound in which hydroxyethyl (—C ₂ H ₄ OH) and the other is methyl (—CH ₃ ). Distearoyl oxyethyl-hydroxyethyl ammonium methyl sulfate, in the general formula (a), R1, R2, two are stearoyl oxyethyl R3 and _{R4 (C 17 H 25 COOCH 2} CH 2 -), other one is hydroxy A compound in which ethyl (—C ₂ H ₄ OH) and the other is methyl (—CH ₃ ). Methyl-1-stearyl amide ethyl-2-stearyl imidazolinium are the compounds of formula (b), R5 is methyl, R6 is stearyl, R7 stearyl amido ethyl _{(C 17 H 25 CONHCH 2 CH} 2 -) is a compound It is.

2. Test The test method was performed as follows. That is, 10 g of human hair bundles were dyed with a commercially available hair dye (oxidative dye), washed with water and then towel-dried, and test products having the components shown in Tables 1 and 2 were applied. It was left for 3 minutes, washed with water and air-dried. The dried hair bundle was immersed in water and a 1% aqueous solution of sodium lauryl sulfate for 5 minutes, and the amount of dye that flowed out was compared with the color of the aqueous solution. The sample with the most elution of the dye was set to 0, and the sample with the least elution was determined to be 5 with an evaluation in 5 stages. The feeling of use and finish is evaluated by a panel of 10 people, and it is evaluated in four stages, with an inferior product compared to an untreated hair bundle ×, an equivalent △, a slightly better ○, and a good ◎. It was.
The obtained results are shown in Table 1 and Table 2.

Table 1: Control hair cosmetic composition and test results
Ingredient Comparative Example 1 Comparative Example 2 Comparative Example 3
Cetyltrimethylammonium chloride 2
Hehenyltrimethylammonium chloride 2
Stearyltrimethylammonium bromide 2
Cetanol 4 4 4
Isofluoric palmitate 1.5 1.5 1.5
Citric acid Appropriate amount Appropriate amount Appropriate amount of water Residual residue Residual pH at the time of finishing 4.0 4.0 4.0
Usability △ 〇 △
Finished feel △ 〇 〇
Dye outflow degree 0 2 1

Table 2: Cosmetics for hair of the present invention and test results
Example 1 Example 2 Example 3 Example 4
Distearyldimethylammonium chloride 2
Dicocoroyloxyethyl human hydroxyethyl methylammonium methyl sulfate 2
Distearoyloxyethyl human hydroxyethyl methylammonium methyl sulfate 2
Methyl-1-stearylamidoethyl-2-
Stearyl imidazolinium methyl sulfate 2
Cetanol 4 4 4 4
Isopropyl palmitate 1.5 1.5 1.5 1.5
Citric acid Appropriate amount Appropriate amount Appropriate amount Tartaric acid Appropriate amount Appropriate amount Appropriate amount Appropriate amount of water Residue Residue Residual Residual Residue
Usability ◎ ◎ ◎ ◎
Finished feel ◎ ◎ ◎ 〇
Dye outflow degree 4 5 5 5

  As is apparent from the results of Tables 1 and 2, the cosmetic for hair containing a poorly water-soluble quaternary ammonium type cationic surfactant containing a long-chain alkyl represented by the general formula (a) or (b) is oxidized. It has an excellent anti-fading effect on hair that has been dyed with a dye, and has excellent usability and finish.

  As described above in detail, the present invention includes a poorly water-soluble quaternary ammonium type cationic surfactant containing a long-chain alkyl represented by the general formula (a) or (b) and has a pH adjusted to 3-6. The hair cosmetics are excellent in fading-preventing effect on hair that has been dyed with dyes such as oxidation dyes and acid dyes, and are excellent in feeling of use and finish.

Claims (6)

0.1-25 weight% of 1 or more types of the poorly water-soluble quaternary ammonium type | mold cationic surfactant containing the long chain alkyl represented by the following general formula (a) or (b) is contained, and pH is 3-6 Hair cosmetics in the range:
General formula (a):

(In the formula, two or three of R1, R2, R3 and R4 are linear or branched alkyl groups having 8 to 26 carbon atoms, alkenyl groups, alkyl groups separated by ester groups or amide groups, or an alkenyl group, other R1, R2, R3 and R4 is an alkyl or hydroxyalkyl group or an alkenyl group having a carbon number of 2 to 3 1 to 3 carbon atoms, X ^- represents an anion).
General formula (b):

(In the formula, R5 is an alkyl group having 1 to 4 carbon atoms, and R6 and R7 are separated by a linear or branched alkyl group, alkenyl group, ester group or amide group having 8 to 26 carbon atoms. an alkyl or alkenyl group, X ^- represents an anion).   The poorly water-soluble quaternary ammonium type cationic surfactant is divided by a linear or branched ester group in which two or three of R1, R2, R3 and R4 in the general formula (a) have 8 to 26 carbon atoms. The hair cosmetic according to claim 1, which is a poorly water-soluble quaternary ammonium type cationic surfactant represented by an alkyl group or an alkenyl group. The poorly water-soluble quaternary ammonium type cationic surfactant is a linear or branched alkyl-COO-CH _{2 in which} two or three of R1, R2, R3 and R4 in the general formula (a) have 10 to 22 carbon atoms. CH 2 _- in hair cosmetic composition of claim 2 wherein the sparingly water-soluble quaternary ammonium type cationic surfactant represented.   The cosmetic for hair according to any one of claims 1 to 3, wherein the pH is adjusted to a range of 3 to 6 with at least one acid selected from carboxylic acid, phosphoric acid and hydroxy acid and / or a salt thereof.   The hair cosmetic composition according to any one of claims 1 to 4, comprising an ultraviolet absorber and / or an antioxidant.   The hair cosmetic composition according to any one of claims 1 to 5, which is used for preventing discoloration of dyed hair.