JP4194921B2 - Shampoo composition for dyeing hair - Google Patents

Description

  The present invention relates to a shampoo composition for dyed hair with little color fading.

  In recent years, with the increase of middle-aged and older people and the increase of young people who suffer from gray hair, there is an increasing demand for hair coloring of natural white hair. In addition, for young people, there is a growing demand for black hair to be maroon or brownish for fashion reasons. For this reason, many products such as hair color, color rinse, color treatment, and color mousse are commercially available. Such products use the principle of changing the color tone of hair by adsorbing direct dyes such as oxidative dyes and acid dyes on the hair, so that the hair is dyed and discolored due to daily hair washing. There is a disadvantage that the color just after does not last long.

  In response to such problems, shampoo compositions have been proposed that have an effect of preventing detachment and discoloration of the dye already adsorbed on the dyed hair.

  Patent Document 1 discloses a technique relating to a hair-cleaning composition containing a surfactant having a carboxylic acid residue and having a pH of 3.0 to 7.0.

  According to the same report, acylated peptide surfactants are exemplified as carboxylic acid-containing anions having a decolorization-preventing effect, and examples of palm fatty acid hydrolyzed collagen sodium having an average molecular weight of 300 and 3000 are described.

  Patent Document 2 discloses a technique relating to a hair-cleaning composition that is a combination of an amidoacetic acid betaine-type amphoteric surfactant and an acylmethyltaurine and has a pH of 2 to 7 and that has been dyed. However, the discoloration prevention effect of these disclosed techniques is not sufficient, and improvement has been desired.

Japanese Patent Laid-Open No. 7-233303 JP 2002-275038 A

  The problem to be solved by the present invention is to provide a shampoo composition for dyed hair in which the hair dye is less discolored.

  In order to solve the above-mentioned problems, the present inventor, as a result of intensive investigations on the effects of various surfactants on the color fading of the hair dye and the pH of the cleaning composition and the color fading of the hair dye, The present invention was completed by finding that the use of an acylated silk peptide-type anionic surfactant specifically reduces the color fading of the hair dye.

That is, the present invention
General formula (1)

［但し式（２）中、Ｒ ^３ は炭素数９〜１７のアルキル基又はアルケニル基、Ｒ ^４ 及びＲ ^５ はメチル基又はエチル基を表す。
式（３）中、Ｒ ^６ は６〜２０のアルキル基、Ｒ ^７ はメチル基、エチル基又はヒドロキシエチル基、ｐは１又は２の整数を表し、Ｍ _２ は水素原子、アルカリ金属またはアルカノールアミンを表す。］
で示される界面活性剤を含有する
ｐＨが３．０〜７．０であることを特徴とする染色毛髪用シャンプー組成物に関するものである。 [Wherein R ¹ represents a linear or branched alkyl group or alkenyl group which is unsubstituted or substituted with at least one hydroxyl group containing 6 to 22 carbon atoms, and R 2 represents hydrolysis. The side chain of a silk peptide is shown, n shows the number of the range of 1.04-2.4 . M represents an alkali metal, a hydrogen atom, or triethanolamine. ]
A shampoo composition for dyeing hair, which contains an acylated silk peptide type anionic surfactant represented by the formula (1) and has a pH of 3.0 to 7.0,
General formula (2) and / or general formula (3)

[In the formula (2), R ³ represents an alkyl group or alkenyl group having 9 to 17 carbon atoms, and R ⁴ and R ⁵ represent a methyl group or an ethyl group.
In formula (3), R ⁶ represents an alkyl group of ⁶ to 20, R ⁷ represents a methyl group, an ethyl group or a hydroxyethyl group, p represents an integer of 1 or 2, M ₂ represents a hydrogen atom, an alkali metal or an alkanolamine. Represents. ]
It is related with the shampoo composition for dyeing hair characterized by the pH containing 3.0-7.0 containing surfactant shown by these .

  The shampoo composition for dyed hair of the present invention is a monochromatic product with little color fading and excellent usability.

  The acylated silk peptide type anionic surfactant used in the present invention has a structure represented by the general formula (1), and can be obtained by acylating a hydrolyzed silk peptide.

  The peptide portion corresponding to the hydrophilic group of the acylated silk peptide type anionic surfactant in the present invention can be obtained by treating silk fibroin peptide in acid, alkali or high pressure water. At this time, hydrolyzed silk peptides having various peptide lengths can be obtained by changing the hydrolysis conditions.

The hydrolyzed peptide used in the acylated silk peptide type anionic surfactant used in the present invention is an acylated silk peptide type anion derived from a hydrolyzed silk peptide having an average polymerization degree of n of 1.04 to 2.4. It is a surfactant.

  According to the study by the present inventors, the polymerization degree of the hydrolyzed peptide used in the acylated silk peptide type anionic surfactant strongly affects the performance of the surfactant, and the value of n indicating the average polymerization degree is 1. The acylation silk peptide obtained by using a silk peptide solution hydrolyzed to a range of 0 to 1.5 as a raw material has an acylation silk peptide in which n is 1.5 or more. And superior to other acylated amino acids. As for the color fading prevention effect, 1.0 to 1.5 is preferable, and 1.0 to 1.2 is more preferable. When n is larger than 1.5, the color fading prevention effect is lowered.

  Furthermore, the acylated product of hydrolyzed silk peptide having a degree of polymerization of 1.0 to 1.5 is more effective in preventing discoloration than the acylated product of glycine, which is the main component of silk protein (degree of polymerization: 1.0). Yes.

  The shampoo composition for dyed hair according to the present invention contains an acylated silk peptide type anionic surfactant as an essential component and is an acidic region having a pH of 3.0 to 7.0. More preferably, the pH is 4.5 to 6.5. When the pH is higher than 7.0, the color fading prevention effect is unfavorably lowered.

  By using the surfactant represented by the general formula (2) and / or the general formula (3) in combination with the shampoo composition for dyeing hair, it is possible to improve the color fading prevention effect and the usability.

  Preferable examples of the surfactant represented by the general formula (2) include lauric acid amidopropyl hydroxysulfobetaine, coconut fatty acid amidopropyl hydroxysulfobetaine, myristic amidopropyl hydroxysulfobetaine, and the like.

  Preferable examples of the surfactant represented by the general formula (3) include, for example, N- (2-hydroxylauryl) -N-methyl-β-alanine sodium salt, N- (2-hydroxylauryl) -N-sarcosine. A sodium salt etc. are mentioned.

The shampoo composition for dyed hair according to the present invention may contain other components as long as the effect of preventing discoloration is not impaired. The anionic active agent may be a fatty acid soap such as a soap base, sodium laurate, palmitic acid. Sodium, coconut soap.

Higher alkyl sulfate salts such as sodium lauryl sulfate, potassium lauryl sulfate, triethanolamine lauryl sulfate.

Alkyl ether sulfate ester salts such as POE lauryl sulfate triethanolamine, POE sodium lauryl sulfate.

N-acyl amino acid salts such as sodium lauroyl sarcosine, sodium lauroyl-β-alanine, sodium lauroyl-N-methyl-β-alanine, monosodium N-lauroyl glutamate, disodium N-stearoyl glutamate, N-myristoyl-L-glutamic acid Monosodium, N-palmitoyl aspartate diethanolamine.

Higher fatty acid amide sulfonates such as sodium N-myristoyl-N-methyltaurine, sodium coconut fatty acid methyltaurine, sodium lauroylmethyltaurine.
Phosphate salts, such as sodium POE oleyl ether phosphate, POE stearyl ether phosphate, sodium POE lauramide ether phosphate.

Sulfosuccinates such as sodium di-2-ethylhexyl sulfosuccinate, monolauroyl monoethanolamide sodium polyoxyethylene sulfosuccinate, sodium lauryl polypropylene glycol sulfosuccinate.

Alkylbenzene sulfonates such as sodium linear dodecyl benzene sulfonate, triethanolamine linear dodecyl benzene sulfonate, linear dodecyl benzene sulfonic acid.

Higher fatty acid ester sulfates, for example, sulfated oils such as hydrogenated coconut oil fatty acid sodium glycerin sulfate and funnel oil, α-olefin sulfonates, higher fatty acid ester sulfonates, secondary alcohol sulfates.

Higher fatty acid alkylolamide sulfate, sodium lauroyl monoethanolamide succinate,
Examples include sodium caseinate.

As a cationic surfactant,
Alkyltrimethylammonium salts such as stearyltrimethylammonium chloride, lauryltrimethylammonium chloride, lauryltrimethylammonium bromide.

Dialkyldimethylammonium salts, such as distearyldimethylammonium chloride.

Alkyl pyridium salts such as cetyl pyridium chloride.
Examples thereof include alkyldimethylbenzylammonium salt, benzethonium chloride, and benzalkonium chloride.

  Nonionic surfactants can be blended in the range of 0.5 to 10% by weight because they do not affect the color fading prevention effect. General formula (4) effective for viscosity adjustment and foam improvement

[In the formula (4), R ⁸ CO is a fatty acid residue having 10 to 18 carbon atoms, and R ⁹ is a hydrogen atom or

It has the structure shown by. R ¹⁰ represents a methyl group or a hydrogen atom, AO represents an alkylene oxide group having 2 to 3 carbon atoms, and r is an integer of 1 to 5. ]
The alkanolamide type | mold surfactant shown by these is preferable.

  Preferred examples of the alkanolamide surfactant represented by the general formula (4) include lauric acid diethanolamide, myristic acid diethanolamide, coconut fatty acid diethanolamide, polyoxyethylene (1) coconut fatty acid monoethanolamide, polyoxypropylene (1) Palm fatty acid monoisopropanolamide and the like.

  Amphoteric surfactants include 2-undecyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, N-lauroyl-N′-carboxymethyl-N′-hydroxyethylethylenediamine sodium, N-coconut fatty acid acyl-N Examples include '-carboxyethyl-N'-hydroxyethylethylenediamine sodium.

  Moreover, the following additives can be mix | blended in the range which does not prevent the effect of invention. Conditioning agents such as cationized cellulose and cationized guar. Preservatives such as methylparaben, propylparaben and butylparaben. Antibacterial agents such as benzalkonium chloride, isopropylmethylphenol, resorcin, zinc pyrithione, photosensitive element 101, photosensitive element 201, salicylic acid, sodium salicylate, octopirox and hinokitiol. UV absorbers such as paraaminobenzoic acid and homomenthyl-N-acetylanthranylate. Antioxidants such as pantothenic acid and arginine. Anti-inflammatory agents such as glycyrrhizic acid and allantoin. Silicone derivatives such as amino-modified silicone, polyoxyalkylene-modified silicone, and silicone oil. Metal sequestering agents such as ethylenediaminetetraacetic acid and sodium salts, phosphoric acid, citric acid, ascorbic acid, succinic acid, gluconic acid, sodium polyphosphate and sodium metaphosphate. Animal and plant extracts such as tea extract, aloe extract, ginkgo biloba extract, wormwood extract, mugwort extract, garlic extract, rosemary extract, loofah extract, placenta extract, lactic acid bacteria culture extract and seaweed extract. A pigment | dye, a fragrance | flavor, etc. can be mix | blended.

  It is particularly preferable to blend an anionized water-soluble polymer that is effective for preventing color fading. Preferable examples of the anionized water-soluble polymer include carboxymethyl cellulose, carboxyethyl cellulose, carboxymethyl chitin, N- (3-carboxypropanoyl) -6-O- (carboxymethyl) chitosan and the like. Among the anionized water-soluble polymers, the general formula (5)

[However wherein ^{(5), M 3, M} 4 independently represent a hydrogen atom or an alkali metal together, q is an integer of 10 to 5000. ]
The color fading prevention effect produced by including N- (3-carboxypropanoyl) -6-O- (carboxymethyl) chitosan represented by the formula is excellent.

  The chitosan compound represented by the general formula (5) can be easily obtained by reacting 6-O- (carboxymethyl) chitosan with succinic anhydride.

  6-O- (carboxymethyl) chitosan can be produced by heating 6-O- (carboxymethyl) chitin in an aqueous alkaline solution to deacetylate. The reaction of 6-O- (carboxymethyl) chitosan and succinic anhydride is carried out at a temperature of room temperature to 50 ° C. in water or an organic solvent such as methanol or a mixture of water and an organic solvent. The reaction time is usually 2 to 48 hours. What is necessary is just to make 1-20 times mole reaction of succinic anhydride with respect to 6-O- (carboxymethyl) chitosan. After completion of the reaction, neutralization is performed, and unreacted raw materials are removed by dialysis membrane treatment or the like to obtain N- (3-carboxypropanoyl) -6-O- (carboxymethyl) chitosan with less impurities.

  Preferable examples of the chitosan compound represented by the general formula (5) include trade names “Kitoqua” and “Kitoqua A” manufactured by Kawaken Fine Chemical Co., Ltd.

[ Reference Examples 1-4]
Next, the present invention will be described in more detail with reference to examples. Needless to say, the present invention is not limited to these examples. In the examples and comparative examples,% means% by weight.

(Evaluation of color fading prevention effect)
The white hair bundle (BM-W, manufactured by Beaulux Co., Ltd., 10 cm in length, 1 g in weight) was thoroughly washed with a 2% aqueous solution of POE (3) sodium lauryl ether sulfate (manufactured by Kao Corporation, Emar 20C). Then, it was dried with a hair dryer. After drying, the hair bundle is dyed with a commercially available hair dye (manufactured by Shiseido Co., Ltd., trade name: masheri lasting hair color, color: sheer ash) according to the method specified for the product, and then washed thoroughly with water. Dry with a hair dryer. The dried hair bundle after drying is packed in a bottle of 100 ml capacity, the specimen composition is diluted with distilled water so that the pure content of the active agent is 0.5%, 100 ml of an aqueous solution adjusted to pH = 6 is poured, and the lid is covered. After sealing, it was shaken at room temperature for 2 days. After the shaking, the lid was opened and the dyed hair bundle in the sample bottle was taken out, washed thoroughly with water and dried with a hair dryer. The color difference (ΔE) of the dyed hair bundle after drying was measured with a color difference meter (Nippon Denshoku Industries Co., Ltd., Spectrophotometer SE 2000).
The smaller the value of ΔE, the higher the color fading prevention effect.

As is clear from Table 1, it can be seen that the lauric acid silk peptide type anionic surfactants of Reference Examples 1 to 4 are more excellent in color fading prevention effect than the surfactants of Comparative Examples.

Further, comparing Reference Examples 1 to 3 with Reference Example 4, the acylated silk peptide type anionic surfactant having n (degree of polymerization of silk peptide) in the general formula (1) of 1.5 or less, It can be seen that the anti-fading effect is superior to acylated silk peptide type anionic surfactants with n exceeding 1.5.

[ Reference Examples 5 to 7]
Next, the color fading prevention effect was evaluated under the same conditions except for dyeing with a commercially available hair dye (manufactured by Shiseido Co., Ltd., trade name: mashery lasting hair color, color: stylish red).

As is clear from Table 2, it can be seen that the acylated silk peptide type anionic surfactants of Reference Examples 5 to 7 are more excellent in color fading prevention effect than the surfactants of Comparative Examples. Further, comparing Reference Examples 5 to 6 and Reference Example 7, the acylated silk peptide type anionic surfactant having n (degree of polymerization of silk peptide) in the general formula (1) of 1.5 or less, It can be seen that the effect of preventing discoloration is superior to the acylated silk peptide type anionic surfactant with n exceeding 1.5.

Further, when Reference Example 5 and Reference Example 6 are compared, it can be seen that the acylglycine salt of Comparative Example 6 obtained by acylating glycine, which is a component of the hydrolyzed silk amino acid, does not exhibit the color fading prevention effect.

[Examples 1 and 2 and Comparative Examples 12 and 13 ]
The samples mixed at the mixing ratios shown in Table 3 were evaluated for anti-fading effect using commercially available hair dyes (manufactured by Shiseido Co., Ltd., trade name: masheri lasting hair color, color: sheer ash). . In each sample, the total mass% of the surfactant components is adjusted to 15% by mass and adjusted to pH = 6.

  As is apparent from Table 3, the combination of various amphoteric surfactants improves the color fading prevention effect, but amide sulfobetaine type surfactants (amidopropyl hydroxysulfobetaine laurate) and N- (2- The combination of hydroxyalkyl) -N acyl neutral amino acid type surfactant (N- (2-hydroxylauryl) -N-sarcosine Na salt) and acylated silk peptide type anionic surfactant is particularly effective in preventing discoloration. Are better

[Example 3 ]
A dyed hair shampoo was prepared according to the following formulation.

  The result of the hair color decolorization performance test of this formulation with good foaming and creamy creamy quality (shaking ash dyed hair for 2 days) was ΔE = 2.2.

Lauric acid silk peptide type anionic surfactant (peptide polymerization degree = 1.04, K salt, 30%) 27.0%
Lauric acid amidopropyl hydroxysulfobetaine (30%) 18.0%
N- (2-hydroxylauryl) -N-sarcosine Na salt (30%) 9.0%
Polyoxypropylene palm fatty acid isopropanolamide 2.0%
1,3-butylene glycol 1.0%
Carboxymethyl succinylated chitosan solution (2%) 1.0%
Dipotassium glycyrrhizinate 0.5%
Methylparaben 0.2%
Perfume Appropriate amount Citric acid Amount to make pH = 6.5 Amount to make purified water 100%

  The shampoo composition for dyed hair of the present invention is useful because it exhibits an excellent effect on the color fading of the hair dye.

Claims (1)

General formula (1)

[Wherein R ¹ represents a linear or branched alkyl group or alkenyl group which is unsubstituted or substituted with at least one hydroxyl group containing 6 to 22 carbon atoms, and R ² represents The side chain of the decomposed silk peptide is shown, and n is a number in the range of 1.04 to 2.4 . M represents an alkali metal, a hydrogen atom, or triethanolamine. ]
Containing an acylated silk peptide type anionic surfactant represented by
General formula (2) and / or general formula (3)

[In the formula (2), R ³ represents an alkyl group or alkenyl group having 9 to 17 carbon atoms, and R ⁴ and R ⁵ represent a methyl group or an ethyl group.
In formula (3), R ⁶ represents an alkyl group of ⁶ to 20, R ⁷ represents a methyl group, an ethyl group or a hydroxyethyl group, p represents an integer of 1 or 2, M ₂ represents a hydrogen atom, an alkali metal or an alkanolamine. Represents. ]
A shampoo composition for dyeing hair, which has a pH of 3.0 to 7.0 containing the surfactant represented by formula (1).