JP2007169165A - Hair-dyeing agent composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a hair-dyeing agent composition without damaging hairs and showing less decoloration accompanying with washing hair after the hair-dyeing, and also a method for hair-dyeing by using the same. <P>SOLUTION: This hair-dyeing agent composition contains a component (A) 0.1-10 wt.% oxidant, component (B) 0.00001-1 wt.% oxidizing form coenzyme Q or reducing form coenzyme Q and component (C) 0.1-10 wt.% ethanolamine or its salt, and shows pH 8-12. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

  The present invention relates to a hair dye composition with less color fading accompanying hair washing.

  Oxidative hair dyes are the most widely used among permanent hair dyes, and hair dye oxidative dye intermediates (precursors and couplers) penetrate into hair and undergo oxidative polymerization to form pigments. Are chemically stained. As for the form of the oxidative hair dye, the most common two-part type used by mixing the first agent containing the oxidative dye and the second agent containing the oxidant at the time of use, mixed with water at the time of use in the powder form One-drug formulas, multi-drug formulas of three or more types, and the like are known, but some oxidizer is essential as a common point in any dosage form. The oxidants used in these oxidative hair dyes have another function of oxidatively degrading melanin pigments in the hair to lighten the hair color and enhance the coloring effect of the pigments produced by oxidative polymerization. .

  In order to improve the hair-fastness of such oxidative hair dyes, many technologies have been proposed to protect the dyes to be generated with silicone polymers or cationic polymers, but the effects are limited to just after hair dyeing. The robustness was not maintained over time. Patent Document 1 also proposes a technique for improving the fastness to washing hair by using an amino acid or a salt thereof as a dyeing assistant. However, although Patent Document 1 discloses the effect of improving fastness when a hair dye containing an amino acid as a dyeing assistant is used once, the additiveness or synergy of the effect when continuously used is disclosed. There is no suggestion about and is not a satisfactory technology in that sense.

  Patent Document 2 shows that coenzyme Q known as an electron carrier of an electron transfer system has hair growth, hair restoration, hair loss prevention and scalp skin care activity, and a composition for hair scalp containing the same. However, there is no suggestion about the fastness to washing when used as a hair dye.

Further, in Patent Document 3, coenzyme Q focused on the antioxidant action of _10, essential oxidizing agent to the oxidizing hair dye suppress undesirable side reactions that result in oxidized hair proteins and amino acids, oxidative polymerization of dye In addition, although technical proposals have been made to increase the efficiency of melanin decomposition and improve the fastness to washing, hair damage resulting from a side reaction that an oxidizing agent oxidizes hair components (for example, the feeling of touch immediately after hair dyeing) Only the suppression effect of (deterioration) is disclosed, and no suggestion is made about the robustness.

Japanese Patent Laid-Open No. 2004-203746 JP 2002-332217 A European Patent Application No. 1232741

  An object of the present invention is to provide a hair dye composition that is free from damage to hair and has less color fading due to shampooing after hair dyeing, and a method for dyeing hair using the hair dye. And

  When the coenzyme Q is contained in a hair dye together with an oxidizing agent and an alkaline agent, the present inventors have an effect of suppressing the discoloration of the hair color. It was found that the discoloration of hair color can be remarkably suppressed.

  That is, the present invention provides a hair dye composition containing the following components (A), (B) and (C) and having a pH of 8-12.

(A) Oxidizing agent: 0.1 to 10% by weight
(B) Oxidized coenzyme Q represented by formula (1) or reduced coenzyme Q represented by formula (2): 0.00001 to 1% by weight

(Wherein n represents an integer of 1 to 12)
(C) Ethanolamine or a salt thereof: 0.1 to 10% by weight

  Moreover, this invention has the 1st agent containing the component (C) and the 2nd agent containing a component (A) in the said hair dye composition, these are mixed just before use, hair The present invention provides a method for dyeing hair to be washed off after standing for a predetermined time within 1 hour.

  If hair is dyed using the hair dye composition of the present invention, it is possible to carry out hair dyeing with little color fading accompanying shampooing after hair dyeing. The hair dye composition of the present invention exhibits a remarkable color fading suppression effect, particularly by repeating hair dyeing and hair washing.

  The hair dye composition of the present invention is a two-component type comprising a first agent containing an alkaline agent and a second agent containing an oxidizing agent, or further from a granulated product such as persulfate as a third agent. It takes the form of a three-part type formed by combining powdered oxidants. Hereinafter, the “total composition” in the present invention refers to the whole composition immediately before use in which the first agent and the second agent are mixed in the case of the two-agent type, and in the case of the three-agent type, the first agent, The entire composition immediately before use in which the second agent and the third agent are mixed.

  Examples of the oxidizing agent for component (A) include hydrogen peroxide and hydrogen peroxide generators such as urea peroxide, melamine peroxide, sodium perborate, potassium perborate, sodium percarbonate, potassium percarbonate and the like. In particular, hydrogen peroxide is preferred. Two or more oxidizing agents may be used in combination, and the content of the oxidizing agent in terms of the amount of hydrogen peroxide in terms of hydrogen peroxide conversion from the viewpoint of sufficient decolorization / hair dyeing effect and reduction of hair damage and scalp irritation. 0.1 to 10% by weight, particularly 1 to 5% by weight is preferred.

  Among the components (B), oxidized coenzyme Q is represented by the following formula (1), and reduced coenzyme Q is represented by the following formula (2).

(Wherein n represents an integer of 1 to 12)

Among these, a coenzyme having n of 10, that is, oxidized coenzyme Q ₁₀ and reduced coenzyme Q ₁₀ are preferable.

  As the coenzyme Q of component (B), only the oxidized form or the reduced form may be used, but both may be used in combination. The total content of component (B) is 0.00001 to 1% by weight in the total composition, from the viewpoint of imparting shampoo fastness and formulation stability, but is preferably 0.00005 to 1% by weight, particularly 0.0001 to 0.5% by weight. preferable.

  The method for obtaining oxidized coenzyme Q and reduced coenzyme Q is not particularly limited. For example, after obtaining coenzyme Q by a conventionally known method such as synthesis, fermentation, extraction from natural products, etc. It is possible to employ a method for fractionating and concentrating oxidized coenzyme Q fraction and reduced coenzyme Q fraction in the effluent.

  The method for obtaining the composition of the present invention is not particularly limited. For example, the reduced coenzyme Q prepared as described above and the oxidized coenzyme Q obtained by a commercially available or known method are mixed. Alternatively, it can be prepared by dissolving in a separate appropriate base. In two-component hair dyes or three-component hair dyes, it is possible to pre-mix oxidized coenzyme Q in the second agent in which component (A) is present, but from the viewpoint of formulation stability, It is preferable to blend in advance with the first agent in which (A) does not exist. It is also preferable to add coenzyme Q immediately before or after mixing the first agent and the second agent.

  The hair dye composition of the present invention contains, as component (C), ethanolamine such as monoethanolamine, diethanolamine, triethanolamine or a salt thereof in an amount of 0.1 to 10% by weight, more preferably 0.1 to 5%. Contains by weight. These function as alkali agents.

  In the hair dye composition of the present invention, other compounds may further be used as an alkali agent. Examples of other alkali agents include ammonia and salts thereof (for example, ammonium chloride, ammonium carbonate, etc.); isopropanolamine Alkanolamines other than ethanolamine such as 2-amino-2-methylpropanol and 2-aminobutanol and salts thereof; alkanediamines such as 1,3-propanediamine and salts thereof; ammonium carbonate, guanidine carbonate, sodium carbonate, carbonate Examples thereof include carbonates such as potassium, sodium hydrogen carbonate and potassium hydrogen carbonate. These alkaline agents other than ethanolamine may be used in combination of two or more, and the content thereof is the total composition from the viewpoint of sufficient decolorization and hair dyeing effect, and reduction of hair damage and scalp irritation. The content is preferably 0.05 to 15% by weight, more preferably 0.1 to 10% by weight, and particularly preferably 0.2 to 5% by weight. As the alkaline agent other than ethanolamine added to the composition of the present invention, ammonia or a salt thereof is preferable from the viewpoint of sufficient decolorization / dyeing effect. The ratio of the total number of moles of ammonia and ammonium salt to the number of moles of ethanolamine in the total composition is 0.1-100, more preferably 0.5-70, even more preferably 2-50.

  The composition of the present invention preferably further contains 0.001 to 10% by weight, particularly 0.01 to 5% by weight, of p-phenylenediamine or a salt thereof as component (D). These function as precursors for the oxidation dye intermediate.

  The composition of the present invention may contain other oxidative dye intermediates. As the oxidative dye intermediates, in addition to the component (D), known precursors and couplers that are usually used in hair dyes are used. Can be used. Examples of the precursor other than the component (D) include toluene-2,5-diamine, 2-chloro-p-phenylenediamine, N, N-bis (2-hydroxyethyl) -p-phenylenediamine, 4,4′- Diaminodiphenylamine, 1,3-bis (N- (2-hydroxyethyl) -N- (4-aminophenyl) amino) -2-propanol, p-aminophenol, p-methylaminophenol, 3-methyl-4- Aminophenol, 2-aminomethyl-4-aminophenol, 2- (2-hydroxyethylaminomethyl) -4-aminophenol, o-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methyl Phenol, 2-amino-5-acetamidophenol, 3,4-diaminobenzoic acid, 5-aminosalicylic acid, 2,4,5,6-tetraaminopyrimidine, 2,5,6-triamino-4-hydroxypyrimidine 4,5-diamino-1- (4′-chlorobenzyl) pyrazole, 4,5-diamino-1-hydro Examples thereof include xylethylpyrazole and salts thereof.

  Examples of couplers include m-phenylenediamine, 2,4-diaminophenoxyethanol, 2-amino-4- (2-hydroxyethylamino) anisole, 2,4-diamino-5-methylphenetole, 2,4- Diamino-5- (2-hydroxyethoxy) toluene, 2,4-dimethoxy-1,3-diaminobenzene, 2,6-bis (2-hydroxyethylamino) toluene, 2,4-diamino-5-fluorotoluene, 1,3-bis (2,4-diaminophenoxy) propane, m-aminophenol, 2-methyl-5-aminophenol, 2-methyl-5- (2-hydroxyethylamino) phenol, 2,4-dichloro- 3-aminophenol, 2-chloro-3-amino-6-methylphenol, 2-methyl-4-chloro-5-aminophenol, N-cyclopentyl-m-aminophenol, 2-methyl-4-methoxy-5- (2-hydroxyethylamino) phenol, 2-methyl-4-fluoro-5-aminophen Nord, resorcin, 2-methylresorcin, 4-chlororesorcin, 1-naphthol, 1,5-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 2-isopropyl-5-methylphenol, 4- Hydroxyindole, 5-hydroxyindole, 6-hydroxyindole, 7-hydroxyindole, 6-hydroxybenzomorpholine, 3,4-methylenedioxyphenol, 2-bromo-4,5-methylenedioxyphenol, 3,4- Methylenedioxyaniline, 1- (2-hydroxyethyl) amino-3,4-methylenedioxybenzene, 2,6-dihydroxy-3,4-dimethylpyridine, 2,6-dimethoxy-3,5-diaminopyridine, 2,3-diamino-6-methoxypyridine, 2-methylamino-3-amino-6-methoxypyridine, 2-amino-3-hydroxypyridine, 2,6-diaminopyridine and their salts Is mentioned.

  Two or more of these precursors and couplers may be used in combination, and the content thereof is preferably 0.01 to 5% by weight, particularly 0.1 to 4% by weight, based on the total composition.

  Further, the hair dye composition of the present invention may contain a direct dye, and examples thereof include an acid dye, a nitro dye, a disperse dye, and a basic dye.

  Examples of the acid dye include Blue No. 1, Purple No. 401, Black No. 401, Orange No. 205, Red No. 227, Red No. 106, Yellow No. 203, and Acid Orange 3. Nitro dyes include 2-nitro-p-phenylenediamine, 2-amino-6-chloro-4-nitrophenol, 3-nitro-p-hydroxyethylaminophenol, 4-nitro-o-phenylenediamine, 4-amino -3-Nitrophenol, 4-hydroxypropylamino-3-nitrophenol, HC Blue No.2, HC Orange No.1, HC Red No.1, HC Yellow No.2, HC Yellow No.4, HC Yellow No .5, HC Red No. 3, N, N-bis (2-hydroxyethyl) -2-nitro-p-phenylenediamine, 4-nitro-m-phenylenediamine, etc., or salts thereof such as sulfates and hydrochlorides Is mentioned. Examples of the disperse dye include disperse purple 1, disperse blue 1, and disperse black 9. Examples of the basic dye include basic blue 99, basic brown 16, basic brown 17, basic red 76, basic red 51, basic yellow 57, basic yellow 87, basic orange 31 and the like.

  Two or more direct dyes may be used in combination, and the content thereof is preferably 0.001 to 5% by weight, particularly 0.01 to 3% by weight in the total composition.

  The pH (25 ° C.) of the composition of the present invention is preferably 8 to 12 for the first agent and 2 to 5 for the second agent. The total composition at the time of use (mixing) is decolorization / hair dyeing effect and skin. From the point of irritation, 8 to 12, particularly 8 to 11 is preferable. As pH adjusters, in addition to alkaline agents, inorganic acids such as hydrochloric acid and phosphoric acid, organic acids such as citric acid, glycolic acid and lactic acid, hydrochlorides such as ammonium chloride and monoethanolamine hydrochloride, monopotassium dihydrogen phosphate And phosphates such as disodium monohydrogen phosphate.

  The composition of the present invention preferably contains a higher alcohol in any one or more of the first agent, the second agent, and the third agent from the viewpoint of improvement in feel and stability. These have the effect of forming a structure with a surfactant to prevent separation and improving the feel during rinsing. As the higher alcohol, those having 8 to 22 carbon atoms, particularly 16 to 22 carbon atoms are preferable. Specific examples include cetyl alcohol, stearyl alcohol, behenyl alcohol, oleyl alcohol, and the like, and mixtures thereof. In particular, cetyl alcohol is preferable in terms of touch.

  Two or more higher alcohols may be used in combination, and the content thereof is preferably 0.01 to 25% by weight, particularly 0.1 to 20% by weight, based on the total composition.

  The hair dye of the present invention preferably further contains silicones in order to impart an excellent usability. Examples of silicones include polysiloxanes, modified silicones (amino-modified silicone, fluorine-modified silicone, alcohol-modified silicone, polyether-modified silicone, epoxy-modified silicone, alkyl-modified silicone, etc.), and cyclic polysiloxane.

  In the composition of the present invention, water and, if necessary, an organic solvent are used as a medium. Examples of organic solvents include lower alcohols such as ethanol and 2-propanol, aromatic alcohols such as benzyl alcohol and benzyloxyethanol, polyols such as propylene glycol, 1,3-butanediol, diethylene glycol, and glycerin, ethyl cellosolve, Examples thereof include cellosolves such as butyl cellosolve, and carbitols such as ethyl carbitol and butyl carbitol.

  In addition to the above components, other components that are usually used as cosmetic raw materials can be added to the composition of the present invention. Such optional components include surfactants, hydrocarbons, animal and vegetable oils and fats, higher fatty acids, natural or synthetic polymers, ethers, protein derivatives, hydrolyzed proteins, amino acids, preservatives, chelating agents, stable agents. Agents, antioxidants, plant extracts, herbal extracts, vitamins, fragrances, UV absorbers.

The composition of the present invention is a two-component type comprising a first agent containing an alkaline agent and a second agent containing an oxidizing agent such as hydrogen peroxide, or further as a third agent for improving decolorization power. It is provided as a three-part type comprising a combination of a powdery oxidant comprising a granulated product such as a salt (ammonium persulfate, potassium persulfate, sodium persulfate, etc.). The dosage form of the first agent and the second agent can be, for example, liquid, emulsion, cream, gel, paste, mousse, etc., and can also be aerosol. It is desirable to mix the first agent and the second agent (or the third agent in the case of the three-agent type), and to make the viscosity difficult to spill when applied to the hair, 25 ° C, type B with helical stand The viscosity measured by a rotational viscometer (B8R type viscometer, TOKIMEC) is preferably 2,000 to 100,000 mm ² / s. Here, the viscosity is a value after rotating at 10 rpm for 1 minute using a rotor TC.

In order to dye hair using the composition of the present invention, the first agent and the second agent (or the third agent in the case of the three-agent type) of the composition of the present invention are mixed immediately before use, and then the hair is used. Applying to the above, after leaving for a predetermined time within 1 hour, it may be washed away and dried. The application temperature to the hair is preferably 15 to 45 ° C., the application time is 3 to 45 minutes, more preferably 5 to 30 minutes, and particularly preferably 10 to 30 minutes. When washing off, simple water washing may be used, but it is more preferable to use a shampoo. As the shampoo, a shampoo containing a total of 5 to 60% by weight of anionic surfactants such as sodium laureth-1 sulfate, sodium laureth-2 sulfate, and sodium laureth-3 sulfate is preferable.
As shown in the examples below, the hair dye composition of the present invention exhibits a particularly remarkable color fading suppressing effect when the steps of applying to the hair and the step of washing off are repeated. That is, among the methods of the present invention, the method of performing the step of applying to the above-described hair and the step of washing out twice or more (for example, 2 to 10 times) shows a particularly excellent color fading suppressing effect.

Example 1 and Comparative Examples 1-3
<Hair dyeing process>
Mix the same amount of the first hair dye shown in Table 1 and the second hair dye shown in Table 2 and double the amount for 1 g of hair of blond hair (purchased from Kerling International Haarfabrik GmbH) (2g) was applied and allowed to stand at 30 ° C. for 20 minutes, and then the hair dye was washed with water, washed twice with the test shampoo shown in Table 3, and then naturally dried to obtain a test hair bundle.

<Hair washing process>
The test hair bundle was immersed in a 100 mL glass bottle filled with an aqueous solution (10% by weight) of the test shampoo shown in Table 3, and the hair was washed over time by leaving it in a shaking stirrer (40 ° C., 120 rpm) for a predetermined time. . As for the hair washing effect obtained under these conditions, a shaking time of 20 minutes corresponds to about 1 week of washing with daily shampoo. Take out the hair bundle every predetermined time (20, 40, 60, 80, 100, 190 minutes), lightly wash it with water, dry it with a dryer, and use a color difference meter (minolta color difference meter DP-300) to color the hair. Was measured using the CIE color system (L *, a *, b *), and the a * value representing redness was used as the hair bundle color index.

<Color fading test>
The hair dyeing process and the aging hair washing process were repeated five times as one set, and the relationship between the accumulation of hair dyeing and the shampoo color fading inhibiting effect was confirmed.

  For each set, the hair bundle color index (a *) immediately after the end of the hair dyeing process is set to 1, the six hair bundle color index values obtained in the aging hair washing process are converted into relative values, and the average value is obtained. The relative hair bundle color index for each set was used.

From Table 4, Example 1 containing both component (B) and component (C) compared to Comparative Examples 1 to 3 containing component (C) monoethanolamine but not containing component (B) coenzyme Q ₁₀ is In the second and subsequent sets, the relative hair bundle color index is large, and discoloration due to shampooing is suppressed. Moreover, the color fading suppression effect by shampooing is more strongly demonstrated, so that the usage frequency of a hair dye increases.

Furthermore, even in Comparative Example 3 in which vitamin E having an antioxidant action is blended, discoloration due to shampooing is not suppressed. Therefore, discoloration inhibiting effect of shampooing of the present invention, it can be seen not due antioxidant action of widely known coenzyme Q _10.

Example 2 and Comparative Example 4
<Hair dyeing process>
The first agent shown in Table 5 (both pH 10) and the hair dye second agent shown in Table 2 were mixed at a weight ratio of 1: 1, respectively, and the bath ratio (agent: hair) = 1: 1, Each was applied to three test black hair bundles (1 g each). After standing at 25 ° C. for 30 minutes, it was rinsed with about 40 ° C. water, washed with a commercial shampoo, washed with water, applied with a commercial rinse, rinsed with water, wiped with a towel and dried.

<Dyeability evaluation>
The hue of the hair bundle dyed according to the above-described hair dyeing process is measured with a CIE color system (L *, a *, b *) using a color difference meter (Konica Minolta Sensing Co., Ltd., color difference meter CR-400), ΔE * was calculated by the following equation. The larger ΔE *, the better the dyeability.

[L ^* ₁ , a ^* ₁ , and b ^* ₁ are measured values before staining, and L ^* ₂ , a ^* ₂ , and b ^* ₂ are measured values after staining. ]
The test black hair bundles that were dyed once according to the previous hair dyeing process were each measured five times, ΔE ^* was determined, and the average value thereof was taken as the colorimetric value ΔE ^* . The results are shown in Table 6.

  As shown in Table 6, in Example 2 containing the components (A) to (C), the dyeability was higher than that in Comparative Example 4 containing no component (C).

Claims (4)

A hair dye composition containing the following components (A), (B) and (C) and having a pH of 8-12.
(A) Oxidizing agent: 0.1 to 10% by weight
(B) Oxidized coenzyme Q represented by formula (1) or reduced coenzyme Q represented by formula (2): 0.00001 to 1% by weight

(Wherein n represents an integer of 1 to 12)
(C) Ethanolamine or a salt thereof: 0.1 to 10% by weight   The hair dye composition according to claim 1, comprising 0.001 to 10% by weight of component (D) p-phenylenediamine or a salt thereof.   The hair dye composition according to claim 1 or 2, comprising a first agent containing the component (C) and a second agent containing the component (A).   A method for dyeing hair, wherein the first agent and the second agent of the hair dye composition according to claim 3 are mixed immediately before use, applied to the hair, allowed to stand for a predetermined time within 1 hour, and then washed away.