Hair treatment method

Abstract

The invention relates to a method for treating hair, comprising the following steps (I) and (II) in this order. Step (I): a step for dyeing hair by applying to the hair a hair dye composition (A) containing the following component (A1) and component (A2); (A1) an oxidation dye; (A2) hydrogen peroxide. Step (II): a step for applying a composition (B) to the hair, said composition (B) containing the following component (B1) and component (B2) and having a pH value of 8.0-11.0 (inclusive); (B1) a predetermined melanin precursor or a salt thereof; and (B2) an alkaline agent.

Description

Technical Field

[0001] The present invention relates to a hair treatment method. Background Art

[0002] Hair dyeing takes a long time and causes hair damage. Therefore, in order to reduce the number of hair dyeings, a method for improving the color durability of the dyed hair is needed. Specifically, a method for treating hair that causes less color change even after washing the hair after dyeing is desired.

[0003] As a method for improving the durability of hair color, various methods using pre-treatment agents or post-treatment agents for hair dyeing have been studied.

[0004] For example, Japanese Patent Application Laid-Open No. 2015-140326 (Patent Document 1) discloses a method for preventing fading of dyed hair, which can exhibit an excellent anti-fading effect on dyed hair. The method is characterized in that an anti-fading agent containing a predetermined lactone derivative is applied to the hair and then heat-treated.

[0005] Japanese Patent Application Laid-Open No. 2005-170838 (Patent Document 2) discloses a hair dye pretreatment composition that can provide excellent dyeing uniformity and fastness to hair with various dyeing histories. The hair dye pretreatment composition is characterized by containing a direct dye, glycine and / or taurine, and water.

[0006] Japanese Patent Application Laid-Open No. 2005-320355 (Patent Document 3) describes a post-treatment agent for hair dyeing. Application of the post-treatment agent to hair that has been dyed can repair damage caused by dyeing, prevent damage from accumulating, and improve the feel and color retention. The post-treatment agent for hair dyeing comprises a pH buffer (the pH buffer comprising an organic acid and / or an organic acid salt, and an alkaline agent), and a wheat protein hydrolyzate and / or a silylated protein hydrolyzate.

[0007] Japanese Patent Application Laid-Open No. 2008-133227 (Patent Document 4) discloses a two-part hair treatment agent that improves dyeing uniformity during hair dyeing and improves color fastness after dyeing. The two-part hair treatment agent comprises a first part and a second part, wherein the first part is applied to the hair as a pretreatment for dyeing with an oxidative hair dye, and the second part is applied to the hair after the first part. The first part is formed by blending a keratin derivative, hydrolyzed keratin, or a derivative thereof, and the second part is formed by blending an amino-modified silicone.

[0008] Japanese Patent Application Laid-Open No. 2021-59517 (Patent Document 5) discloses a hair cosmetic that improves the elasticity of damaged hair, provides an excellent moisturized and smooth feel, and further has an excellent effect of preventing hair color fading (color loss). The hair cosmetic comprises: a predetermined amount of at least one component selected from hydroxypropyl glucamide and hydroxypropylammonium gluconate; and a predetermined amount of at least one component selected from glutamic acid, aspartic acid, and acetylhydroxyproline.

[0009] Furthermore, Japanese Patent Publication No. 2021-123535 (Patent Document 6) discloses a composition for preventing hair dye from fading, which can reduce or inhibit the fading of hair after dyeing. The composition comprises: at least one first compound selected from specified L-ascorbic acid derivatives and salts thereof; and a cationic second compound. Summary of the Invention

[0010] The present invention relates to the following technical solutions.

[0011] [1] A method for treating hair, comprising the following steps (I) and (II) in sequence:

[0012] Step (I): applying a hair dye composition A containing the following components (A1) and (A2) to the hair to dye the hair,

[0013] (A1) oxidation dyes,

[0014] (A2) hydrogen peroxide,

[0015] Step (II): a step of applying a composition B containing the following components (B1) and (B2) and having a pH value of 8.0 or more and 11.0 or less to the hair,

[0016] (B1) a compound represented by the following general formula (1) or a salt thereof,

[0017]

[0018] Wherein, the dotted line indicates the presence or absence of a π bond; R 1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom, or -COOR (R is a hydrogen atom, a methyl group or an ethyl group); R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group,

[0019] (B2) Alkaline agent.

[0020] [2] A method for improving the color durability of hair dyed in step (I), comprising the following steps (I) and (II) in sequence:

[0021] Step (I): applying a hair dye composition A containing the following components (A1) and (A2) to the hair to dye the hair,

[0022] (A1) oxidation dyes,

[0023] (A2) hydrogen peroxide;

[0024] Step (II): a step of applying a composition B containing the following components (B1) and (B2) and having a pH value of 8.0 or more and 11.0 or less to the hair,

[0025] (B1) a compound represented by the following general formula (1) or a salt thereof,

[0026]

[0027] Wherein, the dotted line indicates the presence or absence of a π bond; R 1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom, or -COOR (R is a hydrogen atom, a methyl group or an ethyl group); R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group,

[0028] (B2) Alkaline agent.

[0029] [3] A method for improving the color durability of artificially dyed hair, comprising the following step (IIa):

[0030] Step (IIa): a step of applying a composition B containing the following components (B1) and (B2) and having a pH value of 8.0 or more and 11.0 or less to the artificially dyed hair.

[0031] (B1) a compound represented by the following general formula (1) or a salt thereof,

[0032]

[0033] Wherein, the dotted line indicates the presence or absence of a π bond; R 1 Represents a hydroxyl group or an acetoxy group. 2 represents a hydrogen atom, or -COOR (R is a hydrogen atom, a methyl group or an ethyl group); R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group,

[0034] (B2) Alkaline agent.

[0035] [4] A hair dyeing kit comprising a hair dye composition A and a composition B,

[0036] The hair dye composition A contains the following components (A1) and (A2),

[0037] (A1) oxidation dyes,

[0038] (A2) hydrogen peroxide;

[0039] The composition B contains the following components (B1) and (B2) and has a pH of 8.0 or more and 11.0 or less.

[0040] (B1) a compound represented by the following general formula (1) or a salt thereof,

[0041]

[0042] Wherein, the dotted line indicates the presence or absence of a π bond; R 1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom, or -COOR (R is a hydrogen atom, a methyl group or an ethyl group); R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group,

[0043] (B2) Alkaline agent.

[0044] Specific implementation methods

[0045] However, the method disclosed in Patent Document 1 requires heat treatment, and therefore there is a concern that heat damage may be caused to the hair.

[0046] Furthermore, the hair dyeing pretreatment composition disclosed in Patent Document 2 contains a direct dye, and therefore there is a concern that it may affect the color tone of the hair after dyeing.

[0047] Furthermore, the methods described in Patent Documents 3 to 6 all involve treatment in combination with a water-soluble base. However, the color is easily lost when the hair is washed after dyeing, and their effectiveness in improving color durability is limited.

[0048] The present invention provides a hair treatment method that reduces color change of dyed hair and improves color durability.

[0049] The present inventors have discovered that the above-mentioned problems can be solved by a hair treatment method comprising, in sequence, a step (I) of applying a predetermined hair dye composition to the hair to dye the hair, and a step (II) of applying a composition containing predetermined components to the hair.

[0050] According to the present invention, a hair treatment method can be provided in which the color tone of dyed hair is less changed and the durability of the color is improved.

[0051] [definition]

[0052] In this specification, "the color tone of the dyed hair is minimally changed" means that the color tone of the hair after step (I) and before step (II) is minimally different from the color tone of the hair after steps (I) and (II). The change in hair color tone can be evaluated by the change in hue angle h (Δh), specifically, by the method described in the Examples.

[0053] The hue angle h is based on the CIE1976 L * a * b * a specified by the color system * value, b * The value is calculated by the following formula.

[0054] Hue angle h = tan -1 (b * / a * )

[0055] In this specification, "improving the color durability of dyed hair" means that even after washing the hair after step (I) and step (II), the color is less likely to fall off, especially the color of the hair before and after washing. * The difference in values ​​(ΔL * ) is less. L * The value refers to the CIE1976 L * a * b * Brightness L specified by the color system * Specifically, the L of hair * Value and ΔL * Evaluation can be performed by the method described in the Examples.

[0056] [Hair treatment methods]

[0057] The hair treatment method of the present invention (hereinafter also referred to as "hair treatment method" or simply "treatment method of the present invention") comprises the following steps (I) and (II) in sequence.

[0058] Step (I): applying a hair dye composition A containing the following components (A1) and (A2) to the hair to dye the hair,

[0059] (A1) oxidation dyes,

[0060] (A2) hydrogen peroxide,

[0061] Step (II): a step of applying a composition B containing the following components (B1) and (B2) and having a pH value of 8.0 or more and 11.0 or less to the hair,

[0062] (B1) a compound represented by the following general formula (1) or a salt thereof,

[0063]

[0064] Wherein, the dotted line indicates the presence or absence of a π bond; R 1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom, or -COOR (R is a hydrogen atom, a methyl group or an ethyl group); R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group,

[0065] (B2) Alkaline agent.

[0066] The treatment method of the present invention, by having the above-mentioned characteristics, can suppress the change in color tone of the hair after dyeing in step (I) and improve the color durability.

[0067] The present invention may exert the above-mentioned effects for the following reasons.

[0068] In step (I), hair is dyed using a hair dye composition A containing a coloring ingredient, namely an oxidation dye, and an oxidizing agent, namely hydrogen peroxide, namely (A2). Composition B, used in the subsequent step (II), contains a melanin precursor, namely component (B1), and an alkaline agent, namely (B2). When composition B is applied to the hair, component (B1) penetrates the hair and polymerizes through oxidation in air. Component (B1) and its polymers then reside in the stratum corneum, located outside the cortex of the hair. This prevents the oxidation dye from shedding from the hair dyed in step (I), thereby improving color durability.

[0069] Component (B2) in composition B adjusts the pH to a range of 8.0 to 11.0, thereby promoting the oxidative polymerization of component (B1) within the hair. Furthermore, by swelling the hair and opening the cuticle, component (B1) can be more efficiently penetrated, thereby enhancing the effect of suppressing the loss of the oxidation dye from the hair and improving color durability.

[0070] Furthermore, component (B1) becomes a melanin-like substance by oxidative polymerization and can also function as a colorant, thereby reducing changes in hair color tone compared to the use of other oxidation dyes or direct dyes.

[0071] <Step (I)>

[0072] In step (I), a hair dye composition A containing the following components (A1) and (A2) is applied to the hair to dye the hair.

[0073] (A1) oxidation dyes,

[0074] (A2) Hydrogen peroxide.

[0075] (Dosage Form)

[0076] The formulation of the hair dye composition A is not particularly limited and may be any formulation such as liquid, foam, paste, cream, solid, or powder. From the perspective of application to hair by spreading, dipping, or the like, the formulation of the hair dye composition A is preferably liquid, foam, paste, or cream.

[0077] The hair dye composition A may be a single-component composition or a multi-component composition such as a two-component composition. When the hair dye composition A is a multi-component composition, the "content of component X in the hair dye composition A" refers to the content of component X in the hair dye composition A obtained by mixing multiple components.

[0078] (Component (A1): oxidation dye)

[0079] As the oxidation dye used as the component (A1), a known oxidation dye composed of a precursor and a coupler may be mentioned.

[0080] Examples of the precursors of the oxidation dye include one or more compounds selected from the group consisting of p-phenylenediamine, toluene-2,5-diamine, 2-chloro-p-phenylenediamine, N-methoxyethyl-p-phenylenediamine, N,N-bis(2-hydroxyethyl)-p-phenylenediamine, 2-(2-hydroxyethyl)-p-phenylenediamine, 2,6-dimethyl-p-phenylenediamine, 4,4'-diaminodiphenylamine, 1,3-bis(N-(2-hydroxyethyl)-N-(4-aminophenyl)amino)-2-propanol, and PEG (Polyethylene glycol). Glycol, polyethylene glycol)-3,3,2'-p-phenylenediamine, p-aminophenol, p-methylaminophenol, 3-methyl-4-aminophenol [= 4-amino-m-cresol], 2-aminomethyl-4-aminophenol, 2-(2-hydroxyethylaminomethyl)-4-aminophenol, o-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol, 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, 1-hydroxyethyl-4,5-diaminopyrazole, and salts thereof.

[0081] As the coupler in the oxidation dye, for example, one or more compounds selected from the group consisting of m-phenylenediamine, 2,4-diaminophenoxyethanol, 2-amino-4-(2-hydroxyethylamino)anisole [= 2-amino-4-(β-hydroxyethyl)aminoanisole], 2,4-diamino-5-methylphenethyl ether, 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 [= 5-amino-o-cresol], 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-aminophenol, resorcinol, 2-methylresorcinol, 4-chlororesorcinol, 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 salts thereof.

[0082] As component (A1), one or more of the above-mentioned oxidation dyes can be used depending on the desired color. In addition, as component (A1), only one of the precursor and the coupler can be contained, or both of the precursor and the coupler can be contained.

[0083] From the viewpoint of improving hair dyeing properties, the content of component (A1) in the hair dye composition A is preferably 0.005% by mass or more, more preferably 0.01% by mass or more, even more preferably 0.025% by mass or more, still more preferably 0.05% by mass or more, and even more preferably 0.1% by mass or more. From the viewpoint of reducing color changes in the hair after dyeing in step (I) and improving color durability, the content is preferably 5.0% by mass or less, more preferably 2.0% by mass or less.

[0084] (Ingredient (A2): hydrogen peroxide)

[0085] Component (A2) hydrogen peroxide acts as an oxidizing agent for component (A1) and contributes to improving hair dyeing properties. Component (A2) is preferably formulated in the hair dye composition A in the form of hydrogen peroxide solution.

[0086] From the viewpoint of improving hair dyeing properties, the content of component (A2) in the hair dye composition A is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, and even more preferably 1.0% by mass or more. From the viewpoint of suppressing hair damage, it is preferably 5.0% by mass or less, more preferably 4.0% by mass or less.

[0087] When the hair dye composition A is a multi-component composition, it is preferred that the component (A1) and the component (A2) are contained in different formulations from the viewpoint of storage stability.

[0088] (Other ingredients)

[0089] In addition to the above-mentioned components, the hair dye composition A may also contain components commonly used in hair dye compositions as appropriate, within a range that does not impair the purpose of the present invention. Examples of such components include pH adjusters, surfactants, viscosity modifiers, silicones, aromatic alcohols, coloring components other than component (A1), polymers, oils, antidandruff agents, vitamins, bactericides, anti-inflammatory agents, preservatives, chelating agents, moisturizers, pearlescent agents, ceramides, fragrances, ultraviolet absorbers, and aqueous media.

[0090] In this specification, a coloring component refers to a colorant or a precursor thereof. Examples of coloring components other than component (A1) include colorants or precursors thereof other than component (A1) commonly used in hair dye compositions, such as component (B1), direct dyes, and pigments.

[0091] The preparation method of the hair dye composition A is not particularly limited and can be prepared by a conventional method.

[0092] As the hair dye composition A, a commercially available hair dye composition may be used. The hair dye composition A may be a hair dye composition containing the above-mentioned component (A1) and component (A2). From the viewpoint of effectively exerting the effects of the present invention, it is preferred that when the hair dye composition is used to dye white hair, the hair color of the dyed white hair is * The hair dye composition has a value of 50 or less. * The value is preferably 45 or less, and is preferably 20 or more, more preferably 25 or more, and further preferably 30 or more.

[0093] "When the hair dye composition A is used to dye white hair, the L *The term "value becomes 50 or less" means, for example, that when a commercially available hair dye composition is used as the hair dye composition A, when white hair is dyed using the bath ratio and method specified in the hair dye composition, the L value of the dyed white hair is * The value becomes 50 or less.

[0094] In addition, the white hair mentioned here is preferably L * As hair having a value of 65 or more and 75 or less, for example, "BM-WA" manufactured by Beaulax Co., Ltd. can be used.

[0095] In step (I), the hair dye composition A is applied to the hair. When the hair dye composition A is a multi-component composition, the formulations are mixed before use, and the hair dye composition A is prepared and then applied to the hair.

[0096] The method for applying the hair dye composition A to hair may be any method that allows the hair dye composition A to come into contact with the hair. Examples thereof include a method of applying the composition to dry or wet hair, a method of immersing dry or wet hair in the composition, and the like. Of these methods, applying the hair dye composition to dry hair is preferred from the perspective of improving hair dyeing properties.

[0097] From the viewpoint of obtaining a desired color tone, the amount of the hair dye composition A applied to the hair is preferably in a bath ratio (dry mass of hair:mass of the hair dye composition A) of 1:0.2 to 1:20, more preferably 1:0.5 to 1:10, even more preferably 1:0.5 to 1:5, and even more preferably 1:0.8 to 1:3.

[0098] The hair to which the hair dye composition A is applied is preferably the head, and it only needs to be at least a part of the head.

[0099] Preferably, after applying the hair dye composition A to the hair in step (I), a further step of leaving the hair to stand is performed. From the viewpoint of improving hair dyeing properties, the leaving time in this case is preferably 1 minute or longer, more preferably 5 minutes or longer, and even more preferably 10 minutes or longer. From the viewpoint of reducing the burden on the person being treated, the leaving time is preferably 30 minutes or shorter, more preferably 25 minutes or shorter.

[0100] <Rinsing steps>

[0101] The method of the present invention preferably comprises a step of rinsing the hair dye composition A applied to the hair between step (I) and step (II) (hereinafter also referred to simply as "rinsing step").

[0102] The rinsing step is performed by rinsing the hair dye composition A applied to the hair in step (I) with water. The temperature of the water is not particularly limited, but warm water of 35 to 45°C is preferred.

[0103] <Drying Step>

[0104] In the method of the present invention, after the rinsing step is performed after step (I), the hair may be used in a wet state in step (II) without performing a drying step. Alternatively, after the rinsing step is performed after step (I), a drying step (hereinafter also referred to as the "drying step") is performed, and after the hair is dried, the dry hair may be used in step (II). The drying step is a step for reducing the moisture content of the hair and, for example, includes performing one or more drying treatments selected from towel drying, drying with a hair dryer (cold air or hot air), and air drying to actively reduce the moisture content of the hair. Preferably, a combination of two or more of these drying treatments is performed.

[0105] In the method of the present invention, from the viewpoint of shortening the treatment time, it is preferred that the rinsing step is performed after step (I) and the hair is not dried but the wet hair is used in step (II).

[0106] <Brightness of hair (L * Value)>

[0107] From the viewpoint of the effectiveness of reducing the color change of the hair dyed in step (I) and improving the color durability, the L of the hair dyed in step (I) is * The value is preferably 50 or less, more preferably 45 or less. It is preferably 20 or more, more preferably 25 or more, and even more preferably 30 or more.

[0108] Specifically, the L of hair * The values ​​can be measured by the method described in the Examples.

[0109] In this specification, "hair dyed in step (I)" refers to the hair after step (I) and before step (II) described below. Furthermore, when the rinsing step is included between steps (I) and (II), "hair dyed in step (I)" refers to the hair after step (I) and the rinsing step are performed and before step (II) is performed.

[0110] Hair Hue Angle (h Value)

[0111] Furthermore, from the viewpoint of effectiveness of reducing color tone changes and improving color durability of the hair after dyeing in step (I), the h value of the hair after dyeing in step (I) is preferably 5 or more, more preferably 10 or more, even more preferably 20 or more, even more preferably 30 or more, even more preferably 35 or more, and is preferably 80 or less, more preferably 70 or less, even more preferably 60 or less, even more preferably 50 or less.

[0112] Specifically, the h value of hair can be measured by the method described in Examples.

[0113] <Step (II)>

[0114] In step (II), a composition B containing the following components (B1) and (B2) and having a pH of 8.0 or more and 11.0 or less is applied to the hair.

[0115] (B1) a compound represented by the following general formula (1) or a salt thereof,

[0116]

[0117] Wherein, the dotted line indicates the presence or absence of a π bond; R 1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom, or -COOR (R is a hydrogen atom, a methyl group or an ethyl group); R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group,

[0118] (B2) Alkaline agent.

[0119] (Dosage Form)

[0120] The formulation of Composition B is not particularly limited and may be any formulation, such as liquid, foam, paste, cream, solid, or powder. From the perspective of application to hair by spreading, dipping, or the like, Composition B is preferably in the form of a liquid, foam, paste, or cream.

[0121] Furthermore, composition B may be a single-dose composition or a multi-dose composition such as a double-dose composition, but is preferably a single-dose composition.

[0122] (Component (B1): a compound represented by the general formula (1) or a salt thereof)

[0123] Composition B contains component (B1), which is a compound represented by the above-mentioned general formula (1) or a salt thereof. Component (B1) is a melanin precursor that polymerizes upon oxidation with air and is converted into melanin. In the present invention, component (B1) acts as an agent for improving the color durability of hair dyed in step (I).

[0124] The compound represented by the general formula (1) is an indole derivative or an indoline derivative, or a salt thereof. In the present invention, one kind or a combination of two or more kinds thereof can be used.

[0125] From the viewpoint of reducing color change of the hair dyed in step (I) and improving color durability, component (B1) is more preferably an indole derivative (ie, a π bond exists in the dotted line portion in general formula (1)).

[0126] From the viewpoint of the availability of component (B1), reduction of color change of the hair after dyeing in step (I), and improvement of color durability, in the above general formula (1), R 1 Preferably, hydroxyl group, R 2 It is preferably a hydrogen atom or -COOR (R is a hydrogen atom, a methyl group or an ethyl group), and more preferably a hydrogen atom or -COOH. 3 Preferred is a hydrogen atom.

[0127] Examples of the compound represented by the general formula (1) include 5,6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 5,6-dihydroxyindole-2-carboxylic acid methyl ester, 5,6-dihydroxyindole-2-carboxylic acid ethyl ester, N-methyl-5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole-2-carboxylic acid, N-ethyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole-2-carboxylic acid, N-acetyl-5,6-dihydroxyindole, N-acetyl-5,6-dihydroxyindole-2-carboxylic acid, 5-acetoxy-6-hydroxyindole, 5-acetoxy-6-hydroxyindole-2-carboxylic acid, 5,6- Dihydroxyindoline, 5,6-dihydroxyindoline-2-carboxylic acid, methyl 5,6-dihydroxyindoline-2-carboxylate, ethyl 5,6-dihydroxyindoline-2-carboxylate, N-methyl-5,6-dihydroxyindoline, N-methyl-5,6-dihydroxyindoline-2-carboxylic acid, N-ethyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline-2-carboxylic acid, N-acetyl-5,6-dihydroxyindoline, N-acetyl-5,6-dihydroxyindoline-2-carboxylic acid, 5-acetoxy-6-hydroxyindoline, 5-acetoxy-6-hydroxyindoline-2-carboxylic acid, and the like can be used alone or in combination.

[0128] Examples of the salt of the compound represented by the general formula (1) include hydrochlorides, hydrobromides, sulfates, phosphates, acetates, propionates, lactates, citrates, etc. Hydrobromides are preferred from the viewpoints of availability, reduction of color changes in the hair after dyeing in step (I), and improvement of color durability.

[0129] In addition, in the general formula (1), R 2 When -COOH is present, examples of the salt of the compound represented by the general formula (1) include carboxylates thereof (R 2 -COO - X + (X + is a cation, such as Na + , K + Alkali metal ions such as Ca + Mg + Alkaline earth metal ions; ammonium ions, etc.)

[0130] From the viewpoint of reducing color tone changes in the hair after dyeing in step (I) and improving color durability, component (B1) is preferably one or more selected from 5,6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 5,6-dihydroxyindoline, 5,6-dihydroxyindole-2-carboxylic acid, and salts thereof, more preferably one or more selected from 5,6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, and 5,6-dihydroxyindoleline hydrobromide, even more preferably one or more selected from 5,6-dihydroxyindole and 5,6-dihydroxyindole-2-carboxylic acid, and even more preferably contains 5,6-dihydroxyindole.

[0131] When component (a1) contains 5,6-dihydroxyindole and 5,6-dihydroxyindole-2-carboxylic acid, the molar ratio of 5,6-dihydroxyindole to 5,6-dihydroxyindole-2-carboxylic acid is preferably in the range of 50:50 to 99:1, more preferably in the range of 80:20 to 99:1, and even more preferably in the range of 85:15 to 95:5, from the viewpoint of improving color durability.

[0132] When component (a1) contains 5,6-dihydroxyindole and 5,6-dihydroxyindole-2-carboxylic acid, the molar ratio of 5,6-dihydroxyindole to 5,6-dihydroxyindole-2-carboxylic acid in component (a1) can be quantified by reverse phase HPLC (High Performance Liquid Chromatography).

[0133] From the viewpoint of improving color durability, the content of component (B1) in composition B is preferably 0.01% by mass or more, more preferably 0.02% by mass or more, even more preferably 0.03% by mass or more, and still more preferably 0.05% by mass or more. From the viewpoint of reducing color tone changes in the hair after dyeing in step (I), the content of component (B1) is preferably 3.0% by mass or less, more preferably 2.0% by mass or less, even more preferably 1.0% by mass or less, still more preferably 0.8% by mass or less, still more preferably 0.5% by mass or less, still more preferably 0.4% by mass or less, still more preferably 0.3% by mass or less, and still more preferably 0.25% by mass or less.

[0134] (Ingredient (B2): Alkaline agent)

[0135] Component (B2) has the function of increasing the color durability of the hair dyed in step (I) by swelling the hair and opening the cuticle to allow component (B1) to penetrate into the hair.

[0136] As component (B2), any alkali agent commonly used in hair dye compositions can be used without particular limitation, and may be either an inorganic alkali agent or an organic alkali agent. From the perspective of improving the color durability of the hair dyed in step (I), component (B2) is preferably ammonia or an organic alkali agent.

[0137] Preferred alkali agents as component (B2) include ammonia; alkanolamines such as monomethanolamine, dimethanolamine, or trimethanolamine, monoethanolamine, diethanolamine, or triethanolamine, trihydroxymethylaminomethane, and 2-amino-2-methyl-1-propanol; alkylamines such as methylamine, dimethylamine, ethylamine, diethylamine, N-methylethylamine, propylamine, and butylamine; and aralkylamines such as benzylamine. One or more of these can be used. From the perspective of water solubility, the number of carbon atoms in the alkanolamine, alkylamine, or aralkylamine is preferably 1 to 10, and more preferably 1 to 8.

[0138] Among the above, from the viewpoint of improving the color durability of the hair dyed in step (I), component (B2) is preferably one or more selected from ammonia, alkanolamines, alkylamines, and aralkylamines, more preferably one or more selected from ammonia and alkanolamines, and even more preferably one alkanolamine. Among the alkanolamines, from the viewpoint of improving the color durability of the hair dyed in step (I), component (B2) is preferably one or more selected from monoethanolamine, trishydroxymethylaminomethane, and 2-amino-2-methyl-1-propanol, more preferably one or more selected from monoethanolamine and 2-amino-2-methyl-1-propanol, and even more preferably one monoethanolamine.

[0139] From the viewpoint of improving the color durability of the hair dyed in step (I), the content of the alkanolamine in component (B2) is preferably 70% by mass or more, more preferably 80% by mass or more, and even more preferably 90% by mass or more and 100% by mass or less.

[0140] From the viewpoint of improving the color durability of the hair dyed in step (I), the content of component (B2) in composition B is preferably 0.01% by mass or more, more preferably 0.1% by mass or more, even more preferably 0.5% by mass or more, still more preferably 1.0% by mass or more, and even more preferably 2.0% by mass or more. From the viewpoint of suppressing hair damage, the content of component (B2) is preferably 10% by mass or less, more preferably 7.5% by mass or less, and even more preferably 5.0% by mass or less.

[0141] (Other ingredients)

[0142] In addition to the above-mentioned ingredients, composition B may also contain ingredients commonly used in hair dye compositions as appropriate, within a range that does not impair the purpose of the present invention. Examples of such ingredients include antioxidants, pH adjusters, surfactants, viscosity modifiers, silicones, aromatic alcohols, water, aqueous media such as lower alcohols, low molecular weight diols, and triols, polymers, oils, antidandruff agents, vitamins, bactericides, anti-inflammatory agents, preservatives, chelating agents, moisturizers, pearlescent agents, ceramides, fragrances, and ultraviolet absorbers. Of these, composition B preferably contains water and further contains one or more selected from the group consisting of an antioxidant, a pH adjuster, and a surfactant.

[0143] [Antioxidants]

[0144] From the viewpoint of inhibiting the oxidative polymerization of the component (B1) outside the hair, the composition B may contain an antioxidant.

[0145] Examples of the antioxidant include sulfurous acid, pyrosulfous acid, hydrogen sulfite, sulfur dioxide, L-ascorbic acid, thioglycolic acid, L-cysteine, N-acetyl-L-cysteine, and salts and derivatives thereof. Examples of the salt include alkali metals such as sodium and potassium.

[0146] Among the above, from the viewpoint of the effect of inhibiting the oxidative polymerization of component (B1) outside the hair, the antioxidant is preferably one or more selected from sulfites, pyrosulfites, bisulfites, sulfur dioxide, L-ascorbic acid, and L-ascorbic acid salts, more preferably one or more selected from sodium sulfite and sodium L-ascorbate, and even more preferably sodium sulfite.

[0147] When the composition B contains an antioxidant, the content of the antioxidant in the composition B is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, and even more preferably 0.2% by mass or more, and is preferably 10% by mass or less, more preferably 5.0% by mass or less, even more preferably 3.0% by mass or less, even more preferably 2.0% by mass or less, and even more preferably 1.0% by mass or less, from the viewpoint of inhibiting the oxidative polymerization of the component (B1) outside the hair.

[0148] [pH adjuster]

[0149] Composition B may contain a pH adjuster from the viewpoint of adjusting the pH to the desired range described below and promoting the polymerization reaction of component (B1) in the hair.

[0150] Since composition B contains an alkaline agent as component (B2), the pH adjuster used in composition B is preferably a protonating agent. The protonating agent may be any of a monobasic acid and a polybasic acid, and may also be any of an organic acid (having 1 to 8 carbon atoms, excluding ascorbic acid) and an inorganic acid.

[0151] Examples of the protonating agent include one or more selected from hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, and citric acid. From the viewpoint of easily adjusting the pH of the composition B to the range described below, one or more selected from phosphoric acid and citric acid are preferred.

[0152] When composition B contains a pH adjuster, from the viewpoint of easily adjusting the pH of composition B to the following range, the content of the pH adjuster in composition B is preferably 0.05% by mass or more, more preferably 0.1% by mass or more, and even more preferably 0.2% by mass or more. It is also preferably 5.0% by mass or less, more preferably 4.0% by mass or less, and even more preferably 3.5% by mass or less.

[0153] [Surfactant]

[0154] Composition B may contain a surfactant for the purpose of suppressing hair damage and improving the feel of the hair.

[0155] Examples of surfactants include cationic surfactants, anionic surfactants, amphoteric surfactants, and nonionic surfactants, and one or more of these can be used. When composition B is a conditioner or a care product, it preferably contains at least a cationic surfactant as a surfactant.

[0156] When composition B contains a surfactant, the content of the surfactant in composition B is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, and even more preferably 1.0% by mass or more, and is preferably 30% by mass or less, and more preferably 20% by mass or less, from the viewpoint of suppressing hair damage and improving the feel.

[0157] From the viewpoint of reducing color tone changes in the hair after dyeing in step (I), the composition B preferably contains substantially no coloring component. Furthermore, "substantially containing no coloring component" means that the content of the coloring component in the composition B is preferably 1% by mass or less, more preferably 0.5% by mass or less, even more preferably 0.2% by mass or less, and even more preferably 0% by mass.

[0158] Examples of the coloring component herein include oxidation dyes, direct dyes, and pigments as component (A1).

[0159] From the perspective of suppressing hair damage, Composition B preferably contains substantially no oxidizing agent. "Composition B contains substantially no oxidizing agent" means that the content of the oxidizing agent in Composition B is preferably less than 0.1% by mass, more preferably less than 0.01% by mass, and even more preferably 0% by mass.

[0160] Examples of the oxidizing agent include peroxides such as hydrogen peroxide, urea peroxide, and melamine peroxide, with hydrogen peroxide being preferred. Furthermore, the oxidizing agent content refers to the content of the active ingredient of the oxidizing agent. For example, when hydrogen peroxide solution is used as the oxidizing agent, the oxidizing agent content refers to the content of hydrogen peroxide.

[0161] The method for preparing composition B is not particularly limited. For example, it can be prepared by preparing component (B1), component (B2), an aqueous medium, and other components used as needed, and mixing them using a known stirring device. From the perspective of avoiding polymerization of component (B1), composition B is preferably prepared under an inert gas atmosphere such as nitrogen.

[0162] (pH value)

[0163] From the perspective of improving the color durability of the hair dyed in step (I), the pH of composition B is preferably 8.0 or higher, more preferably 9.0 or higher, even more preferably 9.5 or higher, and even more preferably 9.8 or higher. From the perspective of suppressing hair damage, the pH is preferably 11.0 or lower, more preferably 10.8 or lower, and even more preferably 10.5 or lower.

[0164] The above pH value is a value measured at 25° C., and can be specifically measured by the method described in the Examples.

[0165] The method for applying composition B to hair in step (II) may be any method that allows composition B to come into contact with the hair. Examples thereof include a method of applying composition B to dry or wet hair, and a method of immersing dry or wet hair in the composition. Of these, a method of applying composition B to wet hair is preferred.

[0166] From the perspective of reducing color tone changes and improving color durability of the hair after dyeing in step (I), the amount of composition B applied to the hair is preferably 1:0.1 to 1:20, more preferably 1:0.2 to 1:10, even more preferably 1:0.3 to 1:5, and even more preferably 1:0.4 to 1:3, in terms of bath ratio (hair mass:composition B mass). The "hair mass" referred to herein refers to the mass of the hair in a dry state, and even when the hair is wet, the mass of the hair in a dry state is referred to.

[0167] Preferably, in step (II), after applying composition B to the hair, a further step of leaving the hair in place is performed. From the perspective of improving color durability, the leaving-in time in this case is preferably 1 minute or longer, more preferably 3 minutes or longer. From the perspective of reducing the burden on the person being treated, the leaving-in time is preferably 30 minutes or shorter, more preferably 20 minutes or shorter.

[0168] <Rinsing steps>

[0169] The method of the present invention preferably includes a step of rinsing the composition B applied to the hair (rinsing step) after step (II). The rinsing step is performed, for example, by rinsing the composition B applied to the hair with water. The temperature of the water is not particularly limited, but warm water of 35 to 45°C is preferably used.

[0170] <Drying Step>

[0171] The method of the present invention preferably includes a step of drying the hair (drying step) after the rinsing step. The drying step includes performing at least one drying treatment selected from the group consisting of towel drying, hair dryer drying (with cold air or hot air), and air drying, and preferably a combination of two or more of these drying treatments.

[0172] [Methods to improve the durability of hair color]

[0173] The present invention provides a method for improving the color durability of hair after dyeing in step (I), wherein the method comprises the following steps (I) and (II) in sequence:

[0174] Step (I): applying a hair dye composition A containing the following components (A1) and (A2) to the hair to dye the hair,

[0175] (A1) oxidation dyes,

[0176] (A2) hydrogen peroxide,

[0177] Step (II): a step of applying a composition B containing the following components (B1) and (B2) and having a pH value of 8.0 or more and 11.0 or less to the hair,

[0178] (B1) a compound represented by the following general formula (1) or a salt thereof,

[0179]

[0180] Wherein, the dotted line indicates the presence or absence of a π bond; R 1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom, or -COOR (R is a hydrogen atom, a methyl group or an ethyl group); R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group,

[0181] (B2) Alkaline agent.

[0182] Step (I), step (II) and their preferred embodiments are the same as those described above.

[0183] Furthermore, the present invention provides a method for improving the color durability of artificially dyed hair, which comprises the following step (IIa):

[0184] Step (IIa): a step of applying a composition B containing the following components (B1) and (B2) and having a pH value of 8.0 or more and 11.0 or less to the artificially dyed hair.

[0185] (B1) a compound represented by the following general formula (1) or a salt thereof,

[0186]

[0187] Wherein, the dotted line indicates the presence or absence of a π bond; R 1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom, or -COOR (R is a hydrogen atom, a methyl group or an ethyl group); R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group,

[0188] (B2) Alkaline agent.

[0189] "Artificially dyed hair" refers to hair that has been dyed using a colorant such as a pigment or dye. From the perspective of improving color durability, the colorant is preferably one or more selected from pigments, direct dyes, and oxidation dyes. From the perspective of the effectiveness of the effect of improving color durability, one or more selected from direct dyes and oxidation dyes are more preferred, and oxidation dyes are even more preferred.

[0190] The pigment may be any pigment commonly used in hair dye compositions, for example, white inorganic pigments such as titanium oxide, zinc oxide, cerium oxide, and barium sulfate; colored inorganic pigments such as yellow iron oxide, black iron oxide, red iron oxide, carbon black, chromium oxide, chromium hydroxide, iron blue, and ultramarine; bright powders such as titanium oxide-coated mica, titanium oxide-coated bismuth oxychloride, iron oxide-coated mica titanium, iron oxide mica, iron blue-treated mica titanium, carmine-treated mica titanium, bismuth oxychloride, and fish scale foil; and red 201, red 202, red 205, and red 206. Organic pigments such as Red No. 26, Red No. 228, Orange No. 203, Orange No. 204, Blue No. 404, and Yellow No. 401; lake pigments such as zirconium lake, barium lake, or aluminum lake such as Red No. 3, Red No. 104, Red No. 106, Orange No. 205, Yellow No. 4, Yellow No. 5, Green No. 3, and Blue No. 1; composite pigments such as microparticles of titanium oxide-coated mica titanium, microparticles of zinc oxide-coated mica titanium, barium sulfate-coated mica titanium, silica containing titanium oxide, and silica containing zinc oxide; and the like, one or more of these can be used.

[0191] Alternatively, the surface of these pigments may be treated with various surface treatment agents. The surface treatment is not particularly limited, and various surface treatments may be performed in advance, such as fluorine compound treatment, silicone treatment, silicone resin treatment, draping treatment, silane coupling agent treatment, titanium coupling agent treatment, oil treatment, metal soap treatment, N-acylated lysine treatment, polyethylene glycol treatment, polyvinyl alcohol (PVA) treatment, polyacrylic acid treatment, hyaluronic acid treatment, alginic acid treatment, inorganic compound treatment, plasma treatment, and mechanochemical treatment.

[0192] Examples of the direct dye include acid dyes, nitro dyes, disperse dyes, basic dyes, and direct dyes described in Japanese Patent Application Laid-Open No. 2003-342139.

[0193] Examples of acid dyes include Blue No. 1, Violet No. 401, Black No. 401, Orange No. 205, Red No. 227, Red No. 106, Yellow No. 203, and Acid Orange 3. Examples of 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 2, HC Orange 1, HC Red 1, HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Red 3, and N,N-bis-(2-hydroxyethyl)-2-nitro-p-phenylenediamine. Examples of disperse dyes include Disperse Violet 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, and Basic Orange 31. One or more of these direct dyes may be used.

[0194] As the oxidation dye, the components exemplified for the above-mentioned component (A1) may be mentioned.

[0195] Artificially dyed hair may be hair dyed by a conventional method using a commercially available hair dye composition, for example.

[0196] From the viewpoint of effectiveness of the effect of improving color durability, the L of the artificially dyed hair used in step (IIa) * The value is preferably 50 or less, more preferably 45 or less. It is preferably 20 or more, more preferably 25 or more, and even more preferably 30 or more.

[0197] From the viewpoint of effectiveness of the effect of improving color durability, the h value of the artificially dyed hair used in step (IIa) is preferably 5 or more, more preferably 10 or more, even more preferably 20 or more, even more preferably 30 or more, even more preferably 35 or more, and is preferably 80 or less, more preferably 70 or less, even more preferably 60 or less, even more preferably 50 or less.

[0198] Hair L * The value and h value can be measured by the same method as above.

[0199] Step (IIa) and its preferred embodiment are the same as those of the above-mentioned step (II), except that the composition B is applied to artificially dyed hair.

[0200] [Hair dyeing kit]

[0201] In addition, the present invention provides a hair dyeing kit comprising a hair dye composition A and a composition B,

[0202] The hair dye composition A contains the following components (A1) and (A2),

[0203] (A1) oxidation dyes,

[0204] (A2) hydrogen peroxide,

[0205] The composition B contains the following components (B1) and (B2) and has a pH of 8.0 or more and 11.0 or less.

[0206] (B1) a compound represented by the following general formula (1) or a salt thereof,

[0207]

[0208] Wherein, the dotted line indicates the presence or absence of a π bond; R 1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom, or -COOR (R is a hydrogen atom, a methyl group or an ethyl group); R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group,

[0209] (B2) Alkaline agent.

[0210] The hair dye composition A, composition B and preferred embodiments thereof are the same as described above.

[0211] The hair dyeing kit may comprise the hair dye composition A and the composition B described above. For example, a two-component kit may be provided, wherein the hair dye composition A and the composition B are sealed in separate containers. The shape of the container is not particularly limited and may be appropriately selected depending on the dosage form. Examples thereof include bottles, tubes, dispensers, and aerosol dispensers.

[0212] The hair dyeing kit may further include preparations other than the hair dye composition A and composition B described above.

[0213] The hair dyeing set may further include a comb, a brush, etc. for applying the hair dye composition A and the composition B to the hair, etc., as needed.

[0214] The hair dyeing kit of the present invention can preferably be used according to the method described in the above-mentioned hair treatment method.

[0215] Hereinafter, the present invention further discloses the following contents with respect to the above-mentioned embodiment.

[0216] <1> A method for treating hair, comprising the following steps (I) and (II) in sequence:

[0217] Step (I): applying a hair dye composition A containing the following components (A1) and (A2) to the hair to dye the hair,

[0218] (A1) oxidation dyes,

[0219] (A2) hydrogen peroxide,

[0220] Step (II): a step of applying a composition B containing the following components (B1) and (B2) and having a pH value of 8.0 or more and 11.0 or less to the hair,

[0221] (B1) a compound represented by the following general formula (1) or a salt thereof,

[0222]

[0223] Wherein, the dotted line indicates the presence or absence of a π bond; R 1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom, or -COOR (R is a hydrogen atom, a methyl group or an ethyl group); R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group,

[0224] (B2) Alkaline agent.

[0225] <2> The hair treatment method according to <1>, wherein the hair dye composition A is in liquid, foam, paste, cream, solid, or powder form, preferably in liquid, foam, paste, or cream form.

[0226] <3> The hair treatment method according to <1> or <2>, wherein the component (A1) is at least one selected from oxidation dyes consisting of precursors and couplers.

[0227] <4> The hair treatment method according to <3>, wherein the precursor is one or more compounds selected from the group consisting of p-phenylenediamine, toluene-2,5-diamine, 2-chloro-p-phenylenediamine, N-methoxyethyl-p-phenylenediamine, N,N-bis(2-hydroxyethyl)-p-phenylenediamine, 2-(2-hydroxyethyl)-p-phenylenediamine, 2,6-dimethyl-p-phenylenediamine, 4,4'-diaminodiphenylamine, 1,3-bis(N-(2-hydroxyethyl)-N-(4-aminophenyl)amino)-2-propanol, PEG-3,3,2'-p-phenylenediamine, p-aminophenol, and p-methylaminophenol. , 3-methyl-4-aminophenol [= 4-amino-m-cresol], 2-aminomethyl-4-aminophenol, 2-(2-hydroxyethylaminomethyl)-4-aminophenol, o-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol, 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, 1-hydroxyethyl-4,5-diaminopyrazole, and salts thereof.

[0228] <5> The hair treatment method according to <3> or <4>, wherein the coupling agent is one or more compounds selected from the group consisting of m-phenylenediamine, 2,4-diaminophenoxyethanol, 2-amino-4-(2-hydroxyethylamino)anisole [= 2-amino-4-(β-hydroxyethyl)aminoanisole], 2,4-diamino-5-methylphenethyl ether, 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 [= 5-amino-o-cresol], 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 phenol, 2-methyl-4-methoxy-5-(2-hydroxyethylamino)phenol, 2-methyl-4-fluoro-5-aminophenol, resorcinol, 2-methylresorcinol, 4-chlororesorcinol, 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-methylenedioxy phenol, 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 salts thereof.

[0229] <6> The hair treatment method according to any one of <1> to <5>, wherein the content of the component (A1) in the hair dye composition A is preferably 0.005% by mass or more, more preferably 0.01% by mass or more, even more preferably 0.025% by mass or more, even more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, and is preferably 5.0% by mass or less, more preferably 2.0% by mass or less.

[0230] <7> The hair treatment method according to any one of <1> to <6>, wherein the content of the component (A2) in the hair dye composition A is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, further preferably 1.0% by mass or more, and is preferably 5.0% by mass or less, more preferably 4.0% by mass or less.

[0231] <8> The hair treatment method according to any one of <1> to <7>, wherein the hair dye composition A is a multi-component composition, and the component (A1) and the component (A2) are contained in different formulations.

[0232] <9> The hair treatment method according to any one of <1> to <8>, wherein the method for applying the hair dye composition A to the hair is a method of bringing the hair dye composition A into contact with the hair, preferably a method of applying the hair dye composition A to dry or wet hair, or a method of immersing dry or wet hair in the hair dye composition A.

[0233] <10> The hair treatment method according to any one of <1> to <9>, wherein the amount of the hair dye composition A applied to the hair is preferably 1:0.2 to 1:20, more preferably 1:0.5 to 1:10, further preferably 1:0.5 to 1:5, and even more preferably 1:0.8 to 1:3, in terms of bath ratio (dry mass of hair:mass of hair dye composition A).

[0234] <11> The hair treatment method according to any one of <1> to <10>, wherein in the above-mentioned step (I), after applying the above-mentioned hair dye composition A to the hair, the step of leaving the hair to stand is further performed, and the leaving time is preferably 1 minute or more, more preferably 5 minutes or more, further preferably 10 minutes or more, and preferably 30 minutes or less, more preferably 25 minutes or less.

[0235] <12> The hair treatment method according to any one of <1> to <11>, further comprising a rinsing step of rinsing the hair dye composition A applied to the hair between the steps (I) and (II).

[0236] <13> The hair treatment method according to <12>, wherein after the rinsing step, a drying step is performed to dry the hair, and the dry hair is used in the step (II). Preferably, the drying step is performed by at least one drying treatment selected from the group consisting of towel drying, drying with a hair dryer (with cold air or hot air), and air drying, and more preferably, a combination of two or more of these drying treatments is performed.

[0237] <14> The method for treating hair according to any one of <1> to <13>, wherein the L of the hair dyed in step (I) is * The value is 50 or less, preferably 45 or less, and preferably 20 or more, more preferably 25 or more, and further preferably 30 or more.

[0238] <15> The hair treatment method according to any one of <1> to <14>, wherein the brightness (L * value) is preferably 65 or more and 75 or less.

[0239] <16> The hair treatment method according to any one of <1> to <15>, wherein the hue angle (h value) of the hair after dyeing in the above step (I) is preferably 5 or more, more preferably 10 or more, even more preferably 20 or more, even more preferably 30 or more, even more preferably 35 or more, and is preferably 80 or less, more preferably 70 or less, even more preferably 60 or less, even more preferably 50 or less.

[0240] <17> The hair treatment method according to any one of <1> to <16>, wherein the composition B is in liquid, foam, paste, cream, solid, or powder form, preferably liquid, foam, paste, or cream form.

[0241] <18> The hair treatment method according to any one of <1> to <17>, wherein the component (B1) is one or more compounds selected from the group consisting of 5,6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 5,6-dihydroxyindole-2-carboxylic acid methyl ester, 5,6-dihydroxyindole-2-carboxylic acid ethyl ester, N-methyl-5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole-2-carboxylic acid, N-ethyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole-2-carboxylic acid, N-acetyl-5,6-dihydroxyindole, N-acetyl-5,6-dihydroxyindole-2-carboxylic acid, 5-acetoxy-6-hydroxyindole, 5-acetoxy-6-hydroxyindole-2-carboxylic acid, 5,6-dihydroxyindole Indoline, 5,6-dihydroxyindoline-2-carboxylic acid, methyl 5,6-dihydroxyindoline-2-carboxylate, ethyl 5,6-dihydroxyindoline-2-carboxylate, N-methyl-5,6-dihydroxyindoline, N-methyl-5,6-dihydroxyindoline-2-carboxylic acid, N-ethyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline-2-carboxylic acid, N-acetyl-5,6-dihydroxyindoline, N-acetyl-5,6-dihydroxyindoline-2-carboxylic acid, 5-acetoxy-6-hydroxyindoline, and 5-acetoxy-6-hydroxyindoline-2-carboxylic acid, as well as hydrochlorides, hydrobromides, sulfates, phosphates, acetates, propionates, lactates, and citrates of these compounds, preferably hydrobromides of these compounds.

[0242] <19> The hair treatment method according to any one of <1> to <18>, wherein the component (B1) is preferably one or more selected from 5,6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 5,6-dihydroxyindoline, 5,6-dihydroxyindole-2-carboxylic acid, and salts thereof, more preferably one or more selected from 5,6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, and 5,6-dihydroxyindoleline hydrobromide, further preferably one or more selected from 5,6-dihydroxyindole and 5,6-dihydroxyindole-2-carboxylic acid, and even more preferably contains 5,6-dihydroxyindole.

[0243] <20> The hair treatment method according to any one of <1> to <19>, wherein the content of the component (B1) in the composition B is preferably 0.01% by mass or more, more preferably 0.02% by mass or more, even more preferably 0.03% by mass or more, even more preferably 0.05% by mass or more, and is preferably 3.0% by mass or less, more preferably 2.0% by mass or less, even more preferably 1.0% by mass or less, even more preferably 0.8% by mass or less, even more preferably 0.5% by mass or less, even more preferably 0.4% by mass or less, even more preferably 0.3% by mass or less, even more preferably 0.25% by mass or less.

[0244] <21> The hair treatment method according to any one of <1> to <20>, wherein the component (B2) is an inorganic alkaline agent or an organic alkaline agent, preferably ammonia or an organic alkaline agent.

[0245] <22> The hair treatment method according to any one of <1> to <21>, wherein the component (B2) is one or more selected from ammonia, alkanolamines, alkylamines, and arylalkylamines, and the number of carbon atoms in the alkanolamines, alkylamines, or arylalkylamines is preferably from 1 to 10, more preferably from 1 to 8.

[0246] <23> The hair treatment method according to any one of <1> to <22>, wherein the component (B2) preferably comprises at least one selected from ammonia, alkanolamines, alkylamines, and arylalkylamines, more preferably comprises at least one selected from ammonia and alkanolamines, and even more preferably comprises alkanolamines.

[0247] <24> The hair treatment method according to any one of <1> to <23>, wherein the component (B2) comprises an alkanolamine, preferably at least one selected from monoethanolamine, trishydroxymethylaminomethane and 2-amino-2-methyl-1-propanol, more preferably at least one selected from monoethanolamine and 2-amino-2-methyl-1-propanol, and even more preferably monoethanolamine.

[0248] <25> The hair treatment method according to <24>, wherein the content of the alkanolamine in the component (B2) is preferably 70% by mass or more, more preferably 80% by mass or more, further preferably 90% by mass or more, and 100% by mass or less.

[0249] <26> The hair treatment method according to any one of <1> to <25>, wherein the content of the component (B2) in the composition B is preferably 0.01% by mass or more, more preferably 0.1% by mass or more, even more preferably 0.5% by mass or more, even more preferably 1.0% by mass or more, even more preferably 2.0% by mass or more, and is preferably 10% by mass or less, more preferably 7.5% by mass or less, even more preferably 5.0% by mass or less.

[0250] <27> The hair treatment method according to any one of <1> to <26>, wherein the composition B contains an antioxidant, and the antioxidant is at least one selected from sulfurous acid, metabisulfite, hydrogen sulfite, sulfur dioxide, L-ascorbic acid, thioglycolic acid, L-cysteine, N-acetyl-L-cysteine, salts thereof, and derivatives thereof, preferably at least one selected from sulfites, metabisulfites, hydrogen sulfite, sulfur dioxide, L-ascorbic acid, and L-ascorbic acid salts, more preferably at least one selected from sodium sulfite and sodium L-ascorbate, and even more preferably sodium sulfite.

[0251] <28> The hair treatment method according to <27>, wherein the content of the antioxidant is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, and even more preferably 0.2% by mass or more, and is preferably 10% by mass or less, more preferably 5.0% by mass or less, even more preferably 3.0% by mass or less, even more preferably 2.0% by mass or less, and even more preferably 1.0% by mass or less.

[0252] <29> The hair treatment method according to any one of <1> to <28>, wherein the composition B contains a pH adjuster, preferably a protonating agent as the pH adjuster. The protonating agent is preferably one or more selected from monobasic acids and polybasic acids, or one or more selected from organic acids (having from 1 to 8 carbon atoms, including ascorbic acid) and inorganic acids. The protonating agent is more preferably one or more selected from hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, and citric acid, and even more preferably one or more selected from phosphoric acid and citric acid.

[0253] <30> The hair treatment method according to <29>, wherein the content of the pH adjuster in the composition B is preferably 0.05% by mass or more, more preferably 0.1% by mass or more, and even more preferably 0.2% by mass or more, and is preferably 5.0% by mass or less, more preferably 4.0% by mass or less, and even more preferably 3.5% by mass or less.

[0254] <31> The hair treatment method according to any one of <1> to <30>, wherein the composition B contains a surfactant selected from one or more of cationic surfactants, anionic surfactants, amphoteric surfactants, and nonionic surfactants. When the composition B is a conditioner or a care agent, it preferably contains at least a cationic surfactant as the surfactant.

[0255] <32> The hair treatment method according to <31>, wherein the content of the surfactant in the composition B is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, further preferably 1.0% by mass or more, and is preferably 30% by mass or less, more preferably 20% by mass or less.

[0256] <33> The hair treatment method according to any one of <1> to <32>, wherein the composition B contains substantially no coloring component, and the content of the coloring component in the composition B is preferably 1% by mass or less, more preferably 0.5% by mass or less, even more preferably 0.2% by mass or less, and even more preferably 0% by mass.

[0257] <34> The hair treatment method according to any one of <1> to <33>, wherein the composition B contains substantially no oxidizing agent, and the content of the oxidizing agent in the composition B is preferably less than 0.1% by mass, more preferably less than 0.01% by mass, and even more preferably 0% by mass.

[0258] <35> The hair treatment method according to any one of <1> to <34>, wherein the pH of the composition B at 25°C is preferably 8.0 or higher, more preferably 9.0 or higher, even more preferably 9.5 or higher, and even more preferably 9.8 or higher, and is preferably 11.0 or lower, more preferably 10.8 or lower, and even more preferably 10.5 or lower.

[0259] <36> The hair treatment method according to any one of <1> to <35>, wherein the method for applying the composition B to the hair is a method of contacting the composition B with the hair, preferably a method of applying the composition B to dry or wet hair, or a method of impregnating the dry or wet hair with the composition B.

[0260] <37> The hair treatment method according to any one of <1> to <36>, wherein the amount of the composition B, as a bath ratio (dry mass of hair:mass of composition B), is preferably 1:0.1 to 1:20, more preferably 1:0.2 to 1:10, even more preferably 1:0.3 to 1:5, and even more preferably 1:0.4 to 1:3.

[0261] <38> The hair treatment method according to any one of <1> to <37>, wherein in the above-mentioned step (II), after applying the above-mentioned composition B to the hair, there is further included a step of leaving the hair to stand, and the leaving time in this case is preferably 1 minute or longer, more preferably 3 minutes or longer, and is preferably 30 minutes or shorter, more preferably 20 minutes or shorter.

[0262] <39> The hair treatment method according to any one of <1> to <38>, wherein, after performing step (II), the step of rinsing the composition B applied to the hair is performed, wherein the rinsing step is preferably performed by rinsing the composition B with water, more preferably the temperature of the water is 35 to 45°C.

[0263] <40> The hair treatment method as described in <39>, wherein, after the above-mentioned hair rinsing step, there is a drying step of drying the hair, preferably performing one or more drying treatments selected from wiping with a towel, drying with a hair dryer (cold air or hot air), and air drying, and more preferably performing a combination of two or more drying treatments.

[0264] <41> A method for improving the color durability of hair dyed in step (I), comprising the following steps (I) and (II) in sequence:

[0265] Step (I): applying a hair dye composition A containing the following components (A1) and (A2) to the hair to dye the hair,

[0266] (A1) oxidation dyes,

[0267] (A2) hydrogen peroxide,

[0268] Step (II): a step of applying a composition B containing the following components (B1) and (B2) and having a pH value of 8.0 or more and 11.0 or less to the hair,

[0269] (B1) a compound represented by the following general formula (1) or a salt thereof,

[0270]

[0271] Wherein, the dotted line indicates the presence or absence of a π bond; R1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom, or -COOR (R is a hydrogen atom, a methyl group or an ethyl group); R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group,

[0272] (B2) Alkaline agent.

[0273] <42> The method for improving color durability according to <41>, which has the characteristics described in any one of <2> to <40>.

[0274] <43> A method for improving the color durability of artificially dyed hair, comprising the following step (IIa):

[0275] Step (IIa): a step of applying a composition B containing the following components (B1) and (B2) and having a pH value of 8.0 or more and 11.0 or less to the artificially dyed hair.

[0276] (B1) a compound represented by the following general formula (1) or a salt thereof,

[0277]

[0278] Wherein, the dotted line indicates the presence or absence of a π bond; R 1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom, or -COOR (R is a hydrogen atom, a methyl group or an ethyl group); R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group,

[0279] (B2) Alkaline agent.

[0280] <44> The method for improving color durability according to <43>, which has the characteristics described in any one of <17> to <40>.

[0281] (In addition, here, step (II) is replaced by step (IIa)).

[0282] <45> A hair dyeing kit comprising a hair dye composition A and a composition B,

[0283] The hair dye composition A contains the following components (A1) and (A2),

[0284] (A1) oxidation dyes,

[0285] (A2) hydrogen peroxide,

[0286] The composition B contains the following components (B1) and (B2) and has a pH of 8.0 or more and 11.0 or less.

[0287] (B1) a compound represented by the following general formula (1) or a salt thereof,

[0288]

[0289] Wherein, the dotted line indicates the presence or absence of a π bond; R 1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom, or -COOR (R is a hydrogen atom, a methyl group or an ethyl group); R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group,

[0290] (B2) Alkaline agent.

[0291] <46> The hair dyeing set according to <49>, wherein the hair dye composition A has the characteristics described in any one of <2> to <8>.

[0292] <47> The hair dyeing set according to <45> or <46>, wherein the composition B has the characteristics described in any one of <17> to <35>. [Example]

[0293] Hereinafter, examples of the present invention will be described, but the present invention is not limited to the scope of the examples. In addition, in the present examples, various measurements and evaluations were performed by the following methods.

[0294] pH measurement

[0295] The pH value of Composition B at 25° C. was measured using a pH meter (F-51, manufactured by HORIBA, Ltd.).

[0296] <The brightness of the hair after dyeing in step (I) (L 10 * value) and hue angle (h 10 Value)>

[0297] The following evaluation hair bundles were used and step (I) and rinsing step were carried out according to the method described in each example. After the rinsing step, the hair bundles were dried with cold air and L * value, a * Value and b * Value. About the L of the hair strand * value, a * Value and b * The color difference meter ("CR-400" manufactured by Konica Minolta Co., Ltd.) was used to measure the value at six locations on each hair bundle, and the average value of the measured values ​​at the six locations was set as L 10 * 、a 10 * and b 10* The hue angle h of the hair bundle after step (I) 10 It was calculated by the following formula and shown in the table.

[0298] Hue angle h 10 =tan -1 (b 10 * / a 10 * )

[0299] <Color shift Δh>

[0300] The following evaluation hair bundles were used and step (I) and rinsing were performed according to the methods described in Examples 1 to 14. After the rinsing step, the hair bundles were dried with cold air and then a was measured by the above method. * Value and b * Calculate the hue angle h of the hair bundle after step (I) 10 .

[0301] Next, the hair bundle was subjected to step (II), rinsing, and drying according to the method described in Examples 1 to 14. * Value and b * The average value of the six measured values ​​is set as a 20 * and b 20 * The hue angle h of the hair bundle after step (II) is calculated by the following formula: 20 .

[0302] Hue angle h 20 =tan -1 (b 20 * / a 20 * )

[0303] According to the above h 10 and h 20 Calculate the color shift Δh=h 20 -h 10 , shown in the table. The smaller the Δh value, the less color change there is, and the better the result.

[0304] <Shampooing resistance ΔL * >

[0305] Using the following evaluation hair tresses, the hair tresses were treated according to the method of each example.

[0306] In Examples 1 to 14, the L values ​​of the hair bundle after the steps (I), rinsing, and (II) and the steps of rinsing and drying were measured by the following method. * In the comparative examples other than the above, the L value of the hair bundle after the step (I), the rinsing and the drying steps was measured by the following method. * Value. About L * The color difference meter ("CR-400" manufactured by Konica Minolta Co., Ltd.) was used to measure the value at six locations on each hair bundle. * The average value of the six measured values ​​is set as L 20 * (L of the comparative example 20 * With the above L 10 * same).

[0307] Next, the L 20 * The hair bundle was immersed in an aqueous solution obtained by diluting a conventional shampoo having the following composition by 10 times, and shaken at 120 rpm for 90 minutes in a 40°C hot water bath. After shaking, it was rinsed for 15 seconds and dried with cold air. The L of the dried hair bundle was measured in the same manner. * The average value of the six measured values ​​is set as L 21 * . 21 * -L 20 * The value of ΔL * , shown in the table. ΔL * The smaller the absolute value of , the better the shampoo resistance. * Expressed as "ΔL * 步骤(I)+(II)之后 ", the ΔL of the comparative example * Expressed as "ΔL * 无步骤(II) ”.

[0308]

[0309] Improved shampoo resistance

[0310] The following evaluation hair bundles were used, and step (I), rinsing, and drying were performed according to the methods described in each example in Examples 1 to 14. Next, the hair bundles were immersed in an aqueous solution obtained by diluting the above-mentioned composition of ordinary shampoo 10 times, and shaken at 120 rpm in a 40°C hot water bath for 90 minutes. After shaking, they were rinsed for 15 seconds and dried with cold air. The L of the dried hair bundles was measured in the same manner as above. *The average value of the six measured values ​​is set as L 11 * .

[0311] Here, the brightness of the hair before shampooing is the above L 10 * , L 11 * -L 10 * The value of represents the shampoo resistance of the hair after step (I). It is consistent with the above-mentioned shampoo resistance "ΔL * 无步骤(II) "The same. In addition, as described above, the shampoo resistance ΔL of the embodiment * is "ΔL * 步骤(I)+(II)之后 ”.

[0312] Calculate the difference in absolute values ​​of these (|ΔL * 步骤(I)+(II)之后 |-|ΔL * 无步骤(II) |), and this value is defined as the degree of improvement in shampooing resistance and is shown in the table. The larger this value is, the more excellent the effect of improving shampooing resistance is.

[0313] Example 1 (Hair treatment and evaluation)

[0314] <Preparation of hair bundles for evaluation>

[0315] An untreated hair tress (a 10 cm long, 1 g white hair tress from a Chinese woman, "BM-WA" manufactured by Beaulax Co., Ltd.) was washed once with a standard shampoo of the above composition, dried with hot air from a hair dryer for 30 minutes, and then allowed to stand at a temperature of 25°C and a relative humidity of 65% for at least one day and night to prepare a hair tress for evaluation.

[0316] <Step (I)>

[0317] Hair Dye 1 ("Topchic 6N" manufactured by Goldwell) was used as Hair Dye Composition A. Hair Dye 1 was prepared according to the product instructions and applied to the above-mentioned hair bundle for evaluation at a bath ratio (mass of dry hair:mass of Hair Dye 1) of 1:2. The mixture was then left in an atmosphere of 40°C for 20 minutes.

[0318] <Rinsing steps>

[0319] After 20 minutes, rinse the hair dye 1 with running warm water (about 40°C) for 30 seconds, wash the hair with the above-mentioned ordinary shampoo for 15 seconds, and then rinse with running warm water (about 40°C) for 15 seconds. The hair bundle is used in the following step (II).

[0320] <Step (II)>

[0321] Under a nitrogen atmosphere, component (B1), a mixture of 5,6-dihydroxyindole and 5,6-dihydroxyindole-2-carboxylic acid (details described below), was prepared in a 3% by mass monoethanolamine aqueous solution in the amounts shown in Table 1 and dissolved to prepare a liquid composition B. In the following description, the amounts described in the table are all in mass % of the active ingredient. The prepared composition B was stored under a nitrogen atmosphere and aliquoted for use.

[0322] The composition B was applied to the towel-dried hair bundle at a bath ratio (mass of dry hair:mass of composition B) = 1:0.5, and the hair bundle was left in the air for 5 minutes.

[0323] <Rinse and Drying Steps>

[0324] After 5 minutes, rinse the hair with running warm water (about 40°C) for 30 seconds, dry the hair with a towel, and then blow dry it with hot air from a hair dryer for 30 minutes to dry it.

[0325] Various evaluations were performed using the hair bundles after the above treatment according to the above methods. The results are shown in Table 1.

[0326] Examples 2 to 14

[0327] Hair treatment and evaluation were performed in the same manner as in Example 1, except that the hair dye and composition B used were changed to the compositions shown in Tables 1 and 2. The results are shown in Tables 1 and 2.

[0328] Comparative Examples 1 to 9

[0329] In step (I), the hair dyes shown in Tables 1 and 2 were used, and the subsequent rinsing step and step (II) were omitted. Hair treatment and evaluation were performed in the same manner as in Example 1. The results are shown in Tables 1 and 2.

[0330]

[0331]

[0332] The following substances were used as the hair dye composition A and component (B1) described in the table. The oxidation dye content in hair dye composition A was in the range of 0.1 to 2 mass %, and the hydrogen peroxide content was in the range of 3.0 to 3.6 mass %. Hair dye 4 was in a foamy form, while the other hair dyes were in a creamy form.

[0333] <Hair dye composition A>

[0334] Hair dye 1: "Topchic 6N" manufactured by Goldwell

[0335] Hair dye 2: "Topchic 6BP" manufactured by Goldwell

[0336] Hair dye 3: "Topchic 6G" manufactured by Goldwell

[0337] Hair Dye 4: Kao Corporation's "Blaune Foam Hair Dye 1PK"

[0338] Hair dye 5: "Topchic 8N" manufactured by Goldwell

[0339] Hair dye 6: "Topchic 8A" manufactured by Goldwell

[0340] Hair dye 7: Kao Corporation's "Blaune Lumiést 0B"

[0341] Hair dye 8: "Newance by Topchic8CB" manufactured by Kao Salon Japan Co., Ltd.

[0342] Hair Dye 9: Topchic 6K by Goldwell

[0343] <Ingredient (B1)>

[0344] A mixture of 5,6-dihydroxyindole and 5,6-dihydroxyindole-2-carboxylic acid: A compound produced by the method described in Japanese Patent No. 5570161 was used. The molar ratio of 5,6-dihydroxyindole to 5,6-dihydroxyindole-2-carboxylic acid was 90:10. Separately, a solution containing 1% by mass of component (B1) in a 4 / 1 (wt / wt) mixture of H2O and ethanol was prepared and added to Composition B.

[0345] [Industrial Applicability]

[0346] According to the present invention, a hair treatment method can be provided in which the color tone of dyed hair is less changed and the durability of the color is improved.

Claims

1. A method for treating hair, wherein: The following steps (I) and (II) are sequentially included: Step (I): applying a hair dye composition A containing the following components (A1) and (A2) to the hair to dye the hair, (A1) oxidation dyes, (A2) hydrogen peroxide, Step (II): a step of applying a composition B containing the following components (B1) and (B2) and having a pH value of 8.0 or more and 11.0 or less to the hair, (B1) a compound represented by the following general formula (1) or a salt thereof, Wherein, the dotted line indicates the presence or absence of a π bond; R 1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom or -COOR, R represents a hydrogen atom, a methyl group or an ethyl group; R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group, (B2) Alkaline agent.

2. The processing method according to claim 1, wherein The content of the component (B1) in the composition B is 0.01% by mass or more and 3.0% by mass or less.

3. The treatment method according to claim 1 or 2, wherein: The content of the component (B2) in the composition B is 0.01% by mass or more and 10% by mass or less.

4. The treatment method according to any one of claims 1 to 3, wherein Between the steps (I) and (II), there is a step of rinsing the hair dye composition A applied to the hair.

5. A method for improving the color durability of hair dyed in step (I), wherein: The following steps (I) and (II) are sequentially included: Step (I): applying a hair dye composition A containing the following components (A1) and (A2) to the hair to dye the hair, (A1) oxidation dyes, (A2) hydrogen peroxide, Step (II): a step of applying a composition B containing the following components (B1) and (B2) and having a pH value of 8.0 or more and 11.0 or less to the hair, (B1) a compound represented by the following general formula (1) or a salt thereof, Wherein, the dotted line indicates the presence or absence of a π bond; R 1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom or -COOR, R represents a hydrogen atom, a methyl group or an ethyl group; R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group, (B2) Alkaline agent.

6. A method for improving the color durability of artificially dyed hair, wherein: Having the following step (IIa), Step (IIa): a step of applying a composition B containing the following components (B1) and (B2) and having a pH value of 8.0 or more and 11.0 or less to the artificially dyed hair, (B1) a compound represented by the following general formula (1) or a salt thereof, Wherein, the dotted line indicates the presence or absence of a π bond; R 1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom or -COOR, R represents a hydrogen atom, a methyl group or an ethyl group; R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group, (B2) Alkaline agent.

7. A hair dyeing kit, wherein: A hair dye composition A and a hair dye composition B are provided. The hair dye composition A contains the following components (A1) and (A2), (A1) oxidation dyes, (A2) hydrogen peroxide, The composition B contains the following components (B1) and (B2) and has a pH value of 8.0 or more and 11.0 or less. (B1) a compound represented by the following general formula (1) or a salt thereof, Wherein, the dotted line indicates the presence or absence of a π bond; R 1 represents a hydroxyl group or an acetoxy group; R 2 represents a hydrogen atom or -COOR, R represents a hydrogen atom, a methyl group or an ethyl group; R 3 represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group, (B2) Alkaline agent.

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