JP6731597B2 - Color tone change inhibitor and hair cosmetic composition - Google Patents

Description

The present invention relates to a color tone change inhibitor and a hair cosmetic composition, and more specifically, a color tone change inhibitor that suppresses a change in the color tone of a dye, and a color tone change is suppressed by containing the color tone change inhibitor together with a dye. Hair cosmetic composition. In the present invention, “change in color tone” of a dye means a change in color tone of the dye itself and/or a change in dyed color tone by the dye.

Hair dyeing compositions are roughly classified into permanent hair dyes such as oxidative hair dyes using oxidative dyes, semi-permanent hair dyes using direct dyes, and temporary hair dyes for temporarily coloring hair. Among these, the semi-permanent hair dye has inferior hair dyeing power and fastness to hair dyeing as compared with the permanent hair dye, but has the advantage of less hair damage because it does not use an oxidizing agent or the like.

As a kind of semi-permanent hair dye, a color treatment which has an excellent hair conditioning effect in addition to a hair dyeing effect can be mentioned. In recent years, the market has been rapidly growing. In many cases, color treatments incorporate a cationic surfactant as a conditioning ingredient. Therefore, as the direct dye, use of an anionic acidic dye forming a complex with a cationic surfactant is often avoided, and a cationic basic dye or a nonionic HC dye is often used.

The following Patent Document 1 discloses a hair dye composition containing a basic dye such as basic blue 75 or basic tea 16 as a direct dye. The following Patent Document 2 discloses a color treatment in which an HC dye such as HC blue 2 or HC red 3 is blended as a direct dye, and a cationic surfactant or an oil component is also blended. Furthermore, the following Patent Document 3 also discloses a hair dye composition in which a basic dye and an HC dye having various colors are used in combination and a cationic surfactant is blended.

JP, 2011-190187, A JP, 2006-206488, A JP, 2004-059565, A JP, 2009-046419, A

By the way, direct dyes such as basic dyes, HC dyes and acid dyes have a relatively large molecular weight, have a certain complicated chemical structure, and exhibit a specific color tone by absorbing light of a specific wavelength based on the chemical structure. Therefore, for example, a change in the chemical structure during storage directly leads to a change in the color tone (hair dyeing color tone). In fact, there was a difference in color tone change among various direct dyes. This problem is irreversible and means that a hair dye such as a color treatment may not be able to realize the original hair color tone during storage.

Although the above-mentioned Patent Document 4 relates to an oxidative hair dye, it discloses that ascorbic acid or the like is added as an antioxidant in order to suppress the change in color tone. However, as shown as a comparative example in the Examples section described later, the change in color tone of the HC dye or the basic dye is not suppressed by the incorporation of ascorbic acid.

Then, this invention makes it a technical subject which should be solved to provide the means for suppressing the color tone change of various direct dyes mix|blended with hair cosmetics, such as a color treatment. In the process of pursuing a solution to the problem, the inventor of the present invention surprisingly found that a specific group of pyrimidine base compounds is an effective solution to the problem and completed the present invention.

(Structure of the first invention)
The first invention of the present application for solving the above-mentioned problems is a color tone change suppressing agent comprising the following component (A) or containing the component (A).
(A) One or more compounds represented by the following chemical formulas 1 and 2



(In the formula of the above chemical formula ₁ , R ₁ and R ₂ are H, NH ₂ , COOH or CH ₃ , respectively, and R ₁ and R ₂ are not necessarily the same group in the same compound.)




(In the formula of the above Chemical formula 2, R ₁ and R ₂ are H, NH ₂ , COOH or CH ₃ , respectively, and R ₁ and R ₂ are not necessarily the same group in the same compound.)

(Structure of Second Invention)
A second invention of the present application for solving the above-mentioned problems is a hair cosmetic composition containing the color tone change inhibitor described in the first invention and the following component (B).
(B) One or more direct dyes

(Structure of Third Invention)
In the third invention of the present application for solving the above problems, the component (B) of the hair cosmetic composition according to the second invention is the following component (B1) and/or component (B2).
(B1) One or more HC dyes (B2) One or more basic dyes

(Structure of Fourth Invention)
In the fourth invention of the present application for solving the above problems, in the case where the component (B) of the hair cosmetic composition according to the second or third invention is the component (B1) and the component (B2), The mass ratio (B1)/(B2) of the content of the component (B1) to the content of the component B2) is within the range of 0.1 to 10.

(Structure of the fifth invention)
In the fifth invention of the present application for solving the above-mentioned problems, the hair cosmetic composition according to any one of the second invention to the fourth invention further contains the following component (C).
(C) one or more alkanolamines

(Effects of the first invention and the second invention)
The color tone change inhibitor of the first invention consists of or contains the component (A) which is at least one kind of the pyrimidine base-based compound represented by the formula (1) or (2). When the component (A) is blended into the hair cosmetic together with the direct dye as in the second invention, the change in the color tone of the direct dye is suppressed.

The mechanism by which the component (A) directly suppresses the color tone change of the dye has not been fully clarified. However, it is presumed that the pyrimidine base structure common to the chemical formulas of chemical formulas 1 and 2 exerts some action to prevent the chemical structure change directly linked to the color tone change of the dye.

(Effect of the third invention)
The effect of suppressing the change in color tone due to the component (A) is particularly well exhibited with respect to the HC dye as the component (B1) and the basic dye as the component (B2).

(Effect of the fourth invention)
The effect of suppressing the change in color tone of the component (B1) and the component (B2) by the component (A) is obtained when the mass ratio of the content of both components in the hair cosmetic composition is within the range specified in the fourth invention. Especially good.

(Effect of fifth invention)
It is preferable that the hair cosmetic composition of the present invention further contains (C) an alkanolamine because the solubility of the (A) component is increased.

Embodiments of the present invention will be described below including the best mode thereof. The technical scope of the present invention is not limited by the following embodiments.

[Color tone inhibitor]
The color tone change suppressing agent of the present invention comprises (A) component which suppresses the color tone change of the dye, or contains (A) component. The phrase "consisting of the component (A)" means that the color tone change suppressing agent is composed only of the component (A). "Containing the component (A)" means that the color tone change inhibitor is a composition containing the component (A) and other components.

This composition is distinguished from the hair cosmetic composition described below in that it does not contain at least one component (B) of a direct dye. The type of the "other component" in the composition is not limited as long as it does not impair the action/effect of the component (A) and the hair cosmetic composition. For example, the solvent or the dispersion medium of the component (A) is used. Is exemplified.

[(A) component]
The component (A) is at least one of pyrimidine base-based compounds represented by the formulas 1 and 2 above. The compound represented by the formula (1) corresponds to nucleobase cytosine and its derivative, and the compound represented by the formula (2) corresponds to nucleobase uracil and its derivative. Specific examples of the component (A) include orotic acid, thymine, cytosine, uracil and 5-methylcytosine, and orotic acid, thymine, cytosine and uracil are particularly preferable.

As the color tone change inhibitor, one kind of the various components (A) described above may be used, or two or more kinds may be used in combination. The total blending amount of one or more components (A) in the hair cosmetic composition described below is not particularly limited, but is preferably in the range of 0.05 to 3% by mass, and in the range of 0.1 to 2% by mass. Is more preferable, and the range of 0.2 to 1 mass% is particularly preferable. Even if the above total content exceeds 3% by mass, the effect of suppressing the change in color tone is saturated.

[Hair cosmetic composition]
The hair cosmetic composition of the present invention contains the component (A) which is the color tone change inhibitor and the component (B) which is at least one kind of direct dye. Therefore, the hair cosmetic composition is typically a hair dye composition, but the type is not limited as long as it contains a direct dye and exhibits a hair dyeing effect as a semi-permanent hair dye. In particular, color treatments and color rinses that also have a hair conditioning effect are preferably exemplified. An oxidative hair dye containing a direct dye in addition to the oxidative dye is also exemplified.

The dosage form of the hair cosmetic composition is not limited, but is preferably liquid, emulsion, cream, gel, or foam. The hair cosmetic composition may be formed in a multi-part formulation such as a two-part formulation, but is usually a one-part formulation. The pH of the hair cosmetic composition is not particularly limited. It has been confirmed that the pH of the hair cosmetic composition does not substantially affect the effects of the present invention as long as it is within the range of pH 3 to 9.

The components (A) to (C) are mixed in the same agent when the hair cosmetic composition is composed of a plurality of agents. In addition, regarding these components, the "blended amount in the hair cosmetic composition" means the blended amount in the agent during storage in a multi-dose type hair cosmetic composition.

[(B) component]
The component (B) is one or more direct dyes. Direct dyes are not reactive and develop color by themselves. Examples of the direct dye include basic dyes, HC dyes, nitro dyes, acid dyes, and disperse dyes. In particular, the component (A) is a component (B1) because it has a high color tone change suppressing effect. One or more dyes and one or more basic dyes which are the component (B2) are preferable.

The total blending amount of the direct dye in the hair cosmetic composition is not particularly limited, but from the viewpoint of hair dyeing property and color tone change suppression, 0.001 to 3 mass% is preferable, and 0.01 to 3 mass% is more preferable. In particular, 0.05 to 2 mass% is preferable.

Examples of the HC dye as the component (B1) include HC Blue No. 2, HC Blue No. 4, HC Blue No. 5, HC Blue No. 6, HC Blue No. 9, HC Blue No. 10, HC Blue No. 11, HC Blue No. 12, HC Blue No. 13, HC Orange No. 1, HC Orange No. 2, HC Orange No. 3, HC Red No. 1, HC Red No. 3, HC Red No .7, HC Red No.10, HC Red No.11, HC Red No.13, HC Red No.14, HC Violet No.1, HC Violet No.2, HC Yellow No.2, HC Yellow No.4 , HC Yellow No.5, HC Yellow No.6, HC Yellow No.9, HC Yellow No.10, HC Yellow No.11, HC Yellow No.12, HC Yellow No.13, HC Yellow No.14,HC Yellow No. 15, 2-amino-6-chloro-4nitrophenol, 2-amino-3-nitrophenol, 4-amino-3-nitrophenol, 4-hydroxypropylamino-3-nitrophenol, Examples thereof include 3-methylamino-4-nitrophenoxyethanol, 2-nitro-5-glycerylmethylaniline and 3-nitro-p-hydroxyethylaminophenol.

Among these (B1) components, one or more of the HC dyes represented by the formula of the following chemical formula 3 are preferable in that the effect of suppressing color tone change of the present invention is high, and particularly, HC Blue No. 2 and HC Blue No. .12 and HC Violet No. 2 are preferred. The blending amount of the HC dye (for example, HC Blue No. 2) in the hair cosmetic composition is not limited, but 0.2 to 2 mass% is preferable, and 0.5 to 1 mass% is more preferable.




(In the formula of the above Chemical formula 3, R1 to R4 are each C(n)H(2n+1) or C(n)H(2n)OH, and n is an integer of 0 to 5. In the same compound , R1 to R4 are not all the same group.)

Examples of the basic dye that is the component (B2) include Basic Blue 3, Basic Blue 6, Basic Blue 7, Basic Blue 9, Basic Blue 26, Basic Blue 41, Basic Blue 75, Basic Blue 99, Basic Brown 1, and Basic Brown 4, Basic Brown 16, Basic Brown 17, Basic Orange 1, Basic Orange 2, Basic Orange 31, Basic Red 1, Basic Red 2, Basic Red 22, Basic Red 46, Basic Red 51, Basic Red 76, Basic Red 118, Basic Violet 1, Basic Violet 3, Basic Violet 4, Basic Violet 10, Basic Violet 11:1, Basic Violet 14, Basic Violet 16, Basic Yellow 11, Basic Yellow 28, and Basic Yellow 57.

Among these (B2) ingredients, Basic Blue 75, Basic Brown 16, Basic Brown 17, Basic Red 22, Basic Red 46, Basic Red 51, Basic Red 76, Basic Red 118, Basic Orange 1, Basic Orange 2, Basic Orange 31, Basic Yellow 57 and the like are particularly preferable in that the effect of suppressing color tone change of the present invention is high. The blending amount of the basic dye in the hair cosmetic composition is not limited, but 0.2 to 2 mass% is preferable, and 0.5 to 1 mass% is more preferable.

When the direct dye contained in the hair cosmetic composition contains the (B1) component and the (B2) component, or only the (B1) component and the (B2) component, the (B1) content relative to the (B1) component content If the mass ratio (B1)/(B2) of the content of the component) is in the range of 0.1 to 10, the effect of suppressing color tone change of the present invention is higher, and particularly in the range of 2.5 to 8. And the effect of suppressing the change in color tone is further enhanced.

When the hair cosmetic composition does not contain a cationic surfactant or a cationized polymer, an acid dye can also be preferably used. Examples of acid dyes include Red No. 2, Red No. 3, Red No. 102, Red No. 104 (1), Red No. 105 (1), Red No. 106, Red No. 201, Red No. 227, Red No. 230. (1), Red 230 (2), Red 231, Red 232, Red 401, Red 502, Red 503, Red 504, Red 506, Yellow 4, Yellow 5, Yellow No. 202 (1), Yellow No. 202 (2), Yellow No. 203, Yellow No. 402, Yellow No. 403 (1), Yellow No. 406, Yellow No. 407, Orange No. 205, Orange No. 207, Orange No. 402 , Green No. 3, Green No. 204, Green No. 205, Green No. 401, Green No. 402, Purple No. 401, Blue No. 1, Blue No. 2, Blue No. 202, Blue No. 203, Blue No. 205, Brown No. 201, Black No. 401, Acid Blue 1, Acid Blue 3, Acid Blue 62, Acid Black 52, Acid Brown 13, Acid Green 50, Acid Orange 6, Acid Red 14, Acid Red 35, Acid Red 73, Acid Red 184, Brilliant Black 1 etc. are mentioned. The amount of the acid dye compounded in the hair cosmetic composition is not limited and may be appropriately set as necessary.

As a disperse dye, for example, Disperse Black 9, Disperse Blue 1, Disperse Blue 3, Disperse Blue 7, Disperse Brown 4, Disperse Orange 3, Disperse Red 11, Disperse Red 15, Disperse Red 17, Disperse Violet 1, Disperse Violet 4, Disperse Violet 15 etc. can be mentioned. The blending amount of the disperse dye in the hair cosmetic composition is not limited and may be appropriately set as needed.

As the direct dye, in addition to the above, 1-amino-4-methylanthraquinone, 1,4-diaminoanthraquinone, and salts thereof, and "Ministerial Ordinance for Defining Tar Dyes that can be Used for Pharmaceuticals" (Showa) You may use the direct dye defined by the notification in 1991, Ministry of Health and Welfare.

[(C) component]
The hair cosmetic composition of the present invention can further preferably contain one or more kinds of (C) alkanolamines for the reason described in the section “Effect of the fifth invention”. When the hair cosmetic composition is a multi-dose composition, the component (C) is blended in the same agent as the component (A).

Examples of the alkanolamine as the component (C) include monoethanolamine, diethanolamine, triethanolamine, monopropanolamine, isopropanolamine, dipropanolamine, tripropanolamine, 2-amino-2-methyl-1,3-propanediol. , 2-amino-2-methyl-1-propanol, 2-amino-2-hydroxymethyl-1,3-propanediol and the like, and monoethanolamine, diethanolamine, triethanolamine and the like are particularly preferable.

The blending amount of the component (C) in the hair cosmetic composition is not particularly limited as long as it is an amount suitable for dissolving the component (A) satisfactorily, but is preferably 0.01 to 2% by mass, and 0 0.03 to 1 mass% is more preferable, and 0.1 to 0.5 mass% is particularly preferable.

[Other components in hair cosmetic composition]
The hair cosmetic composition of the present application, in addition to the above components, a solvent, a surfactant, an oil component, a water-soluble polymer, a moisturizer, a polyhydric alcohol, amino acids, a fatty acid, a saccharide, an antiseptic component, a chelate component, It may contain a stable component, a pH adjusting component, an antioxidant, a plant or herbal medicine extract, vitamins including ascorbic acid, a fragrance, sea mud, an extract and the like. The major ones of these components are described below.

(solvent)
Water is illustrated as a solvent. Water is a solvent for the hair cosmetic composition, and is a balance component that makes the total content of each component contained in the hair cosmetic composition 100% by mass. The content of water in the hair cosmetic composition is not limited, but is preferably 50 to 60% by mass, or more.

Other examples of the solvent include monohydric lower alcohols having 5 or less carbon atoms such as ethanol, n-propanol, and isopropanol, polyols and lower alkyl ethers thereof. Examples of the polyols include glycerin, propylene glycol, dipropylene glycol, 1,3-butylene glycol, ethylene glycol, diethylene glycol, polyethylene glycol (PEG), isoprene glycol and sorbitol. Examples of lower alkyl ethers of polyols include mono-lower alkyl ethers and di-lower alkyl ethers of polyols. The content of these solvents in the hair cosmetic composition is not limited, but is preferably about 0.05 to 25% by mass.

(Surfactant)
Examples of the surfactant include a cationic surfactant, an amphoteric surfactant, and a nonionic surfactant. The anionic surfactant can also be incorporated in a limited amount as long as the formation of the complex with the cationic basic dye, the surfactant, the polymer and the like does not cause a problem. The content of various surfactants in the hair cosmetic composition is not limited, but is preferably 20% by mass or less.

Examples of the cationic surfactant include lauryl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, alkyl trimethyl ammonium chloride, distearyl dimethyl ammonium chloride, cetyl trimethyl ammonium bromide, stearyl trimethyl ammonium bromide, and lanolin ethyl sulfate. Examples thereof include fatty acid aminopropylethyldimethylammonium, stearyltrimethylammonium saccharin, cetyltrimethylammonium saccharin, and behenyltrimethylammonium methylsulfate.

Examples of the amphoteric surfactant include 2-undecyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine sodium, cocoamidopropyl betaine, and lauryldimethylaminoacetic acid betaine.

Examples of the nonionic surfactant include ether type nonionic surfactants and ester type nonionic surfactants. Specific examples of the ether type nonionic surfactant include POE cetyl ether, POE stearyl ether, POE behenyl ether, POE oleyl ether, POE lauryl ether, POE octyldodecyl ether, POE hexyl decyl ether, POE isostearyl ether, POE nonylphenyl. Examples thereof include ether and POE octyl phenyl ether.

Specific examples of the ester type nonionic surfactant include POE sorbitan monooleate, POE sorbitan trioleate, POE glycerin monostearate, POE glycerin monomyristate, POE sorbit hexahexaate, polyethylene glycol monooleate, monostearin. Acid polyethylene glycol, lipophilic glyceryl monooleate, self-emulsifying glyceryl monostearate, sorbitan sesquioleate, sorbitan trioleate, sorbitan monopalmitate, sucrose fatty acid ester, decaglyceryl monolaurate, decaglyceryl monostearate Etc.

(Oil component)
Examples of the oil component include hydrocarbon oil, ester oil, higher fatty acid, higher alcohol, alkyl glyceryl ether, and silicone oil. The content of the oil component in the hair cosmetic composition is not limited, but is preferably about 1 to 50% by mass.

Examples of the hydrocarbon oil include α-olefin oligomer, light isoparaffin, light liquid isoparaffin, liquid isoparaffin, liquid paraffin, squalane, polybutene, paraffin, microcrystalline wax, vaseline and the like.

As the ester oil, diisopropyl adipate, dioctyl adipate, cetyl octanoate, cetyl isooctanoate, isononyl isononanoate, diisopropyl sebacate, isopropyl palmitate, stearyl stearate, hexyl laurate, myristyl myristate, lauryl lactate, lanolin acetate. Examples include cholesteryl 12-hydroxystearate, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester and the like.

Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, isostearic acid, hydroxystearic acid, oleic acid, undecylenic acid, linoleic acid, and lanolin fatty acid.

Examples of higher alcohols include lauryl alcohol, myristyl alcohol, cetyl alcohol, oleyl alcohol, stearyl alcohol and behenyl alcohol.

Examples of the alkyl glyceryl ether include batyl alcohol, chimyl alcohol, ceracyl alcohol, and isostearyl glyceryl ether.

As silicone oil, dimethylpolysiloxane (dimethicone), methylphenylpolysiloxane, terminal hydroxyl group-modified dimethylpolysiloxane, fatty acid-modified polysiloxane, amino-modified silicone, alcohol-modified silicone, glycerin-modified silicone, aliphatic alcohol-modified polysiloxane, epoxy-modified Examples include silicone, fluorine-modified silicone, cyclic silicone, alkyl-modified silicone, polyether-modified silicone and the like.

(Water-soluble polymer)
Examples of the water-soluble polymer include polysaccharides such as hydroxyethyl cellulose and cationized polysaccharides such as cationized hyaluronic acid. Specific examples of the cationized hyaluronic acid include hydroxypropyltrimonium hyaluronate (HA-QUAT; manufactured by BASF, Hyalovert; manufactured by QP Corporation).

Next, examples and comparative examples of the present invention will be described. The technical scope of the present invention is not limited by the following examples and comparative examples.

[Preparation of hair dye composition]
The one-component hair dye compositions (color treatment) according to Examples 1 to 11 and Comparative Examples 1 to 3 shown in Table 1 at the end were prepared by a conventional method. All of these compositions are emulsions. In the description of the component names in Table 1, the components (A) and (B) are added to the margins of the table as “(A)” and “(B)”, respectively. Ascorbic acid noted as “(a)” was used as a component for comparison with the component (A).

The unit of the numerical value indicating the content of the component in Table 1 is% by mass, and the "appropriate amount" of "monoethanolamine" means an amount suitable for dissolving the component (A) in the hair dye composition. .. The "appropriate amount" of "lactic acid" refers to the amount required to adjust the pH of the hair dye composition according to each example to the value shown in the table.

[Evaluation of hair dye composition]
The hair dye compositions according to Examples and Comparative Examples were prepared, and 1 g of each was applied to 1 g of a human hair bundle containing white hair, and the hair dyeing treatment was completed by leaving it for 10 minutes and washing with water. These tufts of hair are called the first sample.

On the other hand, the hair dye compositions according to Examples and Comparative Examples, which had been prepared in advance and left in a thermostat at 50° C. for 2 months, were taken out from the thermostat, and 1 g of each was taken to obtain white human hair. The hair dyeing treatment was completed by applying it to 1 g of the bundle, leaving it for 10 minutes and then washing with water. These tufts of hair are called the second sample.

Immediately after the completion of the above two types of hair dyeing treatment, 10 panelists visually and directly observe the hair dyeing tone of the first sample and the second sample according to each example and each comparative example. 4 points when there is no change in hair color between the 2nd samples, 3 points when there is almost no change in hair color, and 2 points when there is some change in hair color. When the change was clearly recognized, the evaluation was made on a 4-point scale with 1 point.

The average value of the scoring results of 10 panelists was rounded off to one decimal place to calculate the evaluation score of the hair dye composition according to each Example and each Comparative Example. ⊚, 3 points, “∘”, 2 points, “Δ”, 1 point, “x”. The evaluation results are shown in the column of "suppression of color tone change" in Table 1.

According to the present invention, a means for suppressing a change in color tone of various direct dyes incorporated in a hair cosmetic such as a color treatment is provided.

Claims (4)

A hair cosmetic composition comprising the following component (A) and component (B), and component (B) being the following component (B1) and/or component (B2).
(A) One or more compounds represented by the following chemical formulas 1 and 2
(In the formula of the above chemical formula ₁ , R ₁ and R ₂ are H, NH ₂ , COOH or CH ₃ , respectively, and R ₁ and R ₂ are not necessarily the same group in the same compound.)
(In the formula of the above Chemical formula 2 , R ₁ and R ₂ are H, NH ₂ , COOH or CH ₃ , respectively, and R ₁ and R ₂ are not necessarily the same group in the same compound.)
(B) One or more direct dyes
(B1) One or more HC dyes
(B2) One or more basic dyes The mass ratio (B1+B2)/(A) of the total content of the component (B1) and the component (B2) to the content of the component (A) is 6.0 or less. Hair cosmetic composition. Wherein (B2) weight ratio of the amount of the component (B1) to the content of the component (B1) / (B2) is in claim 1 or claim 2, characterized in that in the range of 0.1 to 10 The hair cosmetic composition described. The hair cosmetic composition according to any one of claims 1 to 3 , further comprising the following component (C).
(C) one or more alkanolamines