JPH06116125A - Hair dye composition - Google Patents

Abstract

PURPOSE:To provide a hair dry composition excellent in safety and also in dyeing ability and fastness. CONSTITUTION:This hair dry composition comprises (A) at least one component selected from N,N-bis(2-hydroxyethyl)-p-phenylenediamine and salts thereof and (B) at least one component selected from toluene-2,5-diamine and salts thereof. Besides, incorporation of (C) 3-30wt.% of a higher alcohol or hydrocarbon and (D) 3-40wt.% of a surfactant in this composition makes it more effective. A mixture of this composition with a known oxidizing agent is used as a hair dye.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair dye composition for preparing a hair dye by mixing it with an oxidizing agent and applying the hair dye to the hair to dye the hair.

[0002]

2. Description of the Related Art Conventionally, as a hair dye, a two-pack type oxidative hair dye comprising a first agent containing an oxidative dye intermediate and a second agent containing an oxidant has been widely used. This hair dye is one in which a colorless low molecular weight oxidative dye intermediate is permeated into the hair and oxidative polymerization is carried out in the hair to produce a dye, thereby dyeing the hair. These hair dyes are very convenient because they can dye hair in various color tones according to demand, and have excellent hair dyeing power, and have been widely used.

[0003]

However, when the above-mentioned oxidative hair dye is used, there are rare cases where allergic symptoms are exhibited. In addition, it may be dyed in a reddish color or may be faded to an unnatural reddish color due to repeated shampooing. Therefore, it has been desired to develop a hair dye that does not cause allergies, can be dyed in a natural color, and does not fade into an unnatural color. It is believed that these problems are due to the properties of para-phenylenediamines used as oxidative dye intermediates in oxidative hair dyes. On the other hand, when the paraphenylenediamines are not used, there is a problem that the dyeability is poor.

The inventor of the present invention, when using a hair dye composition in which a specific oxidative dye intermediate is blended with other dyes and compounding ingredients, has high safety and is excellent in dyeability and fastness, and has a natural brown color. ~ It has been found that black hair can be dyed, and the present invention has been completed. That is, an object of the present invention is to provide a hair dye composition which is excellent in safety, dyeability and fastness.

[0005]

MEANS FOR SOLVING THE PROBLEMS AND ACTION The subject matter of the present invention includes a single or a plurality of components selected from the following group (a) and a single or a plurality of components selected from the group (b). A hair dye composition characterized by the above.

(A) N, N-bis (2-hydroxyethyl) -p-phenylenediamine and salts thereof. (B) Toluene-2,5-diamine and salts thereof. Hereinafter, the present invention will be described in detail.

The component (a) used in the present invention is N, N-bis (2-hydroxyethyl) -p.
-Phenylenediamine and its salts. The salt is, for example, an organic acid salt or an inorganic acid salt, that is, a sulfate salt, a hydrochloride salt, a phosphate salt, an acetate salt, a propionate salt, a lactate salt, a citrate salt, and the like, and is not particularly limited.

When the amount of the (a) group component is less than 0.1% by weight, the hair dyeing effect begins to decrease, and even if the amount is 10% by weight or more, the effect does not change. Therefore, the blending amount of the component (a) is preferably 0.1 to 10% by weight, more preferably 0.5 to 10% by weight. However,
The fact that the amount of the (a) group component blended is slightly less than 0.1% by weight does not mean that the hair dyeing is not suddenly defective.

Although there are some problems in dyeability and fastness only with the component (a), the dyeability and fastness can be improved by incorporating the component (b). That is, it is a compounding component selected from (b) toluene-2,5-diamine and salts thereof.

The blending amount of the component (b) is 0.01-10.
The range of wt% is preferable, and the range of 0.1-5 wt% is particularly preferable. Further, it is effective that the weight ratio to the (a) group component is a: b = 1: 10 to 10: 1.
Since both the (a) group component and the (b) group component are highly safe, it is possible to obtain a hair dye composition having high safety and excellent dyeability and fastness by blending the both.

A sufficient effect can be obtained only by blending the component selected from the group (a) and the component selected from the group (b), but a component (c) and a component (d) are further added. And the dyeability and fastness are further improved. That is, (c) a higher alcohol or hydrocarbon is added in an amount of 3 to 30
%, Preferably 5 to 20% by weight.

The higher alcohol used in the present invention is preferably a straight chain higher saturated alcohol from the viewpoint of stability, and examples thereof include lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, cetostearyl alcohol and behenyl alcohol. Further, the hydrocarbon is preferably a higher saturated hydrocarbon from the viewpoint of stability, and examples thereof include paraffin, liquid paraffin, liquid isoparaffin, light liquid paraffin, light liquid isoparaffin, heavy liquid isoparaffin, petrolatum, squalane, ceresin, and microcrystalline. Examples include wax, ozokerite, and pristane.

(D) The surfactant is added in an amount of 3 to 40% by weight, preferably 5 to 30% by weight. The weight ratio of the (c) group component to the (d) group component is preferably in the range of c: d = 1: 0.1 to 10. When an anionic surfactant, a nonionic surfactant or both of them are used as the component (d), excellent effects can be obtained in terms of dyeability and fastness. The surfactants that can be used are illustrated below. <Anionic surfactant> 1. Sulfate ester salt 1-1) Alkyl sulfate ester salt Sodium lauryl sulfate, triethanolamine lauryl sulfate, ammonium lauryl sulfate, sodium cetyl sulfate, sodium stearyl sulfate, etc. 1-2) Alkyl and alkylallyl ether sulfate salt polyoxyethylene (hereinafter, Abbreviated as POE.) Sodium lauryl ether sulfate, POE lauryl ether sulfate triethanolamine, POE lauryl ether sulfate ammonium, POE sodium alkyl ether sulfate,
POE alkyl ether triethanolamine sulfate, P
OE alkyl ether sulfate diethanolamine, POE
Alkyl ether ammonium sulfate, etc. 1-3) Sulfate ester salt of higher fatty acid ester salt Hardened coconut oil fatty acid sodium glyceryl sulfate 1-4) Sulfate ester salt of higher fatty acid alkylolamide 1-5) Sulfated oil Sulfated castor oil, etc. Phosphoric acid ester and its salt POE lauryl ether phosphoric acid, POE oleyl ether phosphoric acid, POE cetyl ether phosphoric acid, POE stearyl ether phosphoric acid, POE alkyl ether phosphoric acid,
2. POE alkyl phenyl ether phosphoric acid, etc., and salts thereof (sodium salt, triethanolamine salt, etc.) Sulfonate 3-1) α-Olefin sulfonate 3-2) Sulfonate of higher fatty acid ester 3-3) Sulfonate of higher fatty acid amide Coconut oil fatty acid methyl taurine sodium, lauroyl methyl taurine sodium, etc. 3-4 ) Alkylbenzene sulfonate Dodecylbenzene sulfonate Triethanolamine etc. 3-5) Sulfosuccinate sodium sulfosuccinate, disodium lauryl sulfosuccinate, POE disodium sulfosuccinate, PO
E disodium lauryl sulfosuccinate, disodium sulfosuccinic acid POE lauroylethanolamide ester, undecylenoylamide ethyl disodium sulfosuccinate, etc. Carboxylate 4-1) Condensation product of higher fatty acid and amino acid N-acyl sarcosine salt such as sodium lauroyl sarcosine, sodium N-lauroyl-L-glutamate, disodium N-stearoyl-L-glutamate, N-myristoyl-L- N-acylglutamates such as sodium glutamate 4-2) Fatty acid soap Soap base, sodium laurate, sodium palmitate <Nonionic surfactant> 1. POE alkyl ether, POE cetyl ether, POE stearyl ether, P
OE behenyl ether, POE oleyl ether, PO
E lauryl ether etc. 2. POE alkyl allyl ether POE nonyl phenyl ether, POE octyl phenyl ether, etc. POE sorbitan fatty acid ester POE sorbitan monooleate, monostearate P
OE sorbitan, POE sorbitan monopalmitate,
POE sorbitan monolaurate, PO trioleate
E-sorbitan, etc. 4. 4. POE glyceryl monofatty acid ester, POE glycerin monostearate, POE glycerin monomyristic acid, etc. 5. POE sorbitol fatty acid ester tetraoleic acid POE sorbit, hexastearic acid POE sorbit, monolauric acid POE sorbit, POE sorbit beeswax, etc. Castor oil, hydrogenated castor oil derivative POE hydrogenated castor oil, POE castor oil, etc. 7. POE fatty acid ester polyethylene glycol monooleate, polyethylene glycol monostearate, polyethylene glycol monolaurate, etc. 8. Higher fatty acid glycerin ester Lipophilic glyceryl monooleate, lipophilic glyceryl monostearate, self-emulsifying glyceryl monostearate, etc. Sorbitan fatty acid ester sorbitan monooleate, sorbitan sesquioleate, sorbitan trioleate, sorbitan monostearate, sorbitan monopalmitate, sorbitan monolaurate, etc. Lanolin derivative POE lanolin, POE lanolin alcohol, POE sorbitol lanolin, etc. 11. Alkyrolamide Lauric acid diethanolamide, coconut oil fatty acid diethanolamide, etc. 12. POE fatty acid amide POE stearic acid amide 13. Sucrose fatty acid ester 14. Alkyl amine oxide Dimethyl lauryl amine oxide etc. <Amphoteric surfactant> Carboxylic acid type, sulfuric acid ester type, sulfonic acid type, phosphoric acid ester type, etc.

For example, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, lauryldimethylaminoacetic acid betaine, undecinoyl-carboxymethoxyethylcarboxymethylimidazolinium betaine sodium, undecylhydroxyethylimidazolinium betaine. Sodium, undecyl-N-hydroxyethyl-N-carboxymethylimidazolinium betaine, alkyldiaminoethylglycine hydrochloride solution, stearyldihydroxyethylbetaine,
Stearyl dimethylaminoacetic acid betaine, stearyl dimethyl betaine sodium solution, bis (stearyl-N-
Hydroxyethylimidazoline) chloroacetic acid complex, coconut oil alkyl-N-carboxyethyl-N-hydroxyethylimidazolinium betaine sodium, coconut oil alkyl-N-carboxyethoxyethyl-N-carboxyethylimidazolinium disodium hydroxide, coconut Oil alkyl-N-carboxymethoxyethyl-N-carboxyethyl imidazolinium disodium hydroxide, coconut oil alkyl-N-carboxymethoxyethyl-N-carboxyethyl imidazolinium disodium lauryl sulfate, coconut oil alkyl betaine, coconut oil Fatty acid amide propyl betaine, coconut oil fatty acid-N-carboxymethoxyethyl-N-carboxyethyl imidazolinium betaine sodium, lauryl aminopropionate triethanol Emissions, beta-lauryl amino sodium propionate, lauryl N- carboxymethoxy ethyl -N- carboxymethyl imidazolinium disodium dodecanoyl sarcosine, lauryl di aminoethyl sodium glycine, lauric acid amide propyl betaine solution and the like. <Cationic Surfactant> Examples of the cationic surfactant include those represented by the following general formula (1).

[0015]

[Chemical 1]

In the formula (1), ₁ to _{2 of} R ₁ , R ₂ , R ₃ and R ₄ are linear or branched long-chain alkyl groups having 8 to 20 carbon atoms or long-chain hydroxyalkyl groups. The remainder represents an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group, and X represents a halogen atom or an alkylsulfate group having 1 to 2 carbon atoms.

For example, alkyl trimethyl ammonium chloride, lauryl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, cetyl trimethyl ammonium bromide, stearyl trimethyl ammonium chloride, stearyl trimethyl ammonium bromide, lauryl trimethyl ammonium bromide, dialkyl dimethyl ammonium chloride, dichloro chloride. Examples include cetyl dimethyl ammonium, distearyl dimethyl ammonium chloride, dicocoyl dimethyl ammonium chloride, myristyl dimethyl benzyl ammonium chloride chloride, and stearyl dimethyl benzyl ammonium chloride.

Further, components that can be blended as optional components other than the groups (c) and (d) are shown below. Examples of oxidative dye intermediates other than those mentioned above include aminophenols other than paraphenylenediamines, aminonitrophenols, diphenylamines, diaminophenylamines, N-phenylphenylenediamines, diaminopyridines, and salts thereof. Can be mentioned. The blending amount is, for example, 0.01 to 1 with respect to the total weight of the hair dye composition.
It is about 0% by weight. Further, as a coupler, pyrogallol, catechol, metaphenylenediamine, or the like can be blended.

In addition, "Standards for Quasi-drug Raw Materials" (1991)
It is possible to use those listed in Yakuji Nippo Co., Ltd., issued June 2006. In particular, when resorcin, m-phenylenediamine, p-aminophenol and 2,6-diaminopyridine are used, beautiful and natural dyeing can be obtained.

Further, a humectant such as glycerin or propylene glycol, a sulfite, a stabilizer such as ascorbic acid, a thickener such as carboxymethyl cellulose, an alkali agent such as ammonia or alkanolamine, and a fragrance are appropriately added as necessary. It can be blended.

When hair is dyed using the hair dye composition of the present invention, for example, the hair dye is prepared by mixing with an oxidizing agent immediately before the hair dyeing treatment and applied to the hair. . As the oxidizing agent, a well-known compound containing hydrogen peroxide, urea peroxide and the like can be used. Oxidizing agents include phenacetin and ED
Stabilizers such as TA, surfactants, oils and fats, higher alcohols, acids, pH adjusters, fragrances and the like can be appropriately added as necessary.

When the dosage form at this time is a viscous form such as cream, gel or paste, the hair dye has good adhesion to hair and is preferable in terms of dyeability and fastness. Further, the time for leaving after applying the hair dye to the hair is set to 5 to 10 minutes, and when this is repeated 2 to several times with an interval of an appropriate number of days, for example, white hair can be gradually blackened. So it's hard for people to notice.

The reason why the present invention can provide a hair dye composition which is excellent in safety, dyeability and fastness is considered to be as follows. That is, by using N, N-bis (2-hydroxyethyl) -p-phenylenediamine, compared to the conventionally used paraphenylenediamine, allergies are less likely to occur and the effect of fading is obtained. it can.
Further, by combining N, N-bis (2-hydroxyethyl) -p-phenylenediamine and toluene-2,5-diamine or a salt thereof, it is possible to dye natural greenish brown to black. In addition, it is possible to obtain an excellent effect that the reddish unnatural color does not fade.

[0024]

EXAMPLES Examples of the present invention will be described below. (Example 1) The hair dye composition of Example 1 was prepared according to the formulation shown in Table 1 below. Similarly, Comparative Examples 1 to 4 having the formulations shown in Table 1 were prepared.

[0025]

[Table 1]

Example 1 and Comparative Example 1 obtained above
The hair dye compositions of Nos. 4 to 4 were mixed with the oxidizing agent shown below in a ratio of 1: 1 to obtain a hair dye. (Oxidizing agent) Hydrogen peroxide 15.0 wt% EDTA 0.5 Cetanol 2.0 Sodium lauryl sulfate 0.5 Phenacetin 0.1 100% with purified water. <Evaluation method> A hair bundle collected from 10 panelists was dyed with the hair dye obtained above, and the dyeability and fastness were evaluated according to the following procedures 1 and 2. The results are shown in Table 2. 1. Dyeing Up Hair tresses collected from 10 panelists were dyed with the above hair dye, and the dyeing up was evaluated. 2. Fading property With respect to the dyed hair dyed as described above, shampooing twice with a 10% aqueous solution of sodium lauryl sulfate and subsequent drying were repeated 30 times, and those obtained without this treatment were compared.

[0027]

[Table 2]

As is clear from Table 2, the hair dye composition of Example 1 and the hair dye prepared by mixing the hair dye composition with the oxidizing agent were dyeable and fast. And the hair dyes obtained from them. 3. Safety A patch test was performed using the hair dyes of Example 1 and Comparative Example 4 on the upper arm of 10 panelists who were hypersensitive to p-phenylenediamine, and evaluated according to the following criteria. The results are shown in Table 3. --- No abnormality. ± ... Slight redness is seen. + ... Redness is seen.

[0029]

[Table 3]

As is clear from Table 3, the hair dye composition of Example 1 and the hair dye containing the hair dye composition mixed with the oxidizing agent are excellent in safety. Although the hair dye composition of Comparative Example 1 is excellent in safety, it has a problem in dyeability and fastness as shown in Table 2. As is clear from Tables 2 and 3, only the hair dye composition of Example 1 satisfies all of safety, hair dyeing property and fastness. (Example 2) A hair dye composition was prepared according to the following formulation.

Mixing ratio (% by weight) (a) N, N-bis (2-hydroxyethyl) -p-phenylenediamine sulfate 3.5 (b) Toluene-2,5-diamine sulfate 2.0 polyoxy Ethylene (10) oleyl ether 15.0 Cetostearyl alcohol 8.0 Liquid paraffin 2.0 28% ammonia water pH 9 amount Purified water to 100%. (Example 3) A hair dye composition was prepared according to the following formulation.

Mixing ratio (% by weight) (a) N, N-bis (2-hydroxyethyl) -p-phenylenediamine dihydrochloride 5.5 (b) Toluene-2,5-diamine sulphate 1.5 p -Aminophenol 0.2 Resorcinol 0.5 Polyoxyethylene (21) lauryl ether 10.0 Distearyldimethylammonium chloride 4.0 Sodium cetylsulfate 2.0 Cetyl alcohol 5.0 Vaseline 5.0 Stearic acid 2.0 Propylene Glycol 3.0 Disodium edetate 0.1 28% aqueous ammonia pH 9.2 Adjust to 100% with purified water. Example 4 A hair dye composition was prepared according to the following formulation.

Mixing ratio (% by weight) (a) N, N-bis (2-hydroxyethyl) -p-phenylenediamine dihydrochloride 7.0 (b) Toluene-2,5-diamine sulfate 0.5 p -Aminophenol 0.3 2,6-Diaminopyridine 0.3 m-Phenylenediamine 0.5 Polyoxyethylene (10) octylphenyl ether 10.0 Sodium lauryl sulfate 5.0 Cetyltrimethylammonium chloride 3.0 Isostearyl alcohol 8.0 Methylphenylpolysiloxane 5.0 Oleic acid 5.0 Polyethylene glycol 20.0 Sodium sulfite 0.5 28% Ammonia water pH 9.5 Amount to be adjusted to 100% with purified water.

The hair dye compositions of Examples 2 to 4 were excellent in dyeability, fastness and safety, like the hair dye compositions of Example 1.

[0035]

As described above, the hair dye composition of the present invention is
It has excellent safety, dyeability and fastness.

Claims (2)

[Claims] 1. A hair dye composition comprising a single or a plurality of components selected from the following group (a) and a single or a plurality of components selected from the group (b). (A) N, N-bis (2-hydroxyethyl) -p-phenylenediamine and salts thereof. (B) Toluene-2,5-diamine and salts thereof. 2. The hair dye composition according to claim 1, wherein the weight ratio of the (a) group component to the (b) group component is a: b = 1: 10 to 10: 1.