JP2002255759A - Hair dye composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a hair dye composition having excellent development of activity of an oxidoreductase and excellent dyeing property of the hair. SOLUTION: This hair dye composition contains (A) 0.01-10 U, based on 1 g of the hair dye composition, of the enzyme capable of oxidizing 2,5- diaminotoluene, (B) an oxidation dye intermediate and (C) an organic compound having logP of partition coefficient of octanol/water of <=-1 at 25 deg.C.

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 having excellent oxidoreductase activity during hair dyeing.

[0002]

2. Description of the Related Art 2-4% by weight in the presence of an alkaline substance
(Hereinafter simply referred to as%) with hydrogen peroxide, paraphenylenediamine, 2,5-diaminotoluene, 1,3,3
Oxidizing an oxidation dye intermediate such as 5-triaminobenzene,
Hair dyeing is performed to dye the hair using the generated pigment.However, treatment with an alkaline substance or hydrogen peroxide causes damage to the hair, worsens the feel of the dyed hair, and causes split ends and cut hair. It may be. As a hair dyeing method that does not easily cause such damage to hair, a hair dyeing method using an oxidoreductase has been proposed. For example, a method of contacting an oxidase enzyme such as laccase, lactate oxidase, or aldehyde oxidase with an aromatic compound as a primary oxidation dye precursor to dye hair (JP-A-47-9933), a two-electron reduction using the enzyme as an acceptor Type oxidase, a donor for the oxidase different from the oxidation dye precursor, a hair dye containing an oxidation dye and a peroxidase (Japanese Patent Application Laid-Open No. 11-21215), and a hair dyeing composition containing a laccase (Japanese Patent Application Laid-Open No. 11-60454) Gazette).

[0003]

However, in these hair dyeing methods, the activity of the oxidoreductase used is not sufficiently exhibited, and the hair dyeability is insufficient. An object of the present invention is to provide a hair dye composition which is excellent in expressing the enzyme activity of oxidoreductase when dyeing hair and has good hair dyeability.

[0004]

SUMMARY OF THE INVENTION The present inventors use a redox enzyme having a specific enzymatic activity, an oxidation dye intermediate and an organic compound having a specific octanol / water partition coefficient when dyeing hair. As a result, it was found that the enzyme activity was excellent and the hair dyeing property was good.
That is, the present invention provides (A) an enzyme capable of oxidizing 2,5-diaminotoluene in an amount of 0.1 g / g of the hair dye composition.
An object of the present invention is to provide a hair dye composition containing (B) an oxidation dye intermediate and (C) an organic compound having an octanol / water partition coefficient at 25 ° C of -1 or less.

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION Examples of oxidoreductases that oxidize intermediates of oxidation dyes for dyeing hair include laccase, peroxidase, uricase, glucose oxidase, diaphorase, and NADH oxidase. The oxidoreductase used in the present invention is selected from the group consisting of 2, 5
An enzyme capable of sufficiently oxidizing diaminotoluene, which effectively oxidizes and polymerizes 2,5-diaminotoluene to increase hair dyeing, and measures the activity of oxidoreductase by the following method. it can.

Method for measuring enzyme activity 1 mM 2,5-diaminotoluene and 1 mM resorcinol, 2 mM
3 mL of a reaction solution containing 5 mM sodium phosphate buffer (pH 7) and an appropriate amount of an enzyme was prepared, and the increase in absorbance (506 nm) in the dye formation reaction was measured using a 1 cm thick cell for 1 to 30 minutes using a spectrophotometer. Preferably 5 minutes), 25
Measure in ° C. The enzyme activity (U) is calculated from the change in absorbance (Abs) at 506 nm for 5 minutes according to the following equation. (Formula) Enzyme activity (U) = ((Abs × 3) /0.915) / 5

In the case of oxidoreductases other than laccase, 0.1% of hydrogen peroxide is added to an appropriate substrate of the enzyme, for example, peroxidase is added. For uricase, glucose oxidase and the like, uric acid and glucose are added at 1 to 10 mM, respectively. In addition, if necessary,
An appropriate amount of a mediator (a compound that mediates a redox reaction) such as (H), NADP (H), phenazine methosulfate, and dichlorophenolindophenol can also be added.

[0008] In this method, an enzyme having an activity of 0.1 U or more, preferably 0.3 U or more, more preferably 1 U or more per mg of the pure enzyme protein can be used in the present invention. Examples of such enzymes include laccase, peroxidase, uricase, glucose oxidase, diaphorase and the like.

In the present invention, the hair dye of the present invention is contained in the hair dye of the present invention in an amount of 0.01 to 10 U / g when used, based on the amount of the enzyme defined by the above method. Preferably, the enzyme is laccase and the amount of enzyme is 0.1-8 U
/ G, more preferably from the viewpoint of enzyme effect and economic efficiency.
It is 4-6 U / g.

Laccases preferred in the present invention include laccases derived from microorganisms (bacteria, molds, yeasts, fungi, etc.).
Its enzymatic properties (affinity for substrate (so-called Km
Value), reaction rate), productivity, economy and the like. As a specific example, Biochim. Biophys. Acta. 205
Vol. 35-47, or the same magazine, Vol. 1292, 303
Laccases as described on page -311 can be used. For example, Polyporus pins
itus), Rhizoctonia solan
i), Myceliophthora thora
ermophila), Citalidium thermohiram (Scytali)
Produced from microorganisms such as dium thermophilum).

The oxidation dye intermediate used in the present invention is:
In addition to 2,5-diaminotoluene, one or more of phenylenediamines, aminophenols, diaminohydridines and the like and salts thereof which are commonly used are exemplified as oxidation dye intermediates. The salts include hydrochloride, sulfate, acetate and the like. Among these, paraphenylenediamine, N, N-bis (2-hydroxyethyl)
-Paraphenylenediamine, N-phenyl-paraphenylenediamine, 4,4'-diaminodiphenylamine,
2-chloroparaphenylenediamine, N, N-dimethylparaphenylenediamine, paraaminophenol, 2,
6-Dichloroparaphenylenediamine, paraaminophenylsulfamic acid and salts thereof can also be used. In addition, phenol derivatives such as cresol and thymol, catechol derivatives such as catechol, guaiacol, vanillin, caffeic acid, indoline derivatives, indole derivatives, hydroquinone derivatives, resorcinol derivatives, triphenol derivatives such as pyrogallol and esters thereof, naphthalene Among naphthalene derivatives such as diols, any compound can be used as long as it is an enzyme capable of oxidizing 2,5-diaminotoluene used in the present invention as described above.

The oxidation dye intermediate used in the hair dye composition of the present invention is 0.1 to 50 mM, preferably 1 to 50 mM, at the time of use in view of the hair dyeability within a usual desired time.
It is preferable that the hair dye composition is contained in the hair dye composition so as to have a concentration of 30 mM.

As the organic compound having an octanol / water partition coefficient (log P) at 25 ° C. of -1 or less, a liquid is preferable. Here, logP is a measure for partitioning a substance between an octanol phase and an aqueous phase, and is defined by the following equation. Leo, C.I. Hansch, D.A. Elkins, Chemical Reviews, 71
Vol. 6, No. 6 (1971), describes an example of the calculated value.
In the present invention, the measurement was performed at 25 ° C. by the method according to the Chemical Substances Control Law, Revised 4th Edition, “Method for measuring the distribution coefficient (1-octanol / water) of chemical substances <1>” (published by Chemical Daily). Value. (Formula) logP = log ([substance] _octanol / [substance] _water) [in the formula, [the molar concentration of the substance of a substance] _octanol octanol phase, the molar concentration of [substance] _{wat er} substances in an aqueous phase Is shown. ]

Examples of the organic compound having a distribution coefficient logP of -1 or less include alcohols, polyols and alkanolamines.

[0015] More specifically, a preferred distribution coefficient logP-
The organic compounds of 1 or less include ethanol, ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, trimethylene glycol, propylene glycol, dipropylene glycol, 1,3-butanediol, polyethylene glycol, pentaerythritol, N, N -Dimethylformamide, monoethanolamine, diethanolamine, methyldiethanolamine and the like.

The organic compound having a distribution coefficient (logP) of -1 or less used in the hair dye composition of the present invention is at least 5% by weight (hereinafter simply referred to as%) in the hair dye composition. The content is preferably 5 to 50%, particularly 7 to 30%.

The hair dye composition of the present invention is preferably prepared so that these essential components are preferably mixed immediately before use or at the time of use. An organic compound having a partition coefficient logP of -1 or less is one of a hair dye A agent containing an enzyme capable of oxidizing 2,5-diaminotoluene in advance and a hair dye B agent containing an oxidation dye intermediate, Alternatively, they may be mixed with both.

Hair dye A containing an enzyme capable of oxidizing 2,5-diaminotoluene, hair dye B containing an oxidation dye intermediate, and hair dye A and hair dye B are mixed in advance. Examples of the base in the case of the single-drug type include aromatic alcohols such as benzyl alcohol, phenethyl alcohol, and benzyloxyethanol, N-methylpyrrolidone, and N-methylpyrrolidone.
An aqueous medium containing an alkylpyrrolidone such as ethylpyrrolidone, an alkylene carbonate such as ethylene carbonate and propylene carbonate, a lower alcohol such as ethyl alcohol and isopropyl alcohol and the like can be used.

A coupler, which is a compound that changes the color of a dye formed by oxidative polymerization of an oxidation dye intermediate, may be appropriately contained. Preferred as a coupler, for example, after reacting 3 mL of a reaction solution containing 0.1 mM 2,5-diaminotoluene, 1 mM test coupler, 25 mM sodium phosphate-pH 7 buffer and 1 U of laccase at 30 ° C. for 1 hour, The absorption spectrum at 350-800 nm is measured with a spectrophotometer in a 1 cm thick cell. It is preferable that the maximum or minimum absorption wavelength is changed by 5 nm or more or the absorbance at a specific wavelength (for example, 470 nm) is changed based on the case where the test coupler is not added.

The coupler is selected in relation to the oxidation dye intermediate, and is selected from, for example, aminophenol derivatives, phenol derivatives, naphthalene derivatives, aniline derivatives, pyridine derivatives and the like. In particular, "Medical raw material standard" (published in June 1991, Yakuji Nippo) can be mentioned.

Examples of the viscosity modifier include natural polymers such as carrageenan, methylcellulose, hydroxyethylcellulose, hydroxypropylmethylcellulose, hydroxypropylcellulose, ethylcellulose, hydroxyethylcellulose ethylether, sodium carboxymethylcellulose, quaternary nitrogen-containing cellulose ether, and xanthan gum. Synthetic polymers such as derivatives thereof, carboxyvinyl polymers, and alkyl methacrylate copolymers can be used.

As the surfactant, anionic, cationic, amphoteric and nonionic surfactants can be used as long as they do not affect the activity of an enzyme capable of oxidizing 2,5-diaminotoluene. Among these surfactants, nonionic surfactants such as polyoxyethylene alkyl ether, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene glycerin mono fatty acid ester, polyoxyethylene fatty acid ester, sorbitan fatty acid ester, and sucrose fatty acid ester are used. preferable.

The pH of the hair dye composition of the present invention is 2,5-
The pH is preferably from 4 to 9, particularly preferably from 5 to 8, at which an enzyme capable of oxidizing diaminotoluene can exhibit the enzymatic activity. This pH adjustment is performed with an alkali agent such as sodium hydroxide and monoethanolamine, and an acid such as phosphoric acid and lactic acid, which are generally used in cosmetics.

The hair dye composition of the present invention is used as a one-pack type or a two-pack type by filling in a container. The hair dye A containing an enzyme capable of oxidizing 2,5-diaminotoluene is used.
It is preferable to use a hair dyeing method in which a hair dye and a hair dye B agent containing an oxidation dye intermediate are mixed and used at the time of use. As a two-part system, in addition to mixing and discharging both in two containers, a method of discharging and mixing as a foam by passing through a mesh in the container, carbon dioxide gas as an injection gas,
An aerosol method using liquefied petroleum gas, dimethyl ether or the like and filling the pressure-resistant container is preferable.

[0025]

EXAMPLE 1 10 mM 2,5-diaminotoluene, 10 mM 2,6-diaminopyridine, 25 mM sodium phosphate-pH 7 buffer, 0.5% polyoxyethylene (9) dodecyl ether, partition coefficient (log P) A hair dye composition containing 30% or less of an organic compound (Table 1) of 1 or less and a 2 U / g composition of laccase (derived from Myseliofsola thermophila) was prepared.

Hair dyeing test : 5 mL of a hair dye composition was placed in a 7 cm square balance dish, and a 1 g bundle of 10 cm long goat hair, which had been preliminarily washed, was immersed in the dish, and was heated at 30 ° C. for 30 minutes at 85 rp.
After shaking and staining with m, washing with water at 40 ° C. for 30 seconds, washing with a commercial shampoo for 15 seconds, washing with water at 40 ° C. for 30 seconds, rinsing with a commercial plain type rinse for 15 seconds, and drying with hot air using a dryer. Dyed, dried goat hair L,
The a and b values are measured using a color difference meter (Minolta Co., Ltd.
200), and the color difference ΔE was calculated using the average value of the differences from the L, a, and b values before hair dyeing, ΔL, Δa, and Δb.

Table 1 shows the evaluation results based on the following dyeing evaluation criteria. Dyeing evaluation: Evaluation ΔE value ○ Less than 40 to 50 Good dyeing △ Less than 30 to 40 Slight staining × Less than 30 Less dyeing

[0028]

[Table 1]

The hair dye compositions of the present invention were all evaluated for good hair dyeing.

[0030]

EFFECT OF THE INVENTION The expression of oxidoreductase activity is excellent, and the hair has good dyeability.

Claims (1)

[Claims] (A) An enzyme capable of oxidizing 2,5-diaminotoluene is used in an amount of 0.01 to 1 g per 1 g of a hair dye composition.
A hair dye composition containing 10 U, (B) an oxidation dye intermediate and (C) an organic compound having an octanol / water partition coefficient logP at -25 ° C of -1 or less.