JPH0920628A - Oxidative hair dye composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain an oxidative hair dye composition without dripping down from the hair of a head during a hair dyeing treatment and excellent in extensi bility, applying properties, uniform dyeing properties, dyeability, washing resis tance and hair smoothness after the hair dyeing. SOLUTION: This oxidative hair dye composition contains a sugar derivative expressed by the formula, a water soluble high polymer and an oxidative dye. In the formula, (A) expresses a residue of a sugar from which (n) hydroxyl groups are removed, R expresses an 18-32C aliphatic chain having a branched chain and (n) expresses >=1.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to improvements in hair dye compositions, especially oxidative hair dye compositions.

[0002]

2. Description of the Related Art Oxidative hair dyes are the most widely used permanent hair dyes. The oxidation dye in the hair dye penetrates into the hair, undergoes oxidative polymerization, and develops color to cause hair to grow. The feature is that the hair dyeing effect lasts because it is chemically dyed.
As the formulation of the oxidative hair dye, the first agent containing the oxidative dye,
Most of the two-component type is used by mixing with a second agent containing an oxidant at the time of use, but there is also a one-component type used as a powder formulation by mixing with water at the time of use, or a multi-component type of three or more agents.

In any case, the oxidative hair dye chemically dyes hair by an oxidative polymerization reaction. This oxidative polymerization is a fairly vigorous reaction, and uneven application of the oxidative hair dye to the hair may cause uneven dyeing. In order to eliminate this uneven coloring, when the hair dye composition is applied to the hair, various solvents, dispersion media, etc. are added to the oxidative hair dye composition so that it has high fluidity. It was provided in liquid form.

[0004]

However, in such a liquid having high fluidity, the hair dye drips from the hair during or after the hair dyeing treatment, and adheres to the skin or clothes or flows down the face. There was such a problem as On the other hand, if an attempt is made to increase the viscosity of the hair dye by using a thickener or the like so that the hair dye does not sag, the conventional thickener is poor in the spreadability, coatability, and levelness of the oxidative hair dye on the hair. Further, there is a problem that the dyeing property is deteriorated because the thickener inhibits the permeability of the oxidation dye into the hair.

The present invention has been made in view of the above problems of the prior art, and its object is extensibility, coatability, etc., even though the hair dye does not drip during the hair dyeing treatment. It is intended to provide an oxidative hair dye composition which has good usability, is free from uneven dyeing, is excellent in level dyeing property, and is excellent in dyeing property of oxidative dye.

[0006]

Means for Solving the Problems As a result of intensive studies for achieving the above-mentioned object, the present inventors have found that the above-mentioned problems can be solved by adding a certain sugar derivative and a water-soluble polymer to an oxidative hair dye. Found that is solved.

That is, the oxidative hair dye composition according to claim 1 of the present invention is characterized by containing a sugar derivative represented by the general formula 4, a water-soluble polymer, and an oxidative dye. .

Embedded image (In the formula, A is a residue obtained by removing n hydroxyl groups from sugar, R is
Represents a fatty chain having a total carbon number of 18 to 32 and having a branched chain, and n represents 1 or more. )

The oxidative hair dye composition according to claim 2 is characterized in that, in the oxidative hair dye composition according to claim 1, the sugar derivative is a branched aliphatic glycoside represented by the general formula 5. To do.

Embedded image (However, in the formula, A is a residue obtained by removing a hemiacetal hydroxyl group from a sugar, and R is the same as the above Chemical formula 4.)

The oxidative hair dye composition according to claim 3 is characterized in that, in the oxidative hair dye composition according to claim 1, the sugar derivative is a sugar-branched aliphatic ether represented by the general formula (6). And

[Chemical 6] (However, in the formula, A is a residue obtained by removing n non-hemiacetal hydroxyl groups from a sugar, and R and n are the same as those in the above chemical formula 4.)

The oxidative hair dye composition according to claim 4 is characterized in that, in the oxidative hair dye composition according to claim 1 or 2, the sugar derivative is isostearyl maltoside.
The oxidative hair dye composition according to claim 5 is the oxidative hair dye composition according to claim 1 or 3, wherein the sugar derivative is maltitol isostearyl ether.

The oxidative hair dye composition according to claim 6 is the oxidative hair dye composition according to any one of claims 1 to 5, wherein the water-soluble polymer is a natural polymer, a semi-synthetic polymer or a synthetic polymer. It is characterized by containing one or more selected from the following. The oxidative hair dye composition according to claim 7 is defined by claims 1 to 6.
The oxidative hair dye composition described above is characterized by containing an oxidizing agent. The oxidative hair dye composition according to claim 8,
The oxidative hair dye composition according to any one of claims 1 to 7 is of a multi-agent type, and when mixed, contains a sugar derivative, a water-soluble polymer, and an oxidative dye.

The structure of the present invention will be described in detail below. First, in the present invention, the sugar derivative is an ether bond between a hydroxyl group of sugar and a branched aliphatic hydrocarbon group, and particularly, an ether bond between a hemiacetal hydroxyl group of sugar and a branched aliphatic hydrocarbon group (so-called glycoside bond). Forming a) is referred to as a branched aliphatic glycoside, and an ether bond of the other hydroxyl group (non-hemiacetal hydroxyl group) and a branched aliphatic hydrocarbon group is referred to as a sugar branched aliphatic ether.

The branched aliphatic glycoside used in the present invention is represented by the above general formula 5, wherein A is a residue obtained by removing a hemiacetal hydroxyl group from a sugar, and such a sugar is glucose. , Galactose, xylose, fructose, altrose, talose, mannose, arabinose, idose, lyxose, ribose, monosaccharides and mixtures thereof such as allose, maltose, isomaltose, lactose, xylobiose, kentiobiose,
Cordiobiose, cellobiose, sophorose, nigerose, sucrose, melibiose, laminaribiose,
Examples thereof include disaccharides such as rutinose and mixtures thereof, trisaccharides such as maltotriose and mixtures thereof, or higher polysaccharides, polymers of monosaccharides, and mixtures of these saccharides.

The sugar-branched aliphatic ether used in the present invention is represented by the above-mentioned general formula 6, wherein A is a residue obtained by removing n non-hemiacetal hydroxyl groups from sugar,
Examples of such sugars include sugar alcohols such as maltitol, sorbitol, erythritol, mannitol, galactitol, glucitol, inositol, maltotriitol, maltotetriitol, and mixtures thereof. In addition, n represents the average number of branched fatty chains bonded to one sugar molecule.

In any of the general formulas, R is an aliphatic chain having a branched chain and has a total carbon number of 18 to 32. Specific examples of the branched chain include, for example, methyl group, ethyl group, propyl group,
Isopropyl group, butyl group, pentyl group, hexyl group,
Heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group,
Examples thereof include a heptadecyl group, a hexadecyl group, a heptadecyl group and further higher fatty chains. The position and number of such branched chains are not particularly limited. Specific examples of R include 2-decyltetradecyl group, 2-tetradecyloctadecyl group, isostearyl group, 2,7-dimethylhexadecyl group, tetrahydrageranyl group, 2,7-
Examples thereof include a dimethyloctadecyl group, but are not particularly limited as long as they are branched and have a total carbon number of 18 to 32. When R is a linear fatty chain or the total number of carbon atoms of R is less than 18, the thickening effect is not sufficiently exhibited, and when the total number of carbon atoms is greater than 32, the hydrophobicity becomes high and water Solubility is poor and it becomes difficult to use in water.

All of the sugar derivatives according to the present invention are known substances, and the branched aliphatic glycoside represented by the general formula 5 is, for example, the acid catalyst for sugar modification described in JP-A-63-84637. In addition to the synthesizing method using the same, it is possible to synthesize by using the reaction generally used for glycosylation (König-Knol reaction, Helferreich method, or other ether exchange method).

On the other hand, the sugar-branched aliphatic ether represented by the general formula 6 is, for example, the method of Robert et al. (Tetrahedro).
n, 35 , 2169-2172 (1979)). That is, the sugar is dissolved in a non-aqueous solvent such as dimethylformamide or dimethylsulfoxide, and the compound represented by the following general formula 7 is added to the solution to give a solution in the presence of a catalyst.
It is obtained by reacting at 0 to 130 ° C.

Embedded image R X (where X is a hydroxyl group or a halogen group or a halogen salt of a trialkylammonium group such as trimethylammonium bromide, and R is the same as in the above Chemical Formula 6).

Two or more sugar derivatives can be used in the oxidative hair dye composition of the present invention. For example, a mixture of sugar-branched aliphatic ether or a branched fatty chain of a branched aliphatic glycoside or a kind of sugar, and in the sugar-branched aliphatic ether, a mixture of sugar derivatives different in the number of bonded branched fatty chains or the bonding position may be used. Of course, a mixture of a sugar-branched aliphatic ether and a branched aliphatic glycoside may be used.

As the water-soluble polymer used in combination with the sugar derivative in the present invention, natural polymers, semi-synthetic polymers and synthetic polymers are preferably used. Examples of natural polymers include polysaccharide-based natural polymers such as guar gum, locust bean gum, quince seed, carrageenan, galactan, gum arabic, tragacanth gum, pectin, mannan, starch, xanthan gum, dextran, succinoglucan, and guardlan. Is mentioned. Examples of the semi-synthetic polymer include cellulosic polymers such as methyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose and hydroxypropyl cellulose, and semi-synthetic polymers such as alginate. Examples of the synthetic polymer include polyvinyl alcohol, carboxyvinyl polymer, and crosslinkable polyacrylate. In the present invention, one kind or two or more kinds of the water-soluble polymer can be optionally used.

Examples of the oxidative dye used in the oxidative hair dye composition of the present invention include phenylenediamines, aminophenols, toluylenediamines, aminonitrophenols, diphenylamines, diaminophenylamines and N-. Examples thereof include phenylphenylenediamines, diaminopyridines, resorcin, pyrogallol, catechol, aminocresols and salts thereof. The blending amount of the oxidative dye is not particularly limited as long as it is within the range generally used for oxidative hair dyes. In the present invention,
In general, a color tone adjusting agent that changes a color tone in combination with an oxidative dye as a main agent is also included in the oxidative dye of the present invention.

Since the oxidative hair dye composition according to the present invention contains the above-mentioned sugar derivative, it has an appropriate viscosity so that it does not drip or run, and moreover, it can be applied to hair quickly and evenly. Also has the effect of being uniform.
Further, the sugar derivative according to the present invention does not hinder the dye from penetrating into hair and dyeing, and good dyeing property can be obtained. Further, the sugar derivative of the present invention is characterized in that it is stable without being decomposed even in an acid or an alkali, has no sensitizing property or irritating property even when incorporated into a hair dye composition, and is excellent in safety.

The hair dye composition may contain lower alcohols such as ethanol and isopropanol. When a surfactant is used as a thickener in such a system, the thickening effect is remarkably reduced. Therefore, it is necessary to add a large amount of a surfactant, and problems such as irritation and inhibition of dyeing property tend to occur. If the sugar derivative according to the present invention is used, a thickening effect can be obtained with a small amount even in such a system. In the oxidative hair dye composition of the present invention, the blending amount of the sugar derivative is not particularly limited as long as the effects of the present invention can be obtained, and the blending amount can be appropriately adjusted and used. It is 0.5 to 60% by weight, preferably 1 to 15% by weight.

Further, in the oxidative hair dye composition of the present invention, by using a water-soluble polymer together with the above-mentioned sugar derivative, a synergistic effect that the dyeing property and the washing resistance due to the oxidative dye are further improved significantly. Play. The amount of the water-soluble polymer compounded in the oxidative hair dye composition of the present invention is preferably 0.01 to 5.0% by weight based on the total amount of the oxidative hair dye composition. If it is less than 0.01% by weight, the desired effect cannot be obtained, and if it is used in excess of 5.0% by weight, not only the effect cannot be expected to increase, but also the leveling property tends to decrease.

The oxidative hair dye composition according to the present invention can take any one-form or multi-form of two or more parts. For example, 2
In the dosage form, a two-part composition in which a first agent containing a sugar derivative, a water-soluble polymer and an oxidative dye and a second agent containing an oxidant are mixed at the time of use, and a sugar derivative and an oxidative dye are used. A two-part composition in which the first agent contained and the second agent containing a water-soluble polymer and an oxidizing agent are mixed at the time of use is preferable. First
The mixing ratio of the second agent to the second agent is usually 1st agent: 2nd agent = 1: 1 in weight ratio, but is not particularly limited as long as there is no inconvenience in dripping, usability, leveling property, etc. Not done. Examples of the oxidant used in the present invention include hydrogen peroxide,
Examples thereof include persulfate, perborate, bromate, periodate, and urea peroxide.

The oxidative hair dye composition of the present invention may contain other components usually used in hair dyes as long as the effects of the present invention are not impaired. For example, as a component usually added to the first agent, glycerin, propylene glycol, dipropylene glycol, polyethylene glycol, chondroitin sulfate, hyaluronate, diglycerin, 1,3-butylene glycol, pyrrolidone carboxylate, sorbitol. Moisturizers such as maltitol, lactose, oligosaccharides, lanolin, squalane, liquid paraffin, petroleum jelly, higher fatty acids, triglycerides, oil components such as ester oils, methylphenylpolysiloxane,
Examples thereof include silicones such as dimethylsiloxane / methyl (polyoxyethylene) siloxane copolymer, rubbery dimethylpolysiloxane, and amino-modified polysiloxane.

Further, antioxidants and stabilizers such as thioglycollate, L-ascorbate, bisulfite, hydrosulfite, bisulfate, collagen hydrolyzate, keratin hydrolyzate, silk protein. Protein hydrolyzate such as hydrolyzate, elastin hydrolyzate, soybean protein hydrolyzate and the like, and quaternary products thereof, ammonia water, alkanolamine, ammonium carbonate, sodium hydrogen carbonate, and an alkali agent such as potassium hydroxide are added. It is also possible.

It is also possible to use other amphipathic substances or surfactants as the emulsifier. Examples of nonionic surfactants include polyoxyethylene alkyl ethers, polyoxyethylene fatty acid esters, polyoxyethylene polyhydric alcohol fatty acid partial esters, polyoxyethylene hydrogenated castor oil derivatives, and other polyoxyethylene-based surfactants, octylpolyether. Alkyl polyglycosides such as glycosides, polyglycerin fatty acid esters, polyglycerin-based surfactants such as polyglycerin alkyl ethers, maltitol hydroxyalkyl ethers, sugar alcohol ethers such as sorbitol alkyl ethers, fatty acid diethanolamides, and the like, Anions such as higher fatty acid salts, alkylbenzene sulfonates, phosphoric acid esters, alkyl sulfates, alkyl sulfate ester salts, and polyoxyethylene alkyl sulfate ester salts Surfactants, amino acids, alkyl trimethyl ammonium salt, dialkyl dimethyl ammonium salts, alkyl cationic surfactants dimethylamine oxide, and the like, other surfactants can be appropriately used in combination.

Further, for example, ethanol, butanol,
Lower alcohols such as propanol and isopropanol, 2-ethylhexyl alcohol, 2-hexyldecyl alcohol, 2-decyltetradecyl alcohol, isostearyl alcohol, cetostearyl alcohol,
Higher alcohols such as lauryl alcohol, stearyl alcohol and cetyl alcohol, benzyl alcohol and the like can be added.

Examples of sequestering agents and preservatives include hydroxyethanediphosphonates, phenacetin, EDTA and salts thereof, parabens, stannates, and the like. Polymer compounds include poly (dimethylallylammonium ammonium). (Halide) type cationic polymer, polyethylene glycol, epichlorohydrin, propyleneamine and cocoylamine obtained from a condensation product type of tallowylamine obtained from tallow fatty acid, a cationic polymer, polyethylene glycol, epichlorohydrin, propyleneamine and coconut oil fatty acid The condensation polymer type cationic polymer, vinylpyrrolidone, dimethylaminomethacrylate copolymer type cationic polymer, quaternary nitrogen-containing cellulose ether type cationic polymer and the like can be mentioned. In addition, a pH adjusting agent, a fragrance, a drug, a coloring agent, water and the like can be appropriately added.

Examples of components to be added to the second agent include phenacetin, EDTA and salts thereof, parabens,
Sequestrants such as stannates and preservatives, higher grades such as 2-ethylhexyl alcohol, 2-hexyldecyl alcohol, 2-decyltetradecyl alcohol, isostearyl alcohol, cetostearyl alcohol, lauryl alcohol, stearyl alcohol, cetyl alcohol Alcohols, polyoxyethylene alkyl ethers, alkyl sulfate salts, surfactants such as acylmethyl taurines, organic acids such as citric acid, malic acid, acetic acid, lactic acid, oxalic acid, tartaric acid, formic acid, levulinic acid, Examples thereof include acids such as inorganic acids such as phosphoric acid and hydrochloric acid, pH adjusting agents, fragrances, drugs, coloring agents, water and the like.

[0031]

EXAMPLES The present invention will now be described specifically with reference to examples, but the present invention is not limited to these examples. In addition, unless otherwise specified, the compounding amount is shown by weight%. Prior to the examples, the test method used in each example will be described.

[Hair Dyeing Test] Hair of 10 panelists was dyed with each test hair dye composition, and the hair fell down during hair dyeing, spreadability / applicability to hair, and even dyeability. Was relatively evaluated. The evaluation criteria are as follows. <Evaluation of dripping> ◎: No dripping, no dripping ○: Almost no dripping, dripping △: Dripping, dripping ×: Dripping, dripping is severe

<Evaluation of extensibility and coatability> ◎: Very good elongation and easy application ○: Fairly good elongation and easy application Δ: Not very good elongation and difficult application ×: Poor extension , Uneven coating

<Evaluation of Level Dyeability> ⊚: Evenly dyed well ◯: Almost uniformly dyed Δ: Slightly uneven dyeing was produced ×: Dyeing unevenness was produced

[Dyeing test] 2 g of human hair bundle with white hair
Wash the area with commercially available shampoo, lightly wipe with a towel and place on an aluminum tray. Take 5g of hair dye composition in an aluminum tray and 2
Rub the back and front of the human hair bundle at 5 to 30 ° C with a toothbrush and leave for 15 minutes. Then, it was thoroughly washed with slightly warm water, wiped with a towel, then dried with a dryer, and the difference in color from that of human hair containing untreated white hair was visually judged.

<Evaluation of Dyeability> ◎: Very good ○: Good Δ: Slightly bad ×: Bad

[Washing resistance test] After judgment in the dyeing test, the dyed human hair bundle is divided into two equal parts, one of which is impregnated with a commercial shampoo solution, hand-washed 10 times, and then dried. . Repeat this 10 times, with the human hair bundle before shampoo,
The color of human hair bundles after shampoo was visually compared to examine the wash resistance (shampoo resistance).

<Evaluation of Washing Resistance> ◎: Very good (no fading at all) ○: Good (slightly fading) Δ: Slightly bad (fading) X: Bad (fading marked)

Formulation Examples 1 and 2, Comparative Examples 1 and 2 First, a hair dyeing test was carried out using the surfactant Emarex OP-5, which has been conventionally used as a thickener, as a comparative example. [Preparation of Hair Dye Composition] 1) Preparation of First Agent Using the samples shown in Table 1, a first agent was prepared according to a conventional method according to the following formulation.

<Formulation> First agent Isopropanol 5.0 wt% Sample (see Table 1) 5.0 to 25.5 Ammonium thioglycolate 0.1 L-Ascorbic acid 0.5 EDTA 0.5 Ammonia water 6.0 Paraphenylenediamine 1.0 Resorcin 1.0 Fragrance Suitable amount Ion-exchanged water Residual

[0041]

[Table 1] Reagents (blending amount) Blending example 1 Maltitol monoisostearyl ether (5.0 wt%) + sodium carboxymethyl cellulose (0.5 wt%) Blending example 2 Isostearyl maltoside (5.0 wt%) + Carboxy Sodium methylcellulose (0.5 wt%) Comparative Example 1 Emarex OP-5 * (25.0 wt%) Comparative Example 2 Emarex OP-5 * (25.0 wt%) + Sodium carboxymethylcellulose (0.5 wt%) * POE (5) Octyl phenyl ether, manufactured by Nippon Emulsion Co., Ltd.

2) Preparation of Second Agent Next, a second liquid a which is a transparent liquid is prepared by a conventional method according to the formulation shown in Table 2 below.
And a cream liquid second agent b were prepared.

[Table 2] Second component component a (clear liquid) b (cream liquid) hydrogen peroxide 30% 15.0 15.0 Phosphate buffer pH3 adjusted pH3 adjusted methylparaben 0.1 0.1 sodium stannate 0.1 0.1 Liquid paraffin-5.0 Stearyl alcohol-3.0 Sodium lauryl sulfate-0.5 POE (20) cetyl ether-0.5 Ion-exchanged water Residual residue

[Hair Dyeing Test] An oxidative hair dye composition obtained by mixing the respective first agents of the above-mentioned formulation examples 1 and 2 and Comparative examples 1 and 2 with each second agent in a weight ratio of 1: 1. Was used to carry out a hair dyeing test. Table 3 shows the properties before and after mixing and the results of the hair dyeing test.

[Table 3] 1st agent 2nd agent Properties Dripping extensibility Spreadability Before mixing After mixing / Applicability Blending example 1 a Gel-like gel-like ◎ ◎ ◎ ◎ Blending example 2 a Gel-like gel-like ◎ ◎ ◎ ◎ Comparative example 1 a Liquid liquid × ○ × Comparative example 2 a Viscous liquid Viscous liquid △ ○ × Formulation 1 b Gel-like gel-like ◎ ◎ ◎ ◎ Formulation example 2 b Gel-like gel-like ◎ ◎ ◎ ◎ Comparative example 1 b Liquid-like liquid × ○ × Comparative example 2b Viscous liquid Viscous liquid △ ○ ×

As can be seen from Table 3, the first agent (formulation examples 1 and 2) in which the sugar derivative and the water-soluble polymer (sodium carboxymethyl cellulose) were used in combination was gel-like
Although it was gel-like after mixing with the agent, the first agent (Comparative Example 1) using the conventional thickener (Emarex OP-5) or the first agent using the water-soluble polymer in combination therewith The agent (Comparative Example 2) was a liquid or a viscous liquid, remained liquid or viscous even after mixing with the second agent, and was difficult to mix and was likely to be non-uniform. In the hair dyeing test, the oxidative hair dye compositions using the first agent of Formulation Examples 1 and 2 did not drip or run off, and the extensibility / applicability to hair was good, and It had excellent dyeability. On the other hand, since the mixtures of Comparative Examples 1 and 2 using the conventional thickeners are liquid, there are problems such as dripping and runoff, and poor leveling.

Comparative Examples 3 to 5 Using the samples of Table 4, a first agent (Comparative Examples 3 to 5) containing only a sugar derivative or a water-soluble polymer was prepared by the same formulation as in the above Formulation Examples 1 and 2. An oxidative hair dye composition was prepared by mixing the respective second agents in a weight ratio of 1: 1.

Table 4 First agent Reagent (blending amount) Comparative example 3 Maltitol monoisostearyl ether (5.0 wt%) Comparative example 4 Isostearyl maltoside (5.0 wt%) Comparative example 5 Sodium carboxymethyl cellulose (0. 5wt%)

Properties of hair dye compositions using the first agent of Comparative Examples 3 to 5 and hair dye compositions using the above-mentioned Formulation Examples 1 and 2,
Table 5 shows a comparison of the results of the hair dyeing test, the dyeing property test, and the wash resistance test.
Shown in

[Table 5] 1st agent 2nd agent Properties Dripping extensibility Spreadability Dyeability Dyeing resistance (after mixing) -Coatability Blend example 1 a gel ◎ ◎ ◎ ◎ ◎ ○ Blend example 2 a gel ◎ ◎ ◎ ◎ ◎ ○ Comparative Example 3 a gel ◎ ◎ ◎ ◎ ○ △ Comparative Example 4 a gel ◎ ◎ ◎ ○ △ Comparative Example 5 a Viscous liquid △ △ × × × Formulation 1 b Gel ◎ ◎ ◎ ◎ ◎ ○ Formulation 2 b Gel shape ◎ ◎ ◎ ◎ ◎ ○ Comparative example 3 b gel shape ◎ ◎ ◎ ○ △ Comparative example 4 b gel shape ◎ ◎ ◎ ○ △ Comparative example 5 b Viscous liquid △ △ × × ×

As can be seen from Table 5, when the sugar derivative and the water-soluble polymer (sodium carboxymethyl cellulose) are used in combination (Formulation Examples 1 and 2), gel-like hair dye compositions are obtained, and dripping does not occur. Without, extensibility / applicability to hair,
Good leveling property. It was also excellent in dyeing property and wash resistance. On the other hand, when only the sugar derivative was blended (Comparative Examples 3 and 4), the properties and dripping were as in Formulation Examples 1 and 2.
The extensibility, coating property, and level dyeability were not so different, but the dyeing property and washing resistance were inferior.

When only the water-soluble polymer was blended (Comparative Example 5), the obtained hair dye composition was a viscous liquid and had a hair dyeing test, a dyeing test, and a wash resistance test. In each case, all the evaluations were extremely inferior. From the above, it is understood that the effects of the present invention can be obtained when the sugar derivative and the water-soluble polymer are used in combination.

Formulation Examples 3 to 5 and Comparative Examples 6 to 8 Using the samples of Table 6, a first agent was prepared in the same formulation as in the formulation examples 1 and 2, and the weight ratio to each of the second agents was 1: 1. To obtain an oxidative hair dye composition.

[Table 6] Formulation Example Formulation Example Formulation Example Comparative Example Comparative Example Comparative Example Sample 3 4 5 6 7 8 Isostearyl Maltositide 7.0 ---- Maltitol Isostearyl Ether-7.0 ---- 2-Tetradecyl Octadecyl Maltate Cid --- 7.0 ---- Stearyl maltosid ---- 7.0 --- 2-Hexyl decyl maltosit ----- 7.0-2-Hexadecyl octadecyl maltosit ----- 7.0 Calfoxymethylcellulose sodium 0.5 0.5 0.5 0.5 0.5 0.5 Properties Before mixing Gel-like gel-like gel-like viscous liquid Viscous liquid After separation (+ 2nd agent a) Gel-like gel-like viscous liquid Viscous liquid After separation (+ 2nd agent b) Gel-like gel-like gel-like viscosity Liquid Viscous liquid Separation Hair dyeing test Dripping ◎ ◎ ◎ △ △ − * Extendability / applicability ◎ ◎ ◎ ○ ○ − * Level dyeability ◎ ◎ ◎ × × − * * −: Indicates that the hair dyeing test was not performed.

As can be seen from Table 6, in Formulation Examples 3 to 5 in which the sugar derivative of the present invention is blended, gel-like oxidative hair dye compositions can be obtained, but when the fatty chain is linear (comparison In Example 6) or when the total number of carbon atoms in the branched fatty chain was less than 18 (Comparative Example 7), the hair dye composition was a viscous liquid but did not become a gel. In addition, when the total number of carbon atoms in the branched fatty chain was larger than 32 (Comparative Example 8), separation occurred and a uniform hair dye composition could not be obtained. In addition, the hair dye compositions using Formulation Examples 3 to 5 were excellent in all evaluations in the hair dyeing test, but the hair dye compositions using the first agent of Comparative Examples 6 to 7 were viscous. Although it was in a liquid state, there was dripping and the like, and the extensibility, coating property and leveling property were inferior to those of the formulation examples 3 to 5 of the present invention.

Formulation Examples 6 to 12 Using the samples shown in Table 7, each first agent was prepared in the same formulation as in Formulation Examples 1 and 2, and then mixed with each of the second agents in a weight ratio of 1: 1. Various tests were performed on each mixture.

[Table 7] Composition Example Sample 6 7 8 9 10 11 12 12 Isostearyl Maltositide 8.0 8.0 8.0 8.0 8.0 4.0-Maltitol Isostearyl Ether ----- 4.0 8.0 Qurgam 1.0 --- 0.5 1.0-Dextran-1.0- − 0.5 − 1.0 Sodium alginate − − 1.0 − − − 1.0 Calvoxy vinyl polymer − − − 1.0 − − − Dripping ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ Extendability / coatability ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ Level dyeing ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ Dyeability ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ Wash resistance ○ ○ ○ ○ ○ ○ ○

From the above, by using the sugar derivative of the present invention in combination with a water-soluble polymer, an oxidative hair dye composition having a gel form and excellent in hair dyeing property, dyeing property and wash resistance is obtained. It is understood that

Formulation Examples 13 to 17 Using the samples shown in Table 8, the first agent was prepared in the same formulation as in Formulation Examples 1 and 2 while changing the compounding amount of the water-soluble polymer. Was mixed at a weight ratio of 1: 1 and various tests were conducted on each mixture.

[Table 8] Composition example Sample 13 14 15 16 17 17 Isostearyl maltoside 8.0 8.0 8.0 8.0 8.0 Calboxy vinyl pollimer 0.001 0.01 1.0 5.0 10.0 Dripping ◎ ◎ ◎ ◎ ◎ Extendability / applicability ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ △ Dyeing property ○ ◎ ◎ ◎ ◎ ◎ Wash resistance △ ◎ ◎ ◎ ◎ ◎

As can be seen from the above, the water-soluble polymer is added to the oxidative hair dye composition of the present invention in an amount of 0.01-5.
When the content of 0% by weight is improved, the dyeing property and the cleaning resistance are improved, whereas when the content of the water-soluble polymer is less than 0.01% by weight, the effects on the dyeing property and the cleaning resistance are not exhibited. Further, when the amount of the compound (A) exceeds 5.0% by weight, the level dyeing property tends to decrease.

Formulation Example 18 The first agent and the second agent c prepared by the following formulation were mixed in a weight ratio of 1:
When mixed in No. 1, it was a gel composition having a uniform and appropriate viscosity, and did not drip from the hair during hair dyeing treatment.
An oxidative hair dye composition having good extensibility, coating property, level dyeing property, dyeing property, and wash resistance was obtained.

<First Agent> Isopropanol 5.0 Isostearyl Maltoside 5.0 Natyl Hydrosulfite 0.1 L-Ascorbic Acid 0.5 EDTA 0.1 Monoethanolamine 1.0 Ammonia Water 6.0 Paraphenylene Diamine 1.0 Resorcinol 0.5 Metaaminophenol 0.1 Perfume Suitable amount Exchanged water Residue <Second agent c> Hydrogen peroxide water 15.0 Phosphate buffer solution Suitable amount Sodium stannate 0.1 Methylparaben 0.1 Carboxymethyl cellulose sodium 1.0

Formulation Example 19 Three-agent hair dye <First agent> Isopropanol 5.0 Isostearyl maltoside 5.0 Sodium pyrrolidonecarboxylate 3.0 Ammonium thioglycolate 1.0 L-Ascorbic acid 0.5 EDTA 0.5 Ammonia water 7.0 Paraphenylenediamine 1.0 Perfume Suitable amount Ion-exchanged water Residual <Second agent d> Hydrogen peroxide water 30% 15.0 Phosphate buffer 0.1 Methylparaben 0.1 Stynoic acid Sodium 0.1 Ion-exchanged water Residual <Third agent> Ammonium sulfate 2.0 Sodium metasilicate 20.0 Ammonium persulfate 75.0 EDTA 1.0 Sodium carboxymethylcellulose 2.0

(Production Method) The formulation of the above-mentioned first agent was sequentially dissolved in ion-exchanged water to obtain a first agent. Also, the second agent d was prepared in the same manner. Each component of the third agent was well pulverized and mixed to obtain a third agent. Dissolve the third agent in the second agent d,
The agents were mixed to obtain a three-component hair dye composition. Usually, they are mixed in the above order, but the order is not limited to this. The weight ratio of the first agent, the second agent d and the third agent prepared by the above formulation is 1:
When mixed at a ratio of 1: 1, it is a gel composition having a uniform and appropriate viscosity, and does not drip from the hair during hair dyeing treatment, and it has spreadability, applicability, leveling property, dyeing property, resistance to dyeing. An oxidative hair dye composition having good detergency was obtained.

The first agent prepared according to the formulations of the following formulation examples 20 to 38 was mixed with the second agent a or the second agent b in Table 3 in the weight ratio 1:
When mixed in 1, a gel-like oxidative hair dye composition having a uniform and appropriate viscosity was obtained. All of these do not drip from the hair during hair dyeing treatment, and have extensibility, applicability,
An oxidative hair dye composition excellent in levelness, dyeing property and washing resistance was obtained. Further, all the hair dye compositions were safe hair dye compositions with no irritation to the scalp.

Formulation Example 20 Isopropanol 5.0 Isostearyl Maltoside 3.0 Compound represented by the above general formula 3, wherein A is a polymer of three glucose monosaccharides, and R is an isostearyl group 1.0 The above general A compound represented by Formula 3, in which A is a polymer of four glucose monosaccharides, R is an isostearyl group 1.0 Xanthan gum 2.0 Sodium hydrosulfite 0.1 L-ascorbic acid 0.5 EDTA 0. 5 Monoethanolamine 0.5 Paratoluene diaminosulfate 1.0 Resorcin 1.0 Orthoaminophenol 0.1 Paraaminophenol 0.01 Paraaminoorthocresol 0.05 Fragrance Suitable amount Ion exchange water Residual

Formulation Example 21 Isopropanol 5.0 Isostearyl Maltoside 4.0 Compound represented by the above general formula 3, wherein A is a polymer of three glucose monosaccharides, and R is an isostearyl group 1.0 Xanthan gum 0 .5 sodium pyrosulfite 0.1 L-ascorbic acid 0.5 EDTA 0.5 monoethanolamine 0.5 paratoluene diaminosulfate 1.0 resorcin 1.0 1.0 orthoaminophenol 0.1 metaphenylenediamine 0.01 paraaminoortho Cresol 0.05 Perfume Suitable amount Ion-exchanged water Residual

Formulation Example 22 Isopropanol 5.0 Dimethylpolysiloxane (20cs) 1.0 Isostearyl Maltoside 5.0 Gum Arabic 0.1 1,3-Butylene Glycol 2.0 Sodium Hydrosulfite 0.1 L-Ascorbine Acid 0.5 Hydroxyethanediphosphonic acid 0.5 Ammonia water 6.0 Monoethanolamine 1.0 Paraphenylenediaminosulfate 1.0 Resorcinol 1.0 Paraaminophenol 0.1 Paranitroorthophenylenediamine 0.01 Paraaminoorthocresol 0.01 Fragrance Suitable amount Ion-exchanged water Residual

Formulation Example 23 Isopropanol 5.0 Vaseline 0.5 Isostearyl Maltoside 5.0 Isostearyl Maltototrioside 5.0 Carrageenan 5.0 Ammonium Thioglycolate 0.5 L-Ascorbic Acid 0.5 EDTA 0 .5 Methylparaben 1.0 Monoethanolamine 0.5 Sodium hydroxide 0.2 Paraphenylenediamine 1.0 Paraaminoorthocresol 1.0 Orthoaminophenol 0.1 Perfume Suitable amount Ion exchange water Residual

Formulation Example 24 Isopropanol 5.0 Isostearyl maltoside 5.0 Methylcellulose 2.0 Ammonium thioglycolate 0.1 L-Ascorbic acid 0.5 EDTA 0.5 Monoethanolamine 0.5 Sodium bicarbonate 1. 0 para-phenylenediamine 1.0 meta-aminophenol 1.0 ortho-aminophenol 0.1 meta-phenylenediamine 0.01 para-amino-ortho-cresol 0.01 perfume proper amount ion-exchanged water residual

Formulation Example 25 Maltitol Aqueous Solution 14.0 Isopropanol 5.0 Squalane 3.0 Isostearyl Maltoside 7.0 Ethyl Cellulose 0.3 Sodium Hydrosulfite 0.1 L-Ascorbic Acid 0.5 EDTA 0.5 Ammonia Water 6.0 Ammonium carbonate 2.0 Paratoluene diaminosulfate 1.0 Metaaminophenol 2.0 Orthoaminophenol 0.3 Perfume Suitable amount Ion exchange water Residual

Formulation Example 26 Benzyl alcohol 2.0 Isostearyl maltoside 8.0 Hydroxyethylcellulose 1.0 Sodium pyrosulfite 0.1 L-Ascorbic acid 0.5 EDTA 0.5 Monoethanolamine 0.5 Paraphenylenediamine 1 0.0 resorcin 1.0 orthoaminophenol 0.2 metaaminophenol 0.1 paraaminoorthocresol 0.05 perfume proper amount ion-exchanged water residual

Formulation Example 27 Isopropanol 5.0 Isostearyl Maltoside 5.0 Hydroxypropyl Cellulose 3.0 Sodium Hydrosulfite 0.5 L-Ascorbic Acid 0.5 EDTA 0.5 Monoethanolamine 2.0 Paratoluenediamino Sulfate 1.0 Resorcin 1.0 Para-aminophenol 0.1 Perfume Appropriate amount Ion-exchanged water Residual

Formulation Example 28 Propylene Glycol 10.0 Isopropanol 5.0 Isostearyl Maltoside 5.0 Carboxymethyl Cellulose 0.2 Cetanol 4.0 Keratin Hydrolyzate 0.5 Sodium Hydrosulfite 0.1 L-Ascorbic Acid 0 .5 EDTA 0.5 ammonia water 6.0 paraphenylenediamine 1.0 paraaminophenol 1.0 paraaminoorthocresol 0.02 perfume proper amount ion-exchanged water residual

Formulation 29 Liquid paraffin 2.0 Isopropanol 5.0 Isostearyl maltoside 5.0 Sodium alginate 0.2 Sodium hydrosulfite 0.1 L-Ascorbic acid 0.5 EDTA 0.5 Ammonia water 6.0 Para-phenylenediamine 1.0 Meta-aminophenol 1.0 Para-nitro-ortho-phenylenediamine 0.02 Fragrance Suitable amount Ion-exchanged water Residual

Formulation Example 30 Lanolin 2.0 Ethanol 5.0 Isostearyl maltoside 10.0 Xanthan gum 0.5 Sodium pyrosulfite 0.1 Sodium hydroxide 0.3 L-Ascorbic acid 0.5 EDTA 0.5 Methylparaben 1 0.0 Ammonia water 6.0 Paratoluene diaminosulfate 1.0 Resorcinol 1.0 Paraaminoorthocresol 0.5 Perfume Suitable amount Ion exchange water Residual

Formulation Example 31 Propylene glycol 10.0 Isopropanol 5.0 Isostearyl maltoside 5.0 Polyvinyl alcohol 0.7 Sodium hydrosulfite 0.1 L-Ascorbic acid 0.5 EDTA 0.5 Methylparaben 1.0 Mono Ethanolamine 2.0 Ammonia water 5.0 Para-phenylenediamine 1.5 Resorcin 1.0 Para-aminophenol 0.2 Meta-aminophenol 0.1 Perfume Suitable amount Ion-exchanged water Residual

Formulation Example 32 Vaseline 2.0 Ethanol 5.0 Isostearyl maltoside 5.0 Carboxyvinyl polymer 0.1 Sodium thiosulfate 0.1 N-Methylpyrrolidone 0.5 L-Ascorbic acid 0.5 EDTA 0. 5 Methylparaben 0.1 Monoethanolamine 3.0 Potassium hydroxide 0.3 Paraphenylenediamine 1.0 Resorcinol 1.0 Metaaminophenol 0.1 Paraaminoorthocresol 0.05 Perfume Appropriate amount Ion-exchanged water Residual

Formulation Example 33 Lanolin 2.0 Isopropanol 5.0 Isostearyl Maltoside 5.0 Sodium Polyacrylate 2.0 Maltitol Hydroxy Aliphatic Ether 2.0 Sodium Hydrosulfite 0.1 L-Ascorbic Acid 0. 5 EDTA 0.5 methylparaben 0.1 monoethanolamine 0.5 paraphenylenediamine 1.0 paraaminophenol 1.0 resorcin 0.05 paranitroorthophenylenediamine 0.02 perfume proper amount ion-exchanged water residual

Formulation Example 34 Oleic acid 20.0 Isostearyl maltoside 7.0 Quinceseed 0.4 Isopropanol 10.0 Ammonia water (28%) 8.0 Sodium hydrosulfite 0.1 EDTA 0.4 Paraphenylenediamine 0.3 Resorcin 0.05 Ion-exchanged water Residual

Formulation Example 35 Isopropanol 6.0 Isostearyl maltoside 9.0 Carboxymethyl cellulose 2.5 Ammonium thioglycolate 0.5 L-Ascorbic acid 0.5 EDTA 0.5 Monoethanolamine 0.5 Paratoluene diaminosulfate 1.0 Resorcin 1.0 Orthoaminophenol 0.1 Metaphenylenediamine 0.01 Paraaminoorthocresol 0.05 Fragrance Suitable amount Ion exchange water Residual

Formulation Example 36 Isopropanol 8.0 Isostearyl Maltoside 5.0 Succinoglucan 0.2 L-Ascorbic acid 0.5 EDTA 0.5 Methylparaben 1.0 Monoethanolamine 0.5 Sodium hydroxide 0.2 Para-phenylenediamine 1.0 Para-amino orthocresol 1.0 Ortho-aminophenol 0.1 Perfume Appropriate amount Ion-exchanged water Residual

Formulation Example 37 Benzyl alcohol 2.0 Isostearyl maltoside 8.0 Pectin 0.1 Sodium pyrosulfite 0.1 L-Ascorbic acid 0.5 EDTA 0.5 Monoethanolamine 0.5 Paraphenylenediamine 1. 0 Resorcin 1.0 Ortho-aminophenol 0.2 Meta-aminophenol 0.1 Para-amino-orthocresol 0.05 Perfume Suitable amount Ion-exchanged water Residual

Formulation Example 38 Cetyl alcohol 2.0 Isostearyl maltoside 1.0 Ethylcellulose 0.3 Ammonium thioglycolate 2.0 Edetate 0.2 Paraphenylenediamine 2.0 Orthoaminophenol 2.0 Resorcinol 0.1. 2 Residual ion-exchanged water

[0079]

The oxidative hair dye composition according to the present invention has an appropriate viscosity by blending a sugar derivative and a water-soluble polymer, and does not drip from the hair during hair dyeing treatment. It is characterized by excellent extensibility, coating property, level dyeing property, dyeing property, and washing resistance.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Keiichi Uehara 1050 Shinba-cho, Kohoku-ku, Yokohama-shi, Kanagawa Inside Shiseido Daiichi Research Center (72) Inventor Masakazu Okumura 5-1-1 Umei, Takasago, Hyogo No. 1 Inside the Nippon Seika Co., Ltd. (72) Inventor Takafumi Kusumoto 4-9 Kodenma-cho, Chuo-ku, Tokyo Kodenma-cho Daiichi Seimei Building Nihon Seika Co., Ltd.

Claims (8)

[Claims] 1. An oxidative hair dye composition comprising a sugar derivative represented by the general formula 1, a water-soluble polymer, and an oxidative dye. Embedded image (In the formula, A is a residue obtained by removing n hydroxyl groups from sugar, R is
Represents a fatty chain having a total carbon number of 18 to 32 and having a branched chain, and n represents 1 or more. ) 2. The oxidative hair dye composition according to claim 1, wherein the sugar derivative is a branched aliphatic glycoside represented by the general formula 2. Embedded image (However, in the formula, A is a residue obtained by removing a hemiacetal hydroxyl group from a sugar, and R is the same as the above chemical formula 1.) 3. The oxidative hair dye composition according to claim 1, wherein the sugar derivative is a sugar-branched aliphatic ether represented by the general formula 3. Embedded image (However, in the formula, A is a residue obtained by removing n non-hemiacetal hydroxyl groups from a sugar, and R and n are the same as those in the above chemical formula 1.) 4. The oxidative hair dye composition according to claim 1, wherein the sugar derivative is isostearyl maltoside. 5. The oxidative hair dye composition according to claim 1 or 3, wherein the sugar derivative is maltitol isostearyl ether. 6. The oxidative hair dye composition according to claim 1, wherein the water-soluble polymer is one or more selected from natural polymers, semi-synthetic polymers and synthetic polymers. An oxidative hair dye composition containing the same. 7. The oxidative hair dye composition according to any one of claims 1 to 6, further comprising an oxidant. 8. An oxidative hair dye composition comprising the oxidative hair dye composition according to any one of claims 1 to 7 in the form of a multi-agent composition, which contains a sugar derivative, a water-soluble polymer and an oxidative dye when mixed. Agent composition.