JPH07228513A - Acid hair dye composition - Google Patents

Abstract

(57) [Summary] [Structure] An acidic hair dye composition comprising a sugar derivative represented by the general formula 1 and an acidic dye. [Chemical 1] The acidic hair dye composition, wherein the sugar derivative is a branched aliphatic glycoside and / or a sugar branched aliphatic ether. The acidic hair dye composition, wherein the sugar derivative is isostearyl glycoside and / or maltitol isostearyl ether. [Effect] There is no dripping from the hair during hair dyeing.
Good extensibility, coating property, level dyeing property, dyeing property, washing resistance,
Moreover, it is characterized by excellent stability and safety.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to improvement of a hair dye composition, particularly an acidic hair dye composition containing a sugar derivative.

[0002]

2. Description of the Related Art Acidic hair dyes are also called semi-permanent or temporary hair dyes, and an acid dye (generally a legal tar dye is used) is adsorbed to the hair ionically to dye the hair.
Compared to permanent hair dyes that chemically dye hair, acidic hair dyes tend to lose color due to shampooing, etc. It has the advantage that it can be used in a dosage form and is easy to use.

Conventionally, an acidic hair dye is mainly composed of an acidic dye, an organic solvent (mostly benzyl alcohol is used), and an acid (mostly citric acid is used) as a pH adjusting agent. A product containing a thickener to prevent it from dripping from the hair when used is commercially available. However, p
It is necessary to adjust the H to a very strong acidity of 1.5 to 4.5 (this range is preferable in order to obtain good dyeing property and washing resistance, and the average is around 3). The thickeners used below are fairly limited. Among them, a system in which xanthan gum is used in combination with bentonite and / or crosslinkable sodium polyacrylate as an improving agent (JP-A-5-5
7004) is known.

[0004]

However, the conventionally known xanthan gum-containing hair dye has poor fluidity, and when applied to the head from the hand, it is difficult to drip into a lump or spread on the hair. there were. Therefore, the fluidity was improved by using bentonite and / or cross-linkable sodium polyacrylate in combination, but in the spreadability at the time of application, the leveling property after hair dyeing, the dyeing property and the wash resistance. ,
Further improvement was desired.

In recent years, taking advantage of the fact that the acidic acid hair agent is a one-part type, a rinse-use hair dyeing composition capable of rinsing after shampoo and dyeing hair during treatment is commercially available, which is convenient and convenient. It is preferred as an agent. In order to use the rinse / double-use type, it is necessary to reduce the amount of the acid dye so that the dye does not remain on the hand after soap washing. However, simply reducing the amount of the acid dye was not enough to achieve the desired effect because the dyeing property was insufficient.

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. Acid hair dye composition which has good usability, is excellent in leveling property with no uneven dyeing, and is excellent in acid dyeing property and washing resistance, and is also excellent in stability and safety. To provide.

[0007]

Means for Solving the Problems As a result of intensive studies for achieving the above object, the present inventors have found that the above problems can be solved by adding a certain sugar derivative to an acidic hair dye. I found it. That is, the acidic hair dye composition according to claim 1 of the present invention is characterized by containing the sugar derivative represented by the general formula 4 and an acidic dye.

[Chemical 4] (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 acidic hair dye composition according to claim 2 is characterized in that, in the acidic hair dye composition according to claim 1, the sugar derivative is a branched aliphatic glycoside represented by the general formula 5. To do.

[Chemical 5] (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 acidic hair dye composition according to claim 3 is characterized in that, in the acidic 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.)

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

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.

The sugar derivatives according to the present invention are all 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 can be obtained by, 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 (wherein, X is a halogen salt of a hydroxyl group or a halogen group or 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 acidic 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.

The sugar derivative used in the present invention is oily or solid at room temperature and easily dissolves in water even at low temperature to thicken the system. When the sugar derivative is added to the acidic hair dye composition, it has an appropriate viscosity such that it does not drip or run, and it can be applied quickly and uniformly to the hair, and the effect of even dyeing is exhibited. Further, the sugar derivative according to the present invention is characterized in that it does not inhibit the acid dye from being adsorbed on the hair and dyeing it, and that the dyeing property and washing resistance of the hair dye composition are improved. Furthermore, the sugar derivative of the present invention is stable without being decomposed even in acidic conditions, and does not reduce the acid amount of the system. Further, since it has no sensitizing property or irritant property, it is characterized by being excellent in safety. In the acidic hair dye composition of the present invention, the blending amount of the sugar derivative is not particularly limited as long as the effect of the present invention can be obtained, and the blending amount can be appropriately adjusted and used. 0.5 ~
It is 60% by weight, preferably 1 to 15% by weight.

As the acid dye used in the present invention, the "dye used in pharmaceuticals, etc." is permitted to be used for coloring pharmaceuticals, quasi-drugs and cosmetics which do not show harmful effects on the human body. The legal dyes listed in "Ministerial Ordinance for Defining Possible Tar Dyes" are extremely effective, and the blending amount thereof is preferably 0.01 to 2.0% by weight. Further, when the composition of the present invention is used as a hair dye composition that also serves as a rinse, 0.01 to 0.1% by weight is suitable.

Specific examples of the acid dyes include, for example, Red No. 3 (erythrosine), Red No. 102 (New Coccin), Red No. 106 (Acid Red), Red No. 201 (Resol Rubin B), Red No. 227 (Fast). Acid Magenta), Red No. 230 (1) (Erythrosin Y
S), Red No. 203 (2) (Erythrosin YSK),
Red No. 231 (Ploxin BK), Red No. 232 (Rose Bengal K), Red No. 401 (Violamine R), Red No. 502 (Bonso 3R), Red No. 503 (Bonso R), Red No. 504 (Bonso SX), Red 506 (Fast Red S), Daidai 202 (Uranine K), Yellow 4 (Tarrazine), Yellow 402 (Paula Yellow 5G), Yellow 403 (1) (Naphthol S), Yellow 406 (Meta) Neil Yellow), green 3
No. (First Green FCF), Green No. 201 (Alizarin Cyanine Green F), Green No. 204 (Pyranine Conc), Green No. 205 (Light Green SF Yellow), Yellow No. 401 (Naphthol Green B), Green No. 402 (Guinea Green B) ), Blue No. 1 (Brilliant Blue FCF), Blue No. 2 (Indigo Carmine), Blue 202
No. (Patent Blue NA), Blue No. 205 (Alphazurin FG), Brown No. 201 (Resorcin Brown), Purple No. 401 (Alizroll Purple), Black No. 401 (Naphthol Blue Black), and the like.

The acidic 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 alcohols, other poorly water-soluble aliphatic alcohols such as n-butyl alcohol, sec-butyl alcohol, cyclohexanol, butyl cellosolve, benzyl alcohol, 2-phenoxyethanol, and phenylethanol,
Examples thereof include aromatic alcohols and polyhydric alcohols.
The preferable blending amount of these alcohols is 3 to 10
% By weight.

Examples of the organic solvent include cyclic ketones and ethers such as tetrahydrofurfuryl alcohol, N-methylpyrrolidone and ethylene carbonate, methyl / ethyl: cellosolve, methyl / ethyl: carbitol, 1,3-butylene. Polyhydric alcohols such as glycol, dipropylene glycol and propylene glycol may be mentioned, and the preferable blending amount is 5 to 50% by weight. Examples of the pH adjuster include organic acids such as citric acid, malic acid, acetic acid, lactic acid, oxalic acid, tartaric acid, formic acid, and levulinic acid, and inorganic acids such as phosphoric acid and hydrochloric acid. The pH of the product is adjusted to be about 1.5 to 4.5.

In addition to these, for example, glycerin,
Propylene glycol, dipropylene glycol, polyethylene glycol, chondroitin sulfate, hyaluronate, diglycerin, 1,3-butylene glycol,
Moisturizers such as sorbitol, maltitol, pyrrolidone carboxylate, lactose, oligosaccharides, lanolin, squalane, liquid paraffin, petrolatum, higher fatty acids, triglycerides, ester oils, and other oil components, methylphenylpolysiloxane, dimethylsiloxane methyl ( Examples thereof include silicones such as polyoxyethylene) siloxane copolymer, rubbery dimethylpolysiloxane, and amino-modified polysiloxane. Further, a protein hydrolyzate such as collagen hydrolyzate, keratin hydrolyzate, silk protein hydrolyzate, elastin hydrolyzate, soybean protein hydrolyzate and the like, and quaternized salts thereof can also be blended.

It is also possible to use other amphipathic substances and 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. Examples thereof include alkyl polyglycosides such as glycosides, polyglycerin fatty acid esters, polyglycerin-based surfactants such as polyglycerin alkyl ethers, sugar alcohol ethers such as maltitol hydroxyalkyl ethers, and fatty acid diethanolamides.

Examples of the anionic surfactants include higher fatty acid salts, alkylbenzene sulfonates, phosphoric acid esters, alkyl sulfates, alkyl sulfate ester salts, polyoxyethylene alkyl sulfate ester salts, and the like. Amino acids, alkyl trimethyl ammonium salts, dialkyl dimethyl ammonium salts,
A cationic surfactant such as alkyldimethylamine oxide and other surfactants can be appropriately used.

Further, for example, ethanol, butanol,
Lower alcohols such as propanol and isopropanol, 2-ethylhexyl alcohol, 2-hexyldecyl alcohol, 2-decyltetradecyl alcohol,
It is also possible to blend higher alcohols such as isostearyl alcohol, cetostearyl alcohol, lauryl alcohol, oleyl alcohol, myristyl alcohol, palmityl alcohol, stearyl alcohol and cetyl alcohol.

Examples of the sequestering agents and preservatives include hydroxyethanediphosphonates, phenacetin, EDTA and salts thereof, parabens, stannates, and the like. Polymer compounds include poly ( Dimethylallyl ammonium halide) type cationic polymer,
Cationic polymer that is a condensation product type of taloylamine obtained from polyethylene glycol, epichlorohydrin, propyleneamine and tallow fatty acid, cation that is a condensation product type of cocoylamine obtained from polyethylene glycol, epichlorohydrin, propyleneamine and coconut oil fatty acid Polymers, vinylpyrrolidone, dimethylaminomethacrylate copolymer type cationic polymers, quaternary nitrogen-containing cellulose ether type cationic polymers and the like.

Further, carboxymethyl cellulose, carboxy vinyl polymer, hydroxyethyl cellulose,
Thickeners such as hydroxypropyl cellulose, methyl cellulose, xanthan gum, carrageenan, alginate, pectin, ferceran, gum arabic, gutchi gum, karaya gum, tragacanth gum, agar powder, bentonite, and crosslinkable polyacrylates also impair the effects of the present invention. It can be used in combination within a range that does not exist. In addition to these, fragrances, chemicals, water and the like can be mentioned, and they are appropriately selected as necessary, but are not particularly limited.

[0029]

EXAMPLES The present invention will be specifically described below with reference to examples, but the present invention is not limited thereto. Examples 1 and 2 First, in order to investigate the stability of the sugar derivative of the present invention, maltitol isostearyl ether (n = 1, Example 1) was used as the sugar branched aliphatic ether, and isostearyl maltoside was used as the branched aliphatic glycoside. Using (Example 2),
A hydrolysis test was performed. The test method is as follows. [Hydrolysis test] A 1% aqueous solution of each sample was heated at 90 ° C for 5 hours, a certain amount of the aqueous solution after cooling was taken, extracted with ethyl ether, and the degree of hydrolysis was determined from the gas chromatogram of the extract. .

The results of the hydrolysis test are shown in Table 1.

[Table 1] As can be seen from Table 1, almost no hydrolysis was observed in both Example 1 and Example 2. From this, it is understood that the sugar derivative of the present invention has excellent stability.

Formulation Examples 1 and 2, Comparative Examples 1 and 2 [Preparation of Hair Dye Composition] Using the samples shown in Table 2, a gel-like acidic hair dye composition having the following formulation was prepared by a conventional method. Prepared. <Prescription> Black-401 No. 0.2 wt% Purple-401 No. 0.3 Yellow-4 No. 0.3 Benzyl alcohol 5.0 Sample (see Table 2) 1.0 to 10.0 Tetrahydrofurfuryl alcohol 0.1 Citric acid 0.5 Fragrance Suitable amount Ion-exchanged water Residual

[0032]

[Table 2] ──────────────────────────────────── Test materials (blending amount) ──── ──────────────────────────────── Formulation example 1 Maltitol monoisostearyl ether (10.0wt%) Formulation example 2 Isostearyl maltoside (10.0 wt%) Comparative Example 1 Xanthan gum (1.0 wt%) Comparative Example 2 Xanthan gum (1.0 wt%) + Bentonite (0.5 wt%) ───────────── ────────────────────────

[Hair Dyeing Test] 1) Dripping, Spreadability / Applicability and Level Dyeability Next, using the acidic hair dye compositions of the above Formulation Examples 1 and 2 and Comparative Examples 1 and 2, actual hair was actually obtained. Was subjected to hair dyeing treatment, and drooping, spreadability / application property to hair and level dyeing property were examined. The evaluation was performed by 20 panelists according to the following criteria.

<Evaluation of dripping> A: There is no dripping or lumps B: Almost no dripping or lumps C: There is dripping or lumps D: Dripping or lumps is terrible

<Evaluation of extensibility and coatability> A: Very good elongation and easy application B: Fairly good elongation and easy application C: Not very good elongation and difficult application D: Poor extension , Uneven coating

<Evaluation of Level Dyeability> A: Evenly dyed well B: Almost uniformly dyed C: Some uneven dyeing occurred D: Some uneven dyeing occurred

The test results are shown in Tables 3-5.

[Table 3] ───────────────────────────────── Evaluation of dripping Sample A ABCD ──── ───────────────────────────── Formulation example 1 19 1 0 0 Formulation example 2 20 0 0 0 Comparative example 1 4 5 9 2 Comparative Example 2 10 7 2 1 ─────────────────────────────────

[0038]

[Table 4] ───────────────────────────────── Evaluation of extensibility / applicability Sample A B C D ─ ──────────────────────────────── Formulation example 1 19 1 0 0 Formulation example 2 20 0 0 0 Comparative example 1 5 6 8 1 Comparative Example 2 13 5 20 ──────────────────────────────────

[0039]

[Table 5] ───────────────────────────────── Evaluation of leveling property Sample A B C D ─── ────────────────────────────── Formulation example 1 20 0 0 0 Formulation example 2 20 0 0 0 Comparative example 1 10 6 4 0 Comparative Example 2 15 3 2 0 ──────────────────────────────────

The hair dye compositions of Formulation Examples 1 and 2 did not drip or run off, and also had extensibility for hair.
The coatability was good and the level dyeing property was excellent. Moreover, irritation to the scalp was not observed. On the other hand, Comparative Example 1
In the case of application, the composition may be lumped and dripping during application, and the extensibility and leveling property were inferior to those of Formulation Examples 1 and 2. Although Comparative Example 2 gave better results than Comparative Example 1, it was also inferior in terms of sagging, spreadability and leveling property to those of Formulation Examples 1 and 2 of the present invention.

2) Dyeing property and wash resistance In order to further investigate the hair dyeing effect, a dyeing property test was carried out as follows using the above-mentioned formulation examples 1-2 and comparative examples 1-2. That is, about 2 g of a human hair bundle with white hair is washed with a commercially available shampoo, lightly wiped with a towel and placed on an aluminum tray. 5 g of hair dye is placed in an aluminum tray, and the back and front of the human hair bundle is well rubbed with a toothbrush at 25 to 30 ° C. and left for 5 minutes.
After that, wash well with warm water, wipe with a towel, and then dry with a dryer. The above operation was repeated 5 times, and the difference in color from human hair mixed with untreated white hair was visually evaluated.

After the dyeing property was judged, the dyed human hair bundle was divided into two equal parts, one of them was impregnated with a commercial shampoo solution, hand-washed 10 times, and then dried. This was repeated 5 times, and the color of the human hair bundle before shampoo was compared with the color of the human hair bundle after shampoo with the naked eye to examine the washing resistance (shampoo resistance). The criteria for each are as follows.

<Evaluation Criteria for Dyeability> ⊚: Very good ∘: Good Δ: Slightly good ×: Poor

<Evaluation Criteria for Cleaning Resistance> ◎: Very good (no fading at all) ○: Good (fading slightly) △: Slightly good (fading) ×: Poor (fading is remarkable)

The results are shown in Table 6.

[Table 6]

The hair dye compositions of Formulation Examples 1 and 2 all had good dyeing properties, and a deeper brown finish than any of Comparative Examples 1 and 2 was obtained. Moreover, the cleaning resistance was also superior to Comparative Examples 1 and 2. From the above, the acidic hair dye composition of the present invention is excellent in stability and safety,
It is understood that it exhibits good usability, level dyeing property, dyeing property, and wash resistance.

Formulation Examples 1 to 3 and Comparative Examples 3 to 5 Using the samples shown in Table 7 below, acidic hair dye compositions were prepared in the same formulation as in Formulation Examples 1 and 2, and their properties were compared. did.

[Table 7] ──────────────────────────────────── Samples (The compounding amount is 10. 0wt%) Properties ──────────────────────────────────── Formulation Example 1 Maltitol monoisostearyl ether gel Formulation Example 2 Isostearyl Maltoside Gel Formulation Example 3 2-Tetradecyloctadecylmaltoside Gel Comparative Example 3 Stearylmaltoside Liquid Comparative Example 4 2-Hexyldecylmaltoside Liquid Comparative Example 5 2-Hexadecyloctadecylmaltoside Separation ────────────────────────────────────

As shown in Table 7, in Formulation Examples 1 to 3 using the equivalent derivative of the present invention, gel-like acidic hair dye compositions can be obtained, but when the fatty chain is a straight chain (comparative) Example 3)
Alternatively, when the total number of carbon atoms in the branched fatty chain was less than 18 (Comparative Example 4), the hair dye composition was liquid and did not form a gel. For this reason, there are problems such as dripping during hair dyeing and uniform dyeing and dyeing properties. Further, when the total number of carbon atoms in the branched fatty chain was larger than 32 (Comparative Example 5), a uniform hair dye composition could not be obtained.

Formulation Examples 4-5, Comparative Examples 6-7 (also used as rinse)
Type Hair Dye Composition) [Preparation of Hair Dye Composition ] Using the samples shown in Table 8, a gel-like rinse / type hair dye composition was prepared according to the following formulation. <Formulation> Black-401 No. 0.03 wt% Purple-401 No. 0.02 Yellow-4 No. 0.01 Benzyl alcohol 1.5 Sample (see Table 8) 1.0 to 10.0 Tetrahydrofurfuryl alcohol 0.1 Citric acid 0.5 Fragrance Suitable amount Ion-exchanged water Residual

[0050]

[Table 8] ──────────────────────────────────── Test materials (blending amount) ──── ──────────────────────────────── Blending example 4 Maltitol monoisostearyl ether (10.0 wt%) Blending example 5 Isostearyl maltoside (10.0 wt%) Comparative example 6 Xanthan gum (1.0 wt%) Comparative example 7 Xanthan gum (1.0 wt%) + bentonite (0.5 wt%) ──────────── ────────────────────────

[Hair Dyeing Test] 1) Dripping, Spreadability / Applicability and Level Dyeability Next, using the hair dye compositions of the above-mentioned formulation examples 4-5 and comparative examples 6-7, the above formulation examples As in the case of Nos. 1 and 2, dripping, spreadability / applicability to hair, and leveling property were examined.
The results are shown in Tables 9-11.

[0052]

[Table 9] ───────────────────────────────── Evaluation of dripping Sample A B C D ──── ───────────────────────────── Formulation example 4 19 1 0 0 Formulation example 5 20 0 0 0 Comparative example 6 5 6 7 2 Comparative Example 7 9 7 3 1 ──────────────────────────────────

[0053]

[Table 10] ───────────────────────────────── Evaluation of extensibility and coating properties Sample A B C D ─ ──────────────────────────────── Formulation example 4 19 1 0 0 Formulation example 5 20 0 0 0 Comparative example 6 6 8 5 1 Comparative Example 7 13 6 1 0 ──────────────────────────────────

[0054]

[Table 11] ───────────────────────────────── Evaluation of leveling property Sample A B C D ─── ────────────────────────────── Formulation example 4 19 1 0 0 Formulation example 5 19 1 0 0 Comparative example 6 9 6 5 0 Comparative Example 7 14 4 2 0 ──────────────────────────────────

Each of the hair dye compositions of Formulation Examples 4 to 5 did not drip or run off, and had an extensibility for hair.
The coatability was good and the level dyeing property was excellent. Further, no irritation to the skin was observed. On the other hand, Comparative Example 6
In some cases, it may be lumped and dripping during application, and the extensibility and leveling property were inferior to those of Formulation Examples 4 to 5. Although Comparative Example 7 gave better results than Comparative Example 6, it was also inferior in dripping, spreadability and leveling property to the compounding examples 4 to 5 of the present invention.

2) Dyeing property and wash resistance In order to further investigate the hair dyeing effect, a dyeing property test and a wash resistance test were conducted in the same manner as in the above-mentioned formulation examples 1 and 2. The results are shown in Table 12.

[Table 12]

Each of the hair dye compositions of Formulation Examples 4 to 5 had a good dyeing property and a deeper brown finish than any of Comparative Examples 6 to 7 was obtained. Also, the cleaning resistance was superior to Comparative Examples 6 to 7. From the above, it is understood that the acidic hair dye composition of the present invention exhibits good usability, level dyeing property, dyeing property, and wash resistance even when used as a rinse-use type.

The acidic hair dye compositions prepared by the formulations of the following formulation examples 6 to 12 are gel compositions having a uniform and appropriate viscosity, and do not drip from the hair during hair dyeing treatment. It was possible to obtain a safe acidic hair dye composition which is excellent in extensibility, coating property, level dyeing property, dyeing property, and washing resistance and which is not irritating to the scalp.

Formulation Example 6 Black-401 0.2 wt% Purple-401 0.3 Yellow-4 0.1 Benzyl alcohol 5.0 Isostearyl maltoside 3.0 Citric acid 2.0 Polyoxyethylene (40 ) Hardened castor oil 1.0 Perfume proper amount Ion-exchanged water residual

Blending Example 7 (Rinse / Type Hair Dye Composition) Black-401 0.02 wt% Purple-401 0.03 Yellow-4 0.01 Benzyl Alcohol 3.0 Isostearyl Maltoside 10.0 Polyether-modified polysiloxane 0.6 Tetrahydrofurfuryl alcohol 8.0 Citric acid 0.6 Glycerin 0.5 Octamethylcyclotetrasiloxane 3.0 Polyoxyethylene (100) hydrogenated castor oil 0.7 1,3-butylene glycol 15.0 Fragrance Suitable amount Ion exchange water Residual

Formulation Example 8 Black-401 0.2 wt% Purple-401 0.3 Yellow-4 0.1 Benzyl alcohol 6.0 Isopropyl alcohol 15.0 Citric acid 0.5 Isostearyl maltoside 5.0 Fragrance Suitable amount Ion exchange water Residual

Formulation Example 9 Black-401 0.8 wt% Purple-401 1.0 Yellow-4 0.4 Benzyl alcohol 4.0 Isopropyl alcohol 20.0 Citric acid 0.8 Isostearyl maltoside 2.0 Ion-exchanged water residue

Formulation Example 10 (rinse type hair dye composition) Black No.-401 0.01 wt% Purple-No.401 0.02 Yellow No.-4 0.01 Benzyl alcohol 4.0 Isostearyl maltoside 5.0 Tetrahydrofurfuryl alcohol 5.0 Isopropyl alcohol 5.0 Citric acid 0.7 Fragrance Deionized water Residual

Formulation Example 11 (combination type hair dye composition) Black-401 0.04 wt% Purple-401 0.02 Yellow-4 0.01 Benzyl alcohol 3.0 Isostearyl maltoside 2.0 Isopropyl alcohol 8.0 Stearyltrimethylammonium chloride 0.02 Citric acid 0.5 Perfume Suitable amount Ion exchange water Residual

Formulation 12 (rinse combined type hair dye composition) Black No. 401 0.01 wt% Purple No. 401 No. 0.01 Yellow No. 4 0.01 Benzyl alcohol 5.0 Cetyl alcohol 2.0 Dipropylene Glycol 3.0 Stearyltrimethylammonium chloride 0.5 Isostearyl maltoside 2.0 Xanthan gum 1.0 Citric acid 2.0 Edetate-2 sodium Appropriate amount Purified water Residual

[0066]

EFFECTS OF THE INVENTION The acidic hair dye composition according to the present invention has an appropriate viscosity by incorporating a sugar derivative, does not drip from the hair during hair dyeing treatment, and has spreadability and application. sex,
It has the features of good leveling and dyeing properties, good wash resistance, and excellent stability and safety.

Front page continuation (72) Inventor Yasuhiro Arai 1050 Shinba-cho, Kohoku-ku, Yokohama-shi, Kanagawa Shiseido Research Center Co., Ltd. (72) Masaaki Yasuda 1050 Shinba-cho, Kohoku-ku, Yokohama-shi, Kanagawa Stock company Shiseido Daiichi Research Center (72) Inventor Mikiko Kato 1050 Shinba-cho, Kohoku-ku, Yokohama-shi, Kanagawa Shiseido Daiichi Research Center (72) Inventor Keiichi Uehara 1050 Shinba-cho, Kohoku-ku, Yokohama-shi, Kanagawa Shiseido Daiichi Research Center Co., Ltd.

Claims (5)

[Claims] 1. An acidic hair dye composition comprising a sugar derivative represented by the general formula 1 and an acidic dye. [Chemical 1] (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 acidic hair dye composition according to claim 1, wherein the sugar derivative is a branched aliphatic glycoside represented by the general formula 2. [Chemical 2] (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 acidic hair dye composition according to claim 1, wherein the sugar derivative is a sugar-branched aliphatic ether represented by the general formula 3. [Chemical 3] (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 acidic hair dye composition according to claim 1, wherein the sugar derivative is isostearyl maltoside. 5. The acidic hair dye composition according to claim 1, wherein the sugar derivative is maltitol isostearyl ether.