JP2002053436A - Composition for external use - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a composition which is used for external use and has an excellent property for homogeneously dissolving or dispersing an active ingredient and an excellent effect for applying the active ingredient, more concretely, a hair dye composition whose hair dye is uniformly adhered to hair to exhibit a uniform hair-dyeing effect, and which has excellent shape retainability and good usability and facilitates the removal of the dye adhered to skin, a stain remover composition which has a uniform action for decolorizing stains and wrong dyed sites and has excellent decolorizing ability, a hair tonic composition which has a remarkably excellent property for the percutaneous absorption of odd number fatty acids, odd number aliphatic alcohols, and the like and has an excellent hair-restoring and growing property, or a hair cosmetic which has good compatibility with hair and is not sticky, when used. SOLUTION: This composition for external use contains a nonionic surfactant which is represented by the general formula: R1-O-(CH2CH2O)n-H (I) [R1 is a 6 to 30C linear or branched alkyl or alkenyl; (n) is an average ethylene oxide addition mole number] and has a specific ethylene oxide addition mole distribution.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a composition for external use which is suitably used as a hair dye composition, a stain remover composition, a hair restorer composition or a cosmetic for hair. Excellent dispersibility of pigments or pigment precursors, evenly adheres to hair when applied to hair, penetrates evenly into hair, can obtain an even hair dyeing effect, and has excellent shape retention of the composition A hair dye composition that has good usability and is easy to remove pigments when it adheres to the skin, a stain remover composition that has a uniform decolorizing effect on dirt and false dye areas, and has excellent decolorizing ability, and transdermal absorption. The present invention relates to a hair restorer composition which exhibits excellent growth promoting action of hair and a composition for external use which is suitably used as a hair composition such as a hair cosmetic composition which is not sticky at the time of use and is familiar to the hair.

[0002]

2. Description of the Related Art
Dyes used for dyeing hair include oxidation dyes, ionic dyes, metallic dyes, and reactive dyes. Hair coloring agents using oxidation dyes are called permanent hair dyes. Ionic dyes (acidic and basic dyes)
Is used as a color rinse, hair manicure and semi-permanent hair dye.

[0003] Conventionally, hair dyes containing acid dyes and natural dyes have been widely used in the home, barber and beauty industries because they have less damage to hair than other hair dyes.

For example, Japanese Patent Application Laid-Open No. 4-354615 discloses a hair dye which contains an amino acid, imparts a conditioning effect such as flexibility and gloss to the hair, suppresses hair damage, and has excellent hair dyeing properties and fastness. Agent composition is disclosed in JP-A-6-298.
No. 630 proposes an acidic cosmetic composition for hair which contains glycolic acid and has improved dyeing properties, fastness and texture.

[0005] However, when a hair dye containing an acid dye is applied to hair, if it is not applied uniformly, there is a disadvantage that the color becomes uneven and the hair cannot be dyed uniformly.

[0006] Similarly, in the case of the permanent hair dye type, uniform contact of the composition with the hair is indispensable in order to obtain an even and clean hair dyeing effect. It can only be obtained through the treatment of specialists (such as hairdressers) with special skills. In order to obtain a good hair dyeing effect at home, there is a drawback in that it largely depends on the proficiency of the practitioner, and it is often impossible to obtain a satisfactory finish.

On the other hand, as for the stain remover, a large number of detergent compositions containing a nonionic surfactant have been proposed (JP-A-4-4298, JP-A-4-4298).
Nos. 188515, 1-144496, 1-123
622, JP-A-60-197796 and JP-A-56-69.
No. 89).

However, these nonionic surfactants use alcohol ethoxylates obtained by addition polymerization of ethylene oxide to higher alcohols using ordinary alkali catalysts such as sodium hydroxide and potassium hydroxide. In the alcohol ethoxylate, a large amount of the ethylene oxide adduct having a larger ethylene oxide addition mole number than the average addition mole number of ethylene oxide is contained. However, there was a drawback that removal of the dyed portion acted more unevenly as the value was higher. That is, when the pigment stains on the skin or the hair is dyed but the hair is to be removed, the decolorizing action does not occur uniformly and often becomes uneven.

[0009] In the case of a hair restorer composition, many hair restorers are conventionally known and used for the prevention and treatment of various alopecia. As these medicinal ingredients, for example, a vasodilator such as assembly extract, vitamin E acetate and minoxidil, a stimulant such as pepper tincture, a vitamin such as pantothenic acid and biotin, a hormonal agent, an anti-inflammatory agent and a bactericide are used. Have been.

On the other hand, fatty acids, alcohols and derivatives thereof having an odd carbon chain length have been found as new medicinal ingredients having a hair-growing effect, and hair-growing agents containing them as active ingredients have been proposed ( JP-A-59-2780
9, No. 60-4113).

However, in the hair restorer composition disclosed herein, there is room for improvement in the percutaneous absorbability of the above-mentioned active ingredient, and at present, it cannot be said that a sufficient hair restorer effect is exerted. Was. Therefore, expression of a more excellent hair-growing effect was expected by improving the transdermal absorbability.

Further, conventionally, a fragrance and various oils have been blended into a hair cosmetic for the purpose of improving its performance.
Most of these are not water-soluble, and various surfactants have been used to dissolve them uniformly.

[0013] However, the use of a surfactant improves the familiarity with the hair, but has the problem that stickiness is exhibited at the time of use and styling is easily broken.

Various methods have been proposed to solve such problems. That is, a method not using an activator (Japanese Patent Application Laid-Open No. 9-515937), a method of reducing the amount of the active agent (Japanese Patent Application Laid-Open No. 9-19631), and a method of synthesizing and blending a surfactant with low stickiness (Japanese Patent Application Laid-open No. 7-2580
Nos. 19 and 10-87475) or a method of combining activators (Japanese Patent Application Laid-Open No. 10-95707).
and so on. Further, an attempt has been made to devise an emulsifying method so that stickiness does not appear in an emulsifying system (Japanese Patent Application Laid-Open No. 10-102523). Further, as a method of not feeling sticky, a method of blending a spherical powder (Japanese Patent Application Laid-Open No. 9-263530) and the like can be said to be an eternal problem in the development of hair cosmetics.

[0015] However, in the case of the above proposals, all of them have not yet been able to obtain a satisfactory effect because they are not easily familiar with hair, have poor stability over time, or can be applied only to emulsion systems. It is the current situation.

The present invention has been made in view of the above circumstances, and provides an external composition having required characteristics as a hair dye composition, a stain remover composition, a hair restorer composition, a hair cosmetic, or the like. More specifically, when applied to the hair, it adheres uniformly, can obtain an even hair dyeing effect, is excellent in shape retention of the composition, has good usability, and has A hair dye composition that easily removes pigments when adhered, stains, the decolorizing action at the site of false dyeing is uniform, a stain remover composition with excellent decolorizing ability, and excellent percutaneous absorption of active ingredients, and good An object of the present invention is to provide a hair restorer composition having a hair restore effect, and an externally applied composition which is suitably used as a hair cosmetic which is not sticky at the time of use and has good familiarity with hair.

[0017]

Means for Solving the Problems and Embodiments of the Invention The present inventors have made intensive studies to solve the above-mentioned problems, and as a result,
It is represented by the following general formula (I): R ¹ —O— (CH ₂ CH ₂ O) _n —H (I) (wherein, R ¹ is a straight or branched C 6-30 carbon atom) An alkyl group or an alkenyl group is shown, and n represents an average addition mole number of ethylene oxide.) A nonionic surfactant having a specific ethylene oxide addition distribution was focused on, and as a result of further intensive studies, the above-mentioned nonionic surfactant was shown. By blending the agent, an external composition having excellent uniform dissolution and dispersibility of the active ingredient and excellent application effect can be obtained. More specifically, (1) the above-mentioned nonionic surfactant is used as a hair dye composition When applied to the hair, it adheres evenly when applied to the hair, and provides an even hair dyeing effect.It has excellent shape retention, good usability, and good adhesion to the skin. That a hair dye composition that easily removes pigments is obtained,
(2) By adding the nonionic surfactant to the stain remover composition, it is possible to obtain a stain remover composition having a uniform decoloring effect on stains and erroneously stained sites and excellent decolorization ability, (3) By incorporating a nonionic surfactant into the hair restorer composition, the percutaneous absorbability of active ingredients such as odd-numbered fatty acids and odd-numbered aliphatic alcohols is remarkably improved, and excellent effects on hair restoration and hair growth can be obtained. It has been found that, by blending the above nonionic surfactant into a hair cosmetic, an excellent hair cosmetic that is not sticky at the time of use and has good familiarity with the hair can be obtained, and the present invention has been accomplished.

That is, the present invention is represented by the following general formula (I): R ¹ —O— (CH ₂ CH ₂ O) _n —H (I) (where R ¹ is a carbon atom 6 to 30 represents a linear or branched alkyl group or alkenyl group, and n represents an average addition mole number of ethylene oxide.) (A) The average addition mole number of ethylene oxide is 1 to 30; b) when the most mass% of more number of moles of added ethylene oxide adduct was a n _max, n _{ma x} +2 from n _max -2
An external composition comprising a nonionic surfactant in which the total amount of ethylene oxide adducts having an addition mole number of 0 to n _max +2 when n _max <2 is 55% by mass or more. Offer things.

Here, the above-mentioned composition for external use more preferably further comprises (A) an acid dye and / or a natural dye,
(B) It contains an organic solvent and (C) an acid, and has a pH of 2.5 to
The hair dye composition of 4.5 or a hair dye composition further containing (D) an oxidation dye and / or a precursor thereof and (E) an oxidizing agent.

Further, a stain remover composition containing one or more components selected from a reducing substance, a cationic substance and an organic solvent is also suitable.

Further, one or more compounds selected from fatty acids having an odd carbon chain length, derivatives of the fatty acids, aliphatic alcohols having an odd carbon chain length, and derivatives of the aliphatic alcohols are used. Hair restoration compositions are also suitable.

Hereinafter, the present invention will be described in more detail. The nonionic surfactant used in the present invention is an alcohol represented by the general formula R ¹ -O- (CH ₂ CH ₂ O) _n -H (I) Of ethylene oxide (alcohol ethoxylate). The alcohol may be saturated or unsaturated, and may be linear or branched.

In the above formula, R ¹ is an alkyl or alkenyl group having 6 to 30 carbon atoms, preferably 3 to 20, more preferably 10 to 18 carbon atoms. R ¹ may be linear or branched. Specific alkyl groups include, for example, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, cetyl, oleyl, stearyl, lauryl, hexyl Decyl, isostearyl, octyldodecyl, decylpentadecyl and the like. Examples of the alkenyl group include a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a dodecenyl group, a tridecenyl group, a tetradecenyl group, a pentadecenyl group, and a hexadecenyl group.

In the case of the nonionic surfactant of the present invention, a mixture of two or more alcohol ethoxylates having different R ¹ in the above formula can also be suitably used.

In the above formula, n is the average number of moles of ethylene oxide (ethylene oxide) added, and the average number of moles of ethylene oxide n is 1 to 30, preferably 3 to 20, more preferably 5 to 15, Particularly preferably, it is 6 to 13. By using a compound having an average number of moles within this range, a good uniform action of the active ingredient can be obtained, and an excellent application effect can be obtained. The average number of moles added means the number of moles of ethylene oxide reacted with 1 mole of the alcohol used.

Here, the alcohol ethoxylate is generally obtained as a mixture having a wide distribution of addition moles of ethylene oxide. For example, the alcohol ethoxylate contains a large amount of a component having a small addition mole number of ethylene oxide or a component having a too large addition mole number. However, the nonionic surfactant of the present invention exhibits a narrow ethylene oxide addition molar distribution as described below.

That is, the nonionic surfactant of the present invention is characterized in that the addition mole number of the ethylene oxide adduct having the largest mass% is n
when the _max, (if the _{n max <2, 0~n max +2} ) from n _max -2 n _max +2 total amount of ethylene oxide adduct having an addition mole number of (Yi) is 55 mass% or more, preferably Is at least 60% by mass, particularly preferably at least 70% by mass. If the Yi is less than 55% by mass of the whole, good uniform action of the active ingredient cannot be obtained, and excellent application effects cannot be obtained.

Here, the nonionic surfactant of the present invention comprises:
In addition to the above distribution characteristics, the ratio of the ethylene oxide adduct having an addition mole number of ethylene oxide of less than 3 is 10% by mass.
It is more preferable that the content be 5% by mass or less, particularly preferably 3% by mass or less. If the addition amount of the ethylene oxide adduct having a low addition mole number of less than 3 is too large, the amount of unreacted alcohol naturally increases and alcohol-based odor is generated, which may be undesirable.

The method for producing the nonionic surfactant having the specific ethylene oxide addition mole number distribution of the present invention is not particularly limited, and can be produced by a known method. For example, by distilling a nonionic surfactant having a wide ethylene oxide addition molar number distribution conventionally used commercially or manufactured by a conventional method to obtain only a predetermined fraction, the above-mentioned specific oxidation of the present invention is achieved. A nonionic surfactant having an ethylene addition mole number distribution can be obtained.

Alternatively, a nonionic surfactant having the above-mentioned specific ethylene oxide addition molar number distribution of the present invention can be easily obtained by subjecting an aliphatic alcohol or the like to an addition reaction of ethylene oxide using a specific alkoxylation catalyst. Can be. Here, as the hydrophobic group raw material of the nonionic surfactant having the specific ethylene oxide addition mole number distribution of the present invention, Diadol (13 carbon atoms; manufactured by Mitsubishi Chemical Corporation)
Synthetic alcohol and Con obtained by the oxo method such as
ol (C12: manufactured by Shin Nippon Rika Co., Ltd.), etc., and these alcohols can be used singly or as a mixture of two or more. Ethylene oxide may be added to a mixture of the above alcohols.

As the alkoxylation catalyst, for example, an alkoxylation catalyst described in JP-B-6-15038 can be used. In particular,
For example, Al ³⁺ , Ga ³⁺ , In ³⁺ , Tl ³⁺ , Co ³⁺ , Sc
Magnesium oxide to which metal ions such as ³⁺ , La ³⁺ and Mn ²⁺ are added can be used.

The distribution of the number of moles of ethylene oxide added to the nonionic surfactant of the present invention is, for example, that
OROBAX C8 (manufactured by DuPont) can be easily measured by high performance liquid chromatography (HPLC) using a mixed solvent of acetonitrile and water as a mobile phase.

In the present invention, the above nonionic surfactants may be used alone or in combination of two or more.

The amount of the nonionic surfactant in the composition for external use of the present invention is not particularly limited.
It can be appropriately selected depending on the type, application, dosage form, etc. of the composition for external use. For example, in the case of a hair dye composition, 0.01 to 30% (mass%, hereinafter the same), particularly 0%, based on the whole composition. In the case of a stain remover composition, the content is preferably 0.001 to 50%, particularly 0.1 to 10%, and in the case of a hair restorer composition, the content is 0.1 to 5%. It is preferably from 0.01 to 10%, particularly preferably from 0.1 to 5%, and in the case of a hair cosmetic, it is 0.01% based on the whole composition.
-5%, especially 0.1-2% is preferred. In any case, if the amount is too small, the intended effect may not be obtained.If the amount is too large, stickiness may be developed or the effect of further compounding may not be obtained, which may be uneconomical. .

When the composition for external use of the present invention is used as a hair dye composition, in addition to the nonionic surfactant,
It contains (A) an acid dye and / or a natural pigment, (B) an organic solvent and (C) an acid, and is prepared as a hair dye composition having a pH of 2.5 to 4.5, or is added to the above nonionic surfactant. It is preferable to prepare a hair dye composition containing (D) an oxidation dye and / or a precursor thereof and (E) an oxidizing agent.

The acidic dye which is the component (A) of the hair dye composition of the present invention includes nitro dyes, azo dyes, nitroso dyes, triphenylmethane dyes, xanthine dyes, quinoline dyes, anthraquinone dyes and indigo dyes. Dyes and the like, and specifically, Red No. 2, Red No. 3, Red No. 1
02, Red 104, Red 105, Red 106, Yellow 4
No. 6, Yellow No. 6, Green No. 3, Blue No. 1, Blue No. 2, Red 201
No., Red 227, Red 220, Red 230, Red 231
No., Red No. 232, Orange No. 205, Orange No. 207, Yellow 202
No. Yellow No. 203, Green No. 201, Green No. 204, Green No. 206, Blue No. 202, Blue No. 203, Blue No. 205
No. 201, Brown No. 201, Red No. 401, Red No. 602, Red No. 503, Red No. 504, Red No. 506, Orange 402
No. 402, Yellow 403, Yellow 406, Yellow 407, Green 401, Green 402, Purple 401
No. 401, black No. 401 and the like.

Among these, preferred acid dyes from the viewpoint of hair dyeing power include Yellow No. 4, Green No. 204, Red No. 2, Red No. 102, Green No. 3, Blue No. 1, Blue No. 205, Yellow No. 2
No. 03, Yellow No. 403, Red No. 106, Red No. 201,
Red 227, Orange 205, Black 401, Green 20
No. 1 or purple No. 401, particularly black No. 401, purple No. 4
No. 01, orange 205, yellow 403 or red 227 are preferred.

Examples of the natural dyes as the component (A) of the hair dye composition of the present invention include carotenoids, anthraquinones, and flavonoids (anthocyanins, chalcones,
Flavone-based), porphyrin-based, diketone-based, betacyanine-based, azophylon-based, and the like. Specific examples include madder pigment, annatto pigment, paprika pigment, gardenia yellow pigment, extracted carotene, cochineal pigment, lac pigment, red cabbage pigment, Perilla pigment, purple corn pigment, elderberry pigment, Boysenberry pigment, grape skin pigment, grape mosquito juice pigment, purple potato pigment, safflower yellow pigment, safflower red pigment, kulliang pigment, onion pigment, cacao pigment, sandalwood pigment, spirulina blue Pigment, chlorophyll,
Turmeric dyes, bee red, gardenia blue dyes, gardenia red dyes and the like are used. Among these, from the viewpoint of hair dyeing power, a red pigment, a paprika pigment, a cochineal pigment, a lac pigment, a gardenia red pigment and the like are preferable. These acid dyes and natural dyes can be used alone or in combination of two or more.

The amount of the component (A) in the hair dye composition of the present invention is from 0.01 to 5 based on the total weight of the composition.
% Is preferable, and particularly preferably 0.1 to 2%. If the amount of the acid dye or the natural pigment is less than 0.01%, the hair dyeing effect may not be sufficiently exhibited. When adhered, it may be difficult to remove.

(B) used in the hair dye composition of the present invention
Examples of the organic solvent include compounds represented by any of the following formulas (1) to (4).

[0041]

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[0042]

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[0043]

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[0044]

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In the case of the present invention, among them, ethanol, isopropanol, n-propanol, n-butanol, isobutanol, ethylene glycol, propylene glycol, 1,3-butanediol, benzyl alcohol, cinnamyl alcohol, phenylethyl alcohol , P-anisyl alcohol, p-methylbenzyl alcohol, phenoxyethanol, 2-benzyloxyethanol, methyl carbitol, ethyl carbitol, propyl carbitol, butyl carbitol, triethylene glycol monoethyl ether, triethylene glycol monobutyl ether, Triethylene glycol monobutyl ether, glycerin, N-methylpyrrolidone,
N-octylpyrrolidone, N-laurylpyrrolidone, ethylene carbonate, propylene carbonate, butylene carbonate, glycerine carbonate ethyl ether, glycerine carbonate propyl ether, glycerine carbonate isopropyl ether, glycerine carbonate allyl ether, glycerine carbonate butyl ether and the like are preferable. Among these, benzyl alcohol is particularly preferred in terms of hair dyeing power.

These organic solvents can be used alone or in combination of two or more.
It is preferable to mix 0%, and 2 to 50% is particularly preferable. If it is less than 1%, a sufficient improvement in hair dyeing power may not be obtained, and if it is more than 60%, a remarkable improvement in hair dyeing power may not be observed.

The component (C) of the hair dye composition of the present invention is an acid. Here, an organic acid or an inorganic acid can be used as the acid. Examples of the organic acid include glycolic acid, citric acid, succinic acid, malic acid, lactic acid, tartaric acid, fumaric acid, levulinic acid, butyric acid, valeric acid, oxalic acid, and maleic acid. Examples of the inorganic acid include hydrochloric acid, phosphoric acid, sulfuric acid, nitric acid and the like. Also, these acids and their sodium, potassium, and ammonium salts,
In combination with a triethanolamine salt to provide a buffering effect, the pH of the composition is adjusted to 2.5 to 4.5 as described later.
It is preferable from the viewpoint of hair dyeing to keep in the acidic region.

The amount of the component (C) in the hair dye composition of the present invention is preferably 1 to 20%, more preferably 2 to 10%, based on the whole composition. If the amount is too small, the shampoo fastness may be deteriorated. If the amount is too large, skin irritation may appear, which is not preferable.

When the hair dye composition of the present invention is prepared as an acidic hair dye containing the above (A) to (C) in addition to the above-mentioned nonionic surfactant, the composition is adjusted to pH 2.5.
To 4.5. Here, the pH of the hair dye composition of the present invention
Is preferably within the above range, it is preferable to adjust the amount by the component (C).

On the other hand, when the hair dye composition of the present invention is prepared as a permanent hair dye, in addition to the above-mentioned nonionic surfactant, (D) an oxidation dye and / or a precursor thereof,
(E) An oxidizing agent is blended. Here, the type and the amount of the oxidation dye and the precursor thereof of the component (D) are not particularly limited from the relation of toning, but the following components are exemplified.

5-amino-orthocresol, o-aminophenol, m-aminophenol, p-aminophenol, 2,6-diaminopyridine, 5- (2-hydroxyethylamino) -2-methylphenol, N, N
Bis (β-hydroxyl) -p-phenylenediamine,
N, N bis (2-hydroxyethyl) -p-phenylenediamine, p-nitro-o-phenylenediamine, p-
Phenylenediamine, m-phenylenediamine, N-phenyl-p-phenylenediamine, resorcinol, hydroquinone, 2-hydroxy-5-nitro 2 ', 4'-diaminoazobenzene sodium sulfate, toluene-2,
5-diamine, 2- (2'hydroxyethylamino)-
5-aminotoluene, N, N bis (β-hydroxyl)
-P-phenylenediamine sulfate, N, N bis (2-
(Hydroxyethyl) -p-phenylenediamine / sulfate, 5-amino-o-cresol / sulfate, p-aminophenol / sulfate, o-chloro-p-phenylenediamine / sulfate, 2- (2′hydroxyethyl Amino)-
5-aminotoluene sulfate, 4,4'-diaminodiphenylamine sulfate, p-methylaminophenol
Sulfate, p-phenylenediamine / sulfate, m-phenylenediamine / sulfate, toluene-2,5-diamine
Sulfate, 2,4-diaminophenoxyethanol / hydrochloride, toluene-2,5-diamine hydrochloride, m-phenylenediamine / hydrochloride, 2,4-diaminophenol / hydrochloride, N-phenyl-p-phenylenediamine / Hydrochloride, N-phenyl-p-phenylenediamine / acetate,
1,5-hydroxynaphthalene, toluene-3,4-diamine, p-methylaminophenol, N, N'-bis (4-aminophenyl) -2,5-diamino-1,4-
Quinone diimine, o-aminophenol sulfate, 2,
4-diaminophenol / sulfate, m-aminophenol / sulfate, 2-amino-4-nitrophenol, 2-amino-5-nitrophenol, 1-amino-4-methylaminoanthraquinone, nitro-p-phenylenediamine Hydrochloride, 1,4-diaminoanthraquinone, nitro-p-phenylenediamine, picramic acid, sodium piclamate, 2-amino-5-nitrophenol sulfate, resorcinol, nitro-p-phenylenediamine sulfate, p- Examples thereof include nitro-o-phenylenediamine sulfate and p-nitro-m-phenylenediamine sulfate.

Further, a melanin precursor-like substance represented by the following structural formula can also be used from the recent natural consciousness.

[0053]

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In the above formula, X is a hydrogen atom, NH ₂ , OH,
Represents any of a linear or branched alkyl group, alkenyl group, or alkoxyl group having 1 to 6 carbon atoms, and Y is OH
Or NH ₂ . X is OH or carbon number 1
6 to 6 linear or branched alkyl groups, alkenyl groups,
In any of the alkoxyl groups, X is 5, 6
Or in position 7 and ortho to Y. R ⁸ and R ¹⁰ may be the same or different,
Represents a hydrogen atom, a linear or branched alkyl group having 1 to 6 carbon atoms, an alkenyl group, or an alkoxyl group,
R ⁹ is a linear or branched alkyl group having 1 to 6 carbon atoms,
Represents an alkenyl group, an alkoxyl group or a carboxyl group.

Examples of these compounds include 5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole, N-butyl-5,6-dihydroxyindole. , 4-hydroxy-5-methoxyindole, 6-hydroxy-7-methoxyindole, 6,7-dihydroxyindole, 4,5-dihydroxyindole,
-Methoxy-6-hydroxyindole, N-hexyl-5,6-dihydroxyindole, 2-methyl-5
6-dihydroxyindole, 3-methyl-5,6-dihydroxyindole, 4-hydroxyindole,
2,3-dimethyl-5,6-dihydroxyindole,
2-methyl-5-ethyl-6-hydroxyindole,
2-methyl-5-hydroxy-6-β-hydroxyethylindole, 4-hydroxypropylindole, 2
-Hydroxy-3-methoxyindole, 6-hydroxy-5-methoxyindole, 6-hydroxyindole, 5-hydroxyindole, 7-hydroxyindole, 7-aminoindole, 5-aminoindole,
Examples thereof include 4-aminoindole, 5,6-dihydroxyindolecarboxylic acid, 1-methyl-5,6-dihydroxyindole, and salts thereof.

Further, the following melanin precursor-like substances can also be used.

[0057]

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In the above formula, K is a hydrogen atom, NH ₂ , OH,
Represents any of a linear or branched alkyl group, alkenyl group, or alkoxyl group having 1 to 6 carbon atoms, and L represents OH
Or NH ₂ . K is OH or carbon number 1
6 to 6 linear or branched alkyl groups, alkenyl groups,
When any of the alkoxyl groups, K is 5, 6
Or it is in position 7 and is in ortho position to L. R ¹¹ and R ¹³ may be the same or different,
Represents a hydrogen atom, a linear or branched alkyl group having 1 to 6 carbon atoms, an alkenyl group, or an alkoxyl group,
R ¹² is a linear or branched alkyl group having 1 to 6 carbon atoms,
Represents an alkenyl group, an alkoxyl group or a carboxyl group.

Examples of these compounds include 5,6-dihydroxyindoline, N-methyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline, N-butyl-5,6-dihydroxyindoline , 4-hydroxy-5-methoxyindoline, 6-hydroxy-7-methoxyindoline, 6,7-dihydroxyindoline, 4,5-dihydroxyindoline, 4,
-Methoxy-6-hydroxyindoline, N-hexyl-5,6-dihydroxyindoline, 2-methyl-5
6-dihydroxyindoline, 3-methyl-5,6-dihydroxyindoline, 4-hydroxyindoline,
2,3-dimethyl-5,6-dihydroxyindoline,
2-methyl-5-ethyl-6-hydroxyindoline,
2-methyl-5-hydroxy-6-β-hydroxyethylindoline, 4-hydroxypropylindoline, 2
-Hydroxy-3-methoxyindoline, 6-hydroxy-5-methoxyindoline, 6-hydroxyindoline, 5-hydroxyindoline, 7-hydroxyindoline, 7-aminoindoline, 5-aminoindoline,
Examples thereof include 4-aminoindoline, 5,6-dihydroxyindocarboxylic acid, 1-methyl-5,6-dihydroxyindoline, and salts thereof.

Each of these compounds may be used alone or two or more of them may be used in combination from the viewpoint of toning.

When the above component (D) is used in the hair dye composition of the present invention, the type and amount of the component are not particularly limited in view of toning as described above.

Examples of the oxidizing agent used as the component (E) of the present invention include peroxides such as hydrogen peroxide, bromic acid or a salt thereof, iodine, permanganic acid or a salt thereof, perboric acid or a salt thereof, and the like. And oxidases such as laccase, uricase, catalase, peroxidase, and tyrosinase. These can be used alone or in appropriate combination of two or more.

When the above-mentioned component (E) is used in the hair dye composition of the present invention, the amount of the component is not particularly limited. 0.1 to 10%, preferably 1 to 5%, is suitable for the whole. On the other hand, if the oxidases are blended,
0.01-30%, preferably 0.1-20%, more preferably 0.1-5% is suitable. If the amount is too small, the hair coloring may be insufficient. If the amount is too large, the hair coloring may also be insufficient.

When the composition for external use of the present invention is prepared as a hair dye composition, in addition to the above-mentioned components, a polymer thickener, a pH adjuster such as an alkali, various interface Activators, oils such as ester oils and vegetable oils, silicon derivatives, fluorine derivatives, amino acids, various salts, dandruff agents, chelating agents, preservatives, ultraviolet absorbers, bactericides, antioxidants, fragrances, etc. Can be arbitrarily blended.

When the composition for external use of the present invention is prepared as a hair dye composition, in addition to a liquid, emulsion, cream, gel, paste, or aerosol foam hair dye,
It can be made into a dosage form such as a hair dye containing a resin.

When the topical composition of the present invention is used as a stain remover composition, at least one of a reducing substance, a cationic substance, and an organic solvent may be further used as a remover component in addition to the nonionic surfactant. Mixing is preferred.

Here, examples of the reducing substance include sulfurous acid, pyrosulfite, hyposulfite, nitrous acid, thioglycolic acid, dithiodiglycolic acid, cysteine, acetylcysteine, and salts thereof. Examples include sodium, potassium, ammonium, triethanolamine, and the like.

When the above-mentioned reducing substance is added to the stain remover composition of the present invention, the amount thereof is usually 0.1 to 20%, more preferably 0.5 to 20%, based on the whole composition.
It is preferable to set it to 15%. If the amount is less than 0.1%, it may not be possible to obtain a sufficient effect to remove the stained color. If the amount exceeds 20%, stability or a reducing substance and its salt-specific odor may be generated. , May be difficult to use.

The cationic substance includes, for example, a cationic surfactant, a cationic polymer compound, a cationized nitrogen compound and the like. Examples of the cationic surfactant include aliphatic amine salts (primary, secondary, tertiary amine salts, quaternary ammonium salts, hydroxyammonium salts, ether ammonium salts, etc.), aromatic quaternary ammonium salts (benzalkonium salts) , Benzethonium salts, pyridinium salts, etc.). Specific examples are as follows.

[0070]

(1) Quaternary ammonium salt

[0071] (2) a primary amine salt _{^{[R 14 -NH 3 +] X}} -

[0072]

(3) Secondary amine salt

[0073]

(4) Tertiary amine salt

[0074]

Embedded image (5) Hydroxyammonium salt

[0075]

(6) Ether ammonium salt

[0076]

(7) Benzalkonium salt

[0077]

(8) Benzethonium salt

[0078]

Embedded image (9) Pyridinium salt

[0079]

Embedded image (10) Imidazolinium salt

In the above formula, R ¹⁴ represents an alkyl or alkenyl group having 12 to 24 carbon atoms, preferably 12 to 18 carbon atoms, and R ^{15 to} R ¹⁷ represent 1 to 3 or 12 to 24 carbon atoms, preferably 12 to 24 carbon atoms. And represents an alkyl group or an alkenyl group. R represents an alkyl group having 1 to 12 carbon atoms, preferably 1 to 6 carbon atoms. X represents an anion derived from a salt such as chloride, bromide, iodide, methyl sulfate, and ethyl sulfate.

Examples of the cationic polymer compound include cationized guar gum, cationized cellulose, polyalkylvinylpyridinium, N, N, N ', N' chloride.
-Tetramethyl-N-hexamethylene-trimethylene-
Diammonium copolymer, N-vinylpyrrolidone-N,
And N-dimethylaminoethyl methacrylate copolymer.

Examples of the cationized nitrogen compound include betaine, alkyl betaine, dimethyl urea, amino acid hydrochloride and the like.

The above-mentioned cationic substances may be used alone or in combination.
More than one species can be combined as appropriate. When the above-mentioned cationic substance is mixed with the stain remover composition of the present invention, the amount of the cationic substance is 0.1% based on the whole composition.
It is preferably from 01 to 5%, and more preferably from 0.5 to 3% in consideration of the ability to remove stains and irritation to the skin. 0.01
If it is less than 5%, it may not be possible to obtain a sufficient effect to remove the stained color. On the contrary, if it exceeds 5%, the irritation to the skin may be increased.

When an organic solvent is added to the stain remover composition of the present invention, the organic solvent as the component (B) of the above hair dye composition can be suitably used, and these organic solvents may be used alone. Alternatively, two or more kinds can be used as a mixture. In addition, benzyl alcohol is particularly preferable as the organic solvent of the stain remover composition of the present invention in terms of decoloring power.

When the above organic solvent is blended with the stain remover composition of the present invention, the blending amount is preferably 1 to 60%, more preferably 2 to 50%, based on the whole composition.
Is particularly preferred. If it is less than 1%, a sufficient improvement in the decoloring power may not be obtained, and if it is more than 60%, a remarkable improvement in the decoloring power may not be observed.

Further, the stain remover composition of the present invention may contain various surfactants, polymer compounds, oily components, silicone derivatives, fragrances, preservatives, ultraviolet absorbers other than those described above as long as the effects of the present invention are not impaired. A pH adjuster, an antioxidant, a bactericide and the like can be added.

The stain remover composition of the present invention can be produced according to a conventional method by mixing the above-mentioned components. The method of using the stain remover is to impregnate the pigment on the skin with a cotton puff or cotton swab. And removing stains by hitting the contaminated portion, applying a stain remover composition to the hair, leaving the hair to stand for an appropriate period of time, and then washing it off with shampoo. If the dirt is severe, the effect is increased by making the leaving time longer.

When the composition for external use of the present invention is used as a hair restorer composition, in addition to the nonionic surfactant, a fatty acid having an odd-numbered carbon chain length, a derivative of the fatty acid, and an odd-numbered carbon chain length It is preferable to mix one or more compounds selected from aliphatic alcohols and derivatives of the aliphatic alcohols.

Here, the fatty acid having an odd carbon chain length which can be incorporated in the hair restorer composition of the present invention has an odd number of carbon atoms constituting the carbon chain and has a hair restore effect. If so, it may be a saturated fatty acid or an unsaturated fatty acid. Further, the unsaturated fatty acid may contain a plurality of double bonds. The number of carbon atoms in the carbon chain is preferably 9 to 29, more preferably 11 to 25, and the carbon chain may be linear or branched. More specifically, such fatty acids include, for example, nonanoic acid,
Examples include undecanoic acid, tridecanoic acid, pentadecanoic acid, heptadecanoic acid, nonadecanoic acid, heneicosanoic acid, tricosanoic acid, pentacosanoic acid, and heptacosanoic acid.

The fatty acid derivative having an odd-numbered carbon chain length includes a fatty acid residue of an odd-numbered fatty acid, and has the above-mentioned odd-numbered carbon chain length as long as it can be used in the human body. Although any derivative can be used, particularly preferred derivatives include the following.

[0091]

A) Monoglyceride represented by the following general formula (II) or (III): Here, in the above formula, R represents a linear or branched aliphatic hydrocarbon group having an even carbon chain length.

[0092]

B) Diglyceride represented by the following general formula (IV) or (V)

However, in the above formula, R ₁ and R ₂ are each a linear or branched aliphatic hydrocarbon group, and at least one of them is a straight chain having an even carbon chain length. Represents a branched or branched aliphatic hydrocarbon group. If _{one of} R _{1 and} R ₂ is a linear or branched aliphatic hydrocarbon group having an even carbon chain length, the effects of the present invention are obtained, and the other is an odd carbon chain length. And a linear or branched aliphatic hydrocarbon group having the formula: However, it is more preferred that both R ₁ and R ₂ are linear or branched aliphatic hydrocarbon groups having an even carbon chain length.

[0094]

(C) triglyceride represented by the following general formula (VI):

In the above formula, R ₁ , R ₂ and R ₃ are linear or branched aliphatic hydrocarbon groups, at least one of which has an even carbon chain length. Represents a linear or branched aliphatic hydrocarbon group. If at least _{one of} R ₁ , R ₂ or R ₃ is a linear or branched aliphatic hydrocarbon group having an even carbon chain length, the effects of the present invention can be obtained, May be a linear or branched aliphatic hydrocarbon group having an odd carbon chain length.
However, it is preferred that at least _{two of} R ₁ , R ₂ and R ₃ are both linear or branched aliphatic hydrocarbon groups having an even carbon chain length. Further, R ₁ , R ₂ and R ₃
Is more preferably a linear or branched aliphatic hydrocarbon group having an even carbon chain length.

D) a fatty acid salt represented by the following general formula (VII): (RCOO) _n M (VII) In the above formula, R is a straight-chain or branched-chain fat having an even carbon chain length. Represents a group hydrocarbon group. M represents a metal atom or an ammonium ion. Further, n represents an integer corresponding to the valence of M.

E) Ester RCOOR '(VIII) represented by the following general formula (VIII): wherein R is a linear or branched aliphatic hydrocarbon group having an even carbon chain length. Express. Also, R '
Is a monovalent or divalent aliphatic alcohol residue having an even number of carbon atoms, a polyoxyethylene residue, a sorbitan residue,
Or a sucrose residue.

F) an amide represented by the following general formula (IX): RCON (R ') R "(IX) wherein R is a straight or branched chain having an even carbon chain length; Represents an aliphatic hydrocarbon group,
R ′ and R ″ each represent a hydrogen atom, an alkyl group, a hydroxyalkyl group or an alkanoyl group.

G) a dibasic acid and a salt thereof represented by the following general formula (X): HOOCRCOOH (X) wherein R is a straight-chain or branched-chain having an odd carbon chain length. Represents an aliphatic hydrocarbon group.

[0100]

(H) a sterol ester represented by the following general formula (XI), Here, in the above formula, R represents a linear or branched aliphatic hydrocarbon group having an even carbon chain length.

[0101]

(I) a phospholipid represented by the following general formula (XII):

Here, in the above formula, R ₁ and R ₂ are aliphatic hydrocarbon residues, and either one of them is a linear or branched aliphatic chain having an even carbon chain length. Represents a group hydrocarbon group. X represents a choline residue, an ethanolamine residue, a serine residue or an inositol residue.

[0103]

Nu) a phosphatidic acid represented by the following formula (XIII): Here, in the above formula, R ₁ and R ₂ are aliphatic hydrocarbon residues, and either one of them is a linear or branched aliphatic hydrocarbon having an even carbon chain length. Represents a group.

[0104]

S) A sphingolipid represented by the following general formula (XIV): Here, in the above formula, R represents a linear or branched aliphatic hydrocarbon group having an even carbon chain length. Also, X
Represents a sugar residue, a phosphate residue or an amine base residue.

The aliphatic alcohol having an odd carbon chain length (hereinafter referred to as an odd chain aliphatic alcohol) used as a hair-growing component in the present invention includes those having an odd number of carbon atoms constituting the carbon chain. , The carbon chain may be either saturated or unsaturated, and if unsaturated, may contain a plurality of double bonds. Further, the alcohol may be a lower alcohol or a higher alcohol, and may be any of primary, secondary and tertiary alcohols.

Preferred examples of the odd-chain aliphatic alcohol include n-propyl alcohol, n-amyl alcohol, n-heptyl alcohol, n-nonyl alcohol, n-undecyl alcohol, n-tridecyl alcohol, and n-pentadecyl alcohol. , N-heptadecyl alcohol, n-nonadecyl alcohol, n-uneicosyl alcohol, n-tricosyl alcohol, n-pentacosyl alcohol, and the like.

In the hair restorer composition of the present invention, such an odd-chain aliphatic alcohol derivative can also be used. Typical derivatives thereof include, for example, esterified and etherified products of an odd-chain aliphatic alcohol.

Preferred esterified compounds include, for example, the above-mentioned odd-chain aliphatic alcohols, aliphatic carboxylic acids (particularly those having 2 to 24 carbon atoms), succinic acid, citric acid, fumaric acid, lactic acid, pyruvic acid and apple. Examples thereof include an esterified product of an acid or an organic acid such as oxaloacetic acid and an inorganic acid such as phosphoric acid.

Preferred etherified compounds include, for example, the above-mentioned odd-chain aliphatic alcohols and aliphatic alcohols (particularly those having 2 to 24 carbon atoms) or glycerin, polyglycerin, ethylene glycol, propylene glycol, butanediol and the like. Examples thereof include ethers of polyhydric alcohols or sugars such as glucose, ribose, galactose, arabinose, mannose, xylose, sorbitol, and mannitol.

The above-mentioned etherified product is, for example, a di- or tri-odd-chain alkoxide of glycerin,
The molecule may contain two or more odd-chain aliphatic alcohol residues. The derivative of the odd-chain aliphatic alcohol used in the composition of the present invention only needs to contain the residue of the above-mentioned odd-chain aliphatic alcohol as long as it does not adversely affect the human body. Therefore, the acid residue in the esterified product and the alcohol residue and the sugar residue in the etherified product may be substituted with various substituents.

In the hair restorer composition of the present invention, these compounds selected from fatty acids having an odd carbon chain length or derivatives thereof and aliphatic alcohols having an odd carbon chain length or derivatives thereof may be used if necessary. They can be used alone or in combination of two or more.

When a compound selected from these fatty acids having an odd-numbered carbon chain length or derivatives thereof and aliphatic alcohols having an odd-numbered carbon chain length or derivatives thereof is added to the hair restorer composition of the present invention, the compounding amount is as follows. 0.001 to 40%, especially 0.1 to 2%, based on the total amount of the composition
It is preferable to mix 0%. If the amount is too small,
In some cases, a sufficient hair-growth effect may not be obtained.
Further improvement of the effect cannot be expected, which may be uneconomical.

When the composition for external use of the present invention is prepared as a hair restorer composition, components which are usually added to a hair restorer can be added within a range not to impair the effects of the present invention, for example, to enhance the effect of the hair restorer. For this purpose, known medicinal components, for example, blood circulation promoters, cell activators, antiandrogens, antibacterial and antiinflammatory agents, humectants, vitamins, amino acids and the like can be blended. Also, any components other than the above-mentioned medicinal components, for example, purified water, ethanol, polyhydric alcohols, celluloses, surfactants other than the above, oils and fats, ester oils, polymer resins, coloring materials, fragrances, ultraviolet absorbers And the like can be blended, and these can be blended in a normal dose within a range not to impair the effects of the present invention.

When the composition for external use of the present invention is prepared as a hair restorer composition, it can be used in the form of a uniform solution, lotion, gel, cream, aerosol, etc., and can be produced according to the conventional method of each form. . An excellent hair-growing effect is quickly exhibited by using a normal dose in accordance with a conventional method of each form.

The composition for external use of the present invention is also suitable for preparation as a cosmetic for hair. In this case, in addition to the above-mentioned essential components, it can be used as a cosmetic as long as the object of the present invention is not impaired. Possible, solid fats and oils, liquid oils, film-forming polymer compounds, surfactants other than the above, polyhydric alcohols,
Silicone and its derivatives, protein hydrolysates and their derivatives, fragrances, dyes, preservatives, ultraviolet absorbers, pH adjusters, thickeners, solvents such as ethanol and water, and liquefaction when used in aerosol form A propellant such as petroleum gas or DME can be blended. One of these components may be used alone, or two or more thereof may be used in combination. There is no particular limitation on the method of addition, and the cosmetic for hair can be appropriately compounded at an appropriate stage of preparation.

The cosmetic for hair of the present invention is an excellent cosmetic which is less sticky and can be easily applied to the hair.
It can be prepared into various dosage forms such as spray, foam, cream, gel, and wax, and can be widely used as hair styling agents, treatments, and the like.

[0117]

The present invention will be described in more detail with reference to the following Examples and Comparative Examples, but the present invention is not limited to the following Examples. In the following examples and tables,% is based on mass.

(1) Semi-Permanent Hair Dye According to the formulation shown in Table 1, hair dye compositions of Examples and Comparative Examples were prepared. The hair dye compositions of Examples and Comparative Examples were subjected to the following performance tests and evaluated according to the following evaluation criteria. The results are also shown in Table 1.

<Evaluation of Hair Dyeing Power> After 1 g of each hair dye composition was uniformly applied to 1 g of a goat hair bundle, the hair was left to stand for 15 minutes and shampooed. Then, it dried and evaluated the hair dyeing power according to the following evaluation criteria.

<Evaluation criteria> ○ well dyed △ slightly dyed × not dyed

<Evaluation of shampoo fastness> The goat hair bundle treated as described above was shampooed 30 times, and the degree of dyeing at that time was evaluated according to the following evaluation criteria.

<Evaluation criteria> ○ well dyed △ slightly dyed × not dyed

<Skin Dye Removal Property> Each acidic hair dye composition was applied to the forearm of a person, allowed to stand for 15 minutes, washed with water, and a commercially available stain remover was added to absorbent cotton, followed by compressing for 3 minutes. Then, the skin removeability of the hair dye composition was evaluated according to the following evaluation criteria.

<Evaluation Criteria> ○ Can be removed △ Some coloration remains × Almost no removal, coloring remains

<Homogeneous Hair Dyeing Property> After 1 g of each hair dye composition was uniformly applied to 1 g of a goat hair bundle, the hair was left to stand for 15 minutes and shampooed. Then, it was dried and the color unevenness of the dye was evaluated according to the following evaluation criteria.

<Evaluation Criteria> ○ Uniformly dyed △ Some color unevenness × Color unevenness

[0127]

[Table 1]

[0128]

[Table 2]

The abbreviations of the components in Tables 1 and 2 are shown below.
It shows in the note. (D) Nonionic surfactant of component D-1 Branched higher alcohol containing C13 as a main component
1 mol (Mitsubishi Chemical Corporation, Diadol 13, direct
Chain ratio of 60%) and 15 mol of ethylene oxide.
Nonionic surfactant (Yi = 93%) D-2 Higher branched alcohol containing C13 as a main component
1 mol (Mitsubishi Chemical Corporation, Diadol 13, direct
Chain ratio of 60%) and 15 mol of ethylene oxide.
Nonionic surfactant (Yi: 69%) D-3 Branched higher alcohol containing 13 carbon atoms as a main component
1 mol (Mitsubishi Chemical Corporation, Diadol 13, direct
18 moles of ethylene oxide was added to
Nonionic surfactant (Yi = 58%) D-4 Branched higher alcohol containing C13 as a main component
1 mol (Mitsubishi Chemical Corporation, Diadol 13, direct
Chain ratio of 60%) and 15 mol of ethylene oxide.
Nonionic surfactant (Yi = 33%) Here, Yi is a nonionic surfactant having the largest mass%.
N_max And n_max-2 to n_max
+2 (however, n_maxIn the case of <2, n = 0 to n_max+2
Of nonionic surfactants in the addition mole number included in the range of
It is the total mass%.

Example 13 Hair for brown dyeing having the following composition
A hair treatment composition was prepared according to a conventional method. Component name Blended amount (% by mass) 5 mol of ethylene oxide is added to 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (Diadol 13, 60% linear chain ratio, manufactured by Mitsubishi Chemical Corporation). Nonionic surfactant (Yi = 93%) 5.0 Black 401 0.1 Red 227 0.1 Ethanol 20 hydroxyethylcellulose 2.0 Glycerin carbonate allyl ether 5.0 Allyl glyceryl ether 5.0 Polyethylene glycol 1500 1.5 Lactic acid / citrate buffer (amount required to reach pH 3) Suitable amount Perfume Suitable amountWater balance  Total 100

The obtained hair treatment composition was evaluated for dyeing properties in the same manner as in Example 1. As in Example 1, it was excellent in hair dyeing properties, fastness and skin dyeing removal properties, and was free from color unevenness. It was uniformly dyed.

[Example 14] Hair for brown hair dyeing having the following composition
A hair treatment composition was prepared according to a conventional method. Component name Blending amount (% by mass) 15 mol of ethylene oxide is added to 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (Diadol 13, 60% linear chain ratio, manufactured by Mitsubishi Chemical Corporation). Nonionic surfactant (Yi = 69%) 5.0 Purple 401 0.07 Orange 205 0.2 Red 204 0.01 Black 401 0.03 Ethanol 10 Xanthan gum 1.0 Glycerin carbonate isopropyl ether 5 0.0 Isopropyl glyceryl ether 10 Polyethylene glycol 1000 1.5 Serine 0.5 Lactic acid / Na citrate buffer (Amount required to reach pH 3) Appropriate amount Perfume Appropriate amountWater balance  Total 100

The obtained hair treatment composition was evaluated for dyeing properties in the same manner as in Example 1. As in Example 1, it was excellent in hair dyeing properties, fastness, and ability to remove skin stains, and was free from color unevenness. It was uniformly dyed.

Example 15 Hair for brown hair dyeing having the following composition
A hair treatment composition was prepared according to a conventional method. Component name Blending amount (% by mass) 5 mol of ethylene oxide is added to 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (manufactured by Mitsubishi Chemical Corporation, Diadol 13, 60% linear ratio). Nonionic surfactant (Yi = 58%) 5.0 Black 401 0.1 Red 227 0.1 Ethanol 20 Partial crosslinked product of N-vinylpyrrolidone-N, N-dimethylamino methacrylate copolymer 2 0.0 Propylene carbonate 5.0 Propylene glycol 5.0 Polyethylene glycol 1500 1.5 Glycine 0.5 Lactic acid / citrate buffer (amount required to reach pH 3) Appropriate amount Perfume Appropriate amountWater balance  Total 100

The obtained hair treatment composition was evaluated for dyeing properties in the same manner as in Example 1. As in Example 1, it was excellent in hair dyeing properties, fastness, and ability to remove skin stains, and was free from color unevenness. It was uniformly dyed.

Example 16 Hair for brown hair dyeing having the following composition
A hair treatment composition was prepared according to a conventional method. Component name Blending amount (% by mass) 5 mol of ethylene oxide is added to 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (manufactured by Mitsubishi Chemical Corporation, Diadol 13, 60% linear ratio). Nonionic surfactant (Yi = 69%) 5.0 Purple 401 0.07 Orange 205 0.2 Red 204 0.01 Black 401 0.03 Ethanol 10 Sepigel 305 10.0 Benzyl alcohol 5 0.0 Glycerin carbonate allyl ether 10 Allyl glyceryl ether 5.0 Polyethylene glycol 1000 1.5 Serine 0.5 Lactic acid / Na citrate buffer (Amount required to reach pH 3) Appropriate amount Fragrance Appropriate amountWater balance  Total 100

The resulting hair treatment composition was evaluated for dyeing properties in the same manner as in Example 1. As in Example 1, it was excellent in hair dyeing properties, fastness, and ability to remove skin stains, with no color unevenness. It was uniformly dyed.

[Example 17] Hair for brown hair dyeing having the following composition
A hair treatment composition was prepared according to a conventional method. Component name Blended amount (% by mass) 5 mol of ethylene oxide is added to 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (Diadol 13, 60% linear chain ratio, manufactured by Mitsubishi Chemical Corporation). Nonionic surfactant (Yi = 93%) 5.0 Black 401 0.1 Red 227 0.1 Ethanol 20 Hydroxyethylcellulose 2.0 Propylene carbonate 5.0 Propylene glycol 3.0 Promoise W-NE 1 5.5 Glycerin carbonate allyl ether 5.0 Allyl glyceryl ether 5.0 Polypropylene glycol 1.5 Lactic acid / citrate buffer (amount required to reach pH 3) Appropriate amount Perfume Appropriate amountWater balance  Total 100

When the resulting hair treatment composition was evaluated for dyeing properties in the same manner as in Example 1, it showed excellent dyeing properties similar to those in Example 1. Almost no irritation to the skin was observed.

Example 18 Coloring Rinse 5 mol of oxidation to 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (diadol 13, 60% linear chain ratio, manufactured by Mitsubishi Chemical Corporation). Nonionic surfactant with added ethylene (Yi = 93%) 5% Alkyltrimethylammonium chloride 0.7% Cetanol / stearyl alcohol (1: 1 volume ratio mixture) 2.5% Polyoxyethylene (number of moles added) 30) Glyceryl monoisostearate 1% Propylene glycol 7% Benzyl alcohol 2% Glycolic acid 2% Glycine 2% Black 401 0.007% Purple 401 0.008%Purified water balance  100% in total

An appropriate amount of the composition shown in Example 18 was applied to a wet hair bundle immediately after shampooing, left at room temperature for 5 minutes, and washed with running water. The hair bundle is dyed in a beautiful reddish black color, and has excellent hair dyeing properties, fastness, and removal of skin stains,
In addition, it was dyed uniformly without color unevenness.

[Example 19] Coloring rinse 15 mol of oxidation was conducted on 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (diadol 13, manufactured by Mitsubishi Chemical Corporation, linear ratio 60%). Nonionic surfactant with added ethylene (Yi = 69%) 3.5% Stearyltrimethylammonium chloride 0.8% Cetanol / stearyl alcohol (1: 1 volume ratio mixture) 2.5% Sorbitan sesquioleate 1% Dimethylpolysiloxane 1.5% Isopropyl palmitate 1.4% Polyoxyethylene (additional mole number 30) hydrogenated castor oil stearate 0.7% Benzyl alcohol 5% Malic acid 7% Propylene glycol 1% Alloxan 1.5% Keratin Hydrolyzate 1.5% Purified Orange 205 0.1% Yellow 203 0.2% Red 06 No. 0.04% Red No. 227 0.06% purified Black No. 401 0.15%Purified water balance  100% in total

An appropriate amount of the composition shown in Example 19 was applied to a wet hair bundle immediately after shampooing, left at room temperature for 5 minutes, and washed with running water. The hair bundle is dyed in a beautiful reddish black color, and has excellent hair dyeing properties, fastness, and removal of skin stains,
In addition, it was dyed uniformly without color unevenness.

[Example 20] Coloring treatment 18 mol of oxidation was performed on 1 mol of a branched-chain higher alcohol having 13 carbon atoms as a main component (Diadol 13, manufactured by Mitsubishi Chemical Corporation, linear ratio 60%). Nonionic surfactant with added ethylene (Yi: 58%) 2.5% Distearyldimethylammonium chloride 0.8% Cetyltrimethylammonium chloride 1% Cetanol / stearyl alcohol (mixture of 3: 7 by volume) 3% Lanolin 0.5% polyoxyethylene lauryl ether sulphite 0.2% polyoxyethylene (20 moles added) hydrogenated castor oil triisostearate 1% polyoxyethylene (25 moles added) trimethylolpropane isostearate 0 .5% polyoxyethylene (addition mole number: 40) nonylphenyl -0.15% Benzyl alcohol 3% Citric acid 1.5% Polyethylene glycol 0.5% Hydrolyzed silk aqueous solution 5% Yellow 203 0.2% Red 106 0.04% Red 227 0.06% Purified purple No. 401 0.04% Purified black No. 401 0.15%Purified water balance  100% in total

An appropriate amount of the composition shown in Example 20 was applied to a wet hair bundle immediately after shampooing and rinsing, left at room temperature for 5 minutes, and washed with running water. The hair tress was dyed a beautiful reddish blue color, was excellent in hair dyeing properties, fastness, and removal of skin stains, and was uniformly dyed without color unevenness.

(2) Permanent hair dye [Example 21] Two-part hair dye (first agent) 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (manufactured by Mitsubishi Chemical Corporation, Nonyl surfactant (Yi = 93%) obtained by adding 5 moles of ethylene oxide to dol 13, linear ratio 60%) 5% toluene-2,5-diamine sulfate 3% anhydrous sodium sulfite 0.5% Edetate tetrasodium tetrahydrate 0.2% 50% stearyltrimethylammonium chloride solution 2.5% Propylene glycol 5% Ethanol 10% Hydroxyethylcellulose 2% Monoethanolamine 2.4% Pigment (Red No. 106) 0.001 %Purified water balance  Adjust final pH to 9.5 with a total of 100% monoethanolamine

(Second agent) 35% aqueous hydrogen peroxide 14.3% 60% 1-hydroxyethane-1,1-diphosphonic acid solution 0.8% N-vinylpyrrolidone-N, N-dimethylaminoethyl methacrylate Partially crosslinked polymer 2.5% Propylene glycol 10% 50% Stearyl trimethylammonium chloride solution 1% Lactic acid 0.2% Dye (Purified Black No. 401) 0.001%Purified water balance  Adjust the final pH to 4 with a total of 100% lactic acid.

[Example 22] Two-part hair dye (first part) 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (Diador 13, manufactured by Mitsubishi Chemical Corporation, linear chain ratio: 60) %) To which 15 mol of ethylene oxide has been added Nonionic surfactant (Yi = 69%) 8% Toluene-2,5-diamine sulfate 2.5% Paraaminophenol 0.5% Paraaminoorthocresol 0.1% Anhydrous sodium sulfite 0.5% tetrasodium edetate tetrahydrate 0.2% 50% stearyltrimethylammonium chloride solution 2.5% propylene glycol 5% ethanol 20% hydroxyethylcellulose 2% monoethanolamine 2% pigment (red 106 No.) 0.001%Purified water balance  Adjust final pH to 9.5 with a total of 100% monoethanolamine

(Second agent) 35% aqueous hydrogen peroxide 14.3% Phenacetin 0.3% Partially crosslinked product of N-vinylpyrrolidone-N, N-dimethylaminoethyl methacrylate copolymer 2.0% Sodium alginate 0 0.5% 1,3-butylene glycol 10% 50% stearyltrimethylammonium chloride solution 1% ethanol 10% lactic acid 0.2% pigment (purified black No. 401) 0.001%Purified water balance  Adjust final pH to 4 with 100% lactic acid in total

[Example 23] Two-part hair dye (First part) 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (manufactured by Mitsubishi Chemical Corporation, Diadol 13, straight chain ratio 60) %) And 18 moles of ethylene oxide added thereto. Nonionic surfactant (Yi = 58%) 10% Toluene-2,5-diamine 2.5% Paraaminophenol 0.5% Sodium sulfite anhydrous 0.5% Edetate tetrasodium tetrahydrate 0.2% 50% Stearyl trimethylammonium chloride solution 2.5% Propylene glycol 5% Ethanol 10% Xanthan gum 2% Strong ammonia water Appropriate amount Dye (Red No. 106) 0.001%Purified water balance  Adjust the final pH to 9.5 with 100% strong ammonia water in total

(Second agent) 35% aqueous hydrogen peroxide 14.3% 60% 1-hydroxyethane-1-diphosphonic acid solution 0.8% N-vinylpyrrolidone-N, N-dimethylaminoethyl methacrylate copolymer 1.5% Carboxymethylcellulose 1.0% Propylene glycol 10% 50% Stearyltrimethylammonium chloride solution 1% Lactic acid 0.2% Pigment (Yellow No. 203) 0.001%Purified water balance  Adjust final pH to 4 with 100% lactic acid in total

[Example 24] Two-part hair dye (first part) 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (manufactured by Mitsubishi Chemical Corporation, Diadol 13, straight chain ratio 60) %) With 5 mol of ethylene oxide added thereto (Yi = 93%) 5% Toluene-2,5-diamine 2.5% Paraaminophenol 0.1% Metaphenylenediamine 0.05 % Anhydrous sodium sulfite 0.5% tetrasodium edetate tetrahydrate 0.2% 50% stearyltrimethylammonium chloride solution 2.5% glycerin 5% ethanol 10% hydroxyethylcellulose 2% monoethanolamine 2% pigment (color orange) No. 205) 0.001%Purified water balance  Adjust final pH to 9.5 with a total of 100% monoethanolamine

(Second agent) 35% aqueous hydrogen peroxide 14.3% 60% 1-hydroxyethane-1-diphosphonic acid solution 0.8% N-vinylpyrrolidone-N, N-dimethylaminoethyl methacrylate copolymer Partially crosslinked product 2.5% Propylene glycol 10% 50% Stearyl trimethyl ammonium chloride solution 1% Lactic acid 0.2% Dye (Purified Black No. 401) 0.001%Purified water balance  Adjust final pH to 4 with 100% lactic acid in total

[Example 25] Two-part hair dye (first part) 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (manufactured by Mitsubishi Chemical Corporation, Diadol 13, straight chain ratio 60) %) To which 15 mol of ethylene oxide has been added Nonionic surfactant (Yi = 69%) 10% 5,6-dihydroxyindoline bromate 1% 5,6-dihydroxyindole hydrochloride 1% N-ethyl- 5,6-dihydroxyindole hydrochloride 0.05% linoleic acid 0.2% oleyl alcohol 0.2% sodium sulfite anhydride 3% tetrasodium edetate tetrahydrate 0.2% 50% stearyltrimethylammonium chloride solution 2. 5% Propylene glycol 5% Ethanol 10% Hydroxyethyl cellulose 2% Strong ammonia water Appropriate amount Dye (Red No. 106) 0.0 1%Purified water balance  Adjust final pH to 9.5 with a total of 100% monoethanolamine

(Second agent) 35% aqueous hydrogen peroxide 14.3% 60% 1-hydroxyethane-1-diphosphonic acid solution 0.8% N-vinylpyrrolidone-N, N-dimethylaminoethyl methacrylate copolymer Partially crosslinked product 2.5% Propylene glycol 10% 50% Stearyl trimethyl ammonium chloride solution 1% Phosphoric acid Appropriate amount Dye (Purified Black No. 401) 0.001%Purified water balance  Adjust final pH to 3.5 with 100% lactic acid in total

[Example 26] Two-part hair dye (Part 1) One mole of a branched chain higher alcohol having 13 carbon atoms as a main component (Diadol 13, manufactured by Mitsubishi Chemical Corporation, straight chain ratio 60) %) With 5 mol of ethylene oxide added thereto (Yi = 93%) 5% 5,6-dihydroxyindoline bromate 1% 5,6-dihydroxyindole hydrochloride 1% N-ethyl -5,6-dihydroxyindole hydrochloride 0.05% linoleic acid 0.2% oleyl alcohol 0.2% sodium sulfite anhydride 3% tetrasodium edetate tetrahydrate 0.2% 50% stearyltrimethylammonium chloride solution 2 0.5% Propylene glycol 5% Ethanol 10% Hydroxyethyl cellulose 1% Xanthan gum 1% Monoethanolamine 2% Dye ( Color No. 106) 0.001%Purified water balance  Adjust final pH to 9.5 with a total of 100% monoethanolamine

(Second agent) 35% aqueous hydrogen peroxide 14.3% 60% 1-hydroxyethane-1-diphosphonic acid solution 0.8% N-vinylpyrrolidone-N, N-dimethylaminoethyl methacrylate copolymer 1% Sodium alginate 1% Hydroxyethylcellulose 0.5% Propylene glycol 10% 50% Stearyl trimethylammonium chloride solution 1% Citric acid 0.2% Dye (blue No. 1) 0.001%Purified water balance  Adjust final pH to 4 with 100% lactic acid in total

[Example 27] Two-part hair dye (first part) 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (manufactured by Mitsubishi Chemical Corporation, Diadol 13, straight chain ratio 60) %) With 18 moles of ethylene oxide added Nonionic surfactant (Yi = 58%) 12% Toluene sulfate-2,5-diamine 2.5% Paraaminophenol 0.5% Resorcinol 1% Anhydrous sodium sulfite 3 % Sodium edetate tetrahydrate 50% 0.2% 50% Stearyltrimethylammonium chloride solution 2.5% Glycerin 5% Ethanol 10% Hydroxyethylcellulose 1% Carboxymethylcellulose 0.5% Agarose 0.5% Monoethanolamine 2% pigment (Red No. 106) 0.001%Purified water balance  Adjust final pH to 9.5 with a total of 100% monoethanolamine

(Second agent) 35% aqueous hydrogen peroxide 14.3% 60% 1-hydroxyethane-1-diphosphonic acid solution 0.8% N-vinylpyrrolidone-N, N-dimethylaminoethyl methacrylate copolymer 1.5% Xanthan gum 1.0% Propylene glycol 10% 50% Stearyltrimethylammonium chloride solution 1% Citric acid 0.2% Dye (Purified Black No. 401) 0.001%Purified water balance  Adjust final pH to 4 with 100% lactic acid in total

[Example 28] Two-part hair dye (Part 1) 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (Diadol 13, manufactured by Mitsubishi Chemical Corporation, straight chain ratio 60) %) To which 15 mol of ethylene oxide is added Nonionic surfactant (Yi = 93%) 7.5% Paraphenylenediamine 2.5% Metaaminophenol 0.5% Paraaminoorthocresol 0.5% Sulfuric anhydride Sodium 0.5% edetate tetrasodium tetrahydrate 0.2% 50% stearyltrimethylammonium chloride solution 2.5% propylene glycol 5% ethanol 10% hydroxyethylcellulose 1% xanthan gum 1% monoethanolamine 2% pigment (red No. 106) 0.001%Purified water balance  Adjust final pH to 9.5 with a total of 100% monoethanolamine

(Second agent) 35% aqueous hydrogen peroxide 14.3% 60% 1-hydroxyethane-1-diphosphonic acid solution 0.8% N-vinylpyrrolidone-N, N-dimethylaminoethyl methacrylate copolymer 1.5% Carboxymethylcellulose 1.0% Propylene glycol 10% 50% Stearyltrimethylammonium chloride solution 1% Glycolic acid qs Dye (Purified Black No. 401) 0.001%Purified water balance  Adjust final pH to 4 with a total of 100% glycolic acid

[Example 29] One-part hair coloring agent One mole of a branched chain higher alcohol having 13 carbon atoms as a main component (Diadol 13, manufactured by Mitsubishi Chemical Corporation, linear ratio 60%) was added to 15 Nonionic surfactant to which mole of ethylene oxide is added (Yi = 93%) 5.5% Paraphenylenediamine 1.0% 2,5-diaminotoluene sulfate 2.0% Metaphenylenediamine 0.5% Paraaminophenol 0.5% 2- (2'hydroxyethylamino-)-5 aminotoluene sulfate 0.15% oleic acid 0.2% oleyl alcohol 0.2% β-cyclodextrin 1.0% acetylcysteine 1.0% Laccase 1.0% Xanthan gum 0.5% Sorbitan monolaurate 1.0% Ethanol 10.0% Glycolic acid 0.2%Purified water balance  Adjust the final pH to 7.5 with a total of 100% monoethanolamine

[Example 30] Single-agent hair dye A branched alcohol having a carbon number of 13 as a main component and 1 mole of a branched chain higher alcohol (manufactured by Mitsubishi Chemical Corporation, Diadol 13, 60% linear chain ratio) was added to 18 Nonionic surfactant with added ethylene oxide in moles (Yi = 58%) 5% 5,6-dihydroxyindoline bromate 1.0% 5,6-dihydroxyindole hydrochloride 1.0% N-ethyl-5 2,6-dihydroxyindole hydrochloride 0.05% linoleic acid 0.2% oleyl alcohol 0.2% β-cyclodextrin 1.0% acetylcysteine 1.0% laccase 1.0% hydroxyethylcellulose 0.5% coconut oil Fatty acid acyl-sodium glutamate 1.0% Ethanol 10.0% Lactic acid 0.2%Purified water balance  Adjust final pH to 7.5 with a total of 100.0% monoethanolamine

Example 31 Single-agent Hair Dye One mol of a branched chain higher alcohol having 13 carbon atoms as a main component (Diadol 13, manufactured by Mitsubishi Chemical Corporation, linear ratio 60%) was added to 15 Nonionic surfactant to which mole of ethylene oxide is added (Yi = 69%) 8% 2,5-diaminotoluene sulfate 2.0% Metaphenylenediamine 0.5% Metaaminophenol 0.5% Resorcin 0.1 % Orthoaminocresol 0.05% oleic acid 0.2% β-cyclodextrin 1.2% acetylcysteine 1.2% laccase 1.0% xanthan gum 0.05% stearyltrimethylammonium chloride 0.2% cetostearyl alcohol 0 .6% POE (20) hydrogenated castor oil triisostearate 0.2% sorbitan monostearate 0.1% Methyl paraben 0.3% Glycolic acid 0.2%Purified water balance  Adjust final pH to 7.5 with a total of 100.0% monoethanolamine

Example 32 Single-agent Hair Dye One mole of a branched chain higher alcohol having 13 carbon atoms as a main component (Diadol 13, manufactured by Mitsubishi Chemical Corporation, linear ratio 60%) was added to 5 Nonionic surfactant with moles of ethylene oxide added (Yi = 93%) 5% 5,6-dihydroxyindoline bromate 1.0% 5,6-dihydroxyindole hydrochloride 1.0% N-methyl- 5,6 dihydroxyindoline bromate 0.05% linoleic acid 0.2% β-cyclodextrin 1.0% acetylcysteine 1.0% laccase 1.0% cetostearyl trimethylammonium chloride 0.2% cetostearyl alcohol 0 6% POE (20) hydrogenated castor oil monoisostearate 0.2% Sorbitan monostearate 0.1% Methyl paraben 0.3% Lactic acid 0.2%Purified water balance  Adjust final pH to 7.5 with a total of 100.0% monoethanolamine

Example 33 Single-agent Hair Dye One mole of a branched chain higher alcohol having 13 carbon atoms as a main component (Diadol 13, manufactured by Mitsubishi Chemical Corporation, linear ratio 60%) was added to 15 Nonionic surfactant with moles of ethylene oxide added (Yi = 93%) 3.0% 5,6-dihydroxyindoline bromate 1.0% 5,6-dihydroxyindole hydrochloride 1.0% N-methyl -5,6 dihydroxyindoline bromate 0.05% N-methyl-5,6 dihydroxyindole hydrochloride 0.05% 2,5-diaminotoluene sulfate 0.01% β-cyclodextrin 1.0% acetylcysteine 1.0% Laccase 1.0% Alkyltrimethylammonium chloride 0.5% Coconut fatty acid acyl-L-arginine ethyl-D, L-pyrrolide Carboxylates 0.5% Cetostearyl alcohol 2.0% Oleyl alcohol 1.0% POE (40) hydrogenated castor oil 0.75% POE (20) stearyl ether 0.75% Sorbitan sesquistearate 1.0% Methyl paraben 0 0.3% propylene glycol 5.0% glycolic acid 0.2%Purified water balance  Adjust final pH to 7.5 with a total of 100.0% monoethanolamine

Example 34 Single-agent Hair Dye One branch of a branched-chain higher alcohol having 13 carbon atoms as a main component (Diadol 13, manufactured by Mitsubishi Chemical Corporation, linear ratio 60%) was added to 18 Nonionic surfactant with added ethylene oxide in moles (Yi = 58%) 7.0% 2,5-diaminotoluene sulfate 2.0% 2,6 diaminopyridine 0.05% N, N bis (β hydroxyl ) -P-phenylenediamine 0.1% 2-amino-5-orthophenol 0.5% 2- (2'hydroxyethylamino) -5-aminotoluene 0.15% Linoleic acid 0.2% β-cyclodextrin 1.0% acetylcysteine 1.0% laccase 1.0% stearyltrimethylammonium chloride 0.5% behenyltrimethylammonium chloride 0.5 % Cetostearyl alcohol 2.0% Oleyl alcohol 1.0% POE (40) glycerin triisostearate 0.75% POE (20) lauryl ether 0.75% Sorbitan monostearate 1.0% Methyl paraben 0.3% Propylene glycol 5.0% Lactic acid 0.2%Purified water balance  Adjust final pH to 7.5 with a total of 100.0% monoethanolamine

Example 35 One-agent Hair Dye (Treatment Type) 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (Diadol 13, manufactured by Mitsubishi Chemical Corporation, linear ratio 60%) ) To which 5 mol of ethylene oxide has been added to a nonionic surfactant (Yi = 93%) 2.0% 2,5-diaminotoluene sulfate 5.0% 2-amino-4-nitrophenol 3.0 % 5-aminoorthocresol 1.0% p-aminophenol 1.0% oleic acid 0.5% linoleic acid 0.5% β-cyclodextrin 2.0% acetylcysteine 2.0% laccase 1.0% stearyl Trimethylammonium chloride 0.5% Cetyltrimethylammonium chloride 0.5% Cetostearyl alcohol 4.0% Oleyl alcohol 0.5% Ethyl oleate 0.5% Isopropyl palmitate 0.5% Liquid paraffin 1.0% Beeswax 0.5% POE (40) hydrogenated castor oil triisostearate 0.25% POE (20) hydrogenated castor oil triiso Stearate 0.25% POE (30) stearyl ether 0.75% Sorbitan monostearate 1.0% Glycerin monostearate 0.5% Methyl paraben 0.3% Propylene glycol 5.0% Glycolic acid 0.2%Purified water balance  Adjust final pH to 7.5 with a total of 100.0% monoethanolamine

Example 36 Single-agent Hair Dye (Treatment Type) 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (Diadol 13, manufactured by Mitsubishi Chemical Corporation, linear ratio 60%) ) To which 18 mol of ethylene oxide has been added Nonionic surfactant (Yi = 58%) 6.0% 5,6-dihydroxyindoline bromate 1.0% 5,6-dihydroxyindole hydrochloride 1.0 % N-methyl-5,6 dihydroxyindoline bromate 0.5% N-methyl-5,6 dihydroxyindole hydrochloride 0.5% 5-aminoindole hydrochloride 0.25% 2,3-dimethyl-5 6-dihydroxyindoline bromate 0.25% oleic acid 0.5% linoleic acid 0.5% β-cyclodextrin 2.0% acetylcysteine 2.0% lacquer Ze 1.0% Stearyltrimethylammonium chloride 0.5% Cetyltrimethylammonium chloride 0.5% Cetostearyl alcohol 4.0% Oleyl alcohol 1.0% Ethyl oleate 0.5% Isopropyl palmitate 0.5% Liquid paraffin 1.0% beeswax 0.5% POE (40) hydrogenated castor oil triisostearate 0.25% POE (20) hydrogenated castor oil triisostearate 0.25% POE (30) stearyl ether 0.75% monostearic acid Sorbitan 1.0% Glycerin monostearate 0.5% Methyl paraben 0.3% Propylene glycol 5.0% Lactic acid 0.2%Purified water balance  Adjust final pH to 7.5 with a total of 100.0% monoethanolamine

Example 37 Single-agent Hair Dye (Gel Type) 1 mol of branched chain higher alcohol having 13 carbon atoms as a main component (Diadol 13, manufactured by Mitsubishi Chemical Corporation, linear ratio 60%) ) To which 15 mol of ethylene oxide has been added Nonionic surfactant (Yi = 93%) 2.5% Paraphenylenediamine 1.0% 2,5-Diaminotoluene sulfate 2.0% Metaphenylenediamine 0. 5% para-aminophenol 0.5% 2- (2'hydroxyethylamino-)-5 aminotoluene sulfate 0.15% oleic acid 0.2% β-cyclodextrin 1.0% acetylcysteine 1.0% laccase 1 0.0% Xanthan gum 0.5% Hydroxyethyl cellulose 1.0% POE (40) Lauryl ether 1.0% POE (30) Cured cast Oil 1.0% Ethanol 10.0% 0.2% glycolic acidPurified water balance  Adjust final pH to 7.5 with a total of 100.0% monoethanolamine

Example 38 Single-agent Hair Dye (Gel Type) 1 mol of a branched chain higher alcohol having 13 carbon atoms as a main component (Diadol 13, manufactured by Mitsubishi Chemical Corporation, linear ratio 60%) Nonionic surfactant (Yi = 93%) with 5 mol of ethylene oxide added thereto 2.5% 5,6-dihydroxyindoline bromate 1.0% 5,6-dihydroxyindole hydrochloride 0% N-ethyl-5,6-dihydroxyindole hydrochloride 0.05% Oleic acid 0.2% β-cyclodextrin 1.0% Acetylcysteine 1.0% Laccase 1.0% Xanthan gum 0.5% Hydroxyethylcellulose 1.0% POE (40) lauryl ether 1.0% POE (30) hydrogenated castor oil 1.0% ethanol 10.0% glycolic acid 0.2Purified water balance  Adjust final pH to 7.5 with a total of 100.0% monoethanolamine

Comparative Example 10 (First agent) Paraphenylenediamine 2% Resorcin 1% Polyoxyethylene (10) oleyl ether (Yi = 30) 3% Polyoxyethylene lauryl ether sulfite 0.2% Cetostearyl alcohol 8% Liquid paraffin 2% Ammonium chloride 5% 28% Aqueous ammonia pH 9.0 Purified water balanceAppropriate amount of fragrance  100.0% in total

(Second agent) Hydrogen peroxide 15% EDTA 0.5% Cetanol 2% Sodium alkyl sulfate 0.5% Polyoxyethylene (20) hydrogenated castor oil triisostearate 1% Phenacetin 0.1% Ethanol 10%Purified water balance  100.0% in total

Comparative Example 11 (First agent) Paraphenylenediamine 2% Orthoaminophenol 0.5% Metaaminophenol 1% Polyoxyethylene (16) nonylphenyl ether (Yi = 20) 15% Triethanol lauryl sulfate Amine 2% Benzalkonium chloride 1% Beeswax 2% Squalane 7% Isostearic acid 2% Propylene glycol 5% Thioglycolic acid 0.1% Ammonium carbonate 5% 20% Aqueous ammonia pH 8.8 Purified water RemainderAppropriate amount of fragrance  100.0% in total

(Second agent) Hydrogen peroxide 15% EDTA 0.5% Cetanol 2% Sodium alkyl sulfate 0.5% Polyoxyethylene (25) trimethylolpropane isostearate 0.1%Purified water balance  100.0% in total

[0176]

[Table 3]

As is clear from Tables 1, 2 and 3,
In the hair dye composition of the present invention (Examples 1 to 38), the dye can penetrate the hair evenly, and can be dyed without color unevenness.
It has excellent hair dyeing properties and easily removes pigments when attached to the skin. On the other hand, when the nonionic surfactant of the present invention is lacking (Comparative Examples 1 to 11), the hair dyeing property and the fastness are good, but the hair is not uniformly dyed and color unevenness is caused. In addition, it can be seen that the incorporation of no activator results in poor skin dye removal.

Next, Examples and Comparative Examples in which the composition for external use of the present invention was prepared as a stain remover composition will be described.

[Examples 39 to 43 and Comparative Examples 12, 1
3] About 0.5 mL of a commercially available acidic hair dye was applied to the human forearm, left for 15 minutes, washed with water, and prepared according to a conventional method according to the compositions shown in Tables 4 and 5 according to Examples 39 to 43.
The cotton puffs were impregnated with the stain remover compositions of Comparative Examples 12 and 13, and were humidified for 3 minutes. Then, the removal effect and uniform removal of the hair dye were evaluated by the following evaluation methods. The results are shown in Tables 4 and 5.

<Evaluation Method> (1) Removal Effect The removal effect of the contaminated portion was calculated according to the following equation by measuring the color difference. Removal rate (%) = (immediately after acid hair dyeing-after remover removal) / immediately after acid hair dyeing × 100 Color difference meter; Spectro Color manufactured by Nippon Denshoku Co., Ltd.
MeterSE2000

(2) Uniform Removability The dyed portion was decolorized by the above-described evaluation method, and the degree of decolorization at that time was visually judged and evaluated according to the following evaluation criteria. <Evaluation Criteria> 均一: Uniformly removed. Δ: There is an uneven portion. X: Non-uniform as a whole.

[0182]

[Table 4]

[0183]

[Table 5]

[Example 44] A stain consisting of the following components:
The remover composition was prepared in the same manner as in Examples 39 to 43.
Made. Ingredients Ingredients Amount (%) POE (20) Cetyl ether (Yi = 60) 3 Ethanol 10 N-methylpyrrolidone 8 Behenyltrimethylammonium chloride 0.5 Urea 1 Xanthan gum 1 Citric acid Appropriate amountPurified water balance  Total 100

Example 45 Stain comprising the following components
The remover composition was prepared in the same manner as in Examples 39 to 43.
Made. Ingredients Amount (%) POE (5) Lauryl ether (Yi = 65) 3 Ethanol 10 Glycerin carbonate allyl ether 8 Stearyl trimethylammonium chloride 0.5 Urea 1 Triethanolamine Appropriate amountPurified water balance  Total 100

Example 46 Stain consisting of the following components
The remover composition was prepared in the same manner as in Examples 39 to 43.
Made. Ingredients Ingredients Amount (%) POE (30) Octyldodecyl ether (Yi = 60) 4 Ethanol 10 Butylene carbonate 10 Stearyltrimethylammonium chloride 1 Urea 1 Citric acid Appropriate amountPurified water balance  Total 100

[Example 47] A stain consisting of the following components:
The remover composition was prepared in the same manner as in Examples 39 to 43.
Made. Ingredients Amount (%) POE (25) behenyl ether (Yi = 70) 5 ethanol 15 benzyl alcohol 2 stearyltrimethylammonium chloride 1 sodium pyrosulfite 1 urea 1 glycolic acidPurified water balance  Total 100

[Example 48] A stain consisting of the following components:
The remover composition was prepared in the same manner as in Examples 39 to 43.
Made. Ingredients Ingredients Amount (%) POE (15) Nonylphenyl ether (Yi = 55) 3 Ethanol 10 Benzyloxyethanol 10 Stearyltrimethylammonium chloride 1 Sodium sulfite 1 Glycolic acidPurified water balance  Total 100

[Example 49] A stain consisting of the following components:
The remover composition was prepared in the same manner as in Examples 39 to 43.
Made. Ingredients Ingredients Amount (%) POE (20) lauryl ether (Yi = 60) 2 ethanol 10 acetophenone 5 stearyltrimethylammonium chloride 1 sodium sulfite 1 tartaric acidPurified water balance  Total 100

[Example 50] A stain consisting of the following components:
The remover composition was prepared in the same manner as in Examples 39 to 43.
Made. Ingredients Amount (%) POE (3) Cetyl ether (Yi = 65) 2 Ethanol 20 Benzyl alcohol 5 Stearyltrimethylammonium chloride 1 Sodium pyrosulfite 1 Citric acid Appropriate amountPurified water balance  Total 100

[Example 51] A stain consisting of the following components:
The remover composition was prepared in the same manner as in Examples 39 to 43.
Made. Ingredients Ingredients Amount (%) POE (10) hexyl decyl ether (Yi = 55) 3 ethanol 10 benzyloxyethanol 5 glycerin carbonate isopropyl ether 0.5 stearyltrimethylammonium chloride 1 sodium bisulfite 1 glycerin 3 citric acidPurified water balance  Total 100

[Example 52] A stain comprising the following components:
The remover composition was prepared in the same manner as in Examples 39 to 43.
Made. Ingredients Amount (%) POE (30) Stearyl ether (Yi = 65) 3 Ethanol 10 Stearyl trimethylammonium chloride 1 Sodium bisulfite 1 Glycerin 3 Urea 1 Birch extract 0.001 Triethanolamine Appropriate amountPurified water balance  Total 100

All of the stain remover compositions of Examples 44 to 52 were excellent in the hair dye removing effect and uniform removeability.

Next, Examples and Comparative Examples in which the external composition of the present invention was prepared as a hair restorer composition are shown.

[Examples 53 to 60 and Comparative Examples 14 to 2]
1) Various nonionic surfactants of the following production examples were blended to prepare a hair restorer having a composition shown in Tables 6 and 7 according to a conventional method, and its transdermal absorbability and rabbit were determined by the following test methods. The hair growth effect was evaluated. The results are shown in Tables 6 and 7.

[Production Example] Compound A: In R ¹ —O— (CH ₂ CH ₂ O) _n —H (n is the average number of moles of ethylene oxide), R ¹ is Di
derived from a13 / C12 = 3/1 n = 7 mol Ratio of occupied by ethylene oxide addition mole number of less than 3 is less than 1%
1. Yi = 91% Compound B: In R ¹ —O— (CH ₂ CH ₂ O) _n —H (n is the average number of moles of ethylene oxide), R ¹ is Di.
Derived from a13 / C12 = 3/1 n = 8 moles Ratio of occupied by ethylene oxide addition moles of less than 3 is less than 1%
Yi = 88% 3. Compound C: R ¹ —O— (CH ₂ CH ₂ O) _n —H (n is the average number of moles of ethylene oxide), wherein R ¹ is Di
3. Derived from a13 n = 12 mol Ratio of those having less than 3 ethylene oxide moles occupying less than 1% Yi = 77% Compound D: In R ¹ —O— (CH ₂ CH ₂ O) _n —H (n is the average number of moles of ethylene oxide), R ¹ is Di
4. Derived from a13 n = 15 mol Ratio of those having less than 3 ethylene oxide moles occupying less than 1% Yi = 72% Compound E: R ¹ —O— (CH ₂ CH ₂ O) _n — (CH _{2
CH 2 CH 2 O) n -H} (n average added mole number of ethylene oxide, m in the average number of added moles of propylene oxide), from R ¹ within Dia13 n = 6 moles, m = 1 mol 6. Compound F: R ¹ —O— (CH ₂ CH ₂ O) _n — (CH _{2
CH 2 CH 2 O) n -H} (n average added mole number of ethylene oxide, m in the average number of added moles of propylene oxide), from R ¹ within Dia13 n = 12 mol, m = 3 moles 7. Compound G: In R ¹ —O— (CH ₂ CH ₂ O) _n —H (n is the average number of moles of ethylene oxide), R ¹ is Di.
derived from a13 / C12 = 3/1 n = 4.5 mol Ratio of those having less than 3 moles of ethylene oxide added 25%
Yi = 42%

[Test Method] 1) Measurement of Skin Permeability The skin of the back of a guinea pig (Hartley type, male) was cut out and sandwiched between the donor and receptor of a vertical diffusion cell such that the epidermis side was up. Fixed. Next, after filling the receptor side with physiological saline, the mixture was stirred for 3 hours.
After incubation at 2 ° C., 100 μl of the test sample was added to the skin on the donor side. After 24 hours, physiological saline was sampled, and fatty acid derivatives having an odd carbon chain length (Table 6: pentadecanoic acid glyceride) and aliphatic alcohol derivatives (Table 7: n-tridecyl alcohol) that had passed through the skin were sampled.
Was measured. In addition, the transmittance | permeability of each composition was represented by the relative value with the skin transmittance | permeability of the composition of only the fatty acid derivative and the aliphatic alcohol derivative which do not contain a nonionic surfactant being 100.

2) Hair Growth Test with Rabbits About 15 male New Zealand White rabbits weighing about 2.5 kg were grouped, and the back was depilated, and only those in the rest period were subjected to the experiment. The test sample is placed on the back of the telogen at a resting period but the hair is shaved.
They were applied for days, and the number of days required for telogen hair to convert to anagen hair was determined. The `` promotion days '' used as an index of the hair growth effect indicates how many days the conversion from telogen to anagen was promoted, compared to the non-applied part, according to the following evaluation criteria It was evaluated based on:

[0199]

[0200]

[Table 6]
100% by mass in total

[0201]

[Table 7]
100% by mass in total

Next, Examples in which various dosage forms are prescribed will be shown.

Example 61 A conventional method was used so as to have the following composition.
Mix and dissolve the following components to prepare a hair restorer according to
Was. Ingredients Compounding amount Compound A 0.5% Monopentadecanoic acid glyceride 3.0% dl-α-tocopherol acetate 0.1% Coconut oil fatty acid sorbitan 1.0% Sucrose myristate 0.5% Biotin 0.002% Succinic Acid 0.3% Assembly extract 1.0% Hinokitiol 0.1% 1-Menthol 0.3% Fragrance * Appropriate amount99.5% ethanol balance  100.0% in total

*: For the fragrance, the following formulation examples are conceivable. Lavender oil 1.0 (% by mass in flavor), lemon oil
0, orange oil 0.2, ylang-ylang oil 1.0, benzyl benzoate 10.0, benzyl acetate 1.0,
4. Celestride 0.5, eugenol 0.5, geranyl nitrile 0.5, methyl dihydrojasmonate
0, iso-E super 1.5, lime tol 0.5, linalool 10.0, linalyl acetate 10.0, linal 10.0, gamma methylyonone 3.0, ethylene brassate 1.0, galaxolide 50% benzyl Benzoate solution 1.0, Betaphenylethyl alcohol 5.0, Santalome 0.5, Vetiveryl acetate 1.0, Acetyl seledone 2.0, Bergamot oil 1.
0, geraniol 1.0, sage clary oil 0.5, hexyl salicylate 0.5, jasmine absolute 0.1, hydroxycitronellol 0.1, rigstral 0.1, triethyl citrate 0.5, dipropylene glycol 30.0 The following mixing examples are considered, and the mixing amount is preferably 0 to 0.5%, and more preferably 0.01 to 0.1%.

[Example 62] (Hair growth spray) The following stock solution components were mixed according to a conventional method so as to have the following composition.
And dissolve to prepare an undiluted solution.
Mix PG and fill the container appropriately to prepare a hair growth spray
Made. Ingredients Compounding amount (stock solution) Compound B 0.2% Dipentadecanoic acid glyceride 1.0% Sorbitan laurate 0.5% Amphoteric polymer * 0.2% Ethyl oleate 1.0% Citric acid 0.1% D-pan Tenol 0.3% Sucrose laurate 0.5% l-menthol 0.1%99.5% ethanol balance  Total: 100.0% *: N-methacryloylethyl-N, N-dimethylammonium / α-N-methylcarboxybetaine / alkyl methacrylate copolymer

(Filling liquid for dilution) 80% of the above stock solutionLPG 20%  100.0% in total

[Example 63] (Hair-growing tonic) The following components were mixed according to a conventional method so as to have the following composition.
The hair tonic was prepared by dissolution. Ingredients Compounding amount Compound C 1.0% 95% ethanol 70.0% Tridecanoic acid 2.0% POE (8 mol) Oleyl alcohol ether 1.5% Glycerin 3.0% 1-Menthol 0.1% Hinokitiol 0.3 % Methyl paraben 0.1% Fragrance 0.3%Purified water balance  100.0% in total

[Example 64] (Hair growth hair lotion) The following components were mixed according to a conventional method so as to have the following composition.
The hair was restored by dissolving the hair lotion. Ingredients Compounding amount Compound D 1.5% n-tridecyl alcohol 1.0% Natural vitamin E 0.5% Sucrose myristate 0.5% POE (40) hydrogenated castor oil 0.5% Citric acid 0.1% l-menthol 0.1%95% ethanol balance  100.0% in total

[Example 65] (Hair tonic) The following components were mixed according to a conventional method so as to have the following composition.
The hair was restored by dissolving. Ingredients Compounding amount Compound A 1.2% Pentadecyl alcohol 2.0% Sorbitan laurate 0.5% Tocopherol acetate 0.5% Olive oil 1.0% Coleus extract 1.0% Succinic acid 0.2%80% ethanol balance  100.0% in total

[Example 66] (Hair-growth shampoo) The following components were mixed according to a conventional method so as to have the following composition.
The hair was shampooed by dissolution. Ingredients Compounding amount Compound B 0.8% Trinonadecanoic acid glyceride 4.0% Sodium lauryl ether sulfate 6.0% Sodium α-olefin sulfonate 9.0% Lauryl sulfate triethanolamine 5.0% Cationized cellulose 0.5% Aloe extract 0.2% Methyl paraben 0.15%Purified water balance  100.0% in total

[Example 67] (Rinse for hair growth) The following components were mixed according to a conventional method so as to have the following composition.
The hair was rinsed to prepare a hair rinse. Component Compounding amount Compound C 0.5% Monoheptadecanoic acid glyceride 0.5% Stearyltrimethylammonium chloride 1.0% Distearyldimethylammonium chloride 0.5% Cetostearyl alcohol 1.0% Polyoxyethylene stearyl ether (p = 5) 1.5% Liquid paraffin 1.0% Cyclic silicon 0.5% Ginseng extract 0.2%Purified water balance  100.0% in total

[Example 68] (Hair-grown hair cream) The oil phase A and the water phase B having the following compositions were dissolved at 70 ° C, respectively.
Then, the oil phase A was added to the water phase B and emulsified uniformly. Change
While cooling, add C flavoring to prepare a hair nourishing hair cream
Made. Ingredients Amount A oil phase Compound D 1.5% Pentadecanoic acid 1.5% Ethyl oleate 2.0% Octyldodecyl myristate 1.5% Liquid paraffin 1.0% Polyethylene glycol monostearate (40EO) 5% glyceryl monostearate 1.0% cetostearyl alcohol 1.0% pantothenyl ethyl ether 0.5% propylparaben 0.1% B aqueous phase 1,3-butylene glycol 2.5% dipropylene glycol 2. 5% methyl paraben 0.25% dipotassium glycyrrhizinate 0.2% placenta liquid 0.2% gentian extract 0.1% purified water balanceC fragrance trace  100.0% in total

[Example 69] (Hair-growth agent) The following components were mixed according to a conventional method so as to have the following composition.
The hair was restored by dissolving. Ingredients Compounding amount Compound A 0.2% Monopentadecanoic acid glyceride 2.5% dl-α-tocopherol acetate 0.2% Monomyristate pentaglycerin 1.0% Sorbitan laurate 0.5% 1-Menthol 0.05% Benzyl nicotinate 0.001% Methyl paraben 0.05%95% ethanol balance  100.0% in total

[Example 70] (Hair-growing hair liquid) The following components were mixed according to a conventional method so as to have the following composition.
The hair was recovered by dissolution. Ingredients Compounding amount Compound C 0.5% Ethyl pentadecanoate 4.0% Stearyl glycyrrhetinate 0.2% Sucrose laurate 0.5% Hexaglycerin dilaurate 0.5% Polyoxypropylene butyl ether 20.0% Lanolin 1 0.0% Carboxyvinyl polymer 0.8% Oxybenzone 0.1% Methyl paraben 0.1% Triisopropanolamine Appropriate amount Fragrance Trace amount95% ethanol balance  100.0% in total

Each of the compositions of Examples 61 to 70 was excellent in percutaneous absorbability and high in hair growth effect.

Next, Examples and Comparative Examples in which the external composition of the present invention was prepared as a cosmetic for hair are shown.

[Examples and Comparative Examples] The above Examples 53 to 56
Using the same nonionic surfactants (Compounds A to G) as in Comparative Examples 14 to 16, spray cosmetics for hair having the composition shown in Table 8 were produced in accordance with a conventional method, and the non-sticky cosmetics were prepared. The familiarity with the hair was evaluated by the following method.
The results are also shown in Table 8. In addition, about compound A-D, it is common in Examples 75-80 mentioned later.

<Evaluation Method> Twenty female panelists shampooed and rinsed in the morning, and evaluated using the hair cosmetics of Examples and Comparative Examples according to the following evaluation criteria.

<Evaluation Criteria> ◎: 16 or more out of 20 respondents are good ○: 10 to 15 out of 20 respondents are good Δ: 4 to 9 out of 20 respondents are good Name ×: Less than 4 out of 20 answered good

[0220]

[Table 8]
100% by mass in total

Example 75 Hair gel Compound A 0.5% Hexaglyceryl monoisostearate 5.0% Carboxyvinyl polymer 0.5% Methylsiloxane / polyoxyethylene copolymer 2.0% N-methacryloyloxyethyl N , N-dimethylaminoethyl-α-N-methylcarboxybetaine / alkyl methacrylate copolymer 3.0% Dihydroxybenzophenone 0.1% Methylparaben 0.1% Triethanolamine 0.5% Fragrance A 0.2 % Ethanol 5.0%Purified water balance  100.0% in total

When the above hair gel was evaluated in the same manner as in Examples 71 to 74, the non-stickiness was 、 and the conformability was ○.

Example 76 Hair wax Compound B 0.2% Decaglyceryl diisostearate 5.0% Xanthan gum 0.3% Methylsiloxane / polyoxyethylene copolymer 2.0% Vaseline 3.0% Shea butter 2 0.0% Candelilla wax 1.0% Polyoxypropylene diglyceryl ether 4.0% Dihydroxybenzophenone 0.1% Propylparaben 0.1% Methylparaben 0.3% Phenoxyethanol 0.5% Benzalkonium chloride 0.05% Tetrasodium edetate 0.05% Triethanolamine 0.5% Fragrance A 0.2% Ethanol 5.0%Purified water balance  100.0% in total

The above hair wax was used in Examples 71-74.
When evaluation was made in the same manner as in the above, non-stickiness was ○ and conformability was ◎.

Example 77 Hair Cream Compound C 1.0% Hexaglyceryl tristearate 3.0% Alkyl-modified carboxyvinyl polymer 0.4% Methylsiloxane / polyoxyethylene copolymer 0.5% Methylpolysiloxane (100,000 cst) 5.0% Liquid paraffin 5.0% Paraffin wax 3.0% 3-Methyl-1,3-butanediol 10.0% Dihydroxybenzophenone 0.1% Propyl paraben 0.1% Methyl paraben 0.0% 3% Phenoxyethanol 0.5% Palm oil fatty acid sorbitan 1.0% Glycerin monostearate 1.0% Propylene glycol monostearate 0.3% Triethanolamine 0.5% Fragrance B 0.2%Purified water balance  100.0% in total

The above hair cream was used in Examples 71-74.
When evaluation was made in the same manner as in the above, the non-stickiness was ○, and the familiarity was ○.

Example 78 Hairfoam Compound D 1.0% Methylpolysiloxane 5.0% Polyoxyethylene / polyoxypropylene-modified silicone 0.5% 3-Methyl-1,3-butanediol 2.0% Cationized cellulose 0.1% N-coconut oil fatty acid-L-glutamic acid triethanolamine solution 0.5% Methyl paraben 0.3% Citric acid 0.1% Fragrance A 0.1% Ethanol 20.0% Liquefied petroleum gas 7 0.0%Purified water balance  100.0% in total

The above-mentioned hair foam was prepared in the same manner as in Examples 71 to 74.
Evaluation was made in the same manner as in the above. As a result, nonstickiness was evaluated as ◎, and familiarity was evaluated as ○.

[Example 79] Hair spray (stock solution) Compound A 0.1% Polyglycerin fatty acid ester 3.0% Polyoxyethylene-modified silicone 0.5% Methylparaben 0.3% Fragrance B 0.1%Ethanol balance  100.0% in total

The above stock solution 50% Liquefied petroleum gas 30% Dimethyl ether 20%

The above hair spray was applied to the above Examples 71 to 74.
When evaluated in the same manner as in the above, the non-stickiness was ◎ and the familiarity was ◎.

Example 80 Hair Water Compound B 0.2% Polyoxyethylene-modified silicone 0.5% 3-Methyl-1,3-butanediol 2.0% Stearyl trimethyl ammonium chloride 0.5% Lauryl dimethylamine Oxide 0.2% Sodium pyrrolidone carboxylate 1.0% Methyl paraben 0.3% Sodium citrate 0.1% Na hydroxymethoxybenzophenone sulfonate 0.1% Fragrance A 0.1% Ethanol 20.0%Purified water balance  100.0% in total

The above hair water was used in Examples 71 to 7 above.
When evaluated in the same manner as 4, the non-stickiness was ◎,
The familiarity was ◎.

The fragrance used in each of the above examples is as follows.
The composition of (Fragrance A) Ylang Ylang Oil 3 Lemon Oil 5 Sweet Orange Oil 10 Lavender Oil 6 Neroli Oil 2 Rose Base 5 Rose Oxide 0.1 Jasmine Base 3 Liliard 5 Green Base 2 Petit Glen Oil 3 Mugue Base 1 Headion 8 Belt Fix 3 Sandalwood Oil 1 Absolute oak moss 1 cis-3-Hexenyl salicylate 5 Hexylcinnamic aldehyde 5.9 Benzyl acetate 1 Benzyl benzoate 1 Benzyl salicylate 3 Pentalide 1 Carnation base 1 Casimerane 3 Methylyonone 3 Neobergamate 3 Geranyl gerenyl DPG solution 3 Aldehyde C-10 10% DPG solution 1 Aldehyde C-12 MNA 10% DPG solution 2 f Otoropin 1Dipropylene glycol 7  100% in total

(Fragrance B) Lemon oil 5 Lime oil 2 Orange oil 10 Bergamot oil 1 Grapefruit oil 2 Rose oil 1 Jasmine oil 0.4 Lavender oil 0.2 Lavandin oil 0.1 Petitgren oil 0.1 Neroli oil 0.2 Ylang-Ylang Oil 3 Absolute Vanilla 1 Absolute Oak Moss 1 Sandalwood Oil 1 Green Base 1 Fruity Base 5 Amber Base 1 Linalool 2 Linal Acetate 10 1-Menthol 5 Hedion 3 Galaxolide 5 Tonalide 5 Belt Fix 3 Isoxyl Super Isoxyl Aldehyde 5 Aldehyde C-8 10% DPG solution 5 Aldehyde C-10 10% DPG solution 2 Aldehyde C-12 MNA 10% DPG solution 5Dipropylene glycol 14  100% in total

[0236]

According to the present invention, the active ingredient can be uniformly dissolved,
An external composition having excellent dispersibility and excellent application effects is obtained,
More specifically, when applied to the hair, the pigment adheres uniformly, can provide an even hair dyeing effect, is excellent in shape retention of the composition, has good usability, and adheres to the skin. Percutaneous absorption of active ingredients such as hair dye composition, which sometimes easily removes pigments, stain remover composition that has uniform decolorizing action on stains and false dyeing areas, and excellent decolorization ability, odd-numbered fatty acids, and odd-numbered aliphatic alcohols A hair restorer composition which has remarkably improved properties and is excellent in hair growth and hair growth, and an excellent hair cosmetic composition which is not sticky at the time of use and which is well adapted to hair.

 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Yoshiko Yokobori 1-3-7 Honjo, Sumida-ku, Tokyo Inside Lion Corporation (72) Inventor Megumi Aono 1-3-7, Honjo, Sumida-ku, Tokyo Inside Lion Corporation (72) Inventor Joji Mitamura 1-3-7 Honjo, Sumida-ku, Tokyo Lion Inside (72) Inventor Satoshi Serizawa 1-3-7 Honjo, Sumida-ku, Tokyo Rio (72) Inventor Hideki Hamajima 1-3-7, Honjo, Sumida-ku, Tokyo F-term in Lion Corporation (reference) 4C083 AA072 AA082 AA112 AA122 AB012 AB082 AB332 AB352 AB412 AC012 AC022 AC071 AC072 AC082 AC102 AC112 AC122 AC152 AC172 AC181 AC182 AC212 AC241 AC242 AC252 AC292 AC302 AC352 AC402 AC422 AC432 AC442 AC472 AC482 AC532 AC542 AC552 AC582 AC642 AC662 AC682 AC692 AC762 AC782 AC792 AC812 AC842 AC852 AC892 AD042 AD072 AD092 AD132 AD152 AD162 AD212 AD222 AD252 AD272 AD282 AD302 AD352 AD432 AD442 AD452 AD472 AD512 AD532 AD552 AD632 AD662 BB04 BB13 BB21 BB41 BB42 BB53 CC33 CC35 CC36 CC37 CC38 CC39 DD06 DD08 DD22 DD23 EE DD EE26 EE27 EE28

Claims (5)

[Claims] 1. A compound represented by the following general formula (I): R ¹ —O— (CH ₂ CH ₂ O) _n —H (I) (wherein, R ¹ is a group having 6 to 30 carbon atoms) It represents a linear or branched alkyl group or alkenyl group, and n represents an average addition mole number of ethylene oxide.) (A) The average addition mole number of ethylene oxide is 1 to 30, and (b) the most mass. %, _Where n _max is the number of moles of ethylene oxide adduct added, n _max −2 to n _max +2
(For _{n max <2, 0~n max +2} ) topical, wherein the total amount of ethylene oxide adduct having an addition mole number of comprising a nonionic surfactant is at least 55 wt% Composition. 2. A hair dye composition comprising the following components (A) an acid dye and / or a natural dye, (B) an organic solvent and (C) an acid, and having a pH of 2.5 to 4.5. Item 4. The external use composition according to Item 1. 3. The composition for external use according to claim 1, which is a hair dye composition further comprising the following components (D) an oxidation dye and / or a precursor thereof and (E) an oxidizing agent. 4. The external use composition according to claim 1, which is a stain remover composition further containing at least one component selected from a reducing substance, a cationic substance, and an organic solvent. 5. A fatty acid having an odd carbon chain length,
A derivative of the fatty acid, an aliphatic alcohol having an odd carbon chain length, and a derivative of the aliphatic alcohol.
The topical composition according to claim 1, which is a hair restorer composition containing one or more kinds of compounds.