JPH101426A - Hair treatment composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a hair treatment composition containing a compound having a penetration promoting action superior to benzyl alcohol which is a conventional penetration enhancer. SOLUTION: Formula (1) (Wherein R ¹ and R ² each independently represent (a) a hydrogen atom, (b) a linear, branched or cyclic alkyl or alkenyl group having 1 to 8 carbon atoms, (c) an aryl group or (D) straight-chain C1-8 having at least one substituent selected from the group consisting of an aryl group, a hydroxyl group, an ether group, an amide group, a carbonyl group and a carboxyl group in the main chain or in the side chain; A branched or cyclic alkyl group or an alkenyl group; n is a number of 2 to 4)
At least one compound represented by the formula (1) is added to the hair treatment composition at a ratio of 0.1 to 30% by weight.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to various components for hair, for example, hair dyes, conditioning polymers, fragrances, softeners, beam / stiffeners, perm effect enhancers, and damage reducers. The present invention relates to a hair treatment composition having an improved penetration rate or penetration amount. In particular, it relates to a hair treatment composition for hair containing a hair dye.

[0002]

2. Description of the Related Art Conventionally, a hair treatment composition for hair dyeing, perm or damage care has been known. Most of these hair treatment compositions have certain components penetrated into the hair in order to achieve their purpose.

[0003] For example, in the case of a hair treatment composition for hair dyeing, an acid dye which has relatively little effect on the scalp and hair and which can be easily dyed is blended and penetrated into the hair. Hair dyed. In this case, since the permeation rate and permeation amount into the hair are insufficient with the acid dye alone, benzyl alcohol is blended into the hair treatment composition for hair dye as a permeation enhancer.

[0004] Further, even in a hair treatment composition for performing a permanent treatment, a permanent hair setting, and the like, a keratin reducing agent for cleaving disulfide bonds of keratin needs to be penetrated into the hair. And benzyl alcohol as a penetration enhancer. Similarly, benzyl alcohol is blended as a penetration enhancer also in the case of a hair treatment composition containing a hair beam / strain imparting agent, a hair softening agent, a hair damage reducing agent, and the like.

[0005]

However, even when benzyl alcohol is used as a penetration enhancer,
When the handling properties such as the concentration of the dye for hair coloring and the hair treatment time are within a good range, there is a problem that the dyeing properties of the hair treatment composition for hair coloring are not sufficient.

[0006] In other hair treatment compositions,
Similarly, there is a problem that the penetration promoting effect is insufficient.

[0007] The present invention is intended to solve the above-mentioned problems of the prior art, and a hair treatment composition containing a compound having a penetration promoting action superior to benzyl alcohol which is a conventional penetration enhancer. The purpose is to provide things.

[0008]

Means for Solving the Problems The present inventor has proposed that a specific imidazolidinone derivative, tetrahydropyrimidinone derivative or hexahydrodiazebinone derivative having a penetration promoting action is used in a specific blending amount. The inventors have found that the above objects can be achieved, and have completed the present invention.

That is, the present invention provides the following formula (1)

[0010]

Embedded image (Wherein R ¹ and R ² each independently represent (a) a hydrogen atom, (b) a linear, branched or cyclic alkyl or alkenyl group having 1 to 8 carbon atoms, (c) an aryl group or (D) straight-chain C1-8 having at least one substituent selected from the group consisting of an aryl group, a hydroxyl group, an ether group, an amide group, a carbonyl group and a carboxyl group in the main chain or in the side chain; A branched or cyclic alkyl group or an alkenyl group, and n is a number of 2 to 4.)
A hair treatment composition comprising at least one compound represented by the formula (1) at a ratio of 0.1 to 30% by weight.

[0011]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail.

In the hair treatment composition of the present invention, at least one of the imidazolidinone compounds of the formula (1) having a penetration promoting action is used. These compounds can increase the rate of penetration of various hair treatment ingredients into hair and increase the amount of penetration as compared with benzyl alcohol which is a conventional penetration enhancer.

In the compound of the formula (1), preferred combinations of R ¹ and R ² are (a) a hydrogen atom, (b) a linear or branched C 1-8 carbon atom. Or a cyclic alkyl group, (c) an aryl group or (d) a linear, branched or cyclic alkyl group having 1 to 8 carbon atoms and having at least one of an aryl group, a hydroxyl group and an amide group, particularly preferably R ¹ And R ² are each independently (a) a hydrogen atom or (b) a linear, branched or cyclic alkyl group having 1 to 8 carbon atoms.

In the compound of the formula (1), examples of (b) a linear, branched or cyclic alkyl or alkenyl group having 1 to 8 carbon atoms for R ¹ and R ² include methyl group, ethyl group and ethyl group. Groups, n-propyl group, n-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, 2-ethylhexyl group, and cyclohexyl group. Examples of the (c) aryl group include a phenyl group and a furanyl group. (D) a linear C 1-8 straight chain having at least one substituent selected from the group consisting of an aryl group, a hydroxyl group, an ether group, a carbonyl group and a carboxyl group in a main chain or a side chain; Preferred examples of the branched or cyclic alkyl group or alkenyl group include a benzyl group, a pyridyl group, a hydroxyethyl group, an ethoxyethyl group, and a pyrrolidonyl group.

Tables 1 to 9 show specific examples of the compound of the formula (1).

[0016]

[Table 1] Compounds of the substituents (1) name n R ¹ R ² 1-butyl-2-Imita Bu Seo Bu Rijinon 2-butyl H 1-F ° pentyl-2-Imita Bu Seo Bu Rijinon 2-pentyl H 1-hexyl-2-Imita Bu Seo Bu Rijinon 2-hexyl H 1-Heptyl-2-imidazolidinone 2 heptyl H 1-octyl-2-imidazolidinone 2 octyl H 1- (2-ethylhexyl) -2-imidazolidinone 2 2-ethylhexyl H 1-phenyl-2-imidazolidinone NON-2-PHENYL H 1-PENCYDYL-2-IMITADISONIDONE 2 BENZYL H 1-PHENETYL-2-IMITAPERICIDINONE 2 PHENETYL H

[0017]

[Table 2] Compounds of the substituents (1) name n R ¹ R ² 1-methyl-3-propyl-2-Imita Bu Seo Bu Rijinon 2-propyl methyl 1-butyl-3-methyl-2-Imita Bu Seo Bu Rijinon 2-butyl methyl 1-methyl - 3-pentyl-2-imidazolicinone 2 pentyl methyl 1-hexyl-3-methyl-2-imitaricinone 2 hexyl methyl 1-heptyl-3-methyl-2-imitasoricinone 2 heptyl methyl 1-methyl-3- Octyl-2-imidazolicinone 2 octylmethyl 1- (2-ethylhexyl) -3-methyl-2-imitaricinone 2 2-ethylhexylmethyl 1-methyl-3-phenyl-2-imidazolicinone 2 phenyl methyl 1- Bensyl-3-methyl-2-imidazoricinone 2 benzyl methyl 1-methyl-3-phenethyl-2-imidazoricinone 2 phenethyl methyl

[0018]

[Table 3] Substituent Compound name of formula (1) n R ¹ R ² 1,3-Diethyl-2-imidazolidinone 2 ethyl ethyl 1-ethyl-3-fluoro-2-imidazolidinone 2 propylethyl 1-butyl-3- Ethyl-2-imidazolicinone 2 butyl ethyl 1-ethyl-3-pentyl-2-imitasodicinone 2 pentyl ethyl 1-ethyl-3-hexyl-2-imitaricinone 2 hexyl ethyl 1-ethyl-3-heptyl- 2-Imitasodicinone 2 heptyl ethyl 1-ethyl-3-octyl-2-imitasolicinone 2 octylethyl 1-ethyl-3- (2-ethylhexyl) -2-imitasoricinone 2 2-ethylhexyl ethyl 1-ethyl- 3-phenyl-2 Imita Bu Seo Bu Rijinon 2-phenylethyl 1-benzyl-3-ethyl-2-Imita Bu Seo Bu Rijinon 2 base Njiru ethyl 1-ethyl-3- off Nechiru -2 Imita Bu Seo Bu Rijinon 2-phenethyl ethyl

[0019]

[Table 4] Compound name n R ¹ R ² 1-butyl substituents formula (1) - Tetorahito Bu B-2 Pi Rimishi Bu non-butyl H 1-f [deg pentyl - Tetorahito Bu B-2 Pi Rimishi Bu Non 3-pentyl H 1-hexyl - Tetorahito Bu B-2 Pi Rimishi Bu Non 3-hexyl H 1-heptyl-tetrahydro-2-pyrimicidinone 3 heptyl H 1-octyl-tetrahydro-2-pyrimidinone 3 octyl H 1- (2-ethylhexyl) -tetrahuman peroxy-2-pyrimicinone 3 2-ethylhexyl H 1-phenyl-tetrahuman perhydro-2- Pyrimidinone 3 phenyl H 1-pentenyl-tetra-human-2-pyrimidinone 3 benzyl H 1-phenethyl-tetra-human-perimi-2-pyrimicidinone 3 phenethyl H

[0020]

[Table 5] Compounds of the substituents (1) name n R ¹ R ² 1-methyl-3-propyl - Tetorahito Bu B-2 Pi Rimishi Bu Non 3-propyl-methyl 1-butyl-3-methyl - Tetorahito Bu B-2 Pi Rimishi Bu non-butyl methyl 1-methyl - 3-Hentyl-tetrahedro-2-pyrimicidinone 3 pentyl methyl 1-hexyl-3-methyl-tetrahthyl-2-pyrimicidinone 3 hexyl methyl 1-heptyl-3-methyl-tetrahthyl-3-methyl-2-pyrimicidinone 3 heptyl methyl 1-methyl-3- Octyl-tetrahydro-2-pyrimicidinone 3 octylmethyl 1- (2-ethylhexyl) -3-methyl-tetrahydro-2-pyrimicidinone 3 2-ethylhexylmethyl 1-methyl-3-phenyl-tetrahydro-2-pyrimicidinone 3 phenylmethyl 1- Bensyl-3-methyl-tetrahydro-2-pyrimicidinone Jill methyl 1-methyl-3-phenethyl - Tetorahito Bu B-2 Pi Rimishi Bu Non 3 phenethyl methyl

[0021]

[Table 6] Substituent Compound name of the formula (1) n R ¹ R ² 1,3-diethyl-tetrahydro-2-pyrimidinone 3-ethyl ethyl 1-ethyl-3-fluoro-tetra-tetra-hydro-2-pyrimicidinone 3-propyl ethyl 1-butyl-3- Ethyl-tetrahydro-2-pyrimicidinone 3 butyl ethyl 1-ethyl-3-pentyl-tetrahydro-2-perimidinone 3 pentyl ethyl 1-ethyl-3-hexyl-tetrahydro-2-pyrimicidinone 3 hexyl ethyl 1-ethyl-3-heptyl- Tetra-Hydroxy-2-pyrimicidinone 3 Heptyl Ethyl 1-ethyl-3-octyl-tetra-Hydroxy-2-Hyrimidinone 3 Octyl Ethyl 1-ethyl-3- (2-ethylhexyl) -Tetra-Hydroxy-2-pyrimicidinone 32-Ethylhexyl Ethyl 1-Ethyl- 3-Phenyl-tetrahedro-2-pyrimidinone 3 phenylethyl 1-benzyl-3-ethyl - Tetorahito Bu B-2 Pi Rimishi Bu Non 3 base Njiru ethyl 1-ethyl-3-phenethyl - Tetorahito Bu B-2 Pi Rimishi Bu Non 3 phenethyl ethyl

[0022]

[Table 7] Compound name n R ¹ R ² 1-butyl substituents formula (1) - Hekisahito Bu B-1,3-Shi Bu azepin-2-one 4-butyl-H 1-f [deg pentyl - Hekisahito Bu B-1,3-Shi Bu azepin-2-one 4-pentyl H 1-hexyl-hexahydro-1,3-diacetyl-2-one 4 hexyl H 1-hexyl-hexahydro-1,3-diacetyl-2-one 4 heptyl H 1-octyl-hexadihydro-1,3-diacetyl-2-one On 4-octyl H 1- (2-ethylhexyl) -hexahedro-1,3-diacetyl-2-one 4 2-ethylhexyl H 1-phenyl-hexahedro-1,3-diacetyl-2-one 4 phenyl H 1-hexyl- Hexa-hydroxy-1,3-diacetyl-2-one 4 benzyl H 1-phenethyl-hexahydro-1,3-diacetyl-2-one 4 phenethyl H

[0023]

[Table 8] Compounds of the substituents (1) name n R ¹ R ² 1-methyl-3-propyl - Hekisahito Bu B-1,3-Shi Bu azepin-2-one 4-propyl-methyl-1-butyl-3-methyl - Hekisahito Bu B 1,3 Diacetin-2-one 4-butyl methyl 1-methyl-3-pentyl-hexahydro-1,3-diacetyl-2-one 4 pentyl methyl 1-hexyl-3-methyl-hexahydro-1,3-diacetyl-2-one 4 Hexyl methyl 1-heptyl-3-methyl-hexahydro-1,3-diacetyl-2-one 4 heptyl methyl 1-methyl-3-octyl-hexahydro-1,3-diacetyl-2-one 4 octyl methyl 1- (2 -Ethylhexyl) -3-methyl-hexahydro-1,3-diacetyl-2-one 4 2-ethylhexylmethyl 1-methyl-3-phenyl-hexahydro-1,3-diacetyl-2-one 4-phenylmethyl 1- Benzyl-3-methyl-hexa-hydroxy-1,3-diacetyl-2-one 4 benzylmethyl 1-methyl-3-phenethyl-hexa-hydro-1,3-diacetyl-2-one 4 phenethyl methyl

[0024]

[Table 9] Substituent Compound name of the formula (1) n R ¹ R ² 1,3-diethyl-tetra-1,3-diacetyl-2-one 4-ethyl ethyl 1-ethyl-3-fluoro-tetra-diethyl-1,3-diacetyl-one 2-one 4 propyl ethyl 1-butyl-3-ethyl-tetrahdro-1,3-diacetyl-2-one 4 butylethyl 1-ethyl-3-pentyl-tetrahdro-1,3-diacetyl-2-one 4 pentyl ethyl 1-ethyl-3-hexyl-tetrahydro-1,3-diacetyl-2-one 4 hexyl ethyl 1-ethyl-3-heptyl-tetrahydro-1,3-diacetyl-2-one 4 heptyl ethyl 1-ethyl-3- Octyl-tetrahydro-1,3-diacetyl-2-one 4-octylethyl 1-ethyl-3- (2-ethylhexyl) -tetrahydro-1,3-diacetyl-2-one 4 2-ethylhexyl ethyl 1-ethyl- 3-phenyl-tetrahedro-1,3-diacetyl-2-one 4 phenylethyl 1-phenyl-3-ethyl-tetrahedro-1,3-diacetyl-2-one 4 benzyl ethyl 1-ethyl-3-phenethyl-tetrahedro -1,3-Phasedin-2-one 4 phenethyl

Among the compounds of the formula (1) listed in Tables 1 to 9, particularly preferred are 1-butyl-2-imidazolidinone, 1-pentyl-2-imidazolidinone,
1-hexyl-2-imidazolidinone, 1-heptyl-
2-imidazolidinone can be mentioned.

The compounding amount of the compound of the formula (1) in the hair treatment composition is 0.1 to 30% by weight, preferably 1 to 30% by weight.
15% by weight. If the amount is less than 0.1% by weight, a sufficient penetration promoting effect cannot be obtained. If the amount exceeds 30% by weight, the solubility in water is reduced, and a uniform composition cannot be obtained. Absent.

The hair treatment composition of the present invention contains various hair treatment components in addition to the compound of the formula (1) depending on the purpose of use. In that case, as described above, the penetration rate and the penetration amount of those hair treatment components into the hair are increased.

For example, a hair dye may be added to the hair treatment composition as a hair treatment component. Thereby, the hair can be dyed sufficiently. Here, as the hair dye, various dyes known as hair dyes can be used, but acid dyes having a higher effect of promoting the penetration into hair by the compound of the formula (1) than other dyes. It is preferred to use

Examples of such acidic dyes include nitro dyes, azo dyes, nitroso dyes, triphenylmethane dyes, xanthene dyes, quinoline dyes, anthraquinone dyes and indigo dyes. Specifically, Red No. 2, Red No. 3, Red No. 102, Red No. 104
No., Red No. 105, Red No. 106, Yellow No. 4, Yellow No. 5
No. 3, Green No. 1, Blue No. 1, Blue No. 2, Red No. 201, Red No. 227, Red No. 220, Red No. 230, Red No. 231
No. Red 232, Orange 230, Orange 207, Orange 205, Yellow 202, Yellow 203, Green 201
No., Green No. 204, Green No. 205, Blue No. 202, Blue No. 203, Blue No. 205, Brown No. 201, Red 401
No., Red No. 502, Red No. 503, Red No. 504, Red No. 506, Orange No. 402, Yellow No. 402, Yellow No. 403
No. 406, Yellow No. 407, Green No. 401, Green No. 402, Purple No. 401, Black No. 401 and the like.

If the amount of these acid dyes in the hair treatment composition is too small, the dyeing properties will be insufficient, and if they are too large, the solubility will decrease, and further improvement in the dyeing properties cannot be expected. 0.0001 to 10% by weight, more preferably 0.01 to 1% by weight. In this case, the water content of the hair treatment composition for hair coloring is preferably 10 to 97% by weight.

If the pH of the hair treatment composition containing such an acid dye as a dye for dyeing is too low, the hair or the scalp may be damaged. It is adjusted to 2 to 6, more preferably 2 to 4. In this case, the pH can be adjusted by appropriately adding an organic acid such as lactic acid, tartaric acid, acetic acid, citric acid, and oxalic acid, and an inorganic acid such as phosphoric acid and hydrochloric acid to the hair treatment composition.

A keratin reducing agent can be added to the hair treatment composition as a hair treatment component. Thereby, the disulfide bond of keratin constituting hair can be sufficiently cleaved. Such a hair treatment composition can be preferably used as the first permanent wave composition.

In this case, the keratin reducing agent is preferably thioglycolic acid or a derivative thereof, thiolactic acid or a derivative thereof, cysteine or a derivative thereof or a salt thereof, thioglyceryl alkyl ether of the formula (2) or a salt thereof.

[0034]

Embedded image R ³ OCH ₂ CH (OH) CH ₂ SH (2) (wherein R ³ is a hydrogen atom, a lower alkyl group or a lower alkoxy lower alkyl group) or a mercaptoalkylamide of the formula (3) Or its salt

[0035]

Embedded image H- (CHOH) _s- (CH ₂ ) _p -CONH (CH ₂ ) _q -SH (3) (where s is a number from 0 to 5, and p is a number from 0 to 3) And q is a number from 2 to 5, provided that s and p are simultaneously 0.
is not. ). More specifically,
Thioglycolic acid, glyceryl thioglycolate, L-cysteine, D-cysteine, N-acetylcysteine, ammonium salts of these cysteines, ethanolamines such as monoethanolamine, diethanolamine, and triethanolamine; ethoxyhydroxypropanethiol; Thioglyceryl alkyl ethers such as methoxyethoxyhydroxypropanethiol and isopropoxyethoxyhydroxypropanethiol; mercaptoethylpropanamide; mercaptoethylgluconamide;

If the amount of these keratin reducing agents in the hair treatment composition is too small, the reduction of keratin will be insufficient, and if added excessively, skin and hair may be damaged. Is from 1 to 20% by weight, more preferably from 3 to 10% by weight. In this case, the pH of the hair treatment composition is preferably 3.0 to 9.5, and more preferably 4.0 to suppress the damage to the skin and hair.
9.0. The pH can be adjusted using a known pH adjuster.

The above-mentioned permanent wave first
The hair treatment agent composition as the second permanent wave agent to be used in combination with the agent may contain an oxidizing agent for permanents such as bromates and perborates as hair treatment components. Thereby, the disulfide bond of the cut keratin in the hair can be sufficiently recombined.

In the hair treatment composition, naphthalene sulfonic acid described in JP-A-5-43425, azulene sulfonic acid described in JP-A-5-43426, and JP-A-5-286828 as hair treatment components are used. A known hair stiffening agent such as an aromatic sulfonic acid or a salt thereof, such as the above-mentioned tetralinsulfonic acid or benzophenonesulfonic acid described in JP-A-5-286830 can also be blended. As a result, the hair inside the hair
Straining agents can be impregnated. Alternatively, a known softening agent such as a hydroxycarboxylic acid such as glycolic acid or a salt thereof as a hair-treating component can be added to the hair-treating agent composition, thereby imparting good flexibility to the hair. be able to.

It should be noted that the hair treatment composition may also contain a known damage-reducing agent such as ethyl carbitol, an ultraviolet absorber, a lipid, a surfactant, a protein or a derivative thereof as a hair treatment component. Thus, an effect of reducing damage to hair can be provided. Alternatively, the hair treatment composition is provided with a known conditioning such as a cationic polymer such as a cationized cellulose derivative, a cationic starch, a cationized guar gum derivative, and a quaternized polyvinylpyrrolidone derivative as a hair treatment component. Agents can be compounded,
A long-lasting good conditioning effect can be imparted to the hair. In addition, the hair treatment composition can be blended with a fragrance as a hair treatment component,
The hair can be imparted with excellent durability and strong fragrance.

The hair treatment composition of the present invention may contain additives such as lower alcohols, preservatives and chelating agents as long as the stability of the composition and the desired pH value can be maintained. it can.

The hair treatment composition of the present invention can be usually in the form of cream, emulsion, gel, solution, mousse or foam.

The hair treatment composition in the form of a cream, emulsion, gel or solution is a wetting agent (emulsifier), a solubilizing agent, a stabilizing agent, and a feel improving agent which are generally used in the cosmetics field. And a hair styling base together with the compound of the formula (1) in an aqueous medium, and can be produced according to a conventional method. Here, examples of the wetting agent (emulsifier) include anionic, amphoteric or amphoteric such as alkylbenzenesulfonate, aliphatic alcohol sulfate, alkylsulfonate, acylated amino acids, fatty acid alkanolamide, and addition products of ethylene oxide and aliphatic alcohol. Cationic surfactants can be mentioned. Examples of the feel improving agent or the hair styling base include silicone derivatives, higher alcohols, oily components such as various nonionic surfactants, and cationic surfactants.

The hair treatment composition in the form of a mousse or a foam is prepared by mixing the compound of the formula (1) with 1% by weight or less of a general nonionic surfactant, anionic surfactant or cationic surfactant. A surfactant or a mixed surfactant thereof and a thickener of 0.5 to 1% by weight dissolved or dispersed in an aqueous medium are filled in an aerosol can together with a liquefied petroleum gas (propellant). What is necessary is just to spray in a mousse form or a foam form.

The hair treatment composition of the present invention is used in a manner suitable for the hair treatment ingredients to be incorporated therein and the purpose of use. For example, when used as a hair coloring composition for dyeing keratinous fibers of hair, the hair treatment composition is allowed to act on keratinous fibers at a temperature of 15 to 50 ° C. for 10 to 30 minutes, and then washed, It may be dried.

[0045]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described below in detail based on embodiments.

Examples 1-3 and Comparative Examples 1-2 A hair treatment composition for hair dyeing having the composition shown in Table 10 was prepared according to a conventional method.

[0047]

[Table 10]

(Evaluation) In order to evaluate the effect of the penetration enhancer contained in the obtained hair treatment composition for hair coloring, the human hair treatment composition described below was used by using each hair treatment composition. Was subjected to a dyeability test on hair, and the dyeability was evaluated.

Dyeing test The hair treatment composition was applied to human hair mixed with white hair and left in a room at 30 ° C. for 15 minutes. afterwards,
The hair was washed with a normal shampoo, rinsed thoroughly with water, dried, and evaluated for dyeability according to the following evaluation criteria. Table 11 shows the results.

Dyeability evaluation criterion rank Condition 5: Dyeability significantly better than when benzyl alcohol was used 4: Dyeability better than when benzyl alcohol was used 3: Same as when benzyl alcohol was used In the case of a degree of stainability 2: In the case of inferior stainability as compared with the case of using benzyl alcohol 1: In the case of stainability inferior to that in the case of using benzyl alcohol

[0051]

[Table 11]

From Table 11, it can be seen that the hair treatment compositions for hair dyes of Examples 1 to 3 have significantly improved dyeing properties as compared with the conventional hair treatment composition for hair dye (Comparative Example 1). It can be seen that the effect of promoting penetration is greatly improved.

In the case of Comparative Example 2 in which no compound having a permeation promoting action was used, only very poor dyeing properties were exhibited.

Example 4 A hair treatment composition for black hair having the composition shown in Table 12 was prepared according to a conventional method.

[0055]

[Table 12] Component name Compounding amount (% by weight) Black 401 0.1 Purple 401 0.1 Ethanol 20 Xanthan gum 1.0 1-Hexyl-2-imidazolidinone 10 Lactic acid / citrate buffer (pH 3) Necessary amount of fragrance) Suitable amount of water

When the obtained hair treating composition was evaluated for dyeability in the same manner as in Example 1, it showed excellent dyeability in the same manner as in Example 1.

Example 5 A hair treatment composition for brown hair dyeing having the composition shown in Table 13 was prepared according to a conventional method.

[0058]

Table 13 Ingredients Compounding amount (% by weight) Purple 401 0.07 Orange 205 0.2 Red 204 0.01 Black 401 0.03 Ethanol 10 1,3-butanediol 10 Xanthan gum 1.0 1 -Benzyl-2-imidazolidinone 10 Citric acid / Na citrate buffer (the amount required to reach pH 3.3) Fragrance Suitable amount Water Balance amount

When the obtained hair treatment composition was evaluated for dyeability in the same manner as in Example 1, it showed excellent dyeability in the same manner as in Example 1.

Example 6 A keratin reducing agent-containing hair treatment composition was prepared by uniformly mixing the components shown in Table 14.

[0061]

[Table 14] Component name Weight% Keratin reducing agent Thioglycolic acid 4.5 Ammonium bicarbonate 2.0 1-Phenethyl-2-imidazolidinone 3.0 Monoethanolamine 0.9 Ethanol 15.0 Water Balance

When the curling ability of the hair treatment composition of this example in the permanent wave treatment was evaluated, the curling ability was excellent.

Example 7 A hair treatment composition for applying a beam and a strain was prepared by uniformly mixing the components shown in Table 15.

[0064]

[Table 15] Ingredient name% by weight Beam / strain imparting agent for hair 2,7-naphthalene disodium sulfonate 3.0 1-pentyl-2-imitadisoricinone 10.0 ethanol 25.0 sodium citrate 0.1 citric Acid 0.5 Lactic acid 5.0 Water Balance

When the hair was treated with the hair treatment composition of this example, it was possible to impart sufficiently high abrasion and stiffness to the hair over a long period of time even after shampooing.

Example 8 A hair treatment composition for hair conditioning was prepared by uniformly mixing the components shown in Table 16.

[0067]

[Table 16] Ingredient name Weight% flexibility imparting agent Glycolic acid 1.5 Sodium glycolate 1.5 Propylene glycol 25.0 Xanthan gum 0.5 Stearyltrimethylammonium chloride 1.0 1-Heptyl-2-imidazolidinone 5. Zero water balance

When the hair was treated with the hair treatment composition of this example and then washed and dried, and also after 24 hours of washing, the hair showed sufficiently high flexibility.

[0069]

EFFECTS OF THE INVENTION The hair treatment composition of the present invention exhibits a greatly improved penetration rate and penetration amount of hair treatment components into hair. Therefore, for example, when a hair dye is added as a hair treatment component, the hair can be dyed well.

──────────────────────────────────────────────────続 き Continuation of the front page (51) Int.Cl. ⁶ Identification code Agency reference number FI Technical indication location // C07D 233/32 C07D 233/32 (72) Inventor Akira Kiyomine Akabane, Akagai, Haga-gun, Tochigi Prefecture 2606 Kao Corporation

Claims (9)

[Claims] (1) Formula (1) (Wherein R ¹ and R ² each independently represent (a) a hydrogen atom, (b) a linear, branched or cyclic alkyl or alkenyl group having 1 to 8 carbon atoms, (c) an aryl group or (D) straight-chain C1-8 having at least one substituent selected from the group consisting of an aryl group, a hydroxyl group, an ether group, an amide group, a carbonyl group and a carboxyl group in the main chain or in the side chain; A branched or cyclic alkyl group or an alkenyl group, and n is a number of 2 to 4.)
A hair treatment composition comprising at least one compound represented by the formula: at a ratio of 0.1 to 30% by weight. 2. In the formula (1), R ¹ and R ² each independently represent (a) a hydrogen atom, (b) a linear group having 1 to 8 carbon atoms,
2. A linear, branched or cyclic alkyl group having 1 to 8 carbon atoms having at least one of a branched or cyclic alkyl group, (c) an aryl group or (d) an aryl group, a hydroxyl group and an amide group. Hair treatment composition. 3. The method according to claim 1, wherein R ¹ and R ² in the formula (1) are each independently (a) a hydrogen atom or (b) a linear, branched or cyclic alkyl group having 1 to 8 carbon atoms. Item 3. A hair treatment composition according to item 2. 4. The compound of formula (1) is 1-butyl-2-imidazolidinone, 1-pentyl-2-imidazolidinone, 1-hexyl-2-imidazolidinone or 1-heptyl-2-imidazolidinone. The hair treatment composition according to claim 1, which is non-free. 5. The hair treatment composition according to claim 1, further comprising a hair dye. 6. The hair treatment composition according to claim 5, wherein the hair dye is an acid dye. 7. The method according to claim 1, further comprising a keratin reducing agent.
The hair treatment composition according to any one of the above. 8. The hair treatment composition according to claim 1, further comprising a hair beam / strain imparting agent. 9. The method according to claim 1, further comprising a hair softening agent.
A hair treatment composition according to any one of claims 1 to 4.