JP2003238370A - Hair dye composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a hair dye composition which has excellent light resistance effect and excellent dyed finish effect. <P>SOLUTION: This hair dye composition is characterized by comprising (a) N,N-bis(2-hydroxyethyl)-p-phenylenediamine or its salt, (b) p-toluidinediamine or its salt, and (c) at least one compound selected from the group consisting of p-aminophenol, 2-chloro-p-phenylenediamine, p-amino-o-cresol, m-aminophenol, resorcinol, p-methylaminophenol, 4-nitro-o-phenylenediamine, 2-nitro-p- phenylenediamine, picramic acid, 5-(2-hydroxyethylamino)-2-methylphenol, 1- amino-4-methylanthraquinone, 1,4-diaminoanthraquinone, and their salts. <P>COPYRIGHT: (C)2003,JPO

Description

Description: BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair dye composition, and more particularly to a hair dye composition having excellent light fastness and excellent dyeability. [0002] Hitherto, as a hair dye, a two-part type oxidative hair dye comprising a first agent containing an oxidation dye intermediate and a second agent containing an oxidant has been widely used. . This hair dye is a dye that causes a colorless, low-molecular weight oxidation dye intermediate to penetrate into the hair and causes oxidative polymerization in the hair to form a pigment to dye the hair. These hair dyes are very convenient because they can dye hair into various colors according to demand and have excellent hair dyeing power, and have been widely used. [0003] However, when the above-mentioned oxidative hair dye is used, discoloration due to sunlight is observed, and unnatural dyeing such that a third party can recognize that the hair has been dyed. There was a disadvantage of becoming. [0004] It is an object of the present invention to solve the above-mentioned problems and to provide a hair dye composition having excellent light fastness and dyeing properties. That is, the gist of the present invention is to provide (a) N, N-bis (2-hydroxyethyl) -p-phenylenediamine or a salt thereof;
-Toluylenediamine or a salt thereof, and (c) p-
Aminophenol, 2-chloro-p-phenylenediamine, p-amino-o-cresol, m-aminophenol, resorcinol, p-methylaminophenol, 4-nitro-o-phenylenediamine, 2-nitro-p-phenylenediamine , Picramic acid, 5- (2-hydroxyethylamino) -2-methylphenol, 1-amino-
A hair dye composition comprising at least one selected from the group consisting of 4-methylanthraquinone, 1,4-diaminoanthraquinone and salts thereof. Hereinafter, the configuration of the present invention will be described in detail. In the present invention, N, N-bis (2-hydroxyethyl) -p is used as the component (a).
-Phenylenediamine and its salts. (A) The compounding amount of the group component is 0.01 to 15% by weight. If the amount is less than 0.01% by weight, a sufficient hair dyeing effect cannot be obtained. Even if the amount exceeds 15% by weight, the effect is not changed. Not economical.
The lower limit of the amount is preferably 0.1% by weight, and by blending 0.1% by weight or more, a more excellent hair dyeing effect can be obtained. The upper limit is preferably 10% by weight, and if it exceeds 10% by weight, the increase in the hair dyeing effect is reduced. By containing p-toluylenediamine or a salt thereof as the component (b) together with the component (a), light resistance and dyeing can be improved. (B) The amount of the group component is 0.01 to 10% by weight.
If it is less than 0.01% by weight, sufficient light fastness and dyeing cannot be obtained, and if it exceeds 10% by weight, the effect remains unchanged and is not economical. The lower limit of the amount is preferably 0.1% by weight, and by blending 0.1% by weight or more, more excellent light resistance and dyeing can be obtained. The upper limit is preferably 5% by weight, and when it exceeds 5% by weight, the rise in light resistance and dyeing is reduced. Further, as the component (c), p-aminophenol, 2-chloro-p-phenylenediamine, p-aminophenol,
Amino-o-cresol, m-aminophenol, resorcinol, p-methylaminophenol, 4-nitro-o
-Phenylenediamine, 2-nitro-p-phenylenediamine, piclamic acid, 5- (2-hydroxyethylamino) -2-methylphenol, 1-amino-4-methylanthraquinone, 1,4-diaminoanthraquinone and salts thereof At least one selected from the group consisting of
By containing more than one species, light resistance and dyeing can be improved. Among them, p-amino-o-cresol, 4-nitro-o-phenylenediamine, 2-nitro-p-phenylenediamine, picramic acid, 5- (2-hydroxyethylamino) -2-methylphenol and salts thereof Is particularly preferable since an even more excellent effect can be obtained in light resistance and dyeing.
The compounding amount is from 0.01 to 10% by weight. If the amount is less than 0.01% by weight, sufficient light fastness and dyeing cannot be obtained. Absent. In addition, about the lower limit of the compounding amount, 0.1
% By weight, and more excellent light resistance and dyeing can be obtained by adding 0.1% by weight or more. The upper limit is preferably 5% by weight, and when it exceeds 5% by weight, the rise in light resistance and dyeing is reduced. The salts of the components (a) to (c) include, for example, salts of organic acids or salts of inorganic acids, that is, sulfates, hydrochlorides, phosphates, acetates, propionates, lactates, and the like. Citrates and the like can be mentioned. (A) group component, (b) group component and (c)
The weight ratio of the group components is a: b: c = 1: 0.03 to 3: 0.
When it is from 01 to 5, more excellent light fastness and dyeing can be obtained. Further, a: b: c = 1: 0.02-2:
The range of 0.1 to 3 is more preferable in terms of light resistance and dyeing. Further, when a higher alcohol and / or a hydrocarbon is added as a component (d), stability, hair dyeing operability (for example, ease of application to hair, no dripping,
Excellent effects in terms of dyeability and fastness. The compounding amount is 3 to 30% by weight. If the amount is less than 3% by weight, sufficient stability, hair dyeing operability, dyeing property and fastness cannot be obtained. Not as economical as ever. The lower limit of the compounding amount is preferably 5% by weight, and by adding 5% by weight or more, more excellent effects of stability, hair dyeing operability, dyeability and fastness can be obtained. The upper limit is preferably 20% by weight, and if it exceeds 20% by weight, the effects of stability, hair dyeing operability, dyeing properties and fastness are less increased. Examples of the higher alcohol include lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, cetostearyl alcohol, behenyl alcohol, isostearyl alcohol,
Oleyl alcohol, 2-hexyldecanol, 2-octyldodecanol and the like can be mentioned. Among them, particularly preferred are straight chain higher saturated alcohols such as lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, cetostearyl alcohol and behenyl alcohol from the viewpoint of stability. Examples of the hydrocarbon include paraffin,
Examples include liquid paraffin, liquid isoparaffin, light liquid paraffin, light liquid isoparaffin, heavy liquid isoparaffin, vaseline, squalane, ceresin, microcrystalline wax, ozokerite, and pristane. Furthermore, when at least one of the following surfactants is added as the component (e), excellent effects can be obtained in terms of dyeability and fastness. For example, the following are mentioned as anionic surfactant. 1. Sulfate ester salt 1-1) Alkyl sulfate ester sodium lauryl sulfate, triethanolamine lauryl sulfate, ammonium lauryl sulfate, sodium cetyl sulfate, sodium stearyl sulfate, etc.
2) Alkyl and alkyl allyl ether sulfate polyoxyethylene (hereinafter abbreviated as POE) sodium lauryl ether sulfate, POE lauryl ether triethanolamine sulfate, POE lauryl ether ammonium sulfate, POE alkyl ether sodium sulfate, POE alkyl ether sulfate Ethanolamine, POE alkyl ether diethanolamine sulfate,
1-3) POE alkyl ether ammonium sulfate, etc.
Sulfuric acid ester salt of higher fatty acid ester salt such as hydrogenated coconut oil fatty acid sodium glyceryl sulfate 1-4) Sulfuric acid ester salt of higher fatty acid alkylolamide 1-5) Sulfated oil Sulfated castor oil etc. Phosphate ester POE lauryl ether phosphoric acid, POE oleyl ether phosphoric acid, PO
2. E-cetyl ether phosphoric acid, POE stearyl ether phosphoric acid, POE alkyl ether phosphoric acid, POE alkyl phenyl ether phosphoric acid, and salts thereof (sodium salt, triethanolamine salt) and the like. Sulfonate 3
-1) α-olefin sulfonate 3-2) sulfonate of higher fatty acid ester 3-3) sulfonate of higher fatty acid amide coconut oil fatty acid sodium methyltaurine, sodium lauroylrotyltaurine 3-4) alkylbenzene sulfone 3-5) sodium sulfosuccinate, sodium disulfosuccinate, disodium lauryl sulfosuccinate, disodium POE sulfosuccinate, disodium lauryl POE sulfosuccinate, disulfosuccinate P
3. Disodium OE lauroylethanolamide ester, disodium undecylenoylamidoethyl sulfosuccinate, etc. Carboxylates 4-1) Condensates of higher fatty acids and amino acids N-acyl sarcosine salts such as sodium lauroyl sarcosine, sodium N-lauroyl-L-glutamate, disodium N-stearoyl-L-glutamate, N-myristoyl-L- N-acyl glutamate such as sodium glutamate 4-2) Fatty acid soap Sodium salt, potassium salt, triethanolamine salt or ammonium salt such as oleic acid, stearic acid, lauric acid or palmitic acid Examples of the agent include the following. 1. POE alkyl ether POE cetyl ether, P
OE stearyl ether, POE behenyl ether, P
1. OE oleyl ether, POE lauryl ether, etc. 2. POE alkyl allyl ether POE nonyl phenyl ether, POE octyl phenyl ether, etc.
POE sorbitan fatty acid ester monooleic acid POE
Sorbitan, POE sorbitan monostearate, POE sorbitan monopalmitate, POE monolaurate
3. Sorbitan, POE sorbitan trioleate, etc.
4. POE glyceryl monofatty acid ester POE glycerin monostearate, POE glycerin monomyristate, etc. 5. POE sorbitol fatty acid ester POE sorbite tetraoleate, POE sorbite hexastearate, POE sorbite monolaurate, POE sorbit beeswax, etc. 6. Castor oil, hydrogenated castor oil derivatives POE hydrogenated castor oil, POE castor oil, etc. POE
7. Fatty acid ester polyethylene glycol monooleate, polyethylene glycol monostearate, polyethylene glycol monolaurate, etc. 8. Higher fatty acid glycerin esters such as lipophilic glyceryl monooleate, lipophilic glyceryl monostearate, and self-emulsifying glyceryl monostearate. 9. Sorbitan fatty acid esters such as sorbitan monooleate, sorbitan sesquioleate, sorbitan trioleate, sorbitan monostearate, sorbitan monopalmitate and sorbitan monolaurate. Lanolin derivative POE lanolin,
10. POE lanolin alcohol, POE sorbitol lanolin, etc. 11. alkylolamide lauric acid diethanolamide, coconut oil fatty acid diethanolamide, etc.
POE fatty acid amide POE stearic acid amide etc. 1
3. 13. sucrose fatty acid ester Examples of the amphoteric surfactant include carboxylic acid type, sulfate ester type, sulfonic acid type, and phosphate ester type. Examples of the amphoteric surfactant include 2-alkyl-N-carboxymethyl. -N-hydroxyethyl imidazolinium betaine, betaine lauryl dimethylaminoacetate, undecinoyl-carboxymethoxyethyl carboxymethyl imidazolinium betaine sodium, undecyl hydroxyethyl imidazolinium betaine sodium, undecyl-N-hydroxyethyl-N-carboxymethyl Imidazolinium betaine, alkyldiaminoethylglycine hydrochloride solution, stearyldihydroxyethylbetaine, stearyldimethylaminoacetate betaine, stearyldimethylbetaine Inn sodium solution, bis (stearyl -
N-hydroxyethylimidazoline) chloroacetic acid complex,
Coconut oil alkyl-N-carboxyethyl-N-hydroxyethylimidazolinium betaine sodium, Coconut oil alkyl-N-carboxyethoxyethyl-N-carboxyethylimidazolinium disodium hydroxide, Coconut oil alkyl-N-carboxymethoxyethyl −
N-carboxyethylimidazolinium disodium hydroxide, coconut oil alkyl-N-carboxymethoxyethyl-N-carboxyethylimidazolinium disodium lauryl sulfate, coconut oil betaine, coconut fatty acid amidopropyl betaine, coconut fatty acid- N-carboxymethoxyethyl-N-carboxyethylimidazolinium betaine sodium, triethanolamine laurylaminopropionate, sodium β-laurylaminopropionate, lauryl N-carboxymethoxyethyl-N-carboxymethylimidazolinium disodium dodecanoyl Sarcosine, sodium lauryl diaminoethyl glycine, amidopropyl betaine laurate and the like. Further, as the cationic surfactant, those represented by the following general formula (1) are used.
For example, alkyl trimethyl ammonium chloride, lauryl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, cetyl trimethyl ammonium bromide, stearyl trimethyl ammonium chloride, stearyl trimethyl ammonium bromide, lauryl trimethyl ammonium bromide, dialkyl dimethyl ammonium chloride, dicetyl dimethyl ammonium chloride , Distearyl dimethyl ammonium chloride, dicocoyl dimethyl ammonium chloride, myristyl dimethyl benzyl ammonium chloride, stearyl dimethyl benzyl ammonium chloride and the like. Embedded image (1) In the formula, 1 to 2 of R1, R2, R3, and R4 represent a linear or branched long-chain alkyl group having 8 to 20 carbon atoms, or a long-chain hydroxyalkyl group; X represents an alkyl group or hydroxyalkyl group having 1 to 3; X represents a halogen atom or an alkyl sulfate group having 1 to 2 carbon atoms; The compounding amount is from 0.01 to 40% by weight. If the amount is less than 0.01% by weight, sufficient dyeability and fastness cannot be obtained. Not as economical as ever. The lower limit of the amount is preferably 0.1% by weight, and by blending 0.1% by weight or more, more excellent dyeability and fastness can be obtained. The upper limit is preferably 30% by weight, and if it exceeds 30% by weight, the increase in dyeing properties and fastness is reduced. In particular, when an anionic surfactant and / or a nonionic surfactant is used, more excellent effects can be obtained in terms of dyeability and fastness. Further, when the weight ratio of the component (d) to the component (e) is d: e = 1: 0.1 to 10, more excellent dyeability and fastness can be obtained. Other oxidation dye intermediates include paraphenylenediamines, paratoluylenediamines, aminophenols, aminonitrophenols, diphenylamines, diaminophenylamines, N-phenylphenylenediamines, diaminopyridines And salts thereof. The compounding amount is, for example, about 0.01 to 10% by weight based on the total weight of the hair dye composition. Further, pyrogallol, catechol, metaphenylenediamine and the like can be blended as a coupler. Further, those listed in "Quasi-drug raw material standards" (published in June 1991, Yakuji Nippo) can be used. Further, humectants such as glycerin, propylene glycol and polyethylene glycol, sulfites, stabilizers such as ascorbic acid, carboxymethyl cellulose, thickeners such as xanthan gum, ammonia, alkali agents such as alkanolamines, fragrances and the like as required. It can be appropriately blended. On the other hand, oxidizing agents include hydrogen peroxide, urea peroxide, etc., and stabilizers such as phenacetin and EDTA, surfactants, fats and oils, higher alcohols, acids, p
An H adjuster, a fragrance and the like can be appropriately compounded as needed. When this hair dye is used, a hair dye solution is prepared by mixing the hair dye composition and an oxidizing agent immediately before the hair dyeing treatment, and applied to the hair. Examples of the dosage form include liquid, cream, gel, paste and the like. Among them, cream-like one is preferable in terms of good adhesion to hair at the time of hair dyeing, dyeing property and fastness. In addition, if the dye is of the slow-dyeing type, the gray hair can be gradually made inconspicuous without recognizing the person by repeating the hair dyeing operation two to several times. Examples <Example 1 and Comparative Examples 3 to 3> Oxidizing agent weight% aqueous hydrogen peroxide (35%) 15.0 EDTA 0.5 cetanol 2.0 sodium lauryl sulfate 0.5 phenacetin 0.1 Make up to 100% with purified water. <Evaluation method> Hair bundles collected from 10 panelists were dyed with a hair dye solution in which the above-mentioned hair dye composition and oxidizing agent were mixed in a ratio of 1: 1. And the most frequent evaluation is shown in Table 1. 1. The light-fast dyed hair was exposed to sunlight for 60 days, and the untreated hair was evaluated as a control according to the following criteria. …: Uniform, natural black-brown dyeing. Δ: Slightly uneven, dyed brown. ×: Unevenly stained grayish brown. 2. Dyeing ○: Natural glossy, mellow dyeing △: Unnatural, slightly glossy, lacking in mellowness ×: Unnatural, glossy, lacking in mellowness Example 2 wt% N , N-bis (2-hydroxyethyl) -p-phenylenediamine dihydrochloride 7.0 Toluene-2,5-diamine sulfate 0.5 m-aminophenol 0.3 1-amino-4-methylanthraquinone 0. 3 4-nitro-o-phenylenediamine 0.5 polyoxyethylene (10) octyl phenyl ether 10.0 sodium lauryl sulfate 5.0 lauryl alcohol 8.0 methyl phenyl polysiloxane 5.0 oleic acid 5.0 polyethylene glycol 20 0.0 Sodium sulfite 0.5 28% ammonia water pH 9.5 To 100% that amount purified water. When hair was dyed in the same manner as in Example 1, excellent light fastness and dyeing were obtained as in Example 1. Example 3 Weight% N, N-bis (2-hydroxyethyl) -p-phenylenediamine sulfate 4.0 Toluene-2,5-diamine hydrochloride 0.8 2-Chloro-p-phenylenediamine 0 0.2 2-nitro-p-phenylenediamine 0.2 polyoxyethylene (10) oleyl ether 15.0 cetostearyl alcohol 8.0 liquid paraffin 2.0 28% aqueous ammonia pH 9 Make up to 100% with purified water . When hair was dyed in the same manner as in Example 1, excellent light fastness and dyeing were obtained as in Example 1. Example 4 wt% N, N-bis (2-hydroxyethyl) -p-phenylenediamine dihydrochloride 5.5 Toluene-2,5-diamine 0.6 p-methylaminophenol 0.2 4- Nitro-o-phenylenediamine 1.0 Polyoxyethylene (21) lauryl ether 10.0 Sodium cetyl sulfate 2.0 Cetyl alcohol 5.0 Vaseline 5.0 Stearic acid 2.0 Propylene glycol 3.0 Disodium edetate 0 .1 28% ammonia water Amount adjusted to pH 9.2 Make up to 100% with purified water. When hair was dyed in the same manner as in Example 1, excellent light fastness and dyeing were obtained as in Example 1. Example 5 wt% N, N-bis (2-hydroxyethyl) -p-phenylenediamine dihydrochloride 3.3 Toluene-2,5-diamine 1.2 Resorcin 0.5 Picramic acid 0.1 1 2,4-diaminoanthraquinone 0.1 polyoxyethylene (10) octyl phenyl ether 10.0 sodium lauryl sulfate 5.0 myristyl alcohol 8.0 methylphenyl polysiloxane 5.0 oleic acid 5.0 polyethylene glycol 20.0 sodium sulfite 0.5 28% aqueous ammonia Make up to pH 9.5 Make up to 100% with purified water. When hair was dyed in the same manner as in Example 1, excellent light fastness and dyeing were obtained as in Example 1. Example 6 Weight% N, N-bis (2-hydroxyethyl) -p-phenylenediamine sulfate 1.0 toluene-2,5-diamine 0.5 p-aminophenol 0.2 resorcin 0.5 p-amino-o-cresol 0.5 4-nitro-o-phenylenediamine 0.2 picramic acid 1.0 polyoxyethylene (10) octyl phenyl ether 10.0 stearyl alcohol 8.0 methyl phenyl polysiloxane 5.0 Oleic acid 5.0 Polyethylene glycol 20.0 Sodium sulfite 0.5 28% Aqueous ammonia pH 9.5 Make up to 100% with purified water. When hair was dyed in the same manner as in Example 1, excellent light fastness and dyeing were obtained as in Example 1. Example 7 wt% N, N-bis (2-hydroxyethyl) -p-phenylenediamine 3.0 Toluene-2,5-diamine 0.5 p-aminophenol 0.5 m-aminophenol 5 5- (2-Hydroxyethylamino) -2-methylphenol 0.3 Oleic acid 5.0 Polyethylene glycol 20.0 Sodium sulfite 0.5 28% ammonia water Adjust to pH 9.5 Make up to 100% with purified water . When hair was dyed in the same manner as in Example 1, excellent light fastness and dyeing were obtained as in Example 1. [0034] As described above, the hair dye composition of the present invention comprises:
Excellent light fastness and dyeing.

Continuation of front page    F-term (reference) 4C083 AB032 AB352 AB412 AC012                       AC072 AC122 AC182 AC242                       AC471 AC472 AC532 AC551                       AC552 AC642 AC782 AD042                       AD162 CC36 EE06 EE07                       EE26

Claims (1)

(1) N, N-bis (2-hydroxyethyl) -p-phenylenediamine or a salt thereof, (b) p
-Toluylenediamine or a salt thereof, and (c) p-
Aminophenol, 2-chloro-p-phenylenediamine, p-amino-o-cresol, m-aminophenol, resorcinol, p-methylaminophenol, 4-nitro-o-phenylenediamine, 2-nitro-p-phenylenediamine , Picramic acid, 5- (2-hydroxyethylamino) -2-methylphenol, 1-amino-
A hair dye composition comprising at least one selected from the group consisting of 4-methylanthraquinone, 1,4-diaminoanthraquinone and salts thereof.