JP3090599B2 - Hair dye composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair dye composition containing a hair dye, which has good dyeing properties, prevents recrystallization of the dye at low temperatures, and is stable over time. The present invention relates to a hair dye composition.

[0002]

2. Description of the Related Art Conventionally, as a hair dye, a two-part 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 coloring agent 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]

An emulsion hair dye composition containing a hair dye such as a cream hair dye contains a large amount of dyes compared to a liquid hair dye. There have been problems such as poor stability and recrystallization of the dye at low temperatures. In order to improve these problems, if the amount of the dye is reduced, there is a problem that the dyeing power is reduced. There has not yet been a satisfactory solution to the above problems without reducing the dyeing power.

[0004] The present invention relates to a hair dye composition, and more particularly to a hair dye composition which prevents recrystallization of a dye at a low temperature without deteriorating the hair dyeing power and is stable over time.

[0005]

The inventors of the present invention have conducted intensive studies and have found that R-O-、 (C ₃ H ₆ O) _a
(C ₂ H ₄ O) _b ｝ —H (R is H or C _{1 to} C 2
An alkyl group of 4 and a and b each represent an addition mole number of polyoxypropylene and polyoxyethylene, and 5 ≦ a + b ≦ 100), a higher alcohol and a hair dye, and an oxidizing agent. A hair dye composition having good dyeing power, preventing recrystallization of the dye at a low temperature, and being stable over time was obtained by developing an emulsion hair dye composition containing no. Even more surprisingly, they found that after hair dyeing, the effect of improving the texture of the hair was obtained.

Hereinafter, the configuration of the present invention will be described in detail.

Component (A) RO- used in the present invention
_{{(C 3 H 6 O)} a (C 2 H 4 O) b} -H (R is H also
Represents an alkyl group having 1 to 24 carbon atoms, and a and
b represents polyoxypropylene and polyoxyethylene, respectively.
Indicates the number of moles of the compound, and 5 ≦ a + b ≦ 100
The amount of that) desirably be incorporated 0.1 to 30 wt%, the stability of the emulsion is less than 0.1 wt%, dyeability, sufficient effect is obtained in terms of dye recrystallization inhibiting effect Without
Even if it is more than 30% by weight, the effect is not changed.
The lower limit of the amount is preferably 1% by weight,
By mixing 1% by weight or more, the most favorable effects can be obtained in terms of the stability of the emulsion, the dyeability, and the effect of preventing dye recrystallization. The upper limit is preferably 10% by weight, and if it exceeds 10% by weight, the increase in these effects is reduced.

The component (A) is particularly preferably polyoxyethylene polyoxypropylene glycol, polyoxyethylene polyoxypropylene butyl ether, polyoxypropylene butyl ether, or polyoxyethylene polyoxypropylene cetyl ether. The polyoxyethylene and polyoxypropylene of the component (A) may be random or block, and the addition mole number of the polyoxyethylene and polyoxypropylene is preferably in the range of 5 ≦ a + b ≦ 100 in terms of the above-mentioned effects, and particularly good results are obtained. can get.

More specifically, Nikkor PBC31, 33, 34, 41, 44 manufactured by Nikko Chemicals and New Pole PE61, PE62, PE64, PE6 manufactured by Sanyo Chemical Industries, Ltd.
8, PE71, PE74, PE75, LB285, LB
625, LB1715, 50HB-55, 50HB-1
00, 50HB-260, 50HB-400, 50HB
-600, 50HB-2000, 50HB-5100 and the like.

The amount of the component (B) higher alcohol to be blended in the present invention is desirably 0.001 to 20% by weight, and if it is less than 0.001% by weight, the stability of the emulsion, the dyeability, and the A sufficient effect cannot be obtained in terms of the crystallization preventing effect, and the effect does not change even if the amount is more than 20% by weight. The lower limit of the blending amount is preferably 0.01% by weight, and by blending 0.01% by weight or more, the most favorable effects in terms of the stability of the emulsion, the dyeing properties, and the effect of preventing dye recrystallization are obtained. can get. The upper limit is preferably 10% by weight, and if it exceeds 10% by weight, the increase in these effects is reduced.

Examples of higher alcohols 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. Of these, straight-chain higher saturated alcohols such as lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, cetostearyl alcohol, and behenyl alcohol are particularly preferable from the viewpoint of the stability of the emulsion, the dyeability, and the effect of preventing dye recrystallization.

The mixing ratio of component (A) to component (B) is 1:
0.01 to 0.01: 1 is desirable, and especially 1: 0.05.
-0.05: 1 is desirable from the viewpoint of the above effect.

The emulsion composition shown in the present invention is O
/ W emulsion, which has a low viscosity like an emulsion to a high viscosity like a cream. The emulsion composition and the propellant can be simultaneously filled and used as an aerosol hair dye.

Further, when at least one of the following non-volatile solvents is added, more excellent effects can be obtained in terms of the stability of the emulsion, the dyeability, and the effect of preventing dye recrystallization. Examples include glycerin, diglycerin, propylene glycol, polyethylene glycol, 1,3-butanediol, and polyoxypropylene diglyceryl ether.

The compounding amount is from 0.01 to 20% by weight. If the amount is less than 0.01% by weight, sufficient stability of the emulsion, dyeing property and effect of preventing dye recrystallization cannot be obtained.
Beyond weight percent, the effect remains unchanged and economical. The lower limit of the blending amount is preferably 0.1% by weight, and by blending 0.1% by weight or more, more excellent dyeability and an effect of preventing dye recrystallization can be obtained. The upper limit is preferably 10% by weight, and when it exceeds 10% by weight, the increase in the dyeing properties and the effect of preventing dye recrystallization is reduced.

Further, when at least one of the following surfactants is added, excellent effects can be obtained in terms of the stability of the emulsion, the dyeing properties, the effect of preventing dye recrystallization, and the feeling of the hair after hair dyeing.

For example, the following are mentioned as anionic surfactants. 1. Sulfate ester 1-1) Alkyl sulfate ester sodium lauryl sulfate, triethanolamine lauryl sulfate, ammonium lauryl sulfate, sodium cetyl sulfate, sodium stearyl sulfate, etc. 1-2) Alkyl and alkyl allyl ether sulfate ester polyoxyethylene (hereinafter, referred to as "polyoxyethylene") 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 triethanolamine sulfate, P
OE alkyl ether diethanolamine sulfate, POE
1-3) Sulfuric acid ester salt of higher fatty acid ester salt, etc. Hardened coconut oil fatty acid sodium glyceryl sulfate, etc. 1-4) Sulfuric acid ester salt of higher fatty acid alkylolamide 1-5) Sulfated oil, sulfated castor oil, etc. 2 . Phosphate ester POE lauryl ether phosphoric acid, POE oleyl ether phosphoric acid, POE cetyl ether phosphoric acid, POE stearyl ether phosphoric acid, POE alkyl ether phosphoric acid,
2. POE alkyl phenyl ether phosphoric acid and its salts (sodium salt, triethanolamine salt), etc. Sulfonate 3-1) α-olefin sulfonate 3-2) Sulfonate of higher fatty acid ester 3-3) Sulfonate of higher fatty acid amide Sodium methyltaurine coconut oil fatty acid, sodium lauroyl rotyltaurine, etc. 3- 4) Alkylbenzenesulfonate dodecylbenzenesulfonate triethanolamine, etc. 3-5) Sulfosuccinate Sodium sulfosuccinate, disodium lauryl sulfosuccinate, POE disodium sulfosuccinate, PO
3. Disodium lauryl sulfosuccinate, disodium POE lauroyl ethanolamide sulfosuccinate, 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 and palmitic acid

The following are examples of the nonionic surfactant. 1. POE alkyl ether POE cetyl ether, POE stearyl ether, P
OE behenyl ether, POE oleyl ether, PO
1. E lauryl ether, etc. 2. POE alkyl allyl ether POE nonyl phenyl ether, POE octyl phenyl ether, etc. POE sorbitan fatty acid ester POE sorbitan monooleate, monostearic acid P
OE sorbitan, POE sorbitan monopalmitate,
POE sorbitan monolaurate, PO trioleate
3. E-Sorbitan etc. 4. POE glyceryl mono fatty acid ester POE glycerin monostearate, POE glycerin monomyristate, etc. 5. POE sorbitol fatty acid ester POE sorbite tetraoleate, POE sorbite hexastearate, POE sorbite monolaurate, bee wax of POE sorbitol, etc. 6. Castor oil, hydrogenated castor oil derivatives POE hydrogenated castor oil, POE castor oil, etc. 7. POE fatty acid ester Polyethylene glycol monooleate, polyethylene glycol monostearate, polyethylene glycol monolaurate, etc. 8. Higher fatty acid glycerin ester Lipophilic glyceryl monooleate, lipophilic glyceryl monostearate, self-emulsifying glyceryl monostearate, and the like. 9. Sorbitan fatty acid ester Sorbitan monooleate, sorbitan sesquioleate, sorbitan trioleate, sorbitan monostearate, sorbitan monopalmitate, sorbitan monolaurate, etc. 10. Lanolin derivatives POE lanolin, POE lanolin alcohol, POE sorbitol lanolin, etc. 11. Alkylolamide lauric acid diethanolamide, coconut oil fatty acid diethanolamide, etc. 12. POE fatty acid amide POE stearic acid amide and the like 13. Sucrose fatty acid ester Examples of the amphoteric surfactant include a carboxylic acid type, a sulfate type, a sulfonic acid type, and a phosphate type. Examples of the amphoteric surfactant include 2-alkyl-N-carboxymethyl-N.
-Hydroxyethyl imidazolinium betaine, lauryl dimethylamino acetate betaine, undecinoyl-carboxymethoxyethyl carboxymethyl imidazolinium betaine sodium, undecyl hydroxyethyl imidazolinium betaine sodium, undecyl-N-
Hydroxyethyl-N-carboxymethylimidazolinium betaine, alkyldiaminoethylglycine hydrochloride solution, stearyldihydroxyethylbetaine, stearyldimethylaminoacetic acid betaine, sodium stearyldimethylbetaine 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 alkyl betaine, coconut oil fatty acid amidopropyl betaine, coconut oil fatty acid-N-carboxymethoxyethyl-N-carboxyethylimidazolinium betaine sodium, triethanolamine laurylaminopropionate , Sodium β-laurylaminopropionate, lauryl N-carboxymethoxyethyl-N-carboxymethylimidazolinium disodium dodecanoyl sarcosine, Uri distearate aminoethyl sodium glycine, lauric acid amide propyl betaine solution and the like.

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.

[0020]

Embedded image (1) In the formula, ₁ to _{2 of} R ₁ , R ₂ , R ₃ , and R ₄ represent a linear or branched long-chain alkyl group having 8 to 20 carbon atoms, or a long-chain hydroxyalkyl group; The remainder represents an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group, and 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, a sufficient effect cannot be obtained. If the amount exceeds 40% by weight, the effect remains unchanged and economical. is not. The lower limit of the amount is preferably 0.1% by weight.
A better effect can be obtained. The upper limit is preferably 30% by weight, and if it exceeds 30% by weight, the increase in the effect is small. In particular, when an anionic surfactant and / or a nonionic surfactant is used, the stability of the emulsion,
More excellent effects are obtained in terms of dyeability and dye recrystallization prevention effect.

Further, when a cationized polymer such as a cationized cellulose derivative, a cationic starch, a cationized guar gum derivative, a diallyl quaternary ammonium salt / acrylamide copolymer and a quaternized polyvinylpyrrolidone derivative is blended, the emulsified product is further reduced. Stability, dyeability,
Good effects are obtained in terms of the effect of preventing dye recrystallization and the texture of the hair after dyeing. The amount is 0.001 to 10% by weight. If the amount is less than 0.001% by weight, a sufficient effect cannot be obtained. If the amount exceeds 10% by weight, the effect remains unchanged and is not economical. In addition, about the lower limit of the compounding amount,
It is preferably 0.01% by weight, and by adding 0.1% by weight or more, more excellent effects can be obtained in terms of dyeability and dye recrystallization prevention effect. The upper limit is preferably 2% by weight, and if it exceeds 2% by weight, the increase in the effect will be small.

Examples of oxidation dye intermediates include paraphenylenediamines, paratoluylenediamines, aminophenols, aminonitrophenols, diphenylamines, diaminophenylamines, N-phenylphenylenediamines, diaminopyridines and the like. And salts thereof. Further, an acid dye can be blended. The compounding amount is, for example, about 0.01 to 10% by weight based on the total weight of the hair dye composition. In addition, pyrogallol, catechol, metaphenylenediamine and the like can be blended as a coupler. In addition to the above substances, those listed in “Quasi-drug raw material standards” (published by Yakuji Nippo, June 1991) can be used. Further, sulfites, stabilizers such as ascorbic acid, carboxymethylcellulose, thickeners such as xanthan gum, ammonia, alkali agents such as alkanolamine, silicon,
Perfumes and the like can be appropriately compounded as needed.

On the other hand, the oxidizing agent contains hydrogen peroxide, urea peroxide, etc., and stabilizers such as phenacetin and EDTA, surfactants, hydrocarbons, fatty acids, waxes, oils and fats, acids, pH, etc. An adjuster, a fragrance, etc. can be appropriately compounded as needed. When this hair dye is used, the first agent and the second agent are mixed and applied to the hair immediately before the hair dyeing treatment.

The semi-permanent hair dye contains an acid dye and / or a basic dye, and includes a dyeing aid such as lower alkylene carbonate, N-alkylpyrrolidone or benzyl alcohol, a thickener, a lower alcohol and An acid or the like can be appropriately added as needed.

In the case of a temporary coloring agent, in addition to pigments such as acid dyes and carbon black, resins such as acrylate esters and methacrylate copolymers, oils and fats, waxes, fatty acids, hydrocarbons, surfactants and the like Can be appropriately compounded as needed.

Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to the following examples unless it exceeds the gist.

[0028]

【Example】

<Example 1 and Comparative Examples 1 and 2>
Comparative Examples 1 and 2 were stored at 0 ° C. and 50 ° C. for 2 weeks. After the storage was completed, changes in appearance were observed at room temperature, and the evaluation was made according to the following evaluation criteria.

Evaluation criteria (1) Recrystallization of low-temperature dye ○: No dye was recrystallized at all. Δ: The dye was slightly recrystallized and precipitated. ×: The dye was completely recrystallized and precipitated. (2) Emulsion stability ○: Emulsion is not separated. X: The emulsion is separated.

[0030]

[Table 1] It can be seen that in Example 1, as compared with Comparative Examples 1 and 2, there was no precipitation due to recrystallization of the dye at a low temperature and the stability of the emulsion was better.

Next, using Example 1 and Comparative Example 2, the following oxidizing agents were mixed at a ratio of 1: 1, and the hair of 5 panelists was divided into left and right halves at the top of the head. And an oxidizing agent mixture was applied to either the left or right. After a lapse of 20 minutes at room temperature, the hair of each panelist was thoroughly washed with hot water at 40 ° C. and dried. Example 1 and Comparative Example 2 were compared and evaluated with respect to the hair of each paneler after the hair dyeing treatment according to the following evaluation criteria with respect to the dyeability and the finish of the hair, and the results are shown in Table 2.

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 Criteria (1) Dyeing A: Dyeing of Example 1 was more uniform and uniform than that of Comparative Example 2. Δ: Example 1 and Comparative Example 2 were dyed to the same extent. ×: Dyeing with a little unevenness in Example 1 was more than in Comparative Example 2. (2) Finish of hair ：: Example 1 has less damage to the hair than Comparative Example 2, and is supple and combable. Δ: Flexibility and combability comparable to those of Example 1 and Comparative Example 2. X: The flexibility and combability of Example 1 are inferior to Comparative Example 2.

[0034]

[Table 2] As described above, in Example 1, a dyeing without unevenness was obtained in comparison with Comparative Example 2. In addition, the result of Example 1 was better than that of Comparative Example 2 in terms of the finish of the hair, such as suppleness and combability of the hair.

Example 2 wt% p-toluylenediamine 6.0 2-chloro-p-phenylenediamine 0.6 p-methylaminophenol 0.2 4-nitro-o-phenylenediamine 1.0 1-amino- 4-methylanthraquinone 0.1 polyoxyethylene (21) lauryl ether 10.0 sodium cetyl sulfate 2.0 cetyl alcohol 5.0 polyoxyethylene (10) polyoxypropylene (7) butyl ether 1.0 petrolatum 5.0 stearin Acid 2.0 Propylene glycol 3.0 Hydroxyethyl cellulose hydroxypropyltrimethylammonium chloride ether 0.2 Disodium edetate 0.1 28% Aqueous ammonia pH 9.2 Make up to 100% with purified water.

This hair dye composition is an emulsion hair dye composition which is stable with time without recrystallization of the dye even at a low temperature. When the hair dyeing operation was performed in the same manner as in Example 1 using the same oxidizing agent as in Example 1, the dyeability and the finish of the hair were good as in Example 1.

Example 3 Weight% p-toluylenediamine sulfate 3.5 2-Chloro-p-phenylenediamine sulfate 1.2 resorcin 0.5 picramic acid 0.5 1,4-diaminoanthraquinone 0.1 poly Oxyethylene (10) octyl phenyl ether 10.0 Sodium lauryl sulfate 5.0 Myristyl alcohol 8.0 Polyoxypropylene (40) butyl ether 3.0 Methyl phenyl polysiloxane 5.0 Oleic acid 5.0 Polyethylene glycol 20.0 Cationized guar gum 1.0 Sodium sulfite 0.5 28% ammonia water Amount to make pH 9.5 Make up to 100% with purified water.

This hair dye composition is an emulsion hair dye composition which is stable over time without recrystallization of the dye even at a low temperature. When the hair dyeing operation was performed in the same manner as in Example 1 using the same oxidizing agent as in Example 1, the dyeability and the finish of the hair were good as in Example 1.

Example 4 wt% N, N-bis (2-hydroxyethyl) -p-phenylenediamine sulfate 2.0 2-chloro-p-phenylenediamine 1.0 p-aminophenol 0.5 resorcin 5 p-amino-o-cresol 0.5 2-nitro-p-phenylenediamine 0.5 polyoxyethylene (10) octylphenyl ether 10.0 stearyl alcohol 8.0 polyoxyethylene (20) polyoxypropylene ( 8) Cetyl ether 5.0 Methylphenyl polysiloxane 5.0 Oleic acid 5.0 Glycerin 5.0 Sodium sulfite 0.5 28% Aqueous ammonia pH 9.5 Make up to 100% with purified water.

This hair dye composition is an emulsion hair dye composition which is stable over time without recrystallization of the dye even at a low temperature. When the hair dyeing operation was performed in the same manner as in Example 1 using the same oxidizing agent as in Example 1, the dyeability and the finish of the hair were good as in Example 1.

[0041] Make up to 100% with purified water.

This hair dye composition is an emulsion hair dye composition which is stable with time without recrystallization of the dye even at a low temperature. When the composition was applied to the hair and allowed to stand for 15 minutes, and washed away with warm water, excellent effects on dyeability and hair finish were obtained.

Example 6 Weight% (First Agent) p-Toluylenediamine 3.0 Resorcinol 1.0 p-Aminophenol 0.5 Stearyl Alcohol 3.0 Polyoxyethylene (20) Oleyl Ether 3.0 Polyoxy Ethylene (2) oleyl ether 3.0 Polyoxyethylene (30) butyl ether 10.0 Diglycerin 10.0 Polydimethylmethylene piperidinium chloride 1.0 Sodium sulfite 0.5 28% Aqueous ammonia pH 9.0 Purification Make up to 100% with water.

(Second agent) Hydrogen peroxide solution (35%) 15.0 EDTA 0.5 Cetanol 2.0 Stearyltrimethylammonium chloride 1.0 Propylene glycol 1.0 Phenacetin 0.1 Polyoxyethylene (20) oleyl Ether 0.9 Make up to 100% with purified water.

An aerosol can is charged with dimethyl ether and LPG as a first agent and a propellant, and dimethyl ether and LPG is charged into another aerosol can as a second agent and a propellant to prepare a two-part foam hair dye. did. When both agents were sprayed in equal amounts and applied to the hair, an effect was obtained which was also excellent in dyeing properties and hair finish.

[0046]

According to the present invention, it is possible to obtain an emulsion hair dye composition which has good dyeing properties, prevents recrystallization of the dye at a low temperature, and is stable over time. It also has excellent hair finish.

Claims (1)

(57) [Claims] (1) RO — ｛(C ₃ H ₆ O) _a (C ₂ H ₄₎
O) _b ｝ -H (R represents H or an alkyl group having 1 to 24 carbon atoms, a and b each represent an addition mole number of polyoxypropylene and polyoxyethylene, and 5 ≦ a + b ≦ 100 ), An emulsion hair dye composition comprising a higher alcohol and a hair dye, and containing no oxidizing agent .