KR100925902B1 - Hairdye composition - Google Patents

Abstract

The present invention relates to a hair dye composition, characterized in that it contains a fluorine-based silicone compound containing at least one fluorine group in the side chain. The hair dye composition according to the present invention not only minimizes hair damage during dyeing, but also has low water drainage after dyeing, and thus has excellent color persistence.

Fluorine-based silicone, hair dye

Description

Hair dye composition {Hairdye composition}

The present invention relates to a hair dye composition containing a fluorine-based silicone compound, and not only to minimize hair damage during dyeing, but also to a hair dye composition having excellent color persistence due to less water drainage after dyeing.

In general, hair dyes, ie, hair dyes, can be classified into permanent hair dyes (oxidative hair dyes), semi-permanent hair dyes (non-oxidizing hair dyes) and temporary colorants depending on the durability of the colored color and the properties of the composition.

In the case of oxidative hair dyes, a low molecular weight oxidative dye causes oxidation polymerization in the hair to form pigments, which are various types of hair dyes because they can obtain various colors and have excellent hair dyeing characteristics. Such an oxidative hair dye composition contains at least one dye precursor and at least one coupler which form a dye by being oxidized by an oxidizing agent. The hair dye composition for oxidative dyeing is composed of an oxidizing agent consisting of a dilute hydrogen peroxide solution or the like immediately before application to hair. Use by mixing. The purpose of the hair dye is to dye the hair as completely as possible and to maintain the hair dye effect for a long time. In addition, non-oxidizing hair dyes are useful hair dyes for providing natural colors close to the primary colors, and have relatively little hair damage and can be easily treated at the same time as perm.

However, currently commercially available hair dyes are easily discolored due to the water bleeding caused by repeated shampoo when dyed in bright colors. Especially, in the case of oxidative hair dyes, disulfide in the hair during the decolorization of the hair due to the action of an oxidizing agent such as hydrogen peroxide. The breakage of the binding (SS) causes severe damage to the hair, and has a disadvantage in that the dyed hair feels worse and the gloss of the hair is reduced compared to healthy hair.

Therefore, the technical problem to be achieved by the present invention is to solve the problems described above, by adding a fluorine-based silicone compound that imparts a lubricating effect to the hair to the hair dye composition to minimize hair damage during dyeing, less water drainage after dyeing It is to provide a hair dye composition excellent in color persistence.

Hereinafter, the hair dye composition according to the present invention will be described in detail.

The present invention provides a hair dye composition containing a fluorine-based silicone compound containing at least one fluorine group in the side chain.

It is preferable that the said fluorine-type silicone compound is a fluorine-type silicone compound represented by following General formula (1).

<Formula 1>                     

In Formula 1, a, b, and x are integers of 1 to 1,000, 1 to 1,000, and 1 to 100, respectively, and the average molecular weight of the compound is 1,000 to 1,000,000.

The fluorine-based silicon compound has a dimethicone structure, which is a silicon compound known to have low interfacial tension and lubricating effect, as a basic skeleton, and a fluorine-based compound which is widely used in textiles as a surface lubricant, a waterproofing, or antifouling material, is introduced into the side chain. It is a compound which has. The fluorine-based silicon compound provides the effect of maintaining the ability to maintain the persistence of the color drip while minimizing damage to the hair by protecting the hair from alkali or oxidizing agents that cause hair damage.

When the hair dye composition is an oxidizing hair dye composition composed of a first agent containing an oxidizing dye precursor and a second agent containing an oxidizing agent, the content of the fluorine-based silicone compound is 0.01 to 10% by weight based on the total weight of the first agent. It is preferable, More preferably, it is 0.05-3 weight%.

The oxidizing hair dye composition usually contains an oxidizing dye precursor and a coloring agent (coupler) in the first agent. As the oxidized dye precursor, most known oxidized dye intermediates can be used. The kind of the oxidation dye precursor is not particularly limited, but paraphenylenediamine, paratoluylenediamine, 2-chloro-paraphenylenediamine, 2,3-dimethyl-paraphenylenediamine, 2,6- Dimethyl-paraphenylenediamine, 2,6-dimethyl-paraphenylenediamine, 2,5-dimethyl-paraphenylenediamine, N, N-dimethyl-paraphenylenediamine, N, N-dimethyl -Paraphenylenediamine, N, N-dipropyl-paraphenylenediamine, 4-amino-N, N-dimethyl-3-methylaniline, N, N-bis (betahydroxyethyl) -paraphenylene Diamine, 4-amino-N, N-bis (betahydroxyethyl) -3-methylaniline, 4-amino-3-chloro-N, N-bis (betahydroxyethyl) -aniline, 2-beta -Hydroxyethyl-paraphenylenediamine, 2-fluoro-paraphenylenediamine, 2-isopropyl-paraphenylenediamine, N- (betahydroxypropyl) -paraphenylenediamine, 2-hydroxymethyl -Paraphenylenediamine, N, N-dimethyl-3-methyl-para Phenylenediamine, N- (beta, gamma-dihydroxypropyl) -paraphenylenediamine, N- (4'-aminophenyl) -paraphenylenediamine, N-phenyl-paraphenylenediamine, 2-betahydr Paraphenylenediamine-based dyes such as oxyethyloxy-paraphenylenediamine, acid salts thereof, paraaminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, and 4-amino -3-hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4 Paraaminophenol-based dyes such as amino-2- (betahydroxyethylaminomethyl) phenol and 4-amino-2-fluorophenol, acid salts thereof, 2-aminophenol, 2-amino-5- Osoaminophenol-based dyes such as methylphenol, 2-amino-6-methylphenol, 5-acetamido-2-aminophenol, and acid salts thereof can be used. Pyridine derivatives such as, 5-diaminopyridine, 2,4,5,6-tetraaminopyrimidine, pyrimidine derivatives such as 4-hydroxy-2,5,6-triaminopyrimidine, 4,5-dia Pyrazole derivatives such as mino-1-methylpyrazole, 3,4-diaminopyrazole, 4,5-diamino-1- (4'-chlorobenzyl) pyrazole and the like can be used. The content of these oxidizing dye precursors is preferably 0.05 to 10%, more preferably 0.25 to 1.5%, based on the total weight of the first agent.

Moreover, resorcinol, m-aminophenols, m-phenylenediamine, naphthol, etc. can be used as a coloring agent (coupler).

On the other hand, as the oxidizing agent contained in the second agent of the oxidizing hair dye composition, one or more kinds of oxidizing agents such as hydrogen peroxide, ureaperoxide, alkali metal bromate, perborate, persulfate, etc. may be used, but hydrogen peroxide may be used. It is preferable to use.

When the hair dye composition containing the fluorine-based silicone of the present invention is a non-oxidizing hair dye, acid dyes, basic dyes, oil-soluble dyes, direct dyes, disperse dyes, HC color dyes and the like can be used. The direct dyes include arianol dye, p-nitro-o-phenylenediamine, nitro-p-phenylenediamine, 2-amino-4-nitrophenol, 2-amino-5-nitrophenol, nitro hydrochloride -p-phenylenediamine, picramic acid, and henna which is a vegetable dye, etc. are mentioned.

In general, the hair dye composition may be a solvent for dissolving or solubilizing components that are insoluble in water. Such solvents include ethanol, isopropanol, and the like having 1 to 4 carbon atoms, and 2-butoxy, glycerol / glycol / glycol ether. Ethanol, propylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monomethyl ether and the like, and aromatic alcohols such as benzyl alcohol and phenoxyethanol, and the like, and these alone or in combination of two or more thereof. Can be used. The amount of these solvents is suitably about 1 to 40% by weight based on the total weight of the hair dye composition, more preferably 5 to 30% by weight.

Moreover, the various conventional adjuvant used for a hair dye can be added to the hair dye composition containing the fluorine-type silicone compound of this invention. For example, surfactants such as anionic surfactants, cationic surfactants, nonionic surfactants and amphoteric surfactants, and polymers of anionic polymers, cationic polymers, nonionic polymers and amphoteric polymers alone or Complex use is possible, and organic or inorganic thickeners, homeostatic agents, penetrants, metal ion sequestrants, dispersants, film formers, preservatives, buffers, flavors and the like can be added.

In addition, ammonia, monoethanolamine, or the like may be used as the alkaline agent, and at least one silicone compound such as a quaternary ammonium salt, a quaternized polymer, cyclomethicone, and dimethicone may be used as a conditioning agent.

Such hair dye compositions can be prepared in suitable formulations, such as creams, gels, liquids, etc. using appropriate ingredients. For example, looking at the method for producing an oxidizing hair dye composition, an oxide dye precursor is added to pure water, warmed to emulsify uniformly, and then a fluorine-based silicone compound containing at least one fluorine group is added to the side chain and uniformly mixed. Prepare the agent. Then, by preparing a second agent containing an oxidizing agent such as hydrogen peroxide, a two-part hair dye composition can be prepared. In the above manufacturing method, it is a matter of course that a coupler, a solubilizer and other auxiliaries can be added at an appropriate stage as necessary.

Hereinafter, examples will be described in detail to help understand the present invention. However, embodiments according to the present invention can be modified in many different forms, the scope of the invention should not be construed as limited to the following examples. Embodiments of the present invention are provided to more fully describe the present invention to those skilled in the art.

Examples 1 and 2 and Comparative Examples 1 and 2

According to the composition ratio shown in Table 1 below, dye, propylene glycol, sodium sulfite, EDTA-4Na, steacrymonium chloride, paraffin, cetyl alcohol, polyoxyethylene cetyl ether in purified water, and warmed to 80 ℃ while stirring Dissolved. After cooling to 60 ° C., dimethicone and perfluorononyldimethicone (Pheonix Chemical, Inc.) of Formula 1 (a, b, x are 200, 600, and 80, respectively) were added and 40 ° C. was added. Cooled to. Monoethanolamine, strong ammonia water (28%), and a combination fragrance were added thereto and mixed uniformly.                     

                                                              (Unit: weight%) Ingredient Name Example 1 Example 2 Comparative Example 1 Comparative Example 2 Cetyl alcohol 8.00 paraffin 0.60 Stearmonium chloride 2.50 Polyoxyethylene cetyl ether 2.50 EDTA-4Na 0.20 Propylene glycol 3.00 Sodium sulfite 0.70 Monoethanolamine 3.00 Strong ammonia water (28%) 5.00 Dimethicone - 1.0 - 2.0 Perfluorononyl dimethicone 2.0 1.0 - - p-phenylenediamine 0.030 P-toluenediamine sulfate 0.095 Resorcinol 0.250 p-aminophenol 0.425 p-amino-o-cresol 0.295 2-methyl-5-hydroxyethyl aminophenol 0.050 Combination Quantity Purified water to 100% pH 10.4 10.4 10.5 10.5

The hair dye composition of Examples 1, 2 and Comparative Examples 1, 2 and 6% hydrogen peroxide solution prepared at the composition ratio of Table 1 were mixed 1: 1 and applied to experimental human hair, and washed with shampoo after 30 minutes and dried. It was. After drying, the evaluation of seven expert panelists on the difference in color development on the hair, the gloss and the feel of the dyed hair was shown in Table 2 below. In addition, the frictional force on the dyed hair treated with the hair dye composition according to each Example and Comparative Example was measured five times, and the average frictional force reduction rate was calculated and shown in Table 2 below.

division Example 1 Example 2 Comparative Example 1 Comparative Example 2 Color development ◎ ◎ ◎ ◎ Shine and touch ◎ ◎ × △ % Reduction in friction 17.78 16.22 -5.32 5.34

(Evaluation standard)

* Color development

◎: excellent, ○: good, △: somewhat weak, ×: weak

* Shiny and touch

◎: Excellent, ○: Good, △: Normal, ×: Poor

Referring to Table 2, the hair dye composition containing the fluorine-based silicone compound according to the present invention has a color development ability comparable to that of Comparative Example 1, which is a hair dye composition not containing it, and Comparative Example 2, a hair dye composition containing dimethicone. It was found to be excellent, and the shine and feel were evaluated as much better. In addition, the frictional force reduction rate in Table 2 indicates that the surface of the hair is smoother as the value increases, and the negative value means that the frictional force of the surface is increased than before dyeing, considering that the damage to the surface of the hair is increased. The hair dye composition containing the fluorine-based silicone compound according to the present invention is less effective for hair protection compared to Comparative Example 1, which is a hair dye composition which does not contain it, and Comparative Example 2, which is a hair dye composition containing dimethicone. Able to know.

Meanwhile, after dyeing the hair and wool for shampoo fastness test using the hair dye composition according to each Example and Comparative Example, put into 40% sodium ethoxylated lauryl sulfate (SLES) 1% aqueous solution and stirred for 20 minutes The shampoo color fastness test was repeated twice, and the hair color difference before and after the water drop was evaluated by 7 professional panelists. Co., LTD). The color difference measurement was recorded as the average value after repeated measurements three times for each value and the results are shown in Table 3 together.

division Example 1 Example 2 Comparative Example 1 Comparative Example 2 Color difference of hair * ◎ ◎ × ○ L ** -5.34 -7.21 -16.2 -9.12 a ** 2.01 3.31 7.5 4.10 b ** 0.21 0.36 -1.35 -0.78 △ E ** 6.23 7.68 17.1 10.25

(Evaluation standard)

In Table 3, * represents the color difference of the hair before and after the water drains.

◎: even after dripping less color difference, ○: Some color difference, △: deep color difference, ×: very deep color difference

In Table 3, ** indicates the difference between the color values before and after the water drainage (the value after the water draining minus the value before the water draining).

L: Bright and dark, the higher the value, the brighter

a: Green to red, the bigger the red group

b: Blue to yellow, the bigger the yellow group is.

ΔE: transition energy, ΔE = [(Δa) ² + (Δb) ² + (ΔL) ² ] ^1/2

Referring to Table 3, the hair dye composition containing a fluorine-based silicone compound according to the present invention is the color after the dripping compared to Comparative Example 1, a hair dye composition containing no dye and Comparative Example 2 containing a dimethicone. Not only are the differences small, but the color persistence is excellent.

As described above, the hair dye composition containing the fluorine-based silicone compound according to the present invention has less hair damage during dyeing, thus having a greater hair protection effect, less water drainage after dyeing, and excellent color persistence.

Claims (3)

An oxidizing hair dye composition comprising a first agent containing an oxidizing dye precursor and a coloring agent and a second agent containing an oxidizing agent for oxidizing the oxidizing dye precursor to form a dye, The first agent is represented by the following general formula 1, and the oxidation type hair dye composition comprising 0.01 to 10% by weight of the fluorine-based silicone compound containing at least one fluorine group in the side chain based on the total weight of the first agent. <Formula 1>

In Formula 1, a, b, and x are integers of 1 to 1,000, 1 to 1,000, and 1 to 100, respectively, and the average molecular weight of the compound is 1,000 to 1,000,000. delete delete