KR100817192B1 - Hair dye composition - Google Patents

Abstract

FIELD OF THE INVENTION The present invention relates to hair dye compositions, in particular cationic compounds and anionic surfactants, including certain cationic compounds, anionic surfactants, and nonionic surfactants, after dyeing by forming a water soluble pseudo-nonionic surfactant complex. The present invention relates to a hair dye composition having excellent conditioning effect and dyeing persistence, and remarkably improved hair dye solution and skin contamination removal effect remaining on hair and scalp after dyeing.

Hair dyes, cationic compounds, anionic surfactants, nonionic surfactants, conditioning effects, dyeing sustainability, dye cleaning power

Description

Hair dye composition {HAIR DYE COMPOSITION}

The present invention relates to a hair dye composition, and more particularly, to a hair dye composition which is excellent in the conditioning effect and the dyeing persistence, and the hair dye solution remaining in the hair and the scalp after dyeing and the skin stain removal effect are remarkably improved.

Generally, currently used two-component oxidative permanent hair dyes are composed of a separate container for one agent (dye) and two agents (oxidant) for stability reasons, and the first and second agents are mixed and used before use. In addition, the hair color obtained by the oxidative permanent hair dye lasts for 2 to 3 months.

The first agent (dye) is mainly composed of aromatic amines, dyes and salts of alcohols, and alkaline agents which develop color by oxidative condensation. Examples include ammonia, monoethanolamine, aminomethylpropanol, and the like. It is used. In addition, hydrogen peroxide is used as a 2nd agent (oxidizing agent).

In general, the hair dye is oxidized and condensed when the dye intermediate and the coupler in the first agent (dye) and the oxidant in the second agent (oxidant) are mixed to give various colors to the hair. In this case, the alkaline agent swells the hair to facilitate the hair penetration of the dye, promotes decomposition of hydrogen peroxide, an oxidizing agent, and oxygen generated by hydrogen peroxide promotes the oxidation condensation reaction of the dye intermediate.

In addition, hair damage occurs due to the action of alkaline and oxidizing agents during hair dyeing, in which case cationic compounds are used. The cationic compound acts to reduce the static electricity by adsorbing the damaged hair to reduce friction, increase the hair adsorption of other water-insoluble conditioning materials, and alter the electrical properties of the hair.

Conventionally used cationic compounds can impart antistatic and conditioning effects to hair without forming precipitates when used in small amounts, but when used in combination with anionic surfactants, they form precipitates or degrade detergency with increased use. After dyeing, it can not wash out the skin contamination caused by dyeing effectively. In addition, when used with a nonionic surfactant, some cationic compounds or cationic polymers have a problem in that phase separation occurs in a storage state. In addition, when the cationic compound is used, the hair deposition rate of the dye is increased to increase the contamination of the scalp or skin, and undyed dye is not washed well after the dyeing of hair, resulting in a problem of stiff hair and a treatment effect.

In order to solve the problem of deterioration in stability when used in combination with the nonionic surfactant, French Patent No. 2,502,949 discloses cationic compounds in two-component oxidizing agents and nonionic surfactants in one-component (dye) separately. It improves and discloses the method of mixing 1 and 2 agents before use. In order to solve the problem of lowering the cleaning power by forming a precipitate when mixed with the anionic surfactant, US Patent No. 5,441,541 introduces a hydrophilic part to the quaternary ammonium salts commonly used to overcome the phenomenon that the charge is neutralized and precipitated. And it discloses a method for improving the cleaning power against oil pollution.

US Pat. No. 6,211,140 also discloses a method of maximizing the conditioning effect using certain cationic compounds, but does not take advantage of the quasi-nonionic surfactant structure, but the cationic properties of the divalent cationic compounds. Disclosed is a fabric softener mainly used.

Thus, using certain cationic compounds not only takes advantage of the pseudo-nonionic surfactant structure, but also does not form precipitates when used in combination with anionic surfactants, and does not degrade stability when used in combination with nonionic surfactants. There is a need for further studies on hair dye compositions that are excellent in conditioning, conditioning, staining, and skin contamination removal effects.

In order to solve the problems of the prior art as described above, the present invention does not form a precipitate when used in combination with an anionic surfactant, including a cationic compound, does not reduce the stability when used in combination with a nonionic surfactant, and at the same time conditioning It is an object of the present invention to provide a hair dye composition which is excellent in effect and durability of dyeing and excellent in removing hair dye solution remaining in hair and scalp after dyeing and removing skin contamination.

In order to achieve the above object, the present invention, in the hair dye composition, the cationic compound, anionic surfactant, and nonionic surfactant represented by the following formula (1) in a molar ratio of 0.01: 1: 0.01 ~ 1: 1: 1 It provides a hair dye composition comprising:

[Formula 1]

In the formula of Formula 1,

R ₁ , R ₂ , R ₃ , and R ₅ are each independently or simultaneously a saturated or unsaturated alkyl group having 1 to 20 carbon atoms, benzyl group, hydroxy ethyl group, hydroxy ethyl group having 1 to 20 ethylene oxide groups added, or propylene An hydroxy ethyl group to which 1 to 20 oxide groups are added,

R ₄ is each independently or simultaneously an alkyl group having 1 to 20 carbon atoms, an alkyl group having 1 to 10 ethylene oxide groups added, an alkyl group having 1 to 10 propylene oxide groups added, or an alkyl group having at least one hydroxyl group bonded thereto,

X is a halogen group element, a sulfate group, or an acetate group,

a is each independently or simultaneously an integer of 1-20.

Hereinafter, the present invention will be described in detail.

The present inventors, while studying a hair dye composition that does not form a precipitate when used in combination with an anionic surfactant, and does not reduce the stability when used in combination with a nonionic surfactant, the formula (1) comprising a large hydrophilic group in the molecule with a diamine structure As a result of preparing the hair dye composition using the cationic compound represented by the formula, it does not form a precipitate when used in combination with the anionic surfactant, does not reduce the stability when used in combination with the nonionic surfactant, and at the same time, the conditioning effect, dyeing sustainability And it was confirmed that the effect of removing the skin contamination has an excellent effect, to complete the present invention based on this.

The hair dye composition of the present invention is characterized by comprising a cationic compound, anionic surfactant, and nonionic surfactant represented by the formula (1) in a molar ratio of 0.01: 1: 0.01 to 1: 1: 1.

Cationic compound represented by the formula (1) used in the present invention has a diamine structure, including a large hydrophilic group in the molecule does not form a precipitate with an anionic surfactant, while showing excellent effect compared to conventional cationic compounds In addition, it forms a structure of a pseudo-nonionic surfactant to increase the washing power for the hair, and increases the conditioning effect of the hair after dyeing, and also serves to maintain the dyeing effect.

The cationic compound is preferably included in 0.01 to 15% by weight in the hair dye composition. In addition, the cationic compound is preferably mixed with an anionic surfactant in a molar ratio of 0.01: 1 to 1: 1. When the mixing molar ratio is less than 0.01: 1, it is difficult to see the change of physical properties of the surfactant mixing system by mixing the cationic compound, and when the mixing molar ratio exceeds 1: 1, the feeling of using the cationic compound is decreased. have.

The anionic surfactants used in the present invention may wet the hair in the hair dye composition to facilitate the penetration of dyes, and remove the oil and sebum present in the hair to enhance the dyeing effect, and after dyeing It acts to effectively remove hair dye solution remaining on the surface of the hair.

It is preferable that the anionic surfactant is a compound represented by the following formula (2).

[Formula 2]

In the formula (2),

R ₆ is alkyl having 8 to 20 carbon atoms,

M is sodium, potassium, magnesium, triethanolamine, or ammonium ion,

b is 0-4.

Anionic surfactants represented by the formula (2) include sodium lauryl sulfate, lauryl ammonium sulfate, lauryl magnesium sulfate, lauryl triethanolamine, sodium polyoxyethylene lauryl sulfate, or polyoxyethylene lauryl sulfate .

The anionic surfactant is preferably contained in 0.5 to 15% by weight in the hair dye composition. If the content is less than 0.5% by weight, the use effect is low, when the content exceeds 15% by weight there is a problem that the feeling of use is lowered.                     

The nonionic surfactants used in the present invention additionally serve to increase the viscosity, auxiliary cleaning, emulsifying efficacy, solubilizing efficacy and the like to the composition.

The nonionic surfactant is preferably a compound represented by the following Chemical Formula 3, Chemical Formula 4, or Chemical Formula 5.

[Formula 3]

In the formula (3),

R ₇ is alkyl having 8 to 20 carbon atoms,

R ₈ and R ₉ are each independently or simultaneously alkyl having 1 to 3 carbons.

[Formula 4]

In the formula (4),

R ₁₀ is alkyl having 8 to 20 carbon atoms,

x is 0 or 1.

[Formula 5]

In the formula (5),

R ₁₁ is alkyl having 8 to 20 carbon atoms or alkyl phenyl having 8 to 20 carbon atoms,

y is an integer from 3 to 50.

Examples of the nonionic surfactant represented by Formula 3 include lauryldimethylamine oxide, palm oil alkyldimethylamine oxide, and the like. Examples of the nonionic surfactant represented by Formula 4 include lauryl acid ethanolamide and palm oil fatty acid diethanol. Amide, or palm oil fatty acid monoethanolamide, and the like. The nonionic surfactant represented by the formula (5) includes polyoxyethylene lauryl ether or polyoxyethylene nonylphenyl ether.

The nonionic surfactant is preferably included in 0.1 to 15% by weight in the hair dye composition. If the content is less than 0.1% by weight, there is a problem that the stability of the mixing system is lowered, and if it exceeds 15% by weight, there is a problem that the feeling of use is lowered.

The hair dye composition of the present invention includes components included in a conventional hair dye composition in addition to the surfactant. As an example, a component such as an oxidizing dye, a solvent, an alkali, an antioxidant, a metal blocking agent, an oxidizing agent, a thickening agent, or a flavoring agent may be appropriately selected as a component that may be included in the hair dye composition.

The oxidizing dye includes a conventional oxidizing dye precursor and a coupler used in the conventional hair dye. The oxidized dye precursor reacts with an appropriate coupler or oxidizes with the indole precursor to produce a melanin type dye. In addition, in order to further vary the color tone, direct dyes such as azo dyes, anthraquinone dyes, benzine nitro derivatives, indamine, indoaniline, or indophenol may be used.

As the oxide dye precursor, a conventional oxide dye intermediate may be used. Examples include o-aminophenol, p-aminophenol, toluene-2,5-diamine hydrochloride, p-phenylenediamine hydrochloride, toluene-2,5-diamine, p-phenylenediamine, sulfate-p-methylamino Phenol, sulfuric acid-o-aminophenol, sulfuric acid-p-aminophenol, sulfuric acid-toluene-2,5-diamine, or sulfuric acid-p-phenylenediamine. The oxide dye precursors may be used alone or in combination of two or more thereof.

The coupler is 2-methyl-5-hydroxyethyl aminophenol, p-amino-o-cresol, m-aminophenol, hydrochloric acid-2,4-diaminophenoxyethanol, hydrochloric acid-m-phenylenediamine, m-phenylenediamine, N-methyl-p-phenylenediamine, sulfate-p-amino-o-cresol, sulfate 4-ethoxy-m-phenylenediamine, sulfate-m-phenylenediamine, α-naphthol , Resorcin, or 2-methylsorbinol and the like can be used. The coupler is used in admixture with an oxidizing dye precursor, and serves to express various color to hair.

The oxidizing dye is preferably included in the hair dye composition before mixing with the peroxide in 0.05 to 10% by weight, more preferably 0.1 to 5.0% by weight.

The solvent may be a water-soluble solvent, and examples thereof include ethanol, propyl alcohol, isopropyl alcohol, glycol, and glycol ethers such as propylene glycol, hexyl glycol, or diethylene glycol. The said solvent can be used individually or in mixture of 2 or more types.

The solvent is preferably included in the hair dye composition 0.01 to 20% by weight, more preferably 0.5 to 15% by weight.

The alkali agent may be sodium hydroxide, potassium hydroxide, ammonia water, monoethanolamine, aminomethylpropanol, or the like having a pH of 6 or more, and more preferably, an alkali agent having a pH of 6 to 12 is used.

The antioxidant may be used ascorbic acid, erythorbic acid, cysteine hydrochloride, sodium sulfate, etc., preferably contained in 0.01 to 10% by weight, more preferably 0.1 to 3% by weight in the hair dye composition Will be.

The metal blocking agent may use EDTA, tetrasodium-EDTA, pentasodium pentate, and the like, and is preferably included in the hair dye composition in an amount of 0.01 to 5 wt%, more preferably 0.05 to 1 wt%. will be.

The oxidant is preferably hydrogen peroxide (35%).

The thickener may be used alone or in combination of two or more higher alcohols having 14 to 18 carbon atoms.

The hair dye composition of the present invention comprising the above-described components not only has excellent conditioning effect and excellent effect for long-lasting dyed color after dyeing, but also has excellent cleaning power and dyes and dyes remaining on the surface of the hair after dyeing. There is an advantage that can effectively remove the contamination of the scalp caused by.

Hereinafter, preferred examples are provided to help understanding of the present invention, but the following examples are merely to illustrate the present invention, and the scope of the present invention is not limited to the following examples.

EXAMPLE

Example 1

(Dye composition)

Cetostearyl alcohol 9.5% by weight, ethylhexyl palmitate 0.5% by weight, paraffin 1.0% by weight, hard-flow isoparaffin 2.0% by weight, cocoamide-EDTA 1.2% by weight, self-emulsifying glyceryl distearate 1.5% by weight, polyoxy 3.5% by weight of ethylene cetyl ether, 3.5% by weight of polyoxyethylene lauryl sulfate (30%), and 0.5% by weight of bis-ammonium chloride (Formula 1a) were dissolved by heating to about 75 to 80 ° C in an oil phase. 5,0 wt% propylene glycol, appropriate amount of sodium sulfite and ascorbic acid, 0.7 wt% p-phenylenediamine, 0.5 wt% resorcin, 0.15 wt% m-aminophenol, p-amino-o-cresol 0.05 % By weight and the remaining amount of purified water were dissolved by heating to about 75 ~ 80 ℃.

The heated dissolved oil phase and the water phase were mixed and emulsified at the same temperature, cooled to about 45 ° C., and then, 1.5% by weight of monoethanolamine, 6.0% by weight of ammonia water, and an appropriate amount of combination were added thereto, followed by uniform mixing and stirring. A hair dye composition was prepared.

At this time, bis-ammonium chloride used as the cationic compound is represented by the following formula (1a).                     

[Formula 1a]

In the formula (1a), R is an alkyl group having 12 carbon atoms, X is a halogen group element, sulfate group, or acet group, n is 6.

(Oxidizer Composition Preparation)

Cetostearyl alcohol 3.5 wt%, ethyl hexyl palmitate 0.5 wt%, paraffin 1.0 wt%, light flow isoparaffin 1.5 wt%, cocoamide-EDTA 0.5 wt%, polyoxyethylene cetyl ether 1.5 wt%, and a suitable amount of pena Cetine was warmed and dissolved at about 75 to 80 ° C. in an oil phase, and a proper amount of EDTA-2Na and the remaining amount of purified water were dissolved at about 75 to 80 ° C. as a water phase.

The heated dissolved oil phase and the aqueous phase were mixed and emulsified at the same temperature, cooled to about 45 ° C., and then, an appropriate amount of phosphoric acid and hydrogen peroxide (35%) were added to 17.0 wt%, and the mixture was stirred and stirred to prepare an oxidant composition. It was.

Examples 2-3 and Comparative Examples 1-3

(Dye composition)

Except for using the components and the composition ratio shown in Table 1 in Example 1 was carried out in the same manner as in Example 1.

(Oxidizer Composition Preparation)

It carried out in the same manner as in Example 1.                     

The unit in Table 1 below is weight percent.

division Example Comparative example One 2 3 One 2 3 Cetostearyl alcohol 9.5 9.5 9.5 9.5 9.5 9.5 Ethylhexyl palmitate 0.5 0.5 0.5 0.5 0.5 0.5 paraffin 1.0 1.0 1.0 1.0 1.0 1.0 Hard Flow Isoparaffin 2.0 2.0 2.0 2.0 2.0 2.0 Cocoamide-EDTA 1.2 1.2 1.2 1.2 1.2 1.2 Self-Emulsifying Glyceryl Distearate 1.5 1.5 1.5 1.5 1.5 1.5 Polyoxyethylene cetyl ether 3.5 3.5 3.5 3.5 3.5 3.5 Stearmonium chloride - - - 0.5 - - Behentrimonium chloride - - - - 0.5 - Sodium polyoxyethylene lauryl sulfate (30%) 3.5 3.5 3.5 - - 1.0 Bis-ammonium chloride 0.5 1.0 3.5 - - - Propylene glycol 5.0 5.0 5.0 5.0 5.0 5.0 Sodium sulfite Quantity Quantity Quantity Quantity Quantity Quantity Ascorbic acid Quantity Quantity Quantity Quantity Quantity Quantity p-phenylenediamine 0.7 0.7 0.7 0.7 0.7 0.7 Resorcin 0.5 0.5 0.5 0.5 0.5 0.5 m-aminophenol 0.15 0.15 0.15 0.15 0.15 0.15 p-amino-o-cresol 0.05 0.05 0.05 0.05 0.05 0.05 Monoethanolamine 1.5 1.5 1.5 1.5 1.5 1.5 ammonia 6.0 6.0 6.0 6.0 6.0 6.0 Combination Quantity Quantity Quantity Quantity Quantity Quantity Purified water Up to 100% by weight

Experimental Example 1. Hair Conditioning and Staining Effects

20 random women were selected as test subjects, divided into 5 groups of 4 people each, and dyed to hair using the hair dye composition prepared in Examples 1 to 3 and Comparative Examples 1 or 2, and thereafter, the hair conditioning effect Was observed. In addition, after 1 month, the persistence of the dyed color was compared. At this time, the observation of hair conditioning effect and staining persistence was measured by sensory through a randomly selected five expert group, evaluated according to the evaluation criteria of Table 2 below. The evaluation on hair conditioning evaluation is shown in Table 3 below, and the evaluation on the sustaining effect of dyeing is shown in Table 4 below.                     

Wet grade Dry Very smooth 5 Very smooth lubricity 4 lubricity usually 3 usually Slightly jammed 2 coarseness Severely jammed One Very rough

division Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 Wet 3.4 3.7 3.8 1.8 2.7 Dry 3.7 3.9 4.1 2.1 3.1

Through Table 3, the hair dye composition comprising bis-ammonium chloride represented by Formula 1a as the cationic compound according to the present invention is superior in hair conditioning effect compared to Comparative Example 1 or 2 using a conventional cationic compound It was found that the effect was further increased as the content of bis-ammonium chloride was increased.

division Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 Dying ○ ◎ ◎ △ △ [Note] ◎: Less color difference after dripping ○: Some color difference △: Severe color difference

Through Table 4, the hair dye composition comprising bis-ammonium chloride represented by Formula 1a as the cationic compound according to the present invention is more vivid color compared to Comparative Example 1 or 2 using a conventional cationic compound It was found that, as the content of bis-ammonium chloride was increased, the effect was further increased.

Experimental Example 2. Detergency

The hair dye composition and the oxidizing agent composition prepared in Example 1 and Comparative Example 1 or 2 were mixed at the same content and dyed in woolen cloth, and then left for 30 minutes and rinsed with running water for 1 minute. It was soaked in SLES 1% solution at 40 ° C. for 10 minutes, then taken out, rinsed well with running water again, and dried in a drier. The hair color difference before and after the water was measured according to the evaluation criteria of Table 5 below, and the color value difference before and after the water drainage (the value before the water drainage-the value after the water drainage) was measured by using a color difference meter, and the results were as follows. Table 6 shows. Color difference measurement was repeated five times for each value, the average value is shown in Table 6 below. The difference of the actual color difference was interpreted as ΔE value.

Evaluation standard ◎ Less color difference after dripping ○ There is some color difference △ Severe color difference × Very different color difference

division Example 1 Comparative Example 1 Comparative Example 2 Comparative Example 3 Sampu 1 time (difference from shampoo) 8 13 13 14 5 shampoos (different from 1 shampoo) 18 25 24 26 Dye lasting (after 5 shampoos) ◎ △ △ △

Through Table 6, it can be seen that Example 1 containing bis-ammonium chloride represented by Formula 1a as the cationic compound according to the present invention compared to Comparative Examples 1 to 3, the dyes were easily rinsed, 5 times shampoo It was confirmed that the subsequent dyeing persistence is also excellent.

This is because the unreacted dyes remaining on the woolen surface and the dyes that did not penetrate to the inside of the wool were easily rinsed off after dyeing with the composition of Example 1 according to the present invention.

Experimental Example 3. Skin Contamination Reduction

The mixture of the hair dye composition and the oxidant composition prepared in Example 1 and Comparative Examples 1 to 3 at the same content ratio was applied to the arms of five arbitrarily selected panelists, and after about 20 minutes, twice with soap. Sensory evaluation of skin contamination by washing, the results are shown in Table 7.

division Example 1 Comparative Example 1 Comparative Example 2 Comparative Example 3 Skin pollution reduction ◎ △ △ △ [Note] ◎: Easily erased ○: Somewhat remaining △: Not easily erased

Through Table 7, it was confirmed that Example 1 including the bis-ammonium chloride represented by Formula 1a as the cationic compound according to the present invention has an excellent effect of reducing skin contamination compared to Comparative Examples 1 to 3.

According to the present invention, not only does not form a precipitate when used in combination with an anionic surfactant, but also at the same time excellent conditioning effect and dyed color can be maintained for a long time after hair dyeing, excellent cleaning power and dye remaining on the surface of the hair after dyeing A hair dye composition can be prepared that can effectively remove contamination of the scalp due to staining.

Claims (4)

In the hair dye composition, a hair dye composition comprising a cationic compound, anionic surfactant, and nonionic surfactant represented by the following formula (1) in a molar ratio of 0.01: 1: 0.01 to 1: 1: 1: [Formula 1]

In the formula of Formula 1, R ₁ , R ₂ , R ₃ , and R ₅ are each independently or simultaneously a saturated or unsaturated alkyl group having 1 to 20 carbon atoms, benzyl group, hydroxy ethyl group, hydroxy ethyl group having 1 to 20 ethylene oxide groups added, or propylene An hydroxy ethyl group to which 1 to 20 oxide groups are added, R ₄ is an alkyl group having 1 to 20 carbon atoms, an alkyl group having 1 to 10 ethylene oxide groups added, an alkyl group having 1 to 10 propylene oxide groups added, or an alkyl group having a hydroxy group bonded thereto, X is a halogen group element, a sulfate group, or an acetate group, a is 1 In the hair dye composition, a hair dye composition comprising a cationic compound, anionic surfactant, and nonionic surfactant represented by the following formula (1a) in a molar ratio of 0.01: 1: 0.01 to 1: 1: 1: [Formula 1a]

In the formula of Formula 1a, R is an alkyl group having 12 carbon atoms, X is a halogen group element, sulfate group, or acet group, n is 6. The method according to claim 1 or 2, A hair dye composition wherein the anionic surfactant is a compound represented by Formula 2 below: [Formula 2]

In the formula (2), R ₆ is alkyl having 8 to 20 carbon atoms, M is sodium, potassium, magnesium, triethanolamine, or ammonium ion, b is 0-4. The method according to claim 1 or 2, The nonionic surfactant is a hair dye composition is a compound represented by the following formula (3), (4), or (5): [Formula 3]

In the formula (3), R ₇ is alkyl having 8 to 20 carbon atoms, R ₈ , and R ₉ are each independently or simultaneously alkyl having 1 to 3 carbons, [Formula 4]

In the formula (4), R ₁₀ is alkyl having 8 to 20 carbon atoms, x is 0 or 1, [Formula 5]

In the formula (5), R ₁₁ is alkyl having 8 to 20 carbon atoms or alkyl phenyl having 8 to 20 carbon atoms, y is an integer from 3 to 50.