KR102210829B1 - Composition for aerosol oxidative dyeing of hair - Google Patents

Abstract

The present invention relates to a hair dye composition for oxidation dyeing that is applied to an aerosol formulation sprayed in a foam type containing an oxidation dye precursor and a coupler, and is a volatile silicone compound and a polyglycerin fatty acid ester compound, more preferably, a volatile silicone compound, silicone It is characterized by containing a quaternium compound and a polyglycerin fatty acid ester compound. The hair-dye composition according to the present invention has improved stability over time and can minimize discoloration of the base or decrease in color development power of the dye. In particular, it has excellent safety over time for propellants, and it is easy to penetrate and absorb the dye during hair dyeing. Not only does the color develop within time, it also has excellent color persistence against fading.

Description

Composition for aerosol oxidative dyeing of hair

The present invention relates to an aerosol-type hair dye composition for oxidation dyeing comprising an oxidation dye precursor and a coupler.

A typical hair dye composition for oxidation dyeing usually contains at least one oxide dye precursor and at least one coupler that is oxidized to form a dye, and such a hair dye composition for oxidation dyeing consists of a hydrogen peroxide solution diluted immediately before application to hair. Dyeing is performed by mixing with an oxidizing agent. The purpose of using this hair-dye agent is to dye the hair as completely as possible and to sustain the hair-dying effect for a long time. However, there is a hassle of mixing the first agent and the second agent each time they are used, and to solve this problem, the first agent and the second agent are sprayed at the same time, and an aerosol-type oxidation dyeing hair dye that can be mixed and used immediately came out.

However, currently commercially available aerosol-type hair dyes for oxidation dyeing have a disadvantage in that the base is discolored due to air contact and/or high temperature when stored for a long period of time, or the color developing power of the dye is weakened. There is this. In addition, when it takes a lot of time to develop color, or when rapid color development occurs, an excessive amount of dye must be used, and during dyeing, there is a problem in that color discoloration occurs easily due to water fading due to repeated use of shampoo.

Therefore, the technical problem to be achieved by the present invention is that the stability over time is improved, so that the discoloration of the base due to contact with the air and the propellant or reduction of the color development power of the dye can be minimized, and the penetration and absorption of the dye are facilitated during hair dyeing, resulting in a fast time. It is to provide an aerosol-type hair dye composition for oxidation dyeing that not only develops color but also has very excellent color persistence against fading.

In order to achieve the above technical problem, the present invention is a hair dye composition containing an oxidation dye precursor and a coupler, a volatile silicone compound represented by the following formula (1) and a polyglycerin fatty acid ester compound represented by the following formula (5), more preferably , A volatile silicone compound represented by the following Formula 1, a silicone quaternium compound selected from the following Formulas 2 to 4, and a polyglycerin fatty acid ester compound represented by Formula 5 It provides an aerosol-type hair dye composition for oxidation dyeing.

In Formula 1, n is an integer between 3 and 7.

In Formula 2, R represents an alkyl group having 4 to 30 carbon atoms, and the sum of X and Y is an integer between 1 and 50.

In Formula 3, the sum of X and Y is an integer between 1 and 50.

In Formula 4, R represents an alkyl group having 4 to 30 carbon atoms, and the sum of X and Y is an integer between 1 and 50.

In Formula 5, R ₂ , R ₃ are H or -COR ₄ , R ₁ and R ₄ are each independently hydrogen or a straight-chain alkyl group having 1 to 30 carbon atoms, and n is 0 to 20.

Hereinafter, the aerosol-type hair dye composition for oxidation dyeing according to the present invention will be described in more detail.

The hair dye composition for oxidation dyeing of the present invention contains a volatile silicone compound and a polyglycerin fatty acid ester compound, more preferably, a volatile silicone compound, a silicone quaternium compound, and a polyglycerin fatty acid ester compound at the same time.

The hair dye composition for oxidation dyeing of the present invention contains a volatile silicone compound. These volatile silicone compounds are generally known to improve the texture after drying or are used as a solvent for cosmetics raw materials, and improve spreadability and compatibility by diluting oils and high viscosity materials that are difficult to disperse such as silicone (Randy Schueller. Et al. "Conditioning agents for Hair and Skin", p.172-173).

In addition to these functions, volatile silicone compounds have a lower specific gravity than water and have a higher specific gravity than aerosol propellants such as propanol, butanol, dimethyl ether, etc., so they exist between the two layers to form a film to prevent contact, thereby discoloring the composition due to propellant or air contact. It has the effect of preventing. In addition, since these volatile silicone compounds are easily volatilized when applied to hair after being sprayed, using an appropriate amount does not affect the color development of the dye. The volatile silicone compound added to the hair dye composition for oxidation dyeing according to the present invention can improve long-term stability of the hair dye by preventing oxidation of dyes and other components in the base of the hair dye with time.

The volatile silicone compound contained in the hair dye composition for oxidation dyeing of the present invention is preferably a compound represented by Chemical Formula 1, specifically cyclotrisiloxane (n=3), cyclotetrasiloxane (n=4), Cyclopentasiloxane (n=5), cyclohexasiloxane (n=6), cycloheptasiloxane (n=7), and the like may be used, but are not limited thereto. These volatile silicone compounds may be used alone or in combination of one or more.

The content of the volatile silicone compound is preferably 0.01 to 5% by weight, more preferably 0.1 to 1.5% by weight, based on the total amount of the hair dye composition for oxidation dyeing. When the content is less than 0.01% by weight, the effect of preventing discoloration of the composition may be insignificant, and when it exceeds 5% by weight, the color development power of the dye may be inhibited.

A more preferable hair dye composition for oxidation dyeing of the present invention contains a silicone quiternium compound. These silicon quaternium compounds are generally known to have good compatibility with anionic surfactants used to generate air bubbles in aerosol formulations, so they do not form complexes, and cationic portions are well adsorbed to the hair to form a coating film on the hair surface ( Randy Schueller et al "Conditioning agents for Hair and Skin", p.209-211). In addition, since it has a silicon structure similar to that of volatile silicon, it has good compatibility with volatile silicon, which makes the formation of a film between the contents of volatile silicon more robust and increases the effect of preventing discoloration of the contents.

In the present invention, it was confirmed that when one or more of the silicon quaterniums having the structures of Chemical Formulas 2 to 4 are used together, there is an effect of preventing discoloration, maintaining color, and preventing water from fading after dyeing. As the silicon quaternium of Formulas 2 to 4, BC-2211 (Basildon, UK) may be used, but is not limited thereto.

The content of the silicon quaternium compound is preferably 0.01 to 5% by weight, more preferably 0.1 to 1.5% by weight, based on the total amount of the composition. When the content is less than 0.01% by weight, the discoloration preventing effect of the composition may be insignificant, and when it exceeds 5% by weight, the color development power of the dye may be inhibited.

Meanwhile, the polyglycerin fatty acid ester compound contained in the hair dye composition for oxidation dyeing of the present invention together with the volatile silicone compound and the silicone quaternium compound is represented by Chemical Formula 3. These polyglycerol fatty acid ester compounds may be used alone or in combination of one or more.

Polyglycerin fatty acid ester compounds are commonly used as emulsifiers in foods and cosmetics, and are known to have a wide range of applications because they have a wide range of HLB values depending on the substituent, and are used with certain natural antioxidants to improve the oxidation stability of polyunsaturated fatty acids. It is known to increase. In addition, it has been reported that when a surfactant suitable for the polarity of the base is selected in a specific antioxidant system, the antioxidant activity is improved (Hashimoto et al., "Effect of Surfactant on Antioxidant in O/W Emulsion of Natural Antioxidant", fragrance journal, 1998, December, p.65-74).

In the present invention, the polyglycerin fatty acid ester compound further improves the stability over time of the hair dye by further improving the antioxidant capacity of the composition itself in addition to the discoloration preventing effect of the volatile silicone compound and the silicone quaternium compound described above in the hair dye base. It plays a role of improving the penetration of hair by controlling the rate of oxidation and condensation of dyes.

Such polyglycerol fatty acid ester compounds include, for example, Polyglceryl-3 Beeswax, Polyglceryl-6 Behenate, Polyglceryl-2 Caprate, Polyglceryl-8 C12-20 Acid Ester, Polyglceryl-10 Caprylate, Polyglceryl-3 Cocoate, Polyglceryl-5 Isostearate, Polyglceryl-6 Laurate, Polyglceryl-10 Oleate, Polyglceryl-10 Trioleate, and the like may be used, but are not limited thereto.

The preferred content of the polyglycerin fatty acid ester compound is preferably 0.01 to 10% by weight, and more preferably 0.05 to 5% by weight based on the total weight of the composition. If the content is less than 0.01%, the antioxidant effect is not greatly increased, and if it exceeds 10%, there is a possibility that the stability of the base such as phase separation may decrease.

The hair dye composition for oxidation dyeing for an aerosol of the present invention contains a conventional oxidation dye precursor and a coupler used in the hair dye composition for oxidation dyeing, preferably two or more kinds of oxidation dye precursors and couplers.

Most of the oxidation dye intermediates and couplers currently known as the oxide dye precursor and coupler can be used in the present invention. Examples of such oxidation dye precursors include o-aminophenol, p-aminophenol, toluene hydrochloride-2,5-diamine, p-phenylenediamine hydrochloride, toluene-2,5-diamine, p-phenylenediamine, and sulfuric acid p- Methylaminophenol, o-aminophenol sulfate, p-aminophenol sulfate, toluene sulfate-2,5-diamine, p-phenylenediamine sulfate, and the like, but the present invention is not limited thereto.

The blending amount of the oxidation dye precursor is preferably 0.05 to 5% by weight (as a free base when present as a salt), more preferably 0.25 to 1.5% by weight based on the total weight of the hair dye composition for oxidation dyeing.

In addition, as coupler, 2-methyl-5-hydroxyethylaminophenol, p-amino-o-cresol, m-aminophenol, 2,4-diaminophenoxyethanol hydrochloride, m-phenylenediamine hydrochloride, m-phenylenediamine, N-methyl-p-phenylenediamine, p-amino-o-cresol sulfate, 4-ethoxy-m-phenylenediamine sulfate, m-phenylenediamine sulfate, α-naphthol, le Sorcinol, 2-methyllesorcinol, and the like, but the present invention is not limited thereto.

To the hair dye composition for oxidation dyeing for aerosols of the present invention, a direct dye that is commonly used within a range that does not impair the object of the present invention may be further added. Such direct dyes include Arianol dye, p-nitro -o-phenylenediamine, nitro-p-phenylenediamine, 2-amino-4-nitrophenol, 2-amino-5-nitrophenol, nitro-p-phenylenediamine hydrochloride, picramic acid and other vegetable dyes, Henna (Henna) and the like.

In the hair-dye composition for aerosols of the present invention, components commonly used in hair-dying agents may be used within a range that does not impair the object of the present invention. For example, ammonia, monoethanolamine, aminomethylpropanol, etc. may be used as alkali agents, nonionic surfactants or alkyl diethanolamides may be used as thickeners, and cationic, anionic, and nonionic surfactants may be used as surfactants. have. In addition, a quaternized ammonium salt and a quaternized polymer can be used as a conditioning agent. The hair-dye composition of the present invention can be used in a pH range of neutral to alkali, but is particularly effective in alkaline conditions.

In the oxidation dyeing hair dye composition for aerosols of the present invention, a propellant component commonly used in aerosols can be used within a range that does not impair the object of the present invention. For example, single and mixed gases such as liquid petroleum gas (LPG), dimethylether, isopentane, carbon dioxide gas, compressed air, etc. may be used. Such a propellant can be used in the range of 1 to 20% of the aerosol hair dye to obtain an appropriate foaming property and spraying speed.

The method of using the hair dye composition according to the present invention is as follows. Immediately before use, the hair-dye composition of the present invention is mixed with a peroxide, for example, an oxidizing agent containing 6% hydrogen peroxide, applied to the hair, treated for 5-20 minutes, and then rinsed with ordinary shampoo and water. Their detailed description is covered in detail in literature such as "Permanent Hair Dyes" by Keith C. Brown and Stanley Pohl (1996, Society of Cosmetic Chemists).

As described above, in the aerosol-type hair dye composition for oxidation dyeing according to the present invention, the aforementioned volatile silicone compound and polyglycerin fatty acid ester compound, more preferably, a volatile silicone compound, silicone quaternium compound, and polyglycerin fatty acid ester compound are each 1 Since more than one species are mixed at the same time, the ability to oxidize the air of the hair dye base and prevent discoloration due to contact with the propellant is improved, thereby improving the stability over time, and increasing the absorption and penetration by controlling the oxidation rate of the dye to improve the color development power of the dye. , Excellent durability against fading of colored colors.

As described above, the hair dye composition for oxidation dyeing of the present invention containing a volatile silicone compound and a polyglycerin fatty acid ester compound, more preferably a volatile silicone compound, a silicone quaternium compound, and a polyglycerin fatty acid ester compound at the same time, is stable even during long-term storage. This improvement can minimize discoloration of the base and decrease in the color development power of the dye, and it is easy to penetrate and absorb the dye during hair dyeing, so that not only color development is achieved within a short time, but also color persistence against fading is very excellent.

Hereinafter, examples will be described in detail to illustrate the present invention in detail. However, the embodiments according to the present invention may be modified in various forms, and the scope of the present invention should not be construed as being limited to the embodiments described below. The embodiments of the present invention are provided to more completely describe the present invention to those of ordinary skill in the art.

<Preparation of Example 1-2 and Comparative Example 1-3>

Comparative Examples and Examples were prepared with the components and contents shown in Table 1 below (unit is weight %). Sodium lauryl ether sulfate, sodium lauryl sulfate, steatrimonium chloride, polyoxyethylene cetyl ether, EDTA 4Na, propylene glycol, sodium sulfite, polyglycerol 10-laureth are added to purified water, heated to 70°C, and dissolved. Dye and monoethanolamine were mixed and dissolved. Subsequently, after cooling to 40° C., cyclopentasiloxane, silicon quaternium-17, strong ammonia water (28%), and a combination flavor were added and uniformly mixed to prepare a hair dye composition for oxidation dyeing.

ingredient Comparative Example 1 Comparative Example 2 Comparative Example 3 Example 1 Example 2 Sodium lauryl ether sulfate 8.00 8.00 8.00 8.00 8.00 Sodium lauryl sulfate 2.0 2.0 2.0 2.0 2.0 Steatrimonium chloride 2.5 2.5 2.5 2.5 2.5 Polyoxyethylenecetyl ether 2.5 2.5 2.5 2.5 2.5 EDTA 4Na 0.2 0.2 0.2 0.2 0.2 Propylene glycol 3.00 3.00 3.00 3.00 3.00 Sodium sulfite 0.70 0.70 0.70 0.70 0.70 Monoethanolamine 3.00 3.00 3.00 3.00 3.00 Strong ammonia water (28%) 5.00 5.00 5.00 5.00 5.00 Cyclopentasiloxane* - 0.5 - 0.5 0.25 Silicon Quaternium-17** - - - - 0.25 Polyglycerin 10-Laureth - - 2.0 2.0 2.0 p-phenylenediamine 0.136 0.136 0.136 0.136 0.136 Resorcinol 0.250 0.250 0.250 0.250 0.250 p-aminophenol 0.425 0.425 0.425 0.425 0.425 p-amino-o-cresol 0.295 0.295 0.295 0.295 0.295 2-methyl-5-hydroxyethyl aminophenol 0.050 0.050 0.050 0.050 0.050 Combination incense Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Purified water To 100% To 100% To 100% To 100% To 100% pH 10.5 10.4 10.3 10.6 10.4

* The above "cyclopentasiloxane" uses DC-245 (Dow Corning, USA)

** The "Silicon Quaternium-17" uses BC-2211 (Basildon, UK)

For the hair dye composition for oxidation dyeing prepared according to the Examples and Comparative Examples, color development power, stability over time, and color persistence due to water fading were evaluated through the following tests.

<Experimental Example 1> Evaluation of color developing power

The oxidation-dyeing hair dye composition prepared according to the above Examples and Comparative Examples was mixed 1:1 with a 6% hydrogen peroxide solution, applied to experimental human hair, washed with shampoo and dried after 10 minutes. After drying, the difference in color development power on the hair was evaluated by 7 expert panels, and the results are shown in Table 2.

(Evaluation standard)

◎: excellent color development power, ○: good color development power, △: slightly weak color development power, X: weak color development power.

division Comparative Example 1 Comparative Example 2 Comparative Example 3 Example 1 Example 2 Color development ○ △ ○ ○ ◎

<Experimental Example 2> Evaluation of stability over time

The oxidation-dyeing hair dye composition prepared according to the above Examples and Comparative Examples was injected into a transparent PET aerosol container together with a propellant, and the degree of discoloration of the contents was evaluated after storage at 40 and 50°C in thermostats for 30 days, respectively. In addition, this was mixed 1:1 with a hydrogen peroxide solution, applied to human hair for experiments, and washed with shampoo after 10 minutes and dried.

After drying, the difference in color development on the hair was evaluated by 7 expert panels, and the results are shown in Table 3 below.

(Evaluation criteria for discoloration)

○: discoloration is not recognized, △: slightly discoloration, X: discoloration severe.

(Evaluation criteria for color development)

◎: excellent color development power, ○: good color development power, △: slightly weak color development power, X: weak color development power.

division Temperature(℃) Comparative Example 1 Comparative Example 2 Comparative Example 3 Example 1 Example 2 Discoloration 40 △ △ × ○ ○ 50 × △ × △ △ Color development 40 ○ △ ○ ◎ ◎ 50 △ △ ○ ○ ◎

<Experimental Example 3> Evaluation of color persistence

After dyeing the hair dye composition for oxidation dyeing prepared according to the above Examples and Comparative Examples on the hair and wool for shampoo fastness test, put it in 1% aqueous solution of SLES at 40°C and stirred for 20 minutes. Omission) test was performed. The difference in the hair color before and after the fading was evaluated by 7 expert panelists, and the color difference of wool was measured using a color and color difference meter (model 1000DPS, Nippon denshoku kogyo Co., LTD), and the results are shown in a table It is shown in 4. Color difference measurement was repeated three times for each value and the average value was recorded.

division Comparative Example 1 Comparative Example 2 Comparative Example 3 Example 1 Example 2 Hair color difference* X ○ ○ ◎ ◎ L** -20.5 -8.83 -5.90 -3.61 -2.54 a** 7.2 3.08 4.55 -1.53 -1.88 b** -3.7 -5.77 -3.01 0.83 0.53 ΔE** 22.3 7.6 6.68 3.05 2.92

*: Difference in hair color before and after dripping

◎: Little difference in color even after fading, ○: Little difference in color, △: Severe color difference, X: Very severe color difference

**: Difference in color values before and after dripping (a value minus the value after dripping from the value before dripping)

Referring to Tables 2 to 4, in the case of Example 1 containing a volatile silicone compound and a polyglycerin fatty acid ester compound at the same time and Example 2 containing a silicon quaternium compound in the components of Example 1, compared to Comparative Examples It can be seen that not only excellent stability with time at high temperature, but also excellent color development power as a result of dyeing for the same time period, and exhibiting very excellent color persistence compared to conventional aerosol oxidized hair dyes in water loss after dyeing.

In addition, the hair-dye composition of Example 2, which additionally contained a silicone quaternium compound, was relatively superior to that of Example 1, which did not contain a silicone quaternium compound, in evaluating color development power, aging stability, and color persistence.

Claims (4)

In the aerosol-type hair dye composition for oxidation dyeing comprising an oxidation dye precursor and a coupler,
An aerosol-type hair dye composition for oxidation dyeing, characterized in that it contains a volatile silicone compound represented by the following formula (1) and a polyglycerin fatty acid ester compound represented by the following formula (5):
<Formula 1>

In Formula 1, n is an integer of 3 to 7;
<Formula 5>

In Formula 5, R ₂ , R ₃ are H or -COR ₄ , R ₁ and R ₄ are each independently hydrogen or a straight-chain alkyl group having 1 to 30 carbon atoms, and n is 0 to 20.
According to claim 1, Based on the total weight of the composition, the content of the volatile silicone compound is 0.01-5% by weight, the content of the polyglycerin fatty acid ester compound is 0.01-10% by weight, characterized in that the aerosol-type hair dye composition for oxidation dyeing .
The aerosol-type hair dye composition of claim 1, wherein the composition further comprises at least one of silicon quaternium compounds represented by the following Formulas 2 to 4:
<Formula 2>

In Formula 2, R represents an alkyl group having 4 to 30 carbon atoms, and the sum of X and Y is an integer between 1 and 50.
<Formula 3>

In Formula 3, the sum of X and Y is an integer between 1 and 50.
<Formula 4>

In Formula 2, R represents an alkyl group having 4 to 30 carbon atoms, and the sum of X and Y is an integer between 1 and 50.
The aerosol-type hair dye composition according to claim 3, wherein the content of the silicon quaternium compound is 0.01-5% by weight based on the total weight of the composition.