KR101307579B1 - Cosmetic composition - Google Patents

Abstract

PURPOSE: A cosmetic composition is nontoxic to humans and resolves the problem of conventional natural pigment, like the non-existence of black color, and provides various kinds of colors. CONSTITUTION: A cosmetic composition includes a compound having 3-6 recurring units represented by chemical formula 1, and melanin as an active ingredient. The molecular weight of the compound is 200-2,000 g/mol. Based on the total weight of the cosmetic composition, 01-20 wt% of the compound and 0.01-20 wt% of the melanin are included. A cosmetic product has the cosmetic composition.

Description

Cosmetic composition {COSMETIC COMPOSITION}

The present invention relates to a cosmetic composition. More specifically, the present invention relates to a compound having a repeating unit in the form of 5,6-dihydroxyindole and a cosmetic composition comprising melanin as an active ingredient.

The colorant blended in various cosmetics may be blended with the cosmetics to be colored, to have a covering power, and to protect ultraviolet rays. In addition, it is used in most makeup cosmetics to cover and color the skin appropriately to cover up blemishes and freckles.

These colorants are largely classified into organic synthetic pigments (tar pigments), inorganic pigments, natural pigments and the like.

Organic synthetic pigments include dyes, lakes and organic pigments and are regulated by relevant laws. Dyes are dissolved in water or solvents such as oils and alcohols to give a color effect. Yellow 5, Red 230, Blue 1 and the like. These dyes have a disadvantage in that the cleansing is difficult because the pigments are pigmented on the skin. Lake is insoluble in calcium, aluminum, etc. in water-soluble dyes, such as red 202, red 204 and the like. Organic pigments are insoluble colored powders having no soluble group in the structure, and include red 228 and red 226, which are colorful in color, but have weak stability.

Inorganic pigments include extender pigments, colored pigments and white pigments. Inorganic pigments are insoluble mixtures based on metal ions, and are widely used in eye or face make-up. For coloring in inorganic pigments, inorganic pigments such as yellow iron oxide, red iron oxide, black iron oxide or ultramarine and carbon black are used. Such inorganic pigments have a small variety of colors but have excellent resistance, and are mainly used in makeup cosmetics because of their special color tone. However, due to the nature of the raw material of iron oxide, it may be a factor that inhibits uniform dispersion.

In addition, synthetic pigments are causing problems of safety such as causing skin sensitivity and irritation.

Recently, interest in cosmetics using environmentally friendly natural pigments is increasing. The natural pigments include animal pigments, vegetable pigments and pigments derived from microorganisms, beta carotene (β-carotene) extracted from carrots, carthamin extracted from the petals of safflower (carthamin), sikonin extracted from roots ( Shikonin) and Cochineal obtained from Coccus cacti. These natural pigments have better stability than synthetic pigments, but the coloring power is different in color depending on the extraction conditions and climatic conditions, there is a problem that there is no natural pigment showing black.

Republic of Korea Patent Publication No. 2006-0083800

It is an object of the present invention to provide a cosmetic composition that is harmless to the human body and has a natural and vivid color development power.

Another object of the present invention is to provide a cosmetic composition having black and various colors.

One aspect of the present invention relates to a cosmetic composition. The cosmetic composition may include a compound and melanin containing 3 to 6 repeating units represented by Formula 1 as an active ingredient:

[Formula 1]

(Herein, hydrogen or 5,6-dihydroxy indole is bonded to R ₁ , R ₃ and R ₄ , and hydrogen, 5,6-dihydroxy indole or COOH is bonded to R _2. )

The compound is characterized in that represented by the formula 1-1:

[Formula 1-1]

(상기 화학식에서 상기 A, C 및 D는 수소 또는

중에서 선택되고, 상기 B는 수소, COOH 또는

중에서 선택되며, 상기 R₁ 내지 R₄에는 수소 또는 5,6-디하이드록시 인돌이 결합되고, 단, 상기 A, B, C, D 중에서 세 개 이상이 수소인 경우는 제외하며, 상기 B가 COOH인 경우, 상기 D는

이며, 상기 R₁ 내지 R₄에는 수소 또는 5,6-디하이드록시 인돌이 결합되고, 이때 상기 R₁ 내지 R₄가 모두 수소인 경우는 제외한다.)

(A, C and D in the formula is hydrogen or

Is selected from hydrogen, COOH or

Hydrogen or 5,6-dihydroxy indole is bonded to R ₁ to R ₄ , except that at least three of A, B, C, and D are hydrogen, and B is If COOH, D is

And, wherein R ₁ to R ₄ is coupled it is hydrogen or 5,6-dihydroxy indole, in which the R ₁ to R ₄ are both hydrogen when the are excluded.)

delete

The compound is characterized in that represented by the formula 1-2:

 [Formula 1-2]

(In this case, hydrogen or 5,6-dihydroxy indole is bonded to *, except that * is hydrogen at the same time.)

The compound is characterized in that represented by the following formula 1-3:

[Formula 1-3]

(Wherein n is an integer of 1 to 2).

The molecular weight of the compound is characterized in that 200 ~ 2,000g / mol.

It is characterized in that it comprises 0.01 to 20% by weight of the compound and 0.01 to 20% by weight of the melanin relative to the total weight of the cosmetic composition.

Another aspect of the present invention relates to a cosmetic comprising the cosmetic composition.

The cosmetic composition containing the compound of the present invention is harmless to the human body, can solve the absence of the black color, which is a problem of the existing natural pigments and can provide a variety of colors, it is clearer than the existing cosmetic composition, natural to harmonize with the surrounding skin color It can be colored and can be effective for comprehensive management of skin spots and skin tone such as spots and blemishes.

1 is a photograph comparing the coloring power of mascara prepared by the cosmetic composition according to the Examples and Comparative Examples of the present invention.
Figure 2 is a photograph comparing the color development of hair dyed using a hair dye prepared with a cosmetic composition according to the Examples and Comparative Examples of the present invention.

In the following description of the present invention, when it is determined that detailed descriptions of related well-known technologies or configurations may unnecessarily obscure the subject matter of the present invention, the detailed description will be omitted.

It is to be understood that both the foregoing general description and the following detailed description are exemplary and explanatory and are intended to be exemplary, self-explanatory, allowing for equivalent explanations of the present invention.

One aspect of the present invention relates to a cosmetic composition.

The cosmetic composition according to the present invention may include a compound and melanin containing 3 to 6 repeating units represented by Formula 1 as an active ingredient:

[Formula 1]

(Herein, hydrogen or 5,6-dihydroxy indole is bonded to R ₁ , R ₃ and R ₄ , and hydrogen, 5,6-dihydroxy indole or COOH is bonded to R _2. )

When the compound represented by Formula 1 is included in the cosmetic composition of the present invention, the skin stability may be excellent and natural and vivid color may be possible.

The compound represented by Chemical Formula 1 may be prepared by adding an alkali agent to a 3,4-dihydroxyphenylalanine monomer in a ratio of 1: 5 to 1:20 (w / v) to dissolve and then oxidizing it.

The said alkali chemicals can use a conventional thing. For example, NaOH, KOH and NH 3 may be used, but is not limited thereto.

At this time, the pH of the aqueous solution dissolved by adding the alkali agent may be 9 to 11. The solubility of the 3,4-dihydroxyphenylalanine monomer in an aqueous solution having a pH in the above range can be increased to easily prepare a compound having a chemical formula according to the present invention.

In one embodiment of the present invention, the compound may be represented by the following Formula 1-1:

 [Formula 1-1]

(상기 화학식에서 상기 A, C 및 D는 수소 또는

중에서 선택되고, 상기 B는 수소, COOH 또는

중에서 선택되며, 상기 R₁ 내지 R₄에는 수소 또는 5,6-디하이드록시 인돌이 결합되고, 단, 상기 A, B, C, D 중에서 세 개 이상이 수소인 경우는 제외하며, 상기 B가 COOH인 경우, 상기 D는

이며, 상기 R₁ 내지 R₄에는 수소 또는 5,6-디하이드록시 인돌이 결합되고, 이때 상기 R₁ 내지 R₄가 모두 수소인 경우는 제외한다.)

(A, C and D in the formula is hydrogen or

Is selected from hydrogen, COOH or

Hydrogen or 5,6-dihydroxy indole is bonded to R ₁ to R ₄ , except that at least three of A, B, C, and D are hydrogen, and B is If COOH, D is

And, wherein R ₁ to R ₄ is coupled it is hydrogen or 5,6-dihydroxy indole, in which the R ₁ to R ₄ are both hydrogen when the are excluded.)

delete

When the compound represented by Formula 1-1 is included in the cosmetic composition of the present invention, skin stability may be excellent and natural and vivid color may be possible.

In another embodiment of the present invention, the compound may be represented by Formula 1-2:

[Formula 1-2]

(In this case, hydrogen or 5,6-dihydroxy indole is bonded to *, except that * is hydrogen at the same time.)

When the compound represented by Formula 1-2 is included in the cosmetic composition of the present invention, the skin stability may be excellent and natural and vivid color may be possible.

In another embodiment of the present invention, the compound may be represented by Formula 1-3:

[Formula 1-3]

(Wherein n is an integer of 1 to 2).

When the compound represented by Chemical Formula 1-3 is included in the cosmetic composition of the present invention, skin stability may be excellent and natural and vivid color may be possible.

The molecular weight of the compound may be 200 ~ 2,000g / mol. Preferably it may be 300 ~ 1500g / mol. More preferably, it may be 500-1,000 g / mol. When a compound having a molecular weight in the above range is applied to the cosmetic composition of the present invention, it may have a vivid and natural coloring power.

Melanin

The melanin may be used a conventional product. For example, plant, squid ink, and extract from the hair can be used or melanin prepared by culturing microorganisms, but is not limited thereto. When the melanin is included with the compound in the cosmetic composition of the present invention, its synergistic effect is great and the color can be more excellently expressed.

In the present invention, the total amount of the cosmetic composition may include 0.01 to 20% by weight of the compound and 0.01 to 20% by weight of the melanin. Preferably it may be 0.1 to 15% by weight. More preferably, it may be 0.1 to 10% by weight. In the above range can be expressed natural colors without inhibiting the physical properties of the cosmetic composition.

The cosmetic composition of the present invention does not limit the color developed. For example, red, brown, and black may be shown.

In addition, the cosmetic composition of the present invention can be used by mixing with other dyes and mordant.

The dye may be used conventional. For example, acid dyes, basic dyes, nitro dyes (HC dyes), chelate compounds and the like can be used, but are not limited thereto.

The mordant may be a conventional one. For example, calcium carbonate, ferrous sulfate, potassium aluminum sulfate (alum), aluminum acetate, aluminum chloride, and the like may be used, but is not limited thereto.

In addition, the cosmetic composition of the present invention may further include a base component that can be blended in a conventional cosmetic composition. Specific examples may further include dissolution aids, surfactants, moisturizers, thickeners, pH adjusters, preservatives, antioxidants, metal ion sequestrants, fungicides, anti-inflammatory agents, antimicrobial agents, solubilizers or flavoring agents.

In addition, the anionic surfactants among the surfactants that may be included in the composition are specifically ammonium laurylsulfosuccinate, ammonium lauryl sulfate, sodium cocoyl isionate, sodium lauryl isocionate, sodium lauryl sulfate, Triethanolamine lauryl sulfate, sodium lauryl ether sulfate (13 ethylene oxide), and the like. Among the surfactants, nonionic surfactants are specifically polyoxyethylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene, cured castor. Free derivatives, fatty acid diethanolamide, glyceryl stearate, and the like. In addition, the cationic surfactant in the surfactant may specifically be a tertiary aliphatic amine salt, alkyltrimethylammonium chloride, dialkyldimethylammonium chloride, etc. Among the surfactants, amphoteric surfactants are specifically betaine, amide Betaine, sulfobetaine, steartrimonium chloride, and the like.

The moisturizing agent may be sodium hyaluronate, glycerin, propylene glycol, 1,3-butylene glycol, dipropylene glycol, sorbitol, and the like, and the thickener is xanthan gum, methylcellulose, hydroxyethyl cellulose, carrageenan, carboxy It may be a water-soluble high molecular compound such as methyl cellulose, hydroxymethyl cellulose. In addition, the pH adjusting agent may be specifically citric acid, sodium hydroxide, triethanolamine, sodium citrate, phosphoric acid, sodium phosphate, lactic acid and the like.

The preservative may be a mixture of benzoic acid, paraoxybenzoic acid ester, methylchloroisothiazolinone, phenoxyethanol, DMDM hydantoin, and the like, and antioxidants may specifically include dibutylhydroxytoluene, ascorbic acid, and the like. .

The metal ion blocking agent may be ethylenediaminetetraacetate acetate, ethylenediaminetetraacetate tetrasodium, etc., and the sterilizing agent may specifically include chlorhexidine gluconate, quaternary ammonium salt, pyroxtonolamine, zinc pyrithione suspension, and iodopropynyl butyl. Carbamate, salicylic acid, and the like.

Examples of the anti-inflammatory components include monoammonium glycyrrhinate, dipotassium glycyrrhinate, stearyl glycyrizinate, chamomile, alpha bisabolol, allantoin, and mixtures thereof, and the antimicrobial component is specifically phenoxyethanol. , Chlorhexidine, Chlorhexidine Gluconate, Pyroxtonolamine, Ketoconazole, Arnica Extract, Idopropynylbutylcarbamate, Benzalkonium Chloride, Benzenonium Chloride, Benzoic Acid and its Salts, Benzyl Alcohol, Lavenda, Rosemary, Salicylic Acid, Triclocarban, Zinc Pi Rich-on suspensions, mixtures thereof and the like can be used.

Specifically, the solubilizing agent may be a sebum 60-hydrogenated castor oil or the like, and the flavoring agent may use conventional bases used in the cosmetic composition field of the present invention.

Another aspect of the present invention relates to a cosmetic comprising the cosmetic composition. In the present invention, the cosmetic composition may be prepared in any formulation commonly prepared in the art, for example, skin, lotion, gel, cream, massage cream, essence, foundation, powder, mascara, eyeliner, eye shadow , Lipstick, pack, soap, foam cleansing, cleansing cream, sea lotion, body cleanser, hair cosmetics and the like. In addition, the cosmetic composition according to the present invention is applicable to all formulations containing pigments, and can be formulated into O / W formulations, W / O formulations, S / W formulations, W / S formulations, and the like.

Hereinafter, the configuration and operation of the present invention will be described in more detail with reference to preferred embodiments of the present invention. However, the following examples are provided to aid understanding of the present invention, and the scope of the present invention is not limited to the following examples. Details that are not described herein will be omitted since those skilled in the art can sufficiently infer technically.

Manufacturing example Preparation of a compound comprising Formula 1

5 g of a conventional 3,4-dihydroxyphenylalanine monomer was added to 100 ml of 0.01 M sodium hydroxide solution, dissolved at a pH of 10, then placed in an airtight container containing oxygen, oxidized for 5 days, and then lyophilized to powder. To prepare a compound having the structure of formula 1 of the present invention as follows.

Example  One

Mascara of Example 1 was prepared by using the compound and melanin prepared through the preparation as an active ingredient, and using the components shown in Table 1 below.

First, beeswax, polysorbate 60, sorbitan stearate, polysorbate 80, stearic acid and dimethicone were heated with stirring at 78 ° C. to the contents of Table 1.

Then, purified water, preservatives, glycerin, triethanolamine, ethanol, xanthan gum, preparation compound, and melanin were stirred and heated at 78 ° C. to the contents of Table 1, and then emulsified in the stirred mixture. The emulsified mixture was stirred and cooled to 50 ° C., and then an acrylate alkyl copolymer emulsion was added to the emulsified mixture in the content of Table 1 and cooled to 35 ° C. to prepare.

Comparative example  One

It was prepared in the same manner as in Example 1 except that only the compound of Preparation Example was used without containing melanin.

division Ingredient Name (wt%) Example 1 Comparative Example 1 One Beads wax 5.0 5.0 2 Polysorbate 60 1.0 1.0 3 Sorbitan stearate 1.0 1.0 4 Polysorbate 80 1.0 1.0 5 Stearic acid 5.0 5.0 6 Dimethicone 0.5 0.5 7 Purified water 32.5 37.5 8 antiseptic 0.5 0.5 9 glycerin 5.0 5.0 10 Triethanolamine 1.5 1.5 11 ethanol 2.0 2.0 12 Xanthan gum 5.0 5.0 13 Preparation Compound 5.0 5.0 14 Melanin 5.0 - 15 Acrylate alkyl copolymer emulsion 30.0 30.0

Example  2

The preparation of the cream of Example 2 containing the compound and melanin as an active ingredient, and the components and compositions shown in Table 2 below.

First, purified water, butylene glycol, glycerin, carbomer, triethanolamine and preservative were heated with stirring at 78 ° C. in the contents of Table 2.

Glyceryl stearate S, sorbitan sesquioleate, glyceryl stearate, cetyl alcohol, stearic acid, beeswax, myristyl alcohol, squalene and caprylic / capric triglycerides are listed in Table 2. Heated at 78 ° C., added to the stirred mixture, and then emulsified. The emulsified mixture was stirred and cooled to 50 ° C., and then the compound and melanin of Preparation Example were added to the emulsified mixture in the contents of Table 2 and cooled to 35 ° C. to prepare.

Comparative Example 2

It was prepared in the same manner as in Example 2 except that only the compound of Preparation Example was used without containing melanin.

division Ingredient Name (wt%) Example 2 Comparative Example 2 One Purified water 73.2 73.3 2 Butylene glycol 4.0 4.0 3 glycerin 4.0 4.0 4 Carbomer 0.2 0.2 5 Triethanolamine 0.2 0.2 6 antiseptic 0.2 0.2 7 Glyceryl Stearate S 1.0 1.0 8 Sorbitan sesquioleate 0.5 0.5 9 Glyceryl stearate 2.0 2.0 10 Cetyl alcohol 1.5 1.5 11 Stearic acid 2.0 2.0 12 Beads wax 1.5 1.5 13 Myristyl Alcohol 1.5 1.5 14 Squalene 4.0 4.0 15 Caprylic / capric triglyceride 4.0 4.0 16 Preparation Compound 0.1 0.1 17 Melanin 0.1 -

Example  3

The foundation of Example 3 was prepared using the above-prepared compound and melanin and using the components shown in Table 3 below.

First of all, polyethylene, aluminum stearate, beeswax, paraffin wax, octylmethoxycinnamate, preservative, sorbitassesquioleate, sorbitan monostearate, squalane, cetyloctanoate and lecithin at 78 ° C. Heated.

Preparative compound, melanin, titanium dioxide, polymethylmethacrylate, cyclomethicone, dimethiconecopolyol and dimethicone were then dispersed in a content of Table 3 using a three-stage roller and added to the stirred mixture. .

Then, purified water, butylene glycol, glycerin, magnesium sulfate, and cyclodextrin were stirred at 78 ° C. in the contents of Table 3, and then added to the mixture to emulsify. The emulsified mixture was prepared by cooling with stirring.

Comparative example  3

It was prepared in the same manner as in Example 3 except that only the compound of Preparation Example was used without containing melanin.

division Ingredient Name (wt%) Example 3 Comparative Example 3 One Polyester 2.0 2.0 2 Aluminum stearate 0.5 0.5 3 Wax 2.0 2.0 4 Paraffin wax 1.0 1.0 5 Octylmethoxy cinnamate 5.0 5.0 6 antiseptic 0.1 0.1 7 Sorbitan sesquioleate 2.5 2.5 8 Sorbitan monostearate 2.0 2.0 9 Squalane 5.0 5.0 10 Cetyl octanoate 3.0 3.0 11 lecithin 2.0 2.0 12 Preparation Compound 4.5 4.5 13 Melanin 2.0 - 14 Yellow iron oxide - 3.5 15 Titanium dioxide 5.0 5.0 16 Polymethyl methacrylate 3.0 3.0 17 Cyclomethicone 5.0 5.0 18 Dimethicone Copolyol 3.0 3.0 19 Dimethicone 2.0 2.0 20 Purified water 40.9 39.4 21 Butylene glycol 5.0 5.0 22 glycerin 3.0 3.0 23 Magnesium sulfate 0.5 0.5 24 Cyclodextrin 1.0 1.0

Example  4

A cream type hair dye comprising the compound of the above preparation and melanin was prepared using the ingredients shown in Table 4 below.

First, purified water, propylene glycol, disodium ID, polyquaternium-7, preservative, and panthenol were heated with stirring at 75 ° C. in the contents of Table 4.

Then mineral oil, lanolin, behenyl alcohol, cetyl alcohol, polyoxy ethylene aryl ether, poly oxy ethylene stearyl ether were heated to 75 ° C. with stirring in the contents of Table 4, and then added to the stirred mixture, followed by emulsification. It was.

Monoethanolamine was added to the emulsified mixture and stirred, and the mixture was cooled to 50 ° C, and the compound and melanin of the Preparation Example were added to the contents of Table 4 and cooled to 35 ° C.

division Ingredient Name (wt%) Example 4 Comparative Example 4 One Purified water 67.7 69.7 2 Propylene glycol 5.0 5.0 3 Disodium iodide 0.2 0.2 4 Polyquaternium-7 1.0 1.0 5 antiseptic 0.5 0.5 6 Panthenol 0.1 0.1 7 Mineral oil 2.0 2.0 8 lanolin 3.0 3.0 9 Behenyl alcohol 1.0 1.0 10 Cetyl alcohol 3.5 3.5 11 Polyoxyethylene lauryl ether 1.0 1.0 12 Polyoxyethylene stearyl ether 4.0 4.0 13 Monoethanolamine 4.0 4.0 14 Preparation Compound 5.0 5.0 15 Melanin 2.0 -

Comparative Example 4

It was prepared in the same manner as in Example 4 except that only the compound of Preparation Example was used without the melanin.

Experimental Example 1: Comparison of Mascara Coloring Power

The color development of mascara according to Example 1 and Comparative Example 1 is shown in FIG. Referring to FIG. 1, it can be seen that mascara (Example 1) containing both the compound of the present invention and melanin is more vividly colored than mascara containing no melanin (Comparative Example 1).

Experimental Example  2: hair dye

Each of hairs of length 12cm and weight 1g was soaked in water and sufficiently wetted with water, Example 4 and Comparative Example 4 were taken, mixed, left for 3 minutes, washed with shampoo and dried using a hair dryer.

2 is a photograph comparing the dyeing hair using the hair dye according to Example 4 and Comparative Example 4. Referring to FIG. 2, hair dyed with a hair dye using mascara (Example 4) containing the compound of the above preparation and melanin (Example 4) than the hair dye that does not contain melanin (Comparative Example 4) is more vivid and darker in color. Could know.

Claims (7)

A cosmetic composition comprising a compound comprising 3 to 6 repeating units represented by the following Formula 1 and melanin as an active ingredient:
[Formula 1]

(Herein, hydrogen or 5,6-dihydroxy indole is bonded to R ₁ , R ₃ and R ₄ , and hydrogen, 5,6-dihydroxy indole or COOH is bonded to R _2. )
The cosmetic composition according to claim 1, wherein the compound is represented by the following Chemical Formula 1-1:
[Formula 1-1]

(A, C and D in the formula is hydrogen or

Is selected from hydrogen, COOH or

Hydrogen or 5,6-dihydroxy indole is bonded to R ₁ to R ₄ , except that three or more of A, B, C, and D are hydrogen, except that B is If COOH, D is

And, wherein R ₁ to R ₄ is coupled it is hydrogen or 5,6-dihydroxy indole, in which the R ₁ to R ₄ are both hydrogen when the are excluded.)
According to claim 2, wherein the compound is a cosmetic composition, characterized in that represented by the formula 1-2:
[Formula 1-2]

(In this case, hydrogen or 5,6-dihydroxy indole is bonded to *, except that * is hydrogen at the same time.)
According to claim 2, wherein the compound is a cosmetic composition, characterized in that represented by the formula 1-3:
[Formula 1-3]

(Wherein n is an integer of 1 to 2).
The cosmetic composition according to claim 1, wherein the compound has a molecular weight of 200 to 2,000 g / mol.
According to claim 1, Cosmetic composition, characterized in that it comprises 0.01 to 20% by weight of the compound and 0.01 to 20% by weight of the melanin relative to the total weight of the cosmetic composition.
A cosmetic comprising the cosmetic composition of any one of claims 1 to 6.

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