KR100405920B1 - Cosmetic composition containing high molecular compound - Google Patents

Abstract

The present invention relates to a cosmetic composition comprising a polyphosphorylcholine glycolacrylate component as a high molecular compound, a polyphosphorylcholine glycolacrylate n-butyl methacrylate copolymer as a derivative thereof, or a mixture thereof. According to the present invention, it has an excellent water-binding ability and a structure similar to the phospholipid structure, thereby maximizing skin moisturizing power by stabilizing the skin lamellar structure, and having an affinity with skin cells, which is hypoallergenic and stimulates and improves skin. In addition, due to amphiphilicity, it may be easy to penetrate into the stratum corneum and provide a cosmetic composition capable of maximizing the preservation of skin active substances such as fragrance.

Description

Cosmetic composition containing a high molecular compound {Cosmetic composition containing high molecular compound}

The present invention relates to a cosmetic composition comprising a high molecular compound. More specifically, the present invention relates to a cosmetic composition comprising a polyphosphorylcholine glycol acrylate component as a polymer compound, a polyphosphorylcholine glycol acrylate n-butyl methacrylate copolymer as a derivative thereof, or a mixture thereof. will be.

The stratum corneum of normal skin usually contains 10 to 20% of water, which gives elasticity and flexibility and maintains protection.However, when the moisture content is less than 10% due to changes in the external environment such as temperature and humidity, the skin becomes dry. It is known to cause various skin problems by losing skin elasticity and protective function.

In order to prevent dry skin and restore normal skin condition, a hydrophilic moisturizer is generally added to cosmetics. Commonly used moisturizers include polyol-based compounds such as polyethylene glycol, polypropylene glycol, dipropylene glycol, propylene glycol, butylene glycol, glycerin, sorbitol, malitol, amino acids, sodium pyrrolidone carboxylic acid, urea and lactic acid. , Hyaluronic acid and collagen. However, since these moisturizers are highly hydrophilic, they do not penetrate into the stratum corneum in normal skin and remain on the skin, resulting in inadequate and temporary moisturizing effects.

Therefore, simple mixing of glycerol and diglycerol in a ratio of 1: 1 (US Pat. No. 48,29092, Japanese Patent JP 183608) or mixing glycerin and betaine in a ratio of 1: 4 to 4: 1 (Korean patent) Inventions using a number of moisturizing factors have been developed. However, this method had problems of feeling of use at high concentration, problem of maintaining moisture at low humidity, and limit of initial moisturizing power when used, and causing problems of skin irritation depending on the substance used. Accordingly, many inventors have focused on enhancing the moisturizing effect by combining a plurality of moisturizing factors and microstructured them to improve skin penetration and preservation. However, this method has the disadvantage of encapsulating it with a membrane such as a lipid base or using an expensive equipment such as a microfluidizer. Also, in an emulsion containing a large amount of surfactant, the liposome structure is destroyed by the surfactant. Economics and stabilization have been mentioned as problems in the cosmetic field in which is used (Korean Patent Publication No. 99-70313). In addition, the use of a general hydrophilic moisturizer focused only on the enhancement of moisturizing power, and there were almost inadequate limitations on stimulation relief function, preservation of skin active substances, and antibacterial effect.

The purpose of the present invention is to have a water-binding ability and a structure similar to the phospholipid structure to stabilize the skin lamellar structure to maximize the skin's moisturizing power, as well as affinity with the skin cells, thereby reducing the irritation and improving the skin effect. In addition, due to the amphipathy is easy to penetrate into the stratum corneum of the skin and to provide a cosmetic composition that can maximize the preservation of skin active substances such as fragrance.

The cosmetic composition comprising the polymer compound according to the present invention is a polyphosphoryl choline glycol acrylate component, a polyphosphoryl choline glycol acrylate n-butyl methacrylate copolymer or mixtures thereof in a conventional cosmetic composition. It comprises 0.01 to 40% by weight.

The cosmetic composition comprising the polymer compound according to the present invention comprises a polyphosphorylcholine glycol acrylate component and a derivative thereof polyphosphorylcholine glycol acrylate n-butyl methacrylate copolymer in a weight ratio of 1: 0.5 to 1: 3. It is characterized by comprising.

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

The cosmetic composition comprising the polymer compound according to the present invention is a polyphosphorylcholine glycol acrylate component (hereinafter referred to as component A), and a polyphosphorylcholine glycol acrylate n-butyl methacrylate copolymer (hereinafter referred to as component B) thereof. Or 0.01 to 40% by weight thereof.

The structure of these components is shown in Figure 1 below.

[Figure 1]

Structural formula of multipurpose polymer compound

(A) poly 2-methacryloyloxyethylphosphorylcholine (Poly MPC, homopolymer, molecular weight about 100,000 g / mol)

(B) polyphosphorylcholine glycol acrylate n-butyl methacrylate copolymer (copolymer, molecular weight 600,000 g / mol)

As shown in Figure 1, component A is easy to penetrate into the stratum corneum layer due to amphiphilic having both lipophilic and hydrophilic groups, and the structure itself is similar to the phospholipid structure, so it has excellent water-binding ability and water-retaining ability, thus providing a moisturizing effect Could be maximized.

Component B is a chemical polymer product obtained by synthesizing butyl methacrylate with existing poly 2-methacryloyloxyethylphosphorylcholine polymer at a ratio of 8: 2. The predominant effect is to improve the lipophilic hole by the 2-methacryloyloxyethyl functional group to maximize the preservation of skin active substances, especially for fragrance-related substances that are difficult to maintain for a long time Persistence could be improved. Since the fragrance is a low molecular organic compound and has a volatility, and thus there is no persistence of the fragrance, maintaining the persistence of the fragrance acts as a very important part in the cosmetic composition related to aroma therapy. When using component A or component B, these polymers contain a phospholipid bilayer with fragrance-binding ability and are similar to the chemical structure of odor cell membranes so that the fragrance retention capacity can be maximized.

The cosmetic composition comprising the polymer compound according to the present invention comprises a polyphosphorylcholine glycol acrylate component and a derivative thereof polyphosphorylcholine glycol acrylate n-butyl methacrylate copolymer in a weight ratio of 1: 0.5 to 1: 3. It is made to include. It is not satisfied with the individual effects of the multipurpose polymer component A and component B, and by using these components A and B in combination, it not only enhances the moisturizing effect, but also stimulates the skin and improves the skin, and also due to the amphipathic properties. The preservation of skin active substances can be maximized.

The cosmetic composition of the present invention includes solubilized cosmetics such as skins and essences, and emulsified cosmetics such as lotions, creams and essences.

Hereinafter, preferred embodiments and comparative examples of the present invention will be described.

The following examples are intended to illustrate the invention and should not be understood as limiting the scope of the invention.

Examples 1-6

Cosmetic composition containing a multipurpose polymer compound

After dissolving the aqueous part of item (a) of Table 1 and the alcohol part of item (b) in Table 1 sufficiently at room temperature, the solubilized alcohol part was gradually added to the aqueous part. After all the alcohol parts were added, the mixture was further mixed for about 10 to 20 minutes, and then the preparation of the solubilized cosmetic was completed.

division Raw material name Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 (end) Polyphosphorylcholine glycol acrylate (1) 1.0 - 0.40 20.0 - 4.0 Polyphosphorylcholine glycolacrylate n-butyl methacrylate copolymer (2) - 1.0 0.60 - 40.0 6.0 Purified water to 100 to 100 to 100 to 100 to 100 to 100 (I) Hydroxy Castor Oil POE (60) 0.8 0.8 0.8 0.8 0.8 0.8 ethanol 8.0 8.0 8.0 8.0 8.0 8.0 antiseptic Quantity Quantity Quantity Quantity Quantity Quantity Spices (3) 0.05 0.05 0.05 0.05 0.05 0.05 (1) Product name: Poly MPC (Japan NOF Corporation) (2) Product name: Poly PMB (Japan NOF Corporation) (3) Product name: BNR6509 (Japan Takasago Corporation)

Reference Example 1

The aqueous part of item (a) of Table 2 and the alcohol part of item (b) of Table 2 were each sufficiently dissolved in an agitator at room temperature, and then solubilized while the alcohol part was gradually added to the aqueous part. After all the alcohol parts were added, the mixture was further mixed for about 10 to 20 minutes, and then the preparation of the solubilized cosmetic was completed.

division Raw material name Reference Example 1 (end) Polyphosphorylcholine glycol acrylate (1) 0.10 Polyphosphorylcholine glycolacrylate n-butyl methacrylate copolymer (2) 0.90 Purified water to 100 (I) ethanol 8.0 antiseptic Quantity Spices (3) 0.05 (1) Product name: Poly MPC (Japan NOF Corporation) (2) Product name: Poly PMB (Japan NOF Corporation) (3) Product name: BNR6509 (Japan Takasago Corporation)

Comparative Examples 1 to 6

After dissolving the aqueous part of item (a) of Table 3 and the alcohol part of (b) in Table 3 sufficiently at room temperature with an agitator, solubilizing the alcohol part was gradually added to the aqueous part. After all the alcohol parts were added, the mixture was further mixed for about 10 to 20 minutes, and then the preparation of the solubilized cosmetic was completed.

division Raw material name Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 Comparative Example 6 (end) Polyphosphorylcholine glycol acrylate (1) - - - - - - Polyphosphorylcholine glycolacrylate n-butyl methacrylate copolymer (2) - - - - - - Sodium hyaluronate 1.0 - - - - - glycerin - 1.0 - - - - Element - - 1.0 - - - Pyrrolidone Carboxyl Sodium - - - 1.0 - - Collagen - - - - 1.0 - Butylene glycol - - - - - 1.0 Purified water to 100 to 100 to 100 to 100 to 100 to 100 (I) Hydroxy Castor Oil POE (60) - - - - - - ethanol 8.0 8.0 8.0 8.0 8.0 8.0 antiseptic Quantity Quantity Quantity Quantity Quantity Quantity Spices (3) 0.05 0.05 0.05 0.05 0.05 0.05 (1) Product name: Poly MPC (Japan NOF Corporation) (2) Product name: Poly PMB (Japan NOF Corporation) (3) Product name: BNR6509 (Japan Takasago Corporation)

Examples 7-9

After dissolving the water phase part of (a) and the oil phase part of (b) in Table 4 to 75 to 80 ° C. to completely dissolve them, the oil phase part is slowly added to the water phase part, and a mixer (homogenizer) at 75 to 80 ° C. The emulsion was emulsified at 3000 rpm for 5 minutes. During the emulsification, the neutralizing agent of (C) was added to neutralize. After the first emulsification, it is cooled and the fragrance and additives of (D) are added at 50 to 55 ° C., and then emulsified for 2 minutes at 3000 rpm for a mixer (homogenizer), and then cooled and finished at 27 to 30 ° C. to emulsify cosmetics. The preparation of was completed.

division Raw material name Example 7 Example 8 Example 9 (end) Polyphosphorylcholine glycol acrylate (1) 10.0 - 4.0 Polyphosphorylcholine glycolacrylate n-butyl methacrylate copolymer (2) - 10.0 6.0 antiseptic Quantity Quantity Quantity Carbomer 0.20 0.20 0.20 Xanthan Gum 0.05 0.05 0.05 Purified water to 100 to 100 to 100 (I) Cetostearyl alcohol 1.0 1.0 1.0 Self-emulsifying glycerin monostearate 1.0 1.0 1.0 Sorbitan monosulfate (3) 0.5 0.5 0.5 Glyceryl Monostearate (POE40) (4) 1.0 1.0 1.0 Liquid paraffin 4 4 4 Squalane 4 4 4 Cetyloctanoate 6 6 6 (All) Triethanolamine 0.2 0.2 0.2 (la) Spices and Additives Quantity Quantity Quantity (1) Product name: Poly MPC (1% solution) (Japan NOF Corporation) (2) Product name: Poly PMB (1% solution) (Japan NOF Corporation) (3) Product name: Ar-60 (US ICI) (4 Product name: My-52 (US ICI)

Reference Example 2

After dissolving the water phase part of (a) and the oil phase part of (b) in Table 5 to 75 to 80 ° C. to completely dissolve each, the oil phase part is gradually added to the water phase part, and a mixer (homogenizer) at 75 to 80 ° C. The emulsion was emulsified at 3000 rpm for 5 minutes. During the emulsification, the neutralizing agent of (C) was added to neutralize. After the first emulsification, it is cooled and the fragrance and additives of (D) are added at 50 to 55 ° C., and then emulsified for 2 minutes at 3000 rpm for a mixer (homogenizer), and then cooled and finished at 27 to 30 ° C. to emulsify cosmetics. The preparation of was completed.

division Raw material name Reference Example 2 (end) Polyphosphorylcholine glycol acrylate (1) 1.0 Polyphosphorylcholine glycolacrylate n-butyl methacrylate copolymer (2) 9.0 antiseptic Quantity Carbomer 0.20 Xanthan Gum 0.05 Purified water to 100 (I) Cetostearyl alcohol 1.0 Self-emulsifying glycerin monostearate 1.0 Sorbitan monosulfate (3) 0.5 Glyceryl Monostearate (POE40) (4) 1.0 Liquid paraffin 4 Squalane 4 Cetyloctanoate 6 (All) Triethanolamine 0.2 (la) Spices and Additives Quantity (1) Product name: Poly MPC (1% solution) (Japan NOF Corporation) (2) Product name: Poly PMB (1% solution) (Japan NOF Corporation) (3) Product name: Ar-60 (US ICI) (4 Product name: My-52 (US ICI)

Comparative Examples 7 to 8

After dissolving the water phase part of (a) and the oil phase part of (b) in Table 6 to 75 to 80 ° C. to completely dissolve them, the oil phase part is slowly added to the water phase part and a mixer (homogenizer) at 75 to 80 ° C. The emulsion was emulsified at 3000 rpm for 5 minutes. During the emulsification, the neutralizing agent of (C) was added to neutralize. After the first emulsification, it is cooled and the fragrance and additives of (D) are added at 50 to 55 ° C., and then emulsified for 2 minutes at 3000 rpm for a mixer (homogenizer), and then cooled and finished at 27 to 30 ° C. to emulsify cosmetics. The preparation of was completed.

division Raw material name Comparative Example 7 Comparative Example 8 (end) Polyphosphorylcholine glycol acrylate (1) - - Polyphosphorylcholine glycolacrylate n-butyl methacrylate copolymer (2) - - Sodium Hyaluronate (1% Solution) - 10.0 antiseptic Quantity Quantity Carbomer 0.20 0.20 Xanthan Gum 0.05 0.05 Purified water to 100 to 100 (I) Cetostearyl alcohol 1.0 1.0 Self-emulsifying glycerin monostearate 1.0 1.0 Sorbitan monosulfate (3) 0.5 0.5 Glyceryl Monostearate (POE40) (4) 1.0 1.0 Liquid paraffin 4 4 Squalane 4 4 Cetyloctanoate 6 6 (All) Triethanolamine 0.2 0.2 (la) Spices and Additives Quantity Quantity (1) Product name: Poly MPC (1% solution) (Japan NOF Corporation) (2) Product name: Poly PMB (1% solution) (Japan NOF Corporation) (3) Product name: Ar-60 (US ICI) (4 Product name: My-52 (US ICI)

Experimental Example 1

Moisture retention test

In order to evaluate the moisturizing power by measuring the water retention capacity in the stratum corneum, a water holding capacity test of the Examples and Comparative Examples was carried out as follows. Skicon-200, a water content measuring instrument, was used for 20 subjects. The test was performed while maintaining a temperature of 25 ° C. and 50% relative humidity for accurate experiments. Skin coating amount was applied to skin with 0.03g of sample per 9cm ² of skin, immediately after application (0 seconds, 30 seconds, 60 seconds, 120 seconds) and 1 hour after (0 seconds, 30 seconds, 60 seconds, 90 seconds, 120 seconds) was measured for each electrical conductivity (Conductance) to measure the water retention capacity, and then evaluated for each experiment by the amount of change.

Water retention capacity (W.H.C.) = (sum of conductivity at 30, 60, 90, 120 sec) / (sum of conductivity at 0, 30, 60, 90, 120 sec) x 100

division No coating Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Reference Example 1 W.H.C (%) Immediately after application 32.72 30.53 38.42 35.27 41.18 39.35 26.15 51.37 1 hour later 27.95 29.33 36.82 34.31 50.18 51.35 34.65 49.97 △ W.H.C -4.8 -1.2 -1.6 -0.96 9.0 12.0 8.5 -1.4 △ W.H.C compared to no coating - 3.6 3.2 3.84 13.8 16.8 13.3 3.4

division Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 Comparative Example 6 W.H.C (%) Immediately after application 36.72 28.37 34.94 29.41 38.79 33.17 1 hour later 34.32 24.77 31.94 26.81 34.79 28.67 △ W.H.C -2.4 -3.6 -3.0 -2.6 -4.0 -4.5 △ W.H.C compared to no coating 2.4 1.2 1.8 2.2 0.8 0.3

As shown in Tables 7 and 8, it was found that the moisture retention ability in the cosmetic composition comprising the multipurpose polymer compound according to the present invention is superior to the cosmetic composition including a general hydrophilic moisturizing agent.

Experimental Example 2

Incense Persistence Experiment

In order to evaluate the long-term preservation of the perfume-related substances in the cosmetics, the fragrance intensity for the above Examples and Comparative Examples was measured as follows. Fragrance sensor SF105 (Sago Pharmaceutical Co., Ltd.) was used as the fragrance intensity.

division Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 Reference Example 1 Dense strength 2.0 2.3 2.9 1.0 0.5 2.1

As shown in Table 9, it was found that the preservation of the fragrance-related substance in the cosmetic composition comprising the multipurpose polymer compound according to the present invention is superior to the cosmetic composition including a general hydrophilic moisturizing agent. In addition, polyphosphorylcholine glycol acrylate component and its derivative polyphosphorylcholine glycol acrylate n-butyl methacrylate copolymer have a superior preservation effect of fragrance-related substances when used alone when mixed. there was.

Experimental Example 3

Antimicrobial Effect Experiment

In order to measure the degree of microbial contamination in cosmetics in order to evaluate the antimicrobial effect, the degree of microbial adsorption removal for the Examples and Comparative Examples was measured as follows. Microorganisms were tested using S. aureus 4560 and E. coli 1369.

division Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 Reference Example 1 S.aureus 4560 30 25 12 1000 1100 26 E.Coli 1369 20 18 8 600 700 19

As shown in Table 10, as a result of measuring the antimicrobial effect on the microbial contamination in the cosmetic composition comprising a multipurpose polymer compound according to the present invention, it was found that it is superior to the cosmetic composition containing a general hydrophilic moisturizing agent. In addition, polyphosphoryl choline glycol acrylate component and its derivative polyphosphoryl choline glycol acrylate n-butyl methacrylate copolymer have an antimicrobial effect against superior microbial contamination when used alone. there was.

Experimental Example 4

Skin irritation test result

In order to examine the skin irritation, the emulsion obtained in Examples 7 to 9, Comparative Examples 7 to 8 and Reference Example 2 was applied to the skin roughness generated by applying 5% SDS solution 2 to 3 times daily. Inhibitory action was measured as follows.

division Example 7 Example 8 Example 9 Comparative Example 7 Comparative Example 8 Reference Example 2 Roughness of skin by the naked eye 1.0 0.8 0.5 2.4 2.7 1.0 Skin roughness degree: 3.0: Skin roughness (inflammatory state) spreads throughout the back 2.0: Skin roughness spreads on the cervix 1.0: Skin roughness 0.0: Skin No roughness

As shown in Table 11, in the case of the emulsion emulsion containing a multi-purpose polymer compound, the roughness of the skin caused by SDS treatment can be largely suppressed by the coating effect, the skin irritation than the cosmetic composition containing a general hydrophilic moisturizing agent I could see that this is small.

As a result of the synthesis of the above embodiments, the cosmetic composition comprising the multipurpose polymer compound according to the present invention has superior water retention and fragrance-related substances, and antimicrobial effect against microbial contamination, compared to the cosmetic composition including a general hydrophilic moisturizing agent. It can be confirmed that there is little skin irritation.

Therefore, according to the present invention, it has an excellent water-binding ability and has a structure similar to the phospholipid structure, thereby maximizing skin moisturizing power by stabilizing the skin lamellar structure, and having an affinity with skin cells, thereby reducing the irritation and improving the stimulation function and improving the skin. In addition, due to the amphipathic effect is easy to penetrate into the stratum corneum of the skin and has the effect of providing a cosmetic composition that can maximize the preservation of skin active substances such as fragrance.

Claims (2)

In the usual cosmetic composition, A cosmetic composition comprising 0.01 to 40% by weight of a mixture of a polyphosphorylcholine glycolacrylate component and a polyphosphorylcholine glycolacrylate-n-butyl methacrylate copolymer. In the usual cosmetic composition, A cosmetic composition comprising a polyphosphorylcholine glycolacrylate component and a polyphosphorylcholine glycolacrylate n-butyl methacrylate copolymer, which is a derivative thereof, in a weight ratio of 1: 0.5 to 1: 3.