KR20010100224A - Antioxidation cosmetic compositions containing polyoxypropylene-polyoxyethylene vitamin E - Google Patents

Abstract

The present invention relates to an antioxidant cosmetic composition containing polyoxypropylene-polyoxy-ethylene (POP-POE) vitamin E. POP-POE vitamin E having inhibitory melanin formation, anti-inflammatory and antioxidant effects The cosmetic composition containing as an active ingredient is very stable and has excellent skin moisturizing, skin softening and skin elasticity effect when applied to human skin, less skin irritation, good spreadability, and hairstyling, gloss, It has excellent moistness, smoothness and flexibility, and has a long-lasting effect.

Description

Antioxidation cosmetic compositions containing polyoxypropylene-polyoxyethylene vitamin E}

The present invention is polyoxypropylene ­ polyoxyethylene (polyoxypropylene- polyoxy-

ethylene; It relates to an antioxidant cosmetic composition containing POP-POE) vitamin E. More specifically, the present invention provides excellent formulation stability and skin safety by using PPO-POEvitamin E having melanin formation inhibitory, anti-inflammatory and antioxidant effects as an emulsifier, dispersant, solubilizer, gelling agent and softening agent in cosmetic compositions. And it relates to an antioxidant cosmetic composition excellent in physiological activity.

Polyoxypropylene-polyoxyethylene (POP-POE) vitamin E is a water-dispersible, water-soluble or oil-soluble multifunctional surfactant obtained by first polymerizing ethylene oxide and then polymerizing propylene oxide in the hydroxyl group of tocopherol. . Surfactant is an essential component in the formulation of cosmetics and consists of a lipophilic group and a hydrophilic group. Until now, lipophilic groups are generally used as hydrocarbons derived from natural fatty alcohols, fatty acids or petroleum, and sometimes fluorine or silicon compounds are used as hydrophobic groups. However, it is difficult to expect special physiological activity from these components, and only their hydrophobic properties are used for the synthesis of surfactants. POP-POEvitamin E has a physiological activity using vitamin E tocopherol as a lipophilic group, and has strong surface activity and excellent biosafety. That is, a hydrophilic group polyoxyethylene is added to tocopherol and then a polyoxypropylene lipophilic group is added as a multifunctional surfactant having two lipophilic groups of tocopherol and polyoxypropylene. It can be used for cosmetic compositions, such as cosmetics and hair wash cosmetics.

Tocopherol is a type of fat-soluble vitamin that is widely distributed in natural plants. Alpha-, beta-, gamma-, and delta-tocopherol are most commonly found in nature, and alpha-tocopherol is also made synthetically. When tocopherol is used in cosmetics, it is known to increase skin elasticity, strengthen sebaceous glands, improve moisturizing properties, and soften skin. It is also known to be effective in maintaining skin texture. Tocopherol itself is used for capillary expansion and blood flow. It is known to be effective in promoting circulation, having an excellent effect on roughness, cracking, and cracking of the skin, and also preventing the aging of the skin and the deposition of pigments.

As described above, tocopherol has an excellent physiological activity effect and has been limited in its use as a raw material of cosmetics because it has a disadvantage of being easily oxidized by air or light, especially ultraviolet rays. Therefore, most of tocopherols are widely used in cosmetics as esters or ether derivatives. Ester derivatives are decomposed in vivo to obtain the effects of tocopherol and do not themselves form cosmetic formulations. In addition, ether derivatives with added polyoxyethylene have been used in cosmetics because of their ability to form cosmetic formulations and their physiological activities, but they exhibit excellent surface activity at relatively small molecular weights, resulting in excessive penetration into the skin and biosafety. There was a problem. In other words, the ether derivatives added with polyoxyethylene have excellent hydrophobicity due to the relatively small hydrophobicity due to the presence of chromane ring oxane (-O-) and benzene groups in the tocopherol structure. It caused a safety problem for the skin and had a moisturizing function but did not function as an emollient and did not form a closed spherical vesicle formed by liquid crystal.

In order to solve the above problems, the present inventors intensively researched and developed polyoxypropylene-polyoxyethylene (POP-POE) vitamin E and filed it in 1998 as a Korean application 98-20705. The POP-POE vitamin E increases the small lipophilic group which is a problem of the polyoxyethylene vitamin E, thereby improving the surface activity as well as the safety of the skin, and in particular, the function of the excellent emollient that polyoxyethylene tocopherol does not have It showed unusually good interfacial activity, such as making vesicles with liquid crystals similar to the cell structure produced by and dialkyl phospholipids, and also showed antioxidant physiological activity.

In general, the surfactant has a hydrophilic-lipophile balance (HLB) value, which indicates the degree of water solubility and usefulness of the surfactant. In general, the relationship between the HLB value and the surfactant is used as HLB 4 to 6 as a W / O emulsifier, 7 to 9 as a wetting agent, 8 to 18 as an O / W emulsifier, and 15 to 18 as a solubilizer.

The present inventors use the above POP-POEvitamin E in cosmetics to prepare cosmetic compositions such as emulsion cosmetics, dispersion cosmetics, solubilizing cosmetics, gel cosmetics, skin cleansing cosmetics and hair cleansing cosmetics having excellent stability and skin protection effect and their efficacy By confirming that the present invention was completed.

Accordingly, an object of the present invention is to stabilize and moisturize, soften, and elasticity by using POP-POEvitamin E, which has the ability to inhibit melanin pigmentation and has anti-inflammatory and antioxidant effects, as an emulsifier, dispersant, solubilizer, gelling agent and skin softener. The present invention provides an antioxidant cosmetic composition having excellent hairstyling, gloss and softening effects and excellent fragrance sustainability.

The object of the present invention is to confirm that the POP-POE vitamin E not only prevents erythema and melanogenesis by ultraviolet irradiation, but also has an anti-inflammatory and antioxidant effect and contains the POP-POE vitamin E. Low O / W type cream, W / O type emollient lotion, O / W type silicone lotion, Disperse cosmetic composition O / W type liquid foundation, Transparent cosmetics with solubilizing cosmetic composition, hair gel, skin cleansing with gel cosmetic composition Soap and liquid body shampoo as a cosmetic composition, shampoo and hair rinse as a hair cleansing cosmetic composition, and POE vitamin E, POE lauryl alcohol, POE hardened castor oil or PEG (polyethylene glycol) lanolin as a comparative control or POE Containing either sorbitan monostearate or POE sorbitan monooleate and sorbitan monooleate, sorbitan sesquioleate or sorbitan monostearate After preparing O / W cream, W / O emollient lotion, O / W silicone lotion, O / W liquid foundation, clear cosmetics, hair gel, soap, liquid body shampoo, shampoo and hair rinse respectively It was achieved by comparing and investigating the stability, particles, and use effects of the prepared POP-POE vitamin E-containing cosmetic compositions of the present invention and the comparative control cosmetic compositions.

Hereinafter, the configuration of the present invention will be described.

Figure 1a is a photograph of a microscopic observation of the particle state after emulsification of the O / W type silicone lotion of the present invention emulsion cosmetic composition containing POE-POP vitamin E.

Figure 1b is a photograph of the microscopic observation of the particle state after emulsification of the O / W type silicone lotion of the comparative control emulsion cosmetic composition containing POE vitamin E.

Figure 1c is a photograph of a microscopic observation of the particle state after emulsification of the O / W type silicone lotion of the comparative control emulsion cosmetic composition containing POE lauryl alcohol.

The present invention comprises the steps of applying POP-POE vitamin E to the skin of 20 to 30 year old adult male and irradiated with erythema and melanogenesis after UV irradiation; Preparing a composition containing POE vitamin E or POE sorbitan monostearate and sorbitassesquioleate as an O / W-type cream and a comparative control, according to the present invention emulsion cosmetic composition containing POP-POE vitamin E; The present invention is to prepare a lotion containing POE vitamin E or POE sorbitan monostearate and sorbitan monostearate in comparison with W / O type emollient lotion with the present invention emulsion cosmetic composition containing POP-POE vitamin E step; Preparing a silicone lotion containing POE vitamin E or POE lauryl alcohol in a comparative control group with the emulsion cosmetic composition of the present invention containing POP-POE vitamin E; A step of preparing a liquid foundation containing POE vitamin E or POE sorbitan monooleate and sorbitan monooleate as a control group of the present invention dispersion cosmetic composition containing POP-POE vitamin E in comparison with O / W type liquid foundation ; Preparing transparent cosmetic water containing POE vitamin E or POE-cured castor oil, respectively, as a control group of the present invention solubilized cosmetic composition containing POP-POE vitamin E; Preparing a hair gel containing PEG lanolin as a control group with the gel cosmetic composition of the present invention containing POP-POE vitamin E; Preparing a soap containing PEG lanolin in a comparative control group with soap as the skin cleansing cosmetic composition of the present invention containing POP-POE vitamin E; Preparing a liquid body shampoo containing POE vitamin E in a comparative control group with a liquid body shampoo with the present skin cleansing cosmetic composition containing POP-POE vitamin E; Preparing a hair shampoo containing POE vitamin E in a comparative control group with the hair shampoo with the hair-washing cosmetic composition of the present invention containing POP-POE vitamin E; Preparing a hair rinse containing POE vitamin E in a comparative control group with hair rinsing with the hair-washing cosmetic composition of the present invention containing POP-POE vitamin E; O / W type cream, W / O type emollient lotion, O / W type silicone lotion, O / W type liquid foundation, transparent cosmetics, hair gel, soap, O / W cream, W / O emollient lotion, O / W type silicone lotion, O / W type liquid foundation, transparent cosmetics, hair gel, While keeping the stability of soap, liquid body shampoo, hair shampoo and hair rinse for a long time, visually observe the state change and examine the state of emulsion particles of O / W type silicone lotion under the microscope. This study consists of investigating the spreading, cohesion, skin softness, skin elasticity, skin irritation, hairstyling, hair gloss, hair flexibility, and persistence of fragrance when using the actual product.

POP-POEvitamin E used in the present invention is as shown by the following general formula (I), and all of these isomeric compounds can be used.

In the above formula, R ₁ is-(OCH ₂ CH ₂ ) m-, R ₂ is ego; m is an integer from 0 to 350; n is an integer from 1 to 250; A is or B is CH _{3 at} the 5-, 7- or 8- position of vitamin E and p is an integer of 1,3.

The properties of POP-POEvitamin E used in the present invention are excellent in surface activity, excellent in liquid crystal production, form a thin film with little stickiness on the skin, have excellent emollient function, form vesicles and also anti-oxidation. It shows physiological activity. And the cosmetic composition containing the POP-POE vitamin E improves the shine and flexibility of the skin, and also improves the spreadability of the cosmetic composition and improves hairstyling power, hair gloss and hair flexibility. In addition, the cosmetic composition containing the POP-POE vitamin E prevents excessive degreasing action of the skin or hair and controls the emission of skin moisture. In particular, the cosmetic composition containing POP-POEvitamin E together with tocopherol improves the dispersibility and stability of tocopherol and increases blood circulation and conditioning effects on the skin.

POP-POEvitamin E of the present invention has the excellent characteristic of forming a monomolecular film of the liquid crystal as can be seen in the ability to form a vesicle, it has a characteristic that makes the skin smooth and smooth by making a thin and smooth film.

POP-POEvitamin E used in the present invention may be used alone or in combination with a tocopherol or tocopherol derivative.

In the cosmetic composition of the present invention, the content of POP-POE vitamin E is 0.1 to 90% by weight, and when POP-POE vitamin E is mixed with a tocopherol or tocopherol derivative, the weight ratio of POP-POE vitamin E and tocopherol or tocopherol derivatives is used. Is preferably from 1:20 to 20: 1.

The cosmetic compositions of the present invention do not require special formulation conditions and are known in the art to be formulated in the form of conventional emulsifying products, dispersion products, solubilizing products, gelling products, liquid or solid skin and hair cleansing products, and the like. It can be used for various purposes.

In the present invention, the use of POP-POEvitamin E is not limited to the formulation, and the use of POP-POEvitamin E having an appropriate HLB value can make cosmetic compositions of various formulations and can also be used as an emollient for skin and hair. .

Hereinafter, the specific method of the present invention will be described in detail with reference to Examples, but the scope of the present invention is not limited only to these Examples.

Test Examples 1 to 3: Effect of POP-POE Vitamin E on the Erythema and Melanin Pigment Formation by UV Light

POP-POEvitamin E is in vitro (in vitro) Have already been found to have antioxidant properties, but in this test example the antioxidant activity and anti-inflammatory activity werein vivo) To confirm. As shown in Table 1, Test Examples 1, 2, and 3 Comparative Test Examples 1, 2, and 3, respectively, 0.5 g 4 cm each to skin of 10 normal males 20-30 years old.²The effects of UV irradiation on the erythema and melanogenesis were measured by irradiating with 2 MED (minimum eerythema dose). The UV irradiator used a German Waldmann UV 800 (Herbert Waldmann Gmbh & Co.) equipped with a Philips 20W lamp and synthesized the average value for 10 people, respectively, with the erythema index (Table 2) and melanin. It is shown by the melanin index (Table 3). Each index value is a relative value of skin brightness measured with a German Mexameter MX16 (CK Electronic Gmbh) colorimeter on the skin under test. The erythema was less erythema in Test Examples 1, 2, and 3 compared to Comparative Test Examples 1 and 3 after the first day, and the Comparative Test Example 2 using vitamin E also had less erythema incidence. The erythema index of the irradiated area was similar. In general, erythema reaches its peak one day after UV irradiation. According to the results of Table 2, it can be seen that Test Examples 1, 2, and 3 inhibited erythema and have anti-inflammatory and antioxidant effects.

Melanin pigments, unlike erythema, generally increase after 5 days of ultraviolet irradiation. According to the results of Table 3, in the case of Comparative Test Examples 1 and 3, the melanin pigment index increased significantly after 5 days and 10 days of ultraviolet irradiation, compared with the initial 1 day, whereas Vitamin E, which was known to be effective with Test Examples 1, 2 and 3, In the case of Comparative Test Example 2 using 1 days, 5 days, 10 days after the ultraviolet irradiation were all similar, it can be seen that melanin formation was suppressed. POP-POEvitamin E of Test Examples 1, 2, and 3 used in the cosmetic composition containing POP-POEvitamin E of the present invention through this test example prevented erythema and melanogenesis, and thus anti-inflammatory and antioxidant effects. Is shown in vivo.

Test and Comparative Tests for the Effects of POP-POE Vitamin E on the Erythema and Melanin Pigment Formation by UV Light Ingredient Test Example 1 Test Example 2 Test Example 3 Comparative Test Example 1 Comparative Test Example 2 Comparative Test Example 3 One POP (3) -POE (0) Vitamin E 2 - - - - - 2 POP (5) -POE (0) Vitamin E - 2 - - - - 3 POP (5) -POE (18) Vitamin E 2 - - - 4 POP (0) -POE (5) Vitamin E - - - 2 - - 5 Vitamin E - - - - 2 - 7 POE (20) sorbitan monostearate - - - - - 2 8 ethanol 10 10 10 10 10 10 9 Purified water to100 to100 to100 to100 to100 to100 [Note] Unit: weight%

Erythema index showing the effect of POP-POEvitamin E on erythema development by UV light Measurement date Test Example 1 Test Example 2 Test Example 3 Comparative Test Example 1 Comparative Test Example 2 Comparative Test Example 3 1 day after 620 622 628 642 621 668 After 5 days 625 626 626 627 624 640 10 days later 614 605 606 612 615 618

Melanin index showing the effect of POP-POEvitamin E on melanin pigmentation by UV rays Measurement date Test Example 1 Test Example 2 Test Example 3 Comparative Test Example 1 Comparative Test Example 2 Comparative Test Example 3 1 day after 530 530 533 512 529 511 After 5 days 526 531 635 540 530 547 10 days later 527 530 536 546 530 570

Example 1 Preparation of O / W Cream as Emulsified Cosmetic Composition

Emulsion cosmetic composition O / W cream (Example 1) is triethanolamine and propylene glycol in purified water and heated to 75 ℃ to form an aqueous phase paraffin wax, cetostearyl alcohol, stearic acid, beeswax, glyceryl monostearate, jojoba Oil, squalane, silicone oil, POP (20) -POE (50) vitamin E, tocopheryl acetate, propyl parabenzoate, methyl parasulfate, etc. It was. It was prepared by adding perfume and dye during emulsification and cooling after emulsification. Comparative control group (Comparative Example 1, Comparative Example 2) was prepared in the same manner as above, but added POE (30) vitamin E instead of POP (20) -POE (50) vitamin E in the oil phase or POE (20) solbi It was prepared by addition of tanmonostearate and sorbitan sesquioleate. The composition ratio of these compositions is as shown in Table 4 below.

Composition and Ratios of Emulsion Cosmetic Composition O / W Cream Ingredient Example 1 Comparative Example 1 Comparative Example 2 One Paraffin wax 1.5 1.5 1.5 2 Cetostearyl alcohol 3.2 3.2 3.2 3 Stearic acid 1.0 1.0 1.0 4 beeswax 1.5 1.5 1.5 5 Glyceryl Monostearate 2.5 2.5 2.5 6 Jojoba You 5.0 5.0 5.0 7 Squalane 15.2 15.2 15.2 8 Silicone oil 0.5 0.5 0.5 9 POP (20) -POE (50) Vitamin E 2.3 - - 10 POE (30) Vitamin E - 2.3 - 11 POE (20) sorbitan monostearate - - 1.8 12 Sorbitan sesquioleate - - 0.5 13 Parabenzoic acid propyl sulfate Quantity Quantity Quantity 14 Methyl Parasulfate Quantity Quantity Quantity 15 Triethanolamine 0.4 0.4 0.4 16 Propylene glycol 6.0 6.0 6.0 17 Tocopheryl Acetate 0.2 0.2 0.2 18 Spices Quantity Quantity Quantity 19 Pigment Quantity Quantity Quantity 20 Purified water to 100 to 100 to 100 [Note] Unit: wt%

Example 2: Preparation of W / O type emollient lotion which is an emulsion cosmetic composition

W / O type emollient lotion (Example 2), which is an emulsion cosmetic composition, is dispersed in purified water, and then heated to 70 ° C by adding triethanolamine, ethanol, glycerin, 1,3-butylene glycol and a pigment. In one production tank, cetostearyl alcohol, beeswax, squalane, liquid paraffin, dimethylpolysiloxane, dibutylhydroxytoluene, POP (7) -POE (2) vitamin E, methyl parabenzoate, propyl paraansulphate 75 The oil phase heated to ° C was added and emulsified. Vitamin E and flavors were added during emulsification and cooled to room temperature. Comparative control group (Comparative Example 3, Comparative Example 4) was prepared in the same manner as above but with POE (5) vitamin E or POE (20) sorbitan monostearate instead of POP (7) -POE (2) vitamin E Prepared by addition of sorbitan monostearate. The composition ratio of these compositions is as shown in Table 5 below.

Compositional Components and Ratio of W / O Type Emulent Lotion as Emulsifying Cosmetic Composition Ingredient Example 2 Comparative Example 3 Comparative Example 4 One Cetostearyl alcohol 2.0 2.0 2.0 2 beeswax 2.5 2.5 2.5 3 Squalane 16.0 16.0 16.0 4 Liquid paraffin 20.0 20.0 20.0 5 Dimethyl Polysiloxane 0.2 0.2 0.2 6 Dibutylhydroxytoluene 0.05 0.05 0.05 7 POP (7) -POE (2) Vitamin E 4.5 - - 8 POE (5) Vitamin E - 4.5 - 9 POE (20) soletan monostearate - - 1.0 10 Sorbitan monostearate - - 3.5 11 ethanol 2.0 2.0 2.0 12 glycerin 8.0 8.0 8.0 13 1,3-butylene glycol 3.0 3.0 3.0 14 Methyl Parasulfate Quantity Quantity Quantity 15 Parabenzoic acid propyl sulfate Quantity Quantity Quantity 16 Carboxy vinyl polymer 0.05 0.05 0.05 17 Triethanolamine 0.2 0.2 0.2 18 Vitamin E 0.3 0.3 0.3 19 Spices Quantity Quantity Quantity 20 Pigment Quantity Quantity Quantity 21 Purified water to 100 to 100 to 100 [Note] Unit: wt%

Example 3 Preparation of O / W Type Silicone Lotion That Is Emulsified Cosmetic Composition

The emulsion cosmetic composition O / W type silicone lotion (Example 3) was melted uniformly by heating polydimethylsiloxane gum and polydimethylsiloxane to 90 ° C., followed by propyl parabenzoate, methyl parasulfate, and tocopheryl at 75 ° C. Acetate, POP (70) -POE (100) Vitamin E, was added with stirring, water phase consisting of propylene glycol, ethanol, and purified water was added and emulsified at 75 ° C. and cooled to room temperature. Comparative control group (Comparative Example 5, Comparative Example 6) was prepared in the same manner as above, but instead of POP (70) -POE (100) VitaminE, POE (50) VitaminE or POE (4) lauryl alcohol and POE (23) was prepared by adding lauryl alcohol. The composition ratio of these compositions is as shown in Table 6 below.

The emulsified cosmetic composition O / W type silicone lotion of the present Example 3 may be used as a hair treatment lotion itself, but is mainly used by adding 0.1 to 50% to basic cosmetics, makeup cosmetics, and hair cosmetics. The effect can be improved.

Composition and Ratio of O / W Type Silicone Lotion as Emulsifying Cosmetic Composition Ingredient Example 3 Comparative Example 5 Comparative Example 6 One Polydimethylsiloxane Gum 15 15 15 2 Polydimethylsiloxane 30 30 30 3 Propylene glycol 5 5 5 4 Parabenzoic acid propyl sulfate Quantity Quantity Quantity 5 Methyl paraphosphate Quantity Quantity Quantity 6 POP (70) -POE (100) Vitamin E 5.0 - - 7 POE (50) Vitamin E - 5.0 - 8 POE (4) lauryl alcohol - - 3.0 9 POE (23) lauryl alcohol - - 2.0 10 Tocopheryl Acetate 0.5 0.5 0.5 11 ethanol 8.0 8.0 8.0 12 Spices Quantity Quantity Quantity 13 Purified water to 100 to 100 to 100 [Note] Unit: wt%

Example 4 Preparation of O / W Type Liquid Foundation as Dispersed Cosmetic Composition

In the O / W type liquid foundation, a dispersion cosmetic composition, bentonite dispersed in propylene glycol was added to purified water and dispersed again at 70 ° C., followed by addition of triethanolamine. To this, a mixture of pulverized talc, titanium dioxide, red oxide, iron sulfate, and black iron oxide was added to the mixture, followed by homomixing and heating at 75 ° C., followed by POP (20) -POE (70) vitamin E, Stearic acid, squalane, liquid paraffin, propyl parasulfate, methyl parasulfate and vitamin E were added to the homomixer, flavored during emulsification and cooled to room temperature. Comparative control group (Comparative Example 7, Comparative Example 8) was prepared by the same method as above, but instead of POP (20) -POE (70) Vitamin E as an oily ingredient, POE (18) Vitamin E or POE (20) Solbitan Prepared by addition of monooleate and sorbitan monooleate. The composition ratio of these compositions is as shown in Table 7 below.

Composition and Ratios of O / W Type Liquidation Foundation as Disperse Cosmetic Composition Ingredient Example 4 Comparative Example 7 Comparative Example 8 One Talc 3.0 3.0 3.0 2 Titanium dioxide 5.0 5.0 5.0 3 Red iron oxide 0.5 0.5 0.5 4 Iron sulfate 1.4 1.4 1.4 5 Black iron oxide 0.1 0.1 0.1 6 Bentonite 0.5 0.5 0.5 7 POP (20) -POE (70) Vitamin E 1.5 - - 8 POE (18) Vitamin E - 1.5 - 9 POE (20) sorbitan monooleate - - 1.0 10 Sorbitan monooleate - - 0.5 11 Triethanolamine 1.0 1.0 1.0 12 Propylene glycol 10.0 10.0 10.0 13 Stearic acid 2.0 2.0 2.0 14 Squalane 7.0 7.0 7.0 15 Liquid paraffin 8.0 8.0 8.0 16 Vitamin E 0.2 0.2 0.2 17 Parabenzoic acid propyl sulfate Quantity Quantity Quantity 18 Methyl Parasulfate Quantity Quantity Quantity 19 Spices Quantity Quantity Quantity 20 Purified water to 100 to 100 to 100 [Note] Unit: wt%

Example 5: Preparation of transparent lotion which is a solubilized cosmetic composition

The transparent lotion (Example 5), which is a solubilized cosmetic composition, dissolves propylene glycol, glycerin, hyaluronic acid and POP (30) -POE (70) vitamin E in purified water, and then pre-dissolves perfume, methyl parasulfate, and tocopheryl acetate. Ethanol was added and the mixture was stirred and mixed with a dye, a pH adjuster, and a fading inhibitor. Comparative control group (Comparative Example 9, Comparative Example 10) was prepared in the same manner as above, but POE (20) vitamin E or POE (60) hardened castor oil was added instead of POP (30) -POE (70) vitamin E. Transparent cosmetics were prepared. The composition ratio of these compositions is as shown in Table 8 below.

Composition and proportion of transparent lotion composition which is a solubilized cosmetic composition Ingredient Example 5 Comparative Example 9 Comparative Example 10 One Propylene glycol 6.0 6.0 6.0 2 glycerin 0.5 0.5 0.5 3 Hyaluronic acid 1.0 1.0 1.0 4 POP (30) -POE (70) Vitamin E 0.8 - - 5 POE (20) Vitamin E - 0.8 - 6 POE (60) Cured Castor Oil - - 0.8 7 Tocopheryl Acetate 0.1 0.1 0.1 8 Spices Quantity Quantity Quantity 9 ethanol 10.0 10.0 10.0 10 Methyl Parasulfate Quantity Quantity Quantity 11 Pigment Quantity Quantity Quantity 12 pH regulator Quantity Quantity Quantity 13 Fading inhibitor Quantity Quantity Quantity 14 Purified water Quantity Quantity Quantity [Note] Unit: wt%

Example 6: Preparation of hair gel which is a gel cosmetic composition

The gel cosmetic composition hair gel (Example 6) is first dispersed in carboxyvinyl polymer, polyvinylpyrrolidone in purified water and then glycerin, ethanol, POP (30) -POE (120) vitamin E, tocopheryl acetate, paraan Methyl sulfate, edetic acid (EDTA) and fragrance were added to dissolve transparently and neutralized with triethanolamine to prepare a transparent hair gel. Comparative control (Comparative Example 11) was prepared in the same manner as above, but a hair gel was prepared by adding PEG (75) lanolin instead of POP (30) -POE (120) vitaminE. The composition ratio of these compositions is as shown in Table 9 below.

Composition and proportion of hair gel composition which is a gel cosmetic composition Ingredient Example 6 Comparative Example 11 One Carboxy vinyl polymer (Carbopol 940) 0.7 0.7 2 Polyvinylpyrrolidone 2.5 2.5 3 glycerin 10.0 10.0 4 Triethanolamine 1.0 1.0 5 ethanol 16.0 16.0 6 Tocopheryl Acetate 0.1 0.1 7 POP (30) -POE (120) Vitamin E 4.0 - 8 PEG (75) Lanolin - 4.0 9 Methyl Parasulfate Quantity Quantity 10 Edeic Acid (EDTA) 0.02 0.02 11 Spices Quantity Quantity 12 Purified water to 100 to 100 [Note] Unit: weight%

Example 7 Preparation of Soap as a Skin Cleansing Cosmetic Composition

Solid soap (Example 7), a skin cleansing cosmetic composition, comprises sodium glyceryl monolauryl sulfate, glyceryl monostearate, cetyl alcohol, antioxidant, starch, edetic acid and POP (20) -POE (70) vitamin E. It is injected into a tank, heated to 85 ° C., dissolved, uniformly stirred and uniformly stirred, and then cooled to room temperature to solidify. Comparative control (Comparative Example 12) was prepared in the same manner as above, but a solid soap was prepared by adding POE (20) vitamin E instead of POP (20) -POE (70) vitamin E. The composition ratio of these compositions is as shown in Table 10 below.

Composition and ratio of soap composition as skin cleansing cosmetic composition Ingredient Example 7 Comparative Example 12 One Sodium Glyceryl Monolauryl Sulfate 75 75 2 Glyceryl Monostearate 9 9 3 Cetyl alcohol 12 12 4 POP (20) -POE (70) Vitamin E 2 - 5 POE (20) Vitamin E - 2 6 Starch 2 2 7 Spices Quantity Quantity 8 Antioxidant Quantity Quantity 9 Pigment Quantity Quantity 10 Edeic Acid (EDTA) Quantity Quantity [Note] Unit: weight%

Example 8: Preparation of liquid body shampoo which is a skin cleansing cosmetic composition

Liquid body shampoo (Example 8) which is a skin cleansing cosmetic composition is triethanolamine lauryl sulfate, sodium POE (3) lauryl sulfate, lauryl diethanol amide, glyceryl monopalmitate, POP (100) -POE (50) Inject vitamin E, propylene glycol, preservative, and edetic acid into the manufacturing tank, heat and stir to 70 ℃, inject purified water, maintain the temperature at 60 ℃, stir and uniformly, adjust the pH and adjust the pH It was prepared by cooling to. Comparative control (Example 13) was prepared by adding PEG (75) lanolin instead of POP (100) -POE (50) vitamin E to prepare a liquid body shampoo. The composition ratio of these compositions is as shown in Table 11 below.

Composition and ratio of liquid body shampoo composition as skin cleansing cosmetic composition Ingredient Example 8 Comparative Example 13 One Triethanolamine lauryl sulfate (30% aqueous solution) 40 40 2 Sodium POE (3) lauryl sulfate (30% aqueous solution) 20 20 3 Lauryl diethanolamide 4 4 4 Glyceryl Monopalmitate One One 5 POP (100) -POE (50) Vitamin E 2 - 6 PEG (75) Lanolin - 2 7 Propylene glycol 5 5 8 Spices Quantity Quantity 9 Pigment Quantity Quantity 10 antiseptic Quantity Quantity 11 Edeic Acid (EDTA) Quantity Quantity 12 pH regulator Quantity Quantity 13 Purified water to 100 to 100 [Note] Unit: weight%

Example 9 Preparation of Shampoo as a Hair Washing Cosmetic Composition

Shampoo (Example 9) which is a hair wash cosmetic composition is triethanolamine POE (3) lauryl sulfate, sodium POE (3) lauryl sulfate, sodium lauryl sulfate, lauroyl diethanolamide, lauryldimethylaminoacetylbetaine, POP (150) -POE (80) Vitamin E and Ethylene Glycol Distearate are injected into the manufacturing tank, heated to 70 ° C, and dissolved uniformly. Prepare by adding edetic acid, and then stirring to make it homogeneous, toning and flavoring, adjusting pH and cooling to room temperature. Comparative control (Comparative Example 14) prepared a shampoo by adding PEG (75) lanolin instead of POP (150) -POE (80) vitamin E. The composition ratio of these compositions is as shown in Table 12 below.

Composition and ratio of shampoo composition which is a hair washing cosmetic composition Ingredient Example 9 Comparative Example 14 One Triethanolamine POE (3) lauryl sulfate (30% aqueous solution) 12.0 12.0 2 Sodium POE (3) lauryl sulfate (30% aqueous solution) 20.0 20.0 3 Sodium lauryl sulfate (30% aqueous solution) 6.0 6.0 4 Lauroyl diethanolamide 4.0 4.0 5 Lauryldimethylaminoacetylbetaine 8 8.0 6 POP (150) -POE (80) Vitamin E 1.0 - 7 PEG (75) Lanolin - 1.0 6 Ethylene Glycol Distearate 2.0 2.0 7 Polyquaternium-10 0.2 0.2 8 Hydrolyzed protein 1.0 1.0 9 Pigment Quantity Quantity 10 Spices Quantity Quantity 11 antiseptic Quantity Quantity 12 Edeic Acid (EDTA) Quantity Quantity 13 pH regulator Quantity Quantity 14 Purified water to 100 to 100 [Note] Unit: weight%

Example 10 Preparation of Hair Rinse as a Hair Washing Cosmetic Composition

Hair rinse (Example 10), which is a hair cleansing cosmetic composition, contains silicone oil, liquid paraffin, cetostearyl alcohol, stearyl trimethylammonium chloride, glycerin, POP (70) -POE (30) vitamin E, and preservatives in a manufacturing tank. It is prepared by injecting, heating and stirring to 70 ° C, dissolving it uniformly, adding polyquaternium-10 dispersed in purified water, dispersing it uniformly and flavoring it, and cooling it to room temperature. Comparative control (Comparative Example 15) prepared a hair rinse using POE (12) vitamin E instead of POP (70) -POE (30) vitamin E. The composition ratio of these compositions is as shown in Table 13 below.

Hair Rinsing Composition Composition and Ratio Ingredient Example 10 Comparative Example 15 One Silicone oil 1.8 1.8 2 Liquid paraffin 0.5 0.5 3 Cetostearyl alcohol 1.8 1.8 4 Stearyltrimethylammonium chloride 2.5 2.5 5 glycerin 1.0 1.0 6 POP (70) -POE (30) Vitamin E 1.0 - 7 POE (12) Vitamin E - 1.0 8 Polyquaternium-10 0.2 0.2 9 Spices Quantity Quantity 10 Pigment Quantity Quantity 11 antiseptic Quantity Quantity 12 Purified water to 100 to 100 [Note] Unit: weight%

Experimental Example 1: Stability Experiment

The stability of the cosmetic composition should be stable for at least 3 years at room temperature due to the fact that the cosmetic product is a product used for a long time. In actual experiments, however, the temperature must be elevated to ensure stability in a short period of time. In general, when it is stable for about 3 months at 45 ℃ generally can be seen as a stable product for about 3 years at room temperature, and generally manufactures and sells a product that satisfies this.

The composition stability of Examples 1-10 and Comparative Examples 1-15 using POP-POEvitamin E of this Experimental Example were investigated. As a result, as shown in Table 14, Examples 1 to 10 of the present invention cosmetic composition containing POP-POE vitamin E is more stable than the cosmetic compositions of Comparative Examples 1 to 15 in emulsification, dispersion, solubilization and gel It was.

Results of stability investigation of the cosmetic composition of the present invention and the comparative control cosmetic composition Cosmetic composition Room temperature (6 months later) 45 ° C (3 months later) Example 1 stability stability Comparative Example 1 stability Slightly separated surface Comparative Example 2 Surface change over time Surface change over time Example 2 stability stability Comparative Example 3 Oil painting detach Comparative Example 4 Surface change over time detach Example 3 Almost unchanged stability Comparative Example 5 Rough Slightly separated upper layer Comparative Example 6 Rough variation detach Example 4 stability stability Comparative Example 7 Basal sedimentation smile stability Comparative Example 8 Basal sedimentation smile Sedimentation Example 5 stability stability Comparative Example 9 Basal sedimentation smile Smile precipitation Comparative Example 10 Basal Sedimentation Equivalent Sedimentation Example 6 Transparency Transparency Comparative Example 11 Transparency Slightly suspended Example 7 stability stability Comparative Example 12 stability Slight change over surface Example 8 stability stability Comparative Example 13 Upper Pearl Tangle Slightly separated Example 9 stability stability Comparative Example 14 stability Slightly separated upper layer Example 10 stability stability Comparative Example 15 Roughness Upper separation

Experimental Example 2: Observation of Emulsified Particles

The stability of the emulsified cosmetic composition is good when the emulsifier used forms fine and stable emulsified particles and there is no change in the size or shape of the particles even when the product is stored for a long time. The stability of the cosmetic composition using POP-POEvitamin E of the present invention was visually compared with the comparative control group in the first Experimental Example 1, but the present invention emulsified silicone known to be relatively difficult to emulsify relatively in order to compare the emulsification state more precisely Microscopic observation was performed with the comparative examples 5 and 6 about O / W type | mold silicone lotion which is an emulsion cosmetic composition of Example 3 of the. The particles were observed after storage for 1 day after emulsification and storage at 40 ° C. for 30 days. Experimental results, as shown in Figure 1a, Figure 1b and Figure 1c, microscopic observation of the O / W-type silicone lotion of Example 3 and Comparative Examples 5, 6 after 1 day of manufacture, respectively, using POP-POE vitamin E Example 3 of the present invention was more uniform and finer than Comparative Examples 5 and 6, indicating a good emulsification state. In addition, in the case of Example 3 of the present invention after storage for 30 days at 40 ° C the fine particle state after emulsification was maintained as it is, and in Comparative Example 5 the original particles were large after the emulsification and the particles became large after the passage of time at high temperature. In Comparative Example 6, although the size of the particles after emulsification was large, there was deformation of the coalescence and particle shape after the passage of time at a high temperature.

Experimental Example 3: Effect of Using O / W Cream as Emulsion Cosmetic Composition of the Present Invention

The effect test of the emulsified cosmetic composition O / W cream of the present invention containing POP-POEvitamin E prepared in Example 1 and the comparative control O / W cream of Comparative Examples 2 and 3 was carried out. Twenty women aged 15 to 50 years were selected and used for three days for each of the three emulsified cosmetic compositions of Example 1 and Comparative Examples 1 and 2 for 15 days, and their efficacy was examined. Product use was investigated by using random products for 15 days without order, and the efficacy effect items shown in Table 15 were recorded. As a result, as shown in Table 15, the emulsified cosmetic composition of Example 1 of the present invention has better spreadability, moisturizing effect, skin softening effect, skin elasticity effect, and skin irritation than the cosmetic compositions of Comparative Examples 1 and 2. It can be seen that.

Experimental results of the use of the emulsion cosmetic composition O / W type cream of Example 1 of the present invention Item Example 1 Comparative Example 1 Comparative Example 2 Spreadability 80 72 70 Moisturizing effect 90 81 75 Skin softening effect 91 78 70 Skin elasticity 87 79 75 Skin irritation 95 80 78 [Note] Evaluation method: Marked as "100 excellent, good 70, normal 40, poor or bad 0" and averaged

Experimental Example 4 Effect of Use of Dispersed Cosmetic Composition O / W Type Liquid Foundation of the Present Invention

The effect test of the present invention dispersion cosmetic composition O / W type liquid foundation containing POP-POE vitamin E of Example 4 and comparative control group O / W type liquid foundation of Comparative Examples 7, 8 was carried out. In the method of use, three dispersion foundations of Example 4 and Comparative Examples 7 and 8 were used for 15 to 50 year old women for 15 days, respectively, for a total of 45 days, and then the effect comparison was measured. During this review period, no powder or cake-like makeup products were used after the foundation was used. As a result of the experiment, as shown in Table 16, the O / W type dispersion cosmetic composition of Example 4 of the present invention has better spreadability, adhesion, makeup persistence, skin flexibility, natural color development ability, and the cosmetic composition of Comparative Examples 7 and 8. It can be seen that the skin safety.

Experimental results of the use of the dispersion cosmetic composition O / W type liquid foundation of Example 4 of the present invention Item Example 4 Comparative Example 7 Comparative Example 8 Spreadability 85 78 71 Tightness 90 85 78 Skin flexibility 89 76 72 Color 85 80 75 Toilet paper 93 90 82 Skin safety 95 80 82 [Note] Evaluation method: Marked as "100 excellent, good 70, normal 40, poor or bad 0" and averaged

Experimental Example 5: Use effect of the transparent lotion of the present invention solubilized cosmetic composition

The effect test of the transparent cosmetics which are the solubilizing cosmetic composition containing POP-POEvitamin E of Example 5 and the transparent cosmetics which are the comparative control of Comparative Examples 9 and 10 was performed. The method was measured by using each of the three solubilized cosmetic compositions of Example 5 and Comparative Examples 9, 10 transparent cosmetics each of 15 to 50 years old 20 women and 20 men 15 days for 45 days. As a result, as shown in Table 17, the solubilized cosmetic composition of Example 5 of the present invention has better skin softening effect, smoothness of skin, skin elasticity, persistence of perfume and skin safety than the cosmetic compositions of Comparative Examples 9 and 10. It can be seen that it represents.

Experimental results of the use of the transparent cosmetic water of the solubilized cosmetic composition of Example 5 of the present invention Item Example 5 Comparative Example 9 Comparative Example 10 Skin softening effect 80 78 63 Skin smoothness 85 70 71 Skin elasticity 90 81 78 Persistence of incense 92 78 70 Skin stability 90 81 81 [Note] Evaluation method: Marked as "100 excellent, good 70, normal 40, poor or bad 0" and averaged

Experimental Example 6: Use effect of the hair gel of the present invention gel cosmetic composition

The effect experiment of the hair gel which is the gel cosmetic composition containing POP-POEvitamin E of Example 6 and the hair gel which is the comparative control of Comparative Example 11 was performed. The method of using the hair gels of Example 6 and Comparative Example 11 was measured for 10 days for 15 women and 10 men for 15 days for a total of 30 days, and the effect was measured. As a result, as shown in Table 18, the gel cosmetic composition of Example 6 of the present invention showed better hairstyling power, gloss, flexibility, moistness, hair smoothness and scent persistence than the cosmetic composition of Comparative Example 11. Could know.

Experimental results of the use of hair gel which is a gel cosmetic composition of Example 6 of the present invention Item Example 6 Comparative Example 11 Hairdressing power 92 73 Hair gloss 90 74 Hair flexibility 89 68 Hair moisture 95 75 Smoothness 96 81 Persistence of incense 95 78 [Note] Evaluation method: "100 excellent, 70 good, normal 40, poor or bad 0" as described and averaged

Experimental Example 7: Use effect of the soap of the present invention skin cleansing cosmetic composition

The effect test of the soap which is the skin cleansing cosmetic composition containing POP-POEvitamin E of Example 7 and the soap which is a comparative control of Comparative Example 12 was performed. The method was measured by using the soap of the skin cleansing cosmetic composition of Example 7 and Comparative Example 12 to 10 women aged 15 to 50 for 10 days for a total of 20 days. As a result, as shown in Table 19, the skin cleansing cosmetic composition of Example 7 of the present invention is superior to the foam composition of Comparative Example 12, excellent foaming ability, excellent skin softness, moist and smoothness and excellent fragrance persistence And it was found.

Experimental results of the use of soap as a skin cleansing cosmetic composition of Example 7 of the present invention Item Example 7 Comparative Example 12 Cleaning power 87 85 Skin flexibility 90 74 Skin moisture 89 72 Foaming 95 85 Skin smoothness 96 85 Persistence of incense 95 78 [Note] Evaluation method: "100 excellent, 70 good, normal 40, poor or bad 0" as described and averaged

Experimental Example 8: Use effect of liquid body shampoo as skin cleansing cosmetic composition of the present invention

The effect test of the liquid body shampoo which is the skin cleansing cosmetic composition containing POP-POEvitamin E of Example 8 and the body shampoo which is the comparative control of Comparative Example 13 was performed. The method was used to measure the effect of each of the body shampoos of the skin cleansing cosmetic composition of Example 8 and Comparative Example 13 to 15 women aged 15 to 50 for 30 days for a total of 30 days. As a result, as shown in Table 20, the skin cleansing cosmetic composition of Example 8 of the present invention was found to be richer in foam, smoother, softer, moist and excellent in fragrance than in the cosmetic composition of Comparative Example 13. Could.

Experimental results of the use of liquid body shampoo as a skin cleansing cosmetic composition according to the present invention Item Example 8 Comparative Example 13 Foaming 91 85 Skin smoothness 91 75 Skin flexibility 93 77 Cleaning power 96 85 Skin smoothness 95 84 Persistence of incense 93 77 [Note] Evaluation method: "100 excellent, 70 good, normal 40, poor or bad 0" as described and averaged

Experimental Example 9: Effect of the use of the shampoo of the present invention hair washing cosmetic composition

The effect test of the shampoo which is the hair cleaning cosmetic composition containing POP-POEvitamin E of Example 9 and the shampoo which is the comparative control of Comparative Example 14 was performed. The method of using the shampoos, which are the two hair washing cosmetic compositions of Example 9 and Comparative Example 14, was used for five women aged 15 to 50 and five men for 10 days, for a total of 20 days. As a result, as shown in Table 21, the hair wash cosmetic composition of Example 9 of the present invention is more combing, hairdressing, gloss, flexibility, moist, smoothness and persistence of the hair compared to the hair wash cosmetic composition of Comparative Example 14 It can be seen that it represents.

Use effect test result of shampoo which is hair washing cosmetic composition of Example 9 of the present invention Item Example 9 Comparative Example 14 Bubble 89 80 Combing ease 91 83 Hairdressing power 90 77 Hair gloss 86 75 Hair flexibility 87 70 Hair moisture 92 74 Smoothness 93 84 Persistence of incense 92 85 [Note] Evaluation method: "100 excellent, 70 good, normal 40, poor or bad 0" as described and averaged

Experimental Example 10: The effect of using the hair rinsing hair composition of the present invention

The effect test of the hair rinse which is the hair wash cosmetic composition containing POP-POEvitamin E of Example 10 and the hair rinse which is the comparative control of Comparative Example 15 was performed. How to use the hair rinse each of the two hair cleaning cosmetic compositions of Example 10 and Comparative Example 15 was measured for 10 days to 10 women aged 15 to 50 for a total of 20 days to measure the effect. As a result, as shown in Table 22, the hair wash cosmetic composition of Example 10 of the present invention is more combing, hairdressing, gloss, flexibility, moist, smoothness and persistence of the hair compared to the hair wash cosmetic composition of Comparative Example 15 It can be seen that it represents.

Experimental results of the use of hair rinse as a hair cleaning cosmetic composition of Example 10 of the present invention Item Example 10 Comparative Example 15 Combing ease 92 81 Hairdressing power 92 75 Hair gloss 84 76 Hair flexibility 86 71 Hair moisture 95 77 Smoothness 95 84 Persistence of incense 91 84 [Note] Evaluation method: "100 excellent, 70 good, normal 40, poor or bad 0" as described and averaged

As described above, the present invention emulsifying, dispersing, solubilizing agent, gelling agent, skin cleanser and hair cleanser containing POP-POEvitamin E having the melanin pigmentation suppression, anti-inflammatory and antioxidant effects as an active ingredient as described above. Cosmetic compositions are very stable and have excellent skin moisturizing, skin softening and skin elasticity effect when applied to human skin, less skin irritation, good spreadability, and hairstyling, gloss, moist, smoothness and flexibility when applied to hair This is a very useful invention for the cosmetic industry because of its excellent effect of long lasting fragrance.

Claims (3)

Polyoxypropylene (POP) -polyoxyethylene (POE) represented by the general formula (I) has a melanin pigmentation inhibitory ability, characterized in that it contains 0.01 to 90% by weight of the total cosmetic composition as an active ingredient Antioxidant Cosmetic Composition. In the above formula, R ₁ is-(OCH ₂ CH ₂ ) m-, R ₂ is ego; m is an integer from 0 to 350; n is an integer from 1 to 250; A is or B is CH _{3 at} the 5-, 7- or 8- position of vitamin E and p is an integer of 1,3. The melanin pigment formation of claim 1, wherein the polyoxypropylene (POP) -polyoxyethylene (POE) vitamin E is used alone or mixed with tocopherol or a derivative thereof in a weight ratio of 1:20 to 20: 1. Antioxidant cosmetic composition having inhibitory ability. The antioxidant cosmetic composition of claim 1 or 2, wherein the cosmetic is an emulsified cosmetic, a disperse cosmetic, a solubilized cosmetic, a gel, a skin cleansing cosmetic, or a hair cleansing cosmetic.