JPH10245331A - Preparation for external use for skin - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject preparation, showing various excellent effects, e.g. those for keratin removal, rough skin curing and moisturization, by including a specific silicone and specific keratin-removing component. SOLUTION: This preparation is obtained by including (A) one or more types of high-molecular-weight silicone shown by the formula (R<1> is methyl or partly phenyl; R<2> is methyl or hydroxyl; and (n) is 3,000 to 20,000), (e.g. dimethyl polysiloxane, methylphenyl polysiloxane, or methylphenyl polysiloxane having a hydroxyl group at the terminal), preferably at 0.001 to 5wt.% based on the whole preparation, and (B) one or more types of keratin-removing agent selected from the group consisting of a low-molecular-weight betaine (preferably trimethyl glycine), hydroxycarboxylic acid or its ester, lactone or its salt, ketocarboxylic acid or its ester, lactone or its salt, preferably at 0.01 to 30wt.% based on the whole preparation.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to an external preparation for skin. More specifically, the present invention relates to an external preparation for skin having an excellent exfoliating effect and an effect of preventing and improving skin roughness.

[0002]

BACKGROUND OF THE INVENTION One of the major purposes of skin external preparations such as cosmetics
One is to maintain a beautiful skin condition. To maintain beautiful skin condition,
It is important to remove the stratum corneum layered by drying or the like to make the turnover of epidermal cells smooth, and for this reason, external preparations for the skin containing a exfoliating agent are known.

[0003]

DISCLOSURE OF THE INVENTION The present inventors have conducted intensive studies on a skin external preparation containing a keratin removing agent,
When a specific exfoliating agent and a specific high-molecular silicone are combined into a skin external preparation, the exfoliating effect is increased as compared with the case where the exfoliating agent is blended alone, and further, a skin roughening preventing effect and a moisturizing effect. The present inventors have found a new finding that an external preparation can be obtained, and have completed the present invention.

An object of the present invention is to provide an external preparation for skin having an excellent exfoliating effect, an effect of preventing and improving skin roughness, and a moisturizing effect.

[0005]

That is, the present invention relates to a polymer silicone represented by the following general formula (1) or a combination thereof and a low molecular weight betaine, hydroxycarboxylic acid or its ester, lactone or salt. An external preparation for skin characterized by containing one or more exfoliants selected from the group consisting of ketocarboxylic acid or its ester, lactone or salt.

Embedded image (R ₁ represents a methyl group or a part thereof represents a phenyl group, R ₂ represents a methyl group or a hydroxyl group.
Represents an integer of 20,000. )

The present invention also provides the above external preparation for skin, wherein the exfoliating agent is trimethylglycine.

Hereinafter, the present invention will be described in detail. The polymeric silicone used in the present invention is a polymeric silicone represented by the above chemical formula (Chemical Formula 2) and having a degree of polymerization of 3,000 to 20,000, and exhibits a soft rubber-like property at room temperature. As specific examples, dimethylpolysiloxane, methylphenylpolysiloxane, methylphenylpolysiloxane having a terminal hydroxyl group, and the like can be used.

[0008] The amount of the high molecular silicone is preferably 0.001 to 5% by weight, more preferably 0.01 to 3% by weight, based on the total amount of the external preparation for skin.

In the present invention, among the various exfoliants, in particular, low molecular weight betaine, hydroxycarboxylic acid or its ester, lactone or salt, ketocarboxylic acid or its ester, lactone or salt, and the above-mentioned high molecular silicone and When used in combination, an external preparation for the skin can be obtained which has an excellent effect of removing skin exfoliation and also has an excellent effect of preventing and improving skin roughness and a moisturizing effect.

[0010] The low molecular weight betaine of the exfoliating agent means betaines having a molecular weight of 100 to 200, and may include those which form zwitterions with internal salts such as quaternary ammonium salts, sulfonium salts and phosphonium salts. . 2 molecular weight
The reason for using low-molecular-weight betaine having a molecular weight of 20 or less is that
Betaine exceeding 0 takes on the properties of a surfactant,
This is because it tends to roughen the skin. In the present invention, low molecular betaine represented by the following chemical formula (Formula 3) is preferably used.

Embedded image [R ¹ , R ² and R ³ each independently have 1 carbon atom
Represents a linear or branched alkyl group of from 6 to 6, and n represents 0 or a positive integer. However, the total sum of the number of carbon atoms of R ¹ , R ² and R ³ and n is 8 or less. Specific examples of R ¹ , R ² and R ³ include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, hexyl, isohexyl, -Methylpentyl group, 2,2
-Dimethylbutyl group, 2,3-dimethylbutyl group and the like. These R ¹ , R ² and R ³ may be the same or different. In the present invention, trimethylglycine in which R ¹ , R ^2, and R ³ are all methyl groups and n is 0 in the chemical formula (3) is most preferably used. Further, γ-butyrobetaine in which all of R ¹ , R ² and R ³ are methyl groups and n is 2 is also preferably used.

In the present invention, when low molecular weight betaine is used, an effect of suppressing stickiness when a humectant such as mucopolysaccharide is added is exhibited, in addition to an increase in the exfoliating effect. It is preferable to use a low-molecular-weight betaine such as trimethylglycine since it also exerts an effect and an effect of preventing and improving skin roughness.

Examples of the exfoliating agent, hydroxycarboxylic acid or its ester, lactone or salt, or ketocarboxylic acid or its ester, lactone or salt include, for example, glycolic acid, benzylic acid, toroic acid, lactic acid, malic acid , Citric acid, isocitric acid, citramalic acid, tartronic acid, tartaric acid, gluconic acid, galactonic acid, alpha-hydroxyisobutyric acid, phenyl lactic acid,
Maldenic acid, atrolactic acid, gluconolactone, galactonolactone, ribbon acid, ribonolactone, pantoic acid, pantolactone, pantothenic acid, alpha-hydroxybutyric acid, beta-hydroxybutyric acid, pyruvate quinate, phenylpyruvate, methyl pyruvate, Examples include ethyl pyruvate, ascorbic acid, benzoyl formate, methyl benzoyl formate, and ethyl benzoyl formate. Particularly preferred are glycolic acid, lactic acid, malic acid and citric acid.

As the exfoliants used in the present invention, the above exfoliants may be used alone or in any combination of two or more. The amount of the exfoliating agent is preferably 0.01 to 30% by weight, more preferably 0.01 to 20% by weight, based on the total amount of the external preparation for skin. If the amount is less than 0.01%, the effect of the present invention cannot be sufficiently exhibited, and even if the amount exceeds 30% by weight, an increase in the effect corresponding to the increase in the amount may not be expected.

The external preparation for skin of the present invention refers to those applied to the outer skin as cosmetics, pharmaceuticals, quasi-drugs, etc., and accordingly, the dosage form is also an aqueous solution type, a solubilizing type, an emulsifying type, Powder system, oil-liquid system, gel system, ointment system, water-oil two-layer system,
It can take a wide range of forms such as a three-layer water-oil-powder system.

The external preparation for skin of the present invention includes, in addition to the above essential components, other components usually used in external preparations for skin such as cosmetics and pharmaceuticals, for example, powder components such as titanium dioxide, mica, and talc; Natural animal and vegetable oils and fats such as evening primrose oil, avocado oil, mink oil, jojoba oil, macadamia nut oil, corn oil, rapeseed oil, castor oil, sunflower oil, cocoa oil, coconut oil, rice bran oil, olive oil, lanolin, squalene, and liquid paraffin , Squalane, petrolatum and other hydrocarbons, paraffin wax, whale wax, beeswax,
Waxes such as candelilla wax, carnauba wax, higher alcohols such as cetanol and stearyl alcohol, myristic acid, palmitic acid, stearic acid,
Higher fatty acids such as behenic acid, isostearic acid, oleic acid, linolenic acid, linoleic acid, oxystearic acid, isopropyl myristate, isopropyl palmitate, isopropyl stearate, glycerol 2-ethylhexanoate, glyceryl tri-2-ethylhexanoate,
Fatty acid esters such as tetra-2-ethylhexanoic acid pentaerythritol, diethylene glycol monopropyl ether, polyoxyethylene polyoxypropylene pentaerythritol ether, polyoxypropylene butyl ether, polar oils such as ethyl linoleate, silicone oil, para-aminobenzoic acid, UV absorbers such as homomethyl-7N-acetylallantranilate, butylmethoxybenzoylmethane, di-paramethoxycinnamic acid-glyceryl mono-2-ethylhexanoate, amyl salicylate, octylcinnamate and 2,4-dihydroxybenzophenone; Moisturizers such as polyethylene glycol, sorbitol, xylitol, maltitol, methylcellulose, gum arabic, polyvinyl alcohol, montmorillonite, Thickening of the night, such as, ethanol,
Organic solvents such as 1,3-butylene glycol, antioxidants such as butylhydroxytoluene, tocopherol, and phytic acid, benzoic acid, salicylic acid, sorbic acid, alkyl esters of para-hydroxybenzoic acid (ethylparaben, butylparaben, etc.), hexachlorophene, etc. Antibacterial preservatives, acyl sarcosine (e.g. sodium lauroylcosine), organic acids such as glutathione, citric acid, malic acid, tartaric acid, lactic acid, vitamin A and its derivatives, vitamin B6 hydrochloride, vitamin B6 tripalmitate, vitamin B6 dioctanoate , Vitamin B2 and its derivatives, vitamin B12 such as vitamin B12, vitamin B15 and its derivatives, ascorbic acid, ascorbic acid sulfate (salt), ascorbic acid phosphate (salt), dipal ascorbic acid Vitamin C such as mitates
, Α-tocopherol, β-tocopherol, γ-tocopherol, vitamin E-acetate, vitamin E-
Vitamin E such as nicotinate, vitamin D, vitamin H, pantothenic acid, vitamins such as pantothetin, nicotinamide, benzyl nicotinate, γ-oryzanol, allantoin, glycyrrhizic acid (salt), glycyrrhetinic acid and derivatives thereof, hinokitiol , Mucidin, bisabolol, eucalyptol, thymol inositol, saponins (saikosaponin, carrot saponin, leptimasaponin, muclodisaponin, etc.), various drugs such as pantoterethyl ether, ethinyl estradiol, cephalandin, placenta extract, etc.,
Clara, sorghum, orange, sage, saw, grass, mallow, spruce, birch, sugi, luffa, marronnier, yukinoshita, arnica, lily, mugwort, peonies, aloe, gardenia, sawara, etc. Natural extracts extracted with solvents, alcohols, polyhydric alcohols, water, aqueous alcohols, etc.
Pigments, sorbitan monolaurate, sorbitan sesquioleate, sorbitan trioleate, polyoxyethylene sorbitan monolaurate, polyethylene glycol monooleate, polyoxyethylene alkyl ether, polyglycol diester, lauroyl diethanol amide, fatty acid isopropanol amide, maltitol hydroxy fat Surfactants such as aliphatic ethers, alkylated polysaccharides, alkyl glucosides, and sugar esters; cationic surfactants such as stearyltrimethylammonium chloride, benzalkonium chloride and laurylamine oxide; sodium palmitate, sodium laurate, and lauryl sulfate Potassium, alkyl sulfate triethanolamine ether, funnel oil, linear dodecylbenzene sulfate Polyoxyethylene hardened castor oil maleic acid, anionic surfactants such as acyl methyl taurine, perfumes, may be manufactured in a conventional manner by blending the optional components such as purified water.

[0016]

Next, the present invention will be described in more detail with reference to Examples and Comparative Examples. The present invention is not limited to these examples. In addition, the compounding amount in an Example and a comparative example all means a weight%.

As a skin external preparation, "Table 1" and "Table 2"
And the emulsions of the examples and the comparative examples were prepared according to the formulations shown in Table 3 and the effects thereof were determined by the following test methods and evaluation methods.

"Effect of exfoliation" The amount of old exfoliation on the skin surface can be measured by using a video microscope equipped with a fiber light source to magnify and photograph the skin surface by 100 times, inputting an image to an image processing apparatus, The area ratio of the portion where the layer was scaling (the portion that glows white) was determined in% by the binarization process, and was determined as the amount of old keratin. The exfoliating effect test was performed using the foreheads of five healthy female professional panels. Before applying the skin external preparations of Examples and Comparative Examples,
The old angular mass of the skin surface was measured. Thereafter, 0.5 g of the skin external preparations of Examples and Comparative Examples were applied, and about 1 hour later, the old angular mass at the same site was measured. From the old horn mass before washing and the old horn mass after washing, the exfoliating rate (%) was determined.

(Equation 1) A0: Old horn mass before washing A1: Old horn mass after washing [Evaluation criteria] ：: Excellent exfoliating power 80% or more ○: Good exfoliating power 60% or more △: Normal exfoliating power Exfoliating rate of 30% or more ×: Poor exfoliating power Exfoliating rate of less than 30%

"Effect of improving skin roughness" Panel 1 for women
A 10% aqueous solution of an activator (sodium lauryl sulfate aqueous solution) was applied to some of the forearms of 0 persons for 3 days, and the skin was intentionally roughened. Thereafter, the skin external preparations of Examples and Comparative Examples were applied twice a day, and 5 days after the start of application, the condition of the skin surface was measured by a replica method and skin conductance,
The effect of preventing and improving skin roughness was determined and evaluated in comparison with a site where nothing was applied after skin roughness. [Judgment criteria] Significant effect: The symptoms of rough skin disappeared Effective: The symptoms of rough skin weakened Slightly effective: The symptoms of rough skin became slightly weaker Invalid: No change was observed in the symptoms of rough skin The rough skin here Means any of the following symptoms. (1) Exfoliation of the stratum corneum and erythema occur. (2) The skin sulcus and skin hills are not clear, and the skin texture is not uniform. [Evaluation Criteria] ：: 80% or more of female professional panels show significant, effective, and somewhat effective ○: 50% or more of female professional panels exhibit significant, effective, and somewhat effective Less than Δ: The percentage of female professional panels showing significant, effective, and somewhat effective is 30% or more and less than 50 ×: The percentage of female professional panels showing significant, effective, and somewhat effective is less than 30%

"Moisturizing effect" The moisturizing effect was evaluated by measuring the water evaporation rate. After dropping 10 μl of the skin external preparations of Examples and Comparative Examples onto a 2.0 × 2.0 cm filter paper, the weight loss was measured every minute for 10 minutes, and the weight loss per minute was determined. [Evaluation criteria] ◎: Water evaporation rate 0.50 μg / min or less ○: Water evaporation rate 0.50 to 0.55 μg / min. △: Water evaporation rate 0.55 to 0.60 μg / min. ×: Water evaporation rate 0.60 μg / min.

[Effects of actual use] The skin external preparations of Examples and Comparative Examples were continuously used once a day for two weeks by five healthy female professional panels, and the difference in the feel of the skin before and after continuous use was determined by sensory evaluation as follows. Was given a score, and the average score was evaluated as follows. “Score” 2: Skin roughness disappeared, giving a slippery feel. 1: The roughness of the skin was slightly reduced. 0: Skin roughness does not disappear. [Evaluation Criteria] ○: Score average 1.0 or more △: Score average 0.5 or more ×: Score average less than 0.5

[0022]

[Table 1] ---------------------------------------------- ------------------------- Example Comparative example 1 2 3 1 2 3 --------------- -------------------------------------------------- ------ Ethanol 5.0 5.0 5.0 5.0 5.0 5.0 Carboxyvinyl polymer 0.3 0.3 0.3 0.3 0.3 0.3 Polyoxyethylene oleyl ether (15 mol) 0.8 0.8 0.8 0.8 0.8 0.8 Methyl paraben 0.1 0.1 0.1 0.1 0.1 0.1 Polymer silicone 0.1 0.1 0.1 0.1 --- --- Citric acid 5.0 --- 5.0 --- 5.0 --- Trimethylglycine --- 5.0 5.0 --- --- 5.0 Purified water Remaining Remaining Remaining Remaining Remaining --- -------------------------------------------------- ------------------ Exfoliating effect ◎ ◎ ◎ × ○ ○ Skin roughness improvement prevention effect ○ ◎ ◎ △ △ △ Moisturizing effect ○ ◎ ◎ × × ○ Actual use effect ○ ○ ○ × △ △ --------------------------------------------------- ------------------------- (Production method) Polyoxyethylene Dissolving the alkylene oleyl ether and amino-modified silicone and methyl paraben. Separately, carboxyvinyl polymer, trimethylglycine or citric acid is dissolved in purified water and the remainder of ethanol. The ethanol phase was added to the aqueous phase and solubilized to obtain a serum. As the high-molecular silicone, high-molecular-weight dimethylpolysiloxane having a viscosity of 20 cs with R ¹ and R ² being methyl groups, n being 6000 and having a chemical formula of Chemical Formula ² was used.

[0023]

[Table 2]-----------------------------------------------------] Example Comparative Example 4 5 6 4 5 6------------------------------------------------------------------------------------------------------------------------------ ----------------------------------------------------------------- -------Ethanol 5.0 5.0 5.0 5.0 5.0 5.0 Carboxyvinyl polymer 0.3 0.3 0.3 0.3 0.3 0.3 Polyoxyethylene oleyl ether (15 mol) 0.8 0.8 0.8 0.8 0.8 0.8 Methyl paraben 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 --- --- --- Lactic acid 5.0 --- --- 5.0 --- --- Malic acid --- 5.0 --- --- 5.0 --- Glycolic acid ---- -5.0 --- --- 5.0 Purified water Remaining Remaining Remaining Remaining Remaining Remaining Remaining ー ー ー ー ーExfoliating exfoliating Effect ◎ ◎ ◎ ○ ○ ○ Skin roughness improvement prevention effect ○ ○ ○ △ △ △ Moisturizing effect ○ ○ ○ × × × Actual use effect ○ ○ ○ △ △ △ ー ー ー ー ー ー ー ー ー----------------------------------------------------------------- --- (Preparation method) A serum was obtained in the same manner as in Example 1. As the high-molecular silicone, high-molecular-weight dimethylpolysiloxane having a viscosity of 20 cs with R ¹ and R ² being methyl groups, n being 6000 and having a chemical formula of Chemical Formula ² was used.

[0024]

[Table 3] ---------------------------------------------- ------------------------- Example Comparative Example 7 8 9 7 8 9 --------------- -------------------------------------------------- ------ 1 Purified water Remaining Remaining Remaining Remaining Remaining Remaining 2 Carboxyvinyl polymer 0.2 0.2 0.2 0.2 0.2 0.2 3 Alkyl-modified carboxylvinyl polymer 0.7 0.7 0.7 0.7 0.7 0.7 4 KOH 0.3 0.3 0.3 0.3 0.3 0.3 5 Squalane 10.0 10.0 10.0 10.0 10.0 10.0 6 Vaseline 2.0 2.0 2.0 2.0 2.0 2.0 7 Cetanol 1.0 1.0 1.0 1.0 1.0 1.0 8 Lanolin alcohol 2.0 2.0 2.0 2.0 2.0 2.0 9 Liquid paraffin 8.0 8.0 8.0 8.0 8.0 8.0 10 Trimethylglycine --- 5.0 5.0 ー ー 5.0- -11 Lactic acid 5.0 --- 5.0 --- --- 5.0 12 High molecular silicone 5.0 5.0 5.0 5.0 --- --- 13 Preservative 0.2 0.2 0.2 0.2 0.2 0.2 14 Fragrance 0.05 0.05 0.05 0.05 0.05 0.05 ---- -------------------------------------------------- ----------------- Exfoliating effect ◎ ◎ ◎ × ○ Skin roughness improvement prevention effect ◎ ◎ ◎ △ △ △ Moisturizing effect ◎ ◎ ◎ ○ × ○ Actual use effect ○ ◎ ◎ × △ △ ---------------------- ------------------------------------------------- ( Production method) (5) (6) (7) (8) (9) (12) (1)
3) The oil of (14) is uniformly dissolved and kept at 70 ° C.
(2) (3) and (1) dissolved in a part of (1) in separate pots
The aqueous phase of (0) or (11) is uniformly dissolved. The oil phase parts were added to the aqueous phase, and (4) dissolved in a part of (1) was added to obtain an emulsion. As the high-molecular silicone, high-molecular-weight dimethylpolysiloxane having a viscosity of 20 cs with R ¹ and R ² being methyl groups, n being 6000 and having a chemical formula of Chemical Formula ² was used.

From the results of Table 1, Table 2, and Table 3, the skin external preparations of the Examples are superior to the Comparative Example in which the exfoliating agent is not used in combination with the high molecular silicone but is used alone. It can be seen that the removal effect increases synergistically, and that the effect of preventing rough skin improvement, the effect of moisturizing, and the effect of actual use are superior to those of the comparative example.

[0026]

According to the present invention, by combining a specific exfoliating agent with a high molecular silicone, an external preparation for skin having an increased exfoliating effect and having an excellent effect of preventing and improving skin roughness and an excellent moisturizing effect can be provided. .

Claims (2)

[Claims] Claims: 1. A high-molecular silicone represented by the following general formula (1), one or more high-molecular silicones,
An external preparation for skin, comprising one or more exfoliants selected from the group consisting of hydroxycarboxylic acids or their esters, lactones or salts, ketocarboxylic acids or their esters, lactones or salts. Embedded image (R ₁ represents a methyl group or a part thereof represents a phenyl group, R ₂ represents a methyl group or a hydroxyl group.
Represents an integer of 20,000. ) 2. The external preparation for skin according to claim 1, wherein the exfoliating agent is trimethylglycine.