JPH0952848A - Skin preparation for external use - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a skin preparation for external use having excellent humectant effect on the skin and suppressed stickiness and giving good feeling to the skin. SOLUTION: This skin preparation contains a mucopolysaccharide and a polymer of 2-methacryloyloxyethylene phosphorylcholine (abbreviated as MPC) as active components. The mucopolysaccharide is one or more substances selected from hyaluronic acid, chondroitin-4-sulfate, chondroitin-6-sulfate, dermatan sulfate, keratan sulfate, heparinoid, heparin, etc., and its amount is 0.001-5wt.%, preferably 0.01-3wt.%. The MPC polymer has a molecular weight of >=5,000 and its amount is 0.0001-10wt.%, preferably 0.01-3wt.%. The preparation may be incorporated optionally with other conventional additives and prepared in the form of lotion, cream, powder, etc. The MPC polymer can be produced by reacting MPC of the formula in a solvent in the presence of a polymerization initiator (e.g. 2,2'-azobisisobutyronitrile).

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to an external preparation for skin,
More specifically, it is intended to provide a skin external preparation which is excellent in moisturizing effect on the skin and is also excellent in touch.

[0002]

2. Description of the Related Art In general, drying of the skin depends on the amount of skin secretions,
Particularly, it occurs when the barrier function of the stratum corneum is lowered and transepidermal water loss (hereinafter abbreviated as TEWL) is increased due to the decrease in the amount of sebum secretion. Therefore, a condition in which dry skin is exacerbated in winter or due to excessive skin washing, age, constitution and the like, and skin dryness is exacerbated, and the water content of the stratum corneum is reduced to about 10% or less is particularly called dry skin. As described above, when the skin is in a dry state, the gloss of the skin decreases, and adverse effects such as fine wrinkles appear.

Conventionally, in order to improve these skin conditions, it has been necessary to prevent a decrease in the water content of the stratum corneum and maintain a normal function. So far, various moisturizers have been known. Has been used. That is, for example, sorbitol, ethylene glycol, polyhydric alcohols such as glycerin, sodium pyrrolidone carboxylic acid, organic acid salts such as sodium lactate, collagen, proteins such as elastin and hyaluronic acid, mucopolysaccharides such as chondroitin sulfate. is there.

Among these moisturizers, mucopolysaccharide is a biological component that is also present in the skin and at the same time has a strong moisturizing action, and is therefore widely used not only in cosmetics but also in the pharmaceutical field. It is an important ingredient.

[0005]

However, while mucopolysaccharide has a strong moisturizing effect, it has a very sticky feeling on use, which makes it difficult to mix it with external preparations for skin, especially cosmetics. It was The present invention has been made in view of such circumstances, and an object of the present invention is to provide an external preparation for skin that suppresses stickiness while sufficiently exhibiting the moisturizing effect of mucopolysaccharide.

[0006]

Means for Solving the Problems As a result of intensive studies to solve the above problems, the present inventor has found that, along with mucopolysaccharide, the same structure as the polar group of phospholipid (phosphatidylcholine), which is the main component of biological membranes. It was found that the above problem can be solved by using a polymer substance containing 2-methacryloyloxyethylphosphorylcholine as a constitutional unit in combination, and based on this, the present invention was completed.

That is, the present invention relates to a skin external preparation containing at least one mucopolysaccharide and a polymer of 2-methacryloyloxyethylphosphorylcholine.

Hereinafter, the present invention will be described in detail. First, mucopolysaccharides applied in the present invention include, for example, hyaluronic acid, chondroitin-4-sulfate, chondroitin-6-sulfate,
Examples thereof include dermatan sulfate, keratan sulfate, heparinoid, heparin and the like, and salts thereof, and at least one kind or more is selected and used from these.

The compounding amount thereof is 0.001 to 5% by weight, preferably 0.01 to 3% by weight, based on the whole skin external preparation. When the amount is less than 0.001% by weight, the moisturizing effect is poor, and when the amount is more than 5% by weight, it becomes difficult to suppress stickiness even when the polymer of 2-methacryloyloxyethylphosphorylcholine is used in combination.

Next, the polymer applied to the present invention is obtained by polymerizing 2-methacryloyloxyethylphosphorylcholine (hereinafter abbreviated as MPC) represented by the general formula (I) shown below. .

[0011]

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Regarding such MPC, for example, 2-bromoethylphosphoryldichloride, 2-hydroxyethylphosphoryldichloride and 2-hydroxyethylmethacrylate are reacted to obtain 2-methacryloyloxyethyl-2'-bromoethylphosphoric acid, and further It can be obtained by reacting this with trimethylamine in a methanol solution. (Polymer Papers, Vol.35, P423-427,
(1978)

Next, the method for producing the polymer may be carried out according to a conventional method, which is obtained by reacting MPC in a solvent in the presence of a polymerization initiator. The solvent used here is M
Any substance that can dissolve PC may be used. Specifically, water, methanol, ethanol, propanol, t-butanol,
Examples thereof include benzene, toluene, dimethylformamide, tetrahydrofuran, chloroform or a mixed solvent thereof. As the polymerization initiator, any ordinary radical initiator may be used, and fatty acid azo compounds such as 2,2′-azobisisobutyronitrile (AIBN) and azobismalenonitrile, and benzoyl peroxide. Examples thereof include organic peroxides such as lauroyl peroxide and potassium persulfate.

The production examples of the polymer according to the present invention are shown below. Production Example 1. Polymer of 2-methacryloyloxyethylphosphorylcholine (hereinafter, abbreviated as Poly (MPC)) MPC was dissolved in ethanol at 0.5 mol / l, and AIBN was used as a polymerization initiator with respect to the monomer. Add 1 mol%. The solution was placed in a glass reactor, sufficiently replaced with argon, and then sealed. This was heated at 60 ° C. for 4 hours to carry out a polymerization reaction. After cooling the reaction mixture on ice,
The polymer was precipitated by dropping into 1.8 l of diethyl ether. This was separated by filtration, washed thoroughly with diethyl ether, and then dried under reduced pressure to give a white powdery Poly (MP
C) was obtained. Yield 60%.

Po according to the present invention obtained as described above
The molecular weight of ly (MPC) is usually 5,000 or more, preferably 10,000 or more in terms of polystyrene, in consideration of its moisturizing ability, touch surface and the like.

Here, the amount of Poly (MPC) compounded is in the range of 0.001 to 10% by weight, preferably 0.01 to 3% by weight, based on the total skin external preparation.

Further, the external preparation for skin of the present invention is in the form of an ordinary external preparation for skin such as lotion, cream, powder, and lotion, emulsion, cream, lipstick, foundation, hair heric, hair cream, It can be used in a cosmetic form such as a hair lotion. Of these, lotions and lotions are the most preferable. In addition, these external preparations for skin can be manufactured by a conventional method.

Further, the external preparation for skin of the present invention may contain a surfactant, powder or pigment, antioxidant, ultraviolet absorber, vitamins, preservative, fragrance and the like, if necessary.

[0019]

DETAILED DESCRIPTION OF THE INVENTION AND

EXAMPLES Examples of the external preparation for skin of the present invention will be shown below. In addition, the compounding ratio in an Example is a weight part.

Example 1 Oil-in-Water Cream (A) POE (30) Cetyl Ether 2 Glycerin Monostearate 10 Liquid Paraffin 10 Vaseline 4 Cetanol 5 2-Hydroxy-4-methoxybenzophenone 3 γ-tocophero- Le 0.05 BHT 0.01 butyl paraben 0.1 (B) propylene glycol 10 mucin 0.1 collagen hydrolysate 0.3 water-soluble thymus extract 0.2 sodium hyaluronate 0.01 Poly (MPC) 0 .5 Purified water 54.53 (C) Perfume 0.2

(Manufacturing method) 80 ° C. according to each component of (A)
Heat to. The components of (B) are combined and heated to 80 ° C. The prescription of (A) is added to the prescription of (B) and stirred to emulsify. Thereafter, (C) is added and cooled.

Example 2 Oil-in-Water Cream (A) POE (30) Cetyl Ether 2 Glycerin Monostearate 10 Liquid Paraffin 10 Vaseline 4 Cetanol 5 Sphingoglycolipid 0.1 δ Tocopherol 0.05 2 -Ethylhexyl paradimethylaminobenzoate 34-methoxy-4'-t-butyl-dibenzoylmethane 1 Glycyrrhetinic acid 0.1 Titanium oxide 1 BHT 0.01 Butylparaben 0.1 (B) Mulberry peel extract 0.1 Toki extract 0 .1 Pantetheine-s-calcium sulfonate 1 Keratan sulfate 1 Poly (MPC) 1 Propylene glycol 10 Purified water 50.34 (C) Perfume 0.1

(Manufacturing method) 80 ° C. according to each component of (A)
Heat to. The components of (B) are combined and heated to 80 ° C. The prescription of (A) is added to the prescription of (B) and stirred to emulsify. Thereafter, (C) is added and cooled.

Example 3 Emulsion (A) Synthetic Geiro 2.5 Cetanol 1 Squalane 4 Stearic acid 1 Polyethylene glycol monostearate (25EO) 2.2 Glycerin monostearate 0.5 Sterol glucoside 0.1 2-Ethylhexyl paradimethyl Aminobenzoate 2 Sodium isoferurate 1 Allantoin 0.1 Zinc oxide 1 Butylparaben 0.1 γ-Tocopherol 0.05 Rosemary extract 0.01 Edetate disodium 0.2 (B) 1,3-Butylene glycol 3 Propylene glycol 7 Horse chestnut extract 0.1 Xanthan gum 0.1 Caustic potassium 0.2 Magnesium ascorbyl phosphate 1 Arbutin 2 Chitin hydrolyzate 0.2 Chondroitin-6-sulfate 3 Poly (MPC) 3 Purification Water 64.54 (C) Perfume 0.1

(Production method) (A) and (B) are dissolved at 70 ° C. with stirring. (A) is added to (B), preliminarily emulsified, and uniformly emulsified by a homomixer. After emulsification, (C) is added, and the mixture is cooled to 30 ° C. while stirring.

Example 4 Emulsion (A) Synthetic Geyrow 1.5 Cetanol 0.5 Liquid paraffin 5 Polyethylene glycol monostearate (25EO) 2 Glycerin monostearate 0.4 p-Methoxycinnamic acid-2-ethylhexyl ester 4 Titanium oxide 0.5 Butylparaben 0.1 γ-Tocopherol 0.05 BHT 0.01 (B) 1,3-butylene glycol 3 Propylene glycol 5 Carboxyvinyl polymer 0.3 Sodium hyaluronate 0.1 Royal jelly 0.3 Ginkgo Extract 0.1 Ogon extract 0.2 Poly (MPC) 1 Purified water 75.8 (C) Perfume 0.14

(Production method) (A) and (B) are dissolved at 70 ° C. with stirring. (A) is added to (B), preliminarily emulsified, and uniformly emulsified by a homomixer. After emulsification, (C) is added, and the mixture is cooled to 30 ° C. while stirring.

Example 5 Lotion (A) POE (20) sorbitan monolauric acid ester 1.5 POE (20) lauryl ester 0.5 ethanol 10 p-methoxycinnamic acid-2-ethylhexyl ester 3 sodium isoferric acid 0. 2 Stearyl glycyrrhetinate 0.5 γ-tocopherol 0.02 Perfume 0.1 (B) Glycerin 5 Propylene glycol 4 Citric acid 0.15 Sodium citrate 0.1 Ascorbic acid magnesium phosphate 3 Placenta extract 0.1 Beef Blood deproteinization 0.1 Heparinoid 0.1 Heparin 0.1 Poly (MPC) 0.1 Pigment 0.1 Purified water 71.33

(Manufacturing method) The components of (A) are combined and dissolved at room temperature. On the other hand, each component of (B) also dissolves at room temperature,
This is added to the (A) formulation and solubilized.

Example 6 Lotion (A) POE (20) sorbitan monolan phosphate 1.5 POE (20) lauryl ester 0.5 ethanol 8 2-ethylhexyl paradimethylaminobenzoate 2 4-methoxy-4'-t-butyl Luge benzoyl methane 3 γ-oryzanol 0.3 γ-tocopherol 0.02 (B) glycerin 5 1,3-butylene glycol 4 citric acid 0.15 sodium citrate 0.1 ethinyl estradiol 0.001 gem ginger extract 0.1 serine 0.1 Sodium hyaluronate 0.5 Poly (MPC) 0.5 Dye 0.1 Purified water 74.129

(Production method) The respective components of (A) are combined and dissolved at room temperature. On the other hand, each component of (B) also dissolves at room temperature,
This is added to the (A) formulation and solubilized.

Example 7 Packing Material (A) Polyvinyl Alcohol 15 Purified Water 40 Bisaborole 0.5 Vitamin A Acid 0.2 γ-Tocopherol 0.02 Sodium Isoferulate 0.1 Titanium Oxide 10 (B) Ethano -Lol 4,1,3-butylene glycol 4 Polyoxyethylene (8) Polyoxy propylene glycol (55) 3 Peony extract 0.3 Aloe extract 0.4 Chondroitin sulfate 0.01 Tonin extract 0.3 Poly (MPC ) 0.05 purified water 21.12

(Production method) (A) is dispersed and dissolved at room temperature.
(B) is added thereto and uniformly dissolved.

The external preparations for skin of the present invention obtained in Examples 1 to 7 above were subjected to a sensory test in actual use by using 5 female sensory panelists. All of them showed an excellent moisturizing effect, while they were greasy. Was proved to be sufficiently suppressed.

[0035]

INDUSTRIAL APPLICABILITY According to the present invention, it is possible to provide a skin external preparation that is excellent in moisturizing effect based on mucopolysaccharide and does not cause stickiness.

Claims (2)

[Claims] 1. An external preparation for skin, comprising at least one mucopolysaccharide and a polymer of 2-methacryloyloxyethylphosphorylcholine. 2. The external preparation for skin according to claim 1, wherein the polymer has a molecular weight of 5,000 or more.