JP2006008520A - Moisture-retaining cosmetic - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To obtain an external composition for skin, which controls feeling of greasiness characteristic of a polymer, has improved sense of use and excellent moisture retaining effect. <P>SOLUTION: The external composition for skin having slight feeling of greasiness, improved sense of use and excellent moisture retaining effect comprises (1) 0.0001 mass %-5 mass % of a polymer or a copolymer composed of 2-methacryloyloxyethyl phosphorylcholine as a constituent monomer, (2) a starch-acrylic acid block polymer as a water-holding polymer and 0.001 mass %-10 mass % of a betaine such as trimethylglycine. <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

  The present invention relates to an external composition for skin, and more particularly, to an external composition for skin having a high moisturizing effect and good usability.

  In the modern living environment, skin is exposed to a dry environment throughout the year due to the effects of heating in winter and cooling in summer. In response to such a situation, various moisturizers have been added to cosmetics in order to improve the dryness of the skin. In particular, water-soluble polymers have been frequently used for the purpose of retaining moisture in the skin when used in combination with various humectants because of their high water-absorbing properties and film properties. On the other hand, when mixed in a large amount, the sticky feeling is conspicuous and the usability is often impaired. Recently, a polymer of 2-methacryloyloxyethyl phosphorylcholine and a 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer have been reported as those which are well-familiar to the skin and have little stickiness. However, even in these cases, a sticky feeling will still occur if the amount of the compounding ingredients is increased in order to obtain a sufficient moisturizing effect. Therefore, there has been a demand for a preparation capable of obtaining a sufficient moisturizing effect with a small blending amount that does not cause a sticky feeling. It is known that a polymer or copolymer containing 2-methacryloyloxyethyl phosphorylcholine as a constituent monomer is blended in cosmetics (see, for example, Patent Document 1, Patent Document 2, Patent Document 3, and Patent Document 4). ) And 2-methacryloyloxyethylphosphorylcholine / butyl methacrylate copolymer and trimethylglycine are also known for blending cosmetics (see, for example, Patent Document 5). Moreover, it is known also about the mixing | blending of the copolymer of 2-methacryloyloxyethyl phosphorylcholine and butyl methacrylate, and an alkyl modified carboxyvinyl polymer (for example, refer patent document 6 and patent document 7). However, it is not known about the composition for external use containing a copolymer of 2-methacryloyloxyethyl phosphorylcholine and alkyl methacrylate, and trimerylglycine and a water-absorbing polymer.

Patent-2931703 JP 2003-286134 A JP2002-80401 JP2002-47188 JP 2003-73251 A JP2003-104860 JP2003-238341

  The amount of the polymer or copolymer containing 2-methacryloyloxyethyl phosphorylcholine, which is a polymer familiar to the skin, as a constituent monomer is reduced as much as possible, and sufficient moisturizing effect on the skin can be obtained. Therefore, an object of the present invention is to obtain a composition for external use on the skin which does not have a sticky feeling and has a sufficient moisturizing effect.

  As a result of intensive research aimed at enhancing the moisturizing effect by using a combination of a water-soluble polymer and a moisturizing agent used in the cosmetics field, the present inventors have found that the composition for external use as shown below. However, it was found that there was no stickiness and a sufficient moisturizing effect, and the present invention was completed. That is, the present invention is as follows.

(1) A composition for external use containing 1) a polymer or copolymer having 2-methacryloyloxyethyl phosphorylcholine as a constituent monomer, and 2) a water-absorbing polymer.
(2) The external composition for skin according to (1), which contains at least a starch / acrylic acid block polymer and / or a salt thereof as a water-absorbing polymer.
(3) The content of the polymer or copolymer having 2-methacryloyloxyethyl phosphorylcholine as a constituent monomer is 0.0001% by mass to 5% by mass, according to (1) to (2) The composition for external use of skin as described.
(4) The external composition for skin according to any one of (1) to (3), further comprising betaines.
(5) The external composition for skin according to any one of (1) to (4), wherein the content of betaines is 0.001% by mass to 10% by mass.

(1) A polymer or copolymer having 2-methacryloyloxyethyl phosphorylcholine, which is an essential component of the present invention, as a constituent monomer. A polymer (homopolymer) having 2-methacryloxyethyl phosphorylcholine as a constituent monomer is commercially available. Products ("Lipidure-HM series" manufactured by NOF Corporation) are preferable because they can be obtained and used. Moreover, as alkyl methacrylate copolymerized with 2-methacryloxyethyl phosphorylcholine, usually available alkyl methacrylate can be used. Specifically, methyl methacrylate, ethyl methacrylate, butyl methacrylate, methacrylic acid 2 -Ethylhexyl, lauryl methacrylate, myristyl methacrylate, stearyl methacrylate and the like can be exemplified. Of these monomers, butyl methacrylate is particularly preferred. The monomer composition ratio of 2-methacryloxyethyl phosphorylcholine and alkyl methacrylate copolymer is preferably 97: 3-45: 55. From this, when the composition ratio of alkyl methacrylate is reduced, the effect of forming a copolymer is lost, and when it is increased, the familiarity with water is reduced. The content of these polymers or copolymers in the external composition for skin is preferably 0.0001% by weight to 5% by weight, more preferably 0.001% by weight to 1% by weight, and 0.002% by weight. % To 0.3% by weight is particularly preferred. As a copolymer of 2-methacryloyloxyethyl phosphorylcholine and butyl methacrylate, the molar ratio of 2-methacryloyloxyethyl phosphorylcholine and butyl methacrylate is about 80:20, and the molecular weight is about 100,000 to 1,000,000. A 5% aqueous solution of a methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer is commercially available, and these commercially available products (manufactured by NOF Corporation; Lipidure-PMB series) can be obtained and used, which is preferable.

(2) Water-absorbing polymer which is an essential component of the present invention The present invention is characterized by containing a water-absorbing polymer, and the water-absorbing polymer referred to in the present invention is a polymer having a property of absorbing moisture and swelling. For example, the thing of the form which introduce | transduced the hydrophilic part into the acrylate is known. Specifically, a starch / sodium acrylate block polymer can be preferably exemplified. The content of the water-containing polymer in the composition for external use on the skin is preferably 0.0001% by weight to 1% by weight, more preferably 0.0005% by weight to 0.5% by weight, and 0.001% by weight. -0.1 wt% is particularly preferred. If it is 0.0001% by weight or less, it is difficult to obtain a sufficient moisturizing effect, and even if it exceeds 1% by weight, the moisturizing effect is not improved according to the blending amount, and a sticky feeling is generated. Moreover, the starch sodium acrylate block polymer already exists in the market, and such a commercially available product can be used. Among the commercially available products, as a preferable product, Sunfresh ST-100P manufactured by Sanyo Chemical Industries, Ltd. can be exemplified.

(3) Betaines as Elements of the Present Invention Betaines include N-trialkyl-substituted amino acids. Examples include glycine betaine, beta-alanine betaine, carnitine, homoserine betaine, valine betaine, lysine betaine, ornithine betaine, alanine betaine, taurobetaine, stachydrin, betaine glutamate, and phenylalanine betaine. Of these, glycine betaine, trimethylglycine, is particularly effective. Trimethylglycine is present in many plant bodies such as sugar radish and cottonseed, and is usually extracted from molasses produced in the manufacturing process of beet sugar. Aminocoat (Asahi Foods), Aqua Dew (Ajinomoto) As marketed. In the present invention, the blending amount of betaines such as trimethylglycine is preferably 0.05 to 1% by weight. If it is less than 0.05% by weight, it is difficult to obtain a sufficient moisturizing effect, and even if it exceeds 1% by weight, no improvement in the moisturizing effect according to the amount is observed.

  In the external preparation for skin of the present invention, in addition to the above-mentioned components, optional components that are usually used in cosmetics and external preparations for skin can be contained. Such optional ingredients include, for example, macadamia nut oil, avocado oil, corn oil, olive oil, rapeseed oil, sesame oil, castor oil, safflower oil, cottonseed oil, jojoba oil, coconut oil, palm oil, liquid lanolin, hydrogenated coconut oil Oils such as hardened oil, mole, hardened castor oil, beeswax, candelilla wax, carnauba wax, ibotarou, lanolin, reduced lanolin, hard lanolin, jojoba wax, waxes, liquid paraffin, squalane, pristane, ozokerite, paraffin, ceresin, petrolatum , Hydrocarbons such as microcrystalline wax, higher fatty acids such as oleic acid, isostearic acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, undecylenic acid, cetyl alcohol, stearyl alcohol, isostearyl Alcohol, behenyl alcohol, octyldodecanol, higher alcohol such as myristyl alcohol, cetostearyl alcohol, cetyl isooctanoate, isopropyl myristate, hexyldecyl isostearate, diisopropyl adipate, di-2-ethylhexyl sebacate, cetyl lactate, malic acid Diisostearyl, di-2-ethylhexanoic acid ethylene glycol, dicaprate neopentyl glycol, di-2-heptylundecanoic acid glycerin, tri-2-ethylhexanoic acid glycerin, tri-2-ethylhexanoic acid trimethylolpropane, tri Synthetic ester oils such as trimethylolpropane isostearate and pentane erythritol tetra-2-ethylhexanoate, dimethylpolysiloxane, methylphenylpoly Loxane, linear polysiloxane such as diphenylpolysiloxane, cyclic polysiloxane such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexanesiloxane, amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, Oil agents such as silicone oil such as modified polysiloxane such as fluorine-modified polysiloxane, anionic surfactants such as fatty acid soap (sodium laurate, sodium palmitate, etc.), potassium lauryl sulfate, triethanolamine ether of alkyl sulfate, chloride Cationic surfactants such as stearyltrimethylammonium chloride, benzalkonium chloride, laurylamine oxide, betaine surfactants (alkyl betaines, amide betaines) , Sulfobetaine, etc.), imidazoline-based amphoteric surfactants (2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyloxy disodium salt, etc.), amphoteric surfactants such as acylmethyltaurine, sorbitan fatty acid esters (Sorbitan monostearate, sorbitan sesquioleate, etc.), glycerin fatty acids (glyceryl monostearate, etc.), propylene glycol fatty acid esters (propylene glycol monostearate, etc.), hardened castor oil derivatives, glycerin alkyl ether, POE sorbitan Fatty acid esters (POE sorbitan monooleate, polystearic acid polyoxyethylene sorbitan, etc.), POE sorbite fatty acid esters (POE-sorbite monolaurate, etc.), POE glycerin fatty acid Steal (POE-glycerin monoisostearate, etc.), POE fatty acid esters (polyethylene glycol monooleate, POE distearate, etc.), POE alkyl ethers (POE2-octyldodecyl ether, etc.), POE alkyl phenyl ethers (POE nonylphenyl) Ethers, etc.), Pluronic types, POE / POP alkyl ethers (POE / POP2-decyltetradecyl ether, etc.), Tetronics, POE castor oil / hardened castor oil derivatives (POE castor oil, POE hardened castor oil, etc.), Nonionic surfactants such as sucrose fatty acid esters and alkyl glucosides, polyethylene glycol, glycerin, 1,3-butylene glycol, erythritol, sorbitol, xylitol, maltitol, propylene Polyols such as glycol, dipropylene glycol, diglycerin, isoprene glycol, 1,2-pentanediol, 2,4-hexylene glycol, 1,2-hexanediol, 1,2-octanediol, pyrrolidone carboxylic acid Moisturizing ingredients such as sodium, lactic acid, sodium lactate, guar gum, quince seed, carrageenan, galactan, gum arabic, pectin, mannan, starch, xanthan gum, curdlan, methylcellulose, hydroxyethylcellulose, carboxymethylcellulose, methylhydroxypropylcellulose, chondroitin sulfate , Dermatan sulfate, glycogen, heparan sulfate, hyaluronic acid, sodium hyaluronate, tragacanth gum, keratan sulfate, chondroitin, mucoitin sulfate, Hydroxyethyl guar gum, carboxymethyl guar gum, dextran, keratosulfuric acid, locust bean gum, succinoglucan, caronic acid, chitin, chitosan, carboxymethyl chitin, agar, polyvinyl alcohol, polyvinylpyrrolidone, carboxyvinyl polymer, alkyl-modified carboxyvinyl polymer, Thickener such as sodium polyacrylate, polyethylene glycol, bentonite, surface may be treated, mica, talc, kaolin, synthetic mica, calcium carbonate, magnesium carbonate, silicic anhydride (silica), aluminum oxide, sulfuric acid Powders such as barium, surface may be treated, bengara, yellow iron oxide, black iron oxide, cobalt oxide, ultramarine, bitumen, titanium oxide, zinc oxide inorganic pigments, surface may be treated good Pearl agents such as titanium mica, fish phosphorus foil, bismuth oxychloride, raked red 202, red 228, red 226, yellow 4, blue 404, yellow 5 and red 505 , Red 230, red 223, orange 201, red 213, yellow 204, yellow 203, blue 1, green 201, purple 201, red 204, organic dyes, polyethylene powder, poly Organic powders such as methyl methacrylate, nylon powder, organopolysiloxane elastomer, paraaminobenzoic acid UV absorber, anthranilic acid UV absorber, salicylic acid UV absorber, cinnamic acid UV absorber, benzophenone UV absorber Agent, sugar-based ultraviolet absorber, 2- (2′-hydroxy-5′-t-octylphenyl) benzotriazole, 4-methoxy- UV absorbers such as' -t-butyldibenzoylmethane, lower alcohols such as ethanol and isopropanol, vitamin A or derivatives thereof, vitamin B6 hydrochloride, vitamin B6 tripalmitate, vitamin B6 dioctanoate, vitamin B2 or derivatives thereof , Vitamin B such as vitamin B12, vitamin B15 or derivatives thereof, α-tocopherol, β-tocopherol, γ-tocopherol, vitamin E acetate and other vitamin E, vitamin D, vitamin H, pantothenic acid, panthetin, pyrroloquinoline Preferred examples include vitamins such as quinone.

  Furthermore, if necessary, blending a water-soluble polymer can also be exemplified as a preferred embodiment. Examples of such a polymer include an alkyl-modified carboxyvinyl polymer and / or a salt thereof. As such an alkyl-modified carboxyvinyl polymer, there are commercially available ones, and such commercially available products can be used. Among the commercially available products, preferred are carbopol 1382, pemilen TR-1, and pemilen TR-2 manufactured by BFGoodrich. The compounding amount of such a compound in the external composition for skin is preferably 0.05 to 0.5% by weight.

  The skin external preparation of the present invention thus obtained had little stickiness and had a sufficient moisturizing effect.

  Furthermore, the dosage form of the present invention is arbitrary, and any dosage form may be used as long as it is conventionally used in this type of external composition for skin. Examples thereof include lotions, emulsions, creams and the like.

  Hereinafter, the present invention will be described in detail with reference to examples, but it is needless to say that the present invention is not limited to such examples.

Manufacture of cosmetics (milky lotion) of the present invention A milky lotion which is a composition for external use of the skin of the present invention was prepared according to the formulation shown below. That is, the components (A) were mixed and dissolved by heating at 75 ° C. On the other hand, each component of (B) was mixed and dissolved and heated to 75 ° C. (B) was added to the mixture of (A) and stirred to emulsify. Thereafter, the mixture of (C) heated to 75 ° C. and the mixture of (D) were added, and the mixture was stirred and cooled to room temperature to obtain an emulsion. Further, in the emulsion of Example 1, the comparative example (1) in which the 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer was replaced with water, and the comparative example (2) in which the starch / acrylic acid block polymer was replaced with water. Comparative Example (3) in which trimethylglycine was replaced with water was also prepared at the same time.

(A)
Stearic acid 0.24% by weight
Sorbitan monostearate 0.5% by weight
Cetanol 0.5% by weight
POE (45) -stearic acid ester 0.7% by weight
Cetyl palmitate 0.25% by weight
Vaseline 3.75% by weight
Liquid paraffin 0.9 wt%
Solid paraffin 1.6% by weight
(B)
PEG4000 2.25 wt%
1,3-BG 3.0 wt%
Methyl paraoxybenzoate 0.3% by weight
Glycerin 3.0% by weight
Xanthan gum 0.025% by weight
Alkyl-modified carboxyvinyl polymer 0.15% by weight
(Product name "Carbopol 1382" manufactured by BFGoodrich)
Pure water 40.0% by weight
(C)
Triethanolamine 0.15% by weight
Pure water 5.0 wt%
(D)
2-Methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer (trade name “Lipidure-PMB” manufactured by NOF Corporation) 0.1% by weight
(2-methacryloyloxyethyl phosphorylcholine
(0.005 wt% as butyl methacrylate copolymer)
Starch / acrylic acid block polymer 0.012% by weight
(Product name "Sun Fresh ST100SP" manufactured by Sanyo Kasei)
Trimethylglycine 0.10% by weight
Pure water 37.473 wt%

  As shown below, a comparative example (4) was prepared by excluding starch / acrylic acid block polymer and trimethylglycine from the formulation of Example 1 and increasing the amount of 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer.

(A)
Stearic acid 0.24% by weight
Sorbitan monostearate 0.5% by weight
Cetanol 0.5% by weight
POE (45) -stearic acid ester 0.7% by weight
Cetyl palmitate 0.25% by weight
Vaseline 3.75% by weight
Liquid paraffin 0.9 wt%
Solid paraffin 1.6% by weight
(B)
PEG4000 2.25 wt%
1,3-BG 3.0 wt%
Methyl paraoxybenzoate 0.3% by weight
Glycerin 3.0% by weight
Xanthan gum 0.025% by weight
Alkyl-modified carboxyvinyl polymer 0.15% by weight
(Product name "Carbopol 1382" manufactured by BFGoodrich)
Pure water 40.0% by weight
(C)
Triethanolamine 0.15% by weight
Pure water 5.0 wt%
(D) 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer (trade name “Lipidure-PMB” manufactured by NOF Corporation) 2.0 wt%
(2-methacryloyloxyethyl phosphorylcholine
(0.1% by weight as butyl methacrylate copolymer)
Pure water 35.685% by weight

<Test Example 1> Skin Moisturizing Test The test was conducted in a room at 20 ° C. and a relative humidity of 50% for five panelists. The measurement site was washed with warm water at 37 ° C. for 30 seconds, allowed to rest for 20 minutes, and then measured. For the skin on the inner side of the forearm, the skin moisture content of the planned test site is previously measured with SKICON-200EX (IBS) on the day before the scheduled test date (-1 day). Thereafter, gauze (2 cm × 2 cm) impregnated with a 5% sodium lauryl sulfate aqueous solution was contacted for 30 minutes. The next day (day 0) SKICON-200EX was used to measure the moisture content of the skin, and then the test samples prepared in Example 1 (emulsion, comparative example (1), comparative example (2), comparative example (3)) and implementation The comparative example (4) prepared in Example 2 was applied. The test sample was applied three times a day. The skin moisture content was measured again 1 day and 2 days after application. At the same time, an untreated control test in which no test sample was applied was also performed. The evaluation results are shown in FIG. During this test, a questionnaire was also conducted regarding the feeling of use when the test sample was applied at the test site (the result was the average value of 5 people). The evaluation results are shown in Table 1.
(Usage evaluation criteria)
1: Do not feel sticky 2: Feel slightly sticky 3: Feel sticky 4: Feel quite sticky

<Test Example 2> Tackiness test Test sample prepared in Example 1 on a slide glass (emulsion, comparative example (1), comparative example (2), comparative example (3), comparative example (4)) 0.1 ml Was applied to an area of 1.2 cmφ and dried at 40 ° C. and a relative humidity of 30% for 1 hour to prepare a test film. The adhesion of this test film was evaluated using a handy pressure tester KES-G5 (manufactured by Kato Tech Co., Ltd.). The adhesiveness was expressed as an adhesive force (g) when the head of the apparatus was peeled off from the coating film. That is, the higher this value, the higher the adhesiveness of the coating film. The results are shown in Table 1.

  From the results of FIG. 1, it can be seen that the moisturizing effect of the emulsion according to the present invention is excellent, and from the results of Table 1, it can be seen that there is little stickiness and usability is good. In Comparative Example (4), an effect equivalent to that of the emulsion was observed (FIG. 1), but it was found that the feeling of stickiness was strong and the feeling of use was poor (Table 1).

Production of cream An oil-in-water cream was prepared according to the formulation shown below. That is, each component of (A) was mixed and heated to 80 ° C. On the other hand, each component of (B) was mixed and heated to 80 ° C. To the mixture of (A), the mixture of (B) was added and stirred to emulsify, and then cooled to room temperature.

(A)
POE (30) cetyl ether 2.0 wt%
Glycerol monostearate 10.0% by weight
Liquid paraffin 10.0% by weight
Vaseline 4.0 wt%
Cetanol 5.0% by weight
γ-tocopherol 0.05% by weight
BHT 0.01% by weight
Butylparaben 0.1 wt%
(B)
1,3-butanediol 10.0% by weight
2-Methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer (trade name “Lipidure-PMB” manufactured by NOF Corporation) 0.3% by weight
(2-methacryloyloxyethyl phosphorylcholine
0.015 wt% as butyl methacrylate copolymer)
Starch / acrylic acid block polymer 0.1% by weight
(Product name "Sun Fresh ST100SP" manufactured by Sanyo Kasei)
Trimethylglycine 0.3 wt%
Alkyl-modified carboxyvinyl polymer 0.15% by weight
(Product name "PEMULEN TR-1" manufactured by BFGoodrich)
Purified water 57.9 wt%

Production of lotion A lotion was prepared according to the formulation shown below. That is, the components (A) were mixed and dissolved at room temperature. On the other hand, each component of (B) was mixed and heated at room temperature. The mixture of (B) was added to the mixture of (A) and stirred to solubilize.

(A)
POE (20) sorbitan monolaurate 1.5% by weight
POE (20) lauryl ester 0.5% by weight
Ethanol 10.0 wt%
γ-tocopherol 0.02% by weight
Butylparaben 0.1 wt%
(B)
Glycerin 5.0% by weight
1,3-butanediol 4.0% by weight
2-Methacryloyloxyethyl phosphorylcholine polymer 0.01% by weight
(Product name “Lipidure-HM” made by Nippon Oil & Fats)
(As 2-methacryloyloxyethyl phosphorylcholine polymer,
0.0005% by weight)
Starch / acrylic acid block polymer 0.001% by weight
(Product name "Sun Fresh ST100SP" manufactured by Sanyo Kasei)
Trimethylglycine 0.05% by weight
Alkyl-modified carboxyvinyl polymer 0.05% by weight
(Product name "PEMULEN TR-1" manufactured by BFGoodrich)
Pure water 78.769% by weight

  The present invention can be applied to moisturizing cosmetics that have no sticky feeling and are easy to use.

It is a figure which shows the result of the moisturizing evaluation of the emulsion of Example 1, Comparative Examples (1) to (3), Comparative Example (4) of Example 2, and an untreated control in Test Example 1. (In the figure, A: emulsion, B: Comparative Example 1, C: Comparative Example 2, D: Comparative Example 3, E: Comparative Example 4, F: Untreated subject.)

Claims (5)

1) A composition for external use containing a polymer or copolymer containing 2-methacryloyloxyethyl phosphorylcholine as a constituent monomer, and 2) a water-absorbing polymer. The composition for external use of the skin according to claim 1, comprising at least a starch / acrylic acid block polymer and / or a salt thereof as the water-absorbing polymer. The skin external application according to claim 1 or 2, wherein the content of the polymer or copolymer containing 2-methacryloyloxyethyl phosphorylcholine as a constituent monomer is 0.0001 mass% to 5 mass%. Composition. Furthermore, betaine is contained, The skin external preparation of any one of Claims 1-3 characterized by the above-mentioned. The skin external composition according to any one of claims 1 to 4, wherein the content of betaines is 0.001% by mass to 10% by mass.

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