Hydroquinone-containing topical skin preparation and method for producing said hydroquinone-containing topical skin preparation

Abstract

To provide a hydroquinone-containing external skin preparation, which is effective in preventing the oxidation of hydroquinone, and a method for producing the a hydroquinone-containing external skin preparation.SOLUTION: A hydroquinone-containing external skin preparation contains (A) hydroquinone, (B) polyhydric alcohol, (C) water-swellable clay mineral, (D) oil-based component, (E) stabilizer, and (F) water. A method for producing a hydroquinone-containing external skin preparation includes dissolving hydroquinone in water having polyhydric alcohol, water-swellable clay mineral and stabilizer to prepare an aqueous hydroquinone solution, and mixing the aqueous hydroquinone solution with oil-based component.SELECTED DRAWING: Figure 1

Description

[Technical Field]

[0001] The present invention relates to a hydroquinone-containing topical skin preparation and a method for producing the hydroquinone-containing topical skin preparation, and more particularly to a hydroquinone-containing topical skin preparation having an improved antioxidant effect for hydroquinone and a method for producing the hydroquinone-containing topical skin preparation. [Background technology]

[0002] Hydroquinone is known to have a particularly high whitening effect among the many whitening agents used in cosmetics and pharmaceutical skin care products. However, its stability is very poor, and it is easily oxidized by, for example, (1) air or moisture, (2) light (ultraviolet rays), and (3) heat, to form black quinhydrone as shown in the following formula, and its whitening effect is lost.

[0003] JPEG0007800831000001.jpg3053

[0004] For this reason, various studies have been conducted on hydroquinone. For example, Patent Document 1 discloses a water-in-oil emulsion-type topical skin preparation containing an organically modified clay mineral, zinc oxide, hydroquinone or a derivative thereof, and a fatty acid that is liquid at 25°C under 1 atmosphere, with the aim of improving both the stability of hydroquinones and zinc oxide. Patent Document 2 also discloses a water-in-oil emulsion composition containing (A) one or more whitening agents selected from tranexamic acid, a tranexamic acid dimer, an ester of tranexamic acid and hydroquinone, an ester of tranexamic acid and gentisic acid, an amide of tranexamic acid, an alkyl ester of tranexamic acid, and salts thereof, and (B) 0.5 to 3 mass % of one or more surfactants selected from polyoxyalkylene-alkyl-co-modified silicones with an HLB of 2 to 7 and / or polyglycerin-alkyl-co-modified silicones with an HLB of 2 to 7. Furthermore, Patent Document 3 discloses a water-in-oil type whitening cosmetic containing a hydroquinone glycoside, characterized in that it contains (a) polyoxyethylene dipolyhydroxystearate and (b) polyaspartate. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Japanese Patent Application Laid-Open No. 2009-91253 [Patent Document 2] Patent No. 6301631 [Patent Document 3] Japanese Patent Application Laid-Open No. 2005-306797 Summary of the Invention [Problem to be solved by the invention]

[0006] However, the technology described in Patent Document 1 was developed to examine the stability of cosmetics containing hydroquinone, and did not adequately examine the oxidation of hydroquinone itself, and was not able to prevent the oxidation of hydroquinone.Furthermore, the technologies described in Patent Documents 2 and 3 were designed to improve the stability of hydroquinone derivatives, and were not able to prevent the oxidation of hydroquinone itself, which is unstable.

[0007] Furthermore, when hydroquinone is oxidized to quinhydrone, quinhydrone can cause skin irritation, which can lead to itching and rashes, and the techniques described in Patent Documents 1 to 3 above have had the risk of causing skin irritation, etc. Although several methods for stabilizing hydroquinone have been studied and commercialized, it has been difficult to stabilize hydroquinone itself.

[0008] Therefore, an object of the present invention is to solve the above-mentioned problems of the prior art and to provide a hydroquinone-containing topical skin preparation which has an improved antioxidant effect for hydroquinone, and a method for producing said hydroquinone-containing topical skin preparation. [Means for solving the problem]

[0009] As a result of extensive research into solving the above problems, the present inventors have found that the above object can be achieved by combining specific components, and have thus completed the present invention.

[0010] That is, the hydroquinone-containing topical skin preparation of the present invention has the following properties: (A) hydroquinone, (B) a polyhydric alcohol; (C) a water-swellable clay mineral; (D) an oily component; (E) a stabilizer; (F) water.

[0011] Furthermore, the hydroquinone-containing topical skin preparation of the present invention preferably contains (G) a silicone surfactant having a polyether group and an alkyl group, and preferably contains (H) polyethylene glycol.

[0012] The method for producing the hydroquinone-containing topical skin preparation of the present invention comprises the steps of: A hydroquinone aqueous solution is prepared by dissolving hydroquinone in water containing a polyhydric alcohol, a water-swellable clay mineral, and a stabilizer; The hydroquinone aqueous solution is mixed with an oily component.

[0013] The method for producing the hydroquinone-containing topical skin preparation of the present invention comprises the steps of: A hydroquinone aqueous solution is prepared by dissolving hydroquinone in water containing a polyhydric alcohol, a water-swellable clay mineral, a stabilizer, and polyethylene glycol; The hydroquinone aqueous solution is mixed with an oily component.

[0014] Furthermore, the method for producing the hydroquinone-containing topical skin preparation of the present invention comprises the steps of: A hydroquinone aqueous solution is prepared by dissolving hydroquinone in water containing a polyhydric alcohol, a water-swellable clay mineral, and polyethylene glycol; A silicone surfactant with polyether and alkyl groups is mixed with an oily component, The hydroquinone aqueous solution is mixed with an oily component containing a silicone surfactant having a polyether group and an alkyl group. [Effects of the Invention]

[0015] According to the present invention, it is possible to provide a hydroquinone-containing topical skin preparation having an improved antioxidant effect for hydroquinone, and a method for producing the hydroquinone-containing topical skin preparation. [Brief explanation of the drawings]

[0016] [Figure 1]1 shows photographs of the topical skin preparation of Example 1 after the period (days) shown in Table 1. [Figure 2] 1 is a photograph of the external skin preparation of Comparative Example 1 after the period (days) shown in Table 1. [Figure 3] 1 is a photograph of the external skin preparation of Comparative Example 2 after the period (days) shown in Table 1 has elapsed. DETAILED DESCRIPTION OF THE INVENTION

[0017] The hydroquinone-containing topical skin preparation of the present invention and the method for producing the hydroquinone-containing topical skin preparation will be specifically described below. The hydroquinone-containing topical skin preparation of the present invention is characterized by comprising (A) hydroquinone, (B) polyhydric alcohol, (C) water-swellable clay mineral, (D) oily component, (E) stabilizer, and (F) water. The presence of water in the topical skin preparation is essential for the dissolution of hydroquinone. However, it is known that water can absorb air from the external environment and oxidize hydroquinone. Therefore, in the present invention, (A) hydroquinone is dissolved in (F) water, (E) stabilizer, and (B) polyhydric alcohol, and then blended with (D) oily component to form a W / O formulation, thereby avoiding contact between the aqueous phase and air and providing a stable formulation (topical skin preparation). Furthermore, by using (C) water-swellable clay mineral as an emulsifier in the W / O formulation, oxidation of (A) hydroquinone can be suppressed, thereby achieving stability, even when UVA and UVB ultraviolet absorbers or UV scattering agents are blended. Furthermore, since hydroquinone is not hydrolyzed, oxidation is thought to proceed through a chain reaction caused by oxygen dissolved in air or water, and heat accelerates this process. However, the presence of the above ingredients (A) to (F) improves the effectiveness of preventing oxygen and ultraviolet rays, making it possible to store the product at room temperature (15 to 25°C).

[0018] In the present invention, the (A) hydroquinone is not particularly limited as long as it can be used in ordinary topical skin preparations and can provide the effects of the present invention. For example, Hydroquinone (trade name: manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) can be used.

[0019] In the present invention, the polyhydric alcohol (B) can be any polyhydric alcohol that can be used in conventional topical skin preparations and that can achieve the effects of the present invention, but examples include glycerin, 1,3-butylene glycol, propylene glycol, propanediol, 1,2-hexanediol, pentylene glycol, pentaerythritol, hexylene glycol, diglycerin, polyglycerin, diethylene glycol, polyethylene glycol, dipropylene glycol, polypropylene glycol, ethylene glycol-propylene glycol copolymers, and polymers thereof. In the present invention, it is preferable to include glycerin, 1,3-butylene glycol, or dipropylene glycol, which can further improve stability.

[0020] In the present invention, a sugar alcohol alkylene oxide addition polymer that is liquid at room temperature of 25° C. can also be blended. The sugar alcohol alkylene oxide addition polymer may be blended in place of the (B) polyhydric alcohol, or may be blended together with the (B) polyhydric alcohol. The sugar alcohol alkylene oxide addition polymer that is liquid at room temperature is not particularly limited as long as it can be used in ordinary topical skin preparations and can obtain the effects of the present invention. For example, polyoxyethylene methyl glucoside having an average number of added moles of ethylene oxide of 10 to 20 or polyoxypropylene methyl glucoside having an average number of added moles of ethylene oxide of 10 to 20 is preferred. Specific examples include POE(10) methyl glucoside ("Glucam E-10" (trade name: manufactured by Lubrizol Japan Co., Ltd.)), POP(20) methyl glucoside ("Glucam P-20" (trade name: manufactured by Lubrizol Japan Co., Ltd.)), POP sorbitol ("Uniol HS-1600D" (trade name: manufactured by NOF Corporation)), and the like. Of these, POE(10) methyl glucoside is the most preferred.

[0021] In the present invention, the water-swellable clay mineral (C) is not particularly limited as long as it is a clay mineral that swells with water, can be used in ordinary skin external preparations, and can provide the effects of the present invention, but examples thereof include (Al / Mg) silicate and bentonite, and among these, (Al / Mg) silicate is preferred.Specific examples that can be used include Sumecton SA-2 (trade name, manufactured by Kunimine Kogyo Co., Ltd.) and Kunipia G-4 (trade name, manufactured by Kunimine Kogyo Co., Ltd.).

[0022] Furthermore, in the present invention, the oily component (D) is not particularly limited as long as it can be used in ordinary skin external preparations and can obtain the effects of the present invention. For example, hydrocarbons such as liquid paraffin (mineral oil), heavy liquid isoparaffin, light liquid isoparaffin, α-olefin oligomer, polyisobutene, hydrogenated polyisobutene, polybutene, squalane, olive-derived squalane, squalene, petrolatum, solid paraffin, candelilla wax, carnauba wax, rice wax, Japan wax, beeswax, montan wax, ozokerite, ceramide, hydroxybenzoates ... Resin, paraffin wax, microcrystalline wax, petrolatum, Fischer-Tropsch wax, polyethylene wax, ethylene-propylene copolymer and other waxes, coconut oil, palm oil, palm kernel oil, safflower oil, olive oil, castor oil, avocado oil, sesame oil, tea oil, evening primrose oil, wheat germ oil, macadamia nut oil, hazelnut oil, kukui nut oil, rosehip oil, meadowfoam oil, persic oil, tea tree oil, peppermint oil, corn oil, rapeseed oil, sunflower oil, wheat germ oil, linseed oil, cottonseed oil, soybean oil, peanut oil Vegetable oils and fats such as rice bran oil, cocoa butter, shea butter, hydrogenated coconut oil, hydrogenated castor oil, jojoba oil, hydrogenated jojoba oil, etc., animal oils and fats such as beef tallow, milk fat, horse fat, egg yolk oil, mink oil, turtle oil, etc., animal waxes such as whale wax, lanolin, orange roughy oil, etc., liquid lanolin, reduced lanolin, adsorbed and purified lanolin, acetated lanolin, acetated liquid lanolin, hydroxylanolin, polyoxyethylene lanolin, lanolin fatty acids, hard lanolin fatty acids, lanolin alcohol, acetated lanolin alcohol, cetyl lanolyl acetate ester, etc., lecithin, phosphite sphingophospholipids such as phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, phosphatidylglycerol, phosphatidylinositol, and sphingomyelin; phospholipids such as phosphatidic acid and lysolecithin; phospholipid derivatives such as hydrogenated soybean phospholipid, partially hydrogenated soybean phospholipid, hydrogenated egg yolk phospholipid, and partially hydrogenated egg yolk phospholipid; sterols such as cholesterol, dihydrocholesterol, lanosterol, dihydrolanosterol, phytosterol, and cholic acid; sapogenins, saponins, and cholesteryl acetate.Acyl sarcosine alkyl esters such as cholesteryl nonanoate, cholesteryl stearate, cholesteryl isostearate, cholesteryl oleate, N-lauroyl-L-glutamic acid di(cholesteryl / behenyl / octyldodecyl), N-lauroyl-L-glutamic acid di(cholesteryl / octyldodecyl), N-lauroyl-L-glutamic acid di(phytosteryl / behenyl / octyldodecyl), N-lauroyl-L-glutamic acid di(phytosteryl / octyldodecyl), N-lauroyl sarcosine isopropyl, 12-hydroxysarcosine Sterol esters such as cholesteryl tearate, cholesteryl macadamiate, phytosteryl macadamiate, phytosteryl isostearate, cholesteryl soft lanolinate, cholesteryl hard lanolinate, cholesteryl long-chain branched fatty acids, cholesteryl long-chain α-hydroxy fatty acids, lipid complexes such as phospholipid-cholesterol complex, phospholipid-phytosterol complex, octyldodecyl myristate, hexyldecyl myristate, octyldodecyl isostearate, cetyl palmitate, octyl palmitate Dodecyl, cetyl octanoate, hexyldecyl octanoate, isotridecyl isononanoate, isononyl isononanoate, octyl isononanoate, isotridecyl isononanoate, isodecyl neopentanoate, isotridecyl neopentanoate, isostearyl neopentanoate, octyldodecyl neodecanoate, oleyl oleate, octyldodecyl oleate, octyldodecyl ricinoleate, octyldodecyl lanolinate, hexyldecyl dimethyloctanoate, octyldodecyl erucate, hydrogenated castor oil isostearate, ethyl oleate, avocado Monoalcohol carboxylic acid esters such as ethyl cellulose oil fatty acid, isopropyl myristate, isopropyl palmitate, octyl palmitate, isopropyl isostearate, isopropyl lanolinate, methylheptyl laurate, methylheptyl myristate, methylheptyl palmitate, methylheptyl isostearate, diethyl sebacate, diisopropyl sebacate, dioctyl sebacate, diisopropyl adipate, dibutyloctyl sebacate, diisobutyl adipate, dioctyl succinate, and triethyl citrate, cetyl lactate,Diisostearyl malate, hydrogenated castor oil monoisostearate, hydroxy acid esters such as gamma-erucalactone, glyceryl trioctanoate, glyceryl trioleate, glyceryl triisostearate, glyceryl diisostearate, caprylic / capric triglyceride, caprylic / capric / myristic / stearic triglyceride, hydrogenated rosin triglyceride (hydrogenated ester gum), rosin triglyceride (ester gum), glyceryl behenate eicosandioate, trimethylolpropane trioctanoate, triisostearate Trimethylolpropane stearate, neopentyl glycol dioctanoate, neopentyl glycol dicaprate, 2-butyl-2-ethyl-1,3-propanediol dioctanoate, propylene glycol dioleate, pentaerythrityl tetraoctanoate, pentaerythrityl hydrogenated rosin, ditrimethylolpropane triethylhexanoate, ditrimethylolpropane isostearate / sebacic acid, pentaerythrityl triethylhexanoate, dipentaerythrityl hydroxystearate / stearic acid / rosin acid, diisostearate Diglyceryl tearate, polyglyceryl tetraisostearate, polyglyceryl-10 nonaisostearate, polyglyceryl-8 deca(erucate / isostearate / ricinoleate), diglyceryl oligoester of hexyldecanoate / sebacic acid, glycol distearate (ethylene glycol distearate), 3-methyl-1,5-pentanediol dineopentanoate, 2,4-diethyl-1,5-pentanediol dineopentanoate, and other polyhydric alcohol fatty acid esters, diisopropyl dimer dilinoleate, dimer dilinoleate, and other polyol fatty acid esters. dimer acid or dimer diol derivatives such as diisostearyl dimerate, di(isostearyl / phytosteryl) dimer dilinoleate, (phytosteryl / behenyl) dimer dilinoleate, (phytosteryl / isostearyl / cetyl / stearyl / behenyl) dimer dilinoleate, dimer dilinoleyl diisostearate, dimer dilinoleyl hydrogenated rosin condensate, dimer dilinoleic acid hydrogenated castor oil, hydroxyalkyl dimer dilinoleyl ether, cetanol, myristyl alcohol,Higher alcohols such as oleyl alcohol, lauryl alcohol, cetostearyl alcohol, stearyl alcohol, arachyl alcohol, behenyl alcohol, jojoba alcohol, chimyl alcohol, selachyl alcohol, batyl alcohol, hexyldecanol, isostearyl alcohol, 2-octyldodecanol, and dimer diol; aralkyl alcohols and derivatives such as benzyl alcohol; lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, behenic acid, undecylenic acid, 12-hydroxystearic acid, palm oil; Higher fatty acids such as mitoleic acid, oleic acid, linoleic acid, linolenic acid, erucic acid, docosahexaenoic acid, eicosapentaenoic acid, isohexadecanoic acid, anteisohenicosanoic acid, long-chain branched fatty acids, dimer acids, hydrogenated dimer acids, and their aluminum salts, calcium salts, magnesium salts, zinc salts, potassium salts, sodium salts, and other metallic soaps, as well as nitrogen-containing derivatives such as amides, coconut oil fatty acid monoethanolamide (cocamide MEA), coconut oil fatty acid diethanolamide (cocamide DEA), lauric acid monoethanolamide (lauramide MEA) Fatty acid alkanolamides such as lauric acid diethanolamide (lauramide DEA), lauric acid monoisopropanolamide (lauramide MIPA), palmitic acid monoethanolamide (palmitic acid diethanolamide (palmitic DEA), coconut oil fatty acid methylethanolamide (cocamide methyl MEA), dimethicone (dimethylpolysiloxane), highly polymerized dimethicone (highly polymerized dimethylpolysiloxane), cyclomethicone (cyclic dimethylsiloxane, decamethylcyclopentasiloxane), phenyl trimethicone, dif phenylsiloxyphenyl trimethicone, diphenyl dimethicone, trimethylsiloxyphenyl dimethicone, trimethylpentaphenyl trisiloxiane, (aminoethyl aminopropyl methicone / dimethicone) copolymer, dimethiconol, dimethiconol crosspolymer, silicone resin, silicone rubber, amino-modified silicones such as aminopropyl dimethicone and amodimethicone, cation-modified silicone, polyether-modified silicones such as dimethicone copolyol, polyglycerin-modified silicone, sugar-modified silicone, carboxylic acid-modified silicone,Examples of suitable oil-based components include silicones such as phosphate-modified silicone, sulfate-modified silicone, alkyl-modified silicone, fatty acid-modified silicone, alkyl ether-modified silicone, amino acid-modified silicone, peptide-modified silicone, fluorine-modified silicone, cation-modified and polyether-modified silicone, amino-modified and polyether-modified silicone, alkyl-modified and polyether-modified silicone, amidoalkyl-modified silicone, aminoglycol-modified silicone, aminophenyl-modified silicone, and polysiloxane-oxyalkylene copolymers; and fluorine-based oils such as perfluorodecane, perfluorooctane, and perfluoropolyether. However, in the present invention, the oil component (D) is preferably liquid at room temperature. Therefore, when blending an oil component that is solid at room temperature, it may be combined with an oil component that is liquid at room temperature to form an oil component that is liquid at room temperature. Here, "room temperature" refers to the temperature in a typical room (room temperature), e.g., a temperature range of 20 to 30°C.

[0023] In the present invention, the oil component (D) is preferably one or more selected from the group consisting of phenyl trimethicone, diphenylsiloxyphenyl trimethicone, diphenyl dimethicone, trimethylsiloxyphenyl dimethicone, and trimethylpentaphenyl trisiloxiane, and the oil component (D) is more preferably diphenylsiloxyphenyl trimethicone. The use of such an oil component (D) can improve the stability of oil droplets over time and also improve moisturizing properties after use compared to other oil components.

[0024] Furthermore, in the present invention, the (E) stabilizer is not particularly limited as long as it can be used in ordinary topical skin preparations and can achieve the effects of the present invention, and examples thereof include antioxidants, and preferred examples thereof include one or more selected from the group consisting of sodium pyrosulfite, sodium sulfite, ascorbic acid, magnesium ascorbyl phosphate, sodium ascorbyl phosphate, ascorbic acid-2-glucoside, 3-O-ethyl ascorbic acid, ascorbyl tetra-2-hexyldecanoate, trisodium ascorbyl palmitate phosphate, disodium isostearyl ascorbyl phosphate, tocopherol, tocopherol acetate, tocopherol succinate, tocopherol benzoate, tocopherol propionate, tocopherol sorbate, tocopherol oleate, tocopherol orotate, tocopherol linoleate, tocopherol nicotinate, 2-ethylhexanoate, and arbutin.

[0025] In the present invention, the water (F) is not limited as long as it is generally usable in external preparations for skin, and purified water and the like can be used.

[0026] Furthermore, the hydroquinone-containing topical skin preparation of the present invention preferably contains (G) a silicone surfactant having a polyether group and an alkyl group. This allows for the provision of a hydroquinone-containing topical skin preparation with improved antioxidant effects for hydroquinone. The silicone surfactant (G) having a polyether group and an alkyl group can be used in conventional topical skin preparations and is not particularly limited as long as it achieves the effects of the present invention. Examples include lauryl or cetyl dimethicone copolyol, particularly cetyl PEG / PPG-10 / 1 dimethicone and lauryl PEG-9 polydimethylsiloxyethyl dimethicone, with cetyl PEG / PPG-10 / 1 dimethicone being preferred. Examples of cetyl PEG / PPG-10 / 1 dimethicone include ABIL EM-90 (trade name: Evonik Operations GmbH) and KF-6038 (trade name: Shin-Etsu Chemical Co., Ltd.).

[0027] Furthermore, the hydroquinone-containing topical skin preparation of the present invention preferably contains (H) polyethylene glycol as the polyhydric alcohol (B). The polyethylene glycol (H) is not particularly limited as long as it can be used in ordinary topical skin preparations and can achieve the effects of the present invention, but the polyethylene glycol is preferably liquid, and solid polyethylene glycol can be used as long as it can be kept liquid at room temperature by dissolving it in another solvent or the like. Therefore, examples of the (H) polyethylene glycol include Macrogol 200 (trade name: manufactured by Sanyo Chemical Industries, Ltd.) and Macrogol 400 (trade name: manufactured by Sanyo Chemical Industries, Ltd.), but Macrogol 1500 (trade name: manufactured by Sanyo Chemical Industries, Ltd.), Macrogol 4000 (trade name: manufactured by Sanyo Chemical Industries, Ltd.), Macrogol 6000 (trade name: manufactured by Sanyo Chemical Industries, Ltd.), and Macrogol 20000 (trade name: manufactured by Sanyo Chemical Industries, Ltd.) can also be dissolved in Macrogol 200 (trade name: manufactured by Sanyo Chemical Industries, Ltd.) or Macrogol 400 (trade name: manufactured by Sanyo Chemical Industries, Ltd.) and used in a liquid form at room temperature.

[0028] The hydroquinone-containing topical skin preparation of the present invention preferably contains (A) 0.1-20% by weight of hydroquinone, 5-30% by weight of (B) polyhydric alcohol, 0.1-5% by weight of (C) water-swellable clay mineral, 10-60% by weight of (D) oily component, 0.01-5% by weight of (E) stabilizer, and 10-40% by weight of (F) water, and more preferably contains (A) 0.5-10% by weight of hydroquinone, 20-30% by weight of (B) polyhydric alcohol, 1-2% by weight of (C) water-swellable clay mineral, 40-48% by weight of (D) oily component, 0.1-1% by weight of (E) stabilizer, and 10-38.5% by weight of (F) water. By using these amounts, the antioxidant effect of hydroquinone can be further improved.

[0029] In the present invention, the blending amount of the (G) silicone surfactant having a polyether group and an alkyl group is preferably 0.1 to 10% by mass, and more preferably 2.5 to 4.0% by mass. Furthermore, the blending amount of the (H) polyethylene glycol is preferably 1 to 20% by mass, and more preferably 20 to 28% by mass. Furthermore, the blending amount of the sugar alcohol alkylene oxide addition polymer that is liquid at room temperature (25°C) is preferably 0.1 to 2% by mass, and more preferably 1 to 2% by mass. By blending in such amounts, the antioxidant effect of hydroquinone can be further improved.

[0030] The method for producing a hydroquinone-containing topical skin preparation of the present invention comprises dissolving (A) hydroquinone in (F) water containing (B) a polyhydric alcohol, (C) a water-swellable clay mineral, and (E) a stabilizer to prepare a hydroquinone aqueous solution, and then mixing the hydroquinone aqueous solution with (D) an oily component.The method for producing a hydroquinone-containing topical skin preparation of the present invention comprises dissolving (A) hydroquinone in (F) water containing (B) a polyhydric alcohol, (C) a water-swellable clay mineral, (E) a stabilizer, and (H) polyethylene glycol to prepare a hydroquinone aqueous solution, and then mixing the hydroquinone aqueous solution with (D) an oily component. Furthermore, the method for producing a hydroquinone-containing topical skin preparation of the present invention is characterized by dissolving (A) hydroquinone in (F) water containing (B) polyhydric alcohol, (C) water-swellable clay mineral, (E) stabilizer, and (H) polyethylene glycol to prepare a hydroquinone aqueous solution, mixing it with a silicone surfactant having a polyether group and an alkyl group and (D) an oily component, and mixing the hydroquinone aqueous solution with (D) an oily component containing a silicone surfactant having a polyether group and an alkyl group.Therefore, the method for producing the hydroquinone-containing topical skin preparation can be provided.

[0031] In the present invention, topical skin preparations are those that can be used on the human body, etc., and primarily belong to the classification of ordinary cosmetics, but do not exclude applications as quasi-drugs, pharmaceuticals, etc. Furthermore, the topical skin preparations also include applications as basic cosmetics, makeup cosmetics, hair cosmetics, etc.

[0032] Furthermore, in the present invention, other ingredients may be added as appropriate, provided that the effects of the present invention are not impaired. Any other ingredients may be blended within the qualitative and quantitative ranges, including ingredients typically blended in topical skin preparations, such as moisturizers, antioxidants, fragrances, various vitamins, chelating agents, colorants, medicinal ingredients, inorganic salts, ingredients with antiseptic properties, and useful ingredients such as plant extracts. Among these, it is particularly preferable to include UVA and UVB absorbers or UV scatterers. This can further enhance the effects of hydroquinone.

[0033] The ultraviolet absorber is not particularly limited as long as it is one that can be used in ordinary external preparations for skin, and examples thereof include benzoic acid-based ultraviolet absorbers such as para-aminobenzoic acid, para-aminobenzoic acid monoglycerin ester, N,N-dipropoxypara-aminobenzoic acid ethyl ester, N,N-diethoxypara-aminobenzoic acid ethyl ester, N,N-dimethylpara-aminobenzoic acid ethyl ester, N,N-dimethylpara-aminobenzoic acid butyl ester, and N,N-dimethylpara-aminobenzoic acid ethyl ester; anthranilic acid-based ultraviolet absorbers such as homomenthyl-N-acetylanthranilate; salicylic acid-based ultraviolet absorbers such as salicylic acid and its sodium salt, amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, and p-isopropanol phenyl salicylate; octyl cinnamate, ethyl-4-isopropyl cinnamate, methyl ... Chil-2,5-diisopropylcinnamate, Ethyl-2,4-diisopropylcinnamate, Methyl-2,4-diisopropylcinnamate, Propyl-p-methoxycinnamate, Isopropyl-p-methoxycinnamate, Isoamyl-p-methoxycinnamate, 2-Ethylhexyl-p-methoxycinnamate (Octyl para-methoxycinnamate), 2-Ethoxyethyl-p-methoxycinnamate (Cinoxate), Cyclohexyl-p-methoxy Cinnamate, ethyl-α-cyano-β-phenylcinnamate, 2-ethylhexyl α-cyano-β-phenylcinnamate (octocurine), glyceryl mono-2-ethylhexanoyl-di-para-methoxycinnamate, cinnamic acid-based UV absorbers such as ferulic acid and its derivatives, 2,4-dihydroxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2,2',4,Benzophenone-based UV absorbers such as 4'-tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone (oxybenzone-3), 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonate, 4-phenylbenzophenone, 2-ethylhexyl-4'-phenyl-benzophenone-2-carboxylate, 2-hydroxy-4-n-octoxybenzophenone, and 4-hydroxy-3-carboxybenzophenone; 3-(4'-methylbenzylidene)-d,l-camphor; 3-benzylidene-d,l-camphor; 2-phenyl-5-methylbenzoxazole; 2,2'-hydroxy-5-methylphenylbenzotriazole; 2-(2'-hydroxy-5'-t-octylphenyl)benzotriazole; 2-(2'-hydroxy- Examples of such dibenzoylmethane derivatives include 5'-methylphenylbenzotriazole, dibenzalazine, dianisoylmethane, 5-(3,3-dimethyl-2-norbornylidene)-3-pentan-2-one, 4-t-butylmethoxydibenzoylmethane, and other dibenzoylmethane derivatives; octyl triazone; urocanic acid derivatives such as urocanic acid and ethyl urocanate; 2-(2'-hydroxy-5'-methylphenyl)benzotriazole, 1-(3,4-dimethoxyphenyl)-4,4-dimethyl-1,3-pentanedione, and 2-ethylhexyl dimethoxybenzylidene dioxoimidazolidinepropionate; phenylbenzimidazolazole sulfonic acid, terephthalidene dicamphorsulfonic acid, drometrizole trisiloxane, methyl anthranilate, rutin and its derivatives, and oryzanol and its derivatives.

[0034] The UV scattering agent is not particularly limited as long as it is suitable for use in ordinary topical skin preparations, and examples thereof include titanium oxide and zinc oxide. Titanium oxide and zinc oxide may be surface-treated. Examples of such surface treatments include those commonly used in cosmetic powders, such as dimethicone treatment, methicone / hydrogen dimethicone treatment, dimethicone / hydrogen dimethicone treatment, triethoxycaprylylsilane treatment, dimethiconol-aminopropyltriethoxysilane treatment, N-stearoyl-L-glutamate disodium-aluminum hydroxide treatment, palmitoyl proline, palmitoyl sarcosine sodium-palmitoyl glutamate magnesium-palmitic acid treatment, isostearyl sebacate-stearoyl glutamate disodium-aluminum hydroxide treatment, dimyristate aluminum treatment, hydrogenated lecithin-trimyristic acid-aluminum hydroxide treatment, and alginate sodium treatment. In particular, it is preferable to subject the powder to a hydrophobic treatment.

[0035] Examples of extract components include chamomile extract, parsley extract, honeysuckle extract, rice extract, rice bran extract, hop extract, Phellodendron bark extract, Job's tears extract, Swertia japonica extract, Melilot extract, birch extract, licorice extract, peony extract, soapwort extract, loofah extract, chili pepper extract, lemon extract, gentian extract, perilla extract, aloe extract, rosemary extract, sage extract, thyme extract, eucalyptus extract, tea extract, seaweed extract, cucumber extract, clove extract, carrot extract, horse chestnut extract, witch hazel extract, mulberry extract, tangerine peel extract, pecan nut extract, grapefruit extract, Shikuwasa extract, passion fruit extract, loquat extract, grape extract, rose fruit extract, Sophora flavescens extract, peppermint extract, kiwi extract, bilberry, plantain seed extract, Geranium globulus extract, and placenta extract.

[0036] Furthermore, examples of moisturizing ingredients include xylitol, sorbitol, maltitol, sodium chondroitin sulfate, elastin, glucosamine, hyaluronic acid, cyclodextrin, collagen, and bile salts.

[0037] Furthermore, examples of medicinal ingredients include vitamins such as vitamin A, vitamin B, vitamin C, vitamin D, and vitamin E and their derivatives, glycyrrhizinic acid and its derivatives, various salts of urea, creatinine, CoQ10, astaxanthin, polyphenols, and ceramides.

[0038] Furthermore, in the present invention, the topical skin preparation can be produced by a conventional method for producing topical skin preparations, and a method of producing the preparation by heating oil phase components and aqueous phase components, or a D-phase emulsification method can be used.

[0039] The present invention will be described in more detail below using examples, but the present invention is not limited to these examples. Furthermore, the numerical values ​​in the formulations below represent mass %. [Example]

[0040] (Examples 1 to 5, Comparative Examples 1 and 2) External skin preparations of Examples 1 to 5 and Comparative Examples 1 and 2 were prepared according to the formulations shown in Tables 1 and 2 below. The stability of hydroquinone in the external skin preparations was evaluated using the evaluation method described below, and the results are shown in Tables 1 and 2.

[0041] (Evaluation method) The appearance of the prepared topical skin preparations was visually evaluated on the day of preparation and after the period (days) shown in Tables 1 and 2 had elapsed since preparation. In addition, the color tone was visually evaluated after the period (days) shown in Tables 1 and 2 had elapsed since preparation.

[0042] [Table 1]

[0043] [Table 2]

[0044] Fig. 1 is a photograph of the topical skin preparation of Example 1 after the period (days) shown in Table 1, Fig. 2 is a photograph of the topical skin preparation of Comparative Example 1 after the period (days) shown in Table 1, and Fig. 3 is a photograph of the topical skin preparation of Comparative Example 2 after the period (days) shown in Table 1. As shown in Fig. 1, Tables 1 and 2, the topical skin preparations of Examples 1 to 5 were stable, with no oxidation of hydroquinone. On the other hand, as shown in Figs. 2 and 3 and Table 1, the topical skin preparations of Comparative Examples 1 and 2 had oxidized hydroquinone, resulting in deterioration in appearance and color.

Claims

1. (A) hydroquinone, (B) a polyhydric alcohol (but not including polyethylene glycol); (C) 0.1 to 5 mass% of a water-swellable clay mineral; (D) an oily component; (E) a stabilizer; and (F) 10 to 40 mass% water, A hydroquinone-containing W / O skin preparation for external use, characterized in that the (E) stabilizer is one or more selected from the group consisting of sodium pyrosulfite, sodium sulfite, ascorbic acid, magnesium ascorbyl phosphate, sodium ascorbyl phosphate, ascorbic acid-2-glucoside, 3-O-ethyl ascorbic acid, ascorbyl tetra-2-hexyldecanoate, trisodium ascorbyl palmitate phosphate, disodium isostearyl ascorbyl phosphate, tocopherol, tocopherol acetate, tocopherol succinate, tocopherol benzoate, tocopherol propionate, tocopherol sorbate, tocopherol oleate, tocopherol orotate, tocopherol linoleate, and tocopherol nicotinate.

2. 2. The hydroquinone-containing W / O skin preparation for external use according to claim 1, which comprises (G) a silicone surfactant having a polyether group and an alkyl group.

3. 3. The hydroquinone-containing W / O skin external preparation according to claim 1 or 2, further comprising (H) polyethylene glycol.

4. Hydroquinone and Polyhydric alcohols (but not including polyethylene glycol), 0.1 to 5 mass% of a water-swellable clay mineral; Oily ingredients and A stabilizer; and 10 to 40% by mass of water, the stabilizer is one or more selected from the group consisting of sodium pyrosulfite, sodium sulfite, ascorbic acid, magnesium ascorbyl phosphate, sodium ascorbyl phosphate, ascorbic acid-2-glucoside, 3-O-ethyl ascorbic acid, ascorbyl tetra-2-hexyldecanoate, trisodium ascorbyl palmitate phosphate, disodium isostearyl ascorbyl phosphate, tocopherol, tocopherol acetate, tocopherol succinate, tocopherol benzoate, tocopherol propionate, tocopherol sorbate, tocopherol oleate, tocopherol orotate, tocopherol linoleate, and tocopherol nicotinate; preparing an aqueous hydroquinone solution by dissolving the hydroquinone in the water containing the polyhydric alcohol, the water-swellable clay mineral, and the stabilizer; A method for producing a hydroquinone-containing W / O skin preparation for external use, characterized by mixing the hydroquinone aqueous solution with the oily component.

5. Hydroquinone and Polyhydric alcohols (but not including polyethylene glycol), 0.1 to 5 mass% of a water-swellable clay mineral; Oily ingredients and A stabilizer; and 10 to 40% by mass of water, the stabilizer is one or more selected from the group consisting of sodium pyrosulfite, sodium sulfite, ascorbic acid, magnesium ascorbyl phosphate, sodium ascorbyl phosphate, ascorbic acid-2-glucoside, 3-O-ethyl ascorbic acid, ascorbyl tetra-2-hexyldecanoate, trisodium ascorbyl palmitate phosphate, disodium isostearyl ascorbyl phosphate, tocopherol, tocopherol acetate, tocopherol succinate, tocopherol benzoate, tocopherol propionate, tocopherol sorbate, tocopherol oleate, tocopherol orotate, tocopherol linoleate, and tocopherol nicotinate; preparing an aqueous hydroquinone solution by dissolving the hydroquinone in the water containing the polyhydric alcohol, the water-swellable clay mineral, the stabilizer, and polyethylene glycol; A method for producing a hydroquinone-containing W / O skin preparation for external use, characterized by mixing the hydroquinone aqueous solution with the oily component.

6. Hydroquinone and Polyhydric alcohols (but not including polyethylene glycol), 0.1 to 5 mass% of a water-swellable clay mineral; Oily ingredients and A stabilizer; and 10 to 40% by mass of water, the stabilizer is one or more selected from the group consisting of sodium pyrosulfite, sodium sulfite, ascorbic acid, magnesium ascorbyl phosphate, sodium ascorbyl phosphate, ascorbic acid-2-glucoside, 3-O-ethyl ascorbic acid, ascorbyl tetra-2-hexyldecanoate, trisodium ascorbyl palmitate phosphate, disodium isostearyl ascorbyl phosphate, tocopherol, tocopherol acetate, tocopherol succinate, tocopherol benzoate, tocopherol propionate, tocopherol sorbate, tocopherol oleate, tocopherol orotate, tocopherol linoleate, and tocopherol nicotinate; preparing an aqueous hydroquinone solution by dissolving the hydroquinone in the water containing the polyhydric alcohol, the water-swellable clay mineral, the stabilizer, and polyethylene glycol; mixing a silicone surfactant having a polyether group and an alkyl group with the oily component; A method for producing a hydroquinone-containing W / O skin preparation for external use, characterized by mixing the above-mentioned aqueous hydroquinone solution with an oily component containing a silicone surfactant having a polyether group and an alkyl group.

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