WO2017069157A1 - Composition topique pour la peau - Google Patents

Composition topique pour la peau Download PDF

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Publication number
WO2017069157A1
WO2017069157A1 PCT/JP2016/080975 JP2016080975W WO2017069157A1 WO 2017069157 A1 WO2017069157 A1 WO 2017069157A1 JP 2016080975 W JP2016080975 W JP 2016080975W WO 2017069157 A1 WO2017069157 A1 WO 2017069157A1
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WIPO (PCT)
Prior art keywords
acid
thickener
composition
skin
water
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PCT/JP2016/080975
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English (en)
Japanese (ja)
Inventor
一宏 福嶋
優 河合
利佳子 山下
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ロート製薬株式会社
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Priority to JP2017546569A priority Critical patent/JP7315302B2/ja
Publication of WO2017069157A1 publication Critical patent/WO2017069157A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35—Ketones, e.g. benzophenone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations

Definitions

  • the present invention relates to an external composition for skin.
  • UV-A ultraviolet A wave
  • UV-B ultraviolet B wave
  • UV-A is unlikely to cause sunburn, but recent studies have shown that it is greatly involved in the formation of spots and wrinkles. That is, UV-A has a long wavelength and reaches deep into the skin, and has an effect of, for example, denaturing collagen.
  • UV-B has a short wavelength and is blocked by the ozone layer and clouds compared to UV-A, and the amount reaching the ground is about 10% of the total amount of ultraviolet rays.
  • UV-B is strong in energy and may damage skin cells or cause inflammation, which may cause skin cancer and spots.
  • Patent Document 1 proposes various sunscreen compositions having a high ultraviolet blocking effect.
  • An object of the present invention is to provide an external composition for skin having ultraviolet absorbing ability.
  • the present inventors have used (A) a polyether-modified silicone wax, (B) an ultraviolet absorber, and (C) a water-soluble thickener to The inventors have found that an external composition for skin having a high absorption spectrum enhancing ability can be obtained, and have completed the present invention.
  • an external composition for skin containing (A) a polyether-modified silicone wax, (B) an ultraviolet absorber, and (C) a water-soluble thickener.
  • Item 2 The external composition for skin according to Item 1, wherein the (A) polyether-modified silicone wax is a water-soluble polyether-modified silicone wax.
  • the water-soluble polyether-modified silicone wax is at least one selected from the group consisting of bisPEG-18 methyl ether dimethylsilane, bisPEG-15 methyl ether dimethicone, PEG-32 methyl ether dimethicone, and PEG-17 dimethicone.
  • Item 3. The external composition for skin according to Item 1 or 2, wherein
  • Item 4. The external composition for skin according to any one of Items 1 to 3, wherein the (B) ultraviolet absorber is an oil-soluble ultraviolet absorber.
  • Item 5 The external composition for skin according to any one of Items 1 to 4, wherein the ultraviolet absorber (B) is contained in an amount of 0.5 w / w% or more based on the total amount of the external composition for skin.
  • the water-soluble thickener (C) is an acrylic acid thickener, a cellulose thickener, a mucopolysaccharide thickener, an amino acid thickener, a seaweed thickener, a microorganism-derived thickener, polyethylene Item 6.
  • the external composition for skin according to any one of Items 1 to 5, which is at least one selected from the group consisting of a glycol-based thickener and a starch-based thickener.
  • the water-soluble thickener (C) is an acrylic acid thickener, and the acrylic thickener is an acrylic acid / alkyl methacrylate copolymer. Skin external composition.
  • Item 8 The external composition for skin according to any one of Items 1 to 7, which is a sunscreen composition.
  • the present invention also provides (A) a polyether-modified silicone wax; A sunscreen gel preparation containing (B) an ultraviolet absorber and (C) a water-soluble thickener is provided.
  • the present invention also provides (A) a polyether-modified silicone wax; Provided is an oil-in-water type sunscreen composition containing (B) an ultraviolet absorber and (C) a water-soluble thickener.
  • an external composition for skin having a high ability to enhance the ultraviolet absorption spectrum.
  • FIG. 1a to 1c are graphs showing the results of the UV protection effect test of the external composition for skin of the present invention (Examples 1 to 3) and the external composition for skin of Comparative Examples 1 to 3.
  • FIG. 2 is a graph showing the results of an ultraviolet protective effect test of the composition for external use of the present invention (the composition for external use of Example 4 and Comparative Examples 4 to 5).
  • 3a to 3c are graphs showing the results of the UV protection effect test of the external composition for skin of the present invention (Examples 5 to 7) and the external composition for skin of Comparative Examples 6 to 8.
  • the unit of content “w / w%” is synonymous with w / w% of “g / 100 g”.
  • oil-soluble means that the solubility in water is 1 w / w% or less
  • water-soluble means that the solubility in water is greater than 1 w / w%.
  • the “external composition for skin” refers to an external composition that can be applied to the skin.
  • the composition for external use includes a sunscreen composition having an ability to absorb ultraviolet rays.
  • the “sunscreen composition” includes, for example, a form that clearly shows sunscreen in a product, but if it is a composition for external use on the skin having such a function even if there is no indication, it is referred to in this specification. Included in “sunscreen composition”.
  • the skin external composition of the present invention contains (A) a polyether-modified silicone wax, (B) an ultraviolet absorber, and (C) a water-soluble thickener.
  • polyether-modified silicone wax refers to a polyether-modified silicone that is wax-like at room temperature and dissolves by heating, more specifically, a polyether-modified silicone having a melting point of room temperature (for example, 20 ° C.) or higher. Refers to silicone.
  • the (A) polyether-modified silicone wax is not limited, but a water-soluble polyether-modified silicone wax is preferable.
  • water-soluble polyether-modified silicone wax include, but are not limited to, bisPEG-18 methyl ether dimethyl silane, bis PEG-15 methyl ether dimethicone, PEG-32 methyl ether dimethicone, and PEG-17 dimethicone. It is particularly preferable to use one or more selected from the group.
  • the use of these waxes is preferable when the composition for external use of the skin of the present invention is a refreshing emulsion having no stickiness and good emulsion stability.
  • As a component it can synthesize
  • water-soluble polyether-modified silicone wax 2501 CosmeticWax (manufactured by Toray Dow, bisPEG-18 methyl ether dimethylsilane, melting point 36-42 ° C.), DMC 6038 (manufactured by Wacker, bisPEG-15 methyl ether) Dimethicone (melting point: about 30 ° C.), KF-6004 (manufactured by Shin-Etsu Chemical Co., Ltd., PEG-32 methyl ether dimethicone, melting point: 45 ° C.) or Silsoft (registered trademark) 895 (made by MOMENTIVE, PEG-17 dimethicone)
  • CosmeticWax manufactured by Toray Dow, bisPEG-18 methyl ether dimethylsilane, melting point 36-42 ° C.
  • DMC 6038 manufactured by Wacker, bisPEG-15 methyl ether
  • Dimethicone melting point: about 30 ° C.
  • KF-6004 manufactured by Shin-Etsu Chemical Co., Ltd
  • the total content of the component (A) with respect to the total amount of the external composition for skin is appropriately set depending on the balance with other components.
  • the total content of component (A) is preferably 0.001 w / w% or more, more preferably 0.01 w / w% or more, still more preferably 0.1 w with respect to the total amount of the composition for external use on the skin. / W% or more, most preferably 0.2 w / w% or more.
  • the total content of the component (A) is preferably 20 w / w% or less, more preferably 10 w / w% or less, still more preferably 5 w / w% or less, most preferably with respect to the total amount of the composition for external use on the skin. Is 3 w / w% or less.
  • the total content of the component (A) is preferably 0.001 w / w% to 20 w / w%, more preferably 0.01 w / w% to 10 w / w%, based on the total amount of the composition for external use on the skin. More preferably, it is 0.1 w / w% to 5 w / w%, and most preferably 0.2 w / w% to 3 w / w%.
  • the (B) ultraviolet absorber means a compound (component) having a property of absorbing ultraviolet rays.
  • an oil-soluble ultraviolet absorber is preferable as the (B) ultraviolet absorber.
  • an oil-soluble ultraviolet absorbent By using an oil-soluble ultraviolet absorbent, the composition for external use of the skin of the present invention becomes resistant to sweat, prevents dropping after application, and combines with other components to form a uniform film that is well-fitted with sebum. It becomes the composition which exhibits the outstanding effect which it is easy to form.
  • ultraviolet absorbers may be used alone or in combination of two or more.
  • the ultraviolet absorber can be synthesized and used, or a commercially available product can be used as it is.
  • an ultraviolet absorber one or two or more of the above ultraviolet absorbers are used in order to reduce irritation and odor, or improve the feeling of use and solubility.
  • a raw material to which a formulation modification such as inclusion in a capsule is added may be used.
  • a UV absorber is encapsulated in a shell substantially composed of a polymer component composed of poly (ethylene glycol dimethacrylate), ethylene glycol dimethacrylate / divinylbenzene copolymer, or poly (divinylbenzene), Microcapsules with an average particle size of 0.4 to 10 ⁇ m (capsules containing UV absorbers), microcapsules containing t-butylmethoxydibenzoylmethane in sol-gel silica glass and dispersed in water (for example, Eusolex UV-Pearls OB-S (trade name), Eusolex UV-Pearls OB-S2 (trade name); manufactured by Merck Ltd.) and ethyl hexyl methoxycinnamate in sol-gel silica glass and dispersed in water Capsule (eg Eusolex) UV-Pearls 2292 (trade name), Eusolex UV-Pearls OMC (trade name); manufactured by Merck Ltd
  • the total content of the component (B) with respect to the total amount of the external composition for skin is appropriately set depending on the balance with other components.
  • the total content of component (B) is preferably 0.01 w / w% or more, more preferably 0.1 w / w% or more, still more preferably 0.5 w / w with respect to the total amount of the composition for external use on the skin. w% or more, even more preferably 1.0 w / w% or more, and most preferably 3.0 w / w% or more.
  • the total content of the component (B) is preferably 25 w / w% or less, more preferably 20 w / w% or less, further preferably 15 w / w% or less, Preferably it is 10 w / w% or less.
  • the total content of component (B) is preferably 0.01 w / w% to 25 w / w%, more preferably 0.1 w / w% to 20 w / w% with respect to the total amount of the composition for external use on the skin. More preferably, it is 0.5 w / w% to 15 w / w%, and most preferably 1.0 w / w% to 10 w / w%.
  • the ratio of the blending amount of the (B) component to the (A) component is such that the total content of the (B) component is 0 with respect to 1 part by weight of the total content of the (A) component. .0005 to 25000 parts by weight is preferred, 0.01 to 2000 parts by weight is more preferred, 0.1 to 150 parts by weight is still more preferred, and 0.34 to 50 parts by weight is most preferred.
  • the (C) water-soluble thickener refers to a drug (component) that has the property of being soluble in water and increasing the viscosity.
  • the water-soluble thickener is acrylic acid thickener, cellulose thickener, mucopolysaccharide thickener, amino acid thickener, seaweed thickener.
  • An agent, a microorganism-derived thickener, a polyethylene glycol thickener, or a starch thickener is preferable.
  • water-soluble thickener examples include (a) acrylic acid / alkyl methacrylate copolymer, hydroxyethyl acrylate / acryloyldimethyltaurine salt copolymer, polyacrylic acid, or salts thereof.
  • Acrylic acid thickener (B) Cellulosic thickeners such as methylcellulose, ethylcellulose, hydroxyethylcellulose, hydroxymethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose, carboxymethylcellulose, carboxyethylcellulose, stearoxyhydroxypropylmethylcellulose; (C) mucopolysaccharide thickeners such as hyaluronic acid, hyaluronic acid derivatives and salts thereof, chondroitin sodium sulfate; (D) an amino acid thickener such as collagen; (E) Carrageenan, alginate, propylene glycol alginate, seaweed thickener such as agar; (F) Microbial derived thickeners such as xanthan gum, hydroxypropyl xanthan gum, dextran, sclerotium gum, gellan gum; (G) polyethylene glycol-based thickeners such as polyethylene glycol, polyethylene glycol distearate, (PEG-240 /
  • water-soluble polymers such as ethylene glycol triisostearate, polyoxyethylene (20) methyl glucoside, polyisoethylene (isoisostearate), bentonite, macrogol, and sodium caseinate can be used.
  • an acrylic thickener is particularly preferable.
  • (acrylates / alkyl acrylate (C10-30)) crosspolymer, (hydroxyethyl acrylate / acryloyldimethyltaurine sodium) copolymer, acrylamide / ammonium acrylate are particularly preferred as the acrylic acid thickener.
  • Copolymer (Acrylates / Beheneth-25 Methacrylate) Crosspolymer Sodium, Polyacrylate-6, Polyacrylate-13, (Acrylic Acid / Acryloyldimethyltaurine / Dimethylacrylamide) Crosspolymer, (Acrylates / Stearic Acid-Itaconic Acid-20) Copolymer, (Acryloyldimethyltaurine ammonium / VP) copolymer, (sodium acrylate / acryloyldimethyltaurine / dimethylacrylamide) Mer, steareth-10 allyl ether acrylated retaining clips polymer, is at least one selected from the group consisting of carboxyvinyl polymers and polyacrylamides.
  • hydroxyethylcellulose, hydroxypropylmethylcellulose, polyethylene glycol, polyvinyl alcohol, xanthan gum, hydroxypropyl starch phosphate, sodium hyaluronate, hyaluronic acid derivatives or salts thereof, collagen, agar, xanthan gum, hydroxypropyl starch phosphate, macrogol Etc. are also preferred.
  • water-soluble thickeners may be used alone or in combination of two or more. When these water-soluble thickeners are used, it is possible to create gel preparations with a lot of water feeling, and to produce light gel preparations that have an appropriate film feeling and formulation stability and are easy to use. be able to.
  • SIMULGEL trademark
  • NS manufactured by Sepic
  • SALCARE TM SC a commercially available product
  • SALCARE TM SC containing sodium acrylate, sodium acrylate, sodium methacrylate alkyl methacrylate copolymer 1
  • polyacrylic acid amide As said polyacrylic acid amide, commercially available SEPIGEL (trademark) 305 (made by Seiwa Kasei Co., Ltd.) etc. can be used, for example.
  • carboxyvinyl polymer examples include Carbopol (trademarks) 940, 941, 980, 981, ETD2050, Ultraz10 Polymer, (manufactured by Lubrizol Advanced Materials); Singtalene K Shintalen L (manufactured by 3V SIGMA); HV-504E, HV-505E (manufactured by Sumitomo Seika Co., Ltd.); Hibiswaco 103, 104, 105 (manufactured by Wako Pure Chemical Industries, Ltd.); Junron PW-110 (manufactured by Nippon Pure Chemical Industries, Ltd.), and the like can be used.
  • Adecanol (trademark) GT-700 (manufactured by Asahi Denka Kogyo Co., Ltd.), and the starch-based thickener, for example, Examples thereof include STRUCTURE (trademark) XL (manufactured by Akzo Nobel), which is a commercial product containing hydroxypropyl starch phosphate.
  • the content of the water-soluble thickening component (C) with respect to the total amount of the external composition for skin is preferably 0.00001 w / w% or more, more preferably 0.0001 w / w. w% or more, more preferably 0.001 w / w% or more, and most preferably 0.1 w / w% or more.
  • the total content of component (C) is preferably 20 w / w% or less, more preferably 10 w / w% or less, and even more preferably 5 w / w% or less with respect to the total amount of the composition for external use on the skin. .
  • the total content of component (C) is preferably 0.00001 w / w% to 20 w / w%, more preferably 0.0001 w / w% to 10 w / w% with respect to the total amount of the composition for external use on the skin. More preferably, it is 0.001 w / w% to 5 w / w%, and most preferably 0.1 w / w% to 5 w / w%.
  • the ratio of the component (C) to the component (A) is such that the total content of the component (C) is 0 with respect to 1 part by weight of the total content of the component (A).
  • 0.00000 to 20000 parts by weight is preferable, 0.000001 to 2000 parts by weight is more preferable, 0.00002 to 100 parts by weight is further preferable, and 0.00034 to 25 parts by weight is most preferable.
  • the composition for external use of the skin of the present invention contains a component (A), a component (B), and a component (C), thereby exhibiting a high ultraviolet absorption ability and excellent usability. That is, specifically, the external composition for skin of the present invention can have an ultraviolet absorbing ability enhanced more than the value exhibited by (B) the ultraviolet absorbent alone, and the slimy feeling and the like have been alleviated. Has good comfort.
  • composition for external use of the present invention does not interfere with the effects of the present invention
  • an ultraviolet diffuse reflector for example, an antioxidant, a whitening active ingredient, various pharmacologically active ingredients Or a combination of physiologically active ingredients.
  • UV diffuse reflection agent As the ultraviolet diffuse reflector in the present invention, a known ultraviolet diffuse reflector can be used as long as the effects of the present invention are not impaired.
  • the ultraviolet diffuse reflector include metal oxide powder and clay particles. For example, titanium oxide, zinc oxide, cerium oxide, kaolin, or talc.
  • the content of the ultraviolet diffuse reflector relative to the total amount of the external composition for skin can be, for example, 0.1 w / w% or more and 20 w / w% or less, 0.5 w / W% or more and 15 w / w% or less may be sufficient and 1.0 w / w% or more and 10 w / w% or less may be sufficient.
  • antioxidant As the antioxidant (antioxidant component) in the present invention, a known antioxidant can be used as long as the effects of the present invention are not impaired.
  • the antioxidant antioxidant component, antioxidant component
  • the antioxidant refers to a drug (component) having a property of inhibiting, reducing, or suppressing oxidation by reactive oxygen species.
  • antioxidants for example, (A) Tocopherols and their derivatives or their salts (for example, ⁇ -tocopherol, ⁇ -tocopherol, acetic acid- ⁇ -tocopherol, tocotrienol), pyrroloquinoline quinone and its derivatives or their salts, ubiquinones and their derivatives or their Vitamin antioxidants, such as salts, retinols and derivatives thereof or salts thereof, pantothenic acid and derivatives or salts thereof, erythorbic acid or salts thereof; (B) thiotaurine, cysteine, homocysteine, acetylcysteine, methionine, thioglycerol, sodium sulfite, sodium metabisulfite, sodium thiosulfate, sodium pyrosulfite, thioredoxin, dithiothreitol, alpha lipoic acid, ergothioneine, glutathione, glutathione peroxidas
  • the antioxidant is bisethylhexyl hydroxydimethoxybenzyl malonate and derivatives thereof, malonic acid and derivatives thereof, pyrroloquinoline quinone and derivatives thereof, tocopherols and derivatives thereof, thiotaurine and derivatives thereof, Dibutylhydroxytoluene and derivatives thereof, gallic acid or derivatives thereof, chlorogenic acid and derivatives thereof, hesperidin and derivatives thereof, glucosyl hesperidin and derivatives thereof, ergothioneine and derivatives thereof, flavonoids and derivatives thereof, or dibutylhydroxyanisole and derivatives thereof, And when it can take the form of a salt, it is preferable that they are the salt of any one of the said compounds, the salt of any of the said derivatives, etc.
  • bisethylhexyl hydroxydimethoxybenzyl malonate, pyrroloquinoline quinone and derivatives thereof or salts thereof, tocopherols and derivatives thereof or salts thereof, thiotaurine, dibutylhydroxytoluene, gallic acid and derivatives thereof or salts thereof, chlorogenic acid And its derivatives or their salts, or dibutylhydroxyanisole is more preferred.
  • the content of the antioxidant relative to the total amount of the external composition for skin can be 0.00001 w / w% or more and 20 w / w% or less, 0.0001 w / W% or more and 10 w / w% or less, 0.001 w / w% or more and 7 w / w% or less, 0.05 w / w% or more and 5 w / w% or less 0.03 w / w% to 3 w / w%, 0.02 w / w% to 1 w / w%, 0.01 w / w% to 0.5 w / w% It may be the following.
  • the whitening active ingredient (whitening agent) in the present invention a known whitening active ingredient can be used as long as the effects of the present invention are not impaired.
  • the whitening active ingredient (whitening agent) is an improvement, suppression / reduction / prevention, prevention of skin pigmentation due to melanin pigment particularly related to dullness and itching of the skin, liver spots, etc. Or it refers to a drug (component) having the property of delaying.
  • whitening active ingredient for example, (A) hydroquinone and derivatives thereof or salts thereof (for example, ⁇ -arbutin, ⁇ -arbutin); kojic acid; ellagic acid; phytic acid; lucinol; ascorbic acid and its derivatives or salts thereof (for example, ascorbic acid phosphate ester) Sodium, magnesium ascorbyl phosphate, ascorbyl tetraisopalmitate (ascorbyl tetra-2-hexyldecanoate), 2-O-ethylascorbic acid, 3-O-ethylascorbic acid, ascorbic acid glucoside, etc.), potassium 4-methoxysalicylate Tyrosinase inhibitors such as salts, tranexamic acid and derivatives thereof or salts thereof; (B) an endothelin-1 receptor inhibitor such as chamomile ET; (C) a tyrosinase proteolytic promoter such as free lin,
  • the whitening active ingredient is hydroquinone and derivatives thereof or salts thereof, ascorbic acid and derivatives thereof or salts thereof, tranexamic acid and derivatives thereof or salts thereof, ellagic acid, niacinamide, etc. It is preferable that Among them, hydroquinone, arbutin, sodium ascorbate phosphate, ascorbic acid, magnesium ascorbate phosphate, ascorbyl tetraisopalmitate (ascorbyl tetra-2-hexyldecanoate), 3-O-ethylascorbic acid, glucoside ascorbate, More preferred is tranexamic acid.
  • the content of the whitening active ingredient relative to the total amount of the external composition for skin can be 0.00001 w / w% or more and 20 w / w% or less, 0.00001 w / W% or more and 10 w / w% or less, 0.001 w / w% or more and 7 w / w% or less, 0.05 w / w% or more and 5 w / w% or less 0.03 w / w% to 3 w / w%, 0.02 w / w% to 1 w / w%, 0.01 w / w% to 0.5 w / w% It may be the following.
  • an anti-inflammatory component in the present invention, a known anti-inflammatory component can be used as long as the effects of the present invention are not impaired.
  • an anti-inflammatory component means the chemical
  • anti-inflammatory component examples include components derived from plants (eg, comfrey leaf extract); allantoin, calamine, glycyrrhizic acid and derivatives thereof or salts thereof (dipotassium glycyrrhizinate, sodium glycyrrhizinate, etc.), glycyrrhetic acid And derivatives thereof or salts thereof (stearyl glycyrrhetinate, 18 ⁇ -hydroxyglycyrrhetinic acid, etc.), zinc oxide, guaiazulene, pyridoxine hydrochloride, menthol, camphor, turpentine oil, indomethacin, salicylic acid and derivatives thereof. These may be used singly or in combination of two or more.
  • the anti-inflammatory component is allantoin, glycyrrhizic acid and its derivatives or salts thereof, glycyrrhetinic acid and its derivatives or salts thereof, zinc oxide, guaiazulene, pyridoxine hydrochloride, menthol, camphor, turpentine It is preferably oil, indomethacin, salicylic acid or a derivative thereof or a salt thereof.
  • glycyrrhizic acid dipotassium glycyrrhizinate, glycyrrhetinic acid, stearyl glycyrrhetinate, zinc oxide, menthol, camphor, indomethacin, and salicylic acid are more preferable.
  • the content of the anti-inflammatory component relative to the total amount of the external composition for skin can be 0.00001 w / w% or more and 20 w / w% or less. It may be 0001 w / w% or more and 10 w / w% or less, may be 0.001 w / w% or more and 5 w / w% or less, or may be 0.05 w / w% or more and 3 w / w% or less.
  • It may be 0.03 w / w% or more and 1 w / w% or less, 0.02 w / w% or more and 0.5 w / w% or less, 0.01 w / w% or more and 0.1 w / W% or less may be sufficient.
  • the external composition for skin of the present invention can contain a known base or carrier used for cosmetics and quasi-drugs as long as the effects of the present invention are not impaired.
  • a base or a carrier can be used singly or in combination of two or more.
  • Bases or carriers include paraffin, liquid paraffin, squalane, white wax, gelled hydrocarbons (such as plastibase), ozokerite, ceresin, petrolatum, hard fat, microcrystalline wax, ⁇ -olefin oligomer, light liquid paraffin, etc.
  • Hydrocarbons fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, isostearic acid; glyceryl tri-2-ethylhexanoate (trioctanoin), tri (caprylic acid / capric acid) glyceryl Tri-fatty acid glycerides; higher alcohols such as cetanol, stearyl alcohol, behenyl alcohol; methyl polysiloxane, didemethylcyclopentasiloxane, methylsiloxane network polymer, methyl hydrogen poly Silicones such as Loxane ;; esters such as isopropyl myristate, octyldodecyl myristate, isopropyl palmitate, cetyl palmitate, isononyl isononanoate, pentaerythrite tetra-2-ethylhexanoate; dextrin, maltodextr
  • hydrocarbons especially ⁇ -olefin oligomers, squalane, light liquid paraffin, liquid paraffin
  • trifatty acid glycerides especially glyceryl tri-2-ethylhexanoate, tri (caprylic acid / capric acid) glyceryl
  • higher alcohols especially cetanol, stearyl alcohol, behenyl alcohol
  • silicone oil especially methylpolysiloxane, decamethylcyclopentasiloxane, ethyltrisiloxane, methyltrimethicone, methylsiloxane network polymer, polyoxyethylene / methylpolysiloxane copolymer
  • Methylhydrogenpolysiloxane triethoxysilylethylpolydimethylsiloxyethylhexyl dimethicone, dimethylpolysiloxane
  • esters especially isononyl isononanoate,
  • the content of water relative to the total amount of the external composition for skin is preferably 30 w / w% to 99 w / w%, preferably 40 w / w. % To 95 w / w% is more preferable, and 50 w / w% to 90 w / w% is more preferable.
  • the composition for external use of the skin of the present invention is most preferably an O / W emulsion composition containing 50 w / w% or more of water.
  • additives that are added to cosmetics and quasi drugs, for example, surfactants, preservatives, pH adjusters, chelating agents, as long as the effects of the present invention are not impaired.
  • Stabilizers, irritation reducers, preservatives, colorants and the like can be added.
  • An additive can be used individually by 1 type or in combination of 2 or more types.
  • surfactant examples include sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, diglycerol sorbitan penta-2-ethylhexylate, and diglycerol sorbitan tetra-2-ethylhexylate.
  • Sorbitan fatty acid esters such as glyceryl monostearate and glyceryl monostearate; polyglyceryl fatty acids such as polyglyceryl monostearate, polyglyceryl monoisostearate and polyglyceryl diisostearate; propylene glycol monostearate Propylene glycol fatty acid esters such as: polyoxyethylene hydrogenated castor oil 40 (HCO-40), polyoxyethylene hardened Cured castor oil derivatives such as castor oil 50 (HCO-50), polyoxyethylene hydrogenated castor oil 60 (HCO-60), polyoxyethylene hydrogenated castor oil 80 (HCO-80); polyoxyethylene monolaurate (20) Polyoxys such as sorbitan (polysorbate 20), polyoxyethylene monostearate (20) sorbitan (polysorbate 60), polyoxyethylene monooleate (20) sorbitan (polysorbate 80), polyoxyethylene isostearate (20) sorbitan Ethylene sorbit
  • glycerin fatty acids particularly glyceryl monostearate
  • polyglycerin fatty acids particularly polyglyceryl monostearate
  • hydrogenated castor oil derivatives particularly polyoxyethylene hydrogenated castor oil 50 (HCO-50), polyoxy Ethylene hydrogenated castor oil 60 (HCO-60)
  • polyoxyethylene sorbitan fatty acid esters particularly polyoxyethylene (20) sorbitan isostearate, polyoxyethylene (20) sorbitan monostearate (polysorbate 60)
  • polyoxy Alkylene alkyl ether especially polyoxyethylene cetyl ether
  • silicone surfactant especially polyoxyethylene / methylpolysiloxane copolymer, lauryl PEG-9 polydimethylsiloxyethyl dimethicone, P G-9 polydimethylsiloxyethyl dimethicone is preferred.
  • Preservatives and preservatives include benzoic acid, sodium benzoate, dehydroacetic acid, sodium dehydroacetate, isobutyl paraoxybenzoate, isopropyl paraoxybenzoate, butyl paraoxybenzoate, ethyl paraoxybenzoate, propyl paraoxybenzoate, paraoxybenzoic acid
  • examples thereof include benzyl, methyl paraoxybenzoate, and phenoxyethanol. Of these, methyl paraoxybenzoate, propyl paraoxybenzoate, and phenoxyethanol are preferable.
  • pH adjusters include inorganic acids (hydrochloric acid, sulfuric acid, phosphoric acid, polyphosphoric acid, boric acid, etc.), organic acids (lactic acid, acetic acid, citric acid, sodium citrate, tartaric acid, malic acid, succinic acid, sodium succinate, Oxalic acid, gluconic acid, fumaric acid, propionic acid, acetic acid, aspartic acid, ⁇ -aminocaproic acid, glutamic acid, aminoethylsulfonic acid, etc.), gluconolactone, ammonium acetate, inorganic base (sodium bicarbonate, sodium carbonate, hydroxide) And potassium (sodium hydroxide, calcium hydroxide, magnesium hydroxide, etc.), organic bases (monoethanolamine, triethanolamine, diisopropanolamine, triisopropanolamine, lysine, etc.). Of these, succinic acid, sodium succinate, citric acid, sodium citrate, triethanolamine, potassium
  • Chelating agents include ethylenediaminetetraacetic acid (edetic acid), ethylenediaminetetraacetic acid salt (sodium salt (sodium edetate: Japanese Pharmacopoeia, EDTA-2Na, etc.), potassium salt, etc.), phytic acid, gluconic acid, polyphosphoric acid, metalin Acids can be raised. Of these, sodium edetate is preferred.
  • stabilizers examples include butylhydroxyanisole.
  • irritation reducing agent examples include licorice extract, sodium alginate, 2-methacryloyloxyethyl phosphorylcholine and the like.
  • Examples of the colorant include inorganic pigments and natural pigments.
  • the composition for external use of skin is an anti-wrinkle / anti-aging ingredient, a keratin softening ingredient, a cell activation ingredient, vitamins, a moisturizing ingredient, prevention of DNA damage, and so long as the effects of the present invention are not hindered.
  • Other active ingredients that can be added to cosmetics and quasi-drugs, such as components having a restorative action, antibacterial components, and astringent components, can be blended.
  • Other active ingredients can be used singly or in combination of two or more.
  • Anti-wrinkle and anti-aging components include hydrolyzed soy protein, retinoids (retinol and its derivatives, retinoic acid, retinal, etc.), pangamic acid, kinetin, ursolic acid, turmeric extract, sphingosine derivatives, silicon, silicic acid, N-methyl -L-serine, mevalonolactone and the like can be mentioned.
  • retinoids retinol and its derivatives, retinoic acid, retinal, etc.
  • pangamic acid kinetin
  • ursolic acid ursolic acid
  • turmeric extract sphingosine derivatives
  • silicon silicon
  • silicic acid N-methyl -L-serine
  • mevalonolactone mevalonolactone
  • keratin soft component examples include lanolin, urea, ⁇ -hydroxy acid (phytic acid, lactic acid, lactate, glycolic acid, salicylic acid, malic acid, etc.), citric acid, and the like.
  • lactic acid, sodium lactate, glycolic acid, salicylic acid, and phytic acid are preferable.
  • Cell activation components include components derived from plants (for example, bilberry); amino acids such as ⁇ -aminobutyric acid and ⁇ -aminoproic acid; ⁇ -hydroxy acids such as glycolic acid and lactic acid; tannins, flavonoids, saponins, and allantoins And photosensitive element 301. Of these, bilberry leaf extract is preferred.
  • Vitamins include retinol, retinol acetate, retinol palmitate, etc., retinal, retinoic acid, methyl retinoic acid, ethyl retinoic acid, retinol retinoic acid, d- ⁇ -tocopheryl retinoate, ⁇ -tocopheryl retinoate Vitamins such as ⁇ -tocopheryl retinoate; provitamins A such as ⁇ -carotene, ⁇ -carotene, ⁇ -carotene, ⁇ -carotene, lycopene, zeaxanthin, cryptoxanthin, echinone; ⁇ -tocopherol, ⁇ - Vitamin Es such as tocopherol, ⁇ -tocopherol, dl- ⁇ -tocopherol succinate, dl- ⁇ -tocopherol calcium succinate, ⁇ -tocopherol and tocopherol nicotinate; riboflavin, fla
  • vitamin A such as retinol, retinol acetate and retinol palmitate; sodium ascorbate phosphate, magnesium ascorbate phosphate, ascorbyl tetraisopalmitate (ascorbyl tetra-2-hexyldecanoate), 2-O-ethyl Vitamin Cs such as ascorbic acid and 3-O-ethylascorbic acid; vitamin Es such as ⁇ -tocopherol and tocopherol nicotinate; and nicotinic acids such as nicotinamide are preferred.
  • Moisturizing ingredients include ingredients derived from plants (eg, Tigaya); amino acids such as alanine, serine, leucine, isoleucine, threonine, glycine, proline, hydroxyproline, glucosamine, theanine and derivatives thereof; collagen, gelatin, elastin Such proteins and peptides, hydrolysates thereof; polyhydric alcohols such as glycerin, 1,3-butylene glycol, propylene glycol, dipropylene glycol, diglycerin; sugar alcohols such as sorbitol; lecithin, hydrogenated lecithin, etc.
  • plants eg, Tigaya
  • amino acids such as alanine, serine, leucine, isoleucine, threonine, glycine, proline, hydroxyproline, glucosamine, theanine and derivatives thereof
  • collagen gelatin, elastin
  • polyhydric alcohols such as glycerin
  • NMF-derived components such as lactic acid, sodium pyrrolidonecarboxylate, urea; polyglutamic acid; polymers having a phospholipid polar group such as MPC polymer (for example, LIPIDURE TM); poly Xylpropylene methyl glucoside; PPG-10 methyl glucose (for example, Macbiobride MG (trademark) series (manufactured by NOF Corporation), etc.), PEG / PPG / polybutylene glycol-8 / 5/3 glycerin (for example, Wilbride) (Trademark) S-753 (manufactured by NOF Corporation)); trimethylglycine (betaine); hydroxyethylurea; acrylic acid / acrylamide / dimethyldiallylammonium chloride copolymer; sorbitol and the like.
  • MPC polymer for example, LIPIDURE TM
  • poly Xylpropylene methyl glucoside for example, Macbiobride MG
  • hydrolyzed collagen hydrolyzed elastin, MPC polymer glycerin, 1,3-butylene glycol, dipropylene glycol, diglycerin, polyoxypropylene methylglucoside, trimethylglycine (betaine), hydroxyethylurea, hydrogenated lecithin, sorbitol Is preferred.
  • Components having a preventive and / or repairing action on DNA damage include components derived from animals (eg, Artemia); components derived from plants (eg, cat's claw); DNA, DNA salts, RNA, RNA salts, etc. Of the nucleic acid component. Of these, artemia extract and DNA-Na are preferable.
  • Antibacterial components include chlorhexidine, salicylic acid, benzalkonium chloride, acrinol, ethanol, benzethonium chloride, cresol, gluconic acid and its derivatives, popidone iodine, potassium iodide, iodine, isopropylmethylphenol, triclocarban, triclosan, photosensitizer 101 Photosensitive element 201, paraben, phenoxyethanol, 1,2-pentanediol, alkyldiaminoglycine hydrochloride, and the like.
  • benzalkonium chloride, benzethonium chloride, gluconic acid and derivatives thereof, isopropylmethylphenol, triclocarban, triclosan, photosensitizer 101, photosensitizer 201, paraben, phenoxyethanol, 1,2-pentanediol, alkyldiamino hydrochloride Glycine is preferred, and benzalkonium chloride, gluconic acid and its derivatives, benzethonium chloride, and isopropylmethylphenol are more preferred.
  • Convergent components include metal salts such as alum, chlorohydroxyaluminum, aluminum chloride, allantoin aluminum salt, zinc sulfate, and aluminum potassium sulfate; organic acids such as tannic acid, citric acid, lactic acid, and succinic acid.
  • metal salts such as alum, chlorohydroxyaluminum, aluminum chloride, allantoin aluminum salt, potassium aluminum sulfate, and tannic acid.
  • organic acids such as tannic acid, citric acid, lactic acid, and succinic acid.
  • alum, chlorohydroxyaluminum, aluminum chloride, allantoin aluminum salt, potassium aluminum sulfate, and tannic acid are preferable.
  • the external composition for skin in the present invention can be prepared by mixing and stirring each component according to a conventional method, for example.
  • the form of the drug is not particularly limited, and a form known as a form of cosmetics or quasi drugs can be taken.
  • a form known as a form of cosmetics or quasi drugs for example, sheets of liquids, suspensions, emulsions, creams, gels, liniments, lotions, aerosols, powders, poultices, non-woven fabrics, etc. were impregnated with chemicals.
  • Examples thereof include a sheet agent and a stick agent such as a lipstick.
  • a liquid agent, a suspension agent, an emulsion, a cream agent, a gel agent, and a lotion agent are preferable, and a gel agent is more preferable in terms of good usability.
  • the external composition for skin of the present invention is preferably in the form of an aqueous solution, aqueous suspension, aqueous emulsion, aqueous gel, or aqueous lotion.
  • oil-in-water type (O / W), water-in-oil type (W / O) and the like can be appropriately selected according to the purpose of use and desired feeling of use. / W).
  • the external composition for skin of the present invention can be used in the form of basic cosmetics such as emulsions, creams, cosmetics, body lotions, and body creams.
  • the external composition for skin of the present invention can also be used in the form of makeup cosmetics such as foundation, lipstick, blusher, eye makeup, funny, nail polish, pedicure and the like.
  • the composition for external use of the skin of the present invention has a value of SPF (Sun Protection Factor), which is a protection index against ultraviolet B wave (UV-B), and ultraviolet A wave ( A composition for external use on skin having a high value of PA (Protection Grade of UVA) which is a protection index against UV-A) can be obtained.
  • the external composition for skin of the present invention may have an SPF value of SPF 10 or higher, preferably SPF 20 or higher, more preferably SPF 30 or higher, still more preferably SPF 40 or higher, and particularly preferably SPF 50 or higher.
  • the composition for external use of the skin of the present invention may have a PA value of PA +, preferably PA ++, more preferably PA ++, and still more preferably PA ++++.
  • the present invention further relates to the following methods or uses. That is,
  • composition containing (B) an ultraviolet absorber and (C) a water-soluble thickener.
  • composition containing (B) an ultraviolet absorber and (C) a water-soluble thickener.
  • the (A) polyether-modified silicone wax may be a water-soluble polyether-modified silicone wax.
  • the water soluble polyether modified silicone wax is selected from the group consisting of bis PEG-18 methyl ether dimethylsilane, bis PEG-15 methyl ether dimethicone, PEG-32 methyl ether dimethicone, and PEG-17 dimethicone. There may be at least one.
  • the (B) ultraviolet absorber may be an oil-soluble ultraviolet absorber.
  • the ultraviolet absorber (B) may be contained in an amount of 0.5 w / w% or more based on the total amount of the composition.
  • the water-soluble thickener (C) is an acrylic acid thickener, a cellulose thickener, a mucopolysaccharide thickener, an amino acid thickener, a seaweed thickener. , A microorganism-derived thickener, a polyethylene glycol thickener, and a starch thickener.
  • the (C) water-soluble thickener may be an acrylic acid thickener, and the acrylic thickener may be an acrylic acid / alkyl methacrylate copolymer.
  • the sunscreen preparation may be a gel preparation.
  • the sunscreen preparation may be an oil-in-water sunscreen composition.
  • the present invention further relates to the following methods. That is,
  • A a polyether-modified silicone wax
  • a method of preventing sunburn by applying (B) an ultraviolet absorber and (C) a water-soluble thickener to the skin.
  • the (A) polyether-modified silicone wax may be a water-soluble polyether-modified silicone wax.
  • the water soluble polyether modified silicone wax is selected from the group consisting of bis PEG-18 methyl ether dimethylsilane, bis PEG-15 methyl ether dimethicone, PEG-32 methyl ether dimethicone, and PEG-17 dimethicone. There may be at least one.
  • the (B) ultraviolet absorber may be an oil-soluble ultraviolet absorber.
  • the (A) polyether-modified silicone wax, (B) ultraviolet absorber, and (C) the water-soluble thickener are the component (A), the component (B), And (C) can be applied to the skin in the form of a composition comprising the component.
  • the ultraviolet absorber (B) may be contained in an amount of 0.5 w / w% or more based on the total amount of the composition.
  • the (C) water-soluble thickener includes acrylic acid thickener, cellulose thickener, mucopolysaccharide thickener, amino acid thickener, seaweed thickener. It may be at least one selected from the group consisting of an agent, a microorganism-derived thickener, a polyethylene glycol thickener, and a starch thickener.
  • the (C) water-soluble thickener may be an acrylic acid thickener, and the acrylic thickener may be an acrylic acid / alkyl methacrylate copolymer.
  • the composition may be a gel formulation or an oil-in-water composition.
  • Sunscreen compositions having the compositions shown in Tables 1 to 3 were prepared according to a conventional method. Specifically, each of the oil phase component and the water phase component was weighed and dissolved by heating as necessary. Thereafter, the oil phase was added to the aqueous phase, and the mixture was stirred and prepared with a homomixer to prepare a uniform O / W type composition. Further, if necessary, a neutralizing agent was added after stirring to prepare a uniform O / W type composition.
  • Test Example 1 UV protection effect test Each sunscreen composition shown in Tables 1 to 3 was uniformly applied to a polymethyl methacrylate plate (Sanyo Trading Co., Ltd., HeloplateHD6) at 1.3 mg / cm 2. After natural drying, the ultraviolet absorption spectrum was measured using an ultraviolet spectrophotometer (V-650, manufactured by JASCO Corporation). The results are shown in FIGS.
  • Examples 1 to 4 have a UV protection effect (a UV absorption spectrum enhancement effect) as shown in FIG. 1 compared to Comparative Examples 1 to 4 except for component (A) bisPEG-18 methyl ether dimethylsilane. Had. Similarly, as shown in FIG. 2, Example 4 has an ultraviolet protection effect as compared with Comparative Example 5 except that (C) component (acrylates / alkyl acrylate (C10-30)) crosspolymer was excluded.
  • (C) component (acrylates / alkyl acrylate (C10-30)) crosspolymer was excluded.
  • the raw material name of * 1 in the table is SIMULGELNS, and the raw material name of * 2 is SIMULGELEG.
  • Examples 5 to 7 each had a remarkable UV protection effect (a UV absorption spectrum enhancement effect) compared to Comparative Examples 6 to 8 except for the component (A).
  • sunscreen compositions having the compositions shown in Table 4 were prepared according to a conventional method, and the ultraviolet protection effect was tested.
  • Example 8 obtained an ultraviolet protective effect (enhancement effect of ultraviolet absorption spectrum) as compared with Comparative Example 9, and had a remarkable ultraviolet protective effect that was particularly different at the peak top near 350 nm.
  • Example 2 Usability Test Using the sunscreen compositions of Example 4 and Comparative Example 4 in Table 2, the usability was confirmed. Five panelists used each sample and evaluated the slimy feeling derived from the thickener. As a result of comparing the lack of slimy feeling, 4 out of 5 people evaluated that Example 4 had no slimy feeling compared to Comparative Example 4.
  • Formulation Examples Formulations described in Table 5 below are prepared.
  • Formulation Examples 1 to 10 are all sunscreen compositions of O / W type gel.

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Abstract

L'invention concerne une composition topique pour la peau ayant une exceptionnelle capacité d'absorption des UV et procurant une sensation exceptionnelle lors de son utilisation. Une composition topique pour la peau contenant (A) de la cire de silicone modifiée par polyéther, (B) un absorbeur d'ultraviolets, et (C) un épaississant soluble dans l'eau est préparée.
PCT/JP2016/080975 2015-10-20 2016-10-19 Composition topique pour la peau WO2017069157A1 (fr)

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WO2019151069A1 (fr) * 2018-02-05 2019-08-08 株式会社 資生堂 Produit cosmétique huileux et son procédé de production
WO2020204189A1 (fr) * 2019-04-05 2020-10-08 株式会社 資生堂 Composition d'émulsification de type huile dans eau contenant une substance de conversion de longueur d'onde uv
WO2020204198A1 (fr) * 2019-04-05 2020-10-08 株式会社 資生堂 Préparation cosmétique contenant une substance de conversion de longueur d'onde ultraviolette et un agent épaississant hydrosoluble
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JP2021107367A (ja) * 2019-12-27 2021-07-29 株式会社 資生堂 紫外線波長変換物質を含有する水中油型乳化組成物
JP7509540B2 (ja) 2019-12-27 2024-07-02 株式会社 資生堂 紫外線波長変換物質を含有する水中油型乳化組成物
CN116251034A (zh) * 2021-12-10 2023-06-13 懿奈(上海)生物科技有限公司 一种具有清除自由基功效的组合物及其应用
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