WO2021193854A1 - Produit cosmétique émulsifié de type huile dans l'eau - Google Patents

Produit cosmétique émulsifié de type huile dans l'eau Download PDF

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Publication number
WO2021193854A1
WO2021193854A1 PCT/JP2021/012666 JP2021012666W WO2021193854A1 WO 2021193854 A1 WO2021193854 A1 WO 2021193854A1 JP 2021012666 W JP2021012666 W JP 2021012666W WO 2021193854 A1 WO2021193854 A1 WO 2021193854A1
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component
oil
mass
less
emulsified cosmetic
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PCT/JP2021/012666
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English (en)
Japanese (ja)
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竜太朗 蘇武
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花王株式会社
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Priority to CN202180022302.7A priority Critical patent/CN115397520A/zh
Priority to KR1020227032470A priority patent/KR20220143740A/ko
Publication of WO2021193854A1 publication Critical patent/WO2021193854A1/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
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/062—Oil-in-water emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/27—Zinc; Compounds thereof
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/29—Titanium; Compounds thereof
    • 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
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • 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
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • 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
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
    • 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
    • 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
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/12—Face or body powders for grooming, adorning or absorbing
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/60—Particulates further characterized by their structure or composition
    • A61K2800/61—Surface treated
    • A61K2800/614—By macromolecular compounds

Definitions

  • the present invention relates to an oil-in-water emulsified cosmetic having an excellent UV protection effect.
  • an ultraviolet absorber and an ultraviolet scattering agent are used in order to enhance the ultraviolet protection effect.
  • 2-ethylhexyl paramethoxycinnamate and octocrylene (2-cyano-3,3-diphenyl-2-propenic acid 2-ethylhexyl ester which are used as ultraviolet absorbers, have a maximum absorption wavelength in the UVB region and can be used as an oil agent. Due to its high affinity for, it has been used in many sunscreen cosmetics. However, these UV absorbers may irritate the skin of users with sensitive skin, and sunscreen cosmetics having a reduced content of these UV absorbers have been proposed. For example, in Japanese Patent Application Laid-Open No.
  • Patent Document 1 even if the blending amount of ethylhexyl methoxycinnamate and octocrylene as liquid UV absorbers is suppressed, a high UV protection effect is exhibited, and a stable and excellent sunscreen is used.
  • a sunscreen cosmetic containing a specific solid ultraviolet absorber, a specific ester oil, and an ultraviolet scattering agent having a specific refractive index in a specific range in a specific compounding amount is described, and methoxycinnamic acid is described.
  • Sunscreen cosmetics in which the total amount of ethylhexyl and octocrylene is 3% by mass or less are described.
  • the present invention is an oil-in-water emulsified cosmetic containing the following component (A1), component (A2), component (B), and component (C).
  • Component (A1) Water-insoluble organic ultraviolet absorber solid at 25 ° C.
  • Component (A2) Liquid oil agent
  • Component (B) acrylamide-based polymer
  • Component (C) Hydrophobized fine particle metal oxide component ( The mass ratio of the content of the component (C) to the total content of the component (A1) and the component (A2) [(C) / (A1 + A2)] is 0.25 or more and 1.8 or less.
  • the present invention relates to an oil-in-water emulsified cosmetic in which the total content of 2-ethylhexyl paramethoxycinnamate and octocrylene as the component (A2) is 2% by mass or less in the total amount of the oil-in-water emulsified cosmetic.
  • the sunscreen cosmetics described in Patent Document 1 do not have sufficient UV protection effect and emulsion stability, and become sticky when applied to the skin, and when a makeup base or foundation is applied on top of the sunscreen cosmetics. It has been found that the makeup does not adhere well and that sebum may cause shine.
  • the present invention has an excellent UV protection effect even when the content of 2-ethylhexyl paramethoxycinnamate and octocrylene is low, has excellent emulsion stability, is less sticky at the time of application, has good makeup adhesion, and sebum. Regarding oil-in-water emulsified cosmetics with suppressed shine.
  • the present inventor is an oil-in-water emulsified cosmetic containing a water-insoluble organic ultraviolet absorber that is solid at 25 ° C., a liquid oil agent, an acrylamide-based polymer, and fine metal oxides that have been hydrophobized.
  • the mass ratio of the content of the fine particle metal oxide to the total content of the water-insoluble organic ultraviolet absorber and the liquid oil agent is in a specific range, and 2-ethylhexyl paramethoxysilicate used as the liquid oil agent.
  • the present invention is an oil-in-water emulsified cosmetic containing the following component (A1), component (A2), component (B), and component (C).
  • Component (A1) Water-insoluble organic ultraviolet absorber solid at 25 ° C.
  • Component (A2) Liquid oil agent
  • Component (B) acrylamide-based polymer
  • Component (C) Hydrophobized fine particle metal oxide component ( The mass ratio of the content of the component (C) to the total content of the component (A1) and the component (A2) [(C) / (A1 + A2)] is 0.25 or more and 1.8 or less.
  • the present invention relates to an oil-in-water emulsified cosmetic in which the total content of 2-ethylhexyl paramethoxycinnamate and octocrylene as the component (A2) is 2% by mass or less in the total amount of the oil-in-water emulsified cosmetic.
  • the present invention has an excellent UV protection effect even when the content of 2-ethylhexyl paramethoxycinnamate and octocrylene is low, has excellent emulsion stability, is less sticky at the time of application, has good makeup adhesion, and sebum. It is possible to provide an oil-in-water emulsified cosmetic in which the shine is suppressed.
  • oil-in-water emulsified cosmetic is an oil-in-water oil containing the following components (A1), component (A2), component (B), and component (C). It is a type emulsified cosmetic Component (A1): Water-insoluble organic ultraviolet absorber solid at 25 ° C.
  • Component (A2) Liquid oil agent
  • Component (B) acrylamide-based polymer
  • Component (C) Hydrophobized fine particle metal oxide component
  • the mass ratio of the content of the component (C) to the total content of the component (A1) and the component (A2) [(C) / (A1 + A2)] is 0.25 or more and 1.8 or less.
  • the total content of 2-ethylhexyl paramethoxycinnamate and octocrylene as the component (A2) is 2% by mass or less in the total amount of oil-in-water emulsified cosmetics.
  • "containing component (A1), component (A2), component (B), and component (C)” means “component (A1), component (A2), component (B),” And the component (C) is blended.
  • the "liquid state” means a state of having fluidity under an environment of 1 atm and 25 ° C., that is, a state of having a temperature condition equal to or higher than the melting point (having a melting point). In the case of non-crystalline substances, it means a state under temperature conditions above the melting point).
  • solid state means a state of having no fluidity under an environment of 1 atm and 25 ° C., that is, a state of being under a temperature condition lower than the melting point (non-melting point). In the case of crystalline substances, it means a state under temperature conditions below the melting point).
  • water-insoluble means that the solubility in water is 1 w / w% or less.
  • the oil-in-water emulsified cosmetic of the present invention has an excellent UV protection effect even when the content of 2-ethylhexyl paramethoxycinnamate and octocrylene is low, has excellent emulsification stability, and is less sticky when applied. It makes the makeup sticky well and can suppress the shine caused by sebum. The reason is not clear, but it can be considered as follows.
  • the surface of the fine particle metal oxide is hydrophobized, and the oil in water of the fine particle metal oxide is obtained by using an acrylamide polymer as a thickener for thickening the aqueous phase which is a continuous phase.
  • fine metal oxides can be stably present in the oil phase. Further, by setting the mass ratio of the content of the hydrophobized fine metal oxide to the total content of the solid water-insoluble organic ultraviolet absorber and the liquid oil as the oil to be the oil phase within a predetermined range. Since the emulsion stability is improved and the ultraviolet rays can be efficiently scattered or absorbed, the ultraviolet protection ability can be improved even if the content of 2-ethylhexyl paramethoxysilicate and octocrylene is low, and the application can be applied. It is thought that the stickiness of time can be suppressed.
  • the coating film containing the oil agent and the hydrophobized fine particle metal oxide makes the makeup sticky well, and the sebum causes shine. It is considered that can be suppressed.
  • 2-ethylhexyl paramethoxycinnamate and octocrylene used as liquid oils are components that cause stickiness at the time of application, and skin shine is contained in these components and sebum secreted from the skin. It is considered to be caused by the compatibility with oil having a high refractive index.
  • the total content of 2-ethylhexyl paramethoxycinnamate and octocrylene is equal to or less than a specific value in the total amount of oil-in-water emulsified cosmetics, the effect of suppressing stickiness at the time of application and shine due to sebum. It is considered that can be further improved.
  • Component (A1) Water-insoluble organic UV absorber solid at 25 ° C>
  • the oil-in-water emulsified cosmetic of the present invention contains a water-insoluble organic ultraviolet absorber that is solid at 25 ° C. as a component (A1) from the viewpoint of improving the ultraviolet protection effect.
  • Ingredients (A1) include 4-tert-butyl-4'-methoxydibenzoylmethane, hexyl 2- (4-diethylamino-2-hydroxybenzoyl) benzoate, and 2,4,6-tris [4- (2).
  • the component (A1) is preferably 4-tert-butyl-4'-methoxydibenzoylmethane, hexyl 2- (4-diethylamino-2-hydroxybenzoyl) benzoate, 2,4,6-tris.
  • the component (A1) is present in a state of being dissolved in the component (A2).
  • the content of the component (A1) in the total amount of the oil-in-water emulsified cosmetic of the present invention is preferably 0.5% by mass or more, more preferably 0.7% by mass or more, and further, from the viewpoint of improving the ultraviolet protection effect. It is preferably 1% by mass or more, more preferably 2% by mass or more, and preferably 10% by mass or less, more preferably 8% by mass from the viewpoint of suppressing stickiness at the time of application and suppressing shine due to sebum. Hereinafter, it is more preferably 6% by mass or less, still more preferably 5% by mass or less. More specifically, it is preferably 0.5 to 10% by mass, more preferably 0.7 to 8% by mass, still more preferably 1 to 6% by mass, and even more preferably 2 to 5% by mass.
  • the oil-in-water emulsified cosmetic of the present invention contains a liquid oil agent as the component (A2) from the viewpoint of dissolving the component (A1) and incorporating the component (C) to improve the emulsification stability. ..
  • the component (A2) is an oil agent having fluidity under an environment of 1 atm and 25 ° C.
  • the oil-in-water emulsified cosmetic of the present invention may contain a liquid organic ultraviolet absorber as the component (A2) from the viewpoint of further improving the ultraviolet protection effect.
  • liquid organic ultraviolet absorber of the component (A2) examples include 2-ethylhexyl paramethoxycinnamic acid, 2-ethoxyethyl paramethoxycinnamic acid, isopropyl diisopropyl cinnamic acid ester mixture of paramethoxycinnamic acid, and trimethoxy.
  • Cinnamic acid-based UV absorbers such as methylbis (trimethylsiloxy) silylisopentyl silicate; paraaminobenzoic acid-based UV absorbers such as amyl paradimethylaminobenzoate and 2-ethylhexyl paradimethylaminobenzoate; ethylene glycol salicylate, Salicylic acid-based ultraviolet absorbers such as 2-ethylhexyl salicylate, butyloctyl salicylate, benzyl salicylate, homomentyl salicylate; octocrylene; dimethicodiethylbenzalmalonate; Examples thereof include copolymers sealed with cyanodiphenylpropenic acid. These liquid organic ultraviolet absorbers can be contained alone or in combination of two or more.
  • liquid organic ultraviolet absorbers include, for example, "UVINUL MC80” (2-ethylhexyl paramethoxysilicate) (manufactured by BASF); “PARSOL 340” (octocyllen) (manufactured by DSM Nutrition Japan Co., Ltd.).
  • PARSOL EHS (2-ethylhexyl salicylate), “PARSOL HMS” (hommentyl salicylate), “PARSOL SLX”
  • polysilicone-15 (INCI name: Polysilicone-15) (dimethicodiethylbenzalmalonate)) (above , DSM);
  • Polycryrene (Polyester-8 (INCI name: Polyester-8) (copolymer in which the end of the copolymer of adipic acid and neopentyl glycol is sealed with octyldodecanol or cyanodiphenylpropenic acid) ( (Made by Hall star) can be mentioned.
  • the total content of 2-ethylhexyl paramethoxysilicate and octocrylene as the component (A2) is 2 in the total amount of oil-in-water emulsified cosmetics from the viewpoint of suppressing stickiness at the time of application and suppressing shine due to sebum. It is 0% by mass or less, preferably 1.5% by mass or less, more preferably 1% by mass or less, still more preferably 0.7% by mass or less, still more preferably 0.5% by mass or less, still more preferably 0. It is 3% by mass or less, more preferably 0% by mass, that is, it does not contain 2-ethylhexyl paramethoxysilicate and octocrylene.
  • the component (A2) is a liquid oil agent other than the liquid organic ultraviolet absorber from the viewpoint of dissolving the component (A1) and incorporating the component (C) to improve the emulsion stability. It is preferable to include it.
  • the other liquid oil agent is not particularly limited as long as it is in a liquid state under an environment of 1 atm and 25 ° C., and examples thereof include oil agents used in ordinary cosmetics.
  • Other liquid oils preferably include one or more selected from the group consisting of ester oils, silicone oils, hydrocarbon oils, higher alcohols, and higher fatty acids.
  • the liquid oil agent may be contained alone or in combination of two or more.
  • ester oil examples include synthetic ester oils and natural fats and oils.
  • an ester of a monovalent carboxylic acid and a monohydric alcohol an ester of a monovalent carboxylic acid and a polyhydric alcohol, and a polyvalent carboxylic acid and a monohydric alcohol. Esther with.
  • Examples of the ester of the monovalent carboxylic acid and the monohydric alcohol include an ester represented by the following general formula (1).
  • R 1- COO-R 2 (1)
  • R 1 may be substituted with a hydroxyl group and contains a linear or branched alkyl group or alkenyl group having 1 to 25 carbon atoms or an aromatic group having 6 to 24 carbon atoms. It represents a hydrocarbon group, and R 2 represents a linear or branched alkyl group or alkenyl group having 1 to 30 carbon atoms.
  • R 1 is an alkyl group or an alkenyl group
  • the carbon number of R 1 is preferably 7 or more, and preferably 23 or less, more preferably 21 or less, still more preferably 19 or less, still more preferably 17 or less.
  • R 1 is an aromatic-containing hydrocarbon group
  • the carbon number of R 1 is preferably 6 or more, and preferably 22 or less, more preferably 20 or less.
  • the carbon number of R 2 is preferably 2 or more, and preferably 28 or less, more preferably 24 or less, still more preferably 22 or less, still more preferably 20 or less.
  • ester represented by the general formula (1) examples include cetyl isooctanoate (cetyl 2-ethylhexanate), stearyl isooctanoate, isononyl isononanoate, isotridecyl isononanoate, hexyl laurate, isostearyl laurate, and myristin.
  • ester of the monovalent carboxylic acid and the monohydric alcohol examples include an ester represented by the following general formula (2).
  • R 3 may be substituted with a hydroxyl group and represents a linear or branched alkyl group or alkenyl group having 1 to 25 carbon atoms, and R 4 has 6 to 24 carbon atoms.
  • AO represents an alkyleneoxy group having 2 or more and 4 or less carbon atoms, and n represents an average number of moles added of 1 or more and 50 or less.
  • R 3 is preferably an alkyl group having 7 or more carbon atoms, preferably 23 or less, more preferably 21 or less, and even more preferably 19 or less.
  • R 4 is preferably an aromatic hydrocarbon group having 6 or more carbon atoms, preferably 22 or less, more preferably 20 or less, still more preferably 18 or less, and even more preferably a benzyl group.
  • the alkyleneoxy group represented by AO is preferably a propyleneoxy group, and n is preferably 1 or more and 10 or less, and more preferably 1 or more and 5 or less.
  • ester represented by the general formula (2) examples include an ester of myristic acid and a 3 mol adduct of propylene oxide of benzyl alcohol (Clodamol STS), propylene of 2-ethylhexanoic acid and benzyl alcohol.
  • ester with a 3-molar adduct of oxide manufactured by Claude: Kurodamol SFX.
  • Examples of the ester of the monovalent carboxylic acid and the polyhydric alcohol include an ester represented by the following general formula (3).
  • R 5- (OCOR 6 ) p (3) In the general formula (3), R 5 represents a polyhydric alcohol residue, preferably a hydrocarbon group having 2 or more and 10 or less carbon atoms, and R 6 contains a monovalent carboxylic acid residue having 1 or more and 25 or less carbon atoms. Shown, p indicates an integer of 2 or more and 10 or less.
  • R 5 may have an ether bond, it is preferably a straight-chain or branched-chain hydrocarbon group having 2 to 10 carbon atoms. Further, p is preferably the same number as the hydroxy group of the polyhydric alcohol.
  • R 6 has preferably 5 or more carbon atoms, more preferably 7 or more carbon atoms, and from the same viewpoint as described above, preferably 23 or less, more preferably 21 or less, still more preferably 19 or less, still more preferably. It is an alkyl group of 17 or less.
  • ester represented by the general formula (3) examples include propylene glycol dicaprate, propylene glycol dioleate, neopentyl glycol dicaprate, neopentyl glycol di2-ethylhexanoate, di (capric acid / capric acid) propanediol, and diisosteare.
  • Examples thereof include trimethylol propanoate, pentaerythritol tetra2-ethylhexanoate, and natural fats and oils.
  • natural fats and oils include triglycerides such as avocado oil, olive oil, sesame oil, rice bran oil, safflower oil, soybean oil, corn oil, rapeseed oil, castor oil, cottonseed oil, and mink oil.
  • triglycerides such as avocado oil, olive oil, sesame oil, rice bran oil, safflower oil, soybean oil, corn oil, rapeseed oil, castor oil, cottonseed oil, and mink oil.
  • Examples of the ester of the polyvalent carboxylic acid and the monohydric alcohol include an ester represented by the following general formula (4).
  • R 7 - (COOR 8) q (4) In the general formula (4), R 7 is a polyvalent carboxylic acid residue having 2 or more and 10 or less carbon atoms, R 8 is a monohydric alcohol residue having 1 or more and 25 or less carbon atoms, and q is 2 or more and 10 or less. Is an integer of. Further, q is preferably the same number as the carboxy group of the polyvalent carboxylic acid.
  • the carbon number of R 8 is preferably 3 or more, and from the same viewpoint as described above, it is preferably 23 or less, more preferably 21 or less, still more preferably 19 or less.
  • diisostearyl malate di2-ethylhexyl succinate, diisobutyl adipate, di2-heptylundesyl adipate, di2-ethylhexyl sebacate, diisopropyl sebacate, tri2-ethylhexyl trimellitic acid, etc.
  • diisostearyl malate di2-ethylhexyl succinate, diisobutyl adipate, di2-heptylundesyl adipate, di2-ethylhexyl sebacate, diisopropyl sebacate, tri2-ethylhexyl trimellitic acid, etc.
  • diisostearyl malate di2-ethylhexyl succinate, diisobutyl adipate, di2-heptylundesyl adipate, di2-ethylhexyl sebacate, diisopropyl sebacate, tri2-e
  • the ester oil is preferably the general formula (1) and the general formula (3) from the viewpoint of dissolving the component (A1) and incorporating the component (C) to improve the emulsion stability.
  • it is an ester represented by the general formula (4), more preferably a linear or branched fatty acid having 8 or more and 18 or less carbon atoms and a linear or branched monovalent alcohol having 2 or more and 24 or less carbon atoms.
  • Monoester a triester of branched-chain fatty acid with 6 or more and 18 or less carbon atoms and glycerin, a tetraester of branched-chain fatty acid with 6 or more and 18 or less carbon atoms and pentaerythritol, and a branched-chain fatty acid with 6 or more and 18 or less carbon atoms.
  • Diesters with divalent alcohols of branched chains with 2 or more and 10 or less carbon atoms trimesters of monovalent alcohols with branched chains with 6 or more and 18 or less carbon atoms and trimellitic acid, and alkyl benzoates (C12 to 15) (for example).
  • the silicone oil is preferably dimethylpolysiloxane, and more preferably has a kinematic viscosity at 25 ° C. from the viewpoint of dissolving the component (A1) and incorporating the component (C) to improve the emulsion stability. It is a dimethylpolysiloxane of 5,000 mm 2 / s or less.
  • the kinematic viscosity of the silicone oil at 25 ° C. can be measured with an Ubbelohde viscometer according to ASTM D 445-46T or JIS Z 8803.
  • silicone oil products include “KF-96A-6cs” (dimethylpolysiloxane), “KF-96A-10cs” (dimethylpolysiloxane), and “KF-96A-20cs” (dimethylpolysiloxane) manufactured by Shin-Etsu Chemical Co., Ltd. Polysiloxane), "KF-96A-100cs” (dimethylpolysiloxane) and the like.
  • hydrocarbon oil examples include liquid paraffin, hydrogenated polyisobutene (liquid isoparaffin, heavy liquid isoparaffin), cycloparaffin, liquid zokerite, squalene, squalane, pristane, ⁇ -olefin oligomer, polybutene, isohexadecane and the like. Be done.
  • the higher alcohol examples include branched or unsaturated higher alcohols having 12 to 24 carbon atoms such as 2-octyldodecanol, isostearyl alcohol and oleyl alcohol. Of these, a branched or unsaturated higher monohydric alcohol having 12 or more and 24 or less carbon atoms is preferable.
  • the higher fatty acid include fatty acids having 12 or more and 22 or less carbon atoms, such as oleic acid and isostearic acid.
  • the component (A2) is preferably one or more selected from the group consisting of ester oils and silicone oils from the viewpoint of dissolving the component (A1) and incorporating the component (C) to improve the emulsion stability. Containing, more preferably one or more selected from the group consisting of the ester represented by the general formula (1), the general formula (3) or the general formula (4), and dimethylpolysiloxane, and more preferably carbon.
  • It contains one or more selected from the group, and more preferably cetyl 2-ethylhexanoate, isononyl isononanoate, isotridecyl isononanoate, 2-octyldodecyl myristate, isopropyl palmitate, glyceryl tri2-ethylhexanoate, tetra 2 -From the group consisting of pentaerythritol ethylhexanoate, diisopropyl sebacate, tri2-ethylhexyl trimellitic acid, alkyl benzoate (C12-15), and dimethylpolysiloxane with kinematic viscosity at 25 ° C of 5,000 mm 2 / s or less. Includes one or more selected species.
  • the content of the component (A2) in the total amount of the oil-in-water emulsified cosmetic of the present invention is preferably 5% by mass or more, more preferably from the viewpoint of incorporating the component (C) and improving the emulsification stability.
  • the component (A2) contains at least one selected from the group consisting of ester oil and silicone oil as a liquid oil other than the liquid organic ultraviolet absorber, the ester oil and silicone in the component (A2).
  • the total content of the oil is preferably 50% by mass or more, more preferably 70% by mass or more, still more preferably 80% by mass or more, still more preferably 90% by mass or more, still more preferably 95% by mass or more. And it is preferably 100% by mass or less.
  • Mass ratio of the content of the component (A2) to the content of the component (A1) in the total amount of the oil-in-water emulsified cosmetic of the present invention is preferably 1 or more, more preferably 2 or more, from the viewpoint of dissolving the component (A1) and incorporating the component (C) to improve the emulsion stability. More preferably 3 or more, still more preferably 4 or more, still more preferably 5 or more, and from the viewpoint of improving the ultraviolet protection effect, preferably 20 or less, more preferably 15 or less, still more preferably 10 or less. Even more preferably, it is 7 or less. More specifically, it is preferably 1 to 20, more preferably 2 to 15, still more preferably 3 to 10, still more preferably 4 to 10, even more preferably 4 to 7, still more preferably 5 to 7. be.
  • the oil-in-water emulsified cosmetic of the present invention is a component (B) from the viewpoint of thickening the aqueous phase, which is a continuous phase, and allowing fine metal oxides to be stably present in the oil phase to improve emulsification stability.
  • the component (B) contains a structural unit derived from one or more acrylamide-based monomers preferably selected from the group consisting of acrylamide and acryloyldimethyltauric acid (hereinafter, also referred to as "AMPS”) from the same viewpoint as described above.
  • AMPS acryloyldimethyltauric acid
  • a copolymer containing a homopolymer of acrylamide, a homopolymer of AMPS and a salt thereof, and a structural unit derived from one or more acrylamide-based monomers selected from the group consisting of acrylamide and acrylamide and a copolymer thereof A copolymer containing one or more selected from the group consisting of salts, more preferably a homopolymer of acrylamide, and a structural unit derived from one or more acrylamide-based monomers selected from the group consisting of acrylamide and acrylamide, and a copolymer thereof. One or more selected from the group consisting of salt.
  • component (B) examples include polyacrylamide (a homopolymer of acrylamide), (acrylamide / acrylic acid) copolymer, (AMPS / acrylic acid) copolymer, (AMPS / acrylamide) copolymer, and (. AMPS / acrylamide / acrylic acid) polymer, (AMPS / dimethylacrylamide) polymer, (AMPS / hydroxyethyl acrylate) polymer, (AMPS / vinylpyrrolidone) polymer, (AMPS / vinylformamide) Polymers, (AMPS / methacrylic acid polyoxyethylene alkyl esters (average number of moles of ethylene oxide added: 10-30)) copolymers, and salts thereof.
  • component (B) Commercially available products containing the component (B) include “SEPIGEL501” (polyacrylamide, polysorbate 85, mineral oil, isoparaffin), “SEPIGEL 305" (polyacrylamide, hydrogenated polyisobutene (or (C13, 14) isoparaffin)), and laureth-.
  • SEPIGEL501 polyacrylamide, polysorbate 85, mineral oil, isoparaffin
  • SEPIGEL 305" polyacrylamide, hydrogenated polyisobutene (or (C13, 14) isoparaffin)
  • laureth- laureth-.
  • the component (B) is even more preferably polyacrylamide, (acryloyldimethyltaurine Na / Na acrylate) copolymer, (acryloyldimethyltaurine Na / hydroxyethyl acrylate) copolymer, and (acryloyldimethyltaurine ammonium /).
  • polyacrylamide acryloyldimethyltaurine Na / Na acrylate copolymer
  • acryloyldimethyltaurine Na / hydroxyethyl acrylate acryloyldimethyltaurine ammonium /
  • vinylpyrrolidone One or more selected from the group consisting of vinylpyrrolidone copolymers.
  • the content of the component (B) in the total mass of the oil-in-water emulsified cosmetic of the present invention thickens the aqueous phase, which is a continuous phase, and allows fine metal oxides to stably exist in the oil phase to stabilize emulsification. From the viewpoint of improving the properties, it is preferably 0.1% by mass or more, more preferably 0.3% by mass or more, further preferably 0.5% by mass or more, and preferably 3% by mass or less, more preferably. It is 2% by mass or less, more preferably 1.5% by mass or less, and even more preferably 1% by mass or less.
  • it is preferably 0.1 to 3% by mass, more preferably 0.3 to 2% by mass, still more preferably 0.3 to 1.5% by mass, and even more preferably 0.5 to 1. It is 5% by mass, more preferably 0.5 to 1% by mass.
  • the oil-in-water emulsified cosmetic of the present invention contains fine particle metal oxides that have been hydrophobized as the component (C) from the viewpoint of absorbing or scattering ultraviolet rays and improving the ultraviolet protection effect.
  • the fine particle metal oxide of the component (C) is preferably one or more selected from the group consisting of fine particle zinc oxide, fine particle titanium oxide, and fine particle cerium oxide from the viewpoint of absorbing or scattering ultraviolet rays and improving the ultraviolet protection effect. It is more preferably one or more selected from the group consisting of fine particle zinc oxide and fine particle titanium oxide.
  • these fine particle metal oxides can contain a metal having a valence of 2 or more, and metals such as iron, zirconium, calcium, manganese, magnesium and yttrium or oxides thereof may be contained alone or in combination of two or more as appropriate. , Can be contained in the fine metal oxide.
  • the hydrophobization treatment of the component (C) includes silicone treatment; alkylalkoxysilane treatment; fatty acid treatment; fluorine-containing compound treatment with perfluoroalkyl phosphate, perfluoroalcohol, etc .; amino acid treatment with N-acylglutamic acid, etc .; lecithin treatment.
  • the hydrophobizing treatment of the component (C) enhances the dispersibility of the component (C) in the oil-in-water emulsified cosmetic, and improves the ultraviolet protection effect and the emulsification stability, and the squeak after application.
  • it is preferably one or more selected from the group consisting of silicone treatment, alkylalkoxysilane treatment, and fatty acid treatment.
  • Examples of the surface treatment agent used for the silicone treatment include methylpolysiloxane, dimethylpolysiloxane (dimethicone), methylphenylpolysiloxane, methylhydrogenpolysiloxane, dimethylsiloxane / methylhydrogensiloxane copolymer (hydrogendimethicone), and the like.
  • the surface treatment agent used for the silicone treatment enhances the dispersibility of the component (C) in the oil-in-water emulsified cosmetic, from the viewpoint of improving the ultraviolet protection effect and the emulsification stability, and the squeak after application.
  • dimethylpolysiloxane (dimethicone), methylhydrogenpolysiloxane, dimethylsiloxane / methylhydrogensiloxane copolymer (hydrogendimethicone) are preferable, and methylhydrogen Polysiloxane and dimethylsiloxane / methylhydrogensiloxane copolymers (hydrogendimethicone) are more preferred.
  • the surface treatment agent used for the alkylalkoxysilane treatment enhances the dispersibility of the component (C) in the oil-in-water emulsified cosmetic, improves the ultraviolet protection effect and the emulsification stability, and suppresses the squeaky feeling after application.
  • alkylalkoxysilanes having a linear or branched alkyl group having 6 to 20 carbon atoms are preferable, and octylliethoxysilane (triethoxycaprylylsilane) and octyl are preferable. Trimethoxysilane (trimethoxycaprylylsilane) is more preferred, and octyltriethoxysilane (triethoxycaprylylsilane) is even more preferred.
  • Examples of the surface treatment agent used for fatty acid treatment include straight-chain or branched-chain higher fatty acids having 12 to 22 carbon atoms.
  • the surface treatment agent used for fatty acid treatment enhances the dispersibility of the component (C) in the oil-in-water emulsified cosmetic, and improves the ultraviolet protection effect and the emulsification stability, and the squeaky feeling after application.
  • a linear or branched higher fatty acid having 14 or more and 22 or less carbon atoms is preferable, and a linear or branched higher fatty acid having 16 or more and 20 or less carbon atoms is preferable from the viewpoint of suppressing More preferably, stearic acid and isostearic acid are further preferable.
  • the hydrophobic treatment of the component (C) enhances the dispersibility of the component (C) in the oil-in-water emulsified cosmetic, improves the UV protection effect and the emulsion stability, and squeaks after application.
  • one or more kinds selected from the group consisting of methylhydrogenpolysiloxane and dimethylsiloxane / methylhydrogensiloxane copolymer are surface-treated.
  • Silicone treatment using one or more selected from the above as a surface treatment agent alkylalkoxysilane treatment using an alkylalkoxysilane having a linear or branched alkyl group having 6 or more and 20 or less carbon atoms as a surface treatment agent, and 14 carbon atoms. It is one or more selected from the group consisting of a fatty acid treatment using a linear or branched higher fatty acid of 22 or less as a surface treatment agent.
  • the above-mentioned surface treatment agents may be used alone or in combination of two or more.
  • titanium oxide is used as the metal oxide of the component (C)
  • silica in addition to the surface treatment agent used for the above-mentioned hydrophobization treatment, silica, hydrous silica; metals such as aluminum are used from the viewpoint of reducing photocatalytic activity. You may use in combination with the treatment agent such as the hydroxide of the above.
  • the treatment amount of the hydrophobic treatment in the component (C) is from the viewpoint of enhancing the dispersibility of the component (C) in the oil-in-water emulsified cosmetic, improving the ultraviolet protection effect and the emulsification stability, and the squeaky feeling after application.
  • the component (C) preferably 0.1% by mass or more, and preferably 40% by mass or less, more preferably 30% by mass or less, from the viewpoint of suppressing be.
  • the mass of the component (C) and the average primary particle size described later mean the mass including the surface treatment agent and the average primary particle size.
  • Examples of the shape of the component (C) include a spherical shape, a flaky shape, a plate shape, a rod shape, a spindle shape, a needle shape, and an indefinite shape, and any shape can be used.
  • the average primary particle size of the component (C) is preferably 1 ⁇ m or less, more preferably 800 nm or less, still more preferably 500 nm or less, still more preferably 300 nm or less, still more, from the viewpoint of improving the ultraviolet protection effect and emulsion stability.
  • the average primary particle size of the component (C) is preferably 1 nm to 1 ⁇ m, more preferably 1 to 800 nm, still more preferably 5 to 500 nm, still more preferably 5 to 5 to 1 nm to 1 ⁇ m from the same viewpoint as described above.
  • the average primary particle size of the component (C) in the present invention can be obtained from an observation image by a transmission electron microscope (TEM). Specifically, it is obtained by observing with a TEM under the condition of an observation magnification of 50,000 times, measuring the maximum minor axis of 300 primary particles in the observed image, and calculating the number average value thereof.
  • the maximum minor axis means the minor axis having the maximum length among the minor diameters orthogonal to the major axis when the component (C) has a shape other than the flaky shape and the plate shape.
  • the thickness of 300 primary particles in the observation image observed under the same conditions as above is measured, and the average value thereof is calculated. Obtained by calculation. Specifically, it is measured by the method described in Examples.
  • a fine particle metal oxide before the hydrophobization treatment can be prepared as the component (C') by a known method using the above-mentioned surface treatment agent.
  • a surface treatment using the silicone oil as described in Patent No. 3187440, a silicone compound consisting of a fine metal oxide such as fine zinc oxide and an organopolysiloxane and a silicone resin (provided that the silane compound is used).
  • the surface of the fine metal oxide is coated with silicon oxide by firing at a temperature of 600 to 950 ° C. in an oxygen-containing atmosphere. can do.
  • a fine metal oxide is coated with a specific polysiloxane compound, and then the alkylalkoxysilane is added to water. It can be prepared by the method of surface treatment with.
  • the preferred embodiment and measuring method of the average primary particle diameter of the component (C') (fine particle metal oxide before the hydrophobizing treatment) used in the above-mentioned hydrophobizing treatment are the same as the preferred embodiment and measuring method of the component (C). Is.
  • hydrophobized fine particle zinc oxide examples include FINEX series (manufactured by Sakai Chemical Industry Co., Ltd.), MZ series, MZY series (manufactured by TAYCA Corporation) and the like.
  • commercially available products of hydrophobized fine particle titanium oxide include STR series (manufactured by Sakai Chemical Industry Co., Ltd.), TTO-55 series, TTO-51 series (all manufactured by Ishihara Sangyo Co., Ltd.), MT series, and MTY series (manufactured by Ishihara Sangyo Co., Ltd.). As mentioned above, (manufactured by TAYCA CORPORATION) and the like.
  • the content of the component (C) in the total amount of the oil-in-water emulsified cosmetic of the present invention is preferably 1% by mass or more, more preferably 3% by mass or more, still more preferably 7% by mass from the viewpoint of improving the ultraviolet protection effect.
  • Mass ratio of the content of the component (C) to the total content of the component (A1) and the component (A2) in the total amount of the oil-in-water emulsified cosmetic of the present invention [(C) / (A1 + A2)] (hereinafter, "containing"
  • the mass ratio [(C) / (A1 + A2)] ”) is 0.25 from the viewpoint of improving the ultraviolet protection effect and emulsion stability, and from the viewpoint of improving the cosmetic paste and suppressing the shine caused by sebum.
  • the above preferably 0.30 or more, more preferably 0.40 or more, still more preferably 0.50 or more, still more preferably 0.60 or more, and from the viewpoint of suppressing stickiness at the time of application.
  • It is 1.8 or less, preferably 1.5 or less, more preferably 1.3 or less, still more preferably 1.0 or less, still more preferably 0.80 or less. More specifically, it is preferably 0.30 to 1.5, more preferably 0.40 to 1.3, still more preferably 0.50 to 1.0, and even more preferably 0.50 to 0.80. Even more preferably, it is 0.60 to 0.80.
  • any ingredient used according to the use of the cosmetic is included in the present invention. It may be appropriately contained as long as the effect of the present invention is not impaired.
  • the optional component include an ultraviolet absorber, an oil agent, a surfactant, a water-soluble polymer, a neutralizing agent, and a pH adjustment other than the component (A1), the component (A2), the component (B), and the component (C).
  • the oil-in-water emulsified cosmetic of the present invention preferably further contains a polyhydric alcohol as the component (D) from the viewpoint of suppressing stickiness at the time of application and improving the adhesiveness of the makeup.
  • the component (D) includes ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol (average molecular weight less than 650), 1,2-propanediol (propylene glycol), 1,3-propanediol (propanediol), and dipropylene glycol.
  • Glycols such as polypropylene glycol (average molecular weight less than 650), isoprene glycol, 1,3-butylene glycol; and trihydric or higher polyhydric alcohols such as glycerin, diglycerin, and polyglycerin.
  • the component (D) is preferably a polyhydric alcohol having 2 or more and 12 or less carbon atoms, more preferably a polyhydric alcohol having 2 or more and 6 or less carbon atoms, and further preferably ethylene glycol, diethylene glycol, 1 , 2-Propylene Glycol (Propylene Glycol), 1,3-Propylene Glycol (Propylene Glycol), Dipropylene Glycol, 1,3-butylene Glycol, and Glycerin.
  • the content of the component (D) in the total amount of the oil-in-water emulsified cosmetic of the present invention is preferably 0.5% by mass or more from the viewpoint of suppressing stickiness at the time of application and improving the adhesiveness of the makeup. It is more preferably 1% by mass or more, further preferably 2% by mass or more, still more preferably 3% by mass or more, still more preferably 4% by mass or more, still more preferably 5% by mass or more, and preferably 15. It is mass% or less, more preferably 13 mass% or less, still more preferably 10 mass% or less.
  • the content of the component (D) in the total amount of the oil-in-water emulsified cosmetic of the present invention is preferable from the viewpoint of suppressing stickiness at the time of application, improving the adhesiveness of the makeup, and suppressing the shine caused by sebum. 0.5% by mass or more, more preferably 1% by mass or more, still more preferably 2% by mass or more, still more preferably 3% by mass or more, and preferably 15% by mass or less, more preferably 13% by mass or less.
  • the oil-in-water emulsified cosmetic of the present invention preferably further contains a surfactant as the component (E) from the viewpoint of obtaining good emulsification stability.
  • the component (E) is not particularly limited, and any of a nonionic surfactant, an anionic surfactant, a cationic surfactant, and an amphoteric surfactant can be used. These can be used alone or in combination of two or more.
  • the component (E) is preferably a nonionic surfactant, for example, sorbitan fatty acid ester, polyoxyalkylene cured castor oil, polyoxyalkylene sorbitan fatty acid ester, polyoxyalkylene alkyl ether, polyether modification.
  • a nonionic surfactant for example, sorbitan fatty acid ester, polyoxyalkylene cured castor oil, polyoxyalkylene sorbitan fatty acid ester, polyoxyalkylene alkyl ether, polyether modification.
  • examples include silicone.
  • These non-ionic surfactants can be used alone or in combination of two or more.
  • the content of the component (E) in the total amount of the oil-in-water emulsified cosmetic of the present invention is preferably 0.1% by mass or more, more preferably 0.3% by mass or more, still more preferably 0.5% by mass or more. Yes, and preferably 3% by mass or less, more preferably 2% by mass or less, still more preferably 1% by mass or less. More specifically, it is preferably 0.1 to 3% by mass, more preferably 0.3 to 2% by mass, and further preferably 0.5 to 1% by mass.
  • the oil-in-water emulsified cosmetic of the present invention may further contain a water-soluble polymer other than the component (B) having a thickening action as the component (F) from the viewpoint of obtaining good emulsification stability.
  • the component (F) is not limited as long as it is used in ordinary cosmetics, and any of a natural polymer, a semi-synthetic polymer, and a synthetic polymer other than the component (B) can be used.
  • Examples of natural polymers include xanthan gum, carrageenan, alginic acid and the like. Of these, xanthan gum is preferable from the viewpoint of obtaining good emulsification stability.
  • Examples of the semi-synthetic polymer include modified polysaccharides such as hydroxycellulose, hydroxypropylcellulose, sodium carboxymethylcellulose, methylcellulose, hydroxymethylcellulose, and cationized cellulose.
  • Examples of the synthetic polymer other than the component (B) include carbomer (crosslinked polyacrylic acid), polyacrylic acid, sodium polyacrylate, (acrylic acid / alkyl methacrylate) copolymer and the like other than the component (B).
  • Acrylic polymers examples include polyvinylpyrrolidone, polyvinyl alcohol, and cationized polyvinylpyrrolidone.
  • Carbomer Commercially available products of Carbomer include “Carbopole 910", “Carbopole 934", “Carbopole 940", “Carbopole 941”, “Carbopole 980”, and “Carbopole 981” (all manufactured by Lubrizol Advanced Materials). ) Etc. can be mentioned.
  • Commercially available products of the (acrylic acid / alkyl methacrylate) copolymer include “Carbopol 1382", “Carbopole ETD2020”, “PEMULEN TR-1”, and “PEMULEN TR-2” (all manufactured by Lubrizol Advanced Materials). ) Etc. can be mentioned.
  • the content of the component (F) in the total amount of the oil-in-water emulsified cosmetic of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, from the viewpoint of obtaining good emulsification stability. It is more preferably 0.07% by mass or more, and from the viewpoint of improving the usability, it is preferably 5% by mass or less, more preferably 3% by mass or less, still more preferably 1% by mass or less. More specifically, it is preferably 0.01 to 5% by mass, more preferably 0.05 to 3% by mass, and further preferably 0.07 to 1% by mass.
  • the oil-in-water emulsified cosmetic of the present invention contains at least water as an aqueous medium in addition to the component (D).
  • the aqueous medium other than the component (D) and water may further contain a saturated monohydric alcohol having 1 or more and 3 or less carbon atoms, such as ethanol, propyl alcohol, and isopropyl alcohol.
  • the content of the aqueous medium other than the component (D) in the total amount of the oil-in-water emulsified cosmetic of the present invention may be within the range that can be the oil-in-water emulsified cosmetic, and is preferable from the viewpoint of improving the emulsification stability.
  • the oil-in-water emulsified cosmetic of the present invention can be suitably used as a hair cosmetic such as shampoo, conditioner and conditioner; and a skin cosmetic such as a washing pigment, a cleansing cosmetic, a sunscreen cosmetic, a pack and a massage cosmetic.
  • a hair cosmetic such as shampoo, conditioner and conditioner
  • a skin cosmetic such as a washing pigment, a cleansing cosmetic, a sunscreen cosmetic, a pack and a massage cosmetic.
  • the oil-in-water emulsified cosmetic of the present invention has an excellent UV protection effect, and therefore, as a sunscreen application, sunscreen cosmetics (skin water, cream, milky lotion, beauty essence, etc.), suntan, makeup base cosmetics, etc. , It is preferable to apply it to foundations and the like.
  • the dosage form of the oil-in-water emulsified cosmetic of the present invention can be applied to liquid, emulsion, cream, paste, solid, multi-layered, etc., and can also be used as a sheet agent, a spray agent, a mousse agent, etc. Applicable.
  • the method for producing the oil-in-water emulsified cosmetic of the present invention is not particularly limited, and a known method can be appropriately used depending on the dosage form of the oil-in-water emulsified cosmetic. For example, a method including a step of blending the component (A1), the component (A2), the component (B), the component (C) and, if necessary, the above-mentioned optional component and uniformly mixing them with a homomixer or the like can be mentioned.
  • the method for producing the oil-in-water emulsified cosmetic of the present invention is, among others, from the viewpoint of enhancing the dispersibility of the component (C) in the oil-in-water emulsified cosmetic, improving the ultraviolet protection effect and the emulsification stability, and coating.
  • Step I A dispersion (i) in which the component (C) is added to the component (A1), the component (A2), and, if necessary, the above-mentioned optional oil-soluble component, mixed uniformly, and the component (C) is dispersed.
  • Step II A step of uniformly mixing the component (B), an aqueous medium, and, if necessary, an aqueous phase component containing the above-mentioned water-soluble optional component to obtain a preparation (ii)
  • Step III Step. A step of adding the dispersion (i) obtained in step I to the preparation (ii) obtained in II, mixing uniformly, and emulsifying to obtain an oil-in-water emulsified cosmetic.
  • Step I preferably includes the following steps I-1 and I-2 from the viewpoint of enhancing the dispersibility of the component (C) in the oil-in-water emulsified cosmetic.
  • Step I-1 A step of uniformly mixing the component (A1), the component (A2), and, if necessary, the oil phase component containing the above-mentioned oil-soluble optional component to obtain the preparation (i').
  • 2 A step of adding the component (C) to the preparation (i') obtained in step I-1 and mixing uniformly to obtain a dispersion (i) in which the component (C) is dispersed.
  • the mixing of the oil phase component in the step I-1 and the mixing of the aqueous phase component in the step II are preferably carried out by stirring while heating in a temperature range of 20 ° C. or higher and 90 ° C. or lower, respectively.
  • the obtained preparation (ii) is preferably obtained by cooling to a temperature range of 15 ° C. or higher and 35 ° C. or lower, and then uniformly mixing.
  • the dispersion (i) obtained in step I is preferably maintained at 30 ° C. or higher and 90 ° C. or lower while stirring the preparation (ii) obtained in step II, and uniformly added. It is preferable to mix and emulsify.
  • the present invention further discloses the following embodiments.
  • An oil-in-water emulsified cosmetic containing the following component (A1), component (A2), component (B), and component (C).
  • Component (A1) Water-insoluble organic ultraviolet absorber solid at 25 ° C.
  • Component (A2) Liquid oil agent
  • Component (B) Acrylamide homopolymer, and selected from the group consisting of acrylamide and acryloyldimethyltauric acid.
  • Component (C) Selected from the group consisting of hydrophobized fine particle zinc oxide and fine particle titanium oxide.
  • the mass ratio of the content of the component (C) to the total content of the component (A1) and the component (A2) [(C) / (A1 + A2)] is 0.30 or more and 1.5 or less.
  • An oil-in-water emulsified cosmetic having a total content of 2-ethylhexyl paramethoxycinnamate and octocrylene as an ingredient (A2) of 2% by mass or less based on the total amount of the oil-in-water emulsified cosmetic.
  • ⁇ 2> The oil-in-water emulsified cosmetic according to ⁇ 1>, which further contains a polyhydric alcohol as the component (D).
  • ⁇ 3> The oil-in-water emulsified cosmetic according to ⁇ 2> above, wherein the content of the component (D) in the total amount of the oil-in-water emulsified cosmetic is 1% by mass or more and 13% by mass or less.
  • ⁇ 4> The oil-in-water emulsified cosmetic according to ⁇ 2> or ⁇ 3> above, wherein the content of the component (D) in the total amount of the oil-in-water emulsified cosmetic is 3% by mass or more and 10% by mass or less.
  • ⁇ 5> The above-mentioned ⁇ 1> to ⁇ 4>, wherein the total content of 2-ethylhexyl paramethoxycinnamate and octocrylene is 0.7% by mass or less in the total amount of oil-in-water emulsified cosmetics. Underwater oil type emulsified cosmetics.
  • ⁇ 6> The above-mentioned ⁇ 1> to ⁇ 4>, wherein the total content of 2-ethylhexyl paramethoxycinnamate and octocrylene is 0.3% by mass or less in the total amount of oil-in-water emulsified cosmetics. Underwater oil type emulsified cosmetics.
  • the mass ratio of the content of the component (C) to the total content of the component (A1) and the component (A2) in the total amount of the oil-in-water emulsified cosmetic [(C) / (A1 + A2)] is 0.40 or more.
  • the hydrophobizing treatment of the component (C) is at least one selected from the group consisting of a silicone treatment, an alkylalkoxysilane treatment, and a fatty acid treatment.
  • the hydrophobizing treatment of the component (C) uses at least one selected from the group consisting of methylhydrogenpolysiloxane and dimethylsiloxane / methylhydrogensiloxane copolymer (hydrogendimethicone) as a surface treatment agent.
  • the oil-in-water emulsified cosmetic according to any one of ⁇ 1> to ⁇ 7> which is one or more selected from the group consisting of treatment, alkylalkoxysilane treatment, and fatty acid treatment.
  • ⁇ 10> The oil-in-water emulsified cosmetic according to any one of ⁇ 1> to ⁇ 9>, wherein the average primary particle size of the component (C) is 1 nm or more and 800 nm or less.
  • the average primary particle size of the component (C) is 5 nm or more and 100 nm or less.
  • ⁇ 12> Total amount of oil-in-water emulsified cosmetic.
  • ⁇ 13> The oil-in-water emulsified makeup according to any one of ⁇ 1> to ⁇ 11> above, wherein the content of the component (C) in the total amount of the oil-in-water emulsified cosmetic is 7% by mass or more and 25% by mass or less. Fee.
  • ⁇ 14> The oil-in-water type according to any one of ⁇ 1> to ⁇ 13>, wherein the content of the component (B) in the total amount of the oil-in-water emulsified cosmetic is 0.1% by mass or more and 3% by mass or less.
  • ⁇ 15> The oil-in-water type according to any one of ⁇ 1> to ⁇ 13>, wherein the content of the component (B) in the total amount of the oil-in-water emulsified cosmetic is 0.3% by mass or more and 2% by mass or less. Emulsified cosmetics.
  • Component (B) comprises polyacrylamide, (acryloyldimethyltaurine Na / Na acrylate) copolymer, (acryloyldimethyltaurin Na / hydroxyethyl acrylate) copolymer, and (acryloyldimethyltaurin ammonium / vinylpyrrolidone) copolymer.
  • ⁇ 17> The oil-in-water emulsified cosmetic according to any one of ⁇ 1> to ⁇ 16> above, wherein the component (A2) contains at least one selected from the group consisting of ester oil and silicone oil.
  • the component (A1) is 4-tert-butyl-4'-methoxydibenzoylmethane, hexyl 2- (4-diethylamino-2-hydroxybenzoyl) benzoate, 2,4,6-tris [4-( 2-Ethylhexyloxycarbonyl) anilino] -1,3,5-triazine, 2-hydroxy-4-methoxybenzophenone, drometrizoletrisiloxane, and 2,4-bis ⁇ [4- (2-ethylhexyloxy) -2
  • the oil-in-water oil according to any one of ⁇ 1> to ⁇ 17>, which is one or more selected from the group consisting of -hydroxy] phenyl ⁇ -6- (4-methoxyphenyl) -1,3,5-triazine. Mold emulsified cosmetics. ⁇ 19> The oil-in-water emulsified cosmetic according to any one of ⁇ 1> to ⁇ 18>, which
  • An oil-in-water emulsified cosmetic containing the following components (A1), component (A2), component (B), component (C), and component (D).
  • Component (A1) Water-insoluble organic ultraviolet absorber solid at 25 ° C.
  • Component (A2) Liquid oil agent
  • Component (B) Acrylamide homopolymer, and selected from the group consisting of acrylamide and acryloyldimethyltauric acid. One or more selected from the group consisting of a copolymer containing a structural unit derived from one or more acrylamide-based monomers and a salt thereof
  • Component (C) Hydrophobized fine particle oxidation having an average primary particle size of 1 nm or more and 800 nm or less.
  • the total content of 2-ethylhexyl paramethoxycinnamate and octocrylene as the component (A2) is 2% by mass or less in the total amount of oil-in-water emulsified cosmetics.
  • the content of the component (D) is 1% by mass or more and 13% by mass or less.
  • Component (A1) Water-insoluble organic ultraviolet absorber solid at 25 ° C.
  • Component (A2) Liquid oil agent
  • Component (B) Acrylamide homopolymer, and selected from the group consisting of acrylamide and acryloyldimethyltauric acid.
  • the total content of 2-ethylhexyl paramethoxycinnamate and octocrylene as the component (A2) is 2% by mass or less in the total amount of oil-in-water emulsified cosmetics.
  • the content of the component (D) is 3% by mass or more and 10% by mass or less.
  • Component (A1) Water-insoluble organic ultraviolet absorber solid at 25 ° C.
  • Component (A2) Liquid oil agent
  • Component (B) Acrylamide homopolymer, and selected from the group consisting of acrylamide and acryloyldimethyltauric acid.
  • Component (C) Hydrophobized fine particle oxidation having an average primary particle size of 5 nm or more and 100 nm or less.
  • the mass ratio of the content of the component (C) to the total content of the component (A1) and the component (A2) selected from the group consisting of zinc and fine particle titanium oxide [(C) / (A1 + A2)] is 0. 40 or more and 1.3 or less,
  • the total content of 2-ethylhexyl paramethoxycinnamate and octocrylene as the component (A2) is 2% by mass or less in the total amount of oil-in-water emulsified cosmetics.
  • Component (A1) Water-insoluble organic ultraviolet absorber solid at 25 ° C.
  • Component (A2) Liquid oil agent
  • Component (B) Acrylamide homopolymer, and selected from the group consisting of acrylamide and acryloyldimethyltauric acid.
  • Mass ratio of the content of the component (C) to the total content of the polyhydric alcohol component (A1) and the component (A2) [(C) / (A1 + A2)] is 0.40 or more and 1.3 or less.
  • the total content of 2-ethylhexyl paramethoxycinnamate and octocrylene as the component (A2) is 2% by mass or less in the total amount of oil-in-water emulsified cosmetics.
  • the content of the component (D) is 1% by mass or more and 13% by mass or less.
  • ⁇ 24> The above-mentioned ⁇ 20> to ⁇ 23>, wherein the total content of 2-ethylhexyl paramethoxycinnamate and octocrylene is 0.7% by mass or less in the total amount of oil-in-water emulsified cosmetics. Underwater oil type emulsified cosmetics. ⁇ 25> The above-mentioned ⁇ 20> to ⁇ 23>, wherein the total content of 2-ethylhexyl paramethoxycinnamate and octocrylene is 0.3% by mass or less in the total amount of oil-in-water emulsified cosmetics. Underwater oil type emulsified cosmetics.
  • ⁇ 28> The oil-in-water type according to any one of ⁇ 20> to ⁇ 27>, wherein the content of the component (B) in the total amount of the oil-in-water emulsified cosmetic is 0.1% by mass or more and 3% by mass or less.
  • ⁇ 29> The oil-in-water type according to any one of ⁇ 20> to ⁇ 27>, wherein the content of the component (B) in the total amount of the oil-in-water emulsified cosmetic is 0.3% by mass or more and 2% by mass or less. Emulsified cosmetics.
  • Component (B) comprises polyacrylamide, (acryloyldimethyltaurin Na / Na acrylate) copolymer, (acryloyldimethyltaurin Na / hydroxyethyl acrylate) copolymer, and (acryloyldimethyltaurin ammonium / vinylpyrrolidone) copolymer.
  • the component (A1) is 4-tert-butyl-4'-methoxydibenzoylmethane, hexyl 2- (4-diethylamino-2-hydroxybenzoyl) benzoate, 2,4,6-tris [4-( 2-Ethylhexyloxycarbonyl) anilino] -1,3,5-triazine, 2-hydroxy-4-methoxybenzophenone, drometrizoletrisiloxane, and 2,4-bis ⁇ [4- (2-ethylhexyloxy) -2
  • the oil-in-water oil according to any one of ⁇ 20> to ⁇ 31>, which is one or more selected from the group consisting of -hydroxy] phenyl ⁇ -6- (4-methoxyphenyl) -1,3,5-triazine. Mold emulsified cosmetics.
  • the average primary particle size of the component (C) and the component (C') was measured by the following method.
  • the measurement sample has a shape other than flaky or plate-like
  • the dispersion liquid of the measurement sample prepared in advance is placed on a sample table of a transmission electron microscope (TEM) (trade name "JEM1400Plus", manufactured by Nippon Denshi Co., Ltd.).
  • TEM transmission electron microscope
  • the maximum minor axis of 300 primary particles in the image observed under the condition of an observation magnification of 50,000 times was measured by TEM, and the number average value was taken as the average primary particle diameter of each. ..
  • the maximum minor axis means the minor axis having the maximum length among the minor diameters orthogonal to the major axis.
  • Preparation Example 1 (Preparation of Dimethicone-treated Fine Particle Zinc Oxide C1) 88 parts by mass of fine particle zinc oxide (substantially spherical, average primary particle diameter 25 nm) as a component (C'), and dimethylpolysiloxane (dimethicone) as a surface treatment agent (kinematic viscosity 20 mm 2 / s, manufactured by Shin-Etsu Chemical Industry Co., Ltd.) 12 After adding parts by mass into toluene and stirring well, toluene was removed by heating under reduced pressure. The obtained powder was pulverized using an atomizer. Next, it was calcined in air at 800 ° C. for 2 hours using a high-temperature heating furnace to obtain dimethicone-treated fine particle zinc oxide C1 as a component (C).
  • Preparation Example 2 (Preparation of Methyl Hydrogen Polysiloxane Treated Fine Particle Zinc Oxide C2) 93 parts by mass of fine particle zinc oxide (substantially spherical, average primary particle diameter 35 nm) as a component (C'), and 7 parts by mass of methylhydrogenpolysiloxane ("KF-99P" manufactured by Shin-Etsu Chemical Industry Co., Ltd.) as a surface treatment agent.
  • KF-99P methylhydrogenpolysiloxane
  • a slurry composed of isopropyl alcohol was prepared, stirred well and pulverized, and then the solvent was heated and distilled off under reduced pressure and heat-treated in air at 150 ° C. for 4 hours to prepare methylhydrogenpolysiloxane-treated fine particles as component (C).
  • Zinc oxide C2 was obtained.
  • Preparation Example 3 (Preparation of triethoxycaprylylsilane-treated fine particle zinc oxide C3) A slurry consisting of 93 parts by mass of fine particle zinc oxide (approximately spherical shape, average primary particle diameter of 35 nm) as a component (C'), 7 parts by mass of octylliethoxysilane (triethoxycaprylylsilane) as a surface treatment agent, and toluene was prepared. , Bead mill (Dynomill manufactured by Simmal Enterprises) was used for crushing and crushing. Next, after heating and distilling off toluene under reduced pressure, heat treatment was performed at 150 ° C. for 4 hours using a blower airflow type dryer to obtain triethoxycaprylylsilane-treated fine particle zinc oxide C3 as a component (C).
  • Preparation Example 4 (Preparation of Dimethicone-treated Fine Particle Titanium Oxide C4) 88 parts by mass of fine particle titanium oxide (approximately spherical shape, average primary particle diameter of 10 nm) as a component (C'), and dimethylpolysiloxane (dimethicone) as a surface treatment agent (kinematic viscosity 20 mm 2 / s, manufactured by Shin-Etsu Chemical Industry Co., Ltd.) After adding 12 parts by mass into toluene and stirring well, toluene was removed by heating under reduced pressure. The obtained powder was pulverized using an atomizer. Next, it was calcined in air at 800 ° C. for 2 hours using a high-temperature heating furnace to obtain dimethicone-treated fine particle titanium oxide C4 as a component (C).
  • each oil-in-water emulsified cosmetic was obtained by the following method.
  • Ingredients 1 to 21, 46 shown in Tables 1 to 4 were uniformly mixed, heated to 80 ° C., and dissolved to obtain a preparation (i') (step I-1).
  • the components 27 to 33 shown in Tables 1 to 4 were added, mixed uniformly, and dispersed to obtain a dispersion (i). (Step I-2).
  • the components 22 to 26, 34 to 45, 49, 50 shown in Tables 1 to 4 are heated to 40 ° C., melted, naturally cooled to 25 ° C., and then the components 47 and 48 are added and mixed uniformly. Then, the preparation (ii) was obtained (step II). While stirring the obtained preparation (ii), the dispersion (i) kept at 80 ° C. was added, mixed uniformly with a homomixer, and emulsified to obtain an oil-in-water emulsified cosmetic (step III). ..
  • UV protection ability improvement rate (%) [(SPF value of Example or Comparative Example) / (SPF value of Reference Example 1)] ⁇ 100 [Evaluation criteria for UV protection improvement rate] 5: 250% or more 4: 200% or more and less than 250% 3: 150% or more and less than 200% 2: 100 or more and less than 150% 1: 100% or less
  • Emulsification stability The emulsified state of the oil-in-water emulsified cosmetics shown in Tables 1 to 4 immediately after preparation was observed with a microscope and visually observed, and evaluated according to the following criteria.
  • ⁇ criterion ⁇ 5 The component (C) enters the internal phase (oil phase), the particle size distribution is very narrow in the range of the emulsified particle size of 10 to 50 ⁇ m, and substantially spherical and clean emulsified particles are formed without the coalescence of the emulsified particles. ing. It has a glossy and beautiful appearance even when visually observed.
  • the component (C) enters the internal phase (oil phase), the particle size distribution is narrow in the range of 10 to 100 ⁇ m, and the emulsified particles are not coalesced to form substantially spherical and clean emulsified particles. .. It has a clean appearance with no roughness even when visually observed.
  • 3 Although the component (C) enters the internal phase (oil phase) and emulsified particles are formed, the emulsified particles coalesce from the next day after the preparation.
  • 2 Although the component (C) has entered the internal phase (oil phase), the emulsified particles are non-uniform, and the emulsified particles coalesce immediately after preparation. The appearance looks a little rough even by visual observation.
  • the component (C) leaks to the outer phase (aqueous phase), or emulsified particles are not formed, and the oil phase and the aqueous phase are separated, and the appearance looks uneven even by visual observation.
  • the oil-in-water emulsified cosmetics according to the examples of the present invention have excellent UV protection ability and excellent emulsification stability as compared with the oil-in-water emulsified cosmetics of Comparative Examples. It can be seen that there is little stickiness at the time of application, the makeup adheres well, and the shine caused by sebum is suppressed.

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Abstract

Matériau cosmétique émulsifié de type huile dans l'eau contenant un composant (A1), un composant (A2), un composant (B) et un composant (C), le composant (A1) est un absorbeur d'ultraviolets organique insoluble dans l'eau qui est un solide à 25 °C, le composant (A2) est une huile liquide, le composant (B) est un polymère à base d'acrylamide, le composant (C) est des particules fines d'oxyde métallique qui ont été soumises à un traitement d'hydrophobisation, le rapport massique [(C)/(A1+A2)] de la quantité de composant (C) par rapport à la quantité combinée de composant (A1) et de composant (A2) est de 0,25 à 1,8, et la quantité combinée de 2-éthylhexyl p-méthoxycinnamate et d'octocrylène en tant que composant (A2) n'est pas supérieure à 2 % en masse de la quantité totale du matériau cosmétique émulsifié de type huile dans eau.
PCT/JP2021/012666 2020-03-26 2021-03-25 Produit cosmétique émulsifié de type huile dans l'eau WO2021193854A1 (fr)

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Publication number Priority date Publication date Assignee Title
WO2024142926A1 (fr) * 2022-12-27 2024-07-04 株式会社コーセー Composition d'émulsion huile dans l'eau

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WO2024142841A1 (fr) * 2022-12-28 2024-07-04 株式会社 資生堂 Composition

Citations (5)

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Publication number Priority date Publication date Assignee Title
JP2014172870A (ja) * 2013-03-08 2014-09-22 Kao Corp 水中油型乳化化粧料
JP2015044879A (ja) * 2011-11-30 2015-03-12 花王株式会社 水中油型乳化化粧料
JP2018095637A (ja) * 2016-12-07 2018-06-21 花王株式会社 水中油型紫外線防御化粧料
JP2018108994A (ja) * 2016-12-28 2018-07-12 花王株式会社 水中油型乳化組成物
JP2019094280A (ja) * 2017-11-20 2019-06-20 花王株式会社 水中油型乳化化粧料

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Publication number Priority date Publication date Assignee Title
JP2015044879A (ja) * 2011-11-30 2015-03-12 花王株式会社 水中油型乳化化粧料
JP2014172870A (ja) * 2013-03-08 2014-09-22 Kao Corp 水中油型乳化化粧料
JP2018095637A (ja) * 2016-12-07 2018-06-21 花王株式会社 水中油型紫外線防御化粧料
JP2018108994A (ja) * 2016-12-28 2018-07-12 花王株式会社 水中油型乳化組成物
JP2019094280A (ja) * 2017-11-20 2019-06-20 花王株式会社 水中油型乳化化粧料

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2024142926A1 (fr) * 2022-12-27 2024-07-04 株式会社コーセー Composition d'émulsion huile dans l'eau

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