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WO2009119000A1 - Préparation cosmétique émulsifiée eau-dans-huile - Google Patents

Préparation cosmétique émulsifiée eau-dans-huile Download PDF

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Publication number
WO2009119000A1
WO2009119000A1 PCT/JP2009/000781 JP2009000781W WO2009119000A1 WO 2009119000 A1 WO2009119000 A1 WO 2009119000A1 JP 2009000781 W JP2009000781 W JP 2009000781W WO 2009119000 A1 WO2009119000 A1 WO 2009119000A1
Authority
WO
WIPO (PCT)
Prior art keywords
water
oil
emulsified cosmetic
component
oil emulsified
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2009/000781
Other languages
English (en)
Japanese (ja)
Inventor
藤山希
鹿子木宏之
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shiseido Co Ltd
Original Assignee
Shiseido Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shiseido Co Ltd filed Critical Shiseido Co Ltd
Publication of WO2009119000A1 publication Critical patent/WO2009119000A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • 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
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/064—Water-in-oil emulsions, e.g. Water-in-silicone 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
    • A61K8/30—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
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/496—Triazoles or their condensed derivatives, e.g. benzotriazoles
    • 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
    • A61K8/72—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
    • 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
    • A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • 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 a water-in-oil emulsified cosmetic. More specifically, the present invention relates to an invention in which emulsification stability is particularly greatly improved in a water-in-oil emulsified cosmetic containing a poorly water-soluble UV absorber and a highly polar oil.
  • a water-in-oil type (W / O type) emulsified cosmetic containing an ultraviolet absorber As an emulsifier for this water-in-oil emulsified cosmetic, generally, a polyhydric alcohol fatty acid ester-based active agent such as glycerin fatty acid ester or sorbitan fatty acid ester; a modified organopolysiloxane-based activity such as polyether-modified silicone or polyglycerin-modified silicone The agent is being used.
  • polyether-modified silicone is widely used from the viewpoint of emulsion stability (see, for example, Patent Documents 1 to 5).
  • the benzotriazole derivative of the formula (I) is a known compound, and is incorporated in sunscreen cosmetics as a useful ultraviolet absorber (see, for example, Patent Documents 6 to 8).
  • the present inventors can provide a water-in-oil emulsified cosmetic that can be blended with a sufficient amount of a poorly water-soluble UV absorber, has an excellent emulsification stability, and is excellent in use feeling.
  • a polyoxyethylene-polydimethylsiloxyethyl-dimethicone copolymer yields the desired water-in-oil emulsified cosmetic, completing the present invention. It came to do.
  • An object of the present invention is to provide a water-in-oil emulsified cosmetic that can contain a sufficiently water-insoluble UV absorber, has an excellent emulsification stability, and has an excellent feeling in use.
  • the present invention provides a water-in-oil emulsification characterized by further containing a component (E) in a water-in-oil emulsified cosmetic containing the following components (A), (B), (C), and (D): It provides cosmetics.
  • A Benzotriazole derivative represented by formula (I)
  • B High polar oil component
  • C Silicone oil
  • D Water
  • the present invention also provides that the component (A) benzotriazole derivative is 2- [4- (2-ethylhexyloxy) -2-hydroxyphenyl] -2H-benzotriazole, 2- (2-hydroxy-4-iso
  • the water-in-oil emulsified cosmetic is characterized in that it is one or more selected from butoxyphenyl) -2H-benzotriazole.
  • the present invention is characterized by containing 0.1 to 10% by mass of the component (A) and 0.005 to 5% by mass of the component (E) with respect to the total amount of the water-in-oil emulsified cosmetic.
  • the above-mentioned water-in-oil emulsified cosmetic is provided.
  • the water-in-oil emulsified cosmetic of the present invention is extremely excellent in emulsion stability even when a large amount of highly polar oil is blended. Therefore, it is possible to stably and highly blend the desired amount of the poorly water-soluble UV absorber including the benzotriazole derivative.
  • the water-in-oil emulsified cosmetic of the present invention is more stable with (E) alkyl PEG / PPG polydimethylsiloxane ethyl dimethicone in a smaller blending amount than when emulsified with conventional polyether-modified silicone. Can be emulsified. Therefore, there is little stickiness and it is excellent in usability.
  • a benzotriazole derivative is selected from 2- [4- (2-ethylhexyloxy) -2-hydroxyphenyl] -2H-benzotriazole and 2- (2-hydroxy-4-isobutoxyphenyl) -2H-benzotriazole. It is preferable that it is 1 type, or 2 or more types selected.
  • the amount of component (A) is not particularly limited. It is usually about 0.1 to 10% by mass with respect to the total amount of the water-in-oil emulsified cosmetic. Since it is possible to stably add a high amount according to the present invention, the content is preferably 1.0 to 10% by mass with respect to the total amount of the water-in-oil emulsified cosmetic.
  • the highly polar oil component is preferably, for example, a synthetic ester oil. This is because the component (A) is easily dissolved.
  • Synthetic esters include: tripropylene glycolineopentanoate, isononyl isononanoate, isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, dimethyloctane Hexyldecyl acid, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl 12-hydroxystearate, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester, N
  • the amount of component (B) is preferably 0.1 to 20% by mass based on the total amount of the water-in-oil emulsified cosmetic. More preferably, it is 10 to 20% by mass. Since it is a component necessary for stably dissolving the component (A), the blending amount thereof is appropriately determined depending on the blending amount of the component (A).
  • the silicone oil may be cyclic, linear or branched.
  • dimethylpolysiloxane, methylphenylpolysiloxane, diethylpolysiloxane, ethylmethylpolysiloxane, ethylphenylpolysiloxane, dodecamethylcyclohexasiloxane, decamethylcyclopentasiloxane and the like are preferable. These may be used alone or as a mixture of two or more. Particularly preferred is decamethylcyclopentasiloxane.
  • Component (C) is preferably blended in an amount of 0.1 to 50% by mass based on the total amount of the water-in-oil emulsified cosmetic.
  • (D) Water constitutes the water phase of a water-in-oil emulsified cosmetic. Water and the aqueous component dissolved therein are the remainder of the oil phase component. The amount of water is preferably 15 to 99.6% by mass based on the total amount of the water-in-oil emulsified cosmetic.
  • (E) Alkyl PEG / PPG polydimethylsiloxane ethyl dimethicone (E) As the alkyl PEG / PPG polydimethylsiloxane ethyl dimethicone, lauryl PEG-9 polydimethylsiloxyethyl dimethicone is preferably used. As a commercial item, KF6038 (made by Shin-Etsu Chemical Co., Ltd.) is mentioned, for example.
  • the component (E) is a copolymer having a structure in which a dimethylsiloxane part and an alkyl part are branched, unlike a polyether-modified silicone in which a polyether group is attached to a conventional linear dimethylsiloxane chain. Since the dimethylsiloxane portion has a branched structure, the lipophilic group is bulky and large, the HLB is low, and the molecular weight is large. Moreover, since the alkyl part has a branched structure, the emulsion stability of the highly polar oil is excellent. The point which mixes a component (E) is the characteristic of this invention.
  • Component (E) should be added in an amount of 0.005 to 5.0% by mass based on the total amount of the water-in-oil emulsified cosmetic. If it is less than 0.005% by mass, an oil phase containing a high amount of polar oil cannot be emulsified. Conversely, if it exceeds 5.0% by mass, the spread is poor and the feeling of use becomes heavy.
  • Oil In the oil phase, in addition to the oil components (B) and (C), various oil components used in ordinary emulsion compositions for cosmetics can be used as long as the uniformity of the oil phase is not impaired. Examples thereof include liquid, pasty or solid hydrocarbons such as liquid paraffin and squalane; waxes; higher fatty acids; higher alcohols; oils such as glycerides. These oil components are blended in an amount of 0.1% by mass to 10% by mass with respect to the total amount of the water-in-oil emulsified cosmetic.
  • aqueous components and oily components such as moisturizers, preservatives, antioxidants, cosmetic ingredients, vitamins, fragrances, fragrances, thickeners, Powders (color pigments, bright pigments, organic powders, metal oxides, etc.), tar dyes, and the like can be blended within a range that does not impair the effects of the present invention.
  • the powder is preferably a hydrophobized powder. When the hydrophobized powder is blended, the sticky feeling can be reduced without impairing the stability.
  • Specific products of the water-in-oil emulsified cosmetic of the present invention include emulsions or cream-like products such as emulsions, skin creams, hair creams, liquid foundations, eye liners, mascaras, eye shadows and the like.
  • the water-in-oil emulsified cosmetic of the present invention is produced according to a conventional method according to a specific product by appropriately mixing the ingredients.
  • a compounding quantity is the mass%.
  • the sunscreen was manufactured by mixing the following components. It was filled in a sample tube, left in a constant temperature layer of ⁇ 5 ° C. for 1 month, and visually observed.
  • ABIL EM 90 (Degussa): cetyl PEG / PPG-10 / 1 dimethicone silicone KF6017 (Shin-Etsu Chemical Co., Ltd.): PEG-10 dimethicone silicone KF6038 (Shin-Etsu Chemical Co., Ltd.): alkyl PEG / PPG polydimethylsiloxane ethyl dimethicone
  • Comparative Example 1 uses cetyl PEG / PPG-10 / 1 dimethicone, and Comparative Example 2 uses PEG-10 dimethicone.
  • the low temperature stability of Example 1 is extremely superior to Comparative Examples 1 and 2. Furthermore, the usability of Example 1 is also excellent.
  • Example 2 Sunscreen” Decamethylcyclopentasiloxane 20% by mass Trimethylsiloxysilicate 1 Trioctanoin 2.5 Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 1 Dipropylene glycol 4 Diisopropyl sebacate 5 Silicone coated fine particle titanium oxide (20nm) 10 Talc (hydrophobized product) 6 Paraben appropriate amount phenoxyethanol appropriate amount trisodium edetate 0.02 4-tert-butyl-4'-methoxydibenzoylmethane 0.1 2- [4- (2-Ethylhexyloxy) -2-hydroxyphenyl] -2H-benzotriazole 3 Octocrylene 5 Spherical polyethylene powder 5 Dimethyl distearyl ammonium hectorite 1 Purified water Residual perfume Appropriate amount production method The water phase is added to the mixed oil liquid at room temperature using a high-speed stirrer and gradually added to the oil phase while stirring
  • Example 3 Sunscreen Dimethylpolysiloxane 5% by mass Decamethylcyclopentasiloxane 20 Trimethylsiloxysilicate 3 Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 3 Dipropylene glycol 3 Cetyl 2-ethylhexanoate 1 Diisopropyl sebacate 8 Silicone coated fine particle zinc oxide (60nm) 10 Talc 1 Silicone coated fine particle titanium oxide (40nm) 7 Paraben appropriate amount phenoxyethanol appropriate amount edetate trisodium 0.2 Dimethyl distearyl ammonium hectorite 1 Polymethylmethacrylic acid copolymer spherical powder 3 2- [4- (2-Ethylhexyloxy) -2-hydroxyphenyl] -2H-benzotriazole 3 Octocrylene 4 4-tert-butyl-4'-methoxydibenzoylmethane 2 Purified water Residual fragrance Appropriate amount
  • Example 4 sunscreen Dimethylpolysiloxane 5% by mass Decamethylcyclopentasiloxane 25 Trimethylsiloxysilicate 5 Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 2 Dipropylene glycol 5 Dextrin palmitate coated fine particle zinc oxide (60nm) 15 Dipotassium glycyrrhizinate 0.02 Glutathione 1 Thiotaurine 0.05 Clara extract 1 Paraben Appropriate amount Phenoxyethanol Appropriate amount Trisodium edetate Appropriate amount 2-methoxyhexyl paramethoxycinnamate 7.5 Dimethyl distearyl ammonium hectorite 0.5 Spherical polyalkyl acrylate powder 5 Butylethylpropanediol 0.5 4-tert-butyl-4'-methoxydibenzoylmethane 2 2- [4- (2-Ethylhexyloxy) -2-hydroxy
  • a water-in-oil emulsified cosmetic that contains a poorly water-soluble UV absorber and a highly polar oil and has extremely excellent emulsification stability. It is particularly useful as a sunscreen cosmetic containing a high amount of UV absorber.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dispersion Chemistry (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

L'invention porte sur une préparation cosmétique émulsifiée eau-dans-huile contenant les composants (A), (B), (C) et (D) décrits ci-après, qui est caractérisée par le fait qu'elle contient de plus le composant (E) décrit ci-après. (A) un dérivé de benzotriazole représenté par la formule (I), (B) un composant huileux hautement polaire, (C) de l'huile de silicone, (D) de l'eau, (E) de l'alkyle PEG/PPG polydiméthylsiloxaneéthyldiméthicone. La préparation cosmétique émulsifiée eau-dans-huile a une excellente stabilité d'émulsion et une excellente sensation d'utilisation et une grande quantité d'un absorbant ultraviolet médiocrement soluble peut être suffisamment mélangé dans cette préparation cosmétique émulsifiée eau-dans-huile. (Dans la formule, R' représente un groupe alkyle linéaire en C1-C6 et R'' représente un groupe alkyle linéaire en C1-C3).
PCT/JP2009/000781 2008-03-28 2009-02-24 Préparation cosmétique émulsifiée eau-dans-huile Ceased WO2009119000A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2008-086443 2008-03-28
JP2008086443A JP2009235046A (ja) 2008-03-28 2008-03-28 油中水型乳化化粧料

Publications (1)

Publication Number Publication Date
WO2009119000A1 true WO2009119000A1 (fr) 2009-10-01

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PCT/JP2009/000781 Ceased WO2009119000A1 (fr) 2008-03-28 2009-02-24 Préparation cosmétique émulsifiée eau-dans-huile

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JP (1) JP2009235046A (fr)
WO (1) WO2009119000A1 (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2012077081A (ja) * 2010-09-30 2012-04-19 Easthill Co Ltd 紫外線遮断用複合分散液、及びその製造方法
JPWO2016068298A1 (ja) * 2014-10-31 2017-08-17 株式会社 資生堂 油中水型乳化日焼け止め化粧料
EP3406238A4 (fr) * 2016-01-18 2019-08-07 Shiseido Company Ltd. Matière cosmétique à émulsion de type eau-dans-huile
US10426714B2 (en) 2015-10-09 2019-10-01 Shiseido Company, Ltd. Sprayable sunscreen cosmetic
CN113286635A (zh) * 2019-01-15 2021-08-20 株式会社资生堂 防晒化妆品
US11931435B2 (en) 2016-04-28 2024-03-19 Shiseido Company, Ltd. Water-in-oil type emulsified cosmetic

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101158281B1 (ko) 2009-11-03 2012-06-19 한국콜마 주식회사 수분 순간 방출형 고함수 유중수형 파운데이션 조성물 및 그 제조방법
US10925813B2 (en) 2012-03-05 2021-02-23 Otsuka Pharmaceutical Co., Ltd. Sunscreen composition
JP6133618B2 (ja) * 2013-02-21 2017-05-24 株式会社ファンケル 油中水型乳化組成物
JP6165797B2 (ja) * 2014-04-04 2017-07-19 富士フイルム株式会社 リキッドファンデーション
JP6853037B2 (ja) * 2016-12-28 2021-03-31 株式会社 資生堂 油中水型乳化化粧料
JP7272806B2 (ja) * 2019-01-31 2023-05-12 花王株式会社 皮膚化粧料
WO2022005894A1 (fr) 2020-06-30 2022-01-06 L'oreal Émulsion d'eau dans l'huile pour améliorer l'aspect de la peau
FR3115199B1 (fr) * 2020-10-16 2024-03-08 Oreal Nouvelles compositions cosmétiques

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007099699A (ja) * 2005-10-05 2007-04-19 Shiseido Co Ltd 日焼け止め化粧料
JP2007182388A (ja) * 2005-12-30 2007-07-19 Shiseido Co Ltd 日焼け止め化粧料

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007099699A (ja) * 2005-10-05 2007-04-19 Shiseido Co Ltd 日焼け止め化粧料
JP2007182388A (ja) * 2005-12-30 2007-07-19 Shiseido Co Ltd 日焼け止め化粧料

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2012077081A (ja) * 2010-09-30 2012-04-19 Easthill Co Ltd 紫外線遮断用複合分散液、及びその製造方法
JPWO2016068298A1 (ja) * 2014-10-31 2017-08-17 株式会社 資生堂 油中水型乳化日焼け止め化粧料
EP3213742A4 (fr) * 2014-10-31 2018-05-30 Shiseido Company Ltd. Produit cosmétique de protection solaire sous forme d'émulsion eau-dans-huile
US11801207B2 (en) 2014-10-31 2023-10-31 Shiseido Company, Ltd. Water-in-oil emulsion sunscreen cosmetic
US10426714B2 (en) 2015-10-09 2019-10-01 Shiseido Company, Ltd. Sprayable sunscreen cosmetic
EP3406238A4 (fr) * 2016-01-18 2019-08-07 Shiseido Company Ltd. Matière cosmétique à émulsion de type eau-dans-huile
US11096872B2 (en) 2016-01-18 2021-08-24 Shiseido Company, Ltd. Water-in-oil emulsion cosmetic material
US11931435B2 (en) 2016-04-28 2024-03-19 Shiseido Company, Ltd. Water-in-oil type emulsified cosmetic
CN113286635A (zh) * 2019-01-15 2021-08-20 株式会社资生堂 防晒化妆品
CN113286635B (zh) * 2019-01-15 2023-11-24 株式会社资生堂 防晒化妆品

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