US20230046650A1 - Sunscreen cosmetic - Google Patents

Sunscreen cosmetic Download PDF

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Publication number
US20230046650A1
US20230046650A1 US17/785,689 US202017785689A US2023046650A1 US 20230046650 A1 US20230046650 A1 US 20230046650A1 US 202017785689 A US202017785689 A US 202017785689A US 2023046650 A1 US2023046650 A1 US 2023046650A1
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United States
Prior art keywords
silica
ultraviolet
particle size
blended
powder
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Pending
Application number
US17/785,689
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English (en)
Inventor
Shiho IWAMI
Yurika WATANABE
Tsukasa Watanabe
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Shiseido Co Ltd
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Shiseido Co Ltd
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Filing date
Publication date
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Assigned to SHISEIDO COMPANY, LTD. reassignment SHISEIDO COMPANY, LTD. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: WATANABE, TSUKASA, IWAMI, Shiho, WATANABE, Yurika
Publication of US20230046650A1 publication Critical patent/US20230046650A1/en
Pending legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier 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
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/25Silicon; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0216Solid or semisolid forms
    • A61K8/022Powders; Compacted Powders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31Hydrocarbons
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • A61K8/604Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/732Starch; Amylose; Amylopectin; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/30Characterized by the absence of a particular group of ingredients
    • A61K2800/31Anhydrous
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/412Microsized, i.e. having sizes between 0.1 and 100 microns
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/48Thickener, Thickening system

Definitions

  • the present invention relates to a sunscreen cosmetic. More specifically, the present invention relates to a sunscreen cosmetic wherein silica having a prescribed particle size is blended with a powder having a prescribed particle size and comprising a prescribed material, thereby being able to achieve high ultraviolet protection power without blending in a large amount of ultraviolet protectants, while also providing an excellent texture and placing little strain on the skin.
  • Sunscreen cosmetics which are a type of UV-care cosmetic, are cosmetics that are intended to protect the skin from damage due to ultraviolet rays by covering the skin with a coating that film contains an ultraviolet ray absorbing agent or an ultraviolet ray scattering agent, thereby absorbing or scattering UVA and UVB rays, and limiting the amount of ultraviolet rays that reach the skin (Non-Patent Document 1).
  • Ultraviolet absorbing agents are blended into many sunscreen cosmetics because they are able to obtain high ultraviolet protection effects, have good compatibility with skin and are resistant to sweat and water. However, some ultraviolet absorbing agents generate heat or undergo chemical changes when ultraviolet rays are absorbed, thereby causing redness or itchiness on the skin, and further causing allergies or the like.
  • ethylhexyl methoxycinnamate octyl methoxycinnamate
  • Patent Document 1 proposes blending a polypropylene glycol dimethyl ether into an external skin-care preparation in order to alleviate irritation due to ethylhexyl methoxycinnamate.
  • Patent Document 2 discloses a sunscreen cosmetic that contains a hydrophobically treated zinc oxide and/or a hydrophobically treated titanium oxide as an ultraviolet scattering agent, that does not contain an organic ultraviolet absorbing agent, and that has excellent ultraviolet protection effects, emulsion stability and feeling in use.
  • Patent Document 3 proposes blending multiple powder components having ultraviolet scattering functions without including ultraviolet absorbing agents, such as ethylhexyl methoxycinnamate, that cause irritation upon entering the eyes.
  • Patent Document 1 JP 3683533 B
  • Patent Document 2 JP 5554308 B
  • Patent Document 3 JP 5813745 B
  • Non-Patent Document 1 Shin-keshohingaku, second edition, edited by Takeo Mitsui, 2001, published by Nanzando, pp. 497-504.
  • the present invention was made in view of the aforementioned circumstances, and an objective of the present invention is to provide a sunscreen cosmetic that increases the ultraviolet protection power of ultraviolet protectants, thereby achieving high ultraviolet protection power using only a small amount of ultraviolet protectants, while simultaneously providing an excellent texture and placing little strain on the skin.
  • the present inventors performed diligent research towards solving the above-mentioned problem, as a result of which they discovered that, by blending silica having a prescribed particle size with a powder having a prescribed particle size and comprising a prescribed material in a sunscreen cosmetic including an ultraviolet protectant, a uniform coating film is formed on the skin, as a result of which the ultraviolet protection power can be increased, while also further realizing an excellent texture, thus completing the present invention.
  • the present invention is basically a sunscreen cosmetic containing the following components (A) to (C):
  • the present invention can realize a cosmetic that can increase the ultraviolet protection power possessed by the ultraviolet protectant, while also having an excellent texture. Additionally, the present invention can provide a sunscreen cosmetic that is highly safe because the ultraviolet absorbing agent that can place strain on the skin is held to a small amount. Furthermore, high ultraviolet protection effects are achieved even without blending in a large amount of an ultraviolet scattering agent. Thus, whitening and poor skin compatibility, which are characteristic of ultraviolet scattering agents, do not tend to occur.
  • the sunscreen cosmetic of the present invention is characterized by containing (A) an ultraviolet protectant, (B) silica having a prescribed particle size, and (C) a powder having a prescribed particle size and comprising a prescribed material.
  • A an ultraviolet protectant
  • B silica having a prescribed particle size
  • C a powder having a prescribed particle size and comprising a prescribed material.
  • the (A) ultraviolet protectant blended in the sunscreen cosmetic of the present invention refers to an ultraviolet absorbing agent and/or an ultraviolet scattering agent, and one that is normally blended in cosmetics may be used.
  • Ultraviolet absorbing agents include, for example, benzoic acid derivatives, salicylic acid derivatives, cinnamic acid derivatives, dibenzoyl methane derivatives, ⁇ , ⁇ -diphenyl acrylate derivatives, benzophenone derivatives, benzylidene camphor derivatives, phenylbenzimidazole derivatives, triazine derivatives, phenylbenzotriazole derivatives, anthranil derivatives, imidazoline derivatives, benzalmalonate derivatives, 4,4-diaryl butadiene derivatives and the like.
  • benzoic acid derivatives salicylic acid derivatives, cinnamic acid derivatives, dibenzoyl methane derivatives, ⁇ , ⁇ -diphenyl acrylate derivatives, benzophenone derivatives, benzylidene camphor derivatives, phenylbenzimidazole derivatives, triazine derivatives, phenylbenzotriazole derivatives, anthran
  • benzoic acid derivatives include ethyl para-aminobenzoate (PABA), ethyl-dihydroxypropyl PABA, ethylhexyl-dimethyl PABA (e.g., “Escalol 507”; ISP), glyceryl PABA, PEG-25-PABA (e.g., “Uvinul P25”; BASF), diethylamino hydroxybenzoyl hexyl benzoate (e.g., “Uvinul A Plus”) and the like.
  • PABA ethyl para-aminobenzoate
  • ethyl-dihydroxypropyl PABA ethylhexyl-dimethyl PABA
  • glyceryl PABA e.g., “Uvinul P25”; BASF
  • diethylamino hydroxybenzoyl hexyl benzoate e.g., “Uvinul A Plus”
  • salicylic acid derivatives examples include homosalate (“Eusolex HMS”; Rona/EM Industries), ethylhexyl salicylate or octyl salicylate (e.g., “Neo Heliopan OS”; Haarmann & Reimer), dipropylene glycol salicylate (e.g., “Dipsal”; Scher), TEA salicylate (e.g., “Neo Heliopan TS”; Haarmann & Reimer) and the like.
  • homosalate (“Eusolex HMS”; Rona/EM Industries)
  • ethylhexyl salicylate or octyl salicylate e.g., “Neo Heliopan OS”; Haarmann & Reimer
  • dipropylene glycol salicylate e.g., “Dipsal”; Scher
  • TEA salicylate e.g., “Neo Heliopan TS”; Haarmann &
  • cinnamic acid derivatives include octyl methoxycinnamate or ethylhexyl methoxycinnamate (e.g., “Parsol MCX”; Hoffmann-La Roche), isopropyl methoxycinnamate, isoamyl methoxycinnamate (e.g., “Neo Heliopan E1000”; Haarmaan & Reimer), cinnoxate, DEA methoxycinnamate, diisopropyl methyl cinnamate, glyceryl ethylhexanoate dimethoxycinnamate, di-(2-ethylhexyl)-4’-methoxybenzalmalonate and the like.
  • octyl methoxycinnamate or ethylhexyl methoxycinnamate e.g., “Parsol MCX”; Hoffmann-La Roche
  • dibenzoyl methane derivatives examples include 4-tert-butyl-4’-methoxy dibenzoyl methane (e.g., “Parsol 1789”) and the like.
  • ⁇ , ⁇ -diphenyl acrylate derivatives examples include octocrylene (e.g., “Uvinul N539T”; BASF) and the like.
  • benzophenone derivatives include benzophenone-1 (e.g., “Uvinul 400”; BASF), benzophenone-2 (e.g., “Uvinul D50”; BASF), benzophenone-3 or oxybenzone (e.g. “Uvinul M40”; BASF), benzophenone-4 (e.g., “Uvinul MS40”; BASF), benzophenone-5, benzophenone-6 (e.g., “Helisorb 11”; Norquay), benzophenone-8 (e.g., “Spectra-Sorb UV-24”; American Cyanamid), benzophenone-9 (e.g., “Uvinul DS-49”; BASF), benzophenone-12 and the like.
  • benzophenone-1 e.g., “Uvinul 400”; BASF
  • benzophenone-2 e.g., “Uvinul D50”; BASF
  • benzophenone-3 or oxybenzone e.g. “Uvinul M
  • benzylidene camphor derivatives include 3-benzylidene camphor (e.g., “Mexoryl SD”; Chimex), 4-methylbenzylidene camphor, benzylidene camphor sulfonic acid (e.g., “Mexoryl SL”; Chimex), camphor benzalkonium methosulfate (e.g., “Mexoryl SO”; Chimex), terephthalylidene dicamphor sulfonic acid (e.g., “Mexoryl SX”; Chimex), polyacrylamide methylbenzylidene camphor (e.g., “Mexoryl SW”; Chimex) and the like.
  • 3-benzylidene camphor e.g., “Mexoryl SD”; Chimex
  • 4-methylbenzylidene camphor benzylidene camphor sulfonic acid
  • camphor benzalkonium methosulfate e.g.
  • phenylbenzimidazole derivatives include phenylbenzimidazole sulfonic acid (e.g., “Eusolex 232”; Merck), disodium phenyldibenzimidazole tetrasulfonate (e.g., “Neo Heliopan AP”; Haarmann & Reimer) and the like.
  • triazine derivatives include bis-ethylhexyloxyphenol methoxyphenyl triazine (e.g., “Tinosorb S”; Ciba Specialty Chemicals), ethylhexyl triazone (e.g., “Uvinul T150”; BASF), diethylhexyl butamido triazone (e.g., “Uvasorb HEB”; Sigma 3V), 2,4,6-tris(diisobutyl-4'-aminobenzalmalonate)-s-triazine, 2,4,6-tris[4-(2-ethylhexyloxycarbonyl)anilino]-1,3,5-triazine and the like.
  • Teinosorb S Ciba Specialty Chemicals
  • ethylhexyl triazone e.g., “Uvinul T150”; BASF
  • diethylhexyl butamido triazone e
  • phenylbenzotriazole derivatives examples include drometrizole trisiloxane (e.g., “Silatrizole”; Rhodia Chimie), methylene bis(benzotriazolyl tetramethylbutyl phenol) (e.g., “Tinosorb M” (Ciba Specialty Chemicals)) and the like.
  • anthranil derivatives include menthyl anthranilate (e.g., “Neo Heliopan MA”; Haarmann & Reimer) and the like.
  • imidazoline derivatives include ethylhexyl dimethoxybenzylidene dioxoimidazoline propionate and the like.
  • benzalmalonate derivatives include polyorganosiloxanes having benzalmalonate functional groups (e.g., Polysilicone-15; “Parsol SLX”; DSM Nutrition Japan) and the like.
  • 4,4-diarylbutadiene derivatives include 1,1-dicarboxy (2,2’-dimethylpropyl)-4,4-diphenylbutadiene and the like.
  • octocrylene, octyl salicylate and homosalate are particularly preferred, and at least one of the above is preferably included.
  • the ultraviolet scattering agent is not particularly limited, and for example, may be a fine-particle metal oxide such as, for example, zinc oxide, titanium oxide, iron oxide, cerium oxide and tungsten oxide.
  • the ultraviolet scattering agent may be non-surface-treated or may be treated with various types of hydrophobic surface treatments, but those that are hydrophobically surface-treated are preferably used.
  • the surface treatment agent it is possible to use a type that is commonly used in the cosmetics field including, for example, a silicone such as dimethicone or alkyl-modified silicone, an alkoxysilane such as octyltriethoxysilane, a dextrin fatty acid ester such as dextrin palmitate, or a fatty acid such as stearic acid.
  • the present invention includes embodiments in which the (A) ultraviolet protectant consists only of an ultraviolet absorbing agent, embodiments in which it consists only of an ultraviolet scattering agent, and embodiments in which it includes both an ultraviolet absorbing agent and an ultraviolet scattering agent.
  • the blended amount of the (A) ultraviolet protectant should preferably be 5% to 40% by mass, more preferably 10% to 30% by mass, and even more preferably 10% to 20% by mass relative to the total amount of the sunscreen cosmetic. If the blended amount of the (A) ultraviolet protectant is less than 5% by mass, then sufficient ultraviolet protection effects are difficult to obtain, and even if more than 40% by mass is blended, an increase in the ultraviolet protection effects commensurate with the blended amount cannot be expected, and the stability and texture are worsened.
  • the (B) silica blended into the sunscreen cosmetic of the present invention is a silica having a particle size of 0.3 to 1 ⁇ m, preferably 0.4 to 1 ⁇ m and more preferably 0.5 to 1 ⁇ m. As long as the particle size is within this range, those that are normally used in cosmetics may be used without restriction.
  • particle size refers to the value as measured by a particle size analyzer based on the laser diffraction/scattering method.
  • the shape of the (B) silica is preferably spherical, and more preferably, perfectly spherical, for being able to obtain a smooth and favorable sensation to the touch.
  • perfectly spherical refers to having a substantially perfectly circular shape when viewed in projection from any direction, such that the minimum value of the particle size is at least 80%, more preferably at least 90%, of the maximum value.
  • the (B) silica one that has been subjected to a hydrophobic treatment may be used.
  • the hydrophobic treatment agent is not particularly limited and the silica may, for example, be prepared by being coating with an organosilane-based compound, a silicone compound, a fluorine compound or the like. More specifically, examples include dimethylsilylated silica, trimethylsilylated silica, octylsilylated silica, silicone oil-treated silica, methylpolysiloxane-treated silica, metal soap-treated silica, amino acid-treated silica, higher alcohol-treated silica, mineral-based wax-treated silica and the like.
  • a commercial product may be used as the (B) silica, and for example, “COSMO 55” (JGC Catalysts and Chemicals) or the like can be favorably used.
  • the blended amount of the (B) silica should preferably be 0.2% to 2% by mass, more preferably 0.2% to 1.5% by mass, and even more preferably 0.2% to 1% by mass relative to the total amount of the sunscreen cosmetic. If the blended amount of the (B) silica is less than 0.2% by mass, then sufficient ultraviolet protection increase effects are difficult to obtain, and if more than 2% by mass is blended, then the texture tends to become worse.
  • the (C) powder has a particle size of 1 to 30 ⁇ m, preferably 4 to 20 ⁇ m and more preferably 4 to 10 ⁇ m. If the particle size is outside said range, then there are cases in which sufficient texture improvement effects cannot be obtained.
  • the shape of the (C) powder like the (B) silica, is preferably spherical, and more preferably, perfectly spherical, for being able to obtain a smooth and favorable feeling to the touch.
  • the silica that can be used as the (C) powder differs from the (B) silica in that the particle size is larger.
  • Commercial products include, for example, “Sunsphere L-51” (AGC Si-Tech), etc.
  • Aluminum starch octenyl succinate is an aluminum salt that is the reaction product of octenyl succinic anhydride with starch. Since it has oil-absorbing properties, it is sometimes used in cosmetics in order to improve stickiness and the like.
  • “TAPIOCA SDS” (Bo-kwang) or the like may be favorably used.
  • Cellulose or derivatives thereof include, aside from cellulose, derivatives in which hydroxyl groups in the cellulose molecule have been substituted, such as, for example, spherical cellulose, methyl cellulose, ethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose and methylhydroxypropyl cellulose.
  • Biodegradable resins include polyester-based resins such as poly-lactic acids, polyester amide-based resins, polyester carbonate-based resins, polysaccharides, polypeptides, lignins and derivatives thereof.
  • the blended amount of the (C) powder should preferably be 0.5% to 20% by mass, more preferably1% to 10% by mass, and even more preferably 1% to 5% by mass relative to the total amount of the sunscreen cosmetic. If the blended amount of the (C) powder is outside the above-mentioned range, then the texture mainly tends to become worse.
  • the sunscreen cosmetic of the present invention may further contain a powder such as silica or aluminum starch octenyl succinate having a particle size different from that of the (B) silica or the (C) powder, as long as it is within a range not compromising the effects of the present invention.
  • a powder such as silica or aluminum starch octenyl succinate having a particle size different from that of the (B) silica or the (C) powder, as long as it is within a range not compromising the effects of the present invention.
  • components that are normally used in cosmetics may be blended into the sunscreen cosmetic of the present invention within a range not compromising the effects of the present invention.
  • oil-based components water-based components, alcohols, humectants, thickeners, surfactants, film agents, powder components, ultraviolet scattering agents, stabilizers, chelating agents, preservatives, fragrances and the like may be appropriately blended as needed.
  • the sunscreen cosmetic of the present invention can be provided in any format, such as a water-based cosmetic, an oil-based cosmetic, an oil-in-water emulsion cosmetic or a water-in-oil emulsion cosmetic.
  • Specific formats include toners, emulsions, creams, lotions, sprays and the like, which can be manufactured by using conventional methods that are appropriate for the respective formats.
  • the present invention will be explained in further detail by providing examples below, the present invention is not limited in any way thereby.
  • the blended amounts are indicated in percentage by mass relative to the total amount of the sunscreen cosmetic.
  • Water-in-oil sunscreen cosmetics having the compositions described in Table 1 below were prepared.
  • the ultraviolet protection power increase rates and the textures were evaluated in accordance with the above-mentioned evaluation methods.
  • Water-in-oil sunscreen cosmetics having the compositions described in Table 2 below were prepared, and the ultraviolet protection power increase rate and the texture were evaluated in accordance with the above-mentioned evaluation methods.
  • Comparative Example 10 was used as the control sample instead of Comparative Example 1.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
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  • Veterinary Medicine (AREA)
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  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
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  • Chemical & Material Sciences (AREA)
  • Dermatology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Inorganic Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)
US17/785,689 2019-12-16 2020-12-16 Sunscreen cosmetic Pending US20230046650A1 (en)

Applications Claiming Priority (3)

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JP2019226164 2019-12-16
JP2019-226164 2019-12-16
PCT/JP2020/046912 WO2021125211A1 (ja) 2019-12-16 2020-12-16 日焼け止め化粧料

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WO2021125212A1 (ja) 2021-06-24
US20230053779A1 (en) 2023-02-23
JPWO2021125211A1 (zh) 2021-06-24
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CN114828809A (zh) 2022-07-29

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