WO2022164117A1 - 내수성 및 세안성을 갖는 유중수형 메이크업 화장료 조성물 - Google Patents

내수성 및 세안성을 갖는 유중수형 메이크업 화장료 조성물 Download PDF

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Publication number
WO2022164117A1
WO2022164117A1 PCT/KR2022/000976 KR2022000976W WO2022164117A1 WO 2022164117 A1 WO2022164117 A1 WO 2022164117A1 KR 2022000976 W KR2022000976 W KR 2022000976W WO 2022164117 A1 WO2022164117 A1 WO 2022164117A1
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Prior art keywords
water
pigment
cosmetic composition
makeup cosmetic
composition
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Ceased
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PCT/KR2022/000976
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English (en)
French (fr)
Korean (ko)
Inventor
최민성
송승진
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LG H&H Co Ltd
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LG Household and Health Care Ltd
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Application filed by LG Household and Health Care Ltd filed Critical LG Household and Health Care Ltd
Priority to US18/274,638 priority Critical patent/US12605317B2/en
Priority to CN202280012032.6A priority patent/CN116801855A/zh
Priority to JP2023546132A priority patent/JP2024505535A/ja
Publication of WO2022164117A1 publication Critical patent/WO2022164117A1/ko
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • 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
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • A61K8/064Water-in-oil emulsions, e.g. Water-in-silicone emulsions
    • 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
    • A61K8/20Halogens; Compounds 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
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/27Zinc; Compounds 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
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/29Titanium; Compounds 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
    • A61K8/30Cosmetics 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
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides 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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated 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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4913Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/12Face or body powders for grooming, adorning or absorbing
    • 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
    • A61K2800/413Nanosized, i.e. having sizes below 100 nm
    • 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
    • A61K2800/42Colour properties
    • A61K2800/43Pigments; Dyes
    • 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
    • A61K2800/52Stabilizers
    • 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
    • A61K2800/60Particulates further characterized by their structure or composition
    • A61K2800/61Surface treated
    • A61K2800/62Coated
    • A61K2800/622Coated by organic compounds

Definitions

  • the present invention relates to a water-in-oil type makeup cosmetic composition. More particularly, it relates to a water-in-oil type makeup cosmetic composition having excellent water resistance and excellent cleansing properties.
  • makeup products to hide skin imperfections and create an even skin tone. These makeup products use a high content of pigment to give the skin color, and are generally made in the form of W/O emulsion with excellent adhesion to the skin and good makeup durability.
  • W/O type cosmetics containing a high content of pigments are inconvenient in that they are not easy to remove.
  • powders for pigments which are solid in nature, not only feel as foreign substances to the skin, but also clog pores and cause trouble, and are highly visible, so it is very important to improve the cleansing properties of makeup products. Therefore, when using makeup products, there is usually a hassle of having to go through the second face wash after the first face wash to remove it.
  • double cleansing not only causes barrier damage due to strong skin friction twice, but also inhibits the skin moisturizing effect and causes dryness.
  • Korean Patent Registration No. 1342231 uses a powder whose surface properties change according to external pH conditions by coating the surface of the powder with a pH-sensitive polymer. It was intended to develop a powder that can be However, this technology is only limited to improving the cleaning properties of the powder itself, and has the disadvantage that it is not easy to remove the entire cosmetic film.
  • the problem to be solved by the present invention is to provide a water-in-oil type makeup cosmetic composition that is excellent in water resistance and washability (cleansing property) at the same time. More specifically, it is to provide a water-in-oil type makeup cosmetic composition that can be easily removed only by first washing.
  • an aspect of the present invention is a water-in-oil makeup cosmetic composition, comprising isostearic acid, pigment-grade powder, an emulsifier having an HLB greater than 0 and less than or equal to 8, and the remaining amount of water, the composition having a neutral pH It provides a makeup cosmetic composition, characterized in that it is better washed off with an alkaline pH aqueous solution than with the aqueous solution.
  • the inventors of the present application found that a water-in-oil type (W/O type) makeup product having the above composition is not erased by water and sweat and has a high makeup durability, but it is easy to remove with only the first washing due to improved cleansing properties.
  • the present invention was completed.
  • the present inventors have completed the present invention by discovering that when cosmetics containing a high content of pigment-grade powder have the above composition, the effect of improving the cleansing power is significantly superior to that of other compositions.
  • the cosmetic composition of the present invention has excellent water resistance in normal tap water or a neutral aqueous solution of about pH 7 ⁇ 0.5, but is washed well with an alkaline solution, for example, a solution having a pH of 9 to 11. It has the characteristic of being sane.
  • isostearic acid is included in 1 to 40% by weight relative to the total weight of the composition
  • the pigment-grade powder is included in 1 to 40% by weight relative to the total weight of the composition
  • HLB An emulsifier having a value of greater than 0 and less than or equal to 8 may be included in an amount of 0.1 to 10% by weight based on the total weight of the composition.
  • the composition of the present invention includes isostearic acid as one component.
  • isostearic acid as one component.
  • the present inventors found that in a prescription in which a high content of pigment-grade powder is prescribed, the desired effect of isostearic acid is significantly higher than that of other solid fatty acids. I have discovered a new fact that is excellent.
  • the isostearic acid may be included in an amount of 1 to 40% by weight based on the total weight of the composition, preferably 3-40% by weight, more preferably 5-40% by weight, even more preferably 7-40% by weight, based on the total weight of the composition % by weight may be included.
  • the content of isostearic acid is too low, the desired effect is small.
  • composition of the present invention for the purpose of the composition, includes a pigment-grade powder for skin tone correction as one component.
  • the pigment-grade powder may be titanium dioxide, talc, tin oxide, or a mixture thereof, which is a pigment-grade powder having a powder size to be described later. More preferably, the pigment-grade powder of the present invention is titanium dioxide.
  • pigment grade powder means a powder having a powder size of 200 nm to 1000 nm, preferably 250 nm to 900 nm, and more preferably 300 nm to 800 nm.
  • powder with a powder size of less than 100 nm or less than 200 nm it is mainly used as a UV blocking component by absorbing light in the ultraviolet region, whereas it is relatively transparent due to its weak scattering property of light in the visible region, so it can be applied to the skin. It can be difficult to expect a change in skin tone.
  • the pigment powder is a powder that causes a change in skin tone when applied to the skin by scattering light in the visible ray region, and may be used as a colorant or pigment.
  • the pigment-grade powder included in the composition of the present invention is a pigment-grade powder coated with lipoamino acid, particularly TiO 2 powder coated with lipoamino acid.
  • the pigment-grade powder coated with lipoamino acid helps water resistance by maintaining its shape at neutral pH, while at high pH, it affects the coating and helps cleanability.
  • the pigment-grade powder may be surface-treated to increase oil dispersibility
  • the material used for the surface treatment includes dimethicone, triethoxycaprylylsilane, fatty acid, lipoamino acid, and the like, but is not limited thereto.
  • the present inventors have found that the pigment-grade powder coated with lipoamino acid has oil-dispersion properties in neutral (pH 7) water, but alkaline water such as soapy water (for example, At pH 10), it was found that the coating material was dissociated and had water-dispersion properties. This is because, unlike dimethicone, triethoxycaprylylsilane, fatty acid, etc. used for powder coating, the surface properties of lipoamino acids change under alkaline conditions. This property can make the composition indelible with water and sweat, but with improved cleaning properties in soapy water.
  • alkaline water such as soapy water
  • the powder is transparent and invisible to the naked eye, it is difficult to feel the cleaning effect, so if the size of the powder is pigment grade, it is more suitable for the powder that shows white turbidity when applied to the skin, making it more ideal for makeup products.
  • the lipoamino acids according to the present invention are palmitoylproline, magnesium palmitoylglutamate, sodium palmitoylsarcosinate, dipalmitoylhydroxyproline, palmitoylsoleucine, capryloylglycine, dioctyldodecyllauroyl Glutamate, Cholesteryl/Behenyl/Octyldodecyllauroylglutamate, Cholesteryl/Octyldodecyllauroylglutamate, Phytosteryl/Behenyl/Octyldodecyllauroylglutamate, Phytosteryl/Octyldodecyllauroyl It may be a group consisting of glutamate and phytosteryl/decyltetradecylmyristoylmethylbeta-alaninate, or a mixture thereof, preferably palmitoylproline, magnesium palmito
  • the pigment-grade powder coated with the lipoamino acid may be included in 1-40% by weight based on the total weight of the composition.
  • the pigment-grade powder coated with the lipoamino acid may be included in 3-40 wt%, more preferably in 5-30 wt%, and even more preferably in 7-20 wt%. If the content of the pigment-grade powder coated with lipoamino acid is too low, the effect is small, and if the content is too high, the powder content during prescription is too high, so it is difficult to maintain stability .
  • composition of the present invention may further include other powders other than the pigment-grade powder coated with lipoamino acid within a range that does not impair the purpose of the present invention.
  • powders such as talc, tin oxide, mica, silica, PMMA, etc. may be further included.
  • the composition of the present invention also includes an emulsifier for making it into a water-in-oil type (W/O type), in particular, an emulsifier having an HLB greater than 0 and less than or equal to 8.
  • W/O type water-in-oil type
  • the emulsifier contained in the composition of the present invention may have an HLB of 8 or less, preferably 7 or less, and more preferably 6 or less.
  • the emulsifier may include 0.1 to 10% by weight based on the total weight of the composition.
  • the emulsifier includes sorbitan fatty acid esters such as sorbitan monolaurate, sorbitan monoisostearate, sorbitan tristearate, and sorbitan olivate; glycerol fatty acid esters such as glycerol monostearate and glycerol monooleate; Polyoxyethylene hydrogenated castor oil, such as POE(5) hydrogenated castor oil, POE(7.5) hydrogenated castor oil, and POE(10) hydrogenated castor oil; PEG-9 polydimethylsiloxyethyl dimethicone, lauryl PEG-9 polydimethylsiloxyethyl dimethicone, polyglyceryl-3 polydimethylsiloxyethyl dimethicone, lauryl polyglyceryl -3 polydimethylsiloxyethyl dimethicone, PEG-11 methyl ether dimethicone, PEG-10 dimethicone, cetyl PG
  • the composition of the present invention may further include a monovalent ionic salt as a stabilizer.
  • the stabilizer according to the present invention serves to improve the stability of the emulsion composition in the W/O type.
  • Sodium chloride may be used as such a monovalent ion salt.
  • divalent ion salts such as magnesium sulfate and calcium chloride may also be used as stabilizers of the W/O type emulsifier, but since the divalent ion salt may produce an insoluble precipitate with the components included in the composition of the present invention, In order not to impair the effect, it is more preferable to use a monovalent ion salt.
  • the present invention is not limited to such a theoretical mechanism.
  • the composition according to the present invention is substantially free of divalent ions such as ZnO.
  • the composition according to the present invention contains 0-5% by weight, preferably 0-3% by weight, and more preferably 0-1% by weight of divalent ions such as ZnO based on the total weight of the composition. and even more preferably not at all.
  • the water-in-oil type makeup cosmetic composition according to the present invention may further include components commonly used in cosmetic compositions in the art within a range that does not impair the purpose of the present invention.
  • it may further include an emollient, (organic) sunscreen, a moisturizer, a thickener, a preservative, a fragrance, and the like.
  • caprylic/capric triglyceride dicaprylyl carbonate, neopentyl glycol dicaprate, 2-octyldodecyl myristate, isopropyl myristate, isocetyl ethyl hexano Eate, pentaerythrityl tetraethyl hexanoate, butylene glycol dicaprylate caprate, hexyl laurate, distearyl maleate, cetyl 2-ethylhexanoate, octyldodecanol, glyceryl triethyl hexanoate, etc.
  • ester oils such as cyclopentasiloxane, dimethylpolysiloxane, methylphenylpolysiloxane, decamethylcyclopentasiloxane, methyltrimethicone, phenyltrimethicone, cyclomethicone, and dimethicone; hydrocarbon-based oils such as isohexadecane, squalane, mineral oil, hydrogenated polydecene, and hydrogenated polyisobutene; and vegetable oils such as olive oil, avocado oil, jojoba oil, macadamia oil, shea butter, mango butter, murumuru butter, and cacao butter, but is not limited thereto.
  • silicone oils such as cyclopentasiloxane, dimethylpolysiloxane, methylphenylpolysiloxane, decamethylcyclopentasiloxane, methyltrimethicone, phenyltrimethicone, cyclomethicone, and dim
  • the sunscreen agent is ethylhexylmethoxycinnamate, ethylhexylsalicylate, bis-ethylhexyloxyphenol methoxyphenyltriazine, diethylaminohydroxybenzoylhexylbenzoate, octocrylene, butylmethoxy Cydibenzoylmethane, oxybenzone, octyltriazone, menthylanthranilate, phenylbenzimidazolesulfonic acid, 2-hydroxy-4-methoxybenzophenonesulfonic acid, 3,4-methylbenzylidenekemper, iso Amyl p-methoxycinnamate, homosalate, dromethrizole trisiloxane, benzophenone-3, ethylhexyltriazone, DA-methoxycinnacate, disodium phenyldiphenziimidazole te
  • the moisturizing agent is 1,3-butylene glycol, 2,3-butylene glycol, propylene glycol, dipropylene glycol, pentylene glycol, betaine, trehalose, glycerin, sorbitol, propanediol, 1, 2-hexanediol, octanediol, etc. may be used, but is not limited thereto.
  • the thickener may be bentone, dextrin palmitate, polyamide-8, or the like, but is not limited thereto.
  • the preservative may include phenoxyethanol, paraben, paraoxybenzoic acid ester, sodium benzoate, sorbic acid, potassium sorbate, salicylic acid, benzalkonium chloride, trichlorocarbanilide, and the like, but is not limited thereto. not.
  • the cosmetic composition according to the present invention includes the ingredients according to the present invention within the content limit allowed by the relevant laws and regulations of each country.
  • the present invention provides a water-in-oil type makeup cosmetic composition having excellent water resistance and cleansing properties at the same time. More specifically, the composition of the present invention provides a water-in-oil type makeup cosmetic composition that is not erased by water and sweat and has a high makeup durability, but is easily removed with only the first washing at the time of washing.
  • FIG. 2 is an experimental result for evaluating the water resistance of compositions #1 to #5
  • FIG. 3 is an experimental result for evaluating the washing ease of compositions #1 to #5.
  • FIG. 4 is an experimental result evaluating the water resistance of compositions #11 to #15
  • FIG. 5 is an experimental result evaluating the washing ease of compositions #11 to #15 and #1.
  • FIG. 6 is an experimental result for evaluating the water resistance of compositions #6 to #10
  • FIG. 7 is an experimental result for evaluating the ease of washing the compositions #6 to #10.
  • FIG. 8 is an experimental result for evaluating the water resistance of compositions #16 to #20
  • FIG. 9 is an experimental result for evaluating the ease of washing the compositions #16 to #20.
  • a makeup product for skin tone correction having the prescription and contents shown in Table 1 below, was prepared in the following way.
  • pigment X is titanium dioxide powder coated with three mixtures of aluminum hydroxide, lipoamino acid and palmitic acid (LP-TR 10, Miyoshi); red iron oxide (OTS RED R-516, DAITO KASEI KOGYO CO); yellow iron oxide (OTS-2 YELLOW LLXILO, DAITO KASEI KOGYO CO); and black iron oxide (OTS-2 BLACK BL-100, DAITO KASEI KOGYO CO).
  • the mixing weight ratio is 93.482 : 1.080 : 5.400 : 0.038 (coated TiO 2 : Red iron oxide : Yellow iron oxide : Black iron oxide).
  • the lipoamino acid is a mixture of palmitoylproline, magnesium palmitoylglutamate, and sodium palmitoyl sarcosinate, and looking at the analysis results provided by the company, the mode of the coated titanium dioxide powder size is 357 nm and the median value (D 50 ) is 434 nm. .
  • the analysis method was measured by dispersing in ethanol through a laser particle size analyzer.
  • Pigment X in Table 3 was the same as Pigment X used in Table 1.
  • the pigment Y is aluminum hydroxide and titanium dioxide powder coated with dimethicone (Si TiO2 CR50, Korea Fuji Chemical Industry); red iron oxide; black iron oxide; and a mixture of four components of yellow iron oxide.
  • the mixing ratio is 93.482: 1.080: 5.4: 0.038.
  • the size of the powder was 250 nm.
  • Si TiO2 CR50 is a powder coated with TiO2 CR50 with silicon.
  • CR50 is the most common pigment-grade powder and has a particle size of 250 nm.
  • #16 to #20 had excellent water resistance and ease of washing.
  • #20 which does not contain divalent ions at all, has the best effect than #16 to #19 containing divalent ions.
  • #16 to #19 containing divalent ions had slightly lower cleansing power. Specimens containing divalent ions could only be removed by rubbing them with a 20% cleansing foam solution for a long time, and it was confirmed that some remained even after removal. However, #20 was easily and completely removed and had excellent stability.

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  • Cosmetics (AREA)
PCT/KR2022/000976 2021-01-28 2022-01-19 내수성 및 세안성을 갖는 유중수형 메이크업 화장료 조성물 Ceased WO2022164117A1 (ko)

Priority Applications (3)

Application Number Priority Date Filing Date Title
US18/274,638 US12605317B2 (en) 2021-01-28 2022-01-19 Water-in-oil makeup cosmetic composition having water resistance and cleansing properties
CN202280012032.6A CN116801855A (zh) 2021-01-28 2022-01-19 具有耐水性和洁面性的油包水型彩妆化妆料组合物
JP2023546132A JP2024505535A (ja) 2021-01-28 2022-01-19 耐水性及び洗顔性を有する油中水型メイクアップ化粧料組成物

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KR10-2021-0012626 2021-01-28
KR1020210012626A KR102572892B1 (ko) 2021-01-28 2021-01-28 내수성 및 세안성을 갖는 유중수형 메이크업 화장료 조성물

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Citations (5)

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Publication number Priority date Publication date Assignee Title
JP2002220320A (ja) * 2001-01-25 2002-08-09 Noevir Co Ltd 油中水型乳化化粧料
JP2004231564A (ja) * 2003-01-30 2004-08-19 Miyoshi Kasei Inc 特定のリポアミノ酸組成物で被覆した粉体及びこれを配合した化粧料
US20060024375A1 (en) * 2004-07-27 2006-02-02 Yukio Hasegawa Powders coated with specific lipoamino acid composition and cosmetics containing the same
KR20100135537A (ko) * 2009-06-17 2010-12-27 주식회사 엘지생활건강 내수성과 세안성을 동시에 갖는 유중수형 자외선 차단 화장료 조성물
JP2018177736A (ja) * 2017-04-20 2018-11-15 株式会社日本色材工業研究所 油中水型乳化化粧料

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JPH01172312A (ja) 1987-12-26 1989-07-07 Kobayashi Kose Co Ltd 化粧料
US5560917A (en) * 1995-02-01 1996-10-01 Maybelline Intermediate Company Cosmetic makeup composition
JP2004161655A (ja) 2002-11-12 2004-06-10 Pigeon Corp セラミド類含有乳化物の製造方法、および乳化物
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