WO2013008595A1 - 水中油型皮膚外用剤 - Google Patents

水中油型皮膚外用剤 Download PDF

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Publication number
WO2013008595A1
WO2013008595A1 PCT/JP2012/065811 JP2012065811W WO2013008595A1 WO 2013008595 A1 WO2013008595 A1 WO 2013008595A1 JP 2012065811 W JP2012065811 W JP 2012065811W WO 2013008595 A1 WO2013008595 A1 WO 2013008595A1
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WO
WIPO (PCT)
Prior art keywords
oil
skin
water
external preparation
polyethylene glycol
Prior art date
Application number
PCT/JP2012/065811
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English (en)
French (fr)
Japanese (ja)
Inventor
有宇子 松浦
大村 孝之
光 大平
Original Assignee
株式会社 資生堂
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 株式会社 資生堂 filed Critical 株式会社 資生堂
Priority to CN201280033695.2A priority Critical patent/CN103648470B/zh
Publication of WO2013008595A1 publication Critical patent/WO2013008595A1/ja

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Classifications

    • 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
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • 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
    • A61K8/062Oil-in-water 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
    • A61K8/30Cosmetics 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
    • A61K8/34Alcohols
    • A61K8/342Alcohols having more than seven atoms in an unbroken chain
    • 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
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Definitions

  • the present invention relates to an oil-in-water type skin external preparation, and more particularly, to an oil-in-water type skin external preparation having excellent aging stability at a wide range of environmental temperatures ranging from low to high while having an excellent richness.
  • oil-in-water emulsion composition has a fresh and refreshing feeling of use, it is suitably applied to skin cosmetics such as skin care creams.
  • skin cosmetics such as skin care creams.
  • an emulsified composition is obtained by compulsorily dispersing an aqueous phase and an oil phase, which are not inherently mixed, with an emulsifier. Detachment).
  • various electrolytes such as organic acid salts and inorganic acid salts are added for the purpose of imparting effects such as moisturizing, astringency, and keratolysis to the skin, and moisturizing effects are imparted to improve the elongation on the skin.
  • effects such as moisturizing, astringency, and keratolysis
  • moisturizing effects are imparted to improve the elongation on the skin.
  • these impair the stability over time of the oil-in-water emulsion composition.
  • acyl sulfonate anions are used in gel-like compositions having a viscosity of a predetermined value or more in order to improve stability over time without relying on water-soluble polymers such as xanthan gum.
  • a method of blending an ionic surfactant with a higher alcohol (Patent Documents 1 and 2), a specific polyoxyethylene fatty acid sorbitan, an anionic surfactant and a nonionic surfactant having an IOB value of 1.6 or more, having a specific structure
  • Patent Document 3 A method of blending higher alcohols in combination at a specific ratio
  • high molecular weight polyethylene glycol when applying cosmetics to the skin, high molecular weight polyethylene glycol may be blended in order to give a rich feeling of use, that is, a so-called “richness”.
  • High molecular weight polyethylene glycol is a polymer compound in which the total average number of added moles of ethylene oxide units in the molecule is 220 to 4500.
  • polyethylene glycol 20000 PEG 20000
  • the richness is improved, but the stability over time is impaired, and separation may occur. So far, no means for stabilizing an oil-in-water emulsion composition containing a high molecular weight polyethylene glycol has been proposed.
  • the present invention contains a high-molecular-weight polyethylene glycol that improves the richness of the product while affecting the stability of the preparation, has excellent temporal stability over a wide range of environmental temperatures, and has good usability.
  • An object is to provide an oil-type external preparation for skin.
  • the present inventor when producing an oil-in-water external skin preparation containing a high molecular weight polyethylene glycol, a higher alcohol, a nonionic surfactant, , N-stearoyl-N-methyltaurine sodium can be used to obtain an oil-in-water skin external preparation that has sufficient richness, is non-sticky, has a good feeling in use, and has good stability over time. As a result, the present invention has been completed.
  • the gist of the present invention is as follows.
  • water containing (a) high molecular weight polyethylene glycol, (b) higher alcohol, (c) less than 2.0% by weight N-stearoyl-N-methyltaurine sodium, and (d) a nonionic surfactant.
  • Oil-type skin external preparation (2) (a) The oil-in-water type skin external preparation of (1) whose high molecular weight polyethylene glycol is polyethylene glycol 20000. (3) (d) Oil-in-water type skin (1) or (2) containing 1.0 to 10.0% by mass of nonionic surfactant based on the total amount of oil-in-water type external preparation for skin Topical agent.
  • the oil-in-water type skin external preparation of the present invention contains a higher alcohol, N-stearoyl-N-methyltaurine sodium, and a nonionic surfactant when producing an oil-in-water type skin external preparation containing high molecular weight polyethylene glycol.
  • a nonionic surfactant when producing an oil-in-water type skin external preparation containing high molecular weight polyethylene glycol.
  • Patent Documents 1 and 2 describe that when N-acylmethyltaurine salt and a nonionic surfactant are used in combination, stability at high temperature is not sufficient (paragraph 0005).
  • N-acylmethyltaurine salt especially N-stearoyl-N-methyltaurine sodium and a nonionic surfactant should be used in combination.
  • the oil-in-water type skin external preparation of the present invention comprises (a) high molecular weight polyethylene glycol, (b) higher alcohol, (c) less than 2.0% by mass of N-stearoyl-N-methyltaurine sodium, and (d) non It contains an ionic surfactant.
  • a high molecular weight polyethylene glycol
  • higher alcohol higher alcohol
  • c less than 2.0% by mass of N-stearoyl-N-methyltaurine sodium
  • non It contains an ionic surfactant.
  • the high molecular weight polyethylene glycol refers to a polyethylene glycol that is semi-solid at room temperature and has an average molecular weight of 10,000 to 25,000, more preferably 15,000 to 25,000. When the average molecular weight is less than 10,000, it is difficult to give a sufficient rich feeling to the oil-in-water skin external preparation, and when it exceeds 25,000, emulsification becomes difficult and the preparation tends to be unstable.
  • the high molecular weight polyethylene glycol is not particularly limited as long as it is acceptable for cosmetics. For example, a product sold under the trade name “PEG-20000” by Sanyo Chemical Industries, Ltd. is preferably exemplified. .
  • the high molecular weight polyethylene glycol is 5.0% by mass or less, preferably 0.5 to 3.0% by mass, more preferably 1.0 to 3.0% by mass, based on the total amount of the oil-in-water type external skin preparation. It is blended with. When the blending amount is less than 0.5% by mass of the oil-in-water skin external preparation, it becomes difficult to give a sufficient rich feeling to the oil-in-water skin external preparation, and when it exceeds 5.0% by mass, the oil-in-water skin The tendency for the stability with time of external preparations to decrease becomes remarkable.
  • the higher alcohol is not particularly limited as long as it can be used in the fields of cosmetics, pharmaceuticals, quasi drugs, and the like, and examples thereof include saturated linear monohydric alcohols and unsaturated monohydric alcohols.
  • unsaturated monohydric alcohols dodecan
  • the blending amount of the higher alcohol is 10.0% by mass or less, preferably 1.0 to 7.0% by mass, more preferably 2.0 to 6.%, based on the total amount of the oil-in-water type external preparation for skin. 0% by mass. When it is less than 1.0% by mass, there is a tendency that sufficient stability over time cannot be obtained. When the amount exceeds 10.0% by mass, it tends to be heavy when applied to the skin or a sticky feeling tends to occur, which is not preferable.
  • N-stearoyl-N-methyltaurine sodium represented by the following formula (I) is particularly selected and blended among N-acylmethyltaurine salts in combination with other essential components.
  • the acyl group part (R 1 CO—) represents a stearoyl group which is a fatty acid residue having 18 carbon atoms.
  • N-stearoyl-N-methyltaurine sodium is a surfactant conventionally blended in cosmetics including those described in Patent Documents 1 to 3, for example, “NIKKOL SMT” from Nikko Chemicals Corporation.
  • a product sold under the name is preferably exemplified.
  • N-stearoyl-N-methyltaurine sodium is less than 2.0% by mass, preferably 0.1 to 1.0% by mass, more preferably 0.1 to 0%, based on the total amount of the oil-in-water external skin preparation. 0.5% by mass.
  • the blending amount is less than 0.1% by mass with respect to the total amount of the oil-in-water skin external preparation, the stability over time of the oil-in-water skin external preparation may not be sufficiently ensured.
  • it is added in an amount of 2.0% by mass or more the sticky feeling due to N-stearoyl-N-methyltaurine sodium itself becomes prominent, and the use feeling of the oil-in-water type skin external preparation tends to be lowered.
  • the nonionic surfactant is usually used in cosmetics, and may be lipophilic or hydrophilic, and one or more kinds may be used as necessary.
  • the lipophilic nonionic surfactant is not particularly limited.
  • hydrophilic nonionic surfactant is not particularly limited.
  • POE 10 to 40 glyceryl monoisostearate, hexaglyceryl monolaurate, decaglyceryl monolaurate, decaglyceryl monomyristate, monostearic acid Decaglyceryl, decaglyceryl monooleate
  • POE (40-60) castor oil POE (30-100) hydrogenated castor oil
  • PEG (40-60) glyceryl triisostearate PEG (10-60) glyceryl isostearate
  • trio PEG (40-60) glyceryl isostearate PEG (40-60) hydrogenated castor oil, PEG-60 hydrogenated castor oil triisostearic acid, lauric acid PEG (40-60) hydrogenated castor oil
  • POE (7- 20) Cetyl ether POE ( 0 to 50) oleyl ether, and the like.
  • the compounding amount of the nonionic surfactant is 10.0% by mass or less, preferably 1.0 to 7.0% by mass, more preferably 2.10% by mass with respect to the total amount of the oil-in-water external skin preparation. It is 0 to 6.0% by mass. If the amount is less than 1.0% by mass, sufficient stability over time cannot be obtained, and if it exceeds 10.0% by mass, the nonionic surfactant itself becomes sticky. It is not preferable.
  • the oil-in-water type external preparation for skin according to the present invention is an oil-in-water emulsion composition, and it is essential to mix water and oil.
  • the oil content can be selected from those generally used in cosmetics as long as the stability is not impaired.
  • Desirable oils include hydrocarbon oils, silicone oils, liquid oils, ester oils, and the like.
  • hydrocarbon oil liquid paraffin, squalane, squalene, paraffin, isoparaffin, ceresin, petrolatum, hydrogenated polydecene and the like can be used.
  • silicone oil examples include chain silicones such as dimethylpolysiloxane, methylphenylpolysiloxane, and methylhydrogenpolysiloxane; cyclic silicones such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane; Examples thereof include silicone resin and silicone rubber forming a network structure.
  • Liquid oils include palm oil, palm kernel oil, flaxseed oil, camellia oil, macadamia nut oil, corn oil, mink oil, olive oil, avocado oil, sasanqua oil, castor oil, safflower oil, jojoba oil, sunflower oil, almond oil Rapeseed oil, sesame oil, soybean oil, peanut oil, triglycerin, glyceryl trioctanoate, glycerin triisopalmitate and the like.
  • Ester oils include cetyl octanoate, hexyl laurate, isopropyl myristate, octyl palmitate, isocetyl stearate, isopropyl isostearate, octyl isopalmitate, isodecyl oleate, cetyl ethylhexanoate, and glyceryl tri-2-ethylhexanoate. And pentaerythritol tetra-2-ethylhexanoate, 2-ethylhexyl succinate, diethyl sebacate and the like.
  • the general components used in the external composition for skin such as cosmetics do not substantially impair the effects of the present invention.
  • Cosmetics do not substantially impair the effects of the present invention.
  • Examples of the general components include surfactants other than those described above, thickeners, moisturizers, powders, alcohols, water-soluble polymers, oil-soluble polymers, film-forming agents, resins, ultraviolet absorbers, antiseptics Agent, antibacterial agent, fragrance, salt, antioxidant, pH adjusting agent, chelating agent, refreshing agent, anti-inflammatory agent, skin beautifying agent (whitening agent, cell activator, skin roughness improving agent, blood circulation promoter, skin astringent agent And antiseborrheic agents), vitamins, amino acids, nucleic acids, hormones, inclusion compounds, and the like.
  • surfactants other than those described above, thickeners, moisturizers, powders, alcohols, water-soluble polymers, oil-soluble polymers, film-forming agents, resins, ultraviolet absorbers, antiseptics Agent, antibacterial agent, fragrance, salt, antioxidant, pH adjusting agent, chelating agent, refreshing agent, anti-inflammatory agent, skin beautifying agent (whitening agent, cell activator, skin roughness improving agent, blood circulation promoter,
  • the oil-in-water type external preparation for skin according to the present invention is not particularly limited, but the oil phase component content is preferably about 20% by mass or less.
  • the oil phase component means a component that is mixed as an oil phase and dispersed and emulsified in the water phase when producing an oil-in-water type external skin preparation.
  • the oil component In addition, oil-soluble preservatives, oil-soluble ultraviolet absorbers, oil-soluble drugs, oil-based antioxidants, oil-based fragrances and the like are included.
  • the amount of the oil phase component is more than 20% by mass, it becomes oily in terms of the feeling of use, and stickiness occurs, which is not preferable.
  • the oil-in-water type external preparation for skin according to the present invention can be produced by a commonly used method for producing an emulsified composition. Specifically, the aqueous phase component and the oil phase component can be separately mixed at the same temperature, and the oil phase can be dispersed and emulsified in the aqueous phase while stirring, and then appropriately cooled.
  • the oil-in-water type external preparation for skin according to the present invention can be used for all possible skin cosmetics such as moisturizing creams, skin care cosmetics such as essences, and body care cosmetics such as sunscreens and body creams.
  • Examples 1 and 2 and Comparative Examples 1 to 7 An oil-in-water type skin external preparation having the composition shown in Table 1 below was prepared, and this was used as a sample to evaluate usability and stability over time according to the above evaluation criteria. The results are also shown in Table 1.
  • Table 1 An oil-in-water type skin external preparation having the composition shown in Table 1 below was prepared, and this was used as a sample to evaluate usability and stability over time according to the above evaluation criteria. The results are also shown in Table 1.
  • the oil phase part ((7) to (18)) and the water phase part ((1) to (6) and (19) to (21)) are completely dissolved at 70 ° C., respectively.
  • the resulting mixture was stirred and emulsified at 70 ° C., and then the emulsion particle size was adjusted at 65 ° C. using a homomixer, and cooled to room temperature to obtain a cream.
  • Example 3 An oil-in-water type external preparation for skin having the composition shown in Table 2 below was prepared in the same manner as described above, and this was used as a sample to evaluate usability and stability over time according to the above evaluation criteria. The results are also shown in Table 2.
  • Example 4 to 5 and Comparative Example 11 An oil-in-water type skin external preparation having the composition shown in Table 3 below was prepared by the same method as described above, and using this as a sample, usability and stability over time were evaluated according to the above evaluation criteria. The results are also shown in Table 3.
  • Example 6 Skin care cream
  • Compounding ingredients Mass% (1) Ion exchange water Residual (2) Glycerin 6.0 (3) Dipropylene glycol 5.0 (4) 1,3-butylene glycol 8.0 (5) Polyethylene glycol 20000 2.0 (6) Xanthan gum 0.01 (7) PEG-60 glyceryl isostearate 2.0 (8) Lipophilic glyceryl monostearate 2.0 (9) N-stearoyl-N-methyltaurine sodium 0.3 (10) Stearyl alcohol 1.5 (11) Behenyl alcohol 2.2 (12) Vaseline 1.0 (13) Hardened oil (hydrogenated palm oil, palm kernel oil) 2.5 (14) Cetyl ethylhexanoate 3.0 (15) Hydrogenated polybutene 3.0 (16) Phenoxyethanol appropriate amount (17) citric acid appropriate amount (18) sodium citrate appropriate amount (19) edetic acid ⁇ 2Na appropriate amount
  • Example 7 Cream containing agar microcapsules
  • Compounding ingredients Mass% (1) Ion exchange water Residual (2) Glycerin 6.0 (3) Dipropylene glycol 5.0 (4) 1,3-butylene glycol 8.0 (5) Polyethylene glycol 20000 2.0 (6) Xanthan gum 0.01 (7) Agar 0.05 (8) PEG-60 glyceryl isostearate 2.0 (9) Lipophilic glyceryl monostearate 2.0 (10) Polyoxyethylene / methylpolysiloxane copolymer 0.02 (11) N-stearoyl-N-methyltaurine sodium 0.3 (12) Stearyl alcohol 1.5 (13) Behenyl alcohol 2.2 (14) Vaseline 1.0 (15) Hardened oil (hydrogenated palm oil, palm kernel oil) 2.5 (16) Cetyl ethylhexanoate 3.0 (17) Hydrogenated polybutene 3.0 (18) Methylpolysiloxane 1.0 (19) Royal jelly extract 0.01 (20) Phenoxyethanol appropriate amount (21) citr cit
  • Example 8 Skin care cream without thickener
  • Compounding ingredients Mass% (1) Ion exchange water Residual (2) Glycerin 6.0 (3) Dipropylene glycol 5.0 (4) 1,3-butylene glycol 8.0 (5) Polyethylene glycol 20000 2.0 (6) PEG-60 glyceryl isostearate 2.0 (7) Lipophilic glyceryl monostearate 2.0 (8) N-stearoyl-N-methyltaurine sodium 0.3 (9) Stearyl alcohol 1.5 (10) Behenyl alcohol 2.2 (11) Vaseline 1.0 (12) Hardened oil (hydrogenated palm oil, palm kernel oil) 2.5 (13) Cetyl ethylhexanoate 3.0 (14) Hydrogenated polybutene 3.0 (15) Phenoxyethanol appropriate amount (16) citric acid appropriate amount (17) sodium citrate appropriate amount (18) edetic acid ⁇ 2Na appropriate amount

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dermatology (AREA)
  • Emergency Medicine (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)
PCT/JP2012/065811 2011-07-08 2012-06-21 水中油型皮膚外用剤 WO2013008595A1 (ja)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201280033695.2A CN103648470B (zh) 2011-07-08 2012-06-21 水包油型皮肤外用剂

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2011151625A JP5132800B1 (ja) 2011-07-08 2011-07-08 水中油型皮膚外用剤
JP2011-151625 2011-07-08

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WO2013008595A1 true WO2013008595A1 (ja) 2013-01-17

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JP (1) JP5132800B1 (zh)
CN (1) CN103648470B (zh)
TW (1) TW201304808A (zh)
WO (1) WO2013008595A1 (zh)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6640556B2 (ja) * 2015-12-24 2020-02-05 花王株式会社 水中油型液体入浴剤及びその製造方法
JP6817001B2 (ja) * 2016-09-14 2021-01-20 花王株式会社 水中油型液体入浴剤
CN108697612B (zh) 2016-11-18 2021-05-07 株式会社漫丹 乳化化妆料
CN106691881B (zh) * 2016-11-29 2018-03-27 广州市禾基生物科技有限公司 一种增溶植物甾醇或其酯的组合物及其应用和由其制备的化妆品

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11171740A (ja) * 1997-12-12 1999-06-29 Kao Corp 毛髪化粧料
WO2008129806A1 (ja) * 2007-03-29 2008-10-30 Shiseido Company, Ltd. 水中油型乳化組成物
JP2010006716A (ja) * 2008-06-24 2010-01-14 Fancl Corp αゲルを含む組成物
JP2010064986A (ja) * 2008-09-11 2010-03-25 Pola Chem Ind Inc 保湿用化粧料
JP2011084551A (ja) * 2009-09-17 2011-04-28 Shiseido Co Ltd 皮膚外用剤

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11171740A (ja) * 1997-12-12 1999-06-29 Kao Corp 毛髪化粧料
WO2008129806A1 (ja) * 2007-03-29 2008-10-30 Shiseido Company, Ltd. 水中油型乳化組成物
JP2010006716A (ja) * 2008-06-24 2010-01-14 Fancl Corp αゲルを含む組成物
JP2010064986A (ja) * 2008-09-11 2010-03-25 Pola Chem Ind Inc 保湿用化粧料
JP2011084551A (ja) * 2009-09-17 2011-04-28 Shiseido Co Ltd 皮膚外用剤

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CN103648470B (zh) 2015-08-05
TW201304808A (zh) 2013-02-01
JP5132800B1 (ja) 2013-01-30
CN103648470A (zh) 2014-03-19
JP2013018724A (ja) 2013-01-31

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