WO2025150512A1 - 乳化化粧料 - Google Patents

乳化化粧料

Info

Publication number
WO2025150512A1
WO2025150512A1 PCT/JP2025/000357 JP2025000357W WO2025150512A1 WO 2025150512 A1 WO2025150512 A1 WO 2025150512A1 JP 2025000357 W JP2025000357 W JP 2025000357W WO 2025150512 A1 WO2025150512 A1 WO 2025150512A1
Authority
WO
WIPO (PCT)
Prior art keywords
component
mass
examples
less
emulsion cosmetic
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.)
Pending
Application number
PCT/JP2025/000357
Other languages
English (en)
French (fr)
Japanese (ja)
Inventor
大輝 高橋
省伍 渡辺
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.)
Kao Corp
Original Assignee
Kao Corp
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 Kao Corp filed Critical Kao Corp
Priority to JP2025569405A priority Critical patent/JPWO2025150512A1/ja
Publication of WO2025150512A1 publication Critical patent/WO2025150512A1/ja
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • 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
    • A61K8/18Cosmetics 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
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • 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 emulsion composition.
  • Patent Documents 1 and 2 contain porous silica, which acts to quickly evaporate sweat on the skin, in order to reduce this discomfort.
  • An emulsion cosmetic according to one embodiment of the present invention contains the following components (A) to (D).
  • the emulsion cosmetic X is configured as a water-in-oil (W/O) type emulsion.
  • the emulsion cosmetic X is typically configured as a rinse-off type that is applied to bare skin without makeup and then washed off without wiping.
  • the rinse-off type emulsion cosmetic X can be applied to the whole body including the upper part of the body (e.g., shoulders, etc.) and then washed off with a shower or the like, that is, rinsed off, so that it can be spread all over the upper and lower parts of the body, and the ingredients contained in the emulsion cosmetic X can remain on the bare skin even after wiping with a towel or the like.
  • the emulsion cosmetic X may also be a leave-on type that is applied to bare skin and not washed off.
  • the unpleasant substances that cause discomfort when sweating are mainly water, salt, and lactic acid contained in sweat, as well as sebum secreted on the surface of the skin.
  • silica particles constituting component (A) examples include porous silica, nonporous silica, and hollow silica, and one or more selected from these can be used.
  • emulsion cosmetic X contains component (A1) composed of porous silica particles with an oil absorption of 250 mL/100 g or more as component (A).
  • component (A2) composed of silica particles with an oil absorption of less than 250 mL/100 g as component (A) in order to obtain a smooth, non-greasy feel on the skin.
  • the oil absorption can be measured in accordance with JIS K 5101-13-2.
  • the mass ratio (A2)/(A1) which is the ratio of the mass of component (A2) to the mass of component (A1), is preferably 0.3 or more and 35 or less, more preferably 0.5 or more and 35 or less, even more preferably 0.5 or more and 10 or less, even more preferably 0.5 or more and 5 or less, and even more preferably 1 or more and 5 or less.
  • the particle size of the silica particles constituting component (A) is advantageously small in order to obtain a smooth feel on the skin to which the emulsion cosmetic X is applied, and is advantageously not too small in order to prevent the skin from feeling rough to the touch.
  • the average particle size of the silica particles constituting component (A) is preferably 1 ⁇ m or more and 15 ⁇ m or less, more preferably 2 ⁇ m or more and 12 ⁇ m or less, even more preferably 3 ⁇ m or more and 12 ⁇ m or less, and even more preferably 3 ⁇ m or more and 5 ⁇ m or less.
  • the average particle size of the silica particles constituting component (A1) is preferably 1 ⁇ m or more and 15 ⁇ m or less, more preferably 2 ⁇ m or more and 12 ⁇ m or less, even more preferably 3 ⁇ m or more and 12 ⁇ m or less, and even more preferably 3 ⁇ m or more and 5 ⁇ m or less.
  • the average particle size of the silica particles constituting component (A2) is preferably 1 ⁇ m or more and 15 ⁇ m or less, more preferably 2 ⁇ m or more and 12 ⁇ m or less, even more preferably 3 ⁇ m or more and 12 ⁇ m or less, and even more preferably 3 ⁇ m or more and 5 ⁇ m or less.
  • the particle size is the particle size measured using a Coulter Counter Multisizer (manufactured by Beckman Coulter, Inc.) in accordance with a method conforming to JIS Z 8832:2010, and the average particle size is the volume-based median size (D50) obtained by measurement.
  • the modified silicone constituting component (B) is a surfactant with relatively high hydrophobicity.
  • the modified silicone functions as a water-in-oil emulsifier, and is also considered to impart hydrophobicity to the surface of the silica particles by coating each silica particle as shown in FIG. 1. This allows the silica particles constituting component (A) to be dispersed in the oil phase in the emulsion cosmetic X.
  • the content of component (B) in the emulsion cosmetic X is 0.3% by mass or more and 4% by mass or less, preferably 0.5% by mass or more and 3% by mass or less, and more preferably 1% by mass or more and 2% by mass or less.
  • the non-volatile oil constituting component (C) preferably contains one or more selected from known non-volatile oils.
  • non-volatile refers to a property in which 1 g of the oil is spread on a glass petri dish with a diameter of 48 mm, and the weight loss rate after leaving it at 25°C and normal pressure for 24 hours is 3% or less.
  • the non-volatile oil constituting component (C) has the effect of retaining the silica particles on the skin by adhering to the skin in a dispersed state of silica particles. In emulsion cosmetic X, by blending a larger amount of component (C) than in a general composition, more silica particles can be retained on the skin.
  • the content of component (C) in emulsion cosmetic X is not too high in order to avoid the skin becoming oily and sticky.
  • the content of component (C) in emulsion cosmetic X is preferably 20% by mass or more and 40% by mass or less, more preferably 25% by mass or more and 35% by mass or less, and even more preferably 28% by mass or more and 32% by mass or less.
  • emulsion cosmetic X When emulsion cosmetic X is formulated as a rinse-off type, a portion of component (C) is washed away, so it is preferable to incorporate a larger amount of component (C) than when it is formulated as a leave-on type.
  • the content of component (C) in a rinse-off type emulsion cosmetic X is preferably 30% by mass or more and 40% by mass or less.
  • the content of component (C) in a leave-on type emulsion cosmetic X is preferably 20% by mass or more and 30% by mass or less.
  • component (C) is composed of at least one of component (C1) composed of a non-polar oil and component (C2) composed of a polar oil.
  • the non-polar oil that composes component (C1) is hydrophobic and therefore functions as part of the water-repellent film shown in Figure 2.
  • the polar oil that composes component (C2) is hydrophilic and therefore, if it remains on the skin, it tends to interfere with the water-repellent effect of the water-repellent film shown in Figure 2.
  • component (C) contains component (C1). Furthermore, in emulsion cosmetic X, the mass ratio (C1)/(C), which is the ratio of the mass of component (C1) to the mass of component (C), is more preferably 0.33 or more and 1 or less, and even more preferably 0.5 or more and 1 or less. Note that, in emulsion cosmetic X, it is preferable that component (C) contains component (C1), but component (C) may be composed only of component (C2), in which case the water-repellent film is formed substantially only by the modified silicone that constitutes component (B).
  • emulsion cosmetic X it is preferable to blend components (A) and (C) in a balanced manner in order to retain a predetermined amount of silica particles on the skin.
  • the mass ratio (C)/(A) which is the ratio of the mass of component (C) to the mass of component (A)
  • the mass ratio (C)/(A) is preferably 2 or more and 50 or less, more preferably 3 or more and 20 or less, and even more preferably 6 or more and 12 or less.
  • the mass ratio (C1)/(A), which is the ratio of the mass of component (C1) to the mass of component (A), is preferably 2 or more and 50 or less, more preferably 3 or more and 20 or less, and even more preferably 6 or more and 12 or less.
  • Component (D) of emulsion cosmetic X is composed of water.
  • emulsion cosmetic X for example, purified water, ion-exchanged water, distilled water, etc. can be used as component (D).
  • the remainder excluding components other than component (D) can be composed of component (D).
  • the content of component (D) in emulsion cosmetic X is preferably 5% by mass or more and 78% by mass or less, more preferably 15% by mass or more and 42% by mass or less, and even more preferably 20% by mass or more and 35% by mass or less.
  • Component (A) examples of the porous silica constituting the component (A) include Sunsphere (registered trademark) H-31 (manufactured by AGC SI-Tech Co., Ltd., average particle size: 3 ⁇ m, oil absorption: 150 mL/100 g), Sunsphere (registered trademark) H-32 (manufactured by AGC SI-Tech Co., Ltd., average particle size: 3 ⁇ m, oil absorption: 300 mL/100 g), H-33 (manufactured by AGC SI-Tech Co., Ltd., average particle size: 3 ⁇ m, oil absorption: 400 mL/100 g), and Sunsphere (registered trademark) L-51 (manufactured by AGC SI-Tech Co., Ltd., average particle size: 5 ⁇ m, oil absorption: 150 mL/100 g).
  • Sunsphere (registered trademark) H-31 manufactured by AGC SI-Tech Co., Ltd., average particle size: 3 ⁇ m, oil
  • non-porous silica constituting the component (A) for example, Sunsphere (registered trademark) NP-30 (manufactured by AGC Si-Tech Co., Ltd., average particle size: 4 ⁇ m, oil absorption: 30 mL/100 g), etc. can be used.
  • the modified silicone constituting component (B) may be, for example, one or more selected from polyether-modified silicone, oxazoline-modified silicone, polyglycerin-modified silicone, polyether-alkyl co-modified silicone, and polyglycerin-alkyl co-modified silicone, and among these, at least one selected from polyether-modified silicone and oxazoline-modified silicone is preferred.
  • Polyether-modified silicone is a polymer having a structure in which the side chain and/or terminal hydrocarbon group of silicone oil is substituted with a polyether group.
  • PEG-32 methyl ether dimethicone examples include KF-6004 (Shin-Etsu Chemical Co., Ltd.).
  • PEG-11 methyl ether dimethicone examples include KF-6011 (Shin-Etsu Chemical Co., Ltd.).
  • PEG/PPG-20/22 butyl ether dimethicone examples include KF-6012 (Shin-Etsu Chemical Co., Ltd.).
  • PEG-9 dimethicone include KF-6013 (Shin-Etsu Chemical Co., Ltd.).
  • PEG-3 dimethicone examples include KF-6015 (Shin-Etsu Chemical Co., Ltd.).
  • PEG-9 methyl ether dimethicone examples include KF-6016 (Shin-Etsu Chemical Co., Ltd.).
  • PEG-10 dimethicone examples include KF-6017 (manufactured by Shin-Etsu Chemical Co., Ltd.) and KF-6043 (manufactured by Shin-Etsu Chemical Co., Ltd.).
  • PEG-9 polydimethylsiloxyethyl dimethicone include KF-6028 (manufactured by Shin-Etsu Chemical Co., Ltd.).
  • lauryl PEG-9 polydimethylsiloxyethyl dimethicone examples include KF-6038 (manufactured by Shin-Etsu Chemical Co., Ltd.).
  • An example of a polyether/alkyl co-modified silicone suitable for component (B) is cetyl PEG/PPG-10/1 dimethicone.
  • cetyl PEG/PPG-10/1 dimethicone include KF-6048 (manufactured by Shin-Etsu Chemical Co., Ltd.) and ABIL EM-90 (manufactured by Evonik Japan Co., Ltd.).
  • An example of a polyglycerin/alkyl co-modified silicone is bis(glyceryl/lauryl) glyceryl lauryl dimethicone.
  • bis(glyceryl/lauryl) glyceryl lauryl dimethicone include ABIL EM-120 (manufactured by Evonik Japan Co., Ltd.).
  • the above mass ratio refers to the value obtained by dissolving the organopolysiloxane of the present invention in deuterochloroform at 5% by mass and analyzing it by nuclear magnetic resonance (1H-NMR) from the integral ratio of the alkyl or phenyl groups in the organopolysiloxane segment to the methylene groups in the poly(N-acylalkyleneimine) segment.
  • the weight average molecular weight of the organopolysiloxane segment is, from the viewpoint of improving the feeling of use, for example, 1 ⁇ 10 4 or more, preferably 2 ⁇ 10 4 or more, more preferably 3.5 ⁇ 10 4 or more, and for example, 3 ⁇ 10 5 or less, preferably 2 ⁇ 10 5 or less, more preferably 1.5 ⁇ 10 5 or less. Since the organopolysiloxane constituting the main chain has a common skeleton with the modified organopolysiloxane which is the raw material compound, the weight average molecular weight of the organopolysiloxane constituting the main chain is approximately the same as the average molecular weight of the modified organopolysiloxane.
  • the weight average molecular weight of the modified organopolysiloxane is a polystyrene-equivalent weight average molecular weight measured by gel permeation chromatography (GPC) under the following conditions.
  • GPC gel permeation chromatography
  • the number average molecular weight of the poly(N-acylalkyleneimine) segment is, from the viewpoint of improving the feeling of use, for example, 5 ⁇ 10 2 or more, preferably 7 ⁇ 10 2 or more, and more preferably 8 ⁇ 10 2 or more, and for example, 4 ⁇ 10 3 or less, preferably 3.5 ⁇ 10 3 or less, and more preferably 3 ⁇ 10 3 or less.
  • the number average molecular weight of the poly(N-acylalkyleneimine) segment can be measured by a method calculated from the molecular weight and degree of polymerization of the N-acylalkyleneimine unit or by the above-mentioned GPC measurement method, but in this embodiment, it refers to the number average molecular weight measured by the GPC measurement method.
  • a polymerization initiator residue is bonded to the N-terminus of the repeating unit of the N-acylalkyleneimine.
  • the polymerization initiator diethyl sulfate, dimethyl sulfate, hydrochloric acid, hydrogen iodide, sulfuric acid, p-toluenesulfonic acid, perchloric acid, etc. are used, and these residues are bonded to the N-terminus after polymerization.
  • As the oxazoline-modified silicone polymer N-propionylpolyethyleneimine-methylpolysiloxane copolymer (POLYSILICONE-9) is preferable.
  • POLYSILICONE-9 for example, the one described in JP-A-2009-256367 can be used.
  • Polyglycerin-modified silicone is silicone that has a polyglycerin chain in the molecule.
  • the position of introduction of the polyglycerin chain is arbitrary, and the form of introduction may be one-end type, both-end type, side chain type, etc., but preferably, the polyglycerin chain is present in the side chain or end of the silicone chain, and more preferably, the silicone has a monovalent polyglyceryl group in the side chain or end of the silicone chain.
  • polyglycerin-modified silicone used as component (B) polyglycerin-modified silicone surfactants with branched silicone chains are also preferred.
  • Examples of commercially available polyglycerin-modified silicone surfactants with branched silicone chains include KF-6106 (manufactured by Shin-Etsu Chemical Co., Ltd.) and KF-6104 (manufactured by Shin-Etsu Chemical Co., Ltd.).
  • Crosslinked polyglycerin-modified silicone is a three-dimensional crosslinked product in which organopolysiloxane chains are crosslinked with polyglycerin, and specific examples include (dimethicone/polyglycerin-3) crosspolymer and alkyl-co-modified (lauryl dimethicone/polyglycerin-3) crosspolymer.
  • Examples and Comparative Examples General Description Examples of the present invention will be described, but the present invention should not be construed as being limited by these examples.
  • Examples 1 to 30 of the present invention and Comparative Examples 1 to 3 samples of emulsion cosmetics with different compositions were prepared and each composition was evaluated.
  • the numerical values listed for the components of the emulsion cosmetics indicate the content (mass%) in the emulsion cosmetics.
  • the evaluation method common to Examples 1 to 30 and Comparative Examples 1 to 3 will be described.
  • Table 5 shows the evaluation results of the samples according to Comparative Examples 1 to 3.
  • Table 5 shows the evaluation results of the samples according to Comparative Examples 1 to 3.
  • all of the samples according to the above-mentioned Examples obtained better evaluation results than the sample according to Comparative Example 3, which has a higher content of component (B) than the above-mentioned embodiment.
  • Porous silica Sunsphere (registered trademark) H-32 APC Si-Tech Co., Ltd., average particle size: 3 ⁇ m, oil absorption: 300 mL/100 g) *4) Porous silica Sunsphere (registered trademark) L-51 (AGC Si-Tech Co., Ltd., average particle size: 5 ⁇ m, oil absorption: 150 mL/100 g) *5) KF-6017 (Shin-Etsu Chemical Co., Ltd.) *10) KF-96A-10CS (manufactured by Shin-Etsu Chemical Co., Ltd.) *15) Purified water *16) Ethanol (concentration 95%) *17) Menthol JP (TAB) COS (manufactured by Takasago International Corporation) *18) Talc JA-68R (Asada Flour Milling Co., Ltd.)
  • tack value (after sweating)
  • the samples according to Examples 1, 15, 23, and 24 and Comparative Examples 1 to 3 were evaluated for tack value (after sweating).
  • the tack value is a value indicating adhesion and is an evaluation index of the stickiness of the skin after sweating.
  • the preparation was dropped to 1 mg/ cm2 on an area of 5 cm x 5 cm on the inside of the forearm and applied with a finger. Then, the PMMA plate was run with shower-like tap water for 5 seconds, and lightly pressed with a cloth (towel) to remove water droplets on the surface and form a coating film.
  • the tack value was determined by pressing the probe of the friction tester perpendicularly to the skin and the gravitational force when pulling it away. It can be seen that the higher the tack value, the stickier the skin is.
  • the tack value was evaluated based on a 5-level tack value score: "1: over 13", “2: over 10 and 13 or less", “3: over 8 and 10 or less", “4: over 5 and 8 or less", and "5: 5 or less".
  • Table 7 shows the evaluation results of the tack value of the samples according to Examples 1, 15, 23, and 24 and Comparative Examples 1 to 3.
  • the samples according to Examples 1, 15, 23, and 24 all gave better results than the samples according to Comparative Examples 1 to 3, and Examples 1 and 15, which do not contain component (C2), gave particularly good evaluation results.
  • the present invention makes it possible to enhance the effect of emulsion cosmetics in suppressing discomfort caused by sweating.

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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)
  • Dispersion Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
PCT/JP2025/000357 2024-01-10 2025-01-08 乳化化粧料 Pending WO2025150512A1 (ja)

Priority Applications (1)

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JP2025569405A JPWO2025150512A1 (https=) 2024-01-10 2025-01-08

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JP2024002169 2024-01-10
JP2024-002169 2024-01-10

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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH115712A (ja) * 1997-06-13 1999-01-12 Shiseido Co Ltd 油中水型乳化組成物及びこれを用いた乳化化粧料
JP2003081753A (ja) * 2001-09-14 2003-03-19 Lion Corp 非水化粧料
JP2020050590A (ja) * 2018-09-25 2020-04-02 Agcエスアイテック株式会社 化粧料用ZrO2担持多孔質シリカ粒子及び化粧料
JP2021107372A (ja) * 2019-12-27 2021-07-29 株式会社 資生堂 油性組成物
JP2023032127A (ja) * 2021-08-26 2023-03-09 ロレアル 有機uvフィルター及び球状疎水性シリカを含むw/o型組成物
JP2023054249A (ja) * 2017-06-08 2023-04-13 株式会社 資生堂 油中水型乳化化粧料
JP2025003295A (ja) * 2023-06-21 2025-01-09 花王株式会社 水中油型害虫忌避組成物

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH115712A (ja) * 1997-06-13 1999-01-12 Shiseido Co Ltd 油中水型乳化組成物及びこれを用いた乳化化粧料
JP2003081753A (ja) * 2001-09-14 2003-03-19 Lion Corp 非水化粧料
JP2023054249A (ja) * 2017-06-08 2023-04-13 株式会社 資生堂 油中水型乳化化粧料
JP2020050590A (ja) * 2018-09-25 2020-04-02 Agcエスアイテック株式会社 化粧料用ZrO2担持多孔質シリカ粒子及び化粧料
JP2021107372A (ja) * 2019-12-27 2021-07-29 株式会社 資生堂 油性組成物
JP2023032127A (ja) * 2021-08-26 2023-03-09 ロレアル 有機uvフィルター及び球状疎水性シリカを含むw/o型組成物
JP2025003295A (ja) * 2023-06-21 2025-01-09 花王株式会社 水中油型害虫忌避組成物

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