WO2024024543A1 - Water-in-oil emulsion cosmetic composition - Google Patents
Water-in-oil emulsion cosmetic composition Download PDFInfo
- Publication number
- WO2024024543A1 WO2024024543A1 PCT/JP2023/026049 JP2023026049W WO2024024543A1 WO 2024024543 A1 WO2024024543 A1 WO 2024024543A1 JP 2023026049 W JP2023026049 W JP 2023026049W WO 2024024543 A1 WO2024024543 A1 WO 2024024543A1
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- WO
- WIPO (PCT)
- Prior art keywords
- oxide particles
- mass
- treated
- zinc oxide
- fatty acid
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 89
- 239000002537 cosmetic Substances 0.000 title claims abstract description 28
- 239000007762 w/o emulsion Substances 0.000 title claims abstract description 13
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims abstract description 116
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- 239000011787 zinc oxide Substances 0.000 claims abstract description 58
- -1 fatty acid ester Chemical class 0.000 claims abstract description 51
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- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 41
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- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 14
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- 239000003755 preservative agent Substances 0.000 description 1
- NEOZOXKVMDBOSG-UHFFFAOYSA-N propan-2-yl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OC(C)C NEOZOXKVMDBOSG-UHFFFAOYSA-N 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000008165 rice bran oil Substances 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- MAYCICSNZYXLHB-UHFFFAOYSA-N tricaproin Chemical compound CCCCCC(=O)OCC(OC(=O)CCCCC)COC(=O)CCCCC MAYCICSNZYXLHB-UHFFFAOYSA-N 0.000 description 1
- 229940093609 tricaprylin Drugs 0.000 description 1
- 229940098385 triisostearin Drugs 0.000 description 1
- 229940081852 trilinolein Drugs 0.000 description 1
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 1
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
- 229940117972 triolein Drugs 0.000 description 1
- ZEMPKEQAKRGZGQ-VBJOUPRGSA-N triricinolein Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/C[C@H](O)CCCCCC)COC(=O)CCCCCCC\C=C/C[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-VBJOUPRGSA-N 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/27—Zinc; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/29—Titanium; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
Definitions
- the present invention relates to a water-in-oil emulsion cosmetic composition.
- Cosmetics with UV protection effects such as sunscreens generally use metal oxide particles such as titanium oxide particles and zinc oxide particles as ultraviolet scattering agent particles. Further, such metal oxide particles are often dispersed in liquid oil and incorporated into cosmetics.
- silicone treatment is often performed on the surfaces of the particles.
- Patent Document 1 discloses a particulate metal oxide dispersion composition in which particulate metal oxide is dispersed in a non-silicone oil agent. More specifically, the particulate metal oxide dispersion composition of Patent Document 1 has the following components (a) to (c): (a) The particle size of the particles is surface-treated with trialkoxyalkylsilane and is 1 to 100 nm. It is characterized by containing one or more oil agents selected from the group consisting of fine particle metal oxides, (b) polyhydroxystearic acid, (c) hydrocarbon oils, and ester oils.
- Patent Document 2 0.5 to 5.0% by mass of polyhydroxystearic acid, 3.0 to 30.0% by mass of isododecane, and 0.5% of zinc oxide treated with methylhydrogenpolysiloxane are disclosed.
- a water-in-oil emulsion cosmetic containing at least ⁇ 50% by mass, 0.1 to 8.0% by mass of an organically modified clay mineral, and 0.1 to 10.0% by mass of a nonionic surfactant. is disclosed.
- the present invention aims to improve the above situation, and its purpose is to use sugar fatty acid ester-treated zinc oxide particles instead of silicone-treated zinc oxide particles, and to An object of the present invention is to provide a water-in-oil emulsion cosmetic composition that has high dispersibility in liquid oil and is difficult to cause caking.
- the present invention that achieves the above object is as follows.
- a water-in-oil emulsion cosmetic composition containing the following ingredients: Sugar fatty acid ester treated zinc oxide particles, surface-treated titanium oxide particles, polyhydroxystearic acid, organically modified clay minerals, water-based components, and liquid oil components.
- Sugar fatty acid ester treated zinc oxide particles are palmitic acid dextrin-treated zinc oxide particles.
- surface-treated titanium oxide particles are titanium oxide particles surface-treated with a surface treatment agent other than silicone.
- ⁇ Aspect 4> The content of the sugar fatty acid ester-treated zinc oxide particles is greater than the content of the surface-treated titanium oxide particles, and the total content of the surface-treated titanium oxide particles and sugar fatty acid ester-treated zinc oxide particles is 30% by mass or more. is, Composition according to any one of aspects 1 to 3.
- ⁇ Aspect 5> The composition according to any one of aspects 1 to 4, wherein the organically modified clay mineral is distearyldimonium hectorite.
- ⁇ Aspect 6> The composition according to any one of aspects 1 to 5, wherein the content of the aqueous component is 10% by mass or less.
- ⁇ Aspect 7> The composition according to any one of aspects 1 to 6, wherein the content of the polyhydroxystearic acid is 0.5 to 10% by mass.
- ⁇ Aspect 8> The composition according to any one of aspects 1 to 7, wherein the liquid oil is one or more selected from alkyl fatty acid esters, triglycerides, vegetable oils, and hydrocarbon oils.
- ⁇ Aspect 9> The composition according to any one of aspects 1 to 8, further comprising bisdiglyceryl polyacyl adipate-2.
- ⁇ Aspect 10> The composition according to any one of aspects 1 to 9, which is a sunscreen cosmetic composition.
- zinc oxide particles whose surfaces are treated with a sugar fatty acid ester are used instead of zinc oxide particles whose surfaces are treated with silicone, and the dispersibility and caking resistance of the zinc oxide particles are improved. It is possible to provide a water-in-oil emulsified cosmetic composition with excellent properties.
- composition of the present invention contains the following components: Sugar fatty acid ester treated zinc oxide particles, surface-treated titanium oxide particles, polyhydroxystearic acid, organically modified clay minerals, water-based components, and liquid oil components.
- the caking phenomenon refers to a phenomenon in which particles such as metal oxide particles that have settled due to standing still, etc., solidify together and do not return to their original dispersed state even when shaken.
- the present inventors conducted further intensive research and found that, instead of using zinc oxide particles whose surface was treated with silicone, they used zinc oxide particles whose surface was treated with sugar fatty acid ester. It was possible to obtain a water-in-oil emulsion cosmetic composition in which metal oxide particles containing zinc particles have high dispersibility and are difficult to cause caking.
- the composition of the present invention includes sugar fatty acid ester treated zinc oxide particles.
- the sugar fatty acid ester-treated zinc oxide particles can provide UV protection to the composition of the present invention.
- the sugar fatty acid ester-treated zinc oxide particles are not particularly limited, and include, for example, palmitic acid dextrin-treated zinc oxide particles, myristate dextrin-treated zinc oxide particles, (palmitic acid/hexyldecanoic acid) dextrin-treated zinc oxide particles, or ( Among them, dextrin-treated zinc oxide particles (palmitic acid/ethylhexanoate) are preferred.
- sugar fatty acid ester-treated zinc oxide particles may be commercially available as they are, or may be obtained by treating the surface of the zinc oxide particles with a sugar fatty acid ester treatment agent.
- the sugar fatty acid ester-treated zinc oxide particles are palmitic acid dextrin-treated zinc oxide particles
- the zinc oxide particles are mixed and stirred in a solution of palmitic acid dextrin for a certain period of time, and then filtered.
- Dextrin-treated zinc oxide particles can be obtained.
- the average primary particle diameter of the sugar fatty acid ester-treated zinc oxide particles is not particularly limited, and may be, for example, 5 nm or more, 10 nm or more, or 15 nm or more, or 200 nm or less, 100 nm or less, or 50 nm or less. It may be the following.
- the "average primary particle diameter" of the particles may be determined as the diameter equivalent to a circle of the projected area of the primary particles in a TEM image.
- the shape of the sugar fatty acid ester-treated zinc oxide particles is not particularly limited, and examples include spherical, plate-like, rod-like, spindle-like, needle-like, and irregular shapes.
- the content of sugar fatty acid ester-treated zinc oxide particles is not particularly limited.
- the lower limit of the content of sugar fatty acid ester-treated zinc oxide particles is, for example, 5.0% by mass or more, 10% by mass or more, based on the entire composition. It may be 15% by mass or more, 18% by mass or more, or 20% by mass or more, and preferably 15% by mass or more, 18% by mass or more, or 20% by mass or more.
- the upper limit of the content of sugar fatty acid ester-treated zinc oxide particles is, for example, 50% by mass or less, 45% by mass or less, 40% by mass or less, 35% by mass or less, based on the entire composition. It may be less than 30% by weight, less than 25% by weight, or less than 20% by weight, and preferably less than 30% by weight, less than 25% by weight, or less than 20% by weight.
- the content of the sugar fatty acid ester-treated zinc oxide particles is preferably higher than the content of the surface-treated titanium oxide particles described below, from the viewpoint of further expressing the effects of the present invention.
- the total content of the sugar fatty acid ester-treated zinc oxide particles and the surface-treated titanium oxide particles described below is not particularly limited, and from the viewpoint of obtaining a higher SPF, for example, On the other hand, it may be 5.0% by mass or more, 10% by mass or more, 15% by mass or more, 18% by mass or more, 20% by mass or more, 25% by mass or more, 30% by mass or more, or 33% by mass or more, Further, from the viewpoint of maintaining a good dispersion state, the content may be 55% by mass or less, 50% by mass or less, 45% by mass or less, 40% by mass or less, 35% by mass or less, or 33% by mass or less.
- the sugar fatty acid ester-treated zinc oxide particles and the surface-treated titanium oxide particles described below can be dispersed in the liquid oil.
- the total amount of the sugar fatty acid ester-treated zinc oxide particles and the surface-treated titanium oxide particles described below should be 30 parts by mass or more, 35 parts by mass or more, 40 parts by mass or more, based on 100 parts by mass of the liquid oil. The amount may be at least 45 parts by mass, at least 50 parts by mass, at least 55 parts by mass, or at least 60 parts by mass.
- the upper limit of the total amount of the sugar fatty acid ester-treated zinc oxide particles and the surface-treated titanium oxide particles (described below) dispersed in the liquid oil is not particularly limited, and for example, with respect to 100 parts by mass of the liquid oil in total, It may be 200 parts by weight or less, 150 parts by weight or less, or 100 parts by weight or less.
- the composition of the present invention includes surface-treated titanium oxide particles.
- the surface-treated titanium oxide particles can provide UV protection to the compositions of the present invention.
- the surface treatment may be, for example, a surface treatment for hydrophobicization.
- the surface treatment is preferably performed using a surface treatment agent other than silicone. That is, the surface-treated titanium oxide particles are preferably titanium oxide particles whose surface has been treated with a surface treatment agent other than silicone.
- the surface treatment of titanium oxide particles includes, for example, fatty acid treatment (including metal soap treatment), fluorine compound treatment, pendant treatment, titanium coupling agent treatment, oil treatment, N-acylated lysine treatment, and polyester treatment.
- fatty acid treatment including metal soap treatment
- fluorine compound treatment including metal soap treatment
- pendant treatment titanium coupling agent treatment
- oil treatment including metal soap treatment
- N-acylated lysine treatment and polyester treatment.
- polyester treatment include, but are not limited to, acrylic acid treatment, amino acid treatment, inorganic compound treatment, plasma treatment, and mechanochemical treatment.
- fatty acid treatment particularly stearic acid treatment, stearic acid soap treatment, and the like are preferred from the viewpoint of dispersion stability and the like.
- the stearic acid soap treatment examples include, but are not limited to, treatment with a metal salt of stearic acid or a mixture of stearic acid and a metal hydroxide (eg, aluminum hydroxide, etc.).
- a metal salt of stearic acid or a mixture of stearic acid and a metal hydroxide eg, aluminum hydroxide, etc.
- the titanium oxide particles are preferably surface-treated with an inorganic compound, such as aluminum hydroxide, before being surface-treated with an organic compound such as fatty acid treatment. Therefore, in a preferred embodiment, the surface of the titanium oxide particles is treated with aluminum hydroxide and fatty acid, for example.
- the surface-treated titanium oxide particles commercially available ones may be used as they are, or they may be obtained by treating the surface of the titanium oxide particles with the above-mentioned surface treatment agent.
- the average primary particle diameter of the surface-treated titanium oxide particles is not particularly limited, and may be, for example, 5 nm or more, 10 nm or more, or 15 nm or more, or 200 nm or less, 100 nm or less, or 50 nm or less. There may be.
- the shape of the surface-treated titanium oxide particles is not particularly limited, and examples include spherical, plate-like, rod-like, spindle-like, needle-like, and irregular shapes.
- the content of surface-treated titanium oxide particles is not particularly limited.
- the lower limit of the content of surface-treated titanium oxide particles is, for example, 1.0% by mass or more, 2.0% by mass or more, 3.0% by mass or more based on the entire composition. , 4.0% by mass or more, 5.0% by mass or more, 6.0% by mass or more, 7.0% by mass or more, 8.0% by mass or more, 9.0% by mass or more, 10% by mass or more, or 13 It may be % by mass or more.
- the upper limit of the content of surface-treated titanium oxide particles is, for example, 20% by mass or less, 15% by mass or less, or 13% by mass or less based on the entire composition. It's good to be there.
- the content of the surface-treated titanium oxide particles is preferably lower than the content of the sugar fatty acid ester-treated zinc oxide particles described above.
- the composition of the invention comprises polyhydroxystearic acid.
- Polyhydroxystearic acid mainly has the role of uniformly dispersing ultraviolet ray scattering agent particles such as the above-mentioned sugar fatty acid ester-treated zinc oxide particles and surface-treated titanium oxide particles in the liquid oil.
- Polyhydroxystearic acid is a compound that is oligomerized by hydroxystearic acid forming an ester bond
- commercially available products include, for example, HS Oligomer 600 (manufactured by Toyokuni Oil Co., Ltd.) and Saracos HS-6C (manufactured by Toyokuni Oil Co., Ltd.). (manufactured by Sei Oilio Co., Ltd.) are commercially available, and these can be used.
- the degree of polymerization of polyhydroxystearic acid is not particularly limited, and may be, for example, 4 to 8.
- the content of polyhydroxystearic acid is not particularly limited, and for example, the content of polyhydroxystearic acid is 0.5% by mass or more, 1.0% by mass or more, 1.5% by mass or more based on the entire composition. , 2.0% by mass or more, 2.5% by mass or more, or 3.0% by mass or more, and 10% by mass or less, 9.0% by mass or less, 8.0% by mass or less, 7. It may be 0% by weight or less, 6.0% by weight or less, 5.0% by weight or less, or 4.0% by weight or less.
- the mass ratio of polyhydroxystearic acid to the total amount of sugar fatty acid ester-treated zinc oxide particles and surface-treated titanium oxide particles may be, for example, 0.02 or more, 0.04 or more, 0.06 or more, 0.08 or more, or 0.10 or more, and 0.50 or less, 0. It may be less than or equal to .40, less than or equal to 0.30, or less than or equal to 0.20.
- the composition of the present invention includes an organically modified clay mineral.
- the caking resistance of the composition of the present invention can be improved.
- Organically modified clay mineral is a type of colloidal hydrated aluminum silicate with a three-layer structure, and a typical clay mineral represented by the following general formula (1) is modified with a quaternary ammonium salt type cationic surfactant. It is true.
- X is Al, Fe(III), Mn(III), or Cr(III)
- Y is Mg, Fe(II), Ni, Zn, or Li
- Z is K, Na, or Ca.
- organically modified clay minerals include dimethyl distearyl ammonium hectorite (disteardimonium hectorite), dimethylalkylammonium hectorite, benzyl dimethyl stearyl ammonium hectorite, and distearyl dimethyl ammonium chloride treated aluminum magnesium silicate. These include, but are not limited to: Among these, the organically modified clay mineral is preferably disteardimonium hectorite.
- organically modified clay minerals include Bentone 27 (benzyldimethylstearylammonium chloride-treated hectorite: Elementis Japan Co., Ltd.) and Bentone 38 (distearyldimethylammonium chloride-treated hectorite: Elementis Japan Co., Ltd.). etc. can be used.
- the content of the organically modified clay mineral is not particularly limited, and for example, the content of the organically modified clay mineral is 0.05% by mass or more, 0.1% by mass or more, 0.2% by mass or more based on the entire composition. , 0.3% by mass or more, 0.4% by mass or more, or 0.5% by mass or more, and 10% by mass or less, 5.0% by mass or less, or 1.0% by mass or less. It's fine.
- the composition of the invention includes an aqueous component.
- the aqueous component can impart a freshening effect to the compositions of the invention and can also improve the caking resistance of the compositions of the invention.
- aqueous components include water, monohydric alcohols such as ethanol, polyhydric alcohols such as butylene glycol, dipropylene glycol, propanediol, pentylene glycol, hexanediol, and glycerin, polyethylene glycol, and polypropylene.
- monohydric alcohols such as ethanol
- polyhydric alcohols such as butylene glycol, dipropylene glycol, propanediol, pentylene glycol, hexanediol, and glycerin
- polyethylene glycol and polypropylene.
- Polyalkylene glycols such as glycols or copolymers thereof, inorganic salts such as sodium chloride, magnesium chloride, or mixtures thereof can be used.
- the content of the aqueous component is not particularly limited, and is, for example, 1.0% by mass or more, 2.0% by mass or more, 3.0% by mass or more, or It may be 4.0% by mass or more, and 10% by mass or less, 9.0% by mass or less, 8.0% by mass or less, 7.0% by mass or less, 6.0% by mass or less, 5.0% by mass % or less, 4.0 mass % or less, 3.0 mass % or less, or 2.0 mass % or less.
- Liquid oil refers to liquid oil that has fluidity at room temperature (25°C) and normal pressure (1 atm (9.8 x 10 4 Pa)), and for example, has a melting point of 25°C or lower (preferably lower than 25°C). , 20°C or lower, 15°C or lower, or 10°C or lower).
- the liquid oil is not particularly limited, and may be, for example, one or more selected from alkyl fatty acid esters, triglycerides, vegetable oils, and hydrocarbon oils.
- alkyl fatty acid esters include palmitic acid esters such as octyl palmitate, octanoic acid esters such as cetyl octoate, glyceryl tri-2-ethylhexanoate, and pentaerythritol tetra-2-ethylhexanoate.
- isooctanoic acid esters such as, lauric acid esters such as hexyl laurate, myristate esters such as isopropyl myristate, octyldodecyl myristate, stearic acid esters such as isocetyl stearate, isostearic acid esters such as isopropyl isostearate, isopalmitic acid Examples include isopalmitic acid esters such as octyl, oleic acid esters such as isodecyl oleate, adipate diesters such as diisopropyl adipate, sebacic acid diesters such as diethyl sebacate, and ester oils such as diisostearyl malate. Not limited to these.
- triglycerides include tricaprylin, tricaproin, triisostearin, trielaidine, trierucin, trilinolein, triolein, tri(caprylic/capric) glyceryl, tri(caprylic/capric/linoleic acid) glyceryl, tri(ricinolein/caprone). ⁇ Caprylic/capric acid) glyceryl etc., but are not limited to these.
- vegetable oils examples include jojoba seed oil, olive oil, macadamia nut oil, medfoam oil, castor oil, safflower oil, sunflower oil, avocado oil, canola oil, kyonin oil, rice germ oil, rice bran oil, etc. but not limited to.
- hydrocarbon oil examples include, but are not limited to, branched hydrocarbon oils such as squalane, isododecane, and isohexadecane, and linear hydrocarbon oils such as undecane and tridecane.
- the content of liquid oil is not particularly limited, and for example, the content of liquid oil is 10% by mass or more, 20% by mass or more, 30% by mass or more, 40% by mass or more, 50% by mass or more, based on the entire composition. It may be at least 60% by mass, or at most 90% by mass, at most 80% by mass, or at most 60% by mass.
- composition of the present invention may further contain a semi-solid oil such as bisdiglyceryl polyacyl adipate-2 as an optional ingredient.
- semi-solid oil is not completely solidified or liquefied at room temperature (25°C) and normal pressure (1 atm (9.8 x 10 4 Pa)), so it is different from liquid oil and solid oil.
- solid refers to something that can maintain its solid state at room temperature (25° C.) and normal pressure (1 atmosphere (9.8 ⁇ 10 4 Pa)).
- Bisdiglyceryl polyacyl adipate-2 is an ester oil of diglycerol and adipic acid, octanoic acid, decanoic acid, isostearic acid, stearic acid, and hydroxystearic acid.
- Bisdiglyceryl polyacyl adipate-2 can function as an emollient and a water resistance enhancer in the compositions of the present invention.
- composition of the present invention when bisdiglyceryl polyacyl adipate-2 is included, its content is not particularly limited, and is, for example, 0.1% by mass or more, 0.5% by mass based on the entire composition.
- the amount may be 1.0% by mass or more, 2.0% by mass or more, or 3.0% by mass or more, and 10% by mass or less, 5.0% by mass or less, or 3.0% by mass or less. It's good to be there.
- composition of the present invention may optionally contain, for example, alcohols, humectants, thickeners, powder components (other than the above-mentioned sugar fatty acid ester-treated zinc oxide particles and surface-treated titanium oxide particles). powder), antioxidants, stabilizers, chelating agents, preservatives, fragrances, etc.
- the composition of the present invention can be prepared according to a method commonly used for water-in-oil emulsion cosmetic compositions.
- an oil phase component obtained by dispersing ultraviolet scattering agent powder such as the above-mentioned sugar fatty acid ester-treated zinc oxide particles and surface-treated titanium oxide particles in a liquid oil and an aqueous component are prepared separately, and the oil phase component is It can be prepared by adding an aqueous component while stirring and emulsifying it.
- the ultraviolet scattering agent powder such as the sugar fatty acid ester-treated zinc oxide particles and surface-treated titanium oxide particles is allowed to settle, and when it is shaken during use, the ultraviolet scattering agent is It can be made into a type of cosmetic in which powder is uniformly redispersed.
- the composition of the present invention can be used as a sunscreen cosmetic. More specifically, the composition of the present invention can be used not only as a sunscreen cream, sunscreen emulsion, or sunscreen lotion, but also as a foundation, makeup base, makeup cosmetic, or hair cosmetic that has a sunscreen effect. It can also be used as
- the blending amount is expressed in mass % based on the mass of the cosmetic composition.
- each sample container was repeatedly inverted and the state of the powder settled at the bottom of the container was evaluated according to the following evaluation criteria: "A”: If no residue was observed at the bottom of the container after it was inverted once, and no powder sedimentation occurred, "B”: When powder residue is observed at the bottom of the container after it is inverted once, and the residue disappears after being inverted and stirred more than 1 time and less than 10 times.
- caking does not occur, that is, it is evaluated that the caking resistance is the best.
- the caking resistance is evaluated to be gradually worse in the order from "B” to "D", and in particular, in the case of "D", the caking resistance is evaluated to be the worst.
- compositions of Comparative Examples 1 to 5 had good evaluation results for spreadability, but poor evaluation results for caking resistance. Furthermore, in the compositions of Comparative Examples 6 and 7, although the evaluation results for caking resistance were good, the evaluation results for spreadability were found to be poor.
Abstract
The present invention provides a water-in-oil emulsion cosmetic composition which uses zinc oxide particles having surfaces treated with a sugar fatty acid ester, and which exhibits excellent dispersibility of the zinc oxide particles and excellent caking resistance. The water-in-oil emulsion cosmetic composition contains: sugar fatty acid ester-treated zinc oxide particles, surface-treated titanium oxide particles, polyhydroxystearic acid, an organo-modified clay mineral, an aqueous component, and a liquid oil component.
Description
本発明は、油中水型乳化化粧料組成物に関する。
The present invention relates to a water-in-oil emulsion cosmetic composition.
日焼け止め等の紫外線防御効果を有する化粧料には、一般的に、酸化チタン粒子や酸化亜鉛粒子等の金属酸化物粒子を紫外線散乱剤粒子として使用している。また、このような金属酸化物粒子は、液状油分中に分散させて化粧料に配合することが多い。
Cosmetics with UV protection effects such as sunscreens generally use metal oxide particles such as titanium oxide particles and zinc oxide particles as ultraviolet scattering agent particles. Further, such metal oxide particles are often dispersed in liquid oil and incorporated into cosmetics.
一般的に、金属酸化物粒子を液状油分中に分散させる際に、粒子の表面に対してシリコーン処理を行うことが多い。
Generally, when dispersing metal oxide particles in liquid oil, silicone treatment is often performed on the surfaces of the particles.
例えば、特許文献１では、非シリコーン系油剤に微粒子金属酸化物を分散させた微粒子金属酸化物分散組成物が開示されている。より具体的には、特許文献１の微粒子金属酸化物分散組成物は、次の成分（ａ）～（ｃ）：（ａ）トリアルコキシアルキルシランで表面処理された粒子径が１～１００ｎｍである微粒子金属酸化物、（ｂ）ポリヒドロキシステアリン酸、（ｃ）炭化水素油及びエステル油よりなる群から選ばれる１種又は２種以上の油剤を含有することを特徴とする。
For example, Patent Document 1 discloses a particulate metal oxide dispersion composition in which particulate metal oxide is dispersed in a non-silicone oil agent. More specifically, the particulate metal oxide dispersion composition of Patent Document 1 has the following components (a) to (c): (a) The particle size of the particles is surface-treated with trialkoxyalkylsilane and is 1 to 100 nm. It is characterized by containing one or more oil agents selected from the group consisting of fine particle metal oxides, (b) polyhydroxystearic acid, (c) hydrocarbon oils, and ester oils.
また、特許文献２では、ポリヒドロキシステアリン酸を０．５～５．０質量％と、イソドデカンを３．０～３０．０質量％と、メチルハイドロジェンポリシロキサン処理された酸化亜鉛を０．５～５０質量％と、有機変性粘土鉱物を０．１～８．０質量％と、非イオン性界面活性剤を０．１～１０．０質量％とを少なくとも含有する油中水型乳化化粧料が開示されている。
Furthermore, in Patent Document 2, 0.5 to 5.0% by mass of polyhydroxystearic acid, 3.0 to 30.0% by mass of isododecane, and 0.5% of zinc oxide treated with methylhydrogenpolysiloxane are disclosed. A water-in-oil emulsion cosmetic containing at least ~50% by mass, 0.1 to 8.0% by mass of an organically modified clay mineral, and 0.1 to 10.0% by mass of a nonionic surfactant. is disclosed.
近年、化粧料において、ノンシリコーン化すること又はシリコーンの使用量を減少させることが求められている。
In recent years, there has been a demand for cosmetics to be silicone-free or to reduce the amount of silicone used.
本発明は、上記の事情を改善しようとするものであり、その目的は、シリコーン処理された酸化亜鉛粒子を使用せずに、代わりに、糖脂肪酸エステル処理された酸化亜鉛粒子を使用しつつ、液状油分における分散性が高く、かつケーキングしにくい油中水型乳化化粧料組成物を提供することである。
The present invention aims to improve the above situation, and its purpose is to use sugar fatty acid ester-treated zinc oxide particles instead of silicone-treated zinc oxide particles, and to An object of the present invention is to provide a water-in-oil emulsion cosmetic composition that has high dispersibility in liquid oil and is difficult to cause caking.
上記の目的を達成する本発明は、以下のとおりである。
The present invention that achieves the above object is as follows.
〈態様１〉
下記成分を含む、油中水型乳化化粧料組成物：
糖脂肪酸エステル処理酸化亜鉛粒子、
表面処理酸化チタン粒子、
ポリヒドロキシステアリン酸、
有機変性粘土鉱物、
水性成分、及び
液状油分。
〈態様２〉
前記糖脂肪酸エステル処理酸化亜鉛粒子が、パルミチン酸デキストリン処理酸化亜鉛粒子である、態様１に記載の組成物。
〈態様３〉
前記表面処理酸化チタン粒子が、シリコーン以外の表面処理剤によって表面処理された酸化チタン粒子である、態様１又は２に記載の組成物。
〈態様４〉
前記糖脂肪酸エステル処理酸化亜鉛粒子の含有量が、前記表面処理酸化チタン粒子の含有量よりも多く、かつ
前記表面処理酸化チタン粒子及び糖脂肪酸エステル処理酸化亜鉛粒子の合計含有量が３０質量％以上である、
態様１～３のいずれか一項に記載の組成物。
〈態様５〉
前記有機変性粘土鉱物が、ジステアリルジモニウムヘクトライトである、態様１～４のいずれか一項に記載の組成物。
〈態様６〉
前記水性成分の含有量が、１０質量％以下である、態様１～５のいずれか一項に記載の組成物。
〈態様７〉
前記ポリヒドロキシステアリン酸の含有量が、０．５～１０質量％である、態様１～６のいずれか一項に記載の組成物。
〈態様８〉
前記液状油分が、アルキル脂肪酸エステル、トリグリセリド、植物油、及び炭化水素油から選択される１種又は２種以上である、態様１～７のいずれか一項に記載の組成物。
〈態様９〉
ビスジグリセリルポリアシルアジペート－２を更に含む、態様１～８のいずれか一項に記載の組成物。
〈態様１０〉
日焼け止め化粧料組成物である、態様１～９のいずれか一項に記載の組成物。 <Aspect 1>
A water-in-oil emulsion cosmetic composition containing the following ingredients:
Sugar fatty acid ester treated zinc oxide particles,
surface-treated titanium oxide particles,
polyhydroxystearic acid,
organically modified clay minerals,
water-based components, and liquid oil components.
<Aspect 2>
The composition according to aspect 1, wherein the sugar fatty acid ester-treated zinc oxide particles are palmitic acid dextrin-treated zinc oxide particles.
<Aspect 3>
The composition according to aspect 1 or 2, wherein the surface-treated titanium oxide particles are titanium oxide particles surface-treated with a surface treatment agent other than silicone.
<Aspect 4>
The content of the sugar fatty acid ester-treated zinc oxide particles is greater than the content of the surface-treated titanium oxide particles, and the total content of the surface-treated titanium oxide particles and sugar fatty acid ester-treated zinc oxide particles is 30% by mass or more. is,
Composition according to any one of aspects 1 to 3.
<Aspect 5>
The composition according to any one of aspects 1 to 4, wherein the organically modified clay mineral is distearyldimonium hectorite.
<Aspect 6>
The composition according to any one of aspects 1 to 5, wherein the content of the aqueous component is 10% by mass or less.
<Aspect 7>
The composition according to any one of aspects 1 to 6, wherein the content of the polyhydroxystearic acid is 0.5 to 10% by mass.
<Aspect 8>
The composition according to any one of aspects 1 to 7, wherein the liquid oil is one or more selected from alkyl fatty acid esters, triglycerides, vegetable oils, and hydrocarbon oils.
<Aspect 9>
The composition according to any one of aspects 1 to 8, further comprising bisdiglyceryl polyacyl adipate-2.
<Aspect 10>
The composition according to any one of aspects 1 to 9, which is a sunscreen cosmetic composition.
下記成分を含む、油中水型乳化化粧料組成物：
糖脂肪酸エステル処理酸化亜鉛粒子、
表面処理酸化チタン粒子、
ポリヒドロキシステアリン酸、
有機変性粘土鉱物、
水性成分、及び
液状油分。
〈態様２〉
前記糖脂肪酸エステル処理酸化亜鉛粒子が、パルミチン酸デキストリン処理酸化亜鉛粒子である、態様１に記載の組成物。
〈態様３〉
前記表面処理酸化チタン粒子が、シリコーン以外の表面処理剤によって表面処理された酸化チタン粒子である、態様１又は２に記載の組成物。
〈態様４〉
前記糖脂肪酸エステル処理酸化亜鉛粒子の含有量が、前記表面処理酸化チタン粒子の含有量よりも多く、かつ
前記表面処理酸化チタン粒子及び糖脂肪酸エステル処理酸化亜鉛粒子の合計含有量が３０質量％以上である、
態様１～３のいずれか一項に記載の組成物。
〈態様５〉
前記有機変性粘土鉱物が、ジステアリルジモニウムヘクトライトである、態様１～４のいずれか一項に記載の組成物。
〈態様６〉
前記水性成分の含有量が、１０質量％以下である、態様１～５のいずれか一項に記載の組成物。
〈態様７〉
前記ポリヒドロキシステアリン酸の含有量が、０．５～１０質量％である、態様１～６のいずれか一項に記載の組成物。
〈態様８〉
前記液状油分が、アルキル脂肪酸エステル、トリグリセリド、植物油、及び炭化水素油から選択される１種又は２種以上である、態様１～７のいずれか一項に記載の組成物。
〈態様９〉
ビスジグリセリルポリアシルアジペート－２を更に含む、態様１～８のいずれか一項に記載の組成物。
〈態様１０〉
日焼け止め化粧料組成物である、態様１～９のいずれか一項に記載の組成物。 <Aspect 1>
A water-in-oil emulsion cosmetic composition containing the following ingredients:
Sugar fatty acid ester treated zinc oxide particles,
surface-treated titanium oxide particles,
polyhydroxystearic acid,
organically modified clay minerals,
water-based components, and liquid oil components.
<Aspect 2>
The composition according to aspect 1, wherein the sugar fatty acid ester-treated zinc oxide particles are palmitic acid dextrin-treated zinc oxide particles.
<Aspect 3>
The composition according to aspect 1 or 2, wherein the surface-treated titanium oxide particles are titanium oxide particles surface-treated with a surface treatment agent other than silicone.
<Aspect 4>
The content of the sugar fatty acid ester-treated zinc oxide particles is greater than the content of the surface-treated titanium oxide particles, and the total content of the surface-treated titanium oxide particles and sugar fatty acid ester-treated zinc oxide particles is 30% by mass or more. is,
Composition according to any one of aspects 1 to 3.
<Aspect 5>
The composition according to any one of aspects 1 to 4, wherein the organically modified clay mineral is distearyldimonium hectorite.
<Aspect 6>
The composition according to any one of aspects 1 to 5, wherein the content of the aqueous component is 10% by mass or less.
<Aspect 7>
The composition according to any one of aspects 1 to 6, wherein the content of the polyhydroxystearic acid is 0.5 to 10% by mass.
<Aspect 8>
The composition according to any one of aspects 1 to 7, wherein the liquid oil is one or more selected from alkyl fatty acid esters, triglycerides, vegetable oils, and hydrocarbon oils.
<Aspect 9>
The composition according to any one of aspects 1 to 8, further comprising bisdiglyceryl polyacyl adipate-2.
<Aspect 10>
The composition according to any one of aspects 1 to 9, which is a sunscreen cosmetic composition.
本発明によれば、表面をシリコーン処理された酸化亜鉛粒子を使用せずに、代わりに、表面を糖脂肪酸エステルにより処理された酸化亜鉛粒子を使用しつつ、酸化亜鉛粒子の分散性及びケーキング耐性に優れた油中水型乳化化粧料組成物を提供することができる。
According to the present invention, zinc oxide particles whose surfaces are treated with a sugar fatty acid ester are used instead of zinc oxide particles whose surfaces are treated with silicone, and the dispersibility and caking resistance of the zinc oxide particles are improved. It is possible to provide a water-in-oil emulsified cosmetic composition with excellent properties.
以下、本発明の実施の形態について詳述する。なお、本発明は、以下の実施の形態に限定されるものではなく、発明の本旨の範囲内で種々変形して実施できる。
Hereinafter, embodiments of the present invention will be described in detail. Note that the present invention is not limited to the following embodiments, and can be implemented with various modifications within the scope of the gist of the invention.
《油中水型乳化化粧料組成物》
本発明の油中水型乳化化粧料組成物（以下では、「本発明の組成物」とも称する）は、下記成分を含む：
糖脂肪酸エステル処理酸化亜鉛粒子、
表面処理酸化チタン粒子、
ポリヒドロキシステアリン酸、
有機変性粘土鉱物、
水性成分、及び
液状油分。 《Water-in-oil emulsified cosmetic composition》
The water-in-oil emulsion cosmetic composition of the present invention (hereinafter also referred to as "composition of the present invention") contains the following components:
Sugar fatty acid ester treated zinc oxide particles,
surface-treated titanium oxide particles,
polyhydroxystearic acid,
organically modified clay minerals,
water-based components, and liquid oil components.
本発明の油中水型乳化化粧料組成物（以下では、「本発明の組成物」とも称する）は、下記成分を含む：
糖脂肪酸エステル処理酸化亜鉛粒子、
表面処理酸化チタン粒子、
ポリヒドロキシステアリン酸、
有機変性粘土鉱物、
水性成分、及び
液状油分。 《Water-in-oil emulsified cosmetic composition》
The water-in-oil emulsion cosmetic composition of the present invention (hereinafter also referred to as "composition of the present invention") contains the following components:
Sugar fatty acid ester treated zinc oxide particles,
surface-treated titanium oxide particles,
polyhydroxystearic acid,
organically modified clay minerals,
water-based components, and liquid oil components.
酸化亜鉛粒子の表面に対して、シリコーン処理の代わりに糖脂肪酸エステル処理を行って、油中水型乳化化粧料組成物の液状油分中に分散させたところ、その分散が不十分であり、それによって化粧料組成物の伸びが悪いことがあった。また、本発明者らの鋭意研究によれば、糖脂肪酸エステル処理酸化亜鉛粒子と共に使用する分散剤を調節することによって、糖脂肪酸エステル処理酸化亜鉛粒子の分散性を改良することはできるが、ある分散状態を境に、ケーキング現象が発生することが分かった。言い換えれば、このような糖脂肪酸エステル処理酸化亜鉛粒子を含む油中水型乳化化粧料組成物では、分散性とケーキング耐性とは、トレードオフの関係にあることが分かった。
When the surface of zinc oxide particles was treated with sugar fatty acid ester instead of silicone treatment and dispersed in the liquid oil of a water-in-oil emulsion cosmetic composition, the dispersion was insufficient. Therefore, the spreadability of the cosmetic composition may be poor. In addition, according to intensive research by the present inventors, it is possible to improve the dispersibility of sugar-fatty acid ester-treated zinc oxide particles by adjusting the dispersant used together with the sugar-fatty acid ester-treated zinc oxide particles. It was found that a caking phenomenon occurs at the dispersion state. In other words, it was found that in a water-in-oil emulsion cosmetic composition containing such sugar-fatty acid ester-treated zinc oxide particles, there is a trade-off relationship between dispersibility and caking resistance.
なお、ケーキング現象とは、静置等によって沈降した金属酸化物粒子等の粒子同士が固まってしまい、振とうさせても元の分散状態に戻らない現象をいう。
Note that the caking phenomenon refers to a phenomenon in which particles such as metal oxide particles that have settled due to standing still, etc., solidify together and do not return to their original dispersed state even when shaken.
そして、本発明者らが更なる鋭意研究を行い、表面をシリコーン処理された酸化亜鉛粒子を使用せずに、その代わりに、表面を糖脂肪酸エステル処理された酸化亜鉛粒子を使用しつつ、酸化亜鉛粒子を含む金属酸化物粒子の分散性が高く、かつケーキングしにくい油中水型乳化化粧料組成物を得ることができた。
The present inventors conducted further intensive research and found that, instead of using zinc oxide particles whose surface was treated with silicone, they used zinc oxide particles whose surface was treated with sugar fatty acid ester. It was possible to obtain a water-in-oil emulsion cosmetic composition in which metal oxide particles containing zinc particles have high dispersibility and are difficult to cause caking.
〈糖脂肪酸エステル処理酸化亜鉛粒子〉
本発明の組成物は、糖脂肪酸エステル処理酸化亜鉛粒子を含む。糖脂肪酸エステル処理酸化亜鉛粒子は、本発明の組成物に紫外線防御効果を与えることができる。 <Sugar fatty acid ester treated zinc oxide particles>
The composition of the present invention includes sugar fatty acid ester treated zinc oxide particles. The sugar fatty acid ester-treated zinc oxide particles can provide UV protection to the composition of the present invention.
本発明の組成物は、糖脂肪酸エステル処理酸化亜鉛粒子を含む。糖脂肪酸エステル処理酸化亜鉛粒子は、本発明の組成物に紫外線防御効果を与えることができる。 <Sugar fatty acid ester treated zinc oxide particles>
The composition of the present invention includes sugar fatty acid ester treated zinc oxide particles. The sugar fatty acid ester-treated zinc oxide particles can provide UV protection to the composition of the present invention.
本発明において、糖脂肪酸エステル処理酸化亜鉛粒子として、特に限定されず、例えば、パルミチン酸デキストリン処理酸化亜鉛粒子、ミリスチン酸デキストリン処理酸化亜鉛粒子、（パルミチン酸／ヘキシルデカン酸）デキストリン処理酸化亜鉛、又は（パルミチン酸／エチルヘキサン酸）デキストリン処理酸化亜鉛粒子等が挙げられるが、これらのうち、パルミチン酸デキストリン処理酸化亜鉛粒子が好ましい。
In the present invention, the sugar fatty acid ester-treated zinc oxide particles are not particularly limited, and include, for example, palmitic acid dextrin-treated zinc oxide particles, myristate dextrin-treated zinc oxide particles, (palmitic acid/hexyldecanoic acid) dextrin-treated zinc oxide particles, or ( Among them, dextrin-treated zinc oxide particles (palmitic acid/ethylhexanoate) are preferred.
また、糖脂肪酸エステル処理酸化亜鉛粒子は、市販のものをそのまま用いてもよく、酸化亜鉛粒子の表面に対して、糖脂肪酸エステル処理剤で処理して得られてものであってもよい。
Furthermore, the sugar fatty acid ester-treated zinc oxide particles may be commercially available as they are, or may be obtained by treating the surface of the zinc oxide particles with a sugar fatty acid ester treatment agent.
例えば、糖脂肪酸エステル処理酸化亜鉛粒子がパルミチン酸デキストリン処理酸化亜鉛粒子である場合、パルミチン酸デキストリンの溶液中にて酸化亜鉛粒子を、一定時間で混合攪拌し、これをろ過することによって、パルミチン酸デキストリン処理酸化亜鉛粒子を得ることができる。
For example, when the sugar fatty acid ester-treated zinc oxide particles are palmitic acid dextrin-treated zinc oxide particles, the zinc oxide particles are mixed and stirred in a solution of palmitic acid dextrin for a certain period of time, and then filtered. Dextrin-treated zinc oxide particles can be obtained.
本発明において、糖脂肪酸エステル処理酸化亜鉛粒子は、その平均一次粒子径が、特に限定されず、例えば５ｎｍ以上、１０ｎｍ以上、又は１５ｎｍ以上であってもよく、また２００ｎｍ以下、１００ｎｍ以下、又は５０ｎｍ以下であってもよい。なお、本発明では、特に断りのない限り、粒子の「平均一次粒子径」は、ＴＥＭ画像における一次粒子の投影面積円相当径として求めてよい。
In the present invention, the average primary particle diameter of the sugar fatty acid ester-treated zinc oxide particles is not particularly limited, and may be, for example, 5 nm or more, 10 nm or more, or 15 nm or more, or 200 nm or less, 100 nm or less, or 50 nm or less. It may be the following. In the present invention, unless otherwise specified, the "average primary particle diameter" of the particles may be determined as the diameter equivalent to a circle of the projected area of the primary particles in a TEM image.
糖脂肪酸エステル処理酸化亜鉛粒子の形状は、特に限定されず、例えば球状、板状、棒状、紡錘状、針状、不定形状等が挙げられる。
The shape of the sugar fatty acid ester-treated zinc oxide particles is not particularly limited, and examples include spherical, plate-like, rod-like, spindle-like, needle-like, and irregular shapes.
本発明の組成物において、糖脂肪酸エステル処理酸化亜鉛粒子の含有量は、特に限定されない。より高いＳＰＦを得る観点及びケーキングを抑制する観点からは、糖脂肪酸エステル処理酸化亜鉛粒子の含有量の下限値は、組成物全体に対して、例えば５．０質量％以上、１０質量％以上、１５質量％以上、１８質量％以上、又は２０質量％以上であってよく、また、１５質量％以上、１８質量％以上、又は２０質量％以上であることが好ましい。また、分散性を向上させる観点からは、糖脂肪酸エステル処理酸化亜鉛粒子の含有量の上限値は、組成物全体に対して、例えば５０質量％以下、４５質量％以下、４０質量％以下、３５質量％以下、３０質量％以下、２５質量％以下、又は２０質量％以下であってよく、また、３０質量％以下、２５質量％以下、又は２０質量％以下であることが好ましい。
In the composition of the present invention, the content of sugar fatty acid ester-treated zinc oxide particles is not particularly limited. From the viewpoint of obtaining higher SPF and suppressing caking, the lower limit of the content of sugar fatty acid ester-treated zinc oxide particles is, for example, 5.0% by mass or more, 10% by mass or more, based on the entire composition. It may be 15% by mass or more, 18% by mass or more, or 20% by mass or more, and preferably 15% by mass or more, 18% by mass or more, or 20% by mass or more. In addition, from the viewpoint of improving dispersibility, the upper limit of the content of sugar fatty acid ester-treated zinc oxide particles is, for example, 50% by mass or less, 45% by mass or less, 40% by mass or less, 35% by mass or less, based on the entire composition. It may be less than 30% by weight, less than 25% by weight, or less than 20% by weight, and preferably less than 30% by weight, less than 25% by weight, or less than 20% by weight.
また、本発明の組成物において、糖脂肪酸エステル処理酸化亜鉛粒子の含有量は、本発明の効果をより発現させる観点から、後述する表面処理酸化チタン粒子の含有量より多いことが好ましい。
Furthermore, in the composition of the present invention, the content of the sugar fatty acid ester-treated zinc oxide particles is preferably higher than the content of the surface-treated titanium oxide particles described below, from the viewpoint of further expressing the effects of the present invention.
更に、本発明の組成物において、糖脂肪酸エステル処理酸化亜鉛粒子及び後述する表面処理酸化チタン粒子の合計含有量は、特に限定されず、より高いＳＰＦを得る観点からは、例えば、組成物全体に対して、５．０質量％以上、１０質量％以上、１５質量％以上、１８質量％以上、２０質量％以上、２５質量％以上、３０質量％以上、又は３３質量％以上であってよく、また、良好な分散状態を維持する観点からは、５５質量％以下、５０質量％以下、４５質量％以下、４０質量％以下、３５質量％以下、又は３３質量％以下であってよい。
Furthermore, in the composition of the present invention, the total content of the sugar fatty acid ester-treated zinc oxide particles and the surface-treated titanium oxide particles described below is not particularly limited, and from the viewpoint of obtaining a higher SPF, for example, On the other hand, it may be 5.0% by mass or more, 10% by mass or more, 15% by mass or more, 18% by mass or more, 20% by mass or more, 25% by mass or more, 30% by mass or more, or 33% by mass or more, Further, from the viewpoint of maintaining a good dispersion state, the content may be 55% by mass or less, 50% by mass or less, 45% by mass or less, 40% by mass or less, 35% by mass or less, or 33% by mass or less.
また、本発明の組成物において、糖脂肪酸エステル処理酸化亜鉛粒子及び後述する表面処理酸化チタン粒子は、液状油分中に分散することができる。より高いＳＰＦを得る観点からは、糖脂肪酸エステル処理酸化亜鉛粒子及び後述する表面処理酸化チタン粒子の合計は、液状油分の合計１００質量部に対して、３０質量部以上、３５質量部以上、４０質量部以上、４５質量部以上、５０質量部以上、５５質量部以上、又は６０質量部以上であってよい。また、液状油分中に分散している糖脂肪酸エステル処理酸化亜鉛粒子及び後述する表面処理酸化チタン粒子の合計量の上限は、特に限定されず、例えば、液状油分の合計１００質量部に対して、２００質量部以下、１５０質量部以下、又は１００質量部以下であってよい。
Furthermore, in the composition of the present invention, the sugar fatty acid ester-treated zinc oxide particles and the surface-treated titanium oxide particles described below can be dispersed in the liquid oil. From the viewpoint of obtaining higher SPF, the total amount of the sugar fatty acid ester-treated zinc oxide particles and the surface-treated titanium oxide particles described below should be 30 parts by mass or more, 35 parts by mass or more, 40 parts by mass or more, based on 100 parts by mass of the liquid oil. The amount may be at least 45 parts by mass, at least 50 parts by mass, at least 55 parts by mass, or at least 60 parts by mass. Further, the upper limit of the total amount of the sugar fatty acid ester-treated zinc oxide particles and the surface-treated titanium oxide particles (described below) dispersed in the liquid oil is not particularly limited, and for example, with respect to 100 parts by mass of the liquid oil in total, It may be 200 parts by weight or less, 150 parts by weight or less, or 100 parts by weight or less.
〈表面処理酸化チタン粒子〉
本発明の組成物は、表面処理酸化チタン粒子を含む。表面処理酸化チタン粒子は、本発明の組成物に紫外線防御効果を与えることができる。 <Surface treated titanium oxide particles>
The composition of the present invention includes surface-treated titanium oxide particles. The surface-treated titanium oxide particles can provide UV protection to the compositions of the present invention.
本発明の組成物は、表面処理酸化チタン粒子を含む。表面処理酸化チタン粒子は、本発明の組成物に紫外線防御効果を与えることができる。 <Surface treated titanium oxide particles>
The composition of the present invention includes surface-treated titanium oxide particles. The surface-treated titanium oxide particles can provide UV protection to the compositions of the present invention.
ここで、表面処理は、例えば疎水化のための表面処理であってよい。ノンシリコーン化又はシリコーンの使用量を減少させる観点から、表面処理としては、シリコーン以外の表面処理剤によるものが好ましい。すなわち、表面処理酸化チタン粒子は、シリコーン以外の表面処理剤によって表面処理された酸化チタン粒子であることが好ましい。
Here, the surface treatment may be, for example, a surface treatment for hydrophobicization. From the viewpoint of non-silicone formation or reduction of the amount of silicone used, the surface treatment is preferably performed using a surface treatment agent other than silicone. That is, the surface-treated titanium oxide particles are preferably titanium oxide particles whose surface has been treated with a surface treatment agent other than silicone.
酸化チタン粒子の表面処理として、より具体的には、例えば、脂肪酸処理（金属石鹸処理を含む）、フッ素化合物処理、ペンダント処理、チタンカップリング剤処理、油剤処理、Ｎ－アシル化リジン処理、ポリアクリル酸処理、アミノ酸処理、無機化合物処理、プラズマ処理、及びメカノケミカル処理等が挙げられるが、これらに限定されない。これらの表面処理の中では、分散安定性等の観点から、脂肪酸処理、特にステアリン酸処理、ステアリン酸石鹸処理等が好ましい。ステアリン酸石鹸処理として、例えば、ステアリン酸の金属塩、又はステアリン酸と金属の水酸化物（例えば水酸化アルミニウム等）との混合物による処理が挙げられるが、これらに限定されない。また、酸化チタン粒子は、酸化チタンによる触媒活性を抑制するために、脂肪酸処理等の有機化合物による表面処理の前に、無機化合物、例えば水酸化アルミニウムによる表面処理をしておくことが好ましい。したがって、好ましい態様では、酸化チタン粒子の表面は、例えば、水酸化アルミニウム及び脂肪酸処理されている。
More specifically, the surface treatment of titanium oxide particles includes, for example, fatty acid treatment (including metal soap treatment), fluorine compound treatment, pendant treatment, titanium coupling agent treatment, oil treatment, N-acylated lysine treatment, and polyester treatment. Examples include, but are not limited to, acrylic acid treatment, amino acid treatment, inorganic compound treatment, plasma treatment, and mechanochemical treatment. Among these surface treatments, fatty acid treatment, particularly stearic acid treatment, stearic acid soap treatment, and the like are preferred from the viewpoint of dispersion stability and the like. Examples of the stearic acid soap treatment include, but are not limited to, treatment with a metal salt of stearic acid or a mixture of stearic acid and a metal hydroxide (eg, aluminum hydroxide, etc.). Furthermore, in order to suppress the catalytic activity of titanium oxide, the titanium oxide particles are preferably surface-treated with an inorganic compound, such as aluminum hydroxide, before being surface-treated with an organic compound such as fatty acid treatment. Therefore, in a preferred embodiment, the surface of the titanium oxide particles is treated with aluminum hydroxide and fatty acid, for example.
なお、表面処理酸化チタン粒子は、市販のものをそのまま用いてもよく、酸化チタン粒子の表面に対して、上述した表面処理剤で処理して得られてものであってもよい。
As the surface-treated titanium oxide particles, commercially available ones may be used as they are, or they may be obtained by treating the surface of the titanium oxide particles with the above-mentioned surface treatment agent.
本発明において、表面処理酸化チタン粒子は、その平均一次粒子径が、特に限定されず、例えば５ｎｍ以上、１０ｎｍ以上、又は１５ｎｍ以上であってもよく、また２００ｎｍ以下、１００ｎｍ以下、又は５０ｎｍ以下であってもよい。
In the present invention, the average primary particle diameter of the surface-treated titanium oxide particles is not particularly limited, and may be, for example, 5 nm or more, 10 nm or more, or 15 nm or more, or 200 nm or less, 100 nm or less, or 50 nm or less. There may be.
表面処理酸化チタン粒子の形状は、特に限定されず、例えば球状、板状、棒状、紡錘状、針状、不定形状等が挙げられる。
The shape of the surface-treated titanium oxide particles is not particularly limited, and examples include spherical, plate-like, rod-like, spindle-like, needle-like, and irregular shapes.
本発明の組成物において、表面処理酸化チタン粒子の含有量は、特に限定されない。より高いＳＰＦを得る観点からは、表面処理酸化チタン粒子の含有量の下限値は、組成物全体に対して、例えば１．０質量％以上、２．０質量％以上、３．０質量％以上、４．０質量％以上、５．０質量％以上、６．０質量％以上、７．０質量％以上、８．０質量％以上、９．０質量％以上、１０質量％以上、又は１３質量％以上であってよい。また、良好な分散状態を維持する観点からは、表面処理酸化チタン粒子の含有量の上限値は、組成物全体に対して、例えば２０質量％以下、１５質量％以下、又は１３質量％以下であってよい。
In the composition of the present invention, the content of surface-treated titanium oxide particles is not particularly limited. From the viewpoint of obtaining higher SPF, the lower limit of the content of surface-treated titanium oxide particles is, for example, 1.0% by mass or more, 2.0% by mass or more, 3.0% by mass or more based on the entire composition. , 4.0% by mass or more, 5.0% by mass or more, 6.0% by mass or more, 7.0% by mass or more, 8.0% by mass or more, 9.0% by mass or more, 10% by mass or more, or 13 It may be % by mass or more. In addition, from the viewpoint of maintaining a good dispersion state, the upper limit of the content of surface-treated titanium oxide particles is, for example, 20% by mass or less, 15% by mass or less, or 13% by mass or less based on the entire composition. It's good to be there.
なお、上述したとおり、本発明の組成物において、表面処理酸化チタン粒子の含有量は、上述した糖脂肪酸エステル処理酸化亜鉛粒子の含有量より少ないことが好ましい。
Note that, as described above, in the composition of the present invention, the content of the surface-treated titanium oxide particles is preferably lower than the content of the sugar fatty acid ester-treated zinc oxide particles described above.
〈ポリヒドロキシステアリン酸〉
本発明の組成物は、ポリヒドロキシステアリン酸を含む。ポリヒドロキシステアリン酸は、主に、上述した糖脂肪酸エステル処理酸化亜鉛粒子及び表面処理酸化チタン粒子等の紫外線線散乱剤粒子を液状油分中に均一に分散させる役割を有する。 <Polyhydroxystearic acid>
The composition of the invention comprises polyhydroxystearic acid. Polyhydroxystearic acid mainly has the role of uniformly dispersing ultraviolet ray scattering agent particles such as the above-mentioned sugar fatty acid ester-treated zinc oxide particles and surface-treated titanium oxide particles in the liquid oil.
本発明の組成物は、ポリヒドロキシステアリン酸を含む。ポリヒドロキシステアリン酸は、主に、上述した糖脂肪酸エステル処理酸化亜鉛粒子及び表面処理酸化チタン粒子等の紫外線線散乱剤粒子を液状油分中に均一に分散させる役割を有する。 <Polyhydroxystearic acid>
The composition of the invention comprises polyhydroxystearic acid. Polyhydroxystearic acid mainly has the role of uniformly dispersing ultraviolet ray scattering agent particles such as the above-mentioned sugar fatty acid ester-treated zinc oxide particles and surface-treated titanium oxide particles in the liquid oil.
ポリヒドロキシステアリン酸は、ヒドロキシステアリン酸がエステル結合を形成することで、オリゴマー化した化合物であり、市販のものとしては、例えばＨＳオリゴマー６００（豊国製油株式会社製）、及びサラコスＨＳ－６Ｃ（日清オイリオ社製）等が販売されており、これらを使用することができる。また、ポリヒドロキシステアリン酸は、重合度を特に限定されず、例えば４～８であってよい。
Polyhydroxystearic acid is a compound that is oligomerized by hydroxystearic acid forming an ester bond, and commercially available products include, for example, HS Oligomer 600 (manufactured by Toyokuni Oil Co., Ltd.) and Saracos HS-6C (manufactured by Toyokuni Oil Co., Ltd.). (manufactured by Sei Oilio Co., Ltd.) are commercially available, and these can be used. Further, the degree of polymerization of polyhydroxystearic acid is not particularly limited, and may be, for example, 4 to 8.
本発明の組成物において、ポリヒドロキシステアリン酸の含有量は、特に限定されず、例えば、組成物全体に対して、０．５質量％以上、１．０質量％以上、１．５質量％以上、２．０質量％以上、２．５質量％以上、又は３．０質量％以上であってよく、また、１０質量％以下、９．０質量％以下、８．０質量％以下、７．０質量％以下、６．０質量％以下、５．０質量％以下、又は４．０質量％以下であってよい。
In the composition of the present invention, the content of polyhydroxystearic acid is not particularly limited, and for example, the content of polyhydroxystearic acid is 0.5% by mass or more, 1.0% by mass or more, 1.5% by mass or more based on the entire composition. , 2.0% by mass or more, 2.5% by mass or more, or 3.0% by mass or more, and 10% by mass or less, 9.0% by mass or less, 8.0% by mass or less, 7. It may be 0% by weight or less, 6.0% by weight or less, 5.0% by weight or less, or 4.0% by weight or less.
また、本発明の組成物において、ポリヒドロキシステアリン酸の、糖脂肪酸エステル処理酸化亜鉛粒子及び表面処理酸化チタン粒子の合計量に対する質量比（ポリヒドロキシステアリン酸の質量／糖脂肪酸エステル処理酸化亜鉛粒子及び表面処理酸化チタン粒子の合計質量）は、例えば、０．０２以上、０．０４以上、０．０６以上、０．０８以上、又は０．１０以上であってよく、また０．５０以下、０．４０以下、０．３０以下、又は０．２０以下であってよい。
Furthermore, in the composition of the present invention, the mass ratio of polyhydroxystearic acid to the total amount of sugar fatty acid ester-treated zinc oxide particles and surface-treated titanium oxide particles (mass of polyhydroxystearic acid/sugar fatty acid ester-treated zinc oxide particles and The total mass of the surface-treated titanium oxide particles may be, for example, 0.02 or more, 0.04 or more, 0.06 or more, 0.08 or more, or 0.10 or more, and 0.50 or less, 0. It may be less than or equal to .40, less than or equal to 0.30, or less than or equal to 0.20.
〈有機変性粘土鉱物〉
本発明の組成物は、有機変性粘土鉱物を含む。有機変性粘土鉱物を含むことによって、本発明の組成物のケーキング耐性を向上させることができる。 <Organically modified clay mineral>
The composition of the present invention includes an organically modified clay mineral. By including the organically modified clay mineral, the caking resistance of the composition of the present invention can be improved.
本発明の組成物は、有機変性粘土鉱物を含む。有機変性粘土鉱物を含むことによって、本発明の組成物のケーキング耐性を向上させることができる。 <Organically modified clay mineral>
The composition of the present invention includes an organically modified clay mineral. By including the organically modified clay mineral, the caking resistance of the composition of the present invention can be improved.
有機変性粘土鉱物は、三層構造を有するコロイド性含水ケイ酸アルミニウムの一種で、下記一般式（１）で表される粘土鉱物を第四級アンモニウム塩型カチオン界面活性剤で変性したものが代表的である。
（Ｘ，Ｙ）２－３（Ｓｉ，Ａｌ）４Ｏ１０（ＯＨ）２Ｚ１／３・ｎＨ２Ｏ （１）
式（１）中、Ｘは、Ａｌ、Ｆｅ（ＩＩＩ）、Ｍｎ（ＩＩＩ）、又はＣｒ（ＩＩＩ）であり、Ｙは、Ｍｇ、Ｆｅ（ＩＩ）、Ｎｉ、Ｚｎ、又はＬｉであり、かつＺは、Ｋ、Ｎａ、又はＣａである。 Organically modified clay mineral is a type of colloidal hydrated aluminum silicate with a three-layer structure, and a typical clay mineral represented by the following general formula (1) is modified with a quaternary ammonium salt type cationic surfactant. It is true.
(X, Y) 2-3 (Si, Al) 4 O 10 (OH) 2 Z 1/3・nH 2 O (1)
In formula (1), X is Al, Fe(III), Mn(III), or Cr(III), Y is Mg, Fe(II), Ni, Zn, or Li, and Z is K, Na, or Ca.
（Ｘ，Ｙ）２－３（Ｓｉ，Ａｌ）４Ｏ１０（ＯＨ）２Ｚ１／３・ｎＨ２Ｏ （１）
式（１）中、Ｘは、Ａｌ、Ｆｅ（ＩＩＩ）、Ｍｎ（ＩＩＩ）、又はＣｒ（ＩＩＩ）であり、Ｙは、Ｍｇ、Ｆｅ（ＩＩ）、Ｎｉ、Ｚｎ、又はＬｉであり、かつＺは、Ｋ、Ｎａ、又はＣａである。 Organically modified clay mineral is a type of colloidal hydrated aluminum silicate with a three-layer structure, and a typical clay mineral represented by the following general formula (1) is modified with a quaternary ammonium salt type cationic surfactant. It is true.
(X, Y) 2-3 (Si, Al) 4 O 10 (OH) 2 Z 1/3・nH 2 O (1)
In formula (1), X is Al, Fe(III), Mn(III), or Cr(III), Y is Mg, Fe(II), Ni, Zn, or Li, and Z is K, Na, or Ca.
有機変性粘土鉱物の具体例として、ジメチルジステアルアンモニウムヘクトライト（ジステアルジモニウムヘクトライト）、ジメチルアルキルアンモニウムヘクトライト、ベンジルジメチルステアリルアンモニウムヘクトライト、及び塩化ジステアリルジメチルアンモニウム処理ケイ酸アルミニウムマグネシウム等が挙げられるが、これらに限定されない。これらの中でも、有機変性粘土鉱物は、ジステアルジモニウムヘクトライトであることが好ましい。
Specific examples of organically modified clay minerals include dimethyl distearyl ammonium hectorite (disteardimonium hectorite), dimethylalkylammonium hectorite, benzyl dimethyl stearyl ammonium hectorite, and distearyl dimethyl ammonium chloride treated aluminum magnesium silicate. These include, but are not limited to: Among these, the organically modified clay mineral is preferably disteardimonium hectorite.
また、市販品の有機変性粘土鉱物として、例えば、ベントン２７（ベンジルジメチルステアリルアンモニウムクロライド処理ヘクトライト：エレメンティスジャパン株式会社）及びベントン３８（ジステアリルジメチルアンモニウムクロライド処理ヘクトライト：エレメンティスジャパン株式会社）等を使用することができる。
In addition, commercially available organically modified clay minerals include Bentone 27 (benzyldimethylstearylammonium chloride-treated hectorite: Elementis Japan Co., Ltd.) and Bentone 38 (distearyldimethylammonium chloride-treated hectorite: Elementis Japan Co., Ltd.). etc. can be used.
本発明の組成物において、有機変性粘土鉱物の含有量は、特に限定されず、例えば、組成物全体に対して、０．０５質量％以上、０．１質量％以上、０．２質量％以上、０．３質量％以上、０．４質量％以上、又は０．５質量％以上であってよく、また、１０質量％以下、５．０質量％以下、又は１．０質量％以下であってよい。
In the composition of the present invention, the content of the organically modified clay mineral is not particularly limited, and for example, the content of the organically modified clay mineral is 0.05% by mass or more, 0.1% by mass or more, 0.2% by mass or more based on the entire composition. , 0.3% by mass or more, 0.4% by mass or more, or 0.5% by mass or more, and 10% by mass or less, 5.0% by mass or less, or 1.0% by mass or less. It's fine.
〈水性成分〉
本発明の組成物は、水性成分を含む。水性成分は、本発明の組成物にみずみずしい効果を与えることができ、また、本発明の組成物のケーキング耐性を向上させることもできる。 <Aqueous component>
The composition of the invention includes an aqueous component. The aqueous component can impart a freshening effect to the compositions of the invention and can also improve the caking resistance of the compositions of the invention.
本発明の組成物は、水性成分を含む。水性成分は、本発明の組成物にみずみずしい効果を与えることができ、また、本発明の組成物のケーキング耐性を向上させることもできる。 <Aqueous component>
The composition of the invention includes an aqueous component. The aqueous component can impart a freshening effect to the compositions of the invention and can also improve the caking resistance of the compositions of the invention.
水性成分としては、特に限定されず、例えば水、並びにエタノール等の１価アルコール、ブチレングリコール、ジプロピレングリコール、プロパンジオール、ペンチレングリコール、ヘキサンジオール、及びグリセリン等の多価アルコール、ポリエチレングリコール、ポリプロピレングリコール等のポリアルキレングリコール又はそれらの共重合体、塩化ナトリウム、塩化マグネシウム、等の無機塩類、又はこれらの混合物を用いることができる。
Examples of aqueous components include water, monohydric alcohols such as ethanol, polyhydric alcohols such as butylene glycol, dipropylene glycol, propanediol, pentylene glycol, hexanediol, and glycerin, polyethylene glycol, and polypropylene. Polyalkylene glycols such as glycols or copolymers thereof, inorganic salts such as sodium chloride, magnesium chloride, or mixtures thereof can be used.
本発明の組成物において、水性成分の含有量は、特に限定されず、例えば、組成物全体に対して、１．０質量％以上、２．０質量％以上、３．０質量％以上、又は４．０質量％以上であってよく、また、１０質量％以下、９．０質量％以下、８．０質量％以下、７．０質量％以下、６．０質量％以下、５．０質量％以下、４．０質量％以下、３．０質量％以下、又は２．０質量％以下であってよい。
In the composition of the present invention, the content of the aqueous component is not particularly limited, and is, for example, 1.0% by mass or more, 2.0% by mass or more, 3.0% by mass or more, or It may be 4.0% by mass or more, and 10% by mass or less, 9.0% by mass or less, 8.0% by mass or less, 7.0% by mass or less, 6.0% by mass or less, 5.0% by mass % or less, 4.0 mass % or less, 3.0 mass % or less, or 2.0 mass % or less.
〈液状油分〉
本発明の組成物は、液状油分を含む。液状油分とは、常温（２５℃）常圧（１気圧（９．８×１０４Ｐａ））で流動性を有する液体状の油分を指し、例えば、融点が２５℃以下（好ましくは２５℃未満、２０℃以下、１５℃以下、又は１０℃以下）の油分であってよい。 <Liquid oil>
The composition of the present invention contains a liquid oil. Liquid oil refers to liquid oil that has fluidity at room temperature (25°C) and normal pressure (1 atm (9.8 x 10 4 Pa)), and for example, has a melting point of 25°C or lower (preferably lower than 25°C). , 20°C or lower, 15°C or lower, or 10°C or lower).
本発明の組成物は、液状油分を含む。液状油分とは、常温（２５℃）常圧（１気圧（９．８×１０４Ｐａ））で流動性を有する液体状の油分を指し、例えば、融点が２５℃以下（好ましくは２５℃未満、２０℃以下、１５℃以下、又は１０℃以下）の油分であってよい。 <Liquid oil>
The composition of the present invention contains a liquid oil. Liquid oil refers to liquid oil that has fluidity at room temperature (25°C) and normal pressure (1 atm (9.8 x 10 4 Pa)), and for example, has a melting point of 25°C or lower (preferably lower than 25°C). , 20°C or lower, 15°C or lower, or 10°C or lower).
本発明において、液状油分として、特に限定されず、例えば、アルキル脂肪酸エステル、トリグリセリド、植物油、及び炭化水素油から選択される１種又は２種以上であってよい。
In the present invention, the liquid oil is not particularly limited, and may be, for example, one or more selected from alkyl fatty acid esters, triglycerides, vegetable oils, and hydrocarbon oils.
より具体的には、アルキル脂肪酸エステルとして、例えば、パルミチン酸オクチル等のパルミチン酸エステル、オクタン酸セチル等のオクタン酸エステル、トリ－２－エチルヘキサン酸グリセリル、テトラ－２－エチルヘキサン酸ペンタエリスリット等のイソオクタン酸エステル、ラウリン酸ヘキシル等のラウリン酸エステル、ミリスチン酸イソプロピル、ミリスチン酸オクチルドデシル等のミリスチン酸エステル、ステアリン酸イソセチル等のステアリン酸エステル、イソステアリン酸イソプロピル等のイソステアリン酸エステル、イソパルミチン酸オクチル等のイソパルミチン酸エステル、オレイン酸イソデシル等のオレイン酸エステル、アジピン酸ジイソプロピル等のアジピン酸ジエステル、セバシン酸ジエチル等のセバシン酸ジエステル、リンゴ酸ジイソステアリル等のエステル油等が挙げられるが、これらに限定されない。
More specifically, examples of alkyl fatty acid esters include palmitic acid esters such as octyl palmitate, octanoic acid esters such as cetyl octoate, glyceryl tri-2-ethylhexanoate, and pentaerythritol tetra-2-ethylhexanoate. isooctanoic acid esters such as, lauric acid esters such as hexyl laurate, myristate esters such as isopropyl myristate, octyldodecyl myristate, stearic acid esters such as isocetyl stearate, isostearic acid esters such as isopropyl isostearate, isopalmitic acid Examples include isopalmitic acid esters such as octyl, oleic acid esters such as isodecyl oleate, adipate diesters such as diisopropyl adipate, sebacic acid diesters such as diethyl sebacate, and ester oils such as diisostearyl malate. Not limited to these.
トリグリセリドとしては、例えば、トリカプリリン、トリカプロイン、トリイソステアリン、トリエライジン、トリエルシン、トリリノレイン、トリオレイン、トリ（カプリル・カプリン酸）グリセリル、トリ（カプリル・カプリン・リノール酸）グリセリル、トリ（リシノレイン・カプロン・カプリル・カプリン酸）グリセリル等が挙げられるが、これらに限定されない。
Examples of triglycerides include tricaprylin, tricaproin, triisostearin, trielaidine, trierucin, trilinolein, triolein, tri(caprylic/capric) glyceryl, tri(caprylic/capric/linoleic acid) glyceryl, tri(ricinolein/caprone).・Caprylic/capric acid) glyceryl etc., but are not limited to these.
植物油としては、例えば、ホホバ種子油、オリーブ油、マカデミアナッツ油、メドフォーム油、ヒマシ油、紅花油、ヒマワリ油、アボカド油、キャノーラ油、キョウニン油、米胚芽油、米糠油等が挙げられるが、これらに限定されない。
Examples of vegetable oils include jojoba seed oil, olive oil, macadamia nut oil, medfoam oil, castor oil, safflower oil, sunflower oil, avocado oil, canola oil, kyonin oil, rice germ oil, rice bran oil, etc. but not limited to.
炭化水素油としては、例えば、スクワラン、イソドデカン、イソヘキサデカン等の分岐状の炭化水素油、ウンデカンやトリデカン等の直鎖状の炭化水素油等が挙げられるが、これらに限定されない。
Examples of the hydrocarbon oil include, but are not limited to, branched hydrocarbon oils such as squalane, isododecane, and isohexadecane, and linear hydrocarbon oils such as undecane and tridecane.
本発明の組成物において、液状油分の含有量は、特に限定されず、例えば、組成物の全体に対して、１０質量％以上、２０質量％以上、３０質量％以上、４０質量％以上、５０質量％以上、又は６０質量％以上であってよく、また、９０質量％以下、８０質量％以下、又は６０質量％以下であってよい。
In the composition of the present invention, the content of liquid oil is not particularly limited, and for example, the content of liquid oil is 10% by mass or more, 20% by mass or more, 30% by mass or more, 40% by mass or more, 50% by mass or more, based on the entire composition. It may be at least 60% by mass, or at most 90% by mass, at most 80% by mass, or at most 60% by mass.
〈任意成分〉
本発明の組成物は、任意成分として、ビスジグリセリルポリアシルアジペート－２等の半固形油分を更に含んでよい。 <Optional ingredients>
The composition of the present invention may further contain a semi-solid oil such as bisdiglyceryl polyacyl adipate-2 as an optional ingredient.
本発明の組成物は、任意成分として、ビスジグリセリルポリアシルアジペート－２等の半固形油分を更に含んでよい。 <Optional ingredients>
The composition of the present invention may further contain a semi-solid oil such as bisdiglyceryl polyacyl adipate-2 as an optional ingredient.
なお、本発明において、半固形油分とは、常温（２５℃）常圧（１気圧（９．８×１０４Ｐａ））で完全に固体化ないし液体化していないため、液状油分及び固形油分とは区別される油分であり、例えば２５℃超（好ましくは３０℃以上）５５℃以下（好ましくは５０℃以下）の範囲に融点を持つものとする。また、本発明において「固形」とは、常温（２５℃）常圧（１気圧（９．８×１０４Ｐａ））で固体を維持可能なものをいう。
In the present invention, semi-solid oil is not completely solidified or liquefied at room temperature (25°C) and normal pressure (1 atm (9.8 x 10 4 Pa)), so it is different from liquid oil and solid oil. is a distinct oil component, and has a melting point, for example, in the range of over 25°C (preferably 30°C or higher) and 55°C or lower (preferably 50°C or lower). Furthermore, in the present invention, "solid" refers to something that can maintain its solid state at room temperature (25° C.) and normal pressure (1 atmosphere (9.8×10 4 Pa)).
ビスジグリセリルポリアシルアジペート－２は、ジグリセロールと、アジピン酸、オクタン酸、デカン酸、イソステアリン酸、ステアリン酸、ヒドロキシステアリン酸とのエステル油である。ビスジグリセリルポリアシルアジペート－２は、本発明の組成物中において、エモリエント剤及び耐水性向上剤として機能できる。
Bisdiglyceryl polyacyl adipate-2 is an ester oil of diglycerol and adipic acid, octanoic acid, decanoic acid, isostearic acid, stearic acid, and hydroxystearic acid. Bisdiglyceryl polyacyl adipate-2 can function as an emollient and a water resistance enhancer in the compositions of the present invention.
本発明の組成物において、ビスジグリセリルポリアシルアジペート－２を含む場合のその含有量は、特に限定されず、組成物全体に対して、例えば、０．１質量％以上、０．５質量％以上、１．０質量％以上、２．０質量％以上、又は３．０質量％以上であってよく、また、１０質量％以下、５．０質量％以下、又は３．０質量％以下であってよい。
In the composition of the present invention, when bisdiglyceryl polyacyl adipate-2 is included, its content is not particularly limited, and is, for example, 0.1% by mass or more, 0.5% by mass based on the entire composition. The amount may be 1.0% by mass or more, 2.0% by mass or more, or 3.0% by mass or more, and 10% by mass or less, 5.0% by mass or less, or 3.0% by mass or less. It's good to be there.
本発明の組成物は、上述した成分の他に、随意に、例えば、アルコール類、保湿剤、増粘剤、粉体成分（上述した糖脂肪酸エステル処理酸化亜鉛粒子及び表面処理酸化チタン粒子以外の粉体）、酸化防止剤、安定化剤、キレート剤、防腐剤、香料等を更に含んでよい。
In addition to the above-mentioned components, the composition of the present invention may optionally contain, for example, alcohols, humectants, thickeners, powder components (other than the above-mentioned sugar fatty acid ester-treated zinc oxide particles and surface-treated titanium oxide particles). powder), antioxidants, stabilizers, chelating agents, preservatives, fragrances, etc.
〈調製方法及び用途〉
本発明の組成物は、油中水型乳化化粧料組成物に通常用いられている方法に従って調製することができる。例えば、上述した糖脂肪酸エステル処理酸化亜鉛粒子及び表面処理酸化チタン粒子等の紫外線散乱剤粉末を液体油分に分散させて得られた油相成分と、水性成分とを別々に調製し、油相成分を攪拌しながら水性成分を添加して乳化することによって調製できる。 <Preparation method and use>
The composition of the present invention can be prepared according to a method commonly used for water-in-oil emulsion cosmetic compositions. For example, an oil phase component obtained by dispersing ultraviolet scattering agent powder such as the above-mentioned sugar fatty acid ester-treated zinc oxide particles and surface-treated titanium oxide particles in a liquid oil and an aqueous component are prepared separately, and the oil phase component is It can be prepared by adding an aqueous component while stirring and emulsifying it.
本発明の組成物は、油中水型乳化化粧料組成物に通常用いられている方法に従って調製することができる。例えば、上述した糖脂肪酸エステル処理酸化亜鉛粒子及び表面処理酸化チタン粒子等の紫外線散乱剤粉末を液体油分に分散させて得られた油相成分と、水性成分とを別々に調製し、油相成分を攪拌しながら水性成分を添加して乳化することによって調製できる。 <Preparation method and use>
The composition of the present invention can be prepared according to a method commonly used for water-in-oil emulsion cosmetic compositions. For example, an oil phase component obtained by dispersing ultraviolet scattering agent powder such as the above-mentioned sugar fatty acid ester-treated zinc oxide particles and surface-treated titanium oxide particles in a liquid oil and an aqueous component are prepared separately, and the oil phase component is It can be prepared by adding an aqueous component while stirring and emulsifying it.
本発明の組成物は、不使用時には静置により、上述した糖脂肪酸エステル処理酸化亜鉛粒子及び表面処理酸化チタン粒子等の紫外線散乱剤粉末が沈降し、使用時に振とうすることにより、紫外線散乱剤粉末を均一に再分散させるタイプの化粧料とすることができる。
When the composition of the present invention is not in use, the ultraviolet scattering agent powder such as the sugar fatty acid ester-treated zinc oxide particles and surface-treated titanium oxide particles is allowed to settle, and when it is shaken during use, the ultraviolet scattering agent is It can be made into a type of cosmetic in which powder is uniformly redispersed.
したがって、本発明の組成物は、日焼け止め化粧料として使用することができる。より具体的には、本発明の組成物は、例えば日焼け止めクリーム、日焼け止め乳液、日焼け止めローションとして提供できるのみならず、日焼け止め効果を付与したファンデーション、化粧下地、メーキャップ化粧料、毛髪化粧料等としても使用できる。
Therefore, the composition of the present invention can be used as a sunscreen cosmetic. More specifically, the composition of the present invention can be used not only as a sunscreen cream, sunscreen emulsion, or sunscreen lotion, but also as a foundation, makeup base, makeup cosmetic, or hair cosmetic that has a sunscreen effect. It can also be used as
以下に実施例を挙げて、本発明について更に詳しく説明を行うが、本発明はこれらに限定されるものではない。なお、特に断りのない限り、配合量は化粧料組成物の質量を基準とした質量％で示す。
The present invention will be explained in more detail with reference to Examples below, but the present invention is not limited thereto. Incidentally, unless otherwise specified, the blending amount is expressed in mass % based on the mass of the cosmetic composition.
《実施例１及び２、並びに比較例１～７》
下記の表１及び表２に示す処方に基づき、実施例及び比較例の化粧料組成物を調製した。得られた各組成物について、「伸びの良さ」及び「ケーキング耐性」を、以下の基準に従って評価して、それらの結果を表１に示す。 《Examples 1 and 2 and Comparative Examples 1 to 7》
Cosmetic compositions of Examples and Comparative Examples were prepared based on the formulations shown in Tables 1 and 2 below. Each of the obtained compositions was evaluated for "spreadability" and "caking resistance" according to the following criteria, and the results are shown in Table 1.
下記の表１及び表２に示す処方に基づき、実施例及び比較例の化粧料組成物を調製した。得られた各組成物について、「伸びの良さ」及び「ケーキング耐性」を、以下の基準に従って評価して、それらの結果を表１に示す。 《Examples 1 and 2 and Comparative Examples 1 to 7》
Cosmetic compositions of Examples and Comparative Examples were prepared based on the formulations shown in Tables 1 and 2 below. Each of the obtained compositions was evaluated for "spreadability" and "caking resistance" according to the following criteria, and the results are shown in Table 1.
〈伸びの良さ〉
実施例及び比較例で得られた各組成物に対して、化粧品評価専門パネル２０名による使用テストを行った。なお、伸びの良さは、各組成物に分散されている金属酸化物粒子の分散状態に由来するものである。各組成物に対し、各パネルが以下の「評価基準」に従って「伸びの良さ」を５段階で評価し、更に全パネルの評点の平均点を以下の４段階の判定基準に従って判定した。
（評価基準）
評価結果 ： 評点
非常に良好 ： ５点
良好 ： ４点
普通 ： ３点
やや不良 ： ２点
不良 ： １点
（判定基準）
「Ａ」：平均点４以上、
「Ｂ」：平均点３以上～４未満、
「Ｃ」：平均点１．５以上～３未満、
「Ｄ」：平均点１．５未満。 <Good elongation>
Each of the compositions obtained in the Examples and Comparative Examples was subjected to a use test by a panel of 20 experts in cosmetic evaluation. In addition, the good elongation is derived from the dispersion state of the metal oxide particles dispersed in each composition. For each composition, each panel evaluated the "extensibility" in five stages according to the following "evaluation criteria", and the average score of all the panels was determined according to the following four criteria.
(Evaluation criteria)
Evaluation results: Very good: 5 points Good: 4 points Average: 3 points Slightly poor: 2 points Poor: 1 point (Judgment criteria)
"A": average score of 4 or more,
"B": average score of 3 or more but less than 4,
"C": average score of 1.5 or more but less than 3,
"D": Average score less than 1.5.
実施例及び比較例で得られた各組成物に対して、化粧品評価専門パネル２０名による使用テストを行った。なお、伸びの良さは、各組成物に分散されている金属酸化物粒子の分散状態に由来するものである。各組成物に対し、各パネルが以下の「評価基準」に従って「伸びの良さ」を５段階で評価し、更に全パネルの評点の平均点を以下の４段階の判定基準に従って判定した。
（評価基準）
評価結果 ： 評点
非常に良好 ： ５点
良好 ： ４点
普通 ： ３点
やや不良 ： ２点
不良 ： １点
（判定基準）
「Ａ」：平均点４以上、
「Ｂ」：平均点３以上～４未満、
「Ｃ」：平均点１．５以上～３未満、
「Ｄ」：平均点１．５未満。 <Good elongation>
Each of the compositions obtained in the Examples and Comparative Examples was subjected to a use test by a panel of 20 experts in cosmetic evaluation. In addition, the good elongation is derived from the dispersion state of the metal oxide particles dispersed in each composition. For each composition, each panel evaluated the "extensibility" in five stages according to the following "evaluation criteria", and the average score of all the panels was determined according to the following four criteria.
(Evaluation criteria)
Evaluation results: Very good: 5 points Good: 4 points Average: 3 points Slightly poor: 2 points Poor: 1 point (Judgment criteria)
"A": average score of 4 or more,
"B": average score of 3 or more but less than 4,
"C": average score of 1.5 or more but less than 3,
"D": Average score less than 1.5.
〈ケーキング耐性〉
実施例及び比較例で得られた各組成物に対して、沈降評価試験によるケーキング耐性の評価を行った。 <Caking resistance>
Each of the compositions obtained in Examples and Comparative Examples was evaluated for caking resistance by a sedimentation evaluation test.
実施例及び比較例で得られた各組成物に対して、沈降評価試験によるケーキング耐性の評価を行った。 <Caking resistance>
Each of the compositions obtained in Examples and Comparative Examples was evaluated for caking resistance by a sedimentation evaluation test.
より具体的には、調製した各試料を５０ｍｌのガラススクリュー管に４０ｇ充填し、常温で２４時間静置した。２４時間後に各試料容器を繰り返し反転させ、以下の評価基準に従い、容器底部に沈降した粉末の状態を評価した：
「Ａ」：１度反転させた時点で容器底部に残留物を認めず、粉末の沈降は生じていなかった場合、
「Ｂ」：１度反転させた時点で容器底部に粉末の残留物を認め、１回以上１０回以下の反転攪拌後に残留物は消失した場合、
「Ｃ」：１度反転させた時点で容器底部に粉末の残留物を認め、１１回以上３０回以下の反転攪拌後に残留物は消失した場合、
「Ｄ」：１度反転させた時点で容器底部に粉末の残留物を認め、５０回まで反転攪拌を行ってもなお残留物は消失しなかった場合。 More specifically, 40 g of each of the prepared samples was filled into a 50 ml glass screw tube and allowed to stand at room temperature for 24 hours. After 24 hours, each sample container was repeatedly inverted and the state of the powder settled at the bottom of the container was evaluated according to the following evaluation criteria:
"A": If no residue was observed at the bottom of the container after it was inverted once, and no powder sedimentation occurred,
"B": When powder residue is observed at the bottom of the container after it is inverted once, and the residue disappears after being inverted and stirred more than 1 time and less than 10 times.
"C": When a powder residue is observed at the bottom of the container after one inversion, and the residue disappears after 11 to 30 inversion stirrings,
"D": Powder residue was observed at the bottom of the container after one inversion, and the residue did not disappear even after inversion stirring was performed up to 50 times.
「Ａ」：１度反転させた時点で容器底部に残留物を認めず、粉末の沈降は生じていなかった場合、
「Ｂ」：１度反転させた時点で容器底部に粉末の残留物を認め、１回以上１０回以下の反転攪拌後に残留物は消失した場合、
「Ｃ」：１度反転させた時点で容器底部に粉末の残留物を認め、１１回以上３０回以下の反転攪拌後に残留物は消失した場合、
「Ｄ」：１度反転させた時点で容器底部に粉末の残留物を認め、５０回まで反転攪拌を行ってもなお残留物は消失しなかった場合。 More specifically, 40 g of each of the prepared samples was filled into a 50 ml glass screw tube and allowed to stand at room temperature for 24 hours. After 24 hours, each sample container was repeatedly inverted and the state of the powder settled at the bottom of the container was evaluated according to the following evaluation criteria:
"A": If no residue was observed at the bottom of the container after it was inverted once, and no powder sedimentation occurred,
"B": When powder residue is observed at the bottom of the container after it is inverted once, and the residue disappears after being inverted and stirred more than 1 time and less than 10 times.
"C": When a powder residue is observed at the bottom of the container after one inversion, and the residue disappears after 11 to 30 inversion stirrings,
"D": Powder residue was observed at the bottom of the container after one inversion, and the residue did not disappear even after inversion stirring was performed up to 50 times.
なお、上記「Ａ」の場合は、ケーキングが発生せずに、すなわちケーキング耐性が最もよいと評価される。また、「Ｂ」から「Ｄ」までの順に、ケーキング耐性が次第に悪くなっていると評価され、特に「Ｄ」の場合は、ケーキング耐性が最も悪いと評価される。
In addition, in the case of "A" above, caking does not occur, that is, it is evaluated that the caking resistance is the best. Moreover, the caking resistance is evaluated to be gradually worse in the order from "B" to "D", and in particular, in the case of "D", the caking resistance is evaluated to be the worst.
表１の結果から明らかなように、実施例１及び２の組成物の、伸びの良さ及びケーキング耐性の評価結果は、いずれも優れていることが分かった。
As is clear from the results in Table 1, the evaluation results for the spreadability and caking resistance of the compositions of Examples 1 and 2 were both found to be excellent.
これに対して、比較例１～５の組成物において、伸びの良さの評価結果は良かったものの、ケーキング耐性の評価結果が劣っていることが分かった。また、比較例６及び７の組成物において、ケーキング耐性の評価結果は良かったものの、伸びの良さの評価結果が劣っていることが分かった。
On the other hand, it was found that the compositions of Comparative Examples 1 to 5 had good evaluation results for spreadability, but poor evaluation results for caking resistance. Furthermore, in the compositions of Comparative Examples 6 and 7, although the evaluation results for caking resistance were good, the evaluation results for spreadability were found to be poor.
Claims (10)
- 下記成分を含む、油中水型乳化化粧料組成物：
糖脂肪酸エステル処理酸化亜鉛粒子、
表面処理酸化チタン粒子、
ポリヒドロキシステアリン酸、
有機変性粘土鉱物、
水性成分、及び
液状油分。 A water-in-oil emulsion cosmetic composition containing the following ingredients:
Sugar fatty acid ester treated zinc oxide particles,
surface-treated titanium oxide particles,
polyhydroxystearic acid,
organically modified clay minerals,
water-based components, and liquid oil components. - 前記糖脂肪酸エステル処理酸化亜鉛粒子が、パルミチン酸デキストリン処理酸化亜鉛粒子である、請求項１に記載の組成物。 The composition according to claim 1, wherein the sugar fatty acid ester-treated zinc oxide particles are palmitic acid dextrin-treated zinc oxide particles.
- 前記表面処理酸化チタン粒子が、シリコーン以外の表面処理剤によって表面処理された酸化チタン粒子である、請求項１に記載の組成物。 The composition according to claim 1, wherein the surface-treated titanium oxide particles are titanium oxide particles surface-treated with a surface treatment agent other than silicone.
- 前記糖脂肪酸エステル処理酸化亜鉛粒子の含有量が、前記表面処理酸化チタン粒子の含有量よりも多く、かつ
前記表面処理酸化チタン粒子及び糖脂肪酸エステル処理酸化亜鉛粒子の合計含有量が３０質量％以上である、
請求項１に記載の組成物。 The content of the sugar fatty acid ester-treated zinc oxide particles is greater than the content of the surface-treated titanium oxide particles, and the total content of the surface-treated titanium oxide particles and sugar fatty acid ester-treated zinc oxide particles is 30% by mass or more. is,
A composition according to claim 1. - 前記有機変性粘土鉱物が、ジステアリルジモニウムヘクトライトである、請求項１に記載の組成物。 The composition according to claim 1, wherein the organically modified clay mineral is distearyldimonium hectorite.
- 前記水性成分の含有量が、１０質量％以下である、請求項１に記載の組成物。 The composition according to claim 1, wherein the content of the aqueous component is 10% by mass or less.
- 前記ポリヒドロキシステアリン酸の含有量が、０．５～１０質量％である、請求項１に記載の組成物。 The composition according to claim 1, wherein the content of the polyhydroxystearic acid is 0.5 to 10% by mass.
- 前記液状油分が、アルキル脂肪酸エステル、トリグリセリド、植物油、及び炭化水素油から選択される１種又は２種以上である、請求項１に記載の組成物。 The composition according to claim 1, wherein the liquid oil is one or more selected from alkyl fatty acid esters, triglycerides, vegetable oils, and hydrocarbon oils.
- ビスジグリセリルポリアシルアジペート－２を更に含む、請求項１に記載の組成物。 The composition according to claim 1, further comprising bisdiglyceryl polyacyl adipate-2.
- 日焼け止め化粧料組成物である、請求項１～９のいずれか一項に記載の組成物。 The composition according to any one of claims 1 to 9, which is a sunscreen cosmetic composition.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2020502187A (en) * | 2016-12-21 | 2020-01-23 | ロレアル | Water-in-oil emulsion containing organopolysiloxane elastomer powder coated with specific emulsification system, lipophilic clay and silicone resin |
| JP2022044035A (en) * | 2020-09-04 | 2022-03-16 | ロート製薬株式会社 | Emulsion composition |
| WO2022092097A1 (en) * | 2020-10-27 | 2022-05-05 | 株式会社コーセー | Water-in-oil emulsion cosmetic |
| JP2022072074A (en) * | 2020-10-29 | 2022-05-17 | 株式会社 資生堂 | Water-in-oil type emulsified sunscreen cosmetic |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2020502187A (en) * | 2016-12-21 | 2020-01-23 | ロレアル | Water-in-oil emulsion containing organopolysiloxane elastomer powder coated with specific emulsification system, lipophilic clay and silicone resin |
| JP2022044035A (en) * | 2020-09-04 | 2022-03-16 | ロート製薬株式会社 | Emulsion composition |
| WO2022092097A1 (en) * | 2020-10-27 | 2022-05-05 | 株式会社コーセー | Water-in-oil emulsion cosmetic |
| JP2022072074A (en) * | 2020-10-29 | 2022-05-17 | 株式会社 資生堂 | Water-in-oil type emulsified sunscreen cosmetic |
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