EP4391993A1 - W/o-zusammensetzung mit organischem uv-filter und sphärischer hydrophober kieselsäure - Google Patents
W/o-zusammensetzung mit organischem uv-filter und sphärischer hydrophober kieselsäureInfo
- Publication number
- EP4391993A1 EP4391993A1 EP22765243.5A EP22765243A EP4391993A1 EP 4391993 A1 EP4391993 A1 EP 4391993A1 EP 22765243 A EP22765243 A EP 22765243A EP 4391993 A1 EP4391993 A1 EP 4391993A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- composition according
- weight
- hydrophobic silica
- spherical hydrophobic
- 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
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 211
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- 239000000377 silicon dioxide Substances 0.000 title claims abstract description 74
- 230000002209 hydrophobic effect Effects 0.000 title claims abstract description 69
- 239000004904 UV filter Substances 0.000 claims abstract description 40
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 31
- 239000000126 substance Substances 0.000 claims abstract description 29
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- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 claims description 8
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- FDATWRLUYRHCJE-UHFFFAOYSA-N diethylamino hydroxybenzoyl hexyl benzoate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(=O)C1=CC=C(N(CC)CC)C=C1O FDATWRLUYRHCJE-UHFFFAOYSA-N 0.000 claims description 4
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- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 4
- XFKBBSZEQRFVSL-UHFFFAOYSA-N dipropan-2-yl decanedioate Chemical compound CC(C)OC(=O)CCCCCCCCC(=O)OC(C)C XFKBBSZEQRFVSL-UHFFFAOYSA-N 0.000 claims description 4
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- 229940100498 polysilicone-15 Drugs 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- KJCLYACXIWMFCC-UHFFFAOYSA-M sodium;5-benzoyl-4-hydroxy-2-methoxybenzenesulfonate Chemical compound [Na+].C1=C(S([O-])(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 KJCLYACXIWMFCC-UHFFFAOYSA-M 0.000 claims description 4
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- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 claims description 3
- ALBXRBNFWICCSC-UHFFFAOYSA-N 2-(5,5-dimethyl-1,1-diphenylhex-1-en-3-ylidene)propanedioic acid Chemical compound C=1C=CC=CC=1C(=CC(CC(C)(C)C)=C(C(O)=O)C(O)=O)C1=CC=CC=C1 ALBXRBNFWICCSC-UHFFFAOYSA-N 0.000 claims description 3
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- 125000001303 disiloxanyl group Chemical group [H][Si]([*])([H])O[Si]([H])([H])[H] 0.000 claims description 3
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- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims 1
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- FWFUWXVFYKCSQA-UHFFFAOYSA-M sodium;2-methyl-2-(prop-2-enoylamino)propane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(C)(C)NC(=O)C=C FWFUWXVFYKCSQA-UHFFFAOYSA-M 0.000 description 1
- JJMIAJGBZGZNHA-UHFFFAOYSA-N sodium;styrene Chemical compound [Na].C=CC1=CC=CC=C1 JJMIAJGBZGZNHA-UHFFFAOYSA-N 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 229940031439 squalene Drugs 0.000 description 1
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 230000037072 sun protection Effects 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- 150000000000 tetracarboxylic acids Chemical class 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical class CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- YRZGMTHQPGNLEK-UHFFFAOYSA-N tetradecyl propionate Chemical compound CCCCCCCCCCCCCCOC(=O)CC YRZGMTHQPGNLEK-UHFFFAOYSA-N 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- 229940118576 triisostearyl citrate Drugs 0.000 description 1
- VMPHSYLJUKZBJJ-UHFFFAOYSA-N trilaurin Chemical compound CCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCC VMPHSYLJUKZBJJ-UHFFFAOYSA-N 0.000 description 1
- DGXNWWJYEMQHED-UHFFFAOYSA-N trimethyl-(4-methyl-3-oxopent-4-enyl)azanium Chemical compound CC(=C)C(=O)CC[N+](C)(C)C DGXNWWJYEMQHED-UHFFFAOYSA-N 0.000 description 1
- VZTGWJFIMGVKSN-UHFFFAOYSA-O trimethyl-[3-(2-methylprop-2-enoylamino)propyl]azanium Chemical compound CC(=C)C(=O)NCCC[N+](C)(C)C VZTGWJFIMGVKSN-UHFFFAOYSA-O 0.000 description 1
- LINXHFKHZLOLEI-UHFFFAOYSA-N trimethyl-[phenyl-bis(trimethylsilyloxy)silyl]oxysilane Chemical compound C[Si](C)(C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)C1=CC=CC=C1 LINXHFKHZLOLEI-UHFFFAOYSA-N 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical group CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229940026256 trioctyldodecyl citrate Drugs 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1
- FQAZRHVERGEKOS-UHFFFAOYSA-N tripropan-2-yl 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(C)OC(=O)CC(O)(C(=O)OC(C)C)CC(=O)OC(C)C FQAZRHVERGEKOS-UHFFFAOYSA-N 0.000 description 1
- COXJMKGEQAWXNP-UHFFFAOYSA-N tris(14-methylpentadecyl) 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(C)CCCCCCCCCCCCCOC(=O)CC(O)(C(=O)OCCCCCCCCCCCCCC(C)C)CC(=O)OCCCCCCCCCCCCCC(C)C COXJMKGEQAWXNP-UHFFFAOYSA-N 0.000 description 1
- ICWQKCGSIHTZNI-UHFFFAOYSA-N tris(16-methylheptadecyl) 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)CC(O)(C(=O)OCCCCCCCCCCCCCCCC(C)C)CC(=O)OCCCCCCCCCCCCCCCC(C)C ICWQKCGSIHTZNI-UHFFFAOYSA-N 0.000 description 1
- BIEMOBPNIWQLMF-UHFFFAOYSA-N tris(2-octyldodecyl) 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CCCCCCCCCCC(CCCCCCCC)COC(=O)CC(O)(C(=O)OCC(CCCCCCCC)CCCCCCCCCC)CC(=O)OCC(CCCCCCCC)CCCCCCCCCC BIEMOBPNIWQLMF-UHFFFAOYSA-N 0.000 description 1
- NELZVYZKKXHHAB-IUPFWZBJSA-N tris[(z)-octadec-9-enyl] 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CC(O)(C(=O)OCCCCCCCC\C=C/CCCCCCCC)CC(=O)OCCCCCCCC\C=C/CCCCCCCC NELZVYZKKXHHAB-IUPFWZBJSA-N 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229920003176 water-insoluble polymer Polymers 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 229940098697 zinc laurate Drugs 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- GPYYEEJOMCKTPR-UHFFFAOYSA-L zinc;dodecanoate Chemical compound [Zn+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O GPYYEEJOMCKTPR-UHFFFAOYSA-L 0.000 description 1
Classifications
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- 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
- A61K8/064—Water-in-oil emulsions, e.g. Water-in-silicone 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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0241—Containing particulates characterized by their shape and/or structure
- A61K8/025—Explicitly spheroidal or spherical shape
-
- 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
- A61K8/25—Silicon; 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
- A61K8/31—Hydrocarbons
-
- 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
- A61K8/37—Esters of carboxylic acids
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- 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
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4966—Triazines or their condensed derivatives
-
- 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
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K8/585—Organosilicon compounds
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
Definitions
- the present invention relates to a composition, in the form of a W/O emulsion, including organic UV filter(s) and spherical hydrophobic silica(s).
- anti-sun compositions often take the form of oil-in-water or water-in-oil emulsions, of gels, or of non-aqueous products which contain, in various concentrations, one or more insoluble and/or fat-soluble and/or water-soluble, organic and/or inorganic UV filters that are capable of selectively absorbing the harmful UV radiation.
- UV filters and their amounts are selected as a function of the desired sun protection factor (SPF).
- an organic UV filter in a composition, such as an anti-sun composition, makes the composition difficult to spread, and a heavy sensation when using the composition.
- the amount of the (a) organic UV fdter(s) in the composition according to the present invention may be from 1% to 40% by weight, preferably from 5% to 35% by weight, and more preferably from 10% to 30% by weight, relative to the total weight of the composition.
- the (b) spherical hydrophobic silica may have an average circularity determined by an image analysis method of 0.8 or more, and preferably 0.82 or more.
- the (b) spherical hydrophobic silica may have an oil-absorbing capacity, measured at the wet point, of 2 ml/g or more, preferably 3 ml/g or more, more preferably 4 ml/g or more, and most preferably from 5 ml/g or more.
- the (b) spherical hydrophobic silica may have a specific surface area determined by BET method of 200 m 2 /g or more, preferably 400 m 2 /g or more, and more preferably 500 m 2 /g or more.
- the (b) spherical hydrophobic silica may have a pore volume determined by BJH method of 1 ml/g or more, preferably 2 ml/g or more, and more preferably 3 ml/g or more.
- the (b) spherical hydrophobic silica may have a peak pore radius determined by BJH method of 5 nm or more, preferably 10 nm or more, and more preferably 12 nm or more.
- the (b) spherical hydrophobic silica may have an average particle size of from 0.5 pm to 30 pm, preferably from 1 pm to 20 pm, and more preferably from 2 pm to 15 pm.
- the amount of the (b) spherical hydrophobic silica(s) in the composition according to the present invention may be from 0.1% to 15% by weight, preferably from 0.5% to 10% by weight, and more preferably from 1% to 5% by weight, relative to the total weight of the composition.
- the weight ratio of the amount of the (a) UV filter(s) to the amount of the (b) spherical hydrophobic silica(s) in the composition according to the present invention may be from 3 to 35, preferably from 5 to 30, and more preferably from 10 to 25.
- the present invention also relates to a use of (b) at least one spherical hydrophobic silica in a composition, in the form of a W/O emulsion, comprising (a) at least one organic UV filter, and (c) water, in order to enhance the UV absorbance of the composition and improve the spreadability of the composition.
- Figure 1 shows a graph of UV absorbance of each of the compositions according to Examples 1 and 2 and Comparative Examples 1-3.
- composition according to the present invention can provide an improved or enhanced UV absorbance, which reflects improved or enhanced protection from UV rays.
- the composition according to the present invention can be easily spread on a keratin substance such as skin, which reflects improved or enhanced spreadability when using the composition.
- composition according to the present invention can capture sebum. Therefore, the composition according to the present invention can reduce gloss on a keratin substance such as skin, and can make, for example, roughness on the skin such as pores and wrinkles less noticeable. Accordingly, the composition according to the present invention can also provide optical mattifying effects.
- composition according to the present invention comprises (a) at least one organic UV filter. If two or more (a) organic UV filters are used, they may be the same or different.
- the (a) organic UV filter may be hydrophobic or water-insoluble.
- the (a) organic UV filter may function as an oily ingredient.
- the (a) organic UV filter can constitute a continuous or outer phase of a W/O type composition.
- the (a) organic UV filter may be active in the UV-A and/or UV-B region.
- the (a) organic UV filter may be lipophilic or oil-soluble.
- benzylidenecamphor derivatives 3-benzylidene camphor, manufactured under the trademark “Mexoryl SD” by Chimex; 4-methylbenzylidene camphor, marketed under the trademark “Eusolex 6300” by Merck; benzylidene camphor sulfonic acid, manufactured under the trademark “Mexoryl SL” by Chimex; camphor benzalkonium methosulfate, manufactured under the trademark "Mexoryl SO” by Chimex; and polyacrylamidomethyl benzylidene camphor, manufactured under the trademark "Mexoryl SW” by Chimex.
- Benzotriazole compounds in particular, phenylbenzotriazole derivatives: 2-(2H- benzotriazole-2-yl)-6-dodecyl-4-methylpheno, branched and linear; and those described in USP 5240975.
- Drometrizole trisiloxane marketed under the trademark "Silatrizole” by Rhodia Chimie or “Mexoryl XL” by L’Oreal, as represented below.
- - Benzoxazole compounds 2,4-bis[5-l(dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6- (2-ethylhexyl)imino-l,3,5-triazine, marketed under the trademark Uvasorb K2A by Sigma 3V.
- the hydrophobicity may be obtained by reacting a hydrophobizing agent with a silanol group represented by the following formula existing on the surface of silica:
- R 2 and R 3 are independently a hydrocarbyl group, and the same preferable groups as those of R in the formula (1) can be given.
- R 4 represents a hydrogen atom or a hydrocarbyl group, and when it is a hydrocarbyl group, the same preferable groups as those of R in the above formula (1) can be given.
- the silanol group may be silylated by the cyclic silazanes of the above formula (2) as well, and thereby hydrophobization may be carried out.
- silanol groups may be silylated by the cyclic siloxanes of the above formula (3) as well, and thereby hydrophobization may be carried out.
- cyclic siloxanes represented by the above formula (3) include hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, and decamethylcyclopentasiloxane.
- the (b) spherical hydrophobic silica may be prepared by producing a sol of silica, turning the sol into a gel, aging the gel, washing the aged gel, replacing water in the washed gel with a solvent, treating the gel with a hydrophobizing agent, and dying the hydrophobized silica.
- peak pore radius determined by B JT method refers to the value of a pore radius which gives a peak in a pore distribution curve (volume distribution curve) which is plotted taking on the vertical axis differentiation of the cumulative pore volume by the logarithm of the pore radius obtained by analyzing, by BJH method, the adsorption isotherm of the nitrogen adsorption side obtained in the same manner as above, and taking the pore radius on the horizontal axis.
- the amount of the (b) spherical hydrophobic silica(s) in the composition according to the present invention may be from 0.1% to 15% by weight, preferably from 0.5% to 10% by weight, and more preferably from 1% to 5% by weight, relative to the total weight of the composition.
- the (d) oil may be selected from the group consisting of oils of plant or animal origin, synthetic oils, silicone oils, hydrocarbon oils, and fatty alcohols.
- ethyl palmitate ethyl hexyl palmitate
- isopropyl palmitate dicaprylyl carbonate
- alkyl myristates such as isopropyl myristate or ethyl myristate
- isocetyl stearate 2-ethylhexyl isononanoate
- isononyl isononanoate isodecyl neopentanoate
- isostearyl neopentanoate isostearyl neopentanoate.
- silicone oils may also be organomodified.
- organomodified silicones that can be used in accordance with the present invention are silicone oils as defined above and comprise in their structure one or more organofunctional groups attached via a hydrocarbon-based group.
- organosilicon compounds such as the mixture of octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol (50/50) and the mixture of octamethylcyclot
- silicones containing aryl groups mention may be made of polydiarylsiloxanes, especially polydiphenylsiloxanes and polyalkylarylsiloxanes such as phenyl silicone oil.
- hydrocarbon oils As preferable examples of hydrocarbon oils, mention may be made of, for example, linear or branched hydrocarbons such as isohexadecane, isododecane, squalane, mineral oil (e.g., liquid paraffin), paraffin, vaseline or petrolatum, naphthalenes, and the like; hydrogenated polyisobutene, isoeicosan, and decene/butene copolymer; and mixtures thereof.
- linear or branched hydrocarbons such as isohexadecane, isododecane, squalane, mineral oil (e.g., liquid paraffin), paraffin, vaseline or petrolatum, naphthalenes, and the like; hydrogenated polyisobutene, isoeicosan, and decene/butene copolymer; and mixtures thereof.
- the fatty alcohol may have the structure R-OH wherein R is chosen from saturated and unsaturated, linear and branched radicals containing from 4 to 40 carbon atoms, preferably from 6 to 30 carbon atoms, and more preferably from 12 to 20 carbon atoms.
- R may be chosen from C12-C20 alkyl and C12-C20 alkenyl groups. R may or may not be substituted with at least one hydroxyl group.
- fatty alcohol examples include lauryl alcohol, cetyl alcohol, stearyl alcohol, isostearyl alcohol, behenyl alcohol, undecylenyl alcohol, myristyl alcohol, octyldodecanol, hexyldecanol, oleyl alcohol, linoleyl alcohol, palmitoleyl alcohol, arachidonyl alcohol, erucyl alcohol, and mixtures thereof.
- the fatty alcohol be a saturated fatty alcohol.
- the fatty alcohol may be selected from straight or branched, saturated or unsaturated Ce- C30 alcohols, preferably straight or branched, saturated C6-C30 alcohols, and more preferably straight or branched, saturated C12-C20 alcohols.
- saturated fatty alcohol here means an alcohol having a long aliphatic saturated carbon chain. It is preferable that the saturated fatty alcohol be selected from any linear or branched, saturated C6-C30 fatty alcohols.
- linear or branched, saturated C12-C20 fatty alcohols may preferably be used.
- Any linear or branched, saturated C16-C20 fatty alcohols may be more preferably used.
- Branched C16-C20 fatty alcohols may be even more preferably used.
- the fatty alcohol used in the composition according to the present invention is preferably chosen from cetyl alcohol, octyldodecanol, hexyldecanol, and mixtures thereof.
- the amount of the (d) oil(s) in the composition according to the present invention may be from 5% to 30% by weight, preferably from 10% to 25% by weight, and more preferably from 15% to 20% by weight, relative to the total weight of the composition.
- composition according to the present invention may comprise at least one gel, preferably a hydrogel, which is dynamically and ionically crosslinked.
- a hydrogel which is dynamically and ionically crosslinked.
- the dynamically and ionically- crosslinked gel is hereinafter abbreviated as a DIC-gel.
- the molecular weight of the cationic polysaccharide be 500 or more, preferably 1,000 or more, more preferably 2,000 or more, and even more preferably 5,000 or more.
- the cationic polysaccharide may be selected from natural and synthetic cationic polysaccharides.
- the cationic polysaccharide be selected from cationic cellulose polymers.
- Non-limiting examples of the cationic cellulose polymers are as follows.
- Cationic cellulose polymers such as cellulose ether derivatives comprising one or more quaternary ammonium groups described, for example, in French Patent No. 1 492 597, such as the polymers sold under the names "JR" (JR 400, JR 125, JR 30M) or "LR” (LR 400, LR 30M) by the company Dow Chemical. These polymers are also defined in the CTFA dictionary as quaternary ammoniums of hydroxy ethylcellulose that have reacted with an epoxide substituted with a trimethylammonium group.
- Cationic cellulose polymers having at least one quaternary ammonium group comprising at least one fatty chain, such as alkyl, arylalkyl or alkylaryl groups comprising at least 8 carbon atoms. It is preferable that the cationic cellulose polymers be quatemized hydroxyethyl celluloses modified with at least one quaternary ammonium group comprising at least one fatty chain, such as alkyl, arylalkyl or alkylaryl groups comprising at least 8 carbon atoms, or mixtures thereof.
- the alkyl radicals borne by the quaternary ammonium group may preferably contain from 8 to 30 carbon atoms, especially from 10 to 30 carbon atoms.
- Examples of quatemized alkylhydroxyethylcelluloses containing C8-C30 fatty chains that may be mentioned include the products Quatrisoft LM 200, Quatrisoft LM-X 529-18-A, Quatrisoft LM-X 529- 18B (Cl 2 alkyl) and Quatrisoft LM-X 529-8 (C18 alkyl) or Softcat Polymer SL100, Softcat SX-1300X, Softcat SX-1300H, Softcat SL-5, Softcat SL-30, Softcat SL-60, Softcat SK-MH, Softcat SX- 400X, Softcat SX-400H, SoftCat SK-L, Softcat SK-M, and Softcat SK-H, sold by the company Dow Chemical, and the products Crodacel QM, Crodacel, QL (Cl 2 alkyl) and Crodacel QS (Cl 8 alkyl) sold by the company Croda.
- Quatrisoft LM 200 Quatrisoft LM-
- the cationic polysaccharide be selected from the group consisting of polyquatemium-4, polyquatemium-10, polyquaternium-24, polyquatemium-67, and a mixture thereof.
- the amount of the cationic polysaccharide(s) in the composition according to the present invention may be 0.01% by weight or more, preferably 0.03% by weight or more, and more preferably 0.05% by weight or more, relative to the total weight of the composition.
- the amount of the cationic polysaccharide(s) in the composition according to the present invention may be 1% by weight or less, preferably 0.5% by weight or less, and more preferably 0.1% by weight or less, relative to the total weight of the composition.
- the amount of the cationic polysaccharide(s) in the composition according to the present invention may be from 0.01% to 1% by weight, preferably from 0.03% to 0.5% by weight, and more preferably from 0.05% to 0.1% by weight, relative to the total weight of the composition.
- the composition according to the present invention may include at least one crosslinker having three or more acid groups or salt thereof. Two or more different types of crosslinkers or salts thereof may be used in combination. Thus, a single type of crosslinker or salt thereof or a combination of different types of crosslinkers or salts thereof may be used. At least one of the acid groups of the crosslinker having three or more acid groups may be in the form of a salt. All the acid groups of the crosslinker may be in the form of salts.
- salt in the present specification means a salt formed by addition of suitable base(s) to the crosslinker having three or more acid groups, which may be obtained from a reaction with the crosslinker having three or more acid groups with the base(s) according to methods known to those skilled in the art.
- suitable base(s) for example salts with alkaline metal such as Na and K, and salts with alkaline earth metal such as Mg and Ca, and ammonium salts.
- the crosslinker be selected from non-polymeric acids having three or more acid groups, more preferably from non-polymeric organic acids having three or more acid groups.
- non-polymeric here means that the crosslinker is not obtained by polymerizing two or more monomers. Therefore, the non-polymeric acid, in particular the non-polymeric organic acid, does not correspond to an acid obtained by polymerizing two or more monomers such as polycarboxylic acid.
- the molecular weight of the non-polymeric acid, in particular the non- polymeric organic acid, having three or more acid groups be 1000 or less, preferably 800 or less, and more preferably 600 or less.
- the crosslinker having three or more acid groups may have three or more acid groups selected from the group consisting of a carboxylic group, a sulfuric group, a sulfonic group, a phosphonic group, phosphoric group, a phenolic hydroxyl group, and a mixture thereof.
- the crosslinker having three or more acid groups or salt thereof may be selected from the group consisting of tricarboxylic acids, tetracarboxylic acids, pentacarboxylic acids, hexacarboxylic acids, salts thereof, and mixtures thereof.
- the crosslinker having three or more acid groups or salt thereof may be selected from the group consisting of citric acid, aconitic acid, phytic acid, EDTA, glycyrrhizin, inositol triphosphate, inositol pentakisphosphate, tripolyphosphate, adenosine triphosphate, a salt thereof, and a mixture thereof.
- the amount of the crosslinker(s) having three or more acid groups or salt(s) thereof in the composition according to the present invention may be 0.001% by weight or more, preferably 0.005% by weight or more, and more preferably 0.01% by weight or more, relative to the total weight of the composition.
- the amount of the crosslinker(s) having three or more acid groups or salt(s) thereof in the composition according to the present invention may be 1% by weight or less, preferably 0.5% by weight or less, and more preferably 0.1% by weight or less, relative to the total weight of the composition.
- the amount of the crosslinker(s) having three or more acid groups or salt(s) thereof in the composition according to the present invention may be from 0.001% to 1% by weight, preferably from 0.005% to 0.5% by weight, and more preferably from 0.01% to 0.1% by weight, relative to the total weight of the composition.
- the DIC gel can be prepared by the above cationic polysaccharide and the above crosslinker.
- the anionic polymer may have at least one negatively chargeable and/or negatively charged moiety selected from the group consisting of a sulfuric group, a sulfate group, a sulfonic group, a sulfonate group, a phosphoric group, a phosphate group, a phosphonic group, phosphoric group, a phosphonate group, a carboxylic group, and a carboxylate group.
- the anionic polymer which may comprise at least one hydrophobic chain may be obtained by copolymerization of a monomer (a) chosen from carboxylic acids comprising an a,
- the anionic polymer with at least one hydrophobic chain may be obtained by two synthetic routes:
- 2-acrylamido-2-methylpropanesulphonic acid copolymers of those disclosed in the article “Micelle formation of random copolymers of sodium 2-(acrylamido)-2-methylpropanesulfonate and nonionic surfactant macromonomer in water as studied by fluorescence and dynamic light scattering - Macromolecules, 2000, Vol. 33, No. 10 - 3694-3704” and in applications EP-A-0 750 899 and EP-A-1 069 172.
- the carboxylic acid comprising an a,P ⁇ monoethylenic unsaturation constituting the monomer (a’) can be chosen from numerous acids and in particular from acrylic acid, methacrylic acid, crotonic acid, itaconic acid and maleic acid. It is preferably acrylic or methacrylic acid.
- the copolymer can comprise a monomer (b) comprising a monoethylenic unsaturation which does not have surfactant property.
- the preferred monomers are those which give waterinsoluble polymers when they are homopolymerized. They can be chosen, for example, from C1-C4 alkyl acrylates and methacrylates, such as methyl acrylate, ethyl acrylate, butyl acrylate or the corresponding methacrylates. The more particularly preferred monomers are methyl acrylate and ethyl acrylate.
- the other monomers which can be used are, for example, styrene, vinyltoluene, vinyl acetate, acrylonitrile and vinylidene chloride.
- Unreactive monomers are preferred, these monomers being those in which the single ethylenic group is the only group which is reactive under the polymerization conditions.
- monomers which comprise groups which react under the effect of heat, such as hydroxy ethyl acrylate, can optionally be used.
- the monomer (c) is obtained by reaction of an acrylic monomer comprising an a, - monoethylenic unsaturation, such as (a), or of an isocyanate monomer comprising a monoethylenic unsaturation with a monohydric nonionic amphiphilic compound or a primary or secondary fatty amine.
- the monohydric nonionic amphiphilic compounds or the primary or secondary fatty amines used to produce the nonionic monomer (c) are well known.
- the monohydric nonionic amphiphilic compounds are generally alkoxylated hydrophobic compounds comprising an alkylene oxide forming the hydrophilic part of the molecule.
- the hydrophobic compounds are generally composed of an aliphatic alcohol or an alkylphenol, in which compounds a carbonaceous chain comprising at least six carbon atoms constitutes the hydrophobic part of the amphiphilic compound.
- composition according to the present invention can be prepared by mixing the above essential and optional ingredients in accordance with any of the processes which are well known to those skilled in the art.
- the present invention can also relate to: a cosmetic process for a keratin substance such as skin, comprising: applying to the keratin substance the composition according to the present invention; and optionally drying the composition to form a film, preferably a cosmetic film, on the keratin substance, and a use of the composition according to the present invention for the preparation of a film, preferably a cosmetic film, on a keratin substance such as skin.
- the above film may immediately change or modify the appearance of the skin by changing light reflection on the skin and the like, even if the film does not include any cosmetic active ingredient. Therefore, it may be possible for the above film to conceal skin defects such as pores or wrinkles. Further, the above film may immediately change or modify the feeling to the touch of the skin by changing the surface roughness on the skin and the like. Furthermore, the above film may immediately protect the skin by covering the surface of the skin and shielding the skin, as a barrier, from environmental stresses such as pollutants, contaminants and the like.
- the above cosmetic effects can be adjusted or controlled by changing the chemical composition, the thickness and/or the surface roughness of the above film.
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Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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JP2021138057A JP2023032127A (ja) | 2021-08-26 | 2021-08-26 | 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 |
FR2110395A FR3127691B1 (fr) | 2021-10-01 | 2021-10-01 | Composition de type e/h comprenant un filtre uv organique et une silice hydrophobe sphérique |
PCT/JP2022/030919 WO2023026893A1 (en) | 2021-08-26 | 2022-08-09 | W/o type composition comprising organic uv filter and spherical hydrophobic silica |
Publications (1)
Publication Number | Publication Date |
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EP4391993A1 true EP4391993A1 (de) | 2024-07-03 |
Family
ID=83193239
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP22765243.5A Pending EP4391993A1 (de) | 2021-08-26 | 2022-08-09 | W/o-zusammensetzung mit organischem uv-filter und sphärischer hydrophober kieselsäure |
Country Status (3)
Country | Link |
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EP (1) | EP4391993A1 (de) |
KR (1) | KR20240012564A (de) |
WO (1) | WO2023026893A1 (de) |
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US4131576A (en) | 1977-12-15 | 1978-12-26 | National Starch And Chemical Corporation | Process for the preparation of graft copolymers of a water soluble monomer and polysaccharide employing a two-phase reaction system |
US4514552A (en) | 1984-08-23 | 1985-04-30 | Desoto, Inc. | Alkali soluble latex thickeners |
US5240975A (en) | 1988-04-11 | 1993-08-31 | Ciba-Geigy Corporation | Liquid substituted 2H-benzotriazole mixtures, stabilized compositions |
US5237071A (en) | 1991-01-22 | 1993-08-17 | Fairmount Chemical Company, Inc. | Process for preparing 2,2'-methylene-bis(6-(2H-benzotriazol-2-yl)-4-hydrocarbyl phenols) |
US5166355A (en) | 1991-02-04 | 1992-11-24 | Fairmount Chemical Co., Inc. | Process for preparing substituted 2,2'-methylene-bis-[6-(2H-benzotriazol-2-yl)-4-hydrocarbyl-phenols] |
FR2680683B1 (fr) | 1991-08-29 | 1993-11-12 | Oreal | Composition cosmetique filtrante contenant un polymere filtre a structure hydrocarbonee et une silicone filtre. |
DE59509233D1 (de) | 1994-02-24 | 2001-06-13 | Haarmann & Reimer Gmbh | Kosmetische und dermatologische zubereitungen, enthaltend phenylen-1,4-bisbenzimidiazolesulfonsäuren |
EP0750899A3 (de) | 1995-06-30 | 1998-05-20 | Shiseido Company Limited | Ein aus einem wasserlöslichen amphiphilen Polyelektrolyten bestehender Emulgator oder Lösungsvermittler und eine diesen enthaltende emulgierte oder solubilisierte Zusammensetzung und ein diesen enthaltendes emulgiertes oder solubilisiertes Kosmetikum |
GB9515048D0 (en) | 1995-07-22 | 1995-09-20 | Ciba Geigy Ag | Sunscreen compositions |
DE19726184A1 (de) | 1997-06-20 | 1998-12-24 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen in Form von Emulsionen, insbesondere O/W-Makroemulsionen, O/W-Mikroemulsionen oder O/W/O-Emulsionen, mit einem Gehalt an lichtschutzwirksamen Benzotriazolderivaten |
GB9715751D0 (en) | 1997-07-26 | 1997-10-01 | Ciba Geigy Ag | Formulations |
DE19855649A1 (de) | 1998-12-03 | 2000-06-08 | Basf Ag | Dimere alpha-Alkyl-Styrolderivate als photostabile UV-Filter in kosmetischen und pharmazeutischen Zubereitungen |
JP3791739B2 (ja) * | 1999-03-17 | 2006-06-28 | 信越化学工業株式会社 | 化粧料 |
IL130883A0 (en) | 1999-07-11 | 2001-01-28 | Maoz Betzer Tsilevich | An endothermic heat shield composition and a method for the preparation thereof |
DE102005034685A1 (de) * | 2005-07-25 | 2007-02-08 | Langhals, Heinz, Prof. Dr. | Naphthalinamidinimide und Piperazino-Bisimide |
CN102378620A (zh) * | 2009-03-20 | 2012-03-14 | 宝洁公司 | 包含烃蜡和极性油的个人护理组合物 |
JP2011088832A (ja) * | 2009-10-20 | 2011-05-06 | Shin-Etsu Chemical Co Ltd | 化粧料 |
FR2982147B1 (fr) * | 2011-11-07 | 2014-03-21 | Oreal | Composition a phase huileuse continue contenant au moins un filtre uv organique lipophile et des particules d'aerogel de silice hydrophobes. |
JP6124662B2 (ja) | 2012-10-03 | 2017-05-10 | 株式会社トクヤマ | 球状金属酸化物粉末及びその製造方法 |
JP6196462B2 (ja) | 2013-04-11 | 2017-09-13 | 株式会社トクヤマ | 多孔質球状金属酸化物 |
JP6916650B2 (ja) | 2017-04-21 | 2021-08-11 | 株式会社トクヤマ | シリカエアロゲル粉体及びその製造方法 |
JP7086529B2 (ja) * | 2017-04-28 | 2022-06-20 | ロレアル | 分散体、好ましくはエマルション、より好ましくはピッカリングエマルションの形態の組成物 |
JP7536444B2 (ja) * | 2019-12-24 | 2024-08-20 | ロレアル | 球状疎水性シリカエアロゲル及びエステル油を含むw/o型エマルションの形態の化粧用組成物 |
-
2022
- 2022-08-09 KR KR1020237044679A patent/KR20240012564A/ko unknown
- 2022-08-09 WO PCT/JP2022/030919 patent/WO2023026893A1/en active Application Filing
- 2022-08-09 EP EP22765243.5A patent/EP4391993A1/de active Pending
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WO2023026893A1 (en) | 2023-03-02 |
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