EP3658104A1 - Water-in-oil emulsions which are based on cetyl diglyceryl tris(trimethylsiloxy)silyl ethyl dimethicones as emulsifier and contain aromates - Google Patents
Water-in-oil emulsions which are based on cetyl diglyceryl tris(trimethylsiloxy)silyl ethyl dimethicones as emulsifier and contain aromatesInfo
- Publication number
- EP3658104A1 EP3658104A1 EP18729357.6A EP18729357A EP3658104A1 EP 3658104 A1 EP3658104 A1 EP 3658104A1 EP 18729357 A EP18729357 A EP 18729357A EP 3658104 A1 EP3658104 A1 EP 3658104A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- group
- formula
- branched
- oil
- water
- 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.)
- Withdrawn
Links
- -1 cetyl diglyceryl tris(trimethylsiloxy)silyl ethyl dimethicones Chemical class 0.000 title claims abstract description 23
- 239000000839 emulsion Substances 0.000 title claims abstract description 20
- 239000003995 emulsifying agent Substances 0.000 title claims abstract description 18
- 235000013870 dimethyl polysiloxane Nutrition 0.000 title abstract description 11
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 title abstract description 11
- 239000002537 cosmetic Substances 0.000 claims abstract description 22
- 239000000126 substance Substances 0.000 claims abstract description 21
- 239000012071 phase Substances 0.000 claims abstract description 19
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 6
- 239000008346 aqueous phase Substances 0.000 claims abstract description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 3
- 239000003921 oil Substances 0.000 claims description 39
- 238000002360 preparation method Methods 0.000 claims description 29
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 claims description 15
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 11
- TXFPEBPIARQUIG-UHFFFAOYSA-N 4'-hydroxyacetophenone Chemical compound CC(=O)C1=CC=C(O)C=C1 TXFPEBPIARQUIG-UHFFFAOYSA-N 0.000 claims description 10
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 claims description 10
- 229960001617 ethyl hydroxybenzoate Drugs 0.000 claims description 8
- 235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 claims description 8
- 239000004403 ethyl p-hydroxybenzoate Substances 0.000 claims description 8
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 claims description 7
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 claims description 7
- 229960002216 methylparaben Drugs 0.000 claims description 7
- 239000007983 Tris buffer Substances 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 239000005711 Benzoic acid Substances 0.000 claims description 5
- 235000010233 benzoic acid Nutrition 0.000 claims description 5
- RECUKUPTGUEGMW-UHFFFAOYSA-N carvacrol Chemical compound CC(C)C1=CC=C(C)C(O)=C1 RECUKUPTGUEGMW-UHFFFAOYSA-N 0.000 claims description 5
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- 150000002170 ethers Chemical class 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 2
- 229940057917 medium chain triglycerides Drugs 0.000 claims 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 235000019198 oils Nutrition 0.000 description 29
- 239000000203 mixture Substances 0.000 description 23
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 20
- 210000003491 skin Anatomy 0.000 description 15
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 13
- 238000009472 formulation Methods 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 10
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 9
- 239000006071 cream Substances 0.000 description 9
- 239000004205 dimethyl polysiloxane Substances 0.000 description 9
- 239000007762 w/o emulsion Substances 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
- 229940008099 dimethicone Drugs 0.000 description 8
- 150000001298 alcohols Chemical class 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 235000011187 glycerol Nutrition 0.000 description 7
- 229920001296 polysiloxane Polymers 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 239000000049 pigment Substances 0.000 description 6
- 229920002545 silicone oil Polymers 0.000 description 6
- 239000003925 fat Substances 0.000 description 5
- 229920006395 saturated elastomer Polymers 0.000 description 5
- 239000001993 wax Substances 0.000 description 5
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 4
- 239000013543 active substance Substances 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 238000005191 phase separation Methods 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000011780 sodium chloride Substances 0.000 description 4
- 230000000475 sunscreen effect Effects 0.000 description 4
- 239000000516 sunscreening agent Substances 0.000 description 4
- 239000004904 UV filter Substances 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 235000019445 benzyl alcohol Nutrition 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 150000002632 lipids Chemical class 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- 235000013336 milk Nutrition 0.000 description 3
- 239000008267 milk Substances 0.000 description 3
- 210000004080 milk Anatomy 0.000 description 3
- 239000002304 perfume Substances 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 230000001953 sensory effect Effects 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- ASKIVFGGGGIGKH-UHFFFAOYSA-N 2,3-dihydroxypropyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)CO ASKIVFGGGGIGKH-UHFFFAOYSA-N 0.000 description 2
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical group COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000845 anti-microbial effect Effects 0.000 description 2
- 150000008366 benzophenones Chemical class 0.000 description 2
- 229940085262 cetyl dimethicone Drugs 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000004872 foam stabilizing agent Substances 0.000 description 2
- PMMXXYHTOMKOAZ-UHFFFAOYSA-N hexadecyl 7-methyloctanoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)CCCCCC(C)C PMMXXYHTOMKOAZ-UHFFFAOYSA-N 0.000 description 2
- 239000001023 inorganic pigment Substances 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 230000003020 moisturizing effect Effects 0.000 description 2
- 229940049964 oleate Drugs 0.000 description 2
- 229940048845 polyglyceryl-3 diisostearate Drugs 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 2
- 230000000699 topical effect Effects 0.000 description 2
- 239000003981 vehicle Substances 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- PDHSAQOQVUXZGQ-JKSUJKDBSA-N (2r,3s)-2-(3,4-dihydroxyphenyl)-3-methoxy-3,4-dihydro-2h-chromene-5,7-diol Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2OC)=CC=C(O)C(O)=C1 PDHSAQOQVUXZGQ-JKSUJKDBSA-N 0.000 description 1
- OIQXFRANQVWXJF-QBFSEMIESA-N (2z)-2-benzylidene-4,7,7-trimethylbicyclo[2.2.1]heptan-3-one Chemical compound CC1(C)C2CCC1(C)C(=O)\C2=C/C1=CC=CC=C1 OIQXFRANQVWXJF-QBFSEMIESA-N 0.000 description 1
- AALXZHPCKJILAZ-UHFFFAOYSA-N (4-propan-2-ylphenyl)methyl 2-hydroxybenzoate Chemical compound C1=CC(C(C)C)=CC=C1COC(=O)C1=CC=CC=C1O AALXZHPCKJILAZ-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- MEZZCSHVIGVWFI-UHFFFAOYSA-N 2,2'-Dihydroxy-4-methoxybenzophenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1O MEZZCSHVIGVWFI-UHFFFAOYSA-N 0.000 description 1
- TYYHDKOVFSVWON-UHFFFAOYSA-N 2-butyl-2-methoxy-1,3-diphenylpropane-1,3-dione Chemical compound C=1C=CC=CC=1C(=O)C(OC)(CCCC)C(=O)C1=CC=CC=C1 TYYHDKOVFSVWON-UHFFFAOYSA-N 0.000 description 1
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 1
- LWLRMRFJCCMNML-UHFFFAOYSA-N 2-ethylhexyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCC(CC)CCCC LWLRMRFJCCMNML-UHFFFAOYSA-N 0.000 description 1
- SFAAOBGYWOUHLU-UHFFFAOYSA-N 2-ethylhexyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(CC)CCCC SFAAOBGYWOUHLU-UHFFFAOYSA-N 0.000 description 1
- MWKPHOIHTLQZIY-UHFFFAOYSA-N 2-hexyldecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(CCCCCC)CCCCCCCC MWKPHOIHTLQZIY-UHFFFAOYSA-N 0.000 description 1
- ZWVHTXAYIKBMEE-UHFFFAOYSA-N 2-hydroxyacetophenone Chemical class OCC(=O)C1=CC=CC=C1 ZWVHTXAYIKBMEE-UHFFFAOYSA-N 0.000 description 1
- BANXPJUEBPWEOT-UHFFFAOYSA-N 2-methyl-Pentadecane Chemical compound CCCCCCCCCCCCCC(C)C BANXPJUEBPWEOT-UHFFFAOYSA-N 0.000 description 1
- GTJOHISYCKPIMT-UHFFFAOYSA-N 2-methylundecane Chemical compound CCCCCCCCCC(C)C GTJOHISYCKPIMT-UHFFFAOYSA-N 0.000 description 1
- UIVPNOBLHXUKDX-UHFFFAOYSA-N 3,5,5-trimethylhexyl 3,5,5-trimethylhexanoate Chemical compound CC(C)(C)CC(C)CCOC(=O)CC(C)CC(C)(C)C UIVPNOBLHXUKDX-UHFFFAOYSA-N 0.000 description 1
- AGNTUZCMJBTHOG-UHFFFAOYSA-N 3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]propane-1,2-diol Chemical class OCC(O)COCC(O)COCC(O)CO AGNTUZCMJBTHOG-UHFFFAOYSA-N 0.000 description 1
- NGIJJKCNSNMZLK-UHFFFAOYSA-N 3-oxo-3-(4-propan-2-ylphenyl)propanal Chemical compound CC(C)C1=CC=C(C(=O)CC=O)C=C1 NGIJJKCNSNMZLK-UHFFFAOYSA-N 0.000 description 1
- IJALWSVNUBBQRA-UHFFFAOYSA-N 4-Isopropyl-3-methylphenol Chemical compound CC(C)C1=CC=C(O)C=C1C IJALWSVNUBBQRA-UHFFFAOYSA-N 0.000 description 1
- 229940073735 4-hydroxy acetophenone Drugs 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- FBNAWLJSQORPAX-UHFFFAOYSA-N 4-methyl-3-propan-2-ylphenol Chemical compound CC(C)C1=CC(O)=CC=C1C FBNAWLJSQORPAX-UHFFFAOYSA-N 0.000 description 1
- SJIDAAGFCNIAJP-UHFFFAOYSA-N 6-methylheptyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCC(C)C SJIDAAGFCNIAJP-UHFFFAOYSA-N 0.000 description 1
- XZOYHFBNQHPJRQ-UHFFFAOYSA-N 7-methyloctanoic acid Chemical class CC(C)CCCCCC(O)=O XZOYHFBNQHPJRQ-UHFFFAOYSA-N 0.000 description 1
- XUVVLJKRLAXOKZ-UHFFFAOYSA-N 7-methyloctyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCC(C)C XUVVLJKRLAXOKZ-UHFFFAOYSA-N 0.000 description 1
- KGKQNDQDVZQTAG-UHFFFAOYSA-N 8-methylnonyl 2,2-dimethylpropanoate Chemical compound CC(C)CCCCCCCOC(=O)C(C)(C)C KGKQNDQDVZQTAG-UHFFFAOYSA-N 0.000 description 1
- 235000019489 Almond oil Nutrition 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- ACTIUHUUMQJHFO-UHFFFAOYSA-N Coenzym Q10 Natural products COC1=C(OC)C(=O)C(CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)=C(C)C1=O ACTIUHUUMQJHFO-UHFFFAOYSA-N 0.000 description 1
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 1
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 1
- 206010013786 Dry skin Diseases 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 description 1
- 229940124091 Keratolytic Drugs 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 206010040954 Skin wrinkling Diseases 0.000 description 1
- NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 description 1
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- FGUZFFWTBWJBIL-XWVZOOPGSA-N [(1r)-1-[(2s,3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)O[C@H](CO)[C@H]1OC[C@H](O)[C@H]1O FGUZFFWTBWJBIL-XWVZOOPGSA-N 0.000 description 1
- BZUVPTAFNJMPEZ-CLFAGFIQSA-N [(z)-docos-13-enyl] (z)-docos-13-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCCOC(=O)CCCCCCCCCCC\C=C/CCCCCCCC BZUVPTAFNJMPEZ-CLFAGFIQSA-N 0.000 description 1
- TXZRBCSUYLEATA-GALHSAGASA-N [(z)-docos-13-enyl] (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC TXZRBCSUYLEATA-GALHSAGASA-N 0.000 description 1
- SZAMSYKZCSDVBH-CLFAGFIQSA-N [(z)-octadec-9-enyl] (z)-docos-13-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(=O)OCCCCCCCC\C=C/CCCCCCCC SZAMSYKZCSDVBH-CLFAGFIQSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 239000008168 almond oil Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- XNEFYCZVKIDDMS-UHFFFAOYSA-N avobenzone Chemical compound C1=CC(OC)=CC=C1C(=O)CC(=O)C1=CC=C(C(C)(C)C)C=C1 XNEFYCZVKIDDMS-UHFFFAOYSA-N 0.000 description 1
- 229960005193 avobenzone Drugs 0.000 description 1
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- ACTIUHUUMQJHFO-UPTCCGCDSA-N coenzyme Q10 Chemical compound COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O ACTIUHUUMQJHFO-UPTCCGCDSA-N 0.000 description 1
- 235000017471 coenzyme Q10 Nutrition 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 229940086555 cyclomethicone Drugs 0.000 description 1
- DTPCFIHYWYONMD-UHFFFAOYSA-N decaethylene glycol Chemical compound OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO DTPCFIHYWYONMD-UHFFFAOYSA-N 0.000 description 1
- SASYSVUEVMOWPL-NXVVXOECSA-N decyl oleate Chemical compound CCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC SASYSVUEVMOWPL-NXVVXOECSA-N 0.000 description 1
- 229940000033 dermatological agent Drugs 0.000 description 1
- 239000003241 dermatological agent Substances 0.000 description 1
- 230000000368 destabilizing effect Effects 0.000 description 1
- 150000001983 dialkylethers Chemical class 0.000 description 1
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical class C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 229940102552 disteardimonium hectorite Drugs 0.000 description 1
- XJFGDLJQUJQUEI-UHFFFAOYSA-N dodecyl decanoate dodecyl octanoate Chemical compound CCCCCCCCCCCCOC(=O)CCCCCCC.CCCCCCCCCCCCOC(=O)CCCCCCCCC XJFGDLJQUJQUEI-UHFFFAOYSA-N 0.000 description 1
- 230000037336 dry skin Effects 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- UVCJGUGAGLDPAA-UHFFFAOYSA-N ensulizole Chemical compound N1C2=CC(S(=O)(=O)O)=CC=C2N=C1C1=CC=CC=C1 UVCJGUGAGLDPAA-UHFFFAOYSA-N 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000001815 facial effect Effects 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229940074052 glyceryl isostearate Drugs 0.000 description 1
- 238000009499 grossing Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- HTDJPCNNEPUOOQ-UHFFFAOYSA-N hexamethylcyclotrisiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O1 HTDJPCNNEPUOOQ-UHFFFAOYSA-N 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 229920006007 hydrogenated polyisobutylene Polymers 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- VKPSKYDESGTTFR-UHFFFAOYSA-N isododecane Natural products CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 description 1
- 229940100554 isononyl isononanoate Drugs 0.000 description 1
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 1
- 229940089456 isopropyl stearate Drugs 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- 230000001530 keratinolytic effect Effects 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 229940044591 methyl glucose dioleate Drugs 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- MJVGBKJNTFCUJM-UHFFFAOYSA-N mexenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=C(C)C=C1 MJVGBKJNTFCUJM-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- YBGZDTIWKVFICR-UHFFFAOYSA-N octinoxate Chemical compound CCCCC(CC)COC(=O)C=CC1=CC=C(OC)C=C1 YBGZDTIWKVFICR-UHFFFAOYSA-N 0.000 description 1
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical group C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 description 1
- 229960000601 octocrylene Drugs 0.000 description 1
- WCJLCOAEJIHPCW-UHFFFAOYSA-N octyl 2-hydroxybenzoate Chemical class CCCCCCCCOC(=O)C1=CC=CC=C1O WCJLCOAEJIHPCW-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 229940120511 oleyl erucate Drugs 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 229940031709 peg-30-dipolyhydroxystearate Drugs 0.000 description 1
- 229920003216 poly(methylphenylsiloxane) Polymers 0.000 description 1
- 229940100518 polyglyceryl-4 isostearate Drugs 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- ZPWFUIUNWDIYCJ-UHFFFAOYSA-N propan-2-yl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(C)C ZPWFUIUNWDIYCJ-UHFFFAOYSA-N 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000002797 proteolythic effect Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- NPCOQXAVBJJZBQ-UHFFFAOYSA-N reduced coenzyme Q9 Natural products COC1=C(O)C(C)=C(CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)C(O)=C1OC NPCOQXAVBJJZBQ-UHFFFAOYSA-N 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 230000009759 skin aging Effects 0.000 description 1
- 210000004927 skin cell Anatomy 0.000 description 1
- 230000037394 skin elasticity Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229940057429 sorbitan isostearate Drugs 0.000 description 1
- 229950004959 sorbitan oleate Drugs 0.000 description 1
- 229950011392 sorbitan stearate Drugs 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 210000000434 stratum corneum Anatomy 0.000 description 1
- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 230000036572 transepidermal water loss Effects 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
- GSEJCLTVZPLZKY-UHFFFAOYSA-O triethanolammonium Chemical class OCC[NH+](CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-O 0.000 description 1
- 229940035936 ubiquinone Drugs 0.000 description 1
- 235000013799 ultramarine blue Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052726 zirconium 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
- 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
- A61K8/18—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
- A61K8/34—Alcohols
-
- 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
- A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
-
- 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
-
- 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
- A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
-
- 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
Definitions
- the present invention relates to a cosmetic preparation preparations in the form of water-in-oil emulsions based on cetyl diglyceryl tris (trimethylsiloxy) silyl ethyldimethicone as an emulsifier, which have a content of low molecular weight aromatics.
- agents are used, for example, stimulate the activity of skin cells, but also increasingly used UV filters that block especially responsible for skin aging UVA rays. All these ingredients pose a great challenge for a pleasant sensory, as they remain as a film on the skin after evaporation of the volatile constituents of the formulation, and sensed by the consumer sensory there.
- the sensible residues are often described negatively and prevent the feeling that the product is completely "absorbed" in the skin.
- W / O emulsions are often used by consumers to condition or treat dry skin.
- W / O emulsions also offer advantages when incorporating color pigments, eg in tinted day creams and make-up.
- W / O emulsions are negative in that they leave an oily residue on the skin that is slow to penetrate.
- their physical Stability often limited. This is especially problematic when W / O emulsions with aromatics are to be formulated.
- Silicone-based emulsifiers almost exclusively contain PEG- and PPG-containing groups as a hydrophilic component. Typical representatives are Cetyl PEG / PPG-10/1 Dimethicone (Abil EM 90, 180) from Evonik or PEG-10 Dimethicone (ES-5612 Formulation Aid) from Dow Corning. These examples are successful and long-established W / O emulsifiers in the market. The choice of PEG-free silicone emulsifiers is limited. For example, KF-6100, KF-6104, KF-6105 or KSG-710, KSG-810, KSG-820, KSG-830 or KSG-840 from Shin Etsu or Abil EM 120 from Evonik can be found here.
- W / O silicone emulsifiers are used in high concentrations of several percent.
- the choice of oils for W / O emulsions and in particular for W / Si emulsions is limited, since a high proportion of non-polar oils is required for good long-term stability. Therefore, in W / Si emulsions essentially silicone oils and / or liquid hydrocarbons are used.
- the object of the present invention is therefore to provide a stable (storage-stable, transport-stable, long-term stable) water-in-oil (W / O) emulsion which can be sensory-attractive, PEG-free and can be incorporated into the aromatics but meets all the requirements for a modern facial care product.
- W / O water-in-oil
- a particularly interesting emulsifier is sold by Dow Corning under the INCI name cetyl diglyceryl tris- (trimethylsiloxy) silylethyldimethicone and under the trade designation ES-5600.
- Low molecular weight aromatics are common ingredients in cosmetic formulations. Their structure and function can be very different. Low molecular weight aromatics can be used in the group of terpenes as part of perfume oils. Again, other low molecular weight aromatics have antimicrobial or antioxidant properties. Many of these substances are good solvents which adversely affect the stability of W / O emulsions. An example of this is benzyl alcohol.
- X can denote a branched or unbranched C 1 -C 4 -alkyl chain, a hydroxy group or an O-group, and the dashed bond indicates a double bond, if X denotes an O-group, and R independently of X a branched one or unbranched C 1 -C 4 -alkyl chain, a branched or unbranched C 1 -C 4 -alkyl chain bridged via an oxygen atom or a hydroxy group.
- water-in-oil emulsions advantageously contain from 0.1 to 10.0% by weight, preferably from 0.2 to 5.0% by weight, particularly preferably from 0.5 to 4.0% by weight on the total weight of the preparation, on cetyl diglyceryl tris (trimethylsiloxy) silylethyldimethicone.
- the compound (s) of the formulas (I) and / or (II) are selected from the group of methylparaben, ethylparaben, cymenol, hydroxyacetophenone.
- Cymenol, or o-cymene-5-ol, lUPAC name 3-methyl-4- (1-methylethyl) phenol has the CAS no. 3228-02-02 and is characterized by the following structure:
- Ethyl paraben (p-hydroxybenzoic acid ethyl ester) has the CAS no. 120-47-8 and is characterized by the following structure:
- Methylparaben (p-Hydroxybenzoeklaremethylester) has the CAS no. 99-76-3 and is characterized by the following structure:
- 4-hydroxyacetophenone also called piceol
- water-in-oil emulsions advantageously contain from 0.001 to 5.0% by weight, preferably from 0.01 to 3.0% by weight, particularly preferably from 0.1 to 1.0% by weight, based on the Total weight of the preparation, of benzoic acid and / or one or more compounds of the formula (I) and / or (II), in particular one or more compounds from the group of methylparaben, ethylparaben, cymenol, hydroxyacetophenone.
- the preparations according to the invention are free-flowing but can also be formulated into creams, have very good cosmetic properties, in particular with regard to stickiness, and have very good skin compatibility and skin care performance.
- the proportion of the oil phase of the preparations according to the invention in the range from 3 to 60% by weight, based on the total weight of the preparations.
- the oil or lipid phase according to the invention may contain all oils, fats, waxes and / or lipids customary in cosmetic preparations.
- the aqueous phase of the preparations according to the invention may advantageously comprise customary cosmetic auxiliaries, for example alcohols, in particular those of low C number, preferably ethanol and / or isopropanol or polyols of low C number and their ethers, preferably propylene glycol, glycerol, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, butylene glycol, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analogous products, foam stabilizers, electrolytes, self-tanning agents, etc.
- customary cosmetic auxiliaries for example alcohols, in particular those of low C number, preferably ethanol and / or isopropanol or polyols of low C number and their ethers, preferably propylene glycol, glycerol, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, prop
- Fats, waxes and other natural and synthetic fatty substances preferably esters of fatty acids with alcohols of low C number, for example with isopropanol, propylene glycol or glycerol, or esters of fatty alcohols with alkanoic acids of low C number or with fatty acids; Alcohols, diols or polyols of low C number, and their ethers, preferably ethanol, isopropanol, propylene glycol, glycerol, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analogous products ,
- the oil phase of the emulsions according to the present invention optionally consists in part of silicone oils.
- silicone oils cyclic and / or linear silicones, which are also referred to as "silicone oils" within the scope of the present disclosure
- silicones or silicone oils can be present as monomers, which are generally available through Structural elements are characterized as follows:
- silicon atoms can be substituted with identical or different alkyl radicals and / or aryl radicals, which are here generalized by the radicals R1 -R4 (meaning that the number of different radicals is not necessarily limited to 4), m can thereby Assume values from 2 to 200,000. Dimethicone is advantageously chosen as silicone oil.
- silicone oils for example cyclomethicone (octamethylcyclotetrasiloxane), phenyldimethicone, for example hexamethylcyclotrisiloxane, polydimethylsiloxane, poly (methylphenylsiloxane), cetyldimethicone, behenoxydimethicone, are to be used advantageously in the context of the present invention.
- oil components of the oil phase of the preparations according to the invention wholly or largely completely from the group of oils of synthetic and / or natural origin.
- These can then be advantageously selected from the group of esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids having a chain length of 3 to 30 carbon atoms and saturated and / or unsaturated, branched and / or unbranched alcohols having a chain length of 3 to 30 carbon atoms, from the group of esters of aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols having a chain length of 3 to 30 carbon atoms.
- ester oils can then advantageously be selected from the group isopropyl myristate, isopropyl palmitate, isopropyl stearate, n-decyl oleate, isooctyl stearate, isononyl stearate, isononyl isononanoate, cetearyl isononanoate, isodecyl neopentanoate, 2-ethylhexyl palmitate, 2-ethylhexyl laurate, 2-hexyldecyl stearate, coco-caprylate / caprate, Olefin oleate, oleyl erucate, erucyl oleate, erucyl erucate and synthetic, semi-synthetic and natural mixtures of such esters, eg Jojoba oil.
- the oil phase can be advantageously selected in part from the group of branched and unbranched hydrocarbons and waxes, the dialkyl ethers, the group of saturated or unsaturated, branched or unbranched alcohols, and the fatty acid triglycerides, in particular the triglycerol esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids of a chain length of 8 to 24, in particular 12 to 18 carbon atoms.
- the fatty acid triglycerides can be advantageously selected from the group of synthetic, semi-synthetic and natural oils, e.g. Caprylic capric triglyceride, cocoglycerides, sunflower oil, soybean oil, almond oil and the like.
- dimethicone and Cetearylisononanoate are also advantageous.
- hydrocarbons paraffin oil, squalane, hydrogenated polyisobutene, isohexadecan, isododecane; Ci 5 -ig alkane or polydecene advantageous to use in the context of the present invention.
- Formulations according to the present invention may also contain one or more additional non-silicone emulsifiers, for example advantageously selected from the group of the following substances, which as a rule act as W / O emulsifiers.
- Emulsions according to the invention for the purposes of the present invention are advantageous and contain e.g. Fats, oils, waxes and / or other fats, as well as water and one or more emulators, as commonly used for such type of formulation.
- compositions according to the present invention usually contain one or more drugs in effective concentration.
- cosmetic or topical dermatological compositions according to the present invention depending on their structure, for example, be used as skin protection cream, cleansing milk, sunscreen lotion, nutrient cream, day or night cream, etc. It is possible and advantageous, the compositions of the invention as a basis for pharmaceutical To use formulations.
- these preferably additionally contain at least one UVA filter substance and / or at least one UVB filter substance and / or at least one inorganic pigment.
- UV-A or UV-B filter substances are usually incorporated in day creams.
- preparations according to the invention may contain substances which absorb UV radiation in the UVB range, the total amount of filter substances being e.g. 0.1 wt .-% to 30 wt .-%, preferably 0.5 to 10 wt .-%, in particular 1 to 6 wt .-%, based on the total weight of the preparations.
- the UVB filters may be oil-soluble or water-soluble.
- oil-soluble substances are e.g. to call:
- esters of cinnamic acid preferably 4-methoxycinnamic acid (2-ethylhexyl) ester
- esters of salicylic acid preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate,
- benzophenone preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
- 2-phenylbenzimidazole-5-sulfonic acid and its salts e.g. Sodium, potassium or triethanolammonium salts
- Sulfonic acid derivatives of benzophenones preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts
- Sulfonic acid derivatives of the 3-benzylidene camphor such as, for example, 4- (2-oxo-3-bomylidenemethyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bomylidenemethyl) sulfonic acid and its salts.
- UVB filters which can be used according to the invention should of course not be limiting.
- UVA filters in formulations according to the invention which are customarily contained in cosmetic and / or dermatological preparations.
- Such filter substances are preferably derivatives of dibenzoylmethane, in particular 1 - (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione and 1-phenyl-3-dione. (4'-isopropyl-phenyl) -propane-1,3-dione.
- preparations containing these combinations are the subject of the invention. It is possible to use the same amounts of UVA filter substances which have been mentioned for UVB filter substances.
- Cosmetic and / or dermatological preparations according to the present invention may also contain inorganic pigments which are commonly used in cosmetics to protect the skin from UV rays. These are oxides of titanium, zinc, iron, zirconium, silicon, manganese, aluminum, chromium, cerium and mixtures thereof, as well as modifications in which the oxides are the active agents. But also ultramarine blue and pearlescent pigments. Particular preference is given to pigments based on titanium dioxide. The amounts mentioned for the above combinations may be used.
- the cosmetic and dermatological preparations according to the invention may contain cosmetic active substances, auxiliaries and / or additives such as are conventionally used in such preparations, for example antioxidants, preservatives, bactericides, perfumes, substances for preventing foaming, dyes, pigments, the coloring effect have, thickeners, surface-active substances, emulsifiers, softening, moistening and / or moisturizing substances, fats, oils, waxes or other conventional ingredients of a cosmetic or dermatological formulation such as alcohols, polyols, polymers, foam stabilizers, organic solvents or silicone derivatives.
- cosmetic active substances for example antioxidants, preservatives, bactericides, perfumes, substances for preventing foaming, dyes, pigments, the coloring effect have, thickeners, surface-active substances, emulsifiers, softening, moistening and / or moisturizing substances, fats, oils, waxes or other conventional ingredients of a cosmetic or dermatological formulation such as alcohols, polyols,
- both the W / Si emulsifier and the W / O emulsifier are added to the oil phase.
- the components of the oil phase are mixed together with a magnetic stirrer to homogeneity of the phase, optionally heating something.
- the sodium chloride and the respective aromatics are dissolved in the water phase.
- the water phase may be heated slightly to dissolve the raw material. Then the water phase is slowly added with stirring to the oil phase and then thoroughly mixed with a high-speed mixer (eg a magic stick ESGE) for about 2 minutes.
- a high-speed mixer eg a magic stick ESGE
- the stability was visually evaluated after 7 days, 14 days, 21 days (T) and 1 month (M).
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Abstract
Disclosed are cosmetic or dermatological water-in-oil emulsions which contain A) cetyl diglyceryl tris-(trimethylsiloxy)silyl ethyl dimethicones as emulsifier, B) an oil phase, C) an aqueous phase, and are characterized by a benzoic acid moiety and/or a moiety of one or more substances of formula (I) and/or formula (II) having the following generic structure: formula (I), where X can be a branched or straight C1 - C4 alkyl chain, a hydroxy group or an O group, and the bond depicted by the dashed line indicates a double bond when X is an O group, and R, independently of X, can be a branched or straight C1 - C4 alkyl chain, a branched or straight C1 - C4 alkyl chain bridged by an oxygen atom, or a hydroxy group. formula (II)
Description
Beiersdorf Aktiengesellschaft Hamburg Beiersdorf Aktiengesellschaft Hamburg
Beschreibung description
Wasser-in-ÖI-Emulsionen auf der Grundlage von Cetyl Diglyceryl Tris(Trimethylsi- loxy)silylethyldimethicone als Emulgator, welche einen Gehalt an Aromaten aufweisen Water-in-oil emulsions based on cetyl diglyceryl tris (trimethylsiloxy) silylethyldimethicone as an emulsifier, which have an aromatic content
Die vorliegende Erfindung betrifft eine kosmetische Zubereitung Zubereitungen in Form von Wasser-in-ÖI-Emulsionen auf der Grundlage von Cetyl Diglyceryl Tris-(Trimethylsiloxy)silyl- ethyldimethicone als Emulgator, welche einen Gehalt an niedermolekularen Aromaten aufweisen. The present invention relates to a cosmetic preparation preparations in the form of water-in-oil emulsions based on cetyl diglyceryl tris (trimethylsiloxy) silyl ethyldimethicone as an emulsifier, which have a content of low molecular weight aromatics.
Anwender stellen an moderne Hautpflegeprodukte, speziell in Form von Cremes für die Anwendung im Gesicht, eine Reihe von Anforderungen. Sie sollen die Haut pflegen, insbesondere die Haut über einen langen Zeitraum mit Feuchtigkeit versorgen. Dieses wird in der Regel über„Moisturizer" realisiert, die Wasser im Stratum Corneum binden (z.B. Glycerin), zudem werden mit zugesetzten Lipiden die oberen Hautschuppen geschmeidig gehalten und der transepidermale Wasserverlust reduziert. Users place a number of demands on modern skincare products, especially in the form of face creams. They should care for the skin, in particular to provide the skin with moisture for a long time. This is usually done via "moisturizers" that bind water in the stratum corneum (e.g., glycerin), and with added lipids, the upper dander is kept supple and the transepidermal water loss is reduced.
Des Weiteren erwarten die Anwender häufig eine Wirkung gegen die Anzeichen von Hautalterung, wie z.B. die Ausbildung von Falten, das Nachlassen der Hautelastizität oder die Entstehung von Altersflecken. Hierzu werden zum einen Wirkstoffe verwendet, die beispielsweise die Aktivität der Hautzellen stimulieren, aber auch verstärkt UV-Filter eingesetzt, die besonders für die Hautalterung verantwortlichen UVA-Strahlen blockieren. Alle diese Inhaltsstoffe stellen eine große Herausforderung für eine angenehme Sensorik dar, da sie nach dem Verdunsten der flüchtigen Bestandteile der Formulierung als Film auf der Haut zurückbleiben, und dort sensorisch vom Verbraucher wahrgenommen werden. Die fühlbaren Rückstände werden dabei oft negativ beschrieben und verhindern das Gefühl, dass das Produkt komplett in die Haut„eingezogen" sei. Furthermore, users often expect an effect against the signs of aging of the skin, e.g. the development of wrinkles, the lessening of skin elasticity or the development of age spots. For this purpose, on the one hand agents are used, for example, stimulate the activity of skin cells, but also increasingly used UV filters that block especially responsible for skin aging UVA rays. All these ingredients pose a great challenge for a pleasant sensory, as they remain as a film on the skin after evaporation of the volatile constituents of the formulation, and sensed by the consumer sensory there. The sensible residues are often described negatively and prevent the feeling that the product is completely "absorbed" in the skin.
Konventionelle W/O Emulsionen werden gerne von Verbrauchern verwendet, wenn sie eine trockene Haut pflegen oder behandeln wollen. Vorteile bieten W/O Emulsionen auch bei der Einarbeitung von Farbpigmenten, z.B. in getönten Tagescremes und Make-up. Leider zeichnen sich viele W/O Emulsionen aber dadurch negativ aus, dass sie einen öligen Rückstand auf der Haut hinterlassen, der nur langsam einzieht. Darüber hinaus ist ihre physikalische
Stabilität oft begrenzt. Das ist besonders dann problematisch, wenn W/O Emulsionen mit Aromaten formuliert werden sollen. Conventional W / O emulsions are often used by consumers to condition or treat dry skin. W / O emulsions also offer advantages when incorporating color pigments, eg in tinted day creams and make-up. Unfortunately, many W / O emulsions are negative in that they leave an oily residue on the skin that is slow to penetrate. In addition, their physical Stability often limited. This is especially problematic when W / O emulsions with aromatics are to be formulated.
Silikonbasierte Emulgatoren haben fast ausnahmslos PEG- und PPG-haltige Gruppen als hydrophile Komponente. Typische Vertreter sind Cetyl PEG/PPG-10/1 Dimethicone (Abil EM 90, 180) von Evonik oder PEG-10 Dimethicone (ES-5612 Formulation Aid) von Dow Corning. Diese Beispiele sind erfolgreiche und seit langem etablierte W/O Emulgatoren im Markt. Die Auswahl an PEG-freien Silikonemulgatoren ist aber beschränkt. Man findet hier beispielsweise KF-6100, KF-6104, KF-6105 oder KSG-710, KSG-810, KSG-820, KSG-830 oder KSG- 840 von Shin Etsu oder Abil EM 120 von Evonik. Silicone-based emulsifiers almost exclusively contain PEG- and PPG-containing groups as a hydrophilic component. Typical representatives are Cetyl PEG / PPG-10/1 Dimethicone (Abil EM 90, 180) from Evonik or PEG-10 Dimethicone (ES-5612 Formulation Aid) from Dow Corning. These examples are successful and long-established W / O emulsifiers in the market. The choice of PEG-free silicone emulsifiers is limited. For example, KF-6100, KF-6104, KF-6105 or KSG-710, KSG-810, KSG-820, KSG-830 or KSG-840 from Shin Etsu or Abil EM 120 from Evonik can be found here.
Üblicherweise werden diese W/O Silikonemulgatoren in hohen Konzentrationen von mehreren Prozent eingesetzt. Die Auswahl der Öle für W/O Emulsionen sowie insbesondere für W/Si Emulsionen ist begrenzt, da für eine gute Langzeitstabilität ein hoher Anteil an unpolaren Ölen erforderlich ist. Daher kommen in W/Si Emulsionen im Wesentlichen Silikonöle und / oder flüssige Kohlenwasserstoffe zum Einsatz. Typically, these W / O silicone emulsifiers are used in high concentrations of several percent. The choice of oils for W / O emulsions and in particular for W / Si emulsions is limited, since a high proportion of non-polar oils is required for good long-term stability. Therefore, in W / Si emulsions essentially silicone oils and / or liquid hydrocarbons are used.
Aufgabe der vorliegenden Erfindung ist daher, eine stabile (Lagerstabile, transportstabile, langzeitstabile) Wasser-in-ÖI- (W/0-) Emulsion zur Verfügung zu stellen, die sensorisch attraktiv, PEG-frei und in die Aromaten eingearbeitet werden können, dabei aber alle Anforderungen an ein modernes Gesichtspflege-Produkt erfüllt. The object of the present invention is therefore to provide a stable (storage-stable, transport-stable, long-term stable) water-in-oil (W / O) emulsion which can be sensory-attractive, PEG-free and can be incorporated into the aromatics but meets all the requirements for a modern facial care product.
Insgesamt bleibt das Hauptproblem, dass Wasser-in-ÖI-Emulsionen zu Instabilität neigen. Bekannte Übelstände dieser Art sind Olabscheidung und Phasentrennung. Das Problem wird noch größer, wenn Aromaten eingebaut werden müssen. Zwar kann dem durch Verwendung bekannter Stabilisatoren (beispielsweise Hektorite) entgegengewirkt werden, oder der Anteil der Ölphase kann vermindert werden. Dadurch müssen dann aber wiederum andere Nachteile in Kauf genommen werden, beispielsweise, dass sich polare lipophile Substanzen wie beispielsweise UV-Filter schlechter einarbeiten lassen. Overall, the main problem remains that water-in-oil emulsions tend to be unstable. Known evils of this kind are oil separation and phase separation. The problem gets even bigger when aromatics have to be installed. Although this can be counteracted by using known stabilizers (for example hectorites), or the proportion of the oil phase can be reduced. However, other disadvantages must then be taken into account, for example, that polar lipophilic substances such as, for example, UV filters can be incorporated less easily.
Aufgabe der vorliegenden Erfindung war es daher, diesen Übelständen entgegenzuwirken. Object of the present invention was therefore to counteract these evils.
Ein besonders interessanter Emulgator wird von Dow Corning unter der INCI- Bezeichnung Cetyl Diglyceryl Tris-(Trimethylsiloxy)silylethyldimethicone und unter der Handelsbezeichung ES-5600 verkauft.
Niedermolekulare Aromaten sind häufige Bestandteile in kosmetischen Formulierungen. Ihre Struktur und Funktion kann sehr unterschiedlich sein. Niedermolekulare Aromaten können aus der Gruppe der Terpene als Teil von Parfumölen zum Einsatz kommen. Wiederum andere niedermolekulare Aromaten haben antimikrobielle oder antioxidative Eigenschaften. Viele dieser Substanzen sind gute Lösungsmittel welche die Stabilität von W/O-Emulsionen negativ beeinflussen. Ein Beispiel hierfür ist Benzylalkohol. Es war daher überraschend und für den Fachmann nicht vorhersehbar, dass andere, ähnliche Aromaten keinen so starken destabilisierenden Einfluß auf W/O Emulsionen haben, die Cetyl Diglyceryl Tris-(Trimethylsi- loxy)silylethyldimethicone als Emulgator enthalten. A particularly interesting emulsifier is sold by Dow Corning under the INCI name cetyl diglyceryl tris- (trimethylsiloxy) silylethyldimethicone and under the trade designation ES-5600. Low molecular weight aromatics are common ingredients in cosmetic formulations. Their structure and function can be very different. Low molecular weight aromatics can be used in the group of terpenes as part of perfume oils. Again, other low molecular weight aromatics have antimicrobial or antioxidant properties. Many of these substances are good solvents which adversely affect the stability of W / O emulsions. An example of this is benzyl alcohol. It was therefore surprising and unforeseeable to those skilled in the art that other similar aromatics do not have such a strong destabilizing effect on W / O emulsions containing cetyl diglyceryl tris- (trimethylsiloxy) silylethyldimethicone as emulsifier.
Es war daher überraschend und für den Fachmann nicht vorhersehbar, dass die der Erfindung zugrundeliegenden Aufgaben gelöst werden durch kosmetische oder dermatologische Wasser-in-ÖI Emulsionen, umfassend It was therefore surprising and unforeseeable for the skilled worker that the objects on which the invention is based are solved by cosmetic or dermatological water-in-oil emulsions
A) Cetyl Diglyceryl Tris-(Trimethylsiloxy)silylethyldimethicone als Emulgator A) Cetyl diglyceryl tris (trimethylsiloxy) silylethyldimethicone as emulsifier
B) eine Ölphase B) an oil phase
C) eine wässrige Phase, C) an aqueous phase,
gekennzeichnet durch einen Gehalt an Benzoesäure und / oder einer oder mehreren Substanzen der Formeln (I) und / oder Formel (II), die folgende generische Struktur aufweisen: characterized by a content of benzoic acid and / or one or more substances of the formulas (I) and / or formula (II) which have the following generic structure:
Formel (I) wobei X eine verzweigte oder unverzweigte Ci - C4-Alkylkette, eine Hydroxygruppe oder eine O-Gruppe bedeuten kann, und die gestrichelte Bindung auf eine Doppelbindung hindeutet, wenn X eine O-Gruppe bedeutet, und R unabhängig von X eine verzweigte oder unverzweigte Ci - C4-Alkyl kette, eine über ein Sauerstoffatom verbrückte verzweigte oder unverzweigte Ci - C4-Alkylkette oder eine Hydroxygruppe bedeuten kann.
Formel (II) Where X can denote a branched or unbranched C 1 -C 4 -alkyl chain, a hydroxy group or an O-group, and the dashed bond indicates a double bond, if X denotes an O-group, and R independently of X a branched one or unbranched C 1 -C 4 -alkyl chain, a branched or unbranched C 1 -C 4 -alkyl chain bridged via an oxygen atom or a hydroxy group. Formula (II)
Erfindungsgemäß vorteilhaft enthalten Wasser-in-ÖI-Emulsionen 0,1 bis 10,0 Gew.-%, bevorzugt 0,2 bis 5,0 Gew.-%, besonders bevorzugt 0,5 bis 4,0 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitung, an Cetyl Diglyceryl Tris-(Trimethylsiloxy)silylethyldimethicone. According to the invention, water-in-oil emulsions advantageously contain from 0.1 to 10.0% by weight, preferably from 0.2 to 5.0% by weight, particularly preferably from 0.5 to 4.0% by weight on the total weight of the preparation, on cetyl diglyceryl tris (trimethylsiloxy) silylethyldimethicone.
Bevorzugt wird oder werden die Verbindung(en) der Formeln (I) und / oder (II) gewählt aus der Gruppe Methylparaben, Ethylparaben, Cymenol, Hydroxyacetophenon. Preferably, the compound (s) of the formulas (I) and / or (II) are selected from the group of methylparaben, ethylparaben, cymenol, hydroxyacetophenone.
Cymenol, oder auch o-Cymen-5-ol, lUPAC-Name 3-Methyl-4-(1 -methylethyl)-phenol hat die CAS-Nr. 3228-02-02 und ist durch folgende Struktur gekennzeichnet: Cymenol, or o-cymene-5-ol, lUPAC name 3-methyl-4- (1-methylethyl) phenol has the CAS no. 3228-02-02 and is characterized by the following structure:
Formel (II) Formula (II)
Ethylparaben (p-Hydroxybenzoesäureethylester) hat die CAS-Nr. 120-47-8 und ist durch folgende Struktur gekennzeichnet: Ethyl paraben (p-hydroxybenzoic acid ethyl ester) has the CAS no. 120-47-8 and is characterized by the following structure:
Methylparaben (p-Hydroxybenzoesäuremethylester) hat die CAS-Nr. 99-76-3 und ist durch folgende Struktur gekennzeichnet: Methylparaben (p-Hydroxybenzoesäuremethylester) has the CAS no. 99-76-3 and is characterized by the following structure:
4-Hydroxyacetophenon (auch Piceol genannt) hat die CAS-Nr. 99-93-4 und ist durch folgende Struktur gekennzeichnet: 4-hydroxyacetophenone (also called piceol) has the CAS no. 99-93-4 and is characterized by the following structure:
Erfindungsgemäß vorteilhaft enthalten Wasser-in-ÖI-Emulsionen 0,001 bis 5,0 Gew.-%, bevorzugt 0,01 bis 3,0 Gew.-%, besonders bevorzugt 0,1 bis 1 ,0 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitung, an Benzoesäure und / oder einer oder mehreren Verbindungen der Formel (I) und / oder (II), insbesondere einer oder mehreren Verbindungen aus der Gruppe Methylparaben, Ethylparaben, Cymenol, Hydroxyacetophenon. According to the invention, water-in-oil emulsions advantageously contain from 0.001 to 5.0% by weight, preferably from 0.01 to 3.0% by weight, particularly preferably from 0.1 to 1.0% by weight, based on the Total weight of the preparation, of benzoic acid and / or one or more compounds of the formula (I) and / or (II), in particular one or more compounds from the group of methylparaben, ethylparaben, cymenol, hydroxyacetophenone.
Es war nicht zu erwarten gewesen, dass die erfindungsgemäßen Zubereitungen It was not to be expected that the preparations according to the invention
besser als feuchtigkeitsspendende Zubereitungen wirken, work better than moisturizing preparations,
einfacher zu formulieren sein, be easier to formulate
besser die Hautglättung fördern, better promote skin smoothing,
sich durch besser Pflegewirkung auszeichnen, characterized by better care,
besser als Vehikel für kosmetische und dermatologische Wirkstoffe dienen
bessere sensorische Eigenschaften, wie beispielsweise die Verteilbarkeit auf der Haut oder das Einzugsvermögen in die Haut, aufweisen würden better serve as a vehicle for cosmetic and dermatological agents better sensory properties, such as the skin spread or the skin's ability to absorb
besser als Vehikel für organische UV-Filter geeignet sind better suited as a vehicle for organic UV filters
höhere Stabilität gegenüber Zerfall in Öl- und Wasserphasen aufweisen und sich durch bessere Bioverträglichkeit auszeichnen würden have higher stability to decay in oil and water phases and would be characterized by better biocompatibility
die Herstellung von stabilen, insbesondere dünnflüssigen Formulierungen ermöglichen als die Zubereitungen des Standes der Technik. the preparation of stable, in particular low-viscosity formulations enable as the preparations of the prior art.
Die erfindungsgemäßen Zubereitungen sind fließfähig aber auch cremeartig formulierbar, besitzen sehr gute kosmetische Eigenschaften, insbesondere was die Klebrigkeit betrifft, und weisen sehr gute Hautverträglichkeit sowie Hautpflegeleistung auf. The preparations according to the invention are free-flowing but can also be formulated into creams, have very good cosmetic properties, in particular with regard to stickiness, and have very good skin compatibility and skin care performance.
Erfindungsgemäß ist es möglich und vorteilhaft, den Anteil der Ölphase der erfindungsgemäßen Zubereitungen im Bereich von 3 bis 60 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitungen, frei zu wählen. According to the invention, it is possible and advantageous to freely choose the proportion of the oil phase of the preparations according to the invention in the range from 3 to 60% by weight, based on the total weight of the preparations.
Die erfindungsgemäße Öl- bzw. Lipidphase kann dabei alle in kosmetischen Zubereitungen üblichen Öle, Fette, Wachse und/oder Lipide enthalten. The oil or lipid phase according to the invention may contain all oils, fats, waxes and / or lipids customary in cosmetic preparations.
Die Wasserphase der erfindungsgemäßen Zubereitungen kann vorteilhaft übliche kosmetische Hilfsstoffe enthalten, wie beispielsweise Alkohole, insbesondere solche niedriger C- Zahl, vorzugsweise Ethanol und/oder Isopropanol oder Polyole niedriger C-Zahl sowie deren Ether, vorzugsweise Propylenglykol, Glycerin, Ethylenglykol, Ethylenglykolmonoethyl- oder - monobutylether, Propylenglykolmonomethyl, Butyleneglykol, -monoethyl- oder -monobutyl- ether, Diethylenglykolmonomethyl- oder -monoethylether und analoge Produkte, Schaumstabilisatoren, Elektrolyte, Selbstbräuner etc. The aqueous phase of the preparations according to the invention may advantageously comprise customary cosmetic auxiliaries, for example alcohols, in particular those of low C number, preferably ethanol and / or isopropanol or polyols of low C number and their ethers, preferably propylene glycol, glycerol, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, butylene glycol, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analogous products, foam stabilizers, electrolytes, self-tanning agents, etc.
Als Grundbestandteile der erfindungsgemäßen Zubereitungen können verwendet werden: As basic components of the preparations according to the invention can be used:
Wasser oder wässrige Lösungen Water or aqueous solutions
wässrige ethanolische Lösungen aqueous ethanolic solutions
natürliche Öle und/oder chemisch modifizierte natürliche Öle und/oder synthetische Öle; natural oils and / or chemically modified natural oils and / or synthetic oils;
Fette, Wachse und andere natürliche und synthetische Fettkörper, vorzugsweise Ester von Fettsäuren mit Alkoholen niedriger C-Zahl, z.B. mit Isopropanol, Propylenglykol o- der Glycerin, oder Ester von Fettalkoholen mit Alkansäuren niedriger C-Zahl oder mit Fettsäuren;
Alkohole, Diole oder Polyole niedriger C-Zahl, sowie deren Ether, vorzugsweise Ethanol, Isopropanol, Propylenglykol, Glycerin, Ethylenglykol, Ethylenglykolmonoethyl- oder -monobutylether, Propylenglykolmonomethyl, -monoethyl- oder -monobutylether, Diet- hylenglykolmonomethyl- oder -monoethylether und analoge Produkte. Fats, waxes and other natural and synthetic fatty substances, preferably esters of fatty acids with alcohols of low C number, for example with isopropanol, propylene glycol or glycerol, or esters of fatty alcohols with alkanoic acids of low C number or with fatty acids; Alcohols, diols or polyols of low C number, and their ethers, preferably ethanol, isopropanol, propylene glycol, glycerol, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analogous products ,
Insbesondere werden Gemische der vorstehend genannten Lösungsmittel verwendet. In particular, mixtures of the abovementioned solvents are used.
Die Ölphase der Emulsionen im Sinne der vorliegenden Erfindung besteht erfindungsgemäß gegebenenfalls zum Teil aus Silikonölen. The oil phase of the emulsions according to the present invention optionally consists in part of silicone oils.
Es wird bevorzugt, die Ölphase der erfindungsgemäßen Zubereitungen aus der Gruppe der cyclischen und/oder linearen Silicone zu wählen, welche im Rahmen der vorliegenden Offenbarung auch als„Silikonöle" bezeichnet werden. Solche Silicone oder Silikonöle können als Monomere vorliegen, welche in der Regel durch Strukturelemente charakterisiert sind, wie folgt: It is preferred to choose the oil phase of the preparations according to the invention from the group of cyclic and / or linear silicones, which are also referred to as "silicone oils" within the scope of the present disclosure Such silicones or silicone oils can be present as monomers, which are generally available through Structural elements are characterized as follows:
Als erfindungsgemäß vorteilhaft einzusetzende lineare Silicone mit mehreren Siloxyleinhei- ten werden im Allgemeinen durch Strukturelemente charakterisiert wie folgt: Linear siloxanes having a plurality of siloxy units which are advantageously used according to the invention are generally characterized by structural elements as follows:
wobei die Siliciumatome mit gleichen oder unterschiedlichen Alkylresten und/oder Arylresten substituiert werden können, welche hier verallgemeinernd durch die Reste R1 -R4 dargestellt sind (will sagen, dass die Anzahl der unterschiedlichen Reste nicht notwendig auf bis zu 4 beschränkt ist), m kann dabei Werte von 2 bis 200.000 annehmen.
Vorteilhaft wird Dimethicone als Siliconöl gewählt. Auch andere Silikonöle, beispielsweise Cyclomethicon (Octamethylcyclotetrasiloxan), Phenyldimethicon, beispielsweise Hexame- thylcyclotrisiloxan, Polydimethylsiloxan, Poly(methylphenylsiloxan), Cetyldimethicon, Behen- oxydimethicon sind vorteilhaft im Sinne der vorliegenden Erfindung zu verwenden. wherein the silicon atoms can be substituted with identical or different alkyl radicals and / or aryl radicals, which are here generalized by the radicals R1 -R4 (meaning that the number of different radicals is not necessarily limited to 4), m can thereby Assume values from 2 to 200,000. Dimethicone is advantageously chosen as silicone oil. Other silicone oils, for example cyclomethicone (octamethylcyclotetrasiloxane), phenyldimethicone, for example hexamethylcyclotrisiloxane, polydimethylsiloxane, poly (methylphenylsiloxane), cetyldimethicone, behenoxydimethicone, are to be used advantageously in the context of the present invention.
Es ist allerdings möglich, ohne große Nachteile in Kauf zu nehmen, Ölkomponente aus der Gruppe anderen Ölkomponente zu wählen. However, it is possible to accept oil components from the group of other oil components without major disadvantages.
Indessen ist es bevorzugt, die Olkomponenten der Ölphase der erfindungsgemäßen Zubereitungen vollständig oder weitestgehend vollständig aus der Gruppe der Öle synthetischen und/oder natürlichen Ursprungs zu wählen. Diese können dann vorteilhaft gewählt werden aus der Gruppe der Ester aus gesättigten und/oder ungesättigten, verzweigten und/oder unverzweigten Alkancarbonsäuren einer Kettenlänge von 3 bis 30 C-Atomen und gesättigten und/oder ungesättigten, verzweigten und/oder unverzweigten Alkoholen einer Kettenlänge von 3 bis 30 C-Atomen, aus der Gruppe der Ester aus aromatischen Carbonsäuren und gesättigten und/oder ungesättigten, verzweigten und/oder unverzweigten Alkoholen einer Kettenlänge von 3 bis 30 C-Atomen. Solche Esteröle können dann vorteilhaft gewählt werden aus der Gruppe Isopropylmyristat, Isopropylpalmitat, Isopropylstearat, n-Decyloleat, Isooctyl- stearat, Isononylstearat, Isononylisononanoat, Cetearylisononanoat, Isodecylneopentanoate, 2-Ethylhexylpalmitat, 2-Ethylhexyllaurat, 2-Hexyldecylstearat, Coco-Caprylat/Caprat, Oley- loleat, Oleylerucat, Erucyloleat, Erucylerucat sowie synthetische, halbsynthetische und natürliche Gemische solcher Ester, z.B. Jojobaöl. However, it is preferred to choose the oil components of the oil phase of the preparations according to the invention wholly or largely completely from the group of oils of synthetic and / or natural origin. These can then be advantageously selected from the group of esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids having a chain length of 3 to 30 carbon atoms and saturated and / or unsaturated, branched and / or unbranched alcohols having a chain length of 3 to 30 carbon atoms, from the group of esters of aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols having a chain length of 3 to 30 carbon atoms. Such ester oils can then advantageously be selected from the group isopropyl myristate, isopropyl palmitate, isopropyl stearate, n-decyl oleate, isooctyl stearate, isononyl stearate, isononyl isononanoate, cetearyl isononanoate, isodecyl neopentanoate, 2-ethylhexyl palmitate, 2-ethylhexyl laurate, 2-hexyldecyl stearate, coco-caprylate / caprate, Olefin oleate, oleyl erucate, erucyl oleate, erucyl erucate and synthetic, semi-synthetic and natural mixtures of such esters, eg Jojoba oil.
Ferner kann die Ölphase teilweise vorteilhaft gewählt werden aus der Gruppe der verzweigten und unverzweigten Kohlenwasserstoffe und -wachse, der Dialkylether, der Gruppe der gesättigten oder ungesättigten, verzweigten oder unverzweigten Alkohole, sowie der Fett- säuretriglyceride, namentlich der Triglycerinester gesättigter und/oder ungesättigter, verzweigter und/oder unverzweigter Alkancarbonsäuren einer Kettenlänge von 8 bis 24, insbesondere 12 - 18 C-Atomen. Die Fettsäuretriglyceride können beispielsweise vorteilhaft gewählt werden aus der Gruppe der synthetischen, halbsynthetischen und natürlichen Öle, z.B. Caprylic Capric Triglycerid, Cocoglycerides, Sonnenblumenöl, Sojaöl, Mandelöl und dergleichen mehr. Furthermore, the oil phase can be advantageously selected in part from the group of branched and unbranched hydrocarbons and waxes, the dialkyl ethers, the group of saturated or unsaturated, branched or unbranched alcohols, and the fatty acid triglycerides, in particular the triglycerol esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids of a chain length of 8 to 24, in particular 12 to 18 carbon atoms. For example, the fatty acid triglycerides can be advantageously selected from the group of synthetic, semi-synthetic and natural oils, e.g. Caprylic capric triglyceride, cocoglycerides, sunflower oil, soybean oil, almond oil and the like.
Vorteilhaft sind ferner Mischungen aus Dimethicon und Cetearylisononanoate.
Von den Kohlenwasserstoffen sind Paraffinöl, Squalan, hydriertes Polyisobuten, Isohexade- can, Isododecan; Ci5-ig Alkan bzw. Polydecen vorteilhaft im Sinne der vorliegenden Erfindung zu verwenden. Also advantageous are mixtures of dimethicone and Cetearylisononanoate. Of the hydrocarbons, paraffin oil, squalane, hydrogenated polyisobutene, isohexadecan, isododecane; Ci 5 -ig alkane or polydecene advantageous to use in the context of the present invention.
Zubereitungen entsprechend der vorliegenden Erfindung können auch einen oder mehrere zusätzliche Nicht-Silikon-Emulgatoren enthalten, beispielsweise vorteilhaft gewählt aus der Gruppe der folgenden Substanzen, die in der Regel als W/O-Emulgatoren wirken. Formulations according to the present invention may also contain one or more additional non-silicone emulsifiers, for example advantageously selected from the group of the following substances, which as a rule act as W / O emulsifiers.
Sorbitanstearat, Sorbitanoleat, Glycerylisostearat, Polyglyceryl-3-Oleat, Wollwachssäurege- mische, Wollwachsalkoholgemische, Polyglyceryl-3 Diisostearat, Methylglucosedioleat, Poly- glyceryl-4-isostearat7 Cetyldimethiconcopolyol, Sorbitanisostearat, Polyglyceryl-2-dipolyhyd- roxystearat, Polyglyceryl-3-Diisostearat, Polyglyceryl-4-dipolyhydroxystearat, PEG-30-dipoly- hydroxystearat, Diisostearoylpolyglyceryl-3-diisostearat, Polyglyceryl-2-dipolyhydroxystearat, Polyglyceryl-3-dipolyhydroxystearat, Polyglyceryl-4-dipolyhydroxystearat. Sorbitan stearate, sorbitan oleate, glyceryl isostearate, polyglyceryl-3-oleate, Wollwachssäurege- mix, wool wax alcohol mixtures, polyglyceryl-3 diisostearate, methyl glucose dioleate, polyglyceryl-4 isostearate 7 cetyl dimethicone copolyol, sorbitan isostearate, polyglyceryl-2-dipolyhyd- roxystearat, polyglyceryl-3 diisostearate , Polyglyceryl-4-dipolyhydroxystearate, PEG-30-dipolyhydroxystearate, diisostearoylpolyglyceryl-3-diisostearate, polyglyceryl-2-dipolyhydroxystearate, polyglyceryl-3-dipolyhydroxystearate, polyglyceryl-4-dipolyhydroxystearate.
Erfindungsgemäße Emulsionen im Sinne der vorliegenden Erfindung, z.B. in Form einer Hautschutzcreme, einer Hautlotion, einer kosmetischen Milch, beispielsweise in Form einer Sonnenschutzcreme oder einer Sonnenschutzmilch, sind vorteilhaft und enthalten z.B. Fette, Öle, Wachse und/oder andere Fettkörper, sowie Wasser und einen oder mehrere Emulatoren, wie sie üblicherweise für einen solchen Typ der Formulierung verwendet werden. Emulsions according to the invention for the purposes of the present invention, e.g. in the form of a skin protection cream, a skin lotion, a cosmetic milk, for example in the form of a sunscreen cream or a sunscreen milk, are advantageous and contain e.g. Fats, oils, waxes and / or other fats, as well as water and one or more emulators, as commonly used for such type of formulation.
Es ist dem Fachmanne natürlich bekannt, dass anspruchsvolle kosmetische Zusammensetzungen zumeist nicht ohne die üblichen Hilfs- und Zusatzstoffe denkbar sind. Darunter zählen beispielsweise Konsistenzgeber, Füllstoffe, Parfüm, Farbstoffe, Emulgatoren, Pigments, zusätzliche Wirkstoffe wie Vitamine oder Proteine, Lichtschutzmittel, Stabilisatoren, Insekten- repellentien, Alkohol, Wasser, Salze, antimikrobiell, proteolytisch oder keratolytisch wirksame Substanzen usw. Of course, it is known to the person skilled in the art that sophisticated cosmetic compositions are generally not conceivable without the customary auxiliaries and additives. These include, for example, bodying agents, fillers, perfume, dyes, emulsifiers, pigments, additional active ingredients such as vitamins or proteins, light stabilizers, stabilizers, insect repellents, alcohol, water, salts, antimicrobial, proteolytic or keratolytic substances, etc.
Mutatis mutandis gelte entsprechende Anforderungen an die Formulierung medizinischer Zubereitungen. Mutatis mutandis applies appropriate requirements for the formulation of medical preparations.
Medizinische topische Zusammensetzungen im Sinne der vorliegenden Erfindung enthalten in der Regel ein oder mehrere Medikamente in wirksamer Konzentration. Der Einfachheit halber wird zur sauberen Unterscheidung zwischen kosmetischer und medizinischer Anwendung und entsprechenden Produkten auf die gesetzlichen Bestimmungen der Bundesrepublik Deutschland verwiesen (z.B. Kosmetikverordnung, Lebensmittel- und Arzneimittelgesetz).
Entsprechend können kosmetische oder topische dermatologische Zusammensetzungen im Sinne der vorliegenden Erfindung, je nach ihrem Aufbau, beispielsweise verwendet werden als Hautschutzcreme, Reinigungsmilch, Sonnenschutzlotion, Nährcreme, Tages- oder Nachtcreme usw. Es ist gegebenenfalls möglich und vorteilhaft, die erfindungsgemäßen Zusammensetzungen als Grundlage für pharmazeutische Formulierungen zu verwenden. Medicinal topical compositions according to the present invention usually contain one or more drugs in effective concentration. For the sake of simplicity, reference is made to the clear distinction between cosmetic and medical use and corresponding products to the statutory provisions of the Federal Republic of Germany (eg Cosmetics Regulation, Food and Medicines Act). Accordingly, cosmetic or topical dermatological compositions according to the present invention, depending on their structure, for example, be used as skin protection cream, cleansing milk, sunscreen lotion, nutrient cream, day or night cream, etc. It is possible and advantageous, the compositions of the invention as a basis for pharmaceutical To use formulations.
Günstig sind auch solche kosmetischen und dermatologischen Zubereitungen, die in der Form eines Sonnenschutzmittels vorliegen. Vorzugsweise enthalten diese neben dem erfindungsgemäß verwendeten Wirkstoff zusätzlich mindestens eine UVA-Filtersubstanz und/oder mindestens eine UVB-Filtersubstanz und/oder mindestens ein anorganisches Pigment. Also favorable are those cosmetic and dermatological preparations which are in the form of a sunscreen. In addition to the active substance used according to the invention, these preferably additionally contain at least one UVA filter substance and / or at least one UVB filter substance and / or at least one inorganic pigment.
Es ist aber auch vorteilhaft im Sinne der vorliegenden Erfindungen, solche kosmetischen und dermatologischen Zubereitungen zu erstellen, deren hauptsächlicher Zweck nicht der Schutz vor Sonnenlicht ist, die aber dennoch einen Gehalt an UV-Schutzsubstanzen enthalten. So werden beispielsweise in Tagescremes gewöhnlich UV-A- bzw. UV-B-Filtersubstanzen eingearbeitet. However, it is also advantageous in the context of the present inventions to prepare such cosmetic and dermatological preparations whose main purpose is not the protection from sunlight, but which nevertheless contain a content of UV protective substances. Thus, for example, UV-A or UV-B filter substances are usually incorporated in day creams.
Vorteilhaft können erfindungsgemäße Zubereitungen Substanzen enthalten, die UV-Strahlung im UVB-Bereich absorbieren, wobei die Gesamtmenge der Filtersubstanzen z.B. 0,1 Gew.-% bis 30 Gew.-%, vorzugsweise 0,5 bis 10 Gew.-%, insbesondere 1 bis 6 Gew.-% beträgt, bezogen auf das Gesamtgewicht der Zubereitungen. Advantageously, preparations according to the invention may contain substances which absorb UV radiation in the UVB range, the total amount of filter substances being e.g. 0.1 wt .-% to 30 wt .-%, preferably 0.5 to 10 wt .-%, in particular 1 to 6 wt .-%, based on the total weight of the preparations.
Die UVB-Filter können öllöslich oder wasserlöslich sein. Als öllösliche Substanzen sind z.B. zu nennen: The UVB filters may be oil-soluble or water-soluble. As oil-soluble substances are e.g. to call:
Ester der Zimtsäure, vorzugsweise 4-Methoxyzimtsäure(2-ethylhexyl)ester Esters of cinnamic acid, preferably 4-methoxycinnamic acid (2-ethylhexyl) ester
Ester der Salicylsäure, vorzugsweise Salicylsäure(2-ethylhexyl)ester, Salicylsäure(4- isopropylbenzyl)ester, Esters of salicylic acid, preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate,
Derivate des Benzophenons, vorzugsweise 2-Hydroxy-4-methoxybenzophenon, 2-Hyd- roxy-4-methoxy-4'-methylbenzophenon, 2,2'-Dihydroxy-4-methoxybenzophenon; Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
2,4,6-Trianilino-(p-carbo-2'-ethyl-1 '-hexyloxy)-1 ,3,5-triazin 2,4,6-Trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1, 3,5-triazine
Als wasserlösliche Substanzen sind vorteilhaft: As water-soluble substances are advantageous:
2-Phenylbenzimidazol-5-sulfonsäure und deren Salze, z.B. Natrium-, Kalium- oder Tri- ethanolammonium-Salze, 2-phenylbenzimidazole-5-sulfonic acid and its salts, e.g. Sodium, potassium or triethanolammonium salts,
Sulfonsäure-Derivate von Benzophenonen, vorzugsweise 2-Hydroxy-4-methoxybenzo- phenon-5-sulfonsäure und ihre Salze;
Sulfonsäure-Derivate des 3-Benzylidencamphers, wie z.B. 4-(2-Oxo-3-bornylidenme- thyl)benzolsulfonsäure, 2-Methyl-5-(2-oxo-3-bornylidenmethyl)sulfonsäure und ihre Salze. Sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts; Sulfonic acid derivatives of the 3-benzylidene camphor, such as, for example, 4- (2-oxo-3-bomylidenemethyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bomylidenemethyl) sulfonic acid and its salts.
Die Liste der genannten UVB-Filter, die erfindungsgemäß Verwendung finden können, soll selbstverständlich nicht limitierend sein. The list of said UVB filters which can be used according to the invention should of course not be limiting.
Es kann auch von Vorteil sein, in erfindungsgemäßen Zubereitungen UVA-Filter einzusetzen, die üblicherweise in kosmetischen und/oder dermatologischen Zubereitungen enthalten sind. Bei solchen Filtersubstanzen handelt es sich vorzugsweise um Derivate des Dibenzoylme- thans, insbesondere um 1 -(4'-tert.Butylphenyl)-3-(4'-methoxyphenyl)propan-1 ,3-dion und um 1 -Phenyl-3-(4'-isopropylphenyl)propan-1 ,3-dion. Auch Zubereitungen, die diese Kombinationen enthalten, sind Gegenstand der Erfindung. Es können die gleichen Mengen an UVA-Fil- tersubstanzen verwendet werden, welche für UVB-Filtersubstanzen genannt wurden. It may also be advantageous to use UVA filters in formulations according to the invention which are customarily contained in cosmetic and / or dermatological preparations. Such filter substances are preferably derivatives of dibenzoylmethane, in particular 1 - (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione and 1-phenyl-3-dione. (4'-isopropyl-phenyl) -propane-1,3-dione. Also preparations containing these combinations are the subject of the invention. It is possible to use the same amounts of UVA filter substances which have been mentioned for UVB filter substances.
Kosmetische und/oder dermatologische Zubereitungen im Sinne der vorliegenden Erfindung können auch anorganische Pigmente enthalten, die üblicherweise in der Kosmetik zum Schutze der Haut vor UV-Strahlen verwendet werden. Dabei handelt es sich um Oxide des Titans, Zinks, Eisens, Zirkoniums, Siliciums, Mangans, Aluminiums, Chroms, Cers und Mischungen davon, sowie Abwandlungen, bei denen die Oxide die aktiven Agentien sind. Aber auch Ultramarinblau und Perlglanzpigmente. Besonders bevorzugt handelt es sich um Pigmente auf der Basis von Titandioxid. Es können die für die vorstehenden Kombinationen genannten Mengen verwendet werden. Cosmetic and / or dermatological preparations according to the present invention may also contain inorganic pigments which are commonly used in cosmetics to protect the skin from UV rays. These are oxides of titanium, zinc, iron, zirconium, silicon, manganese, aluminum, chromium, cerium and mixtures thereof, as well as modifications in which the oxides are the active agents. But also ultramarine blue and pearlescent pigments. Particular preference is given to pigments based on titanium dioxide. The amounts mentioned for the above combinations may be used.
Die erfindungsgemäßen kosmetischen und dermatologischen Zubereitungen können kosmetische Wirk-, Hilfs- und/oder Zusatzstoffe enthalten, wie sie üblicherweise in solchen Zubereitungen verwendet werden, z.B. Antioxidationsmittel, Konservierungsmittel, Bakterizide, Parfüme, Substanzen zum Verhindern des Schäumens, Farbstoffe, Pigmente, die färbende Wirkung haben, Verdickungsmittel, oberflächenaktive Substanzen, Emulgatoren, weichmachende, anfeuchtende und/oder feuchthaltende Substanzen, Fette, Öle, Wachse oder andere übliche Bestandteile einer kosmetischen oder dermatologischen Formulierung wie Alkohole, Polyole, Polymere, Schaumstabilisatoren, organische Lösungsmittel oder Silikonderivate.
Die nachfolgenden Beispiele sollen die vorliegende Erfindung verdeutlichen, ohne sie einzuschränken. Alle Mengenangaben, Anteile und Prozentanteile sind, soweit nicht anders angegeben, auf das Gewicht und die Gesamtmenge bzw. auf das Gesamtgewicht der Zubereitungen bezogen. The cosmetic and dermatological preparations according to the invention may contain cosmetic active substances, auxiliaries and / or additives such as are conventionally used in such preparations, for example antioxidants, preservatives, bactericides, perfumes, substances for preventing foaming, dyes, pigments, the coloring effect have, thickeners, surface-active substances, emulsifiers, softening, moistening and / or moisturizing substances, fats, oils, waxes or other conventional ingredients of a cosmetic or dermatological formulation such as alcohols, polyols, polymers, foam stabilizers, organic solvents or silicone derivatives. The following examples are intended to illustrate the present invention without limiting it. Unless indicated otherwise, all amounts, proportions and percentages are based on the weight and the total amount or on the total weight of the preparations.
Zur Herstellung der erfindungsgemäßen Emulsionen wird sowohl der W/Si-Emulgator als auch der W/O-Emulgator zur Ölphase zugegeben. Die Komponenten der Ölphase sind zusammen mit einem Magnetrührer bis zur Homogenität der Phase vermengt, wobei gegebenenfalls etwas erwärmt wird. To prepare the emulsions according to the invention, both the W / Si emulsifier and the W / O emulsifier are added to the oil phase. The components of the oil phase are mixed together with a magnetic stirrer to homogeneity of the phase, optionally heating something.
Das Natriumchlorid und die jeweiligen Aromaten sind in der Wasserphase gelöst. Bei der Einsetzung von Ethylparaben wird die Wasserphase gegebenenfalls etwas erhitzt, um den Rohstoff zu lösen. Danach wird die Wasserphase unter Rühren langsam zur Ölphase hinzugegeben und anschließend mit einem hochtourigen Mixer (z. B. einem Zauberstab ESGE) ca. 2 Minuten intensiv vermischt. The sodium chloride and the respective aromatics are dissolved in the water phase. When using ethyl paraben, the water phase may be heated slightly to dissolve the raw material. Then the water phase is slowly added with stirring to the oil phase and then thoroughly mixed with a high-speed mixer (eg a magic stick ESGE) for about 2 minutes.
Zur Bestimmung der Lagerstabilität werden alle Emulsionsproben in verschraubten 30 ml Gläsern bei unterschiedlichen Temperaturen gelagert: bei Raumtemperatur (RT) (ca. 20 °C), bei -10°C, +40 °C und bei +50 °C sowie bei Wechseltemperatur: -10/+40°C. To determine storage stability, all emulsion samples are stored in screw-retained 30 ml glasses at different temperatures: at room temperature (RT) (about 20 ° C.), at -10 ° C., + 40 ° C. and at + 50 ° C. and at alternating temperature: -10 / + 40 ° C.
Die Stabilität wurde nach 7 Tagen, 14 Tagen, 21 Tagen (T) und 1 Monat (M) visuell bewertet. The stability was visually evaluated after 7 days, 14 days, 21 days (T) and 1 month (M).
„Stabil" bedeutet, dass keine oder nur geringe Phasentrennung, keine oder nur geringe Ölab- scheidung auftritt. "Stable" means that little or no phase separation, little or no oil separation occurs.
„Leicht Instabil" bedeutet, dass es zu einer moderaten, sichtbaren Phasentrennung oder deutlich sichtbaren Ölabscheidung kommt.
„Instabil" bedeutet schnelle, vollständige Phasentrennung. "Easily unstable" means that there is a moderate, visible phase separation or clearly visible oil separation. "Unstable" means fast, complete phase separation.
Diese Experimente zeigen, dass W/O Emulsionen mit ES-5600 von Dow Corning durch Aro- maten wie Ethylparaben und Hydroxyacetophenone stabilisiert wurden oder zumindestens die Langzeitstabilität verlängert wurden. Das ist umso überraschender als W/Si Emulsionen mit Benzylalkohol instabil sind. These experiments show that W / O emulsions with ES-5600 from Dow Corning were stabilized by aromatics such as ethylparaben and hydroxyacetophenone, or at least extended the long-term stability. This is all the more surprising as W / Si emulsions with benzyl alcohol are unstable.
Die folgenden Beispiele sollen die Erfindung näher erläutern. Wenn nicht anders angegeben, bedeuten die Angaben Gewichts-%.
The following examples are intended to explain the invention in more detail. Unless otherwise indicated, the data is% by weight.
Beispielrezepturen / 1 2 3 4 Gew.-% Example formulations / 1 2 3 4% by weight
Benzylalkohol 0,2 Benzyl alcohol 0.2
Ethylparaben 0,2 Ethylparaben 0.2
Hydroxyacetophenone 0,2 Hydroxyacetophenones 0.2
ES-5600 1 1 1 1ES-5600 1 1 1 1
Cetearylisononanoate 15 15 15 15Cetearyl isononanoates 15 15 15 15
Dimethicon 5 5 5 5Dimethicone 5 5 5 5
Glycerin 5 5 5 5Glycerol 5 5 5 5
Natriumchlorid 1 1 1 1Sodium chloride 1 1 1 1
Wasser Ad 100 Ad 100 Ad 100 Ad 100 Water Ad 100 Ad 100 Ad 100 Ad 100
Beispielrezepturen 7 Gew.-% Example formulations 7% by weight
Cetyl Diglyceryl Tris-(Trimethylsiloxy)silylethyldimethicone (ES-5600) 1 Cetyl diglyceryl Tris- (trimethylsiloxy) silylethyldimethicone (ES-5600) 1
Methylparaben 0.2 Methylparaben 0.2
Isononylisononanoate 15Isononyl isononanoates 15
Dimethicone 5Dimethicone 5
Glycerin 5Glycerol 5
Natriumchlorid 1Sodium chloride 1
Wasser Ad 100 Water Ad 100
Beispielrezepturen 8 Gew.-%Example formulations 8% by weight
Cetyl Diglyceryl Tris-(Trimethylsiloxy)silylethyldimethicone (ES-5600) 2 Cetyl diglyceryl Tris- (trimethylsiloxy) silylethyl dimethicone (ES-5600) 2
Dicaprylyl Carbonate 3 Dicaprylyl carbonates 3
Cocoglycerides 2Cocoglycerides 2
Dimethicone 10Dimethicone 10
Butylmethoxydibenzoylmethan 1Butyl methoxydibenzoylmethane 1
Octocrylen 2Octocrylene 2
Octyl Salicylate 3Octyl salicylates 3
Disteardimonium Hektorit 0,2Disteardimonium hectorite 0.2
Propylene Carbonat 0,05Propylene carbonate 0.05
Ubichinon 0.1Ubiquinone 0.1
Tocopherolacetat 0.1Tocopherol acetate 0.1
Farbpigmente (Cl 77891 , Cl 77492, Cl 77491 , Cl 77499, Cl 77007) 6 Color pigments (Cl 77891, Cl 77492, Cl 77491, Cl 77499, Cl 77007) 6
Methyl paraben 0.1 Methyl paraben 0.1
Hexandiol 0.5Hexanediol 0.5
Glycerin 5Glycerol 5
Natriumchlorid 1Sodium chloride 1
Wasser Ad 100
Water Ad 100
Claims
Patentansprüche Kosmetische oder dermatologische Wasser-in-ÖI- Emulsionen, enthaltend Claims Cosmetic or dermatological water-in-oil emulsions containing
A) Cetyl Diglyceryl Tris-(Trimethylsiloxy)silylethyldimethicone als Emulgator A) Cetyl diglyceryl tris (trimethylsiloxy) silylethyldimethicone as emulsifier
B) eine Ölphase B) an oil phase
C) eine wässrige Phase, gekennzeichnet durch einen Gehalt an Benzoesäure und / oder einer oder mehreren Substanzen der Formel (I) und / oder Formel (II), die folgende generische Strukturen aufweisen: C) an aqueous phase, characterized by a content of benzoic acid and / or one or more substances of the formula (I) and / or formula (II), which have the following generic structures:
Formel (I) wobei X eine verzweigte oder unverzweigte Ci - C4-Alkylkette, eine Hydroxygruppe o- der eine O-Gruppe bedeuten kann, und die gestrichelte Bindung auf eine Doppelbindung hindeutet, wenn X eine O-Gruppe bedeutet, und R unabhängig von X eine verzweigte oder unverzweigte Ci - C-4-Alkyl kette, eine über ein Sauerstoffatom verbrückte verzweigte oder unverzweigte Ci - C-4-Alkylkette oder eine Hydroxygruppe bedeuten kann. Where X can denote a branched or unbranched C 1 -C 4 -alkyl chain, a hydroxy group or an O group, and the dashed bond indicates a double bond, if X denotes an O group, and R independently of X a branched or unbranched C 1 -C 4 -alkyl chain, a branched or unbranched C 1 -C 4 -alkyl chain bridged via an oxygen atom or a hydroxy group.
Formel (II)
sowie Benzoesäure. Formula (II) as well as benzoic acid.
2. Emulsionen nach Anspruch 1 , dadurch gekennzeichnet, dass die Verbindung(en) der Formel (I) und / oder (II) gewählt werden aus der Gruppe Methylparaben, Ethylpara- ben, Cymenol, Hydroxyacetophenon. 2. Emulsions according to Claim 1, characterized in that the compound (s) of the formula (I) and / or (II) are selected from the group consisting of methylparaben, ethylparaben, cymenol, hydroxyacetophenone.
3. Emulsionen nach Anspruch 1 oder 2 , dadurch gekennzeichnet, dass sie 0,1 bis 3. Emulsions according to claim 1 or 2, characterized in that they are 0.1 to
10,0 Gew.-%, bevorzugt 0,2 bis 5,0 Gew.-%, besonders bevorzugt 0,5 bis 4,0 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitung, an Cetyl Diglyceryl Tris-(Trimethylsi- loxy)silylethyldimethicone enthalten. 10.0% by weight, preferably 0.2 to 5.0% by weight, particularly preferably 0.5 to 4.0% by weight, based on the total weight of the preparation, of cetyl diglyceryl tris (trimethylsilyl) loxy) silylethyldimethicone.
4. Emulsionen nach einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass sie 0,001 bis 5,0 Gew.-%, bevorzugt 0,01 bis 3,0 Gew.-%, besonders bevorzugt 0,1 bis 1 ,0 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitung, an einer oder mehreren Verbindungen der Formel (I) und / oder Formel (II), insbesondere einer oder mehreren Verbindungen aus der Gruppe Methylparaben, Ethylparaben, Cymenol, Hydroxyacetophenon und/oder Benzoesäure, enthalten. 4. Emulsions according to one of the preceding claims, characterized in that they 0.001 to 5.0 wt .-%, preferably 0.01 to 3.0 wt .-%, particularly preferably 0.1 to 1, 0 wt .-% , based on the total weight of the preparation, of one or more compounds of the formula (I) and / or formula (II), in particular one or more compounds from the group of methylparaben, ethylparaben, cymenol, hydroxyacetophenone and / or benzoic acid.
5. Emulsionen nach einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass die Öle der Ölphase bevorzugt gewählt werden aus der Gruppe der bei Raumtemperatur flüssigen Monoester, Ether, mittelkettige Triglyceride, sowie verzweigtkettigen und linearen Kohlenwasserstoffe.
5. Emulsions according to one of the preceding claims, characterized in that the oils of the oil phase are preferably selected from the group of liquid at room temperature monoesters, ethers, medium-chain triglycerides, and branched-chain and linear hydrocarbons.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102017212625.6A DE102017212625A1 (en) | 2017-07-24 | 2017-07-24 | Water-in-oil emulsions based on cetyl diglyceryl tris (trimethylsiloxy) silylethyldimethicone as an emulsifier, which have an aromatic content |
| PCT/EP2018/063647 WO2019020241A1 (en) | 2017-07-24 | 2018-05-24 | Water-in-oil emulsions which are based on cetyl diglyceryl tris(trimethylsiloxy)silyl ethyl dimethicones as emulsifier and contain aromates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP3658104A1 true EP3658104A1 (en) | 2020-06-03 |
Family
ID=62530192
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP18729357.6A Withdrawn EP3658104A1 (en) | 2017-07-24 | 2018-05-24 | Water-in-oil emulsions which are based on cetyl diglyceryl tris(trimethylsiloxy)silyl ethyl dimethicones as emulsifier and contain aromates |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP3658104A1 (en) |
| CN (1) | CN110944619A (en) |
| DE (1) | DE102017212625A1 (en) |
| WO (1) | WO2019020241A1 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020227908A1 (en) * | 2019-05-14 | 2020-11-19 | Beiersdorf Daily Chemical (Wuhan) Co. Ltd. | Quick breaking w/o-emulsion free from cyclomethicones |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10207270A1 (en) * | 2002-02-21 | 2003-09-11 | Beiersdorf Ag | Water-in-oil emulsion with surfactants and high water content |
| JP6105920B2 (en) * | 2011-12-27 | 2017-03-29 | 東レ・ダウコーニング株式会社 | Co-modified organopolysiloxane, emulsifier for water-in-oil emulsion containing the same, external preparation and cosmetic |
| JP6313540B2 (en) * | 2011-12-27 | 2018-04-18 | 東レ・ダウコーニング株式会社 | Diglycerin derivative-modified silicone, emulsifier for water-in-oil emulsion containing the same, external preparation and cosmetic |
| US11065593B2 (en) * | 2015-09-03 | 2021-07-20 | Tagra Biotechnologies Ltd. | Microcapsules encapsulating a reflective agent |
| DE102016201763A1 (en) * | 2016-02-05 | 2017-08-10 | Beiersdorf Ag | Water-in-oil emulsions based on cetyl diglyceryl tris (trimethyl-siloxy) -silylethyldimethicone as emulsifier, which are largely free of silicone oils |
-
2017
- 2017-07-24 DE DE102017212625.6A patent/DE102017212625A1/en not_active Withdrawn
-
2018
- 2018-05-24 WO PCT/EP2018/063647 patent/WO2019020241A1/en unknown
- 2018-05-24 CN CN201880047512.XA patent/CN110944619A/en not_active Withdrawn
- 2018-05-24 EP EP18729357.6A patent/EP3658104A1/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| CN110944619A (en) | 2020-03-31 |
| WO2019020241A1 (en) | 2019-01-31 |
| DE102017212625A1 (en) | 2019-01-24 |
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