DE102011078101A1 - New use of silicone elastomers in cosmetic preparations - Google Patents
New use of silicone elastomers in cosmetic preparations Download PDFInfo
- Publication number
- DE102011078101A1 DE102011078101A1 DE201110078101 DE102011078101A DE102011078101A1 DE 102011078101 A1 DE102011078101 A1 DE 102011078101A1 DE 201110078101 DE201110078101 DE 201110078101 DE 102011078101 A DE102011078101 A DE 102011078101A DE 102011078101 A1 DE102011078101 A1 DE 102011078101A1
- Authority
- DE
- Germany
- Prior art keywords
- ethylhexyl
- sio
- use according
- formula
- preparation
- 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.)
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- 238000002360 preparation method Methods 0.000 title claims abstract description 35
- 239000002537 cosmetic Substances 0.000 title claims abstract description 14
- 229920002379 silicone rubber Polymers 0.000 title claims abstract description 10
- -1 polysiloxane Polymers 0.000 claims abstract description 34
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000000203 mixture Substances 0.000 claims abstract description 15
- 229920001971 elastomer Polymers 0.000 claims abstract description 14
- 239000000806 elastomer Substances 0.000 claims abstract description 14
- 238000006243 chemical reaction Methods 0.000 claims abstract description 11
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 238000004132 cross linking Methods 0.000 claims abstract description 8
- 239000002904 solvent Substances 0.000 claims abstract description 7
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 239000003054 catalyst Substances 0.000 claims abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 3
- 239000001257 hydrogen Substances 0.000 claims abstract description 3
- 229910052697 platinum Inorganic materials 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 2
- 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 claims description 10
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000004904 UV filter Substances 0.000 claims description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical compound C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 claims description 5
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 claims description 4
- 239000007983 Tris buffer Substances 0.000 claims description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 4
- 239000000839 emulsion Substances 0.000 claims description 4
- UVCJGUGAGLDPAA-UHFFFAOYSA-N ensulizole Chemical compound N1C2=CC(S(=O)(=O)O)=CC=C2N=C1C1=CC=CC=C1 UVCJGUGAGLDPAA-UHFFFAOYSA-N 0.000 claims description 4
- 150000002430 hydrocarbons Chemical group 0.000 claims description 4
- 150000002632 lipids Chemical class 0.000 claims description 4
- 239000003921 oil Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000004408 titanium dioxide Substances 0.000 claims description 4
- HEOCBCNFKCOKBX-RELGSGGGSA-N (1s,2e,4r)-4,7,7-trimethyl-2-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-3-one Chemical compound C1=CC(C)=CC=C1\C=C/1C(=O)[C@]2(C)CC[C@H]\1C2(C)C HEOCBCNFKCOKBX-RELGSGGGSA-N 0.000 claims description 2
- 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 claims description 2
- 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 claims description 2
- CENPSTJGQOQKKW-UHFFFAOYSA-N 2,4,6-tris(4-phenylphenyl)-1,3,5-triazine Chemical compound C1=CC=CC=C1C1=CC=C(C=2N=C(N=C(N=2)C=2C=CC(=CC=2)C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC=CC=2)C=C1 CENPSTJGQOQKKW-UHFFFAOYSA-N 0.000 claims description 2
- JGUMTYWKIBJSTN-UHFFFAOYSA-N 2-ethylhexyl 4-[[4,6-bis[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)OCC(CC)CCCC)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 JGUMTYWKIBJSTN-UHFFFAOYSA-N 0.000 claims description 2
- NPSJHQMIVNJLNN-UHFFFAOYSA-N 2-ethylhexyl 4-nitrobenzoate Chemical compound CCCCC(CC)COC(=O)C1=CC=C([N+]([O-])=O)C=C1 NPSJHQMIVNJLNN-UHFFFAOYSA-N 0.000 claims description 2
- 239000004808 2-ethylhexylester Substances 0.000 claims description 2
- KKJKXQYVUVWWJP-UHFFFAOYSA-N 4-[(4,7,7-trimethyl-3-oxo-2-bicyclo[2.2.1]heptanylidene)methyl]benzenesulfonic acid Chemical compound CC1(C)C2CCC1(C)C(=O)C2=CC1=CC=C(S(O)(=O)=O)C=C1 KKJKXQYVUVWWJP-UHFFFAOYSA-N 0.000 claims description 2
- NGJJZCPADSICRI-UHFFFAOYSA-N 4-[[4,6-bis(4-carboxyanilino)-1,3,5-triazin-2-yl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1N=C(NC(=NC=1C=CC(=CC=1)C(O)=O)N1)NC1=NC1=CC=C(C(O)=O)C=C1 NGJJZCPADSICRI-UHFFFAOYSA-N 0.000 claims description 2
- WYWZRNAHINYAEF-UHFFFAOYSA-N Padimate O Chemical compound CCCCC(CC)COC(=O)C1=CC=C(N(C)C)C=C1 WYWZRNAHINYAEF-UHFFFAOYSA-N 0.000 claims description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 claims description 2
- YKPUWZUDDOIDPM-SOFGYWHQSA-N capsaicin Chemical compound COC1=CC(CNC(=O)CCCC\C=C\C(C)C)=CC=C1O YKPUWZUDDOIDPM-SOFGYWHQSA-N 0.000 claims description 2
- HUVYTMDMDZRHBN-UHFFFAOYSA-N drometrizole trisiloxane Chemical compound C[Si](C)(C)O[Si](C)(O[Si](C)(C)C)CC(C)CC1=CC(C)=CC(N2N=C3C=CC=CC3=N2)=C1O HUVYTMDMDZRHBN-UHFFFAOYSA-N 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 229940068171 ethyl hexyl salicylate Drugs 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- MJVGBKJNTFCUJM-UHFFFAOYSA-N mexenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=C(C)C=C1 MJVGBKJNTFCUJM-UHFFFAOYSA-N 0.000 claims description 2
- YBGZDTIWKVFICR-UHFFFAOYSA-N octinoxate Chemical compound CCCCC(CC)COC(=O)C=CC1=CC=C(OC)C=C1 YBGZDTIWKVFICR-UHFFFAOYSA-N 0.000 claims description 2
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 claims description 2
- LXTZRIBXKVRLOA-UHFFFAOYSA-N padimate a Chemical compound CCCCCOC(=O)C1=CC=C(N(C)C)C=C1 LXTZRIBXKVRLOA-UHFFFAOYSA-N 0.000 claims description 2
- 229910052710 silicon Inorganic materials 0.000 claims description 2
- 230000037072 sun protection Effects 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 239000011787 zinc oxide Substances 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 12
- 229920006037 cross link polymer Polymers 0.000 description 9
- 229940008099 dimethicone Drugs 0.000 description 7
- 239000004205 dimethyl polysiloxane Substances 0.000 description 7
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 7
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 7
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 5
- 235000011187 glycerol Nutrition 0.000 description 5
- 230000000475 sunscreen effect Effects 0.000 description 5
- 239000000516 sunscreening agent Substances 0.000 description 5
- 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 4
- 238000009472 formulation Methods 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- 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 3
- WSSJONWNBBTCMG-UHFFFAOYSA-N 2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C1=CC=CC=C1O WSSJONWNBBTCMG-UHFFFAOYSA-N 0.000 description 3
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 3
- QZKRHPLGUJDVAR-UHFFFAOYSA-K EDTA trisodium salt Chemical compound [Na+].[Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O QZKRHPLGUJDVAR-UHFFFAOYSA-K 0.000 description 3
- 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 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 125000005250 alkyl acrylate group Chemical group 0.000 description 3
- 229960005193 avobenzone Drugs 0.000 description 3
- 229960004881 homosalate Drugs 0.000 description 3
- 229960000601 octocrylene Drugs 0.000 description 3
- 239000002304 perfume Substances 0.000 description 3
- 229960005323 phenoxyethanol Drugs 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- 230000037303 wrinkles Effects 0.000 description 3
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 2
- 229940100555 2-methyl-4-isothiazolin-3-one Drugs 0.000 description 2
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 2
- ZDHRAACDPXUCHC-UHFFFAOYSA-N 3,4-diethyl-2-hexoxyphenol;5-methoxy-4-phenyltriazine Chemical class COC1=CN=NN=C1C1=CC=CC=C1.CCCCCCOC1=C(O)C=CC(CC)=C1CC ZDHRAACDPXUCHC-UHFFFAOYSA-N 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- 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 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 2
- 229920002690 Polyoxyl 40 HydrogenatedCastorOil Polymers 0.000 description 2
- BTFJIXJJCSYFAL-UHFFFAOYSA-N arachidyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 description 2
- 229940081733 cetearyl alcohol Drugs 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- ZAKOWWREFLAJOT-UHFFFAOYSA-N d-alpha-Tocopheryl acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-UHFFFAOYSA-N 0.000 description 2
- 229960000655 ensulizole Drugs 0.000 description 2
- FOYKKGHVWRFIBD-UHFFFAOYSA-N gamma-tocopherol acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 FOYKKGHVWRFIBD-UHFFFAOYSA-N 0.000 description 2
- 229940049294 glyceryl stearate se Drugs 0.000 description 2
- YFIBSNDOVCWPBL-UHFFFAOYSA-N hexa-1,5-diyne Chemical compound C#CCCC#C YFIBSNDOVCWPBL-UHFFFAOYSA-N 0.000 description 2
- AWJFCAXSGQLCKK-UHFFFAOYSA-N icosa-1,19-diene Chemical compound C=CCCCCCCCCCCCCCCCCC=C AWJFCAXSGQLCKK-UHFFFAOYSA-N 0.000 description 2
- 238000001727 in vivo Methods 0.000 description 2
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 2
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 2
- BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 description 2
- 229960002216 methylparaben Drugs 0.000 description 2
- 229940078812 myristyl myristate Drugs 0.000 description 2
- VJHGSLHHMIELQD-UHFFFAOYSA-N nona-1,8-diene Chemical compound C=CCCCCCC=C VJHGSLHHMIELQD-UHFFFAOYSA-N 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- BTSZTGGZJQFALU-UHFFFAOYSA-N piroctone olamine Chemical compound NCCO.CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O BTSZTGGZJQFALU-UHFFFAOYSA-N 0.000 description 2
- 229940081510 piroctone olamine Drugs 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 238000012216 screening Methods 0.000 description 2
- 239000001509 sodium citrate Substances 0.000 description 2
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 2
- 230000003319 supportive effect Effects 0.000 description 2
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 2
- NMEPHPOFYLLFTK-UHFFFAOYSA-N trimethoxy(octyl)silane Chemical compound CCCCCCCC[Si](OC)(OC)OC NMEPHPOFYLLFTK-UHFFFAOYSA-N 0.000 description 2
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
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- CCPYCNSBZPTUMJ-UHFFFAOYSA-N 1,3,5,7,9,2,4,6,8,10-pentaoxapentasilecane Chemical class O1[SiH2]O[SiH2]O[SiH2]O[SiH2]O[SiH2]1 CCPYCNSBZPTUMJ-UHFFFAOYSA-N 0.000 description 1
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical group COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
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- NCZPCONIKBICGS-UHFFFAOYSA-N 3-(2-ethylhexoxy)propane-1,2-diol Chemical compound CCCCC(CC)COCC(O)CO NCZPCONIKBICGS-UHFFFAOYSA-N 0.000 description 1
- PBFGMXZRJIUGKU-UHFFFAOYSA-N 3-decanoyloxybutyl decanoate Chemical compound CCCCCCCCCC(=O)OCCC(C)OC(=O)CCCCCCCCC PBFGMXZRJIUGKU-UHFFFAOYSA-N 0.000 description 1
- LFESLSYSZQYEIZ-UHFFFAOYSA-N 3-octanoyloxybutyl octanoate Chemical compound CCCCCCCC(=O)OCCC(C)OC(=O)CCCCCCC LFESLSYSZQYEIZ-UHFFFAOYSA-N 0.000 description 1
- 102000008186 Collagen Human genes 0.000 description 1
- 108010035532 Collagen Proteins 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 239000004398 Ethyl lauroyl arginate Substances 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
- A61K8/062—Oil-in-water 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
- A61K8/72—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
- A61K8/895—Polysiloxanes containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
- A61K2800/33—Free of surfactant
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Silicon Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Verwendung eines Siloxanelastomers, I) welches hergestellt wird durch die Reaktion (A) eines ≡Si-H enthaltenden Polysiloxans der Formel R3SiO(R‘2SiO)a(R‘‘HSiO)bSiR3 und, optional eines ≡Si-H enthaltenden Polysiloxans der Formel HR2SiO(R‘2SiO)cSiR2H oder der Formel HR2SiO(R‘2SiO)a(R‘‘HSiO)bSiR2H, mit R, R‘ und R‘‘ = Alkylgruppen mit 1 bis 6 C-Atomen, a = 0–250, b = 1–250, und c = 0–250, (B) mit einem alpha, omega-Dien der Formel CH2=CH(CH2)xCH=CH2 mit x = 1–20, wobei die Reaktion ausgeführt wird in Gegenwart eines Platin-Katalysators und (C) eines Lösungsmittels gewählt aus der Gruppe bestehend aus (i) organischen Komponenten, (ii) Komponenten enthaltend ein Silikonatom und deren beliebigen Mischungen, wobei die Reaktion solange durchgeführt wird, bis ein Gel durch Quervernetzung entstanden ist durch die Addition von ≡Si-H an die Doppelbindungen des alpha, omega-Diens oder II) mit der folgenden Struktur:mit R1 = C1 bis C30 Alkylrest, R2 = Wasserstoff, R3 = eine Quervernetzung -E-Y-E-, bei dem das andere Ende der Quervernetzung mit einer zweiten Silikonelastomerkette verbunden ist, jedes E eine bivalente Gruppe darstellt gewählt aus den Gruppen -CH2-CH2- oder -CH=CH- und Y eine bivalente Kohlenwasserstoff-Gruppe, ein Siloxan oder eine Kombination aus beidem darstellt, a = 265–2000, b = 0–249, C = 1–250, mit der Vorgabe, dass b + c ≤ 250, das in einem Lösungsmittel gequollen ist, in kosmetischen Zubereitungen zur Erhöhung der Wasserfestigkeit.Use of a siloxane elastomer I) which is produced by reaction (A) of a ≡Si-H-containing polysiloxane of the formula R3SiO (R'2SiO) a (R''HSiO) bSiR3 and, optionally, a ≡Si-H-containing polysiloxane of the formula HR2SiO (R'2SiO) cSiR2H or the formula HR2SiO (R'2SiO) a (R''HSiO) bSiR2H, with R, R 'and R' '= alkyl groups with 1 to 6 carbon atoms, a = 0-250, b = 1-250, and c = 0-250, (B) with an alpha, omega-diene of the formula CH2 = CH (CH2) xCH = CH2 with x = 1-20, the reaction being carried out in the presence of a platinum -Catalyst and (C) a solvent selected from the group consisting of (i) organic components, (ii) components containing a silicone atom and any mixtures thereof, the reaction being carried out until a gel is formed by cross-linking by the addition of ≡Si-H to the double bonds of the alpha, omega-diene or II) with the following structure: with R1 = C1 to C30 alkyl radical, R2 = hydrogen, R3 = a crosslink -EYE-, b ei which the other end of the crosslinking is connected to a second silicone elastomer chain, each E represents a divalent group selected from the groups -CH2-CH2- or -CH = CH- and Y is a divalent hydrocarbon group, a siloxane or a combination of both represents, a = 265-2000, b = 0-249, C = 1-250, with the stipulation that b + c 250, which is swollen in a solvent, in cosmetic preparations to increase the water resistance.
Description
Die vorliegende Erfindung betrifft die Verwendung von Silikonelastomeren in kosmetischen Zubereitungen. The present invention relates to the use of silicone elastomers in cosmetic preparations.
Der Trend weg von der vornehmen Blässe hin zur „gesunden, sportlich braunen Haut“ ist seit Jahren ungebrochen. Um diese zu erzielen setzen die Menschen ihre Haut der Sonnenstrahlung aus, da diese eine Pigmentbildung im Sinne einer Melaninbildung hervorruft. Die ultraviolette Strahlung des Sonnenlichtes hat jedoch auch eine schädigende Wirkung auf die Haut. Neben der akuten Schädigung (Sonnenbrand) treten Langzeitschäden wie ein erhöhtes Risiko an Hautkrebs zu erkranken bei übermäßiger Bestrahlung mit Licht aus dem UVB-Bereich (Wellenlänge: 280–320 nm) auf. Die übermäßige Einwirkung der UVB- und UVA-Strahlung (Wellenlänge: 320–400 nm) führt darüber hinaus zu einer Schwächung der elastischen und kollagenen Fasern des Bindegewebes. Dies führt zu zahlreichen phototoxischen und photoallergischen Reaktionen und hat eine vorzeitige Hautalterung zur Folge. The trend away from the noble paleness towards the "healthy, sporty brown skin" has been unbroken for years. To achieve this, people expose their skin to solar radiation, as it causes pigmentation in the sense of melanin formation. However, the ultraviolet radiation of sunlight also has a damaging effect on the skin. In addition to the acute injury (sunburn), long-term damage such as an increased risk of developing skin cancer occurs due to excessive exposure to light from the UVB range (wavelength: 280-320 nm). The excessive action of the UVB and UVA radiation (wavelength: 320-400 nm) also leads to a weakening of the elastic and collagen fibers of the connective tissue. This leads to numerous phototoxic and photoallergic reactions and leads to premature skin aging.
Zum Schutz der Haut wurden daher eine Reihe von Lichtschutzfiltersubstanzen entwickelt, die in kosmetischen Zubereitungen eingesetzt werden können. Diese UVA- und UVB-Filter sind in den meisten Industrieländern in Form von Positivlisten wie dem Anlage 7 der Kosmetikverordnung zusammengefasst. To protect the skin, therefore, a number of sunscreen filter substances have been developed which can be used in cosmetic preparations. These UVA and UVB filters are summarized in most industrialized countries in the form of positive lists such as Appendix 7 of the Cosmetics Regulation.
Die Vielzahl an kommerziell erhältlichen Sonnenschutzmitteln darf jedoch nicht darüber hinwegtäuschen, dass diese Zubereitungen des Standes der Technik eine Reihe von Nachteilen aufweisen. So sind in jüngerer Zeit eine Reihe von Lichtschutzfiltern für die Kosmetik entwickelt worden, die zwar in Sonnenschutzmitteln sehr gute UV-Filtereigenschaften zeigen, aber dazu führen, dass die Produkte nur eine geringe Wasserfestigkeit aufweisen. Dies ist insbesondere der Fall bei Zubereitungen, die als Emulsionen (besonders O/W-Emulsionen) vorliegen. Um die Wasserfestigkeit der Zubereitungen zu erhöhen, werden nach dem Stand der Technik Filmbildner wie zum Beispiel Copolymere auf Basis von Vinylpyrrolidon oder Polyacrylate zugesetzt. Diese Zubereitungen haben dann jedoch den Nachteil, besonders klebrig auf der Haut zu wirken und die Anhaftung von Sand und anderen Partikeln auf der Haut zu fördern. However, the variety of commercially available sunscreens must not obscure the fact that these prior art formulations have a number of disadvantages. For example, a number of sunscreens for cosmetics have recently been developed which, although they show very good UV filter properties in sunscreens, mean that the products have only a low water resistance. This is especially the case with preparations that are present as emulsions (especially O / W emulsions). In order to increase the water resistance of the formulations, film formers such as, for example, copolymers based on vinylpyrrolidone or polyacrylates are added according to the prior art. However, these preparations then have the disadvantage of being particularly sticky on the skin and promoting the adhesion of sand and other particles on the skin.
Es war daher die Aufgabe der vorliegenden Erfindung, die Wasserfestigkeit (die eine wesentliche Produkteigenschaft für kosmetische Sonnenschutzmittel darstellt) von kosmetischen Zubereitungen zu verbessern, ohne dass dessen Klebrigkeit nennenswert zunimmt. Die Zubereitungen sollten sensorisch attraktiv bleiben. It was therefore the object of the present invention to improve the water resistance (which represents an essential product property for cosmetic sunscreens) of cosmetic preparations without their tack appreciably increasing. The preparations should remain sensory attractive.
Überraschend gelöst wird die Aufgabe durch die Verwendung eines Siloxanelastomers,
- I) welches hergestellt wird durch die Reaktion (A) eines ≡Si-H enthaltenden Polysiloxans der Formel R3SiO(R‘2SiO)a(R‘‘HSiO)bSiR3 und, optional eines ≡Si-H enthaltenden Polysiloxans der Formel HR2SiO(R‘2SiO)cSiR2H oder der Formel HR2SiO(R‘2SiO)a(R‘‘HSiO)bSiR2H, mit R, R‘ und R‘‘ = Alkylgruppen mit 1 bis 6 C-Atomen, a = 0–250, b = 1–250, und c = 0–250, (B) mit einem alpha, omega-Dien der Formel CH2=CH(CH2)xCH=CH2 mit x = 1–20, wobei die Reaktion ausgeführt wird in Gegenwart eines Platin-Katalysators und (C) eines Lösungsmittels gewählt aus der Gruppe bestehend aus (i) organischen Komponenten, (ii) Komponenten enthaltend ein Silikonatom und deren beliebigen Mischungen, wobei die Reaktion solange durchgeführt wird, bis ein Gel durch Quervernetzung entstanden ist durch die Addition von ≡Si-H an die Doppelbindungen des alpha, omega-Diens oder
- II) mit der folgenden Struktur: mit R1 = C1 bis C30 Alkylrest, R2 = Wasserstoff, R3 = eine Quervernetzung -E-Y-E-, bei dem das andere Ende der Quervernetzung mit einer zweiten Silikonelastomerkette verbunden ist, jedes E eine bivalente Gruppe darstellt gewählt aus den Gruppen -CH2-CH2- oder -CH=CH- und Y eine bivalente Kohlenwasserstoff-Gruppe, ein Siloxan oder eine Kombination aus beidem darstellt, a = 265–2000, b = 0–249, C = 1–250, mit der Vorgabe, dass b + c ≤ 250, das in einem Lösungsmittel gequollen ist, in kosmetischen Zubereitungen zur Erhöhung der Wasserfestigkeit.
- I) which is prepared by the reaction (A) of a ≡Si-H-containing polysiloxane of the formula R 3 SiO (R ' 2 SiO) a (R''HSiO) b SiR 3 and, optionally, a ≡Si-H-containing polysiloxane of Formula HR 2 SiO (R ' 2 SiO) c SiR 2 H or the formula HR 2 SiO (R' 2 SiO) a (R''HSiO) b SiR 2 H, with R, R 'and R''= alkyl groups with 1 to 6 C atoms, a = 0-250, b = 1-250, and c = 0-250, (B) with an alpha, omega-diene of the formula CH 2 = CH (CH 2 ) x CH = CH 2 with x = 1-20, wherein the reaction is carried out in the presence of a platinum catalyst and (C) a solvent selected from the group consisting of (i) organic components, (ii) components containing a silicon atom and any mixtures thereof, wherein the reaction is carried out until a gel is formed by cross-linking by the addition of ≡Si-H to the double bonds of the alpha, omega-diene or
- II) with the following structure: with R 1 = C 1 to C 30 alkyl radical, R 2 = hydrogen, R 3 = a cross-linker -EYE- in which the other end of the cross-linking is connected to a second silicone elastomer chain, each E is a divalent group selected from the group -CH 2 -CH 2 - or -CH = CH- and Y is a bivalent one Hydrocarbon group, a siloxane, or a combination of both, a = 265-2000, b = 0-249, C = 1-250, with the proviso that b + c ≤ 250 swollen in a solvent, in cosmetic preparations for increasing water resistance.
Zwar kennt der Stand der Technik die
Bei dem Siloxanelastomer II) ist es erfindungsgemäß bevorzugt, wenn R3 gewählt wird aus Polyethern, Pentylen, Hexylen, Heptylen, Octylen, Nonylen, Decylen, Dodecylen, Tetradecylen und Mischungen davon. In the case of the siloxane elastomer II), it is preferred according to the invention if R 3 is selected from polyethers, pentylene, hexylene, heptylene, octylene, nonylene, decylene, dodecylene, tetradecylene and mixtures thereof.
Es ist bei dem Siloxanelastomer II) erfindungsgemäß bevorzugt, wenn die Verbindung 0,01 bis 90 Mol-% Quervernetzer enthält. It is preferred in the case of the siloxane elastomer II) according to the invention if the compound contains 0.01 to 90 mol% cross-linker.
Bei dem Siloxanelastomer II) ist es erfindungsgemäß bevorzugt, wenn als Lösungsmittel Decamethylcyclopentasiloxan eingesetzt wird. In the case of the siloxane elastomer II), it is preferred according to the invention if decamethylcyclopentasiloxane is used as the solvent.
Das erfindungsgemäße Siloxanelastomer II) lässt sich erfindungsgemäß vorteilhaft nach dem folgenden Verfahren herstellen:
- 1) Umsetzen in Gegenwart eines Hydrosilylierungskatalysators von
(a) einem =Si-H haltigen Polysiloxan mit der Formel
R1 3SiO(R1 2SiO)a(R1HSiO)dSiR1 3 - 2) Fortsetzen der Reaktion, bis ein Siliconelastomer durch Vernetzung und Addition von ≡Si-H an Doppelbindungen, in der Dien- Diin- oder En-In-Verbindung gebildet wird.
- 1) Reacting in the presence of a hydrosilylation catalyst of (a) a = Si-H containing polysiloxane having the formula
R 1 3 SiO (R 1 2 SiO) a (R 1 HSiO) d SiR 1 3 - 2) Continue the reaction until a silicone elastomer is formed by cross-linking and adding ≡Si-H to double bonds, in the diene-diyne or en-in compound.
Dabei ist es erfindungsgemäß bevorzugt, wenn ein zusätzliches zweites ≡Si-H-haltiges Polysiloxan vorhanden ist, das ausgewählt wird aus HR1 2SiO(R1 2SiO)eSiR1 2H, HR1 2SiO(R1 2SiO)a(R1HSiO)dSiR1 2H und Mischungen davon, worin jedes R1 unabhängig voneinander eine monovalente Kohlenwasserstoffgruppe mit 1 bis 30 Kohlenstoffatomen ist, a gleich 265 bis 2000 ist und d gleich 1 bis 250 ist und e gleich 0 bis 250 ist, wobei das zweite ≡Si-H-haltige Polysiloxan in einem Molverhältnis von > 0 bis 20 vorhanden sind. It is preferred according to the invention if an additional second ≡Si-H-containing polysiloxane is present, which is selected from HR 1 2 SiO (R 1 2 SiO) e SiR 1 2 H, HR 1 2 SiO (R 1 2 SiO) a (R 1 HSiO) d SiR 1 2 H and mixtures thereof, wherein each R 1 is independently a monovalent hydrocarbon group having 1 to 30 carbon atoms, a is 265 to 2000 and d is 1 to 250 and e is 0 to 250 wherein the second ≡Si-H-containing polysiloxane is present in a molar ratio of> 0 to 20.
Erfindungsgemäß bevorzugt ist es ferner, wenn bei der Herstellung (b) ausgewählt wird aus 1,4-Pentadien, 1,5-Hexadien, 1,6-Heptadien, 1,7-Octadien, 1,8-Nonadien, 1,9-Decadien, 1,11-Dodecadien, 1,13-Tetradecadien und 1,19-Eicosadien, 1,3-Butadiin, 1,5-Hexadiin(Dipropargyl) und 1,Hexen-5-in. According to the invention, it is furthermore preferred if in the preparation (b) it is selected from 1,4-pentadiene, 1,5-hexadiene, 1,6-heptadiene, 1,7-octadiene, 1,8-nonadiene, 1,9- Decadiene, 1,11-dodecadiene, 1,13-tetradecadiene and 1,19-eicosadiene, 1,3-butadiyne, 1,5-hexadiyne (dipropargyl) and 1, hexene-5-yne.
Erfindungsgemäß bevorzugt ist es nicht zuletzt bei der Herstellung, wenn das Molverhältnis von (a) zu (b) im Bereich von 0,7:1 bis 1,3:1 liegt. Not least according to the invention it is preferred in the production when the molar ratio of (a) to (b) in the range of 0.7: 1 to 1.3: 1.
Die erfindungsgemäßen Siloxanelastomere können beispielsweise bei der Firma Dow Corning unter der Handelsbezeichnung 9040 Silicone Elastomer Blend, 9041 Silicone Elastomer Blend oder 9045 Silicone Elastomer Blend erworben werden. The siloxane elastomers according to the invention can be purchased, for example, from Dow Corning under the trade name 9040 Silicone Elastomer Blend, 9041 Silicone Elastomer Blend or 9045 Silicone Elastomer Blend.
Es ist erfindungsgemäß vorteilhaft, wenn das erfindungsgemäße Siloxanelastomere in einer Konzentration von bis Gew.1–25% und bevorzugt in einer Konzentration von bis Gew.1–15%, jeweils bezogen auf das Gesamtgewicht der Zusammensetzung, eingesetzt wird. It is advantageous according to the invention if the siloxane elastomers according to the invention are used in a concentration of up to 15% by weight and preferably in a concentration of up to 15.1% by weight, based in each case on the total weight of the composition.
Die im Rahmen der vorliegenden Offenbarung als „erfindungsgemäß“, „erfindungsgemäß vorteilhaft“ etc. offenbarten Ausführungsformen beziehen sich auf die erfindungsgemäße Verwendung. The embodiments disclosed within the scope of the present disclosure as "inventive", "advantageous according to the invention" etc. relate to the use according to the invention.
Neben der erhöhten Wasserfestigkeit zeigen die erfindungsgemäß verwendeten Zubereitungen darüber hinaus den Vorteil, dass sie sich besonders gleichmäßig auf der Haut verteilen und nicht in Fältchen und Falten, beispielsweise Mund- oder Lippenfalten anreichern. Bei Lippenstiftformulierungen kann das „Ausfasern“ verhindert werden. In addition to the increased water resistance, the preparations used according to the invention also have the advantage that they distribute themselves particularly evenly over the skin and do not accumulate in wrinkles and wrinkles, for example mouth or lip wrinkles. Lipstick formulations can prevent "fraying".
Die erfindungsgemäße Verwendung ist erfindungsgemäß vorteilhaft dadurch gekennzeichnet, dass die Zubereitung einen oder mehrere UV-Filter enthält. According to the invention, the use according to the invention is advantageously characterized in that the preparation contains one or more UV filters.
Es ist dabei erfindungsgemäß bevorzugt, wenn die Zubereitung einen oder mehrere UV-Filter enthält, gewählt aus der Gruppe der Verbindungen 2-Phenylbenzimidazol-5-sulfonsäure und/oder deren Salze; Phenylen-1,4-bis-(2-benzimidazyl)-3,3’-5,5’-tetrasulfonsäuresalze; 1,4-di(2-oxo-10-Sulfo-3-bornylidenmethyl)-Benzol und dessen Salze; 4-(2-Oxo-3-bornylidenmethyl)benzolsulfonsäuresalze; 2-Methyl-5-(2-oxo-3-bornylidenmethyl)sulfonsäuresalze; 2,2’-Methylen-bis-(6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)-phenol); 2-(2H-benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl]-phenol; 3-(4-Methylbenzyliden)campher; 3-Benzylidencampher; Ethylhexylsalicylat; Terephthalidendicamphersulfonsäure; 4-(tert.-Butyl)-4’-methoxydibenzoylmethan; 2-Ethylhexyl-2-cyano-3,3-diphenylacrylat; 4-(Dimethylamino)-benzoesäure(2-ethylhexyl)ester; 4-(Dimethylamino)benzoesäure-amylester; 4-Methoxybenzalmalon-säuredi(2-ethylhexyl)ester; 4-Methoxyzimtsäure(2-ethylhexyl)ester; 4-Methoxyzimtsäureisoamylester; Benzophenone 1-12 wie zum Beispiel 2-Hydroxy-4-methoxybenzophenon, 2-Hydroxy-4-methoxy-4'-methylbenzophenon; 2,2'-Dihydroxy-4-methoxybenzophenon; 2-(4'-Diethylamino-2'-hydoxybenzoyl)-benzoesäurehexylester; Homomenthylsalicylat; 2-Ethylhexyl-2-hydroxybenzoat; Dimethicodiethylbenzalmalonat; 3-(4-(2,2-bis Ethoxycarbonylvinyl)-phenoxy)propenyl)-methoxysiloxan / Dimethylsiloxan-Copolymer; Dioctylbutylamidotriazon (INCI: Diethylhexyl-Butamidotriazone); Bis (butylbenzoate)diaminotriazine aminopropyltrisiloxane,n 2,4-bis-[5-1(dimethylpropyl)benzoxazol-2-yl-(4-phenyl)-imino]-6-(2-ethylhexyl)-imino-1,3,5-triazin mit der (CAS Nr. 288254-16-0); 4,4',4''-(1,3,5-Triazin-2,4,6-triyltriimino)-tris-benzoësäure-tris(2-ethylhexylester) (auch: 2,4,6-Tris-[anilino-(p-carbo-2'-ethyl-1'-hexyloxy)]-1,3,5-triazin (INCI: Ethylhexyl Triazone); 2,4-Bis-{[4-(2-ethyl-hexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1,3,5-triazin; 2,4,6-Tribiphenyl-4-yl-1,3,5-triazin; Merocyanine; Titiandioxid; Zinkoxid. It is inventively preferred if the preparation contains one or more UV filters selected from the group of compounds 2-phenylbenzimidazole-5-sulfonic acid and / or salts thereof; Phenylene-1,4-bis- (2-benzimidazyl) -3,3'-5,5'-tetrasulfonsäuresalze; 1,4-di (2-oxo-10-sulfo-3-bomylidenemethyl) benzene and its salts; 4- (2-oxo-3-bornylidenemethyl) benzenesulfonic acid; 2-methyl-5- (2-oxo-3-bornylidenemethyl) sulfonic acid salts; 2,2'-methylene-bis- (6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) -phenol); 2- (2H-benzotriazol-2-yl) -4-methyl-6- [2-methyl-3- [1,3,3,3-tetramethyl-1 - [(trimethylsilyl) oxy] disiloxanyl] propyl] phenol ; 3- (4-methylbenzylidene) camphor; 3-benzylidenecamphor; ethylhexyl salicylate; Terephthalidendicamphersulfonsäure; 4- (tert-butyl) -4'-methoxydibenzoylmethane; 2-ethylhexyl-2-cyano-3,3-diphenylacrylate; 4- (dimethylamino) benzoic acid (2-ethylhexyl) ester; 4- (dimethylamino) benzoic acid amyl ester; 4-Methoxybenzalmalon-säuredi (2-ethylhexyl) ester; 4-methoxycinnamate (2-ethylhexyl) ester; Isoamyl 4-methoxycinnamate; Benzophenones 1-12 such as 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone; 2,2'-dihydroxy-4-methoxybenzophenone; 2- (4'-diethylamino-2'-hydroxybenzoyl) benzoate; homomenthyl; 2-ethylhexyl 2-hydroxybenzoate; dimethicodiethylbenzalmalonate; 3- (4- (2,2-bisethoxycarbonylvinyl) phenoxy) propenyl) methoxysiloxane / dimethylsiloxane copolymer; Dioctylbutylamidotriazone (INCI: diethylhexyl-butamidotriazone); Bis (butylbenzoate) diaminotriazine aminopropyltrisiloxanes, n 2,4-bis [5-1 (dimethylpropyl) benzoxazol-2-yl- (4-phenyl) -imino] -6- (2-ethylhexyl) -imino-1,3, 5-triazine with (CAS No. 288254-16-0); 4,4 ', 4 "- (1,3,5-triazine-2,4,6-triyltriimino) tris-benzoic acid tris (2-ethylhexyl ester) (also: 2,4,6-tris [anilino - (p-carbo-2'-ethyl-1'-hexyloxy)] - 1,3,5-triazine (INCI: ethylhexyl triazone); 2,4-bis - {[4- (2-ethyl-hexyloxy) -] 2-hydroxy] -phenyl} -6- (4-methoxyphenyl) -1,3,5-triazine; 2,4,6-tribiphenyl-4-yl-1,3,5-triazine; merocyanines; titanium dioxide; zinc oxide.
Erfindungsgemäß bevorzugt enthalten die erfindungsgemäß verwendeten Zubereitungen UV-Filter in einer Konzentration von bis Gew.0,1–30%, bezogen auf das Gesamtgewicht der Zusammensetzung. According to the invention, the preparations used according to the invention preferably contain UV filters in a concentration of up to 0.1- 30% by weight, based on the total weight of the composition.
Die erfindungsgemäße Verwendung ist erfindungsgemäß vorteilhaft dadurch gekennzeichnet, dass die Zubereitung in Form einer Emulsion und besonders vorteilhaft in Form einer O/W-Emulsion vorliegt. According to the invention, the use according to the invention is advantageously characterized in that the preparation is present in the form of an emulsion and particularly advantageously in the form of an O / W emulsion.
Ganz besonders vorteilhafte erfindungsgemäße Verwendungen sind dadurch gekennzeichnet, dass die Zubereitung emulgatorfrei ist. Dabei werden die Zubereitungen erfindungsgemäß als „emulgatorfrei“ angesehen wenn weniger als 0,5%, besonders bevorzugt weniger als 0,1% Emulgator enthalten ist. Very particularly advantageous uses according to the invention are characterized in that the preparation is emulsifier-free. The preparations are considered according to the invention as "emulsifier-free" if less than 0.5%, more preferably less than 0.1% emulsifier is included.
Erfindungsgemäß vorteilhaft ist die Verwendung dadurch gekennzeichnet, dass die Zubereitung einen Lichtschutzfaktor (SPF) von mindestens 4 aufweist. According to the invention, the use is characterized in that the preparation has a sun protection factor (SPF) of at least 4.
Erfindungsgemäß vorteilhaft ist die Verwendung dadurch gekennzeichnet, dass in der Zubereitung der Anteil an der Öl- bzw. Lipidphase mindestens 1 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitung und exklusive der flüssigen UV Filter, beträgt. Advantageously in accordance with the invention, the use is characterized in that in the preparation the proportion of the oil or lipid phase is at least 1% by weight, based on the total weight of the preparation and excluding the liquid UV filters.
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, -monoethyl- oder -monobutylether, 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, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analogous products, foam stabilizers, electrolytes, self-tanning agents, etc.
Die erfindungsgemäße Verwendung ist vorteilhaft dadurch gekennzeichnet, dass die Zubereitung keine Filmbildner wie zum Beispiel PVP, PVP-Copolymere oder Acrylatcopolymere enthält. The use according to the invention is advantageously characterized in that the preparation contains no film formers such as, for example, PVP, PVP copolymers or acrylate copolymers.
Vergleichsversuch Comparative test
Der erfinderische Effekt konnte mit dem folgenden Vergleichsversuch belegt werden:
Es wurden die folgenden Zubereitungen hergestellt und der Kontaktwinkel gemessen.
The following formulations were prepared and the contact angle was measured.
Der Kontaktwinkel ist dabei ein Maß für die Wasserfestigkeit der Zubereitung. Ein großer Kontaktwinkel bedeutet eine hohe Wasserabweisung. Der Kontaktwinkel wird dabei mit der folgenden Messmethode bestimmt:
Die Wasserfestigkeit mit Hilfe der Kontaktwinkelmessung (siehe
The water resistance using the contact angle measurement (see
Es zeigt sich, dass die Zubereitungen, welche das erfindungsgemäße Siloxanelastomer enthielten einen größeren Kontaktwinkel und damit eine höhere Wasserfestigkeit aufweisen. It can be seen that the preparations containing the siloxane elastomer according to the invention have a larger contact angle and thus a higher water resistance.
Beispiele Examples
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.
ZITATE ENTHALTEN IN DER BESCHREIBUNG QUOTES INCLUDE IN THE DESCRIPTION
Diese Liste der vom Anmelder aufgeführten Dokumente wurde automatisiert erzeugt und ist ausschließlich zur besseren Information des Lesers aufgenommen. Die Liste ist nicht Bestandteil der deutschen Patent- bzw. Gebrauchsmusteranmeldung. Das DPMA übernimmt keinerlei Haftung für etwaige Fehler oder Auslassungen.This list of the documents listed by the applicant has been generated automatically and is included solely for the better information of the reader. The list is not part of the German patent or utility model application. The DPMA assumes no liability for any errors or omissions.
Zitierte PatentliteraturCited patent literature
- US 5654362 [0007] US 5654362 [0007]
- EP 1551923 [0007] EP 1551923 [0007]
Zitierte Nicht-PatentliteraturCited non-patent literature
- “Contact angle measurement-a reliable supportive method for screening water-restistance of ultraviolet-protecting products in vivo“ Intern. Journal of Cosmetic Science, 2007, 29, 283–291 [0030] "Contact angle measurement-a reliable supportive method for screening water-resistance of ultraviolet-protecting products in vivo" Intern. Journal of Cosmetic Science, 2007, 29, 283-291 [0030]
Claims (9)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE201110078101 DE102011078101A1 (en) | 2011-06-27 | 2011-06-27 | New use of silicone elastomers in cosmetic preparations |
| PCT/EP2012/061493 WO2013000743A2 (en) | 2011-06-27 | 2012-06-15 | Novel use of silicone elastomers in cosmetic preparations |
| EP12727864.6A EP2723316A2 (en) | 2011-06-27 | 2012-06-15 | Novel use of silicone elastomers in cosmetic preparations |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE201110078101 DE102011078101A1 (en) | 2011-06-27 | 2011-06-27 | New use of silicone elastomers in cosmetic preparations |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE102011078101A1 true DE102011078101A1 (en) | 2012-12-27 |
Family
ID=46317400
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE201110078101 Withdrawn DE102011078101A1 (en) | 2011-06-27 | 2011-06-27 | New use of silicone elastomers in cosmetic preparations |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP2723316A2 (en) |
| DE (1) | DE102011078101A1 (en) |
| WO (1) | WO2013000743A2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3033249A1 (en) * | 2015-03-06 | 2016-09-09 | Dev Ind Et Promotion De Tech Avancees | AQUEOUS SOLAR COSMETIC COMPOSITION WITHOUT SURFACTANTS |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102015219006A1 (en) * | 2015-10-01 | 2017-04-20 | Beiersdorf Ag | Sunscreen with reduced textile staining by bis-ethylhexyloxyphenol methoxyphenyl triazines |
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| US5654362A (en) | 1996-03-20 | 1997-08-05 | Dow Corning Corporation | Silicone oils and solvents thickened by silicone elastomers |
| DE10155865A1 (en) * | 2001-11-14 | 2003-05-28 | Beiersdorf Ag | UV-protective cosmetic or dermatological composition contains an inorganic micropigment, e.g. titanium oxide, a hydroxybenzophenone and a siloxane elastomer |
| DE10157490A1 (en) * | 2001-11-23 | 2003-06-05 | Beiersdorf Ag | Water resistant UV-protective cosmetic/dermatological compositions containing bis-resorcinyltriazine derivatives also contain organosiloxane elastomer powder coated with a trimethylsiloxysilicate or derivative |
| DE10157484A1 (en) * | 2001-11-23 | 2003-06-05 | Beiersdorf Ag | Water resistant UV-protective cosmetic/dermatological compositions containing phenylene-bisbenzimidazyl tetrasulfonic acid contain organosiloxane elastomer powder coated with a trimethylsiloxysilicate or derivative |
| DE10307467A1 (en) * | 2003-02-21 | 2004-09-02 | Beiersdorf Ag | Stabilized and non-sticky cosmetic and dermatological emulsions contain siloxane elastomers in addition to surfactants and pigments |
| EP1551923A1 (en) | 2002-08-27 | 2005-07-13 | Dow Corning Corporation | Silicone elastomers compositions |
| DE102009049721A1 (en) * | 2008-10-22 | 2010-04-29 | Beiersdorf Ag | Cosmetic formulation, useful e.g. for permanent browning of skin, comprises e.g. siloxane elastomers, obtained from reaction of organohydrogen siloxane with substances or mixtures containing e.g. aliphatic unsaturated groups |
| DE102008053791A1 (en) * | 2008-10-22 | 2010-04-29 | Beiersdorf Ag | Cosmetic formulation with siloxane elastomers and particulate matter |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2582275B2 (en) * | 1987-10-15 | 1997-02-19 | 株式会社コーセー | Silicone gel composition and cosmetic containing the same |
| US6355724B1 (en) * | 2000-12-06 | 2002-03-12 | Clariant Lsm (Florida), Inc. | Cosmetic compositions containing silicone gel |
| DE10234885B4 (en) * | 2002-07-31 | 2005-03-10 | Beiersdorf Ag | Cosmetic and / or dermatological silicone-in-water emulsions and transparent packaging containing these sunscreen preparations |
| DE102005019548A1 (en) * | 2005-04-22 | 2006-10-26 | Beiersdorf Ag | Cosmetic water-oil-water (W/O/W) emulsion, useful e.g. prevents premature aging, comprises an emulsifier combination of e.g. polyglycerol-2-dipolyhydroxystearate and polyoxyethylene (20) sorbitantristearate |
| CA2703114A1 (en) * | 2007-10-22 | 2009-04-30 | Alzo International, Inc. | Silicone elastomers in cosmetic esters |
-
2011
- 2011-06-27 DE DE201110078101 patent/DE102011078101A1/en not_active Withdrawn
-
2012
- 2012-06-15 WO PCT/EP2012/061493 patent/WO2013000743A2/en not_active Ceased
- 2012-06-15 EP EP12727864.6A patent/EP2723316A2/en not_active Withdrawn
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|---|---|---|---|---|
| US5654362A (en) | 1996-03-20 | 1997-08-05 | Dow Corning Corporation | Silicone oils and solvents thickened by silicone elastomers |
| DE10155865A1 (en) * | 2001-11-14 | 2003-05-28 | Beiersdorf Ag | UV-protective cosmetic or dermatological composition contains an inorganic micropigment, e.g. titanium oxide, a hydroxybenzophenone and a siloxane elastomer |
| DE10157490A1 (en) * | 2001-11-23 | 2003-06-05 | Beiersdorf Ag | Water resistant UV-protective cosmetic/dermatological compositions containing bis-resorcinyltriazine derivatives also contain organosiloxane elastomer powder coated with a trimethylsiloxysilicate or derivative |
| DE10157484A1 (en) * | 2001-11-23 | 2003-06-05 | Beiersdorf Ag | Water resistant UV-protective cosmetic/dermatological compositions containing phenylene-bisbenzimidazyl tetrasulfonic acid contain organosiloxane elastomer powder coated with a trimethylsiloxysilicate or derivative |
| EP1551923A1 (en) | 2002-08-27 | 2005-07-13 | Dow Corning Corporation | Silicone elastomers compositions |
| DE10307467A1 (en) * | 2003-02-21 | 2004-09-02 | Beiersdorf Ag | Stabilized and non-sticky cosmetic and dermatological emulsions contain siloxane elastomers in addition to surfactants and pigments |
| DE102009049721A1 (en) * | 2008-10-22 | 2010-04-29 | Beiersdorf Ag | Cosmetic formulation, useful e.g. for permanent browning of skin, comprises e.g. siloxane elastomers, obtained from reaction of organohydrogen siloxane with substances or mixtures containing e.g. aliphatic unsaturated groups |
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| FR3033249A1 (en) * | 2015-03-06 | 2016-09-09 | Dev Ind Et Promotion De Tech Avancees | AQUEOUS SOLAR COSMETIC COMPOSITION WITHOUT SURFACTANTS |
| WO2016142616A1 (en) | 2015-03-06 | 2016-09-15 | Developpement Industrialisation Et Promotion De Technologies Avancees | Aqueous sun-related cosmetic composition free of surfactants |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2013000743A2 (en) | 2013-01-03 |
| EP2723316A2 (en) | 2014-04-30 |
| WO2013000743A3 (en) | 2013-12-05 |
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| Date | Code | Title | Description |
|---|---|---|---|
| R163 | Identified publications notified | ||
| R083 | Amendment of/additions to inventor(s) | ||
| R119 | Application deemed withdrawn, or ip right lapsed, due to non-payment of renewal fee |