EP0963415A2 - Filmbildendes gezielt wiederablösbares material - Google Patents
Filmbildendes gezielt wiederablösbares materialInfo
- Publication number
- EP0963415A2 EP0963415A2 EP98966391A EP98966391A EP0963415A2 EP 0963415 A2 EP0963415 A2 EP 0963415A2 EP 98966391 A EP98966391 A EP 98966391A EP 98966391 A EP98966391 A EP 98966391A EP 0963415 A2 EP0963415 A2 EP 0963415A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- polymers
- film
- material according
- forming
- hybrid
- 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- Withdrawn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
- 239000000463 material Substances 0.000 title claims abstract description 48
- 229920000642 polymer Polymers 0.000 claims abstract description 48
- -1 keto - Chemical class 0.000 claims description 34
- 150000001875 compounds Chemical class 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 229910000077 silane Inorganic materials 0.000 claims description 10
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 5
- 238000009833 condensation Methods 0.000 claims description 5
- 230000005494 condensation Effects 0.000 claims description 5
- 239000004593 Epoxy Substances 0.000 claims description 4
- 125000004423 acyloxy group Chemical group 0.000 claims description 4
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
- 229920006318 anionic polymer Polymers 0.000 claims description 3
- 229920006317 cationic polymer Polymers 0.000 claims description 3
- 230000003301 hydrolyzing effect Effects 0.000 claims description 3
- 230000006641 stabilisation Effects 0.000 claims description 3
- 238000011105 stabilization Methods 0.000 claims description 3
- 229910052719 titanium Inorganic materials 0.000 claims description 3
- 229910052726 zirconium Inorganic materials 0.000 claims description 3
- JIUWLLYCZJHZCZ-UHFFFAOYSA-N 3-propyloxolane-2,5-dione Chemical compound CCCC1CC(=O)OC1=O JIUWLLYCZJHZCZ-UHFFFAOYSA-N 0.000 claims description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- NOZAQBYNLKNDRT-UHFFFAOYSA-N [diacetyloxy(ethenyl)silyl] acetate Chemical compound CC(=O)O[Si](OC(C)=O)(OC(C)=O)C=C NOZAQBYNLKNDRT-UHFFFAOYSA-N 0.000 claims description 2
- 125000005024 alkenyl aryl group Chemical group 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000005025 alkynylaryl group Chemical group 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 125000005018 aryl alkenyl group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000004104 aryloxy group Chemical group 0.000 claims description 2
- 125000003700 epoxy group Chemical group 0.000 claims description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 2
- 238000007306 functionalization reaction Methods 0.000 claims description 2
- 239000001257 hydrogen Chemical group 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 150000002739 metals Chemical class 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 claims description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- 239000005050 vinyl trichlorosilane Substances 0.000 claims description 2
- 125000005015 aryl alkynyl group Chemical group 0.000 claims 1
- 125000005395 methacrylic acid group Chemical group 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 230000007704 transition Effects 0.000 claims 1
- 238000000576 coating method Methods 0.000 description 19
- 239000011248 coating agent Substances 0.000 description 18
- 229920001577 copolymer Polymers 0.000 description 16
- 239000000758 substrate Substances 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 13
- 239000000203 mixture Substances 0.000 description 12
- 239000000835 fiber Substances 0.000 description 11
- 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 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 9
- MYWQGROTKMBNKN-UHFFFAOYSA-N tributoxyalumane Chemical compound [Al+3].CCCC[O-].CCCC[O-].CCCC[O-] MYWQGROTKMBNKN-UHFFFAOYSA-N 0.000 description 9
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 8
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 7
- 239000007921 spray Substances 0.000 description 7
- DCQBZYNUSLHVJC-UHFFFAOYSA-N 3-triethoxysilylpropane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCS DCQBZYNUSLHVJC-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 239000000443 aerosol Substances 0.000 description 6
- 238000004132 cross linking Methods 0.000 description 6
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 6
- XPGAWFIWCWKDDL-UHFFFAOYSA-N propan-1-olate;zirconium(4+) Chemical compound [Zr+4].CCC[O-].CCC[O-].CCC[O-].CCC[O-] XPGAWFIWCWKDDL-UHFFFAOYSA-N 0.000 description 6
- 239000004753 textile Substances 0.000 description 6
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 238000005260 corrosion Methods 0.000 description 5
- 230000007797 corrosion Effects 0.000 description 5
- 239000004205 dimethyl polysiloxane Substances 0.000 description 5
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 5
- 239000003999 initiator Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 4
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 4
- 230000001476 alcoholic effect Effects 0.000 description 4
- 239000001913 cellulose Substances 0.000 description 4
- 229920002678 cellulose Polymers 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000002537 cosmetic Substances 0.000 description 4
- 239000002304 perfume Substances 0.000 description 4
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 4
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 4
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 4
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 4
- 150000004756 silanes Chemical class 0.000 description 4
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 4
- 239000004604 Blowing Agent Substances 0.000 description 3
- 229920001661 Chitosan Polymers 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 3
- 229940008099 dimethicone Drugs 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 239000004922 lacquer Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 229920005573 silicon-containing polymer Polymers 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 238000005728 strengthening Methods 0.000 description 3
- 229920001897 terpolymer Polymers 0.000 description 3
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 3
- 229960004418 trolamine Drugs 0.000 description 3
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 description 2
- KIPSRYDSZQRPEA-UHFFFAOYSA-N 2,2,2-trifluoroethanamine Chemical compound NCC(F)(F)F KIPSRYDSZQRPEA-UHFFFAOYSA-N 0.000 description 2
- GXDMUOPCQNLBCZ-UHFFFAOYSA-N 3-(3-triethoxysilylpropyl)oxolane-2,5-dione Chemical compound CCO[Si](OCC)(OCC)CCCC1CC(=O)OC1=O GXDMUOPCQNLBCZ-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 229920001800 Shellac Polymers 0.000 description 2
- 229910002808 Si–O–Si Inorganic materials 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
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- 239000000834 fixative Substances 0.000 description 2
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- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
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- 150000002736 metal compounds Chemical class 0.000 description 2
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- 239000004208 shellac Substances 0.000 description 2
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 2
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- GVPDNFYOFKBFEN-UHFFFAOYSA-N trimethyl(octadecoxy)silane Chemical compound CCCCCCCCCCCCCCCCCCO[Si](C)(C)C GVPDNFYOFKBFEN-UHFFFAOYSA-N 0.000 description 2
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
- YTLYLLTVENPWFT-UPHRSURJSA-N (Z)-3-aminoacrylic acid Chemical compound N\C=C/C(O)=O YTLYLLTVENPWFT-UPHRSURJSA-N 0.000 description 1
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 description 1
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- BEWCNXNIQCLWHP-UHFFFAOYSA-N 2-(tert-butylamino)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCNC(C)(C)C BEWCNXNIQCLWHP-UHFFFAOYSA-N 0.000 description 1
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- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
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- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- YHAYSVXJJPHCRO-UHFFFAOYSA-N but-3-enyl(dichloro)silane Chemical compound Cl[SiH](Cl)CCC=C YHAYSVXJJPHCRO-UHFFFAOYSA-N 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
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- 239000004359 castor oil Substances 0.000 description 1
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Classifications
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- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5264—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
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- A61K8/899—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing sulfur, e.g. sodium PG-propyldimethicone thiosulfate copolyol
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- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
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- C—CHEMISTRY; METALLURGY
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- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/14—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
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- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
- D06M15/267—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof of unsaturated carboxylic esters having amino or quaternary ammonium groups
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/285—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/356—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms
- D06M15/3562—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms containing nitrogen
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/356—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms
- D06M15/3568—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms containing silicon
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/6433—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing carboxylic groups
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/54—Polymers characterized by specific structures/properties
-
- 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
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/94—Involves covalent bonding to the substrate
-
- 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
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/95—Involves in-situ formation or cross-linking of polymers
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
Definitions
- Form-forming material that can be removed permanently
- the invention relates to a film-forming, specifically removable material for the temporary stabilization and / or functionalization of technical or biological surfaces based on inorganic / organic hybrid polymers and film-forming water-soluble and / or alcohol-soluble polymers.
- ORMOCERE ORMOCERE
- the ORMOCERE class of substances are inorganic / organic hybrid polymers, the composition of which is selected depending on the desired properties. These materials are characterized above all by good adhesion to the substrate, for example metal or glass. They will also be excellent Scratch resistance realized. Such materials are described, for example, in DE-OS-38 28 098 and in EP 0 610 831.
- film-forming water-soluble polymers are also known in the prior art.
- Film-forming strengthening agents are e.g. used for fibers, especially for hair.
- suitable synthetic polymers are polyvinylpyrrolidone, polyvinylpyrrolidone / polyvinyl acetate copoly er, polyacrylic acid or polymethacrylic acid polymers.
- Naturally occurring polymers e.g. Shellac, gelatin,
- Chitosan salts polysaccharides and derivatives, cellulose and cellulose derivatives application.
- silicones for treating fibers such as textile fibers and hair, e.g. low-viscosity, organofunctionalized silicones (GB 2297757 A).
- US Pat. No. 5,602,224 describes silicones which carry a charged ammonium group, hydrocarbon radicals (C1-C20) being bound to the nitrogen. This is intended to achieve solubility in non-polar solvents.
- US Pat. No. 5,389,364 describes amino-functionalized silicones for hair treatment.
- the materials described above are not suitable for a temporary coating, since they are either designed for permanent adhesive strength (OROMOCERE) or, like the synthetic polymers, are too easily detached from the substrate.
- OROMOCERE permanent adhesive strength
- flat substrates should be mentioned, which are subjected to a forming process, for example, in which the temporary layer can then act as a lubricant. In this case, the coating must then be designed so that the coating can be removed again after the forming process.
- Another application is the fact that, for example, textiles can be structured at certain points with the coating material and that only the non-structured areas are then colored in a subsequent coloring. Subsequently, the coating material could be removed from the textile material by targeted removal.
- Another application would be temporary corrosion protection.
- oily corrosion protection agents are used, this is not always completely satisfactory.
- a transport contactor with such a coating material would also be conceivable.
- Another field of application can be seen in the coating, ie in the consolidation of fibers here, for example of hair. A temporary hardening of the hair could accordingly be achieved by such a coating material, which could then be removed afterwards by targeted washing.
- a material which consists of inorganic / organic hybrid polymers, i.e. from so-called ORMOCEREN and at the same time from water and / or alcohol-soluble polymers.
- This makes it possible to implement coatings which on the one hand have good adhesion to the substrate and on the other hand can be removed again.
- crosslinking the polymers or prepolymers on the substrate e.g.
- the polymers are better connected to the substrate in the textile material, the flat metal or the hair and can therefore bring about stabilization.
- a direct connection of the polymer e.g. via mercapto groups or SiOH groups to the substrate e.g. possible on the fibers.
- Polymers have good miscibility / compatibility in a wide variety of mixing ratios. This means that mixtures of polymers and inorganic / organic hybrid poly eren applied to fibers such as natural fibers be very good adhesion, show durability. At the same time, a great variability in the solubility of the system can be achieved through the selection of the film-forming water and / or alcohol-soluble polymer.
- the inorganic / organic hybrid polymers in the sense of the invention are also referred to as ORMOCER ® e. These are heteropolysiloxanes which have a special position between the classically defined as inorganic glasses (silicates) and organically cross-linked polymers.
- the hybrid polymers can be produced by the so-called sol-gel process and are known as coating materials for metals, glasses, stones, polymers etc.
- RSiX 3 (I) is used, where X is a hydrolyzable and condensable group and R is a crosslinkable organic radical.
- the inorganic Si-O-Si network is first formed by hydrolytic precondensation, which is then further crosslinked via reactions of the crosslinkable organic R groups.
- Hybrid prepolymers in the sense of the present invention are understood to mean the products obtained by precondensation which have not yet been crosslinked via the R groups.
- the crosslinkable radical R denotes a mostly aliphatic side group which can contain different functionalities such as amino, epoxy, hydroxyl, methacrylate or other polymerizable groups.
- R can in particular be selected from alkyl, alkenyl, alkynyl, aryl, arylalkyl, alkylaryl, arylalkenyl, alkenylaryl, allylalkynyl, alkynylaryl, where the rest can be interrupted by 0, S or N atoms and, if it is not itself crosslinkable is at least one crosslinkable substituent from the group of the halogens, amino, amide, aldehyde, keto, alkylcarbonyl, carboxy, mercapto, cyano, hydroxy, alkoxy, methacryloxy, epoxy or vinyl groups contains.
- the groups X can independently of one another denote alkoxy, aryloxy, acyloxy, alkylcarbonyl, alkoxycarbonyl groups, halogen, hydrogen or substituted or unsubstituted amino groups, ethoxy and methoxy groups being particularly preferred.
- the silane of formula (I) may in particular be chosen from vinyltrialkoxysilane, vinyltriacetoxysilane, aminopropyltrialkoxysilane, koxysilan Isocyanatopropyltrial-, mercaptopropyltrialkoxysilane, vinyltri chlorosilane, allyltrialkoxysilane, 3-Isocyanatooxy- propyltrialkoxysilane, koxysilan Methacryloxypropenyltrial-, 3-Methacrylcarbonyloxypropyltrialkoxy- silane, p-Aminophenyltrialkoxysilan, 3-aminopropyltrialkoxysilane, 3-cyanopropyltrialkoxysilane, 4-mercapto-butyltrialkoxysilane, 6-mercaptohexyltrialkoxysilane, 3-mercaptopropyltrialkoxysilane, 3- (ethylenediamin
- the compounds of general formula (I) can be combined with metal compounds such as the alkyl, alkoxy, halogen, acyloxy, hydroxy, oxyhalogen or hydroxyhalogen compounds of titanium, zirconium or aluminum, as well as with other network-modifying compounds, for example of the formula SiX 4 (II) or compounds of the formula SiR'X 2 R (III), where R 'is a non-crosslinkable and non-condensable alkyl or aryl group and R and X have the meanings given above.
- metal compounds such as the alkyl, alkoxy, halogen, acyloxy, hydroxy, oxyhalogen or hydroxyhalogen compounds of titanium, zirconium or aluminum
- other network-modifying compounds for example of the formula SiX 4 (II) or compounds of the formula SiR'X 2 R (III), where R 'is a non-crosslinkable and non-condensable alkyl or aryl group and R and X have the meanings given above.
- the network-modifying compounds can, for example in the case of compounds of the formula (II), increase the degree of crosslinking in the inorganic part or, in the case of compounds of the type (III), reduce it.
- the metal compounds of the transition metals in particular the IV NGr, preferably Ti or Zr compounds or 3 HGr or 4 HGr, in particular Al compounds, can in particular be selected from tetrachlorotitanium, tetraalkoxytitanium, tetrachlorozirconium, tetraalkoxyzirconium, dichlorozirconium oxide, trialkoxyaluminium chloride and dihydroxy aluminum aluminum minium and tetrapropoxy zirconium, where alkoxy is methoxy, ethoxy, i- or n-propoxy, butoxy or 2-ethylhexoxy.
- the compound of formula (II) can in particular be selected from tetramethoxysilane, tetraethoxysilane, tri ethoxysilane, tetra-n- or tetra-i-propoxysilane, tetrabutoxysilane, tetrachlorosilane, trichlorosilane, tetraacetoxysilane.
- Other network-modifying compounds can also be selected from methyl trichlorosilane, methyltrialkoxysilane, ethyltrichlorosilane, ethyltrialkoxysilane, propyltrialkoxysilane, phenyltrialkoxy silane, dimethyldichlorosilane, dimethyldialkoxysilane, Dimethyldihydroxysilan, diphenyldichlorosilane, diphenyldialkoxysilane, Tripropylhydroxysilan, 4- Aminobutylmethyldiakoxysilan, Aminomethyldimethylalkoxysilan, Vinylethyldichlorsilan, vinylmethyl diacetoxysilan, vinylmethyldichlorosilane, vinylmethyl dialkoxysilane, Phenylvinydialkoxysilan, phenylallyl dichlorosilane, 4-Aminobutylmethyldialkoxysilan and Amino
- the inorganic / organic hybrid polymers are produced and used, with the addition of the forming polymers, by the hydrolysis of the starting compounds to a colloidal solution which contains the split-off hydrolysis products, for example the alcohols, and is also referred to as lacquer.
- This varnish can, for example, be applied directly to the substrate (e.g. hair, skin or nails).
- the organic molecular groups are cross-linked. This can be done by conventional polymerization reactions, for example by reactions of double bonds. Polyadditions, as are known from epoxy resins, can also be used to crosslink the organic side chains.
- the precondensation is preferably carried out in the presence of a condensation catalyst.
- a condensation catalyst Protons or compounds releasing hydroxyl ions and amines are suitable as condensation catalysts.
- the present invention also includes the condensation catalysts mentioned in the above publication.
- the film-forming and setting polymer can be of synthetic or natural origin and have non-ionic, cationic, anionic or amphoteric character.
- a polymer additive which is contained in the material in amounts of 0.01 to 50% by weight, preferably in amounts of 0.01 to 20% by weight, particularly preferably from 0.1 to 15% by weight also consist of a mixture of several polymers and the strengthening properties thereof can be modified by the addition of further polymers with a thickening effect.
- film-forming, setting polymers are understood to mean those polymers which, when used, e.g. in 0.01 to 5% aqueous, alcoholic or aqueous-alcoholic solution are able to e.g. to separate a polymer film from the hair and thus to strengthen it.
- Suitable synthetic, nonionic, film-forming, setting polymers in the material according to the invention are homopolymers of vinylpyrrolidone, homopolymers of N-vinylformamide, copolymers of vinylpyrrolidone and vinyl acetate and vinyl propionate, polyacrylamides, polyvinyl alcohols, or polyethylene glycols with a molecular weight of 800 up to 20,000 g / mol can be used.
- Suitable synthetic, film-forming anionic polymers include crotonic acid / Vinyl acetate copolymers and terpolymers made from acrylic acid, ethyl acrylate and Nt-butylacrylamide.
- Natural film-forming polymers or polymers made therefrom by chemical conversion can also be used in the material according to the invention.
- Low-molecular chitosan with a molecular weight of 30,000 to 70,000 g / mol or high-molecular chitosan, mixtures of oligo-, mono- and disaccharides, Chinese balsam resin, cellulose derivatives such as hydroxypropyl cellulose with a molecular weight of 30,000 to 50,000 g / mol, or shellac in neutralized have proven successful or unneutralized form.
- Amphoteric polymers can also be used in the material according to the invention.
- copolymers of octylacrylamide, t-butylaminoethyl methacrylate and two or more monomers from the group consisting of acrylic acid, methacrylic acid and their simple esters are suitable.
- the cationic polymers which can be used according to the invention include copolymers of vinyl pyrrolidone with quaternized derivatives of dialkyl aminoacrylate and methacrylate, such as, for example, vinyl pyrrolidone / dimethylaminomethacrylate copolymers quaternized with diethyl sulfate.
- cationic polymers are, for example, the copolymer of vinylpyrrolidone with vinylimide azolium methochloride, the terpolymer made of dimethyldiallylammonium chloride, sodium acrylate and acrylamide, the terpolymer made of vinylpyrrolidone, dimethylaminoethyl methacrylate and vinylcarprolactam, the quaterized hydroxylated ammonium salt cellulose and an epoxy substituted with trimethylammonium, the vinylpyrrolidone / methacrylamido-propyltrimethylammonium chloride copolymer and diquaternary polydimethylsiloxanes.
- the consistency of the material according to the invention can be increased by adding thickeners.
- Homopolymers of acrylic acid with a molecular weight of 2,000,000 to 6,000,000 g / mol are suitable, for example.
- Copolymers of acrylic acid and acrylamide (sodium salt) with a molecular weight of 2,000,000 to 6,000,000 g / mol and sclerotium gum are also suitable.
- Copolymers of acrylic acid and methacrylic acid are also suitable.
- non-setting, nonionic polymers such as polyethylene glycol with a molecular weight of about
- non-setting, anionic and natural polymers and mixtures thereof in an amount of preferably 0.01 to 50% by weight.
- Perfume oils in an amount of 0.01 to 5% by weight
- opacifiers such as ethylene glycol distearate in an amount of 0.01 to 5% by weight
- wetting agents or emulsifiers from the classes of anionic, cationic, amphoteric or nonionic surfactants such as Fatty alcohol sulfates, ethoxylated fatty alcohols, fatty acid alkanolamides such as the esters or hydrogenated castor oil fatty acids in one
- the material according to the invention can be further improved by adding conventional silicone polymers, such as, for example, polydimethylsiloxane (INCI: Dimethicon), c.-hydro- ⁇ -hydroxypolyoxydimethylsilylene (INCI: Dimethiconol), cyclic dimethylpolysiloxane (INCI: Cyclomehticon), trimethyl (octadecyloxy) silane ( INCI: stearoxytrimethylsilane), dimethylsiloxane / glycol copolymer (INCI: dimethicone copolyol), dimethylsiloxane / aminoalkylsiloxane copolymer with hydroxyl end groups (INCI: amodimethicone), monomethylpolysi
- inorganic / organic hybrid prepolymers for example for hair treatment
- hydrolytic precondensation optionally in the presence of at least one condensation catalyst, of at least one organofunctional silane of the formula (I ) takes place and in a second step the networking to Hybrid polymers takes place.
- the crosslinking can be induced by heat, by light or by suitable, customary polymerization initiators.
- the crosslinking is preferably carried out after application to the hair.
- systems can also be selected which crosslink without an initiator (for example thermally), which is particularly advantageous when using hair.
- the hybrid prepolymers offer the possibility of incorporating into hair-strengthening and care compositions on an aqueous, alcoholic or aqueous / alcoholic basis and having them applied to the hair.
- the organic network is then formed on the hair by the action of heat and thus fixes the hairstyle.
- a firmer or nourished hold of the hair and a pleasant, natural feel with a lot of shine on the hair is obtained.
- Preferred systems for forming the inorganic / organic hybrid polymers are:
- the system 3.), 9.) and 11.) is particularly preferred.
- the film-forming agent for hair according to the invention is used in that
- the crosslinking can be induced by heat, light with or without initiator, depending on the system.
- Suitable initiators are, for example, 1-hydroxycyclohexylphenyl ketone or tert. -Butylperoxy-2-ethyl hexanoate.
- a thermally induced crosslinking is preferably carried out at 20 to 80 ° C, particularly preferably at 40 to 50 ° C within preferably 2 to 20 minutes.
- the hybrid prepolymer is contained in a suitable cosmetic basis in an amount of preferably 0.01 to 40% by weight, particularly preferably in an amount of 0.05 to 15% by weight.
- the proportion of the film-forming polymer is 0.1-50%.
- the material according to the invention is generally in the form of an aqueous, alcoholic or aqueous-alcoholic solution.
- Suitable solvents are such as aliphatic alcohols with 1 to 4 carbon atoms or a mixture of water with one of the alcohols mentioned.
- other organic solvents can also be used, in particular unbranched or branched hydrocarbons such as pentane, hexane, isopentane and cyclic hydrocarbons such as cyclopentane and cyclohexane.
- the solvents are present in an amount of 0.5 to 99% by weight, preferably in an amount of 40 to 90% by weight.
- the material according to the invention can be used in various forms of application, for example in aerosol preparations as foam or as a spray, and furthermore as a non-aerosol which is used by means of a pump or as a "pump and spray".
- the use in conventional O / W and W / O emulsions is possible as well as in application forms as lotion, milk, liquid fixer, cream, gel, gel foam, wax or microemulsion.
- the material according to the invention can be used in various ways for the various applications. If the material according to the invention is used for coating flat substrates, the material can, as described above, be in the form of a solution using conventional coating techniques, such as Dipping, spraying or painting can be applied to the substrate. Known formulation components such as pigments or dyes can be added to the material according to the invention.
- the material according to the invention can also be used as a coloring or nourishing hair treatment agent such as be formulated as a color fixer and hair conditioner.
- the material according to the invention is in the form of an aerosol hair spray or aerosol hair lacquer, it additionally contains 15 to 85% by weight, preferably 25 to 75% by weight, of a propellant and is filled into a pressure vessel.
- blowing agents are, for example, lower alkanes, such as n-butane, i-butane and propane, or also their mixtures with dimethyl ether and, furthermore, gaseous blowing agents, such as N 2 , N 2 0 and C0 2, as well as at the pressures under consideration Mixtures of the above blowing agents are suitable.
- the material according to the invention for setting the hair can also be in the form of a non-aerosol hair spray or a non-aerosol hair lacquer which can be sprayed with the aid of a suitable mechanically operated spraying device.
- Mechanical spray devices are to be understood as devices which enable the spraying of a liquid without using a propellant.
- a suitable mechanical spray device can be, for example, a spray pump or an elastic container provided with a spray valve, in which the cosmetic agent according to the invention is filled under pressure, the elastic container expanding and from which the agent due to the contraction of the elastic container when the container is opened Spray valve is continuously dispensed, used.
- the treatment of the human head hair is intended primarily for the purpose of manufacturing hairstyle or hair care.
- Example 1 Hair fixative 1.50 g inorganic / organic hybrid prepolysiloxane composed of 3 -glycidoxypropyltrimethoxysilane, 3-triethoxysilylpropylsuccinic anhydride and 1-methylimidazole 1.50 g vinylpyrrolidone / vinyl acetate copolymer 0.20 g 1,2-propylene glycol , 15 g of perfume
- any other of the systems 2.) to 10.) described above can also be used as the hybrid prepolymer.
- Example 3 Coating material for textiles and leather 1.80 g inorganic / organic hybrid prepolysiloxane made from 3-glycidoxypropyltrimethoxysilane, trimethoxyphenylsilane,
- Hybridprepolysiloxan of 3-glycidoxy propyltrimethoxysilane, tetramethoxysilane silane, tributoxy, tetrapropoxyzirconium and triethanolamine 0.82 g inorganic / organic Hybridprepolysiloxan Mercaptopropyltriethoxy- of silane and hydrochloric acid, 4.00 g of vinyl acetate / crotonic acid / polyethylene oxide copolymer 0.20 g Cyclo-Tetra (dimethylsiloxane) 13.20 g water 40.00 g ethanol 40.15 g dimethyl ether
- Example 8 Colorless nail polish 6.0 g of org. Hybrid prepolymer made of 3-
- camphor 0 g butyl acetate, 0 g ethyl acetate 0 g
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- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Textile Engineering (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
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Abstract
Description
Claims
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
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DE19757455 | 1997-12-23 | ||
DE19757455 | 1997-12-23 | ||
DE19822721A DE19822721A1 (de) | 1997-12-23 | 1998-05-20 | Filmbildendes gezielt wiederablösbares Material |
DE19822721 | 1998-05-20 | ||
PCT/EP1998/008392 WO1999033579A2 (de) | 1997-12-23 | 1998-12-21 | Filmbildendes gezielt wiederablösbares material |
Publications (1)
Publication Number | Publication Date |
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EP0963415A2 true EP0963415A2 (de) | 1999-12-15 |
Family
ID=7853130
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
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EP98965728A Expired - Lifetime EP0988020B1 (de) | 1997-12-23 | 1998-12-01 | Verwendung von anorganisch-organischen hybridprepolymeren |
EP98966391A Withdrawn EP0963415A2 (de) | 1997-12-23 | 1998-12-21 | Filmbildendes gezielt wiederablösbares material |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP98965728A Expired - Lifetime EP0988020B1 (de) | 1997-12-23 | 1998-12-01 | Verwendung von anorganisch-organischen hybridprepolymeren |
Country Status (5)
Country | Link |
---|---|
US (1) | US6479057B2 (de) |
EP (2) | EP0988020B1 (de) |
JP (1) | JP2001513824A (de) |
DE (3) | DE19822721A1 (de) |
WO (2) | WO1999033434A2 (de) |
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FR2835855B1 (fr) * | 2002-02-08 | 2005-11-11 | Rhodia Chimie Sa | Utilisation d'une emulsion inverse a base de silicone reticulable pour la realisation de revetements "imper-respirants" |
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JP3954582B2 (ja) * | 2004-02-03 | 2007-08-08 | 横浜ゴム株式会社 | 硬化性樹脂組成物 |
WO2005074874A1 (ja) * | 2004-02-03 | 2005-08-18 | Mitsubishi Pencil Co., Ltd. | 染毛料 |
EP1736139B1 (de) | 2004-04-07 | 2018-05-30 | Kao Corporation | Haarbehandlungsmittel und Verfahren zur Haarverarbeitung |
NO322724B1 (no) * | 2004-04-15 | 2006-12-04 | Sinvent As | Fremgangsmåte til fremstilling av polyforgrenet organisk/uorganisk hybridpolymer |
NO322777B1 (no) * | 2004-04-15 | 2006-12-11 | Sinvent As | Polyforgrenet organisk/uorganisk hybridpolymer, fremgangsmåte til dens fremstilling samt anvendelse av samme |
NO325853B1 (no) * | 2004-04-16 | 2008-08-04 | Nor X Ind As | Polymer kommpound |
US20060009536A1 (en) * | 2004-07-12 | 2006-01-12 | Guang-Way Jang | Functionalized sol-gel material, sol-gel film derived therefrom, and method for preparing the same |
FR2874819A1 (fr) * | 2004-09-09 | 2006-03-10 | Oreal | Composition cosmetique comprenant au moins un diamantoide, destine a renforcer les proprietes mecaniques de certains materiaux |
EP1814930A4 (de) | 2004-10-12 | 2012-12-26 | Sdc Coatings Inc | Beschichtungszusammensetzungen, gegenstände und verfahren zum beschichten von gegenständen |
WO2007017488A1 (de) * | 2005-08-11 | 2007-02-15 | Siemens Aktiengesellschaft | Beschichtungen für den einsatz im bereich der energieerzeugung |
CA2620423A1 (en) * | 2005-08-31 | 2007-03-08 | Castrol Limited | Compositions and method for coating metal surfaces with an alkoxysilane coating |
NO325797B1 (no) * | 2005-10-14 | 2008-07-21 | Nor X Ind As | Lysbeskyttelsesmiddel basert på organisk/uorganisk hybridpolymer, fremgangsmåte til fremstilling og anvendelse av samme |
BRPI0621468A2 (pt) * | 2006-03-31 | 2011-12-13 | Sdc Technologies Inc | composições de revestimento, artigos, e métodos para revestir artigos |
JP5235050B2 (ja) * | 2006-08-11 | 2013-07-10 | 花王株式会社 | 毛髪改質剤 |
FR2910306A1 (fr) * | 2006-12-20 | 2008-06-27 | Oreal | Produit cosmetique comprenant des composes silicones et des particules reflechissantes a reflexion metalique |
FR2910307A1 (fr) * | 2006-12-20 | 2008-06-27 | Oreal | Composition comprenant un compose x et un compose y reagissant ensemble dont l'un au moins est silicone et un polymere anionique ou non ionique |
WO2008075301A2 (en) * | 2006-12-20 | 2008-06-26 | L'oreal | Cosmetic product comprising silicone compounds and reflective particles with metallic reflection |
DE102007009590A1 (de) | 2007-02-26 | 2008-08-28 | Evonik Degussa Gmbh | Glänzender und kratzfester Nagellack durch Zusatz von Sol-Gel-Systemen |
DE102007009589A1 (de) | 2007-02-26 | 2008-08-28 | Evonik Degussa Gmbh | Glänzender und kratzfester Nagellack durch Zusatz von Silanen |
BRPI0801751B1 (pt) * | 2007-05-30 | 2016-03-29 | Oreal | composição cosmética de pigmentos funcionalizados de óxidos de metais e com efeitos de deslocamento de cor e de manuseio |
ZA200804693B (en) * | 2007-05-30 | 2009-02-25 | Oreal | Cosmetic hair compositions containing metal-oxide layered pigments and functionalized metal-oxide layered pigments and methods of use |
EP2022479A1 (de) * | 2007-08-07 | 2009-02-11 | KPSS-Kao Professional Salon Services GmbH | Haarstylingzusammensetzung |
US20100330380A1 (en) * | 2007-11-26 | 2010-12-30 | John Colreavy | Organosilane Coating Compositions and Use Thereof |
CN101878020B (zh) * | 2007-11-28 | 2013-09-25 | 高露洁-棕榄公司 | 油的α或者β羟基酸加合物 |
AU2008331637B2 (en) * | 2007-11-28 | 2011-10-06 | Colgate-Palmolive Company | Ethoxylated and / or hydrogenated oil adduct |
JP5238276B2 (ja) * | 2008-02-07 | 2013-07-17 | 花王株式会社 | 毛髪処理剤 |
FR2930439B1 (fr) * | 2008-04-25 | 2012-09-21 | Oreal | Utilisation d'une composition cosmetique comprenant au moins un compose organique du silicium en association avec une composition de soin et/ou de lavage des fibres keratiniques |
FR2954141B1 (fr) * | 2009-12-18 | 2012-04-13 | Oreal | Procede pour capter des actifs dans la peau |
FR2954142B1 (fr) * | 2009-12-18 | 2012-04-13 | Oreal | Procede de traitement cosmetique impliquant un compose apte a condenser in situ |
CN103260596B (zh) * | 2009-12-18 | 2016-08-31 | 莱雅公司 | 包括能原位缩合的化合物和遮挡uv辐射的试剂的化妆处理方法 |
DE102013003329A1 (de) * | 2013-02-25 | 2014-08-28 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Silane, Hybridpolymere und Photolack mit Positiv-Resist Verhalten sowie Verfahren zur Herstellung |
WO2014182902A2 (en) * | 2013-05-10 | 2014-11-13 | The Procter & Gamble Company | Consumer products comprising silane-modified oils |
DE102014117801A1 (de) * | 2014-12-03 | 2016-06-09 | cosnova GmbH | Wasserbasierter Nagellack |
FR3045287A1 (fr) * | 2015-12-22 | 2017-06-23 | Oreal | Dispositif aerosol a base d'au moins deux alcoxysilanes particuliers, l'un au moins comportant une chaine alkyle en c1-6 |
FR3053591A1 (fr) * | 2016-07-11 | 2018-01-12 | L'oreal | Composition anhydre anti-transpirante sous forme d’aerosol comprenant une huile volatile, un copolymere d’ester vinylique particulier et un actif antitranspirant |
DE102018127186A1 (de) * | 2018-10-31 | 2020-04-30 | Henkel Ag & Co. Kgaa | Wirkstoffzusammensetzung zur Formveränderung des Haarkollektives |
CA3207457A1 (en) * | 2021-02-23 | 2022-09-01 | Angus Chemical Company | Substitution of ammonia in hair altering products |
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-
1998
- 1998-05-20 DE DE19822721A patent/DE19822721A1/de not_active Withdrawn
- 1998-05-20 DE DE19822722A patent/DE19822722A1/de not_active Withdrawn
- 1998-12-01 JP JP53443599A patent/JP2001513824A/ja active Pending
- 1998-12-01 WO PCT/EP1998/007794 patent/WO1999033434A2/de active IP Right Grant
- 1998-12-01 US US09/367,338 patent/US6479057B2/en not_active Expired - Fee Related
- 1998-12-01 DE DE59810802T patent/DE59810802D1/de not_active Expired - Lifetime
- 1998-12-01 EP EP98965728A patent/EP0988020B1/de not_active Expired - Lifetime
- 1998-12-21 WO PCT/EP1998/008392 patent/WO1999033579A2/de not_active Application Discontinuation
- 1998-12-21 EP EP98966391A patent/EP0963415A2/de not_active Withdrawn
Non-Patent Citations (1)
Title |
---|
See references of WO9933579A2 * |
Also Published As
Publication number | Publication date |
---|---|
WO1999033434A3 (de) | 1999-09-02 |
DE19822721A1 (de) | 1999-07-01 |
US20020037298A1 (en) | 2002-03-28 |
DE19822722A1 (de) | 1999-10-14 |
EP0988020B1 (de) | 2004-02-18 |
US6479057B2 (en) | 2002-11-12 |
WO1999033434A2 (de) | 1999-07-08 |
EP0988020A2 (de) | 2000-03-29 |
JP2001513824A (ja) | 2001-09-04 |
WO1999033579A2 (de) | 1999-07-08 |
WO1999033579A3 (de) | 1999-09-02 |
DE59810802D1 (de) | 2004-03-25 |
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