JP2009517534A - ２剤式硬化性組成物、及びそれを用いて得たポリウレタン−ポリシロキサン樹脂混合物 - Google Patents
２剤式硬化性組成物、及びそれを用いて得たポリウレタン−ポリシロキサン樹脂混合物 Download PDFInfo
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- JP2009517534A JP2009517534A JP2008543380A JP2008543380A JP2009517534A JP 2009517534 A JP2009517534 A JP 2009517534A JP 2008543380 A JP2008543380 A JP 2008543380A JP 2008543380 A JP2008543380 A JP 2008543380A JP 2009517534 A JP2009517534 A JP 2009517534A
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- agent
- curable composition
- added
- composition according
- diisocyanate
- Prior art date
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- Pending
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- 239000000203 mixture Substances 0.000 title claims abstract description 88
- 229920005989 resin Polymers 0.000 title claims abstract description 43
- 239000011347 resin Substances 0.000 title claims abstract description 43
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 18
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 113
- 239000003054 catalyst Substances 0.000 claims abstract description 18
- 229920005645 diorganopolysiloxane polymer Polymers 0.000 claims abstract description 14
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 11
- 239000012963 UV stabilizer Substances 0.000 claims abstract description 9
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 9
- 239000003139 biocide Substances 0.000 claims abstract description 8
- 238000009833 condensation Methods 0.000 claims abstract description 8
- 230000005494 condensation Effects 0.000 claims abstract description 8
- 239000000945 filler Substances 0.000 claims abstract description 8
- 239000000049 pigment Substances 0.000 claims abstract description 8
- 239000002904 solvent Substances 0.000 claims abstract description 8
- 239000013589 supplement Substances 0.000 claims abstract description 8
- 239000004094 surface-active agent Substances 0.000 claims abstract description 8
- 239000013008 thixotropic agent Substances 0.000 claims abstract description 8
- 238000004132 cross linking Methods 0.000 claims abstract description 7
- 239000004014 plasticizer Substances 0.000 claims abstract description 7
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 6
- 239000002318 adhesion promoter Substances 0.000 claims abstract description 5
- 230000003115 biocidal effect Effects 0.000 claims abstract description 5
- 229920005749 polyurethane resin Polymers 0.000 claims abstract description 5
- -1 cure accelerators Substances 0.000 claims description 37
- 125000004432 carbon atom Chemical group C* 0.000 claims description 22
- 229920005862 polyol Polymers 0.000 claims description 19
- 150000003077 polyols Chemical class 0.000 claims description 18
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 16
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 229920000570 polyether Polymers 0.000 claims description 15
- 150000002009 diols Chemical class 0.000 claims description 11
- 239000012948 isocyanate Substances 0.000 claims description 11
- 150000002513 isocyanates Chemical class 0.000 claims description 11
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 10
- 239000005056 polyisocyanate Substances 0.000 claims description 10
- 229920001228 polyisocyanate Polymers 0.000 claims description 10
- 229910000077 silane Inorganic materials 0.000 claims description 10
- 125000005442 diisocyanate group Chemical group 0.000 claims description 9
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 claims description 9
- FMGBDYLOANULLW-UHFFFAOYSA-N 3-isocyanatopropyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CCCN=C=O FMGBDYLOANULLW-UHFFFAOYSA-N 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 239000000975 dye Substances 0.000 claims description 7
- BUZRAOJSFRKWPD-UHFFFAOYSA-N isocyanatosilane Chemical compound [SiH3]N=C=O BUZRAOJSFRKWPD-UHFFFAOYSA-N 0.000 claims description 6
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical group C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 5
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 5
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 4
- 229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 claims description 4
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 125000005842 heteroatom Chemical group 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 230000009257 reactivity Effects 0.000 claims description 3
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims description 3
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 3
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical class CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 claims description 3
- GKYGYWOJHVZUTN-UHFFFAOYSA-N (1-methyl-6-triethoxysilylcyclohexa-2,4-dien-1-yl)methanethiol Chemical compound CCO[Si](OCC)(OCC)C1C=CC=CC1(C)CS GKYGYWOJHVZUTN-UHFFFAOYSA-N 0.000 claims description 2
- RKBANWCUDWRSJO-UHFFFAOYSA-N (1-methyl-6-trimethoxysilylcyclohexa-2,4-dien-1-yl)methanethiol Chemical compound CO[Si](OC)(OC)C1C=CC=CC1(C)CS RKBANWCUDWRSJO-UHFFFAOYSA-N 0.000 claims description 2
- JQYHGMHWCZIIML-UHFFFAOYSA-N 1-(dimethoxymethylsilyl)pentane-3-thiol Chemical compound CCC(S)CC[SiH2]C(OC)OC JQYHGMHWCZIIML-UHFFFAOYSA-N 0.000 claims description 2
- ZARCFEHBDQIZSJ-UHFFFAOYSA-N 1-triethoxysilylpropane-2-thiol Chemical compound CCO[Si](CC(C)S)(OCC)OCC ZARCFEHBDQIZSJ-UHFFFAOYSA-N 0.000 claims description 2
- BZBKNKKRTDNXMP-UHFFFAOYSA-N 1-trioctoxysilylpropane-2-thiol Chemical compound CCCCCCCCO[Si](CC(C)S)(OCCCCCCCC)OCCCCCCCC BZBKNKKRTDNXMP-UHFFFAOYSA-N 0.000 claims description 2
- HUOUUBXYBKHMRJ-UHFFFAOYSA-N 1-tripropoxysilylpropane-2-thiol Chemical compound CCCO[Si](CC(C)S)(OCCC)OCCC HUOUUBXYBKHMRJ-UHFFFAOYSA-N 0.000 claims description 2
- LAGFJUQEHPLLIW-UHFFFAOYSA-N 12-triethoxysilyldodecane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCCCCCCCCCCS LAGFJUQEHPLLIW-UHFFFAOYSA-N 0.000 claims description 2
- VREPHMROZZKOOL-UHFFFAOYSA-N 12-trimethoxysilyldodecane-1-thiol Chemical compound CO[Si](OC)(OC)CCCCCCCCCCCCS VREPHMROZZKOOL-UHFFFAOYSA-N 0.000 claims description 2
- UAXHQOHEACNJSR-UHFFFAOYSA-N 18-trimethoxysilyloctadecane-1-thiol Chemical compound CO[Si](OC)(OC)CCCCCCCCCCCCCCCCCCS UAXHQOHEACNJSR-UHFFFAOYSA-N 0.000 claims description 2
- KFEVWIIWNXMTGM-UHFFFAOYSA-N 2-(2,2-dimethoxyethoxysilyl)ethanethiol Chemical compound SCC[SiH2]OCC(OC)OC KFEVWIIWNXMTGM-UHFFFAOYSA-N 0.000 claims description 2
- NYLOHBUGPHJQSL-UHFFFAOYSA-N 2-methyl-3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CC(C)CS NYLOHBUGPHJQSL-UHFFFAOYSA-N 0.000 claims description 2
- BMPPHVYQZALIQK-UHFFFAOYSA-N 2-methyl-6-triethoxysilylbenzenethiol Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC(C)=C1S BMPPHVYQZALIQK-UHFFFAOYSA-N 0.000 claims description 2
- JEELSXJQQHJRII-UHFFFAOYSA-N 2-methyl-6-trimethoxysilylbenzenethiol Chemical compound CO[Si](OC)(OC)C1=CC=CC(C)=C1S JEELSXJQQHJRII-UHFFFAOYSA-N 0.000 claims description 2
- WJSLVIWRMKEJEJ-UHFFFAOYSA-N 2-triethoxysilylbenzenethiol Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1S WJSLVIWRMKEJEJ-UHFFFAOYSA-N 0.000 claims description 2
- UANAJLMWAZQBKE-UHFFFAOYSA-N 2-trimethoxysilylbenzenethiol Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1S UANAJLMWAZQBKE-UHFFFAOYSA-N 0.000 claims description 2
- LOSLJXKHQKRRFN-UHFFFAOYSA-N 2-trimethoxysilylethanethiol Chemical group CO[Si](OC)(OC)CCS LOSLJXKHQKRRFN-UHFFFAOYSA-N 0.000 claims description 2
- UZEBPNPRXOYGRA-UHFFFAOYSA-N 2-tripropoxysilylethanethiol Chemical compound CCCO[Si](CCS)(OCCC)OCCC UZEBPNPRXOYGRA-UHFFFAOYSA-N 0.000 claims description 2
- IFAPXTBWPQMLAF-UHFFFAOYSA-N 3-(diethoxymethylsilyl)-N-ethyl-2-methylpropan-1-amine Chemical compound CCNCC(C)C[SiH2]C(OCC)OCC IFAPXTBWPQMLAF-UHFFFAOYSA-N 0.000 claims description 2
- BDLNYQVUTQYAGX-UHFFFAOYSA-N 3-(diethoxymethylsilyl)propane-1-thiol Chemical compound CCOC(OCC)[SiH2]CCCS BDLNYQVUTQYAGX-UHFFFAOYSA-N 0.000 claims description 2
- XRRIEVLGJHESLO-UHFFFAOYSA-N 3-[3-(2-methoxyethoxy)propoxysilyl]propane-1-thiol Chemical compound COCCOCCCO[SiH2]CCCS XRRIEVLGJHESLO-UHFFFAOYSA-N 0.000 claims description 2
- JNIZBWHSLQTTSB-UHFFFAOYSA-N 3-[cyclohexyloxy(dimethyl)silyl]propane-1-thiol Chemical compound SCCC[Si](C)(C)OC1CCCCC1 JNIZBWHSLQTTSB-UHFFFAOYSA-N 0.000 claims description 2
- XDFJBMAPHNLKKR-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]-n-ethyl-2-methylpropan-1-amine Chemical compound CCNCC(C)C[Si](C)(OC)OC XDFJBMAPHNLKKR-UHFFFAOYSA-N 0.000 claims description 2
- GRAYHTCZJNBKRL-UHFFFAOYSA-N 3-[dimethoxy(phenyl)silyl]-2-methylpropane-1-thiol Chemical compound SCC(C)C[Si](OC)(OC)C1=CC=CC=C1 GRAYHTCZJNBKRL-UHFFFAOYSA-N 0.000 claims description 2
- CLHDHUPZLNNYCB-UHFFFAOYSA-N 3-[dimethoxy(phenyl)silyl]oxypropane-1-thiol Chemical compound SCCCO[Si](OC)(OC)C1=CC=CC=C1 CLHDHUPZLNNYCB-UHFFFAOYSA-N 0.000 claims description 2
- QJMDSXQFYPCDDR-UHFFFAOYSA-N 3-[dimethoxy-(2-methylphenyl)silyl]oxypropane-1-thiol Chemical compound SCCCO[Si](OC)(OC)C1=CC=CC=C1C QJMDSXQFYPCDDR-UHFFFAOYSA-N 0.000 claims description 2
- LQMCVFDSKWCIGP-UHFFFAOYSA-N 3-[tris[(2-methylpropan-2-yl)oxy]silyl]propane-1-thiol Chemical compound CC(C)(C)O[Si](OC(C)(C)C)(OC(C)(C)C)CCCS LQMCVFDSKWCIGP-UHFFFAOYSA-N 0.000 claims description 2
- CJUFQURUUZMUOG-UHFFFAOYSA-N 3-tri(propan-2-yloxy)silylpropane-1-thiol Chemical compound CC(C)O[Si](OC(C)C)(OC(C)C)CCCS CJUFQURUUZMUOG-UHFFFAOYSA-N 0.000 claims description 2
- DCQBZYNUSLHVJC-UHFFFAOYSA-N 3-triethoxysilylpropane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCS DCQBZYNUSLHVJC-UHFFFAOYSA-N 0.000 claims description 2
- QSUKAUDXXCSABB-UHFFFAOYSA-N 3-trimethoxysilylcyclohexane-1-thiol Chemical compound CO[Si](OC)(OC)C1CCCC(S)C1 QSUKAUDXXCSABB-UHFFFAOYSA-N 0.000 claims description 2
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims description 2
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 claims description 2
- WEPFXPXOMFVBDZ-UHFFFAOYSA-N 3-trioctoxysilylpropane-1-thiol Chemical compound CCCCCCCCO[Si](CCCS)(OCCCCCCCC)OCCCCCCCC WEPFXPXOMFVBDZ-UHFFFAOYSA-N 0.000 claims description 2
- FLYKYQZCCVFXBO-UHFFFAOYSA-N 4-[diethoxy(phenyl)silyl]oxybutane-1-thiol Chemical compound SCCCCO[Si](OCC)(OCC)C1=CC=CC=C1 FLYKYQZCCVFXBO-UHFFFAOYSA-N 0.000 claims description 2
- VZOYYUCUWMWSIK-UHFFFAOYSA-N 4-[diethoxy-(2-methylphenyl)silyl]oxybutane-1-thiol Chemical compound SCCCCO[Si](OCC)(OCC)C1=CC=CC=C1C VZOYYUCUWMWSIK-UHFFFAOYSA-N 0.000 claims description 2
- SWDDLRSGGCWDPH-UHFFFAOYSA-N 4-triethoxysilylbutan-1-amine Chemical compound CCO[Si](OCC)(OCC)CCCCN SWDDLRSGGCWDPH-UHFFFAOYSA-N 0.000 claims description 2
- LMAFAQBMCIYHQS-UHFFFAOYSA-N 4-trimethoxysilylbutane-1-thiol Chemical compound CO[Si](OC)(OC)CCCCS LMAFAQBMCIYHQS-UHFFFAOYSA-N 0.000 claims description 2
- ZWLDNGJSJBLBFK-UHFFFAOYSA-N 4-trimethoxysilylbutane-2-thiol Chemical compound CO[Si](OC)(OC)CCC(C)S ZWLDNGJSJBLBFK-UHFFFAOYSA-N 0.000 claims description 2
- HIVACBGNJINCKA-UHFFFAOYSA-N 4-tripropoxysilylbutane-2-thiol Chemical compound CCCO[Si](CCC(C)S)(OCCC)OCCC HIVACBGNJINCKA-UHFFFAOYSA-N 0.000 claims description 2
- KVSQEHYSGZHEJQ-UHFFFAOYSA-N 5-[diethoxy(phenyl)silyl]oxypentane-1-thiol Chemical compound SCCCCCO[Si](OCC)(OCC)C1=CC=CC=C1 KVSQEHYSGZHEJQ-UHFFFAOYSA-N 0.000 claims description 2
- 229910004298 SiO 2 Inorganic materials 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- IWIIWGQTAGYXDO-UHFFFAOYSA-N diethoxy-(1-isocyanatoethoxy)-propan-2-ylsilane Chemical compound CCO[Si](OCC)(C(C)C)OC(C)N=C=O IWIIWGQTAGYXDO-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- LNPBPTWRUYPAFK-UHFFFAOYSA-N isocyanatomethoxy-dimethoxy-propan-2-ylsilane Chemical compound CO[Si](OC)(C(C)C)OCN=C=O LNPBPTWRUYPAFK-UHFFFAOYSA-N 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- INJVFBCDVXYHGQ-UHFFFAOYSA-N n'-(3-triethoxysilylpropyl)ethane-1,2-diamine Chemical compound CCO[Si](OCC)(OCC)CCCNCCN INJVFBCDVXYHGQ-UHFFFAOYSA-N 0.000 claims description 2
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 claims description 2
- SMIDUPHNWFRONB-UHFFFAOYSA-N n,2-dimethyl-3-trimethoxysilylpropan-1-amine Chemical compound CNCC(C)C[Si](OC)(OC)OC SMIDUPHNWFRONB-UHFFFAOYSA-N 0.000 claims description 2
- KGNDVXPHQJMHLX-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)cyclohexanamine Chemical compound CO[Si](OC)(OC)CCCNC1CCCCC1 KGNDVXPHQJMHLX-UHFFFAOYSA-N 0.000 claims description 2
- SWPRLROHVKTMPN-UHFFFAOYSA-N n-butyl-2-methyl-3-trimethoxysilylpropan-1-amine Chemical compound CCCCNCC(C)C[Si](OC)(OC)OC SWPRLROHVKTMPN-UHFFFAOYSA-N 0.000 claims description 2
- YJOGKUUQSLYPQJ-UHFFFAOYSA-N n-ethyl-2,2-dimethyl-4-trimethoxysilylbutan-1-amine Chemical compound CCNCC(C)(C)CC[Si](OC)(OC)OC YJOGKUUQSLYPQJ-UHFFFAOYSA-N 0.000 claims description 2
- PNAUMDBGSPRGCS-UHFFFAOYSA-N n-ethyl-2-methyl-3-triethoxysilylpropan-1-amine Chemical compound CCNCC(C)C[Si](OCC)(OCC)OCC PNAUMDBGSPRGCS-UHFFFAOYSA-N 0.000 claims description 2
- FRDNYWXDODPUJV-UHFFFAOYSA-N n-ethyl-2-methyl-3-trimethoxysilylpropan-1-amine Chemical compound CCNCC(C)C[Si](OC)(OC)OC FRDNYWXDODPUJV-UHFFFAOYSA-N 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical compound S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 0.000 claims description 2
- CFWKOXVDRYZCQI-UHFFFAOYSA-N tert-butyl-(isocyanatomethoxy)-dimethoxysilane Chemical compound CO[Si](OC)(C(C)(C)C)OCN=C=O CFWKOXVDRYZCQI-UHFFFAOYSA-N 0.000 claims description 2
- KGXPCPDJIFECBX-UHFFFAOYSA-N tert-butyl-diethoxy-(1-isocyanatoethoxy)silane Chemical compound CCO[Si](OCC)(C(C)(C)C)OC(C)N=C=O KGXPCPDJIFECBX-UHFFFAOYSA-N 0.000 claims description 2
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 claims description 2
- PABWYMSXHPGZFP-UHFFFAOYSA-N 2-methyl-3-trimethoxysilyl-n-(3-trimethoxysilylpropyl)propan-1-amine Chemical compound CO[Si](OC)(OC)CCCNCC(C)C[Si](OC)(OC)OC PABWYMSXHPGZFP-UHFFFAOYSA-N 0.000 claims 1
- LOOUJXUUGIUEBC-UHFFFAOYSA-N 3-(dimethoxymethylsilyl)propane-1-thiol Chemical compound COC(OC)[SiH2]CCCS LOOUJXUUGIUEBC-UHFFFAOYSA-N 0.000 claims 1
- DQMRXALBJIVORP-UHFFFAOYSA-N 3-[methoxy(dimethyl)silyl]propane-1-thiol Chemical compound CO[Si](C)(C)CCCS DQMRXALBJIVORP-UHFFFAOYSA-N 0.000 claims 1
- MPGJPVZZFPGZQG-UHFFFAOYSA-N 4-[dimethoxy(phenyl)silyl]oxybutane-1-thiol Chemical compound SCCCCO[Si](OC)(OC)C1=CC=CC=C1 MPGJPVZZFPGZQG-UHFFFAOYSA-N 0.000 claims 1
- JADIVBPSPJTGHQ-UHFFFAOYSA-N CCCC[Si](OC)(OC)OC.N=C=O Chemical compound CCCC[Si](OC)(OC)OC.N=C=O JADIVBPSPJTGHQ-UHFFFAOYSA-N 0.000 claims 1
- ZQMWLEFYTOJTOI-UHFFFAOYSA-N CCCC[Si](OCC)(OCC)OCC.N=C=O Chemical compound CCCC[Si](OCC)(OCC)OCC.N=C=O ZQMWLEFYTOJTOI-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- RUFRLNPHRPYBLF-UHFFFAOYSA-N methoxy-dimethyl-octadecylsilane Chemical compound CCCCCCCCCCCCCCCCCC[Si](C)(C)OC RUFRLNPHRPYBLF-UHFFFAOYSA-N 0.000 claims 1
- MQWFLKHKWJMCEN-UHFFFAOYSA-N n'-[3-[dimethoxy(methyl)silyl]propyl]ethane-1,2-diamine Chemical compound CO[Si](C)(OC)CCCNCCN MQWFLKHKWJMCEN-UHFFFAOYSA-N 0.000 claims 1
- OKIKLSJWTXOVSF-UHFFFAOYSA-N n-methyl-2-(3-trimethoxysilylpropoxy)propan-1-amine Chemical compound CNCC(C)OCCC[Si](OC)(OC)OC OKIKLSJWTXOVSF-UHFFFAOYSA-N 0.000 claims 1
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- 238000013008 moisture curing Methods 0.000 abstract 1
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- 125000003545 alkoxy group Chemical group 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- 238000006884 silylation reaction Methods 0.000 description 4
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 3
- 239000012975 dibutyltin dilaurate Substances 0.000 description 3
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- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
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- 150000001875 compounds Chemical class 0.000 description 2
- NGDPCAMPVQYGCW-UHFFFAOYSA-N dibenzothiophene 5-oxide Chemical compound C1=CC=C2S(=O)C3=CC=CC=C3C2=C1 NGDPCAMPVQYGCW-UHFFFAOYSA-N 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
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- 125000005702 oxyalkylene group Chemical group 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 238000004448 titration Methods 0.000 description 2
- OHKKNEALKRUZOE-UHFFFAOYSA-N 18-[methoxy(dimethyl)silyl]octadecane-1-thiol Chemical compound CO[Si](C)(C)CCCCCCCCCCCCCCCCCCS OHKKNEALKRUZOE-UHFFFAOYSA-N 0.000 description 1
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
- KACJBFAYIKNLCP-UHFFFAOYSA-N 2-methyl-n-(3-trimethoxysilylpropyl)propan-1-amine Chemical compound CO[Si](OC)(OC)CCCNCC(C)C KACJBFAYIKNLCP-UHFFFAOYSA-N 0.000 description 1
- GORJNOVMWXWIJZ-UHFFFAOYSA-N 2-tri(butan-2-yloxy)silylethanethiol Chemical compound CCC(C)O[Si](CCS)(OC(C)CC)OC(C)CC GORJNOVMWXWIJZ-UHFFFAOYSA-N 0.000 description 1
- FMRSVUHIKQTOFR-UHFFFAOYSA-N 3-[ethoxy(dimethyl)silyl]propane-1-thiol Chemical compound CCO[Si](C)(C)CCCS FMRSVUHIKQTOFR-UHFFFAOYSA-N 0.000 description 1
- KNYSNQHOKNRINQ-UHFFFAOYSA-N 4-(dimethoxymethylsilyl)-N-ethyl-2,2-dimethylbutan-1-amine Chemical compound CCNCC(C)(C)CC[SiH2]C(OC)OC KNYSNQHOKNRINQ-UHFFFAOYSA-N 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 229920002121 Hydroxyl-terminated polybutadiene Polymers 0.000 description 1
- 229930182556 Polyacetal Natural products 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- JJLKTTCRRLHVGL-UHFFFAOYSA-L [acetyloxy(dibutyl)stannyl] acetate Chemical compound CC([O-])=O.CC([O-])=O.CCCC[Sn+2]CCCC JJLKTTCRRLHVGL-UHFFFAOYSA-L 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- XLKJBCBNQZIFNI-UHFFFAOYSA-N butoxy-dimethoxy-phenylsilane Chemical compound CCCCO[Si](OC)(OC)C1=CC=CC=C1 XLKJBCBNQZIFNI-UHFFFAOYSA-N 0.000 description 1
- YXFMVUFVHIWUHX-UHFFFAOYSA-N butyl-(isocyanatomethoxy)-dimethoxysilane Chemical compound CCCC[Si](OC)(OC)OCN=C=O YXFMVUFVHIWUHX-UHFFFAOYSA-N 0.000 description 1
- VXJDLQFZZQAZRL-UHFFFAOYSA-N butyl-diethoxy-(1-isocyanatoethoxy)silane Chemical compound CCCC[Si](OCC)(OCC)OC(C)N=C=O VXJDLQFZZQAZRL-UHFFFAOYSA-N 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- WEQLQTCIJDTCKC-UHFFFAOYSA-N ethoxy-dimethoxy-propylsilane Chemical compound CCC[Si](OC)(OC)OCC WEQLQTCIJDTCKC-UHFFFAOYSA-N 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000008029 phthalate plasticizer Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920006295 polythiol Polymers 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- ZQZCOBSUOFHDEE-UHFFFAOYSA-N tetrapropyl silicate Chemical compound CCCO[Si](OCCC)(OCCC)OCCC ZQZCOBSUOFHDEE-UHFFFAOYSA-N 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 239000012974 tin catalyst Substances 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- YJGJRYWNNHUESM-UHFFFAOYSA-J triacetyloxystannyl acetate Chemical compound [Sn+4].CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O YJGJRYWNNHUESM-UHFFFAOYSA-J 0.000 description 1
- 238000007039 two-step reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/61—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/71—Monoisocyanates or monoisothiocyanates
- C08G18/718—Monoisocyanates or monoisothiocyanates containing silicon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of 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; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/458—Block-or graft-polymers containing polysiloxane sequences containing polyurethane sequences
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/80—Siloxanes having aromatic substituents, e.g. phenyl side groups
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyurethanes Or Polyureas (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/292,026 US20070129528A1 (en) | 2005-12-01 | 2005-12-01 | Two-part curable composition and polyurethane-polysiloxane resin mixture obtained therefrom |
| PCT/US2006/045504 WO2007064621A2 (en) | 2005-12-01 | 2006-11-28 | Two-part curable composition and polyurethane-polysiloxane resin mixture obtained therefrom |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009517534A true JP2009517534A (ja) | 2009-04-30 |
| JP2009517534A5 JP2009517534A5 (enExample) | 2012-11-08 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008543380A Pending JP2009517534A (ja) | 2005-12-01 | 2006-11-28 | ２剤式硬化性組成物、及びそれを用いて得たポリウレタン−ポリシロキサン樹脂混合物 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20070129528A1 (enExample) |
| EP (1) | EP1963393A2 (enExample) |
| JP (1) | JP2009517534A (enExample) |
| KR (1) | KR20080077971A (enExample) |
| CN (1) | CN101336258B (enExample) |
| BR (1) | BRPI0619083A2 (enExample) |
| CA (1) | CA2631475A1 (enExample) |
| RU (1) | RU2435794C2 (enExample) |
| TW (1) | TW200732419A (enExample) |
| WO (1) | WO2007064621A2 (enExample) |
Cited By (8)
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| JP2011503323A (ja) * | 2007-11-14 | 2011-01-27 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | 二液性湿気硬化型樹脂組成物、ならびにそれらに基づいた接着剤、封止剤およびコーティング剤組成物 |
| JP2012229408A (ja) * | 2011-04-25 | 2012-11-22 | Dow Global Technologies Llc | ２コンポーネント型湿分硬化性コーティング組成物 |
| JP2012533678A (ja) * | 2009-07-21 | 2012-12-27 | ヘンケル コーポレイション | 反応性非シロキサン含有樹脂を含む、硬化性シリコーン組成物 |
| JP2013508494A (ja) * | 2009-10-26 | 2013-03-07 | ダウ コーニング コーポレーション | 塗装可能なエラストマー |
| JP2013523956A (ja) * | 2010-03-29 | 2013-06-17 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | シリル化ポリウレタン／ポリオルガノシロキサン混合物、ならびにそれを含有するシーラント組成物およびヒュームドシリカ組成物 |
| JP2013528667A (ja) * | 2010-03-29 | 2013-07-11 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | ポリジオルガノシロキサン含有シリル化ポリウレタンとシリル化ポリウレタンとの混合物、およびそれを含有する基体、および前記基体を作製するプロセス |
| JP2021507050A (ja) * | 2017-12-22 | 2021-02-22 | コベストロ、ドイチュラント、アクチエンゲゼルシャフトＣｏｖｅｓｔｒｏ Ｄｅｕｔｓｃｈｌａｎｄ Ａｇ | 湿気硬化型組成物 |
| JP2022544725A (ja) * | 2018-12-26 | 2022-10-21 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | 硬化性シリコーンベースの組成物およびその用途 |
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5157755A (enExample) * | 1974-09-21 | 1976-05-20 | Bayer Ag |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1745526B2 (de) * | 1967-03-16 | 1980-04-10 | Union Carbide Corp., New York, N.Y. (V.St.A.) | Verfahren zur Herstellung vulkanisierbarer, unter wasserfreien Bedingungen beständiger Polymerisate |
| DE2543966A1 (de) * | 1975-10-02 | 1977-04-07 | Bayer Ag | Zu elastomeren haertbare formmassen auf basis von polysiloxan-polyurethan- mischpolymeren |
| US4345053A (en) * | 1981-07-17 | 1982-08-17 | Essex Chemical Corp. | Silicon-terminated polyurethane polymer |
| DE3922079C2 (de) * | 1989-07-05 | 1996-06-13 | Hanse Chemie Gmbh | Polysiloxandispersion, Verfahren zu ihrer Herstellung und ihre Verwendung |
| WO1993008227A1 (en) * | 1991-10-22 | 1993-04-29 | Dap Products Inc. | Moisture curable silicone-urethane copolymer sealants |
| US5844051A (en) * | 1995-02-03 | 1998-12-01 | Kinugawa Rubber Ind. Co., Ltd. | Coating composition for high-molecular weight elastic body |
| US6602964B2 (en) * | 1998-04-17 | 2003-08-05 | Crompton Corporation | Reactive diluent in moisture curable system |
| US6153691A (en) * | 1998-10-07 | 2000-11-28 | Dow Corning Corporation | Thermoplastic silicone vulcanizates prepared by condensation cure |
| US6310170B1 (en) * | 1999-08-17 | 2001-10-30 | Ck Witco Corporation | Compositions of silylated polymer and aminosilane adhesion promoters |
| US6197912B1 (en) * | 1999-08-20 | 2001-03-06 | Ck Witco Corporation | Silane endcapped moisture curable compositions |
| DE10113980A1 (de) * | 2001-03-22 | 2002-10-02 | Consortium Elektrochem Ind | Silanterminiertes Polydiorganosiloxan-Urethan-Copolymer |
| US20050192387A1 (en) * | 2004-03-01 | 2005-09-01 | Williams David A. | RTV silicone composition offering rapid bond strength |
-
2005
- 2005-12-01 US US11/292,026 patent/US20070129528A1/en not_active Abandoned
-
2006
- 2006-11-28 EP EP06844577A patent/EP1963393A2/en not_active Withdrawn
- 2006-11-28 WO PCT/US2006/045504 patent/WO2007064621A2/en not_active Ceased
- 2006-11-28 BR BRPI0619083-9A patent/BRPI0619083A2/pt not_active IP Right Cessation
- 2006-11-28 CN CN2006800522306A patent/CN101336258B/zh not_active Expired - Fee Related
- 2006-11-28 RU RU2008126717/04A patent/RU2435794C2/ru not_active IP Right Cessation
- 2006-11-28 KR KR1020087013340A patent/KR20080077971A/ko not_active Ceased
- 2006-11-28 CA CA002631475A patent/CA2631475A1/en not_active Abandoned
- 2006-11-28 JP JP2008543380A patent/JP2009517534A/ja active Pending
- 2006-12-01 TW TW095144761A patent/TW200732419A/zh unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5157755A (enExample) * | 1974-09-21 | 1976-05-20 | Bayer Ag |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2011503323A (ja) * | 2007-11-14 | 2011-01-27 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | 二液性湿気硬化型樹脂組成物、ならびにそれらに基づいた接着剤、封止剤およびコーティング剤組成物 |
| JP2012533678A (ja) * | 2009-07-21 | 2012-12-27 | ヘンケル コーポレイション | 反応性非シロキサン含有樹脂を含む、硬化性シリコーン組成物 |
| US8801890B2 (en) | 2009-07-21 | 2014-08-12 | Henkel US IP LLC | Curable silicone compositions containing reactive non-siloxane-containing resins |
| JP2013508494A (ja) * | 2009-10-26 | 2013-03-07 | ダウ コーニング コーポレーション | 塗装可能なエラストマー |
| JP2013523956A (ja) * | 2010-03-29 | 2013-06-17 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | シリル化ポリウレタン／ポリオルガノシロキサン混合物、ならびにそれを含有するシーラント組成物およびヒュームドシリカ組成物 |
| JP2013528667A (ja) * | 2010-03-29 | 2013-07-11 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | ポリジオルガノシロキサン含有シリル化ポリウレタンとシリル化ポリウレタンとの混合物、およびそれを含有する基体、および前記基体を作製するプロセス |
| JP2018024888A (ja) * | 2010-03-29 | 2018-02-15 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | シリル化ポリウレタン／ポリオルガノシロキサン混合物を含有するシーラント組成物およびヒュームドシリカ組成物 |
| JP2012229408A (ja) * | 2011-04-25 | 2012-11-22 | Dow Global Technologies Llc | ２コンポーネント型湿分硬化性コーティング組成物 |
| JP2021507050A (ja) * | 2017-12-22 | 2021-02-22 | コベストロ、ドイチュラント、アクチエンゲゼルシャフトＣｏｖｅｓｔｒｏ Ｄｅｕｔｓｃｈｌａｎｄ Ａｇ | 湿気硬化型組成物 |
| JP2022544725A (ja) * | 2018-12-26 | 2022-10-21 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | 硬化性シリコーンベースの組成物およびその用途 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101336258B (zh) | 2012-09-19 |
| HK1126235A1 (en) | 2009-08-28 |
| BRPI0619083A2 (pt) | 2011-09-20 |
| WO2007064621A2 (en) | 2007-06-07 |
| US20070129528A1 (en) | 2007-06-07 |
| CN101336258A (zh) | 2008-12-31 |
| WO2007064621A3 (en) | 2008-02-21 |
| KR20080077971A (ko) | 2008-08-26 |
| TW200732419A (en) | 2007-09-01 |
| RU2008126717A (ru) | 2010-01-10 |
| RU2435794C2 (ru) | 2011-12-10 |
| EP1963393A2 (en) | 2008-09-03 |
| CA2631475A1 (en) | 2007-06-07 |
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