KR20160008584A - 비-금속 촉매형 실온 수분 경화성 오가노폴리실록산 조성물 - Google Patents
비-금속 촉매형 실온 수분 경화성 오가노폴리실록산 조성물 Download PDFInfo
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- KR20160008584A KR20160008584A KR1020157034878A KR20157034878A KR20160008584A KR 20160008584 A KR20160008584 A KR 20160008584A KR 1020157034878 A KR1020157034878 A KR 1020157034878A KR 20157034878 A KR20157034878 A KR 20157034878A KR 20160008584 A KR20160008584 A KR 20160008584A
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- carboxylic acid
- silane
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- 239000000203 mixture Substances 0.000 title claims abstract description 199
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 22
- 229910052755 nonmetal Inorganic materials 0.000 title description 3
- 150000002843 nonmetals Chemical class 0.000 title 1
- -1 siloxanes Chemical class 0.000 claims abstract description 112
- 229920000642 polymer Polymers 0.000 claims abstract description 91
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 76
- 239000003054 catalyst Substances 0.000 claims abstract description 55
- 239000002318 adhesion promoter Substances 0.000 claims abstract description 44
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 38
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims abstract description 29
- 239000000463 material Substances 0.000 claims abstract description 27
- 150000001412 amines Chemical class 0.000 claims abstract description 13
- 229910000077 silane Inorganic materials 0.000 claims description 51
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 50
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 33
- 150000001875 compounds Chemical class 0.000 claims description 31
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 30
- 239000004971 Cross linker Substances 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 24
- 125000000217 alkyl group Chemical group 0.000 claims description 20
- 229920002635 polyurethane Polymers 0.000 claims description 17
- 239000004814 polyurethane Substances 0.000 claims description 17
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims description 16
- 229910052757 nitrogen Inorganic materials 0.000 claims description 14
- 150000004756 silanes Chemical class 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
- 150000002170 ethers Chemical class 0.000 claims description 11
- 235000006408 oxalic acid Nutrition 0.000 claims description 11
- 229910052760 oxygen Inorganic materials 0.000 claims description 11
- 229920000728 polyester Polymers 0.000 claims description 11
- 229910052717 sulfur Inorganic materials 0.000 claims description 10
- 238000009833 condensation Methods 0.000 claims description 9
- 230000005494 condensation Effects 0.000 claims description 9
- 125000005372 silanol group Chemical group 0.000 claims description 9
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims description 8
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 8
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 8
- 229910052801 chlorine Inorganic materials 0.000 claims description 8
- 229910052731 fluorine Inorganic materials 0.000 claims description 8
- 229920001281 polyalkylene Polymers 0.000 claims description 8
- 239000004743 Polypropylene Substances 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 239000012080 ambient air Substances 0.000 claims description 7
- 238000006482 condensation reaction Methods 0.000 claims description 7
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 claims description 7
- 229920000098 polyolefin Polymers 0.000 claims description 7
- 229920001155 polypropylene Polymers 0.000 claims description 7
- 239000004593 Epoxy Substances 0.000 claims description 6
- 239000007983 Tris buffer Substances 0.000 claims description 6
- MWXSSBBEHBSXLU-UHFFFAOYSA-N [SiH4].CNC(O)=O Chemical compound [SiH4].CNC(O)=O MWXSSBBEHBSXLU-UHFFFAOYSA-N 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 238000006356 dehydrogenation reaction Methods 0.000 claims description 6
- 125000001891 dimethoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 claims description 6
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 claims description 6
- 239000004417 polycarbonate Substances 0.000 claims description 6
- 229920000515 polycarbonate Polymers 0.000 claims description 6
- 229920000570 polyether Polymers 0.000 claims description 6
- 125000004181 carboxyalkyl group Chemical group 0.000 claims description 5
- 230000008569 process Effects 0.000 claims description 5
- ULNRTPCFRBIMKL-GHVJWSGMSA-N (e)-2-tetracosenoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCC\C=C\C(O)=O ULNRTPCFRBIMKL-GHVJWSGMSA-N 0.000 claims description 4
- 239000004970 Chain extender Substances 0.000 claims description 4
- 229910004283 SiO 4 Inorganic materials 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 4
- 239000000853 adhesive Substances 0.000 claims description 4
- 230000001070 adhesive effect Effects 0.000 claims description 4
- 150000001336 alkenes Chemical class 0.000 claims description 4
- 125000005370 alkoxysilyl group Chemical group 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- QREFMLYPZMSWJC-UHFFFAOYSA-N n-[dimethoxy(methyl)silyl]-n-methylacetamide Chemical compound CO[Si](C)(OC)N(C)C(C)=O QREFMLYPZMSWJC-UHFFFAOYSA-N 0.000 claims description 4
- GEHPRJRWZDWFBJ-FOCLMDBBSA-N (2E)-2-heptadecenoic acid Chemical compound CCCCCCCCCCCCCC\C=C\C(O)=O GEHPRJRWZDWFBJ-FOCLMDBBSA-N 0.000 claims description 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 3
- WXWYJCSIHQKADM-ZNAKCYKMSA-N (e)-n-[bis[[(e)-butan-2-ylideneamino]oxy]-ethenylsilyl]oxybutan-2-imine Chemical compound CC\C(C)=N\O[Si](O\N=C(/C)CC)(O\N=C(/C)CC)C=C WXWYJCSIHQKADM-ZNAKCYKMSA-N 0.000 claims description 3
- OGZPYBBKQGPQNU-DABLZPOSSA-N (e)-n-[bis[[(e)-butan-2-ylideneamino]oxy]-methylsilyl]oxybutan-2-imine Chemical compound CC\C(C)=N\O[Si](C)(O\N=C(/C)CC)O\N=C(/C)CC OGZPYBBKQGPQNU-DABLZPOSSA-N 0.000 claims description 3
- NRQVEWMTFLREAZ-UHFFFAOYSA-N 1,1-dimethoxy-N-methylsilylmethanamine Chemical compound C[SiH2]NC(OC)OC NRQVEWMTFLREAZ-UHFFFAOYSA-N 0.000 claims description 3
- SOIOCWRKKDYODY-UHFFFAOYSA-N 1-[dimethoxy(methyl)silyl]-1,3,3-trimethylurea Chemical compound CO[Si](C)(OC)N(C)C(=O)N(C)C SOIOCWRKKDYODY-UHFFFAOYSA-N 0.000 claims description 3
- HYJFCKNSOVNEDU-UHFFFAOYSA-N 1-[dimethoxy(methyl)silyl]-3,3-dimethyl-1-phenylurea Chemical compound CO[Si](C)(OC)N(C(=O)N(C)C)C1=CC=CC=C1 HYJFCKNSOVNEDU-UHFFFAOYSA-N 0.000 claims description 3
- ITLDOQCDKSCTPJ-UHFFFAOYSA-N 2,2-dimethoxy-N-methylsilylethanamine Chemical compound C[SiH2]NCC(OC)OC ITLDOQCDKSCTPJ-UHFFFAOYSA-N 0.000 claims description 3
- 235000021357 Behenic acid Nutrition 0.000 claims description 3
- 125000005103 alkyl silyl group Chemical group 0.000 claims description 3
- 229940116226 behenic acid Drugs 0.000 claims description 3
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 claims description 3
- GWHCXVQVJPWHRF-UHFFFAOYSA-N cis-tetracosenoic acid Natural products CCCCCCCCC=CCCCCCCCCCCCCCC(O)=O GWHCXVQVJPWHRF-UHFFFAOYSA-N 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 3
- 238000000576 coating method Methods 0.000 claims description 3
- YQGOWXYZDLJBFL-UHFFFAOYSA-N dimethoxysilane Chemical compound CO[SiH2]OC YQGOWXYZDLJBFL-UHFFFAOYSA-N 0.000 claims description 3
- KFEVDPWXEVUUMW-UHFFFAOYSA-N docosanoic acid Natural products CCCCCCCCCCCCCCCCCCCCCC(=O)OCCC1=CC=C(O)C=C1 KFEVDPWXEVUUMW-UHFFFAOYSA-N 0.000 claims description 3
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 claims description 3
- XIQMTTJLQRGXIM-UHFFFAOYSA-N ethyl 2-silyloxybut-2-enoate Chemical compound C(=O)(OCC)C(=CC)O[SiH3] XIQMTTJLQRGXIM-UHFFFAOYSA-N 0.000 claims description 3
- MAMPQFAGGHUOQJ-UHFFFAOYSA-N isocyanato-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)N=C=O MAMPQFAGGHUOQJ-UHFFFAOYSA-N 0.000 claims description 3
- POULHZVOKOAJMA-UHFFFAOYSA-N methyl undecanoic acid Natural products CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims description 3
- ZWXYOPPJTRVTST-UHFFFAOYSA-N methyl-tris(prop-1-en-2-yloxy)silane Chemical compound CC(=C)O[Si](C)(OC(C)=C)OC(C)=C ZWXYOPPJTRVTST-UHFFFAOYSA-N 0.000 claims description 3
- HXTZZFBBMWUFFG-UHFFFAOYSA-N n-[bis[acetyl(methyl)amino]-methylsilyl]-n-methylacetamide Chemical compound CC(=O)N(C)[Si](C)(N(C)C(C)=O)N(C)C(C)=O HXTZZFBBMWUFFG-UHFFFAOYSA-N 0.000 claims description 3
- WZXSAXDNMYMUBG-UHFFFAOYSA-N n-methyl-n-trimethoxysilylacetamide Chemical compound CO[Si](OC)(OC)N(C)C(C)=O WZXSAXDNMYMUBG-UHFFFAOYSA-N 0.000 claims description 3
- NNNVXFKZMRGJPM-KHPPLWFESA-N sapienic acid Chemical compound CCCCCCCCC\C=C/CCCCC(O)=O NNNVXFKZMRGJPM-KHPPLWFESA-N 0.000 claims description 3
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 claims description 3
- IBYFOBGPNPINBU-UHFFFAOYSA-N tetradecenoic acid Natural products CCCCCCCCCCCC=CC(O)=O IBYFOBGPNPINBU-UHFFFAOYSA-N 0.000 claims description 3
- ZQZCOBSUOFHDEE-UHFFFAOYSA-N tetrapropyl silicate Chemical compound CCCO[Si](OCCC)(OCCC)OCCC ZQZCOBSUOFHDEE-UHFFFAOYSA-N 0.000 claims description 3
- LKOVPWSSZFDYPG-WUKNDPDISA-N trans-octadec-2-enoic acid Chemical compound CCCCCCCCCCCCCCC\C=C\C(O)=O LKOVPWSSZFDYPG-WUKNDPDISA-N 0.000 claims description 3
- 125000004665 trialkylsilyl group Chemical group 0.000 claims description 3
- SDDVFEDYRCTTKO-UHFFFAOYSA-N trimethyl prop-1-en-2-yl silicate Chemical compound CO[Si](OC)(OC)OC(C)=C SDDVFEDYRCTTKO-UHFFFAOYSA-N 0.000 claims description 3
- 239000004606 Fillers/Extenders Substances 0.000 claims description 2
- SDPYGHWPYDANRI-UHFFFAOYSA-N N-ethenylsilyl-1,1-dimethoxymethanamine Chemical compound COC(N[SiH2]C=C)OC SDPYGHWPYDANRI-UHFFFAOYSA-N 0.000 claims description 2
- YENOLDYITNSPMQ-UHFFFAOYSA-N carboxysilicon Chemical compound OC([Si])=O YENOLDYITNSPMQ-UHFFFAOYSA-N 0.000 claims description 2
- PKTOVQRKCNPVKY-UHFFFAOYSA-N dimethoxy(methyl)silicon Chemical compound CO[Si](C)OC PKTOVQRKCNPVKY-UHFFFAOYSA-N 0.000 claims description 2
- 239000008393 encapsulating agent Substances 0.000 claims description 2
- ZLNAFSPCNATQPQ-UHFFFAOYSA-N ethenyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)C=C ZLNAFSPCNATQPQ-UHFFFAOYSA-N 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- ZWRBXRIQPXAXNU-UHFFFAOYSA-N n-[dimethoxy(methyl)silyl]propan-2-amine Chemical compound CO[Si](C)(OC)NC(C)C ZWRBXRIQPXAXNU-UHFFFAOYSA-N 0.000 claims description 2
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 claims 4
- GQVYBECSNBLQJV-VAWYXSNFSA-N 3-n-decyl acrylic acid Chemical compound CCCCCCCCCC\C=C\C(O)=O GQVYBECSNBLQJV-VAWYXSNFSA-N 0.000 claims 2
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 claims 2
- GZZPOFFXKUVNSW-UHFFFAOYSA-N Dodecenoic acid Natural products OC(=O)CCCCCCCCCC=C GZZPOFFXKUVNSW-UHFFFAOYSA-N 0.000 claims 2
- JLVYRZKAROXDAS-UHFFFAOYSA-N N-methyl-N-silylacetamide Chemical compound CN([SiH3])C(C)=O JLVYRZKAROXDAS-UHFFFAOYSA-N 0.000 claims 2
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims 2
- HOGWBMWOBRRKCD-BUHFOSPRSA-N trans-2-pentadecenoic acid Chemical compound CCCCCCCCCCCC\C=C\C(O)=O HOGWBMWOBRRKCD-BUHFOSPRSA-N 0.000 claims 2
- IBYFOBGPNPINBU-OUKQBFOZSA-N trans-2-tetradecenoic acid Chemical compound CCCCCCCCCCC\C=C\C(O)=O IBYFOBGPNPINBU-OUKQBFOZSA-N 0.000 claims 2
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 claims 1
- ZGIIOJDQMBPQFI-UHFFFAOYSA-N C(C)[Si](N(C(CC)=O)C)(OC)OC Chemical compound C(C)[Si](N(C(CC)=O)C)(OC)OC ZGIIOJDQMBPQFI-UHFFFAOYSA-N 0.000 claims 1
- SHMFWTHUNHUQNR-UHFFFAOYSA-N C[SiH](NCC(OC)OC)C Chemical compound C[SiH](NCC(OC)OC)C SHMFWTHUNHUQNR-UHFFFAOYSA-N 0.000 claims 1
- WKACGXBREXYOHR-UHFFFAOYSA-N C[Si](N=C=S)(N=C=S)OC.C[SiH](OC)OC Chemical compound C[Si](N=C=S)(N=C=S)OC.C[SiH](OC)OC WKACGXBREXYOHR-UHFFFAOYSA-N 0.000 claims 1
- ROPBDKCLSNEISL-UHFFFAOYSA-N [SiH4].CC(C(=O)N)CCC(OC)OC Chemical compound [SiH4].CC(C(=O)N)CCC(OC)OC ROPBDKCLSNEISL-UHFFFAOYSA-N 0.000 claims 1
- 150000005215 alkyl ethers Chemical class 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- LEOXJICYHDDESL-UHFFFAOYSA-N dimethoxy-methyl-(1-phenylethoxy)silane Chemical compound CO[Si](C)(OC)OC(C)C1=CC=CC=C1 LEOXJICYHDDESL-UHFFFAOYSA-N 0.000 claims 1
- YYLGKUPAFFKGRQ-UHFFFAOYSA-N dimethyldiethoxysilane Chemical compound CCO[Si](C)(C)OCC YYLGKUPAFFKGRQ-UHFFFAOYSA-N 0.000 claims 1
- UBHZUDXTHNMNLD-UHFFFAOYSA-N dimethylsilane Chemical compound C[SiH2]C UBHZUDXTHNMNLD-UHFFFAOYSA-N 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 239000003607 modifier Substances 0.000 claims 1
- XJSOFJATDVCLHI-UHFFFAOYSA-N n-[[acetyl(methyl)amino]-dimethylsilyl]-n-methylacetamide Chemical compound CC(=O)N(C)[Si](C)(C)N(C)C(C)=O XJSOFJATDVCLHI-UHFFFAOYSA-N 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 abstract description 28
- 239000002184 metal Substances 0.000 abstract description 28
- 229910052710 silicon Inorganic materials 0.000 abstract description 11
- 239000012974 tin catalyst Substances 0.000 abstract description 7
- 238000013005 condensation curing Methods 0.000 abstract description 5
- 239000010703 silicon Substances 0.000 abstract description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 32
- 238000001723 curing Methods 0.000 description 22
- 239000000945 filler Substances 0.000 description 21
- 238000006243 chemical reaction Methods 0.000 description 15
- 238000009472 formulation Methods 0.000 description 15
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 13
- 150000001735 carboxylic acids Chemical class 0.000 description 12
- 229920001577 copolymer Polymers 0.000 description 12
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 12
- 239000000377 silicon dioxide Substances 0.000 description 12
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 12
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 11
- 238000006116 polymerization reaction Methods 0.000 description 10
- 239000004205 dimethyl polysiloxane Substances 0.000 description 9
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 8
- 229930195733 hydrocarbon Natural products 0.000 description 8
- 125000000524 functional group Chemical group 0.000 description 7
- 150000002430 hydrocarbons Chemical class 0.000 description 7
- 125000001183 hydrocarbyl group Chemical group 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 7
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 6
- DMCSIJASUWZDCE-UHFFFAOYSA-N 2-trimethylsilylundecanoic acid Chemical compound CCCCCCCCCC(C(O)=O)[Si](C)(C)C DMCSIJASUWZDCE-UHFFFAOYSA-N 0.000 description 5
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 5
- 229920000620 organic polymer Polymers 0.000 description 5
- 238000004987 plasma desorption mass spectroscopy Methods 0.000 description 5
- 239000012763 reinforcing filler Substances 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical group [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 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 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- XDXFALYQLCMAQN-BTJKTKAUSA-N butanedioic acid;(z)-but-2-enedioic acid Chemical compound OC(=O)CCC(O)=O.OC(=O)\C=C/C(O)=O XDXFALYQLCMAQN-BTJKTKAUSA-N 0.000 description 4
- 239000003431 cross linking reagent Substances 0.000 description 4
- 239000012975 dibutyltin dilaurate Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- KEMQGTRYUADPNZ-UHFFFAOYSA-N heptadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)=O KEMQGTRYUADPNZ-UHFFFAOYSA-N 0.000 description 4
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
- 150000001282 organosilanes Chemical class 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000000565 sealant Substances 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
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- LKOVPWSSZFDYPG-UHFFFAOYSA-N octadec-2-enoic acid Chemical compound CCCCCCCCCCCCCCCC=CC(O)=O LKOVPWSSZFDYPG-UHFFFAOYSA-N 0.000 description 1
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- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- HOGWBMWOBRRKCD-UHFFFAOYSA-N pentadec-2-enoic acid Chemical compound CCCCCCCCCCCCC=CC(O)=O HOGWBMWOBRRKCD-UHFFFAOYSA-N 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
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- NVJALJQZYHQURH-UHFFFAOYSA-N phenoxymethylsilane Chemical compound [SiH3]COc1ccccc1 NVJALJQZYHQURH-UHFFFAOYSA-N 0.000 description 1
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- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
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- 125000002577 pseudohalo group Chemical group 0.000 description 1
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- 230000001105 regulatory effect Effects 0.000 description 1
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- 239000005060 rubber Substances 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
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- 150000003335 secondary amines Chemical class 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 1
- ACECBHHKGNTVPB-UHFFFAOYSA-N silylformic acid Chemical class OC([SiH3])=O ACECBHHKGNTVPB-UHFFFAOYSA-N 0.000 description 1
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- 230000002194 synthesizing effect Effects 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- ULNRTPCFRBIMKL-UHFFFAOYSA-N tetracos-2-enoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC=CC(O)=O ULNRTPCFRBIMKL-UHFFFAOYSA-N 0.000 description 1
- 238000003878 thermal aging Methods 0.000 description 1
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- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
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- YIYBQIKDCADOSF-ONEGZZNKSA-N trans-pent-2-enoic acid Chemical compound CC\C=C\C(O)=O YIYBQIKDCADOSF-ONEGZZNKSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- HKFSBKQQYCMCKO-UHFFFAOYSA-N trichloro(prop-2-enyl)silane Chemical compound Cl[Si](Cl)(Cl)CC=C HKFSBKQQYCMCKO-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- 125000000725 trifluoropropyl group Chemical group [H]C([H])(*)C([H])([H])C(F)(F)F 0.000 description 1
- JLGNHOJUQFHYEZ-UHFFFAOYSA-N trimethoxy(3,3,3-trifluoropropyl)silane Chemical compound CO[Si](OC)(OC)CCC(F)(F)F JLGNHOJUQFHYEZ-UHFFFAOYSA-N 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- ZQTYRTSKQFQYPQ-UHFFFAOYSA-N trisiloxane Chemical compound [SiH3]O[SiH2]O[SiH3] ZQTYRTSKQFQYPQ-UHFFFAOYSA-N 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 229920006163 vinyl copolymer Polymers 0.000 description 1
- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical class [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 239000004636 vulcanized rubber Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011787 zinc oxide Substances 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
- 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
- C08G77/44—Block-or graft-polymers containing polysiloxane sequences containing only polysiloxane 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
- C08G77/04—Polysiloxanes
- C08G77/06—Preparatory processes
- C08G77/08—Preparatory processes characterised by the catalysts used
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
- C08K5/5419—Silicon-containing compounds containing oxygen containing at least one Si—O bond containing at least one Si—C bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/544—Silicon-containing compounds containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L101/00—Compositions of unspecified macromolecular compounds
- C08L101/02—Compositions of unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
- C08L101/10—Compositions of unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups containing hydrolysable silane groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L43/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium or a metal; Compositions of derivatives of such polymers
- C08L43/04—Homopolymers or copolymers of monomers 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
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)
- Adhesives Or Adhesive Processes (AREA)
- Sealing Material Composition (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361821744P | 2013-05-10 | 2013-05-10 | |
| US61/821,744 | 2013-05-10 | ||
| PCT/US2014/037486 WO2014183029A2 (en) | 2013-05-10 | 2014-05-09 | Non-metal catalyzed room temperature moisture curable organopolysiloxane compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20160008584A true KR20160008584A (ko) | 2016-01-22 |
Family
ID=50928291
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020157034878A Withdrawn KR20160008584A (ko) | 2013-05-10 | 2014-05-09 | 비-금속 촉매형 실온 수분 경화성 오가노폴리실록산 조성물 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US9605113B2 (OSRAM) |
| EP (1) | EP2994501A2 (OSRAM) |
| JP (1) | JP2016521309A (OSRAM) |
| KR (1) | KR20160008584A (OSRAM) |
| CN (1) | CN105358606B (OSRAM) |
| WO (1) | WO2014183029A2 (OSRAM) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016106390A2 (en) * | 2014-12-23 | 2016-06-30 | Momentive Performance Materials Inc. | Moisture curable compositions |
| US11434372B2 (en) * | 2015-07-07 | 2022-09-06 | Henkel Ag & Co. Kgaa | High temperature resistant, two component, low viscosity silicone composition |
| FR3050207B1 (fr) * | 2016-04-15 | 2018-04-06 | Ecole Superieure De Physique Et De Chimie Industrielles De La Ville De Paris | Composition de polymeres comprenant des silicones reticules a points de reticulation echangeables, procede de preparation et utilisations |
| JP6866098B2 (ja) * | 2016-10-04 | 2021-04-28 | サンスター技研株式会社 | 硬化性組成物 |
| JP6757306B2 (ja) * | 2017-11-07 | 2020-09-16 | 双葉電子工業株式会社 | 乾燥剤、乾燥剤層、封止構造体及び有機ｅｌ素子 |
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| JP4984086B2 (ja) | 2008-05-14 | 2012-07-25 | 信越化学工業株式会社 | 室温硬化性オルガノポリシロキサン組成物 |
| JP5163888B2 (ja) | 2008-07-02 | 2013-03-13 | 信越化学工業株式会社 | オルガノシリコーンレジンエマルジョン組成物、二液性コーティング剤、その硬化被膜の形成方法及び該硬化被膜が形成された物品 |
| BRPI0916107A2 (pt) | 2008-11-25 | 2015-11-03 | Bluestar Silicones France | "composição organopolissiloxânica, sistema biocomponente precursor da composição organopolissiloxânica, composição poliorganossiloxânica monocomponente, elastômero, compostos de fórmulas e uso" |
| JP5592273B2 (ja) | 2009-01-16 | 2014-09-17 | 株式会社カネカ | 硬化性組成物およびその硬化物 |
| CN102459420A (zh) | 2009-06-19 | 2012-05-16 | 蓝星有机硅法国公司 | 通过在非金属催化剂存在下脱氢缩合可交联的有机硅组合物 |
| CN102575011B (zh) | 2009-06-19 | 2014-03-12 | 蓝星有机硅法国公司 | 通过在非金属催化剂存在下脱氢缩合可交联的有机硅组合物 |
| DE102009028142A1 (de) | 2009-07-31 | 2011-02-03 | Wacker Chemie Ag | Bei Raumtemperatur durch Kondensation vernetzende Siliconmassen |
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| TWI499618B (zh) | 2010-09-08 | 2015-09-11 | Momentive Performance Mat Inc | 可濕固化之有機矽氧烷組成物 |
| CN103476870A (zh) | 2011-03-31 | 2013-12-25 | 道康宁公司 | 包含磷酸酯催化剂的组合物以及该组合物的制备和使用方法 |
| WO2013013111A1 (en) | 2011-07-21 | 2013-01-24 | Dow Corning Corporation | Yttrium containing complex and condensation reaction catalysts, methods for preparing the catalysts, and compositions containing the catalysts |
| DE102011081264A1 (de) | 2011-08-19 | 2013-02-21 | Wacker Chemie Ag | Vernetzbare Massen auf Basis von organyloxysilanterminierten Polymeren |
| WO2013070227A1 (en) | 2011-11-10 | 2013-05-16 | Momentive Performance Materials Inc. | Moisture curable composition of a polymer having silyl groups |
| DE102012201734A1 (de) | 2012-02-06 | 2013-08-08 | Wacker Chemie Ag | Massen auf Basis von organyloxysilanterminierten Polymeren |
| US9076934B2 (en) | 2012-03-21 | 2015-07-07 | Dow Corning Corporation | Process for preparing resin-linear organosiloxane block copolymers |
| WO2014124362A1 (en) * | 2013-02-11 | 2014-08-14 | Dow Corning Corporation | Clustered functional polyorganosiloxanes, processes for forming same and methods for their use |
-
2014
- 2014-05-09 KR KR1020157034878A patent/KR20160008584A/ko not_active Withdrawn
- 2014-05-09 WO PCT/US2014/037486 patent/WO2014183029A2/en not_active Ceased
- 2014-05-09 CN CN201480039352.6A patent/CN105358606B/zh not_active Expired - Fee Related
- 2014-05-09 JP JP2016513118A patent/JP2016521309A/ja active Pending
- 2014-05-09 EP EP14729560.4A patent/EP2994501A2/en not_active Withdrawn
- 2014-05-09 US US14/890,189 patent/US9605113B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP2994501A2 (en) | 2016-03-16 |
| WO2014183029A3 (en) | 2015-01-15 |
| US20160130404A1 (en) | 2016-05-12 |
| US9605113B2 (en) | 2017-03-28 |
| CN105358606A (zh) | 2016-02-24 |
| JP2016521309A (ja) | 2016-07-21 |
| CN105358606B (zh) | 2018-02-16 |
| WO2014183029A2 (en) | 2014-11-13 |
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