BR112013024938B1 - Composição de resina curável pela umidade, composição curável produzida por contato da composição, selante, adesivo ou revestimento curável pela umidade, método para o tratamento de um substrato e artigo - Google Patents
Composição de resina curável pela umidade, composição curável produzida por contato da composição, selante, adesivo ou revestimento curável pela umidade, método para o tratamento de um substrato e artigo Download PDFInfo
- Publication number
- BR112013024938B1 BR112013024938B1 BR112013024938-2A BR112013024938A BR112013024938B1 BR 112013024938 B1 BR112013024938 B1 BR 112013024938B1 BR 112013024938 A BR112013024938 A BR 112013024938A BR 112013024938 B1 BR112013024938 B1 BR 112013024938B1
- Authority
- BR
- Brazil
- Prior art keywords
- moisture
- group
- silane
- hydrogen
- resin composition
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 67
- 239000000565 sealant Substances 0.000 title claims abstract description 17
- 239000000853 adhesive Substances 0.000 title claims abstract description 11
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 11
- 238000000576 coating method Methods 0.000 title claims abstract description 11
- 239000000758 substrate Substances 0.000 title claims description 14
- 238000000034 method Methods 0.000 title claims description 13
- 239000011248 coating agent Substances 0.000 title claims description 4
- 229920000642 polymer Polymers 0.000 claims abstract description 75
- 239000011342 resin composition Substances 0.000 claims abstract description 70
- -1 glycidoxy group Chemical group 0.000 claims abstract description 69
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 62
- 229910000077 silane Inorganic materials 0.000 claims abstract description 32
- 239000004567 concrete Substances 0.000 claims abstract description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 25
- 239000003054 catalyst Substances 0.000 claims abstract description 24
- 238000006243 chemical reaction Methods 0.000 claims abstract description 22
- 239000002318 adhesion promoter Substances 0.000 claims abstract description 20
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims abstract description 14
- 239000000945 filler Substances 0.000 claims abstract description 9
- 239000004014 plasticizer Substances 0.000 claims abstract description 8
- 239000000654 additive Substances 0.000 claims abstract description 6
- 229920005862 polyol Polymers 0.000 claims description 63
- 150000003077 polyols Chemical class 0.000 claims description 63
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 50
- 125000000217 alkyl group Chemical group 0.000 claims description 48
- 125000004432 carbon atom Chemical group C* 0.000 claims description 48
- 239000001257 hydrogen Substances 0.000 claims description 45
- 229910052739 hydrogen Inorganic materials 0.000 claims description 45
- 229910052760 oxygen Inorganic materials 0.000 claims description 29
- 239000001301 oxygen Substances 0.000 claims description 29
- 125000003342 alkenyl group Chemical group 0.000 claims description 25
- 239000004814 polyurethane Substances 0.000 claims description 24
- 229920002635 polyurethane Polymers 0.000 claims description 24
- 229910052717 sulfur Inorganic materials 0.000 claims description 24
- 125000003118 aryl group Chemical group 0.000 claims description 23
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 19
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 18
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 16
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 14
- 239000003153 chemical reaction reagent Substances 0.000 claims description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
- 239000011593 sulfur Substances 0.000 claims description 14
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- 125000004434 sulfur atom Chemical group 0.000 claims description 10
- 125000005442 diisocyanate group Chemical group 0.000 claims description 9
- 239000012634 fragment Substances 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 8
- 150000002829 nitrogen Chemical class 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 7
- 150000002334 glycols Chemical class 0.000 claims description 7
- 229920000620 organic polymer Polymers 0.000 claims description 7
- 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 6
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 claims description 6
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 5
- NOKSMMGULAYSTD-UHFFFAOYSA-N [SiH4].N=C=O Chemical class [SiH4].N=C=O NOKSMMGULAYSTD-UHFFFAOYSA-N 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- RSKGMYDENCAJEN-UHFFFAOYSA-N hexadecyl(trimethoxy)silane Chemical compound CCCCCCCCCCCCCCCC[Si](OC)(OC)OC RSKGMYDENCAJEN-UHFFFAOYSA-N 0.000 claims description 5
- 229920001451 polypropylene glycol Polymers 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- UBCPEZPOCJYHPM-UHFFFAOYSA-N dimethoxy-methyl-octadecylsilane Chemical compound CCCCCCCCCCCCCCCCCC[Si](C)(OC)OC UBCPEZPOCJYHPM-UHFFFAOYSA-N 0.000 claims description 4
- SCPWMSBAGXEGPW-UHFFFAOYSA-N dodecyl(trimethoxy)silane Chemical compound CCCCCCCCCCCC[Si](OC)(OC)OC SCPWMSBAGXEGPW-UHFFFAOYSA-N 0.000 claims description 4
- PELGKMTVNFFDDL-UHFFFAOYSA-N dodecyl-dimethoxy-methylsilane Chemical compound CCCCCCCCCCCC[Si](C)(OC)OC PELGKMTVNFFDDL-UHFFFAOYSA-N 0.000 claims description 4
- MCTWTUQSOKLGFJ-UHFFFAOYSA-N hexadecyl-dimethoxy-methylsilane Chemical compound CCCCCCCCCCCCCCCC[Si](C)(OC)OC MCTWTUQSOKLGFJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000000049 pigment Substances 0.000 claims description 4
- 230000008569 process Effects 0.000 claims description 4
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims description 4
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 claims description 4
- 239000001993 wax Substances 0.000 claims description 4
- FMGBDYLOANULLW-UHFFFAOYSA-N 3-isocyanatopropyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CCCN=C=O FMGBDYLOANULLW-UHFFFAOYSA-N 0.000 claims description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 3
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- GWUJPMKBSYJFCK-UHFFFAOYSA-N decyl-dimethoxy-methylsilane Chemical compound CCCCCCCCCC[Si](C)(OC)OC GWUJPMKBSYJFCK-UHFFFAOYSA-N 0.000 claims description 3
- 229920001748 polybutylene Polymers 0.000 claims description 3
- 239000003381 stabilizer Substances 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
- NMEPHPOFYLLFTK-UHFFFAOYSA-N trimethoxy(octyl)silane Chemical compound CCCCCCCC[Si](OC)(OC)OC NMEPHPOFYLLFTK-UHFFFAOYSA-N 0.000 claims description 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 claims description 2
- AMSAPKJTBARTTR-UHFFFAOYSA-N butan-2-yl(trimethoxy)silane Chemical compound CCC(C)[Si](OC)(OC)OC AMSAPKJTBARTTR-UHFFFAOYSA-N 0.000 claims description 2
- SXPLZNMUBFBFIA-UHFFFAOYSA-N butyl(trimethoxy)silane Chemical compound CCCC[Si](OC)(OC)OC SXPLZNMUBFBFIA-UHFFFAOYSA-N 0.000 claims description 2
- 239000004202 carbamide Substances 0.000 claims description 2
- KQAHMVLQCSALSX-UHFFFAOYSA-N decyl(trimethoxy)silane Chemical compound CCCCCCCCCC[Si](OC)(OC)OC KQAHMVLQCSALSX-UHFFFAOYSA-N 0.000 claims description 2
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 claims description 2
- WHGNXNCOTZPEEK-UHFFFAOYSA-N dimethoxy-methyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](C)(OC)CCCOCC1CO1 WHGNXNCOTZPEEK-UHFFFAOYSA-N 0.000 claims description 2
- GOIPELYWYGMEFQ-UHFFFAOYSA-N dimethoxy-methyl-octylsilane Chemical compound CCCCCCCC[Si](C)(OC)OC GOIPELYWYGMEFQ-UHFFFAOYSA-N 0.000 claims description 2
- CGQIJXYITMTOBI-UHFFFAOYSA-N hex-5-enyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CCCCC=C CGQIJXYITMTOBI-UHFFFAOYSA-N 0.000 claims description 2
- KRTXUJQQASWSIK-UHFFFAOYSA-N hex-5-enyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)CCCCC=C KRTXUJQQASWSIK-UHFFFAOYSA-N 0.000 claims description 2
- APQKDJQPCPXLQL-UHFFFAOYSA-N hexyl-dimethoxy-methylsilane Chemical compound CCCCCC[Si](C)(OC)OC APQKDJQPCPXLQL-UHFFFAOYSA-N 0.000 claims description 2
- WPBTWGMTBMBDLK-UHFFFAOYSA-N icosyl-dimethoxy-methylsilane Chemical compound CCCCCCCCCCCCCCCCCCCC[Si](C)(OC)OC WPBTWGMTBMBDLK-UHFFFAOYSA-N 0.000 claims description 2
- QRFPECUQGPJPMV-UHFFFAOYSA-N isocyanatomethyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CN=C=O QRFPECUQGPJPMV-UHFFFAOYSA-N 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- SLYCYWCVSGPDFR-UHFFFAOYSA-N octadecyltrimethoxysilane Chemical compound CCCCCCCCCCCCCCCCCC[Si](OC)(OC)OC SLYCYWCVSGPDFR-UHFFFAOYSA-N 0.000 claims description 2
- 229920005989 resin Polymers 0.000 claims description 2
- 239000011347 resin Substances 0.000 claims description 2
- 239000012748 slip agent Substances 0.000 claims description 2
- 150000007970 thio esters Chemical class 0.000 claims description 2
- 150000003568 thioethers Chemical class 0.000 claims description 2
- 239000004034 viscosity adjusting agent Substances 0.000 claims description 2
- 125000004185 ester group Chemical group 0.000 claims 2
- LLYMQHFVIHXPRW-UHFFFAOYSA-N methoxymethane silane Chemical compound [SiH4].COC LLYMQHFVIHXPRW-UHFFFAOYSA-N 0.000 claims 1
- PYESDMLJNZPLNQ-UHFFFAOYSA-N methyl(20,20,20-trimethoxyicosyl)silane Chemical compound COC(CCCCCCCCCCCCCCCCCCC[SiH2]C)(OC)OC PYESDMLJNZPLNQ-UHFFFAOYSA-N 0.000 claims 1
- ASUUSZXVXTVKDD-UHFFFAOYSA-N triethoxy(4-isocyanatobutyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCCN=C=O ASUUSZXVXTVKDD-UHFFFAOYSA-N 0.000 claims 1
- LBZIZIVHMAFPRT-UHFFFAOYSA-N triethoxy-(1-isocyanato-2-methylpropan-2-yl)silane Chemical compound CCO[Si](OCC)(OCC)C(C)(C)CN=C=O LBZIZIVHMAFPRT-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- VTYYLEPIZMXCLO-UHFFFAOYSA-L calcium carbonate Substances [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 9
- 150000004756 silanes Chemical class 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 150000002009 diols Chemical class 0.000 description 8
- 230000007062 hydrolysis Effects 0.000 description 8
- 238000006460 hydrolysis reaction Methods 0.000 description 8
- 239000012948 isocyanate Substances 0.000 description 8
- 239000013500 performance material Substances 0.000 description 8
- 150000002513 isocyanates Chemical class 0.000 description 7
- 150000001412 amines Chemical class 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 150000004072 triols Chemical class 0.000 description 6
- 125000005370 alkoxysilyl group Chemical group 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 5
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 5
- 125000005843 halogen group Chemical group 0.000 description 5
- NNOZGCICXAYKLW-UHFFFAOYSA-N 1,2-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC=C1C(C)(C)N=C=O NNOZGCICXAYKLW-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-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
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 239000005056 polyisocyanate Substances 0.000 description 4
- 229920001228 polyisocyanate Polymers 0.000 description 4
- 239000000377 silicon dioxide Substances 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 3
- 229910052797 bismuth Inorganic materials 0.000 description 3
- 235000010216 calcium carbonate Nutrition 0.000 description 3
- 125000006165 cyclic alkyl group Chemical group 0.000 description 3
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 3
- 239000012975 dibutyltin dilaurate Substances 0.000 description 3
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical group OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 235000010755 mineral Nutrition 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 229910052726 zirconium Inorganic materials 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- SGWHIVHMTJJAGX-UHFFFAOYSA-N bis(10-methylundecyl) benzene-1,2-dicarboxylate Chemical compound CC(C)CCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCC(C)C SGWHIVHMTJJAGX-UHFFFAOYSA-N 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 239000013522 chelant Substances 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 239000002274 desiccant Substances 0.000 description 2
- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 238000006459 hydrosilylation reaction Methods 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 125000002524 organometallic group Chemical group 0.000 description 2
- 239000008029 phthalate plasticizer Substances 0.000 description 2
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- 229920000233 poly(alkylene oxides) Polymers 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
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- 229920000570 polyether Polymers 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
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- 238000003756 stirring Methods 0.000 description 2
- 238000001308 synthesis method Methods 0.000 description 2
- 230000009974 thixotropic effect Effects 0.000 description 2
- 229910001887 tin oxide Inorganic materials 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- 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 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- BKUSIKGSPSFQAC-RRKCRQDMSA-N 2'-deoxyinosine-5'-diphosphate Chemical compound O1[C@H](CO[P@@](O)(=O)OP(O)(O)=O)[C@@H](O)C[C@@H]1N1C(NC=NC2=O)=C2N=C1 BKUSIKGSPSFQAC-RRKCRQDMSA-N 0.000 description 1
- KIJDMKUPUUYDLN-UHFFFAOYSA-N 2,2-dimethyl-4-trimethoxysilylbutan-1-amine Chemical compound CO[Si](OC)(OC)CCC(C)(C)CN KIJDMKUPUUYDLN-UHFFFAOYSA-N 0.000 description 1
- NXQMCAOPTPLPRL-UHFFFAOYSA-N 2-(2-benzoyloxyethoxy)ethyl benzoate Chemical class C=1C=CC=CC=1C(=O)OCCOCCOC(=O)C1=CC=CC=C1 NXQMCAOPTPLPRL-UHFFFAOYSA-N 0.000 description 1
- GTEXIOINCJRBIO-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]-n,n-dimethylethanamine Chemical compound CN(C)CCOCCN(C)C GTEXIOINCJRBIO-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
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Classifications
-
- 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
- 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
- C08G18/48—Polyethers
-
- 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
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
- C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
- C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
- C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
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- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/336—Polymers modified by chemical after-treatment with organic compounds containing silicon
-
- 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
- C08G71/00—Macromolecular compounds obtained by reactions forming a ureide or urethane link, otherwise, than from isocyanate radicals in the main chain of the macromolecule
- C08G71/04—Polyurethanes
-
- 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
- C08K5/5435—Silicon-containing compounds containing oxygen containing oxygen in a ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/02—Polyalkylene oxides
- C08L71/03—Polyepihalohydrins
-
- 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
- C08L75/08—Polyurethanes from polyethers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J171/00—Adhesives based on polyethers obtained by reactions forming an ether link in the main chain; Adhesives based on derivatives of such polymers
- C09J171/02—Polyalkylene oxides
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31652—Of asbestos
- Y10T428/31663—As siloxane, silicone or silane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Paints Or Removers (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Sealing Material Composition (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
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| US13/077,077 US8859674B2 (en) | 2011-03-31 | 2011-03-31 | Moisture curable silylated polymer compositions with improved adhesion to concrete |
| US13/077,077 | 2011-03-31 | ||
| PCT/US2012/031124 WO2012135443A1 (en) | 2011-03-31 | 2012-03-29 | Moisture curable silylated polymer compositions with improved adhesion to concrete |
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| US9144796B1 (en) | 2009-04-01 | 2015-09-29 | Johnson Matthey Public Limited Company | Method of applying washcoat to monolithic substrate |
| US8859674B2 (en) * | 2011-03-31 | 2014-10-14 | Momentive Performance Materials Inc. | Moisture curable silylated polymer compositions with improved adhesion to concrete |
| CN103602304B (zh) * | 2013-11-11 | 2014-12-17 | 苏州毫邦新材料有限公司 | 湿气速固化组成物 |
| JP6587418B2 (ja) * | 2014-05-15 | 2019-10-09 | キヤノン株式会社 | 電子写真用部材、プロセスカートリッジ及び電子写真装置 |
| JP6391422B2 (ja) * | 2014-10-23 | 2018-09-19 | キヤノン株式会社 | 記録方法および記録装置 |
| EP3012105B1 (en) * | 2014-10-23 | 2019-08-14 | Canon Kabushiki Kaisha | Recording method and recording apparatus |
| AU2015100195A4 (en) * | 2015-02-20 | 2015-05-21 | Wolan Technologies Pty Ltd | Low viscosity innovative moisture cured polymer compositions with improved tensile and creep properties for Industrial coatings,adhesives and sealant applications |
| KR101886911B1 (ko) * | 2015-03-26 | 2018-08-08 | 동우 화인켐 주식회사 | 흑색 감광성 수지 조성물, 이를 사용하여 제조된 블랙 매트릭스 및/또는 칼럼스페이서를 포함하는 칼라필터, 및 상기 칼라필터를 포함하는 액정표시장치 |
| TWI637977B (zh) * | 2015-06-12 | 2018-10-11 | 大金工業股份有限公司 | 表面處理劑 |
| EP3347395B1 (en) * | 2015-09-10 | 2020-04-22 | Dow Global Technologies LLC | Moisture curable systems based on polysilylated polyethers and titanium (iv) catalsts and/or zinc/cyclic amidine catalyst mixtures |
| US10254650B2 (en) * | 2016-06-29 | 2019-04-09 | Honeywell International Inc. | Low temperature SC1 strippable oxysilane-containing coatings |
| WO2018024331A1 (de) * | 2016-08-03 | 2018-02-08 | Wacker Chemie Ag | Vernetzbare beschichtungsmassen auf basis von organyloxysilanterminierten polymeren |
| KR101874705B1 (ko) * | 2016-11-15 | 2018-07-04 | 한국타이어 주식회사 | 공명음 저감 타이어 |
| FR3066765B1 (fr) * | 2017-05-23 | 2019-06-14 | Bostik Sa | Composition de mastic silyle bas module |
| US10233200B2 (en) * | 2017-08-21 | 2019-03-19 | Momentive Performance Matericals Inc. | Organomodified monosilyl compound, its preparation and applications thereof |
| CN111465659B (zh) * | 2017-12-15 | 2022-09-27 | 瓦克化学股份公司 | 用于密封表面的涂层组合物 |
| WO2019225148A1 (ja) * | 2018-05-24 | 2019-11-28 | Dic株式会社 | 湿気硬化型ウレタンホットメルト樹脂組成物、及び、積層体 |
| KR102665492B1 (ko) * | 2018-06-25 | 2024-05-10 | 시카 테크놀러지 아게 | 실란 작용성 중합체를 기반으로 하는 무촉매 경화성 조성물 |
| CN112262115A (zh) * | 2018-07-26 | 2021-01-22 | Sika技术股份公司 | 获得具有树脂改性的混凝土的表面层的混凝土结构的方法 |
| EP3617249A1 (en) | 2018-08-28 | 2020-03-04 | Soudal | Adhesive and/or sealant composition |
| CN111117489B (zh) * | 2018-10-31 | 2022-01-07 | 娄从江 | 一种快速成膜和高阻隔性硅烷改性类建筑密封胶的底涂剂 |
| CN109456725B (zh) * | 2018-11-02 | 2021-05-04 | 成都硅宝科技股份有限公司 | 一种家装用环保型硅烷改性聚醚密封胶及其制备方法 |
| CN111808511B (zh) * | 2019-04-11 | 2022-04-01 | 娄从江 | 硅氧烷改性类密封胶用底涂树脂及其配制的底涂组合物 |
| JP2022528755A (ja) * | 2019-04-19 | 2022-06-15 | 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 | 安定したシラン修飾ポリマー組成物および方法 |
| BE1027545B1 (nl) * | 2019-09-02 | 2021-03-31 | Fourny Nv | Adhesief en applicator voor het aanbrengen van dit adhesief |
| JP7755573B2 (ja) * | 2020-04-09 | 2025-10-16 | 株式会社カネカ | 硬化性組成物 |
| JP7612704B2 (ja) * | 2020-10-09 | 2025-01-14 | デンカ株式会社 | 樹脂組成物 |
| CN112210068A (zh) * | 2020-10-19 | 2021-01-12 | 肇庆市武大环境技术研究院 | 一种可湿气固化的改性聚硅氧烷及其制备方法和应用 |
| CN112375526A (zh) * | 2020-11-17 | 2021-02-19 | 格至控智能动力科技（上海）有限公司 | 湿气固化胶水的快速固化方法 |
| WO2024249895A1 (en) * | 2023-05-31 | 2024-12-05 | Kaneka Americas Holding, Inc. | Method of preparing a moisture curable resin composition |
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| US3627722A (en) | 1970-05-28 | 1971-12-14 | Minnesota Mining & Mfg | Polyurethane sealant containing trialkyloxysilane end groups |
| GB1439577A (en) | 1973-06-07 | 1976-06-16 | Kanegafuchi Chemical Ind | Process for preparing polyoxalkylene having allyl end-group |
| US3971751A (en) | 1975-06-09 | 1976-07-27 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Vulcanizable silylether terminated polymer |
| JP2558125B2 (ja) | 1987-09-18 | 1996-11-27 | 鐘淵化学工業株式会社 | 常温硬化性樹脂組成物 |
| US4810748A (en) | 1988-04-15 | 1989-03-07 | Dow Corning Corporation | Concrete joint sealant having improved adhesion |
| US5216057A (en) | 1988-05-27 | 1993-06-01 | General Electric Company | Silicone modified acrylic latex sealant |
| JPH0543789A (ja) * | 1991-08-09 | 1993-02-23 | Sekisui Chem Co Ltd | 室温硬化性組成物 |
| US6001946A (en) | 1996-09-23 | 1999-12-14 | Witco Corporation | Curable silane-encapped compositions having improved performances |
| US5990257A (en) | 1998-01-22 | 1999-11-23 | Witco Corporation | Process for producing prepolymers which cure to improved sealants, and products formed thereby |
| US6602964B2 (en) | 1998-04-17 | 2003-08-05 | Crompton Corporation | Reactive diluent in moisture curable system |
| US6197912B1 (en) | 1999-08-20 | 2001-03-06 | Ck Witco Corporation | Silane endcapped moisture curable compositions |
| JP2002012645A (ja) * | 2000-04-28 | 2002-01-15 | Yokohama Rubber Co Ltd:The | 一液湿気硬化型ポリウレタン組成物 |
| US6498210B1 (en) | 2000-07-13 | 2002-12-24 | Adco Products, Inc. | Silylated polyurethanes for adhesives and sealants with improved mechanical properties |
| JP4805675B2 (ja) | 2003-07-18 | 2011-11-02 | 株式会社カネカ | 硬化性組成物 |
| DE10355318A1 (de) | 2003-11-27 | 2005-06-23 | Wacker-Chemie Gmbh | Verfahren zur Herstellung von organyloxysilylterminierten Polymeren |
| US8481668B2 (en) | 2005-09-16 | 2013-07-09 | Momentive Performance Materials Inc. | Silane-containing adhesion promoter composition and sealants, adhesives and coatings containing same |
| US7524915B2 (en) * | 2005-10-27 | 2009-04-28 | Momentive Performance Materials Inc. | Process for making moisture-curable silylated resin composition, the resulting composition and moisture-curable products containing the composition |
| US20070179236A1 (en) * | 2006-02-01 | 2007-08-02 | Landon Shayne J | Sealant composition having reduced permeability to gas |
| US7569653B2 (en) * | 2006-02-01 | 2009-08-04 | Momentive Performance Materials Inc. | Sealant composition having reduced permeability to gas |
| US8207252B2 (en) * | 2007-03-07 | 2012-06-26 | Momentive Performance Materials Inc. | Moisture-curable silylated polymer resin composition |
| US8809479B2 (en) * | 2009-05-01 | 2014-08-19 | Momentive Performance Materials Inc. | Moisture curable silylated polymer compositions containing reactive modifiers |
| US8859674B2 (en) * | 2011-03-31 | 2014-10-14 | Momentive Performance Materials Inc. | Moisture curable silylated polymer compositions with improved adhesion to concrete |
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2012
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2016
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| JP6329481B2 (ja) | 2018-05-23 |
| JP2017125188A (ja) | 2017-07-20 |
| EP2691464B1 (en) | 2019-01-09 |
| EP2691464A1 (en) | 2014-02-05 |
| WO2012135443A1 (en) | 2012-10-04 |
| JP2014510816A (ja) | 2014-05-01 |
| KR101865544B1 (ko) | 2018-06-08 |
| US8859674B2 (en) | 2014-10-14 |
| TW201245259A (en) | 2012-11-16 |
| KR20140035353A (ko) | 2014-03-21 |
| US20120251832A1 (en) | 2012-10-04 |
| CN103582674A (zh) | 2014-02-12 |
| CN103582674B (zh) | 2016-06-15 |
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Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 29/03/2012, OBSERVADAS AS CONDICOES LEGAIS. |