CN1054148C - 聚氨酯密封胶组合物 - Google Patents
聚氨酯密封胶组合物 Download PDFInfo
- Publication number
- CN1054148C CN1054148C CN93118939A CN93118939A CN1054148C CN 1054148 C CN1054148 C CN 1054148C CN 93118939 A CN93118939 A CN 93118939A CN 93118939 A CN93118939 A CN 93118939A CN 1054148 C CN1054148 C CN 1054148C
- Authority
- CN
- China
- Prior art keywords
- isocyanate
- silane
- sealant
- prepolymer
- composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 60
- 239000004588 polyurethane sealant Substances 0.000 title abstract description 8
- 239000005056 polyisocyanate Chemical group 0.000 claims abstract description 62
- 229920001228 polyisocyanate Chemical group 0.000 claims abstract description 62
- 239000000565 sealant Substances 0.000 claims abstract description 46
- -1 amino-alkoxy silane Chemical group 0.000 claims abstract description 39
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 35
- 239000011521 glass Substances 0.000 claims abstract description 31
- 229910000077 silane Inorganic materials 0.000 claims abstract description 27
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 25
- 239000000758 substrate Substances 0.000 claims abstract description 16
- 239000002184 metal Substances 0.000 claims abstract description 9
- 229910052751 metal Inorganic materials 0.000 claims abstract description 9
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 8
- 150000002513 isocyanates Chemical class 0.000 claims description 34
- 239000012948 isocyanate Substances 0.000 claims description 26
- 238000002360 preparation method Methods 0.000 claims description 23
- 229910052757 nitrogen Inorganic materials 0.000 claims description 17
- NOKSMMGULAYSTD-UHFFFAOYSA-N [SiH4].N=C=O Chemical compound [SiH4].N=C=O NOKSMMGULAYSTD-UHFFFAOYSA-N 0.000 claims description 13
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical group O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 11
- 125000001931 aliphatic group Chemical group 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 10
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 9
- 239000000853 adhesive Substances 0.000 claims description 9
- 230000001070 adhesive effect Effects 0.000 claims description 9
- 150000001412 amines Chemical class 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 229920005989 resin Polymers 0.000 claims description 6
- 239000011347 resin Substances 0.000 claims description 6
- 210000002700 urine Anatomy 0.000 claims description 6
- 230000006378 damage Effects 0.000 claims description 5
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical class OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 5
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 claims description 3
- 238000012423 maintenance Methods 0.000 claims description 2
- 239000004698 Polyethylene Substances 0.000 claims 1
- 125000000962 organic group Chemical group 0.000 claims 1
- 229920000573 polyethylene Polymers 0.000 claims 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 abstract description 13
- 238000006243 chemical reaction Methods 0.000 description 28
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 21
- 229920005862 polyol Polymers 0.000 description 21
- 150000003077 polyols Chemical class 0.000 description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 150000001875 compounds Chemical class 0.000 description 16
- 238000000034 method Methods 0.000 description 14
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- ZMSQJSMSLXVTKN-UHFFFAOYSA-N 4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine Chemical compound C1COCCN1CCOCCN1CCOCC1 ZMSQJSMSLXVTKN-UHFFFAOYSA-N 0.000 description 9
- 239000006229 carbon black Substances 0.000 description 9
- 239000004927 clay Substances 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 8
- 239000004721 Polyphenylene oxide Substances 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 229920000570 polyether Polymers 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 125000005442 diisocyanate group Chemical group 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000004014 plasticizer Substances 0.000 description 6
- 229920001451 polypropylene glycol Polymers 0.000 description 6
- 229940080818 propionamide Drugs 0.000 description 6
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
- 150000005846 sugar alcohols Polymers 0.000 description 6
- 239000005058 Isophorone diisocyanate Substances 0.000 description 5
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 5
- 125000004185 ester group Chemical group 0.000 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 description 5
- 229920000582 polyisocyanurate Polymers 0.000 description 5
- 239000011495 polyisocyanurate Substances 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 150000008064 anhydrides Chemical class 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- 239000010410 layer Substances 0.000 description 4
- KPSSIOMAKSHJJG-UHFFFAOYSA-N neopentyl alcohol Chemical compound CC(C)(C)CO KPSSIOMAKSHJJG-UHFFFAOYSA-N 0.000 description 4
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 4
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 4
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 238000012662 bulk polymerization Methods 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 3
- 239000003292 glue Substances 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920006295 polythiol Polymers 0.000 description 3
- 238000007789 sealing Methods 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 description 2
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 2
- 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 2
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 2
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 description 2
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 description 2
- VAYMIYBJLRRIFR-UHFFFAOYSA-N 2-tolyl isocyanate Chemical compound CC1=CC=CC=C1N=C=O VAYMIYBJLRRIFR-UHFFFAOYSA-N 0.000 description 2
- JMTMSDXUXJISAY-UHFFFAOYSA-N 2H-benzotriazol-4-ol Chemical class OC1=CC=CC2=C1N=NN2 JMTMSDXUXJISAY-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 2
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- 229930195725 Mannitol Natural products 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 2
- WRLRISOTNFYPMU-UHFFFAOYSA-N [S].CC1=CC=CC=C1 Chemical compound [S].CC1=CC=CC=C1 WRLRISOTNFYPMU-UHFFFAOYSA-N 0.000 description 2
- 239000011358 absorbing material Substances 0.000 description 2
- 150000001241 acetals Chemical class 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 150000001279 adipic acids Chemical class 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
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- 235000019438 castor oil Nutrition 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
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- 238000001816 cooling Methods 0.000 description 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
- VKONPUDBRVKQLM-UHFFFAOYSA-N cyclohexane-1,4-diol Chemical compound OC1CCC(O)CC1 VKONPUDBRVKQLM-UHFFFAOYSA-N 0.000 description 2
- NSTSRDGFWRJMNG-UHFFFAOYSA-N decane hexanedioic acid Chemical compound C(CCCCC(=O)O)(=O)O.CCCCCCCCCC NSTSRDGFWRJMNG-UHFFFAOYSA-N 0.000 description 2
- KIQKWYUGPPFMBV-UHFFFAOYSA-N diisocyanatomethane Chemical compound O=C=NCN=C=O KIQKWYUGPPFMBV-UHFFFAOYSA-N 0.000 description 2
- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
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- 229930182470 glycoside Natural products 0.000 description 2
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- 238000010438 heat treatment Methods 0.000 description 2
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- 238000009434 installation Methods 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
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- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
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- 150000002989 phenols Chemical class 0.000 description 2
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- 239000010452 phosphate Substances 0.000 description 2
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- 239000008029 phthalate plasticizer Substances 0.000 description 2
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- 229920000909 polytetrahydrofuran Polymers 0.000 description 2
- 230000002028 premature Effects 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- HJSRRUNWOFLQRG-UHFFFAOYSA-N propanedioic acid Chemical compound OC(=O)CC(O)=O.OC(=O)CC(O)=O HJSRRUNWOFLQRG-UHFFFAOYSA-N 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Chemical class CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical class [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
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- 239000012945 sealing adhesive Substances 0.000 description 2
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- 150000004756 silanes Chemical class 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 150000003505 terpenes Chemical class 0.000 description 2
- 235000007586 terpenes Nutrition 0.000 description 2
- AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 0.000 description 2
- 239000012974 tin catalyst Substances 0.000 description 2
- 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 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- MDYWVERMLMSYEC-UHFFFAOYSA-N N=C=O.N=C=O Chemical group N=C=O.N=C=O MDYWVERMLMSYEC-UHFFFAOYSA-N 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- PNOXNTGLSKTMQO-UHFFFAOYSA-L diacetyloxytin Chemical compound CC(=O)O[Sn]OC(C)=O PNOXNTGLSKTMQO-UHFFFAOYSA-L 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- HOFUCRAJCHRVMN-UHFFFAOYSA-L dibutyltin(2+) tin(4+) diacetate Chemical compound C(C)(=O)[O-].C(C)(=O)[O-].[Sn+4].C(CCC)[Sn+2]CCCC HOFUCRAJCHRVMN-UHFFFAOYSA-L 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003512 tertiary amines Chemical class 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
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 239000004591 urethane sealant 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
- 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
- C08G18/4804—Two or more polyethers of different physical or chemical nature
- C08G18/4812—Mixtures of polyetherdiols with polyetherpolyols having at least three hydroxy 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
- C08G18/08—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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation 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
- C08G18/28—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
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
-
- 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
- C08G2190/00—Compositions for sealing or packing joints
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
- Sealing Material Composition (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US96009892A | 1992-10-13 | 1992-10-13 | |
| US07/960,098 | 1992-10-13 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1086242A CN1086242A (zh) | 1994-05-04 |
| CN1054148C true CN1054148C (zh) | 2000-07-05 |
Family
ID=25502793
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN93118939A Expired - Lifetime CN1054148C (zh) | 1992-10-13 | 1993-10-12 | 聚氨酯密封胶组合物 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5623044A (enExample) |
| JP (1) | JP3466610B2 (enExample) |
| KR (1) | KR100285097B1 (enExample) |
| CN (1) | CN1054148C (enExample) |
| AU (1) | AU675083B2 (enExample) |
| BR (1) | BR9307293A (enExample) |
| CA (1) | CA2144530C (enExample) |
| TW (1) | TW268045B (enExample) |
| WO (1) | WO1994009046A1 (enExample) |
| ZA (1) | ZA937549B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104220392A (zh) * | 2012-01-19 | 2014-12-17 | 康宁股份有限公司 | 对化学强化玻璃进行装饰的方法 |
Families Citing this family (116)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR005429A1 (es) * | 1996-01-11 | 1999-06-23 | Essex Specialty Prod | Prepolimeros de poliuretano, composiciones adhesivas en un solo envase que incluyen dichos prepolimeros y procedimiento para adherir substratos con dichascomposiciones |
| CN1111552C (zh) * | 1996-01-11 | 2003-06-18 | 爱赛克斯特种产品公司 | 单组分可固化聚氨酯粘合剂 |
| US5922809A (en) * | 1996-01-11 | 1999-07-13 | The Dow Chemical Company | One-part moisture curable polyurethane adhesive |
| CA2214311A1 (en) * | 1996-09-06 | 1998-03-06 | Air Products And Chemicals, Inc. | Hot melt adhesives comprising low free monomer, low oligomer isocyanate prepolymers |
| US5852137A (en) * | 1997-01-29 | 1998-12-22 | Essex Specialty Products | Polyurethane sealant compositions |
| JP3263034B2 (ja) * | 1997-11-12 | 2002-03-04 | 横浜ゴム株式会社 | ポリウレタン組成物 |
| EP1042419B2 (en) * | 1997-12-18 | 2007-08-01 | Essex Specialty Products, Inc. | Method to adhere urethane adhesive to a painted surface with a pre-wipe composition |
| US5990257A (en) * | 1998-01-22 | 1999-11-23 | Witco Corporation | Process for producing prepolymers which cure to improved sealants, and products formed thereby |
| US6008305A (en) * | 1998-06-30 | 1999-12-28 | Adco Products, Inc. | Primer for improving the bonding of adhesives to nonporous substrates |
| US6096823A (en) * | 1998-10-14 | 2000-08-01 | Bayer Corporation | Moisture-curable compounds containing isocyanate and alkoxysilane groups |
| CN1223646C (zh) | 1999-02-05 | 2005-10-19 | 陶氏环球技术公司 | 聚氨酯密封剂组合物 |
| US6350799B1 (en) * | 2000-05-23 | 2002-02-26 | Lord Corporation | Coolant resistant and thermally stable primer composition |
| US7022206B2 (en) * | 2000-05-23 | 2006-04-04 | Lord Corporation | Coolant resistant and thermally stable primer composition |
| US6362300B1 (en) | 2000-07-06 | 2002-03-26 | The Yokohama Rubber Co., Ltd. | Moisture-curable polyurethane compositions |
| DE60124264T2 (de) | 2000-08-07 | 2007-05-31 | Dow Global Technologies, Inc., Midland | Feuchtigkeitshärtbarer einkomponenten-polyurethanklebstoff |
| JP4617547B2 (ja) * | 2000-08-08 | 2011-01-26 | 横浜ゴム株式会社 | プライマー組成物 |
| DE10132938A1 (de) * | 2001-07-06 | 2003-01-16 | Degussa | Nichtwässriges, wärmehärtendes Zweikomponenten-Beschichtungsmittel |
| DE60203931T2 (de) * | 2001-11-29 | 2006-01-19 | Dow Global Technologies, Inc., Midland | Methode zum verbinden einer glasscheibe mit einem substrat ohne verwendung eines primers |
| DE10162642A1 (de) * | 2001-12-20 | 2003-07-10 | Henkel Kgaa | Haftvermittler für reaktive Polyurethane |
| KR20030057384A (ko) * | 2001-12-27 | 2003-07-04 | 요코하마 고무 가부시키가이샤 | 폴리우레탄 조성물 |
| US6649016B2 (en) | 2002-03-04 | 2003-11-18 | Dow Global Technologies Inc. | Silane functional adhesive composition and method of bonding a window to a substrate without a primer |
| US6878231B2 (en) * | 2003-02-28 | 2005-04-12 | Lord Corporation | One-part solvent-based adhesive for bonding polymer materials |
| JP2005139319A (ja) * | 2003-11-07 | 2005-06-02 | Yokohama Rubber Co Ltd:The | 硬化性樹脂組成物 |
| ATE402235T1 (de) * | 2003-12-10 | 2008-08-15 | Dow Global Technologies Inc | System zum einbinden von glas in eine konstruktion |
| CN100349902C (zh) * | 2003-12-22 | 2007-11-21 | 张家港市国泰华荣化工新材料有限公司 | 含异氰酸酯基团的硅烷的制备方法 |
| US7494540B2 (en) | 2004-12-15 | 2009-02-24 | Dow Global Technologies, Inc. | System for bonding glass into a structure |
| CN101228246B (zh) * | 2005-05-31 | 2011-12-07 | 陶氏环球技术有限责任公司 | 对油漆和玻璃制品无底漆的聚氨酯密封胶组合物 |
| US7786183B2 (en) * | 2005-06-20 | 2010-08-31 | Dow Global Technologies Inc. | Coated glass articles |
| US7781493B2 (en) | 2005-06-20 | 2010-08-24 | Dow Global Technologies Inc. | Protective coating for window glass |
| EP1760100A1 (de) | 2005-09-01 | 2007-03-07 | Sika Technology AG | Isocyanatgruppen enthaltende Addukte und Zusammensetzung mit guter Haftung auf Lacksubstraten |
| DE102005045150A1 (de) | 2005-09-22 | 2007-04-05 | Basf Coatings Ag | Verwendung von Phosphonsäurediestern und Diphosphonsäurediestern sowie thermisch härtbare Gemische, enthaltend Phosphonsäurediester und Diphosphonsäurediester |
| US7345130B2 (en) * | 2005-10-25 | 2008-03-18 | Dow Global Technologies Inc. | Silane functional prepolymer and isocyanate functional prepolymer blend based adhesive composition |
| EP1968792B1 (en) * | 2005-12-30 | 2013-12-11 | 3M Innovative Properties Company | Functionalized substrates |
| US20070175621A1 (en) * | 2006-01-31 | 2007-08-02 | Cooligy, Inc. | Re-workable metallic TIM for efficient heat exchange |
| US8580361B2 (en) * | 2006-02-01 | 2013-11-12 | Momentive Performance Materials Inc. | Insulated glass unit with sealant composition having reduced permeability to gas |
| US7541076B2 (en) * | 2006-02-01 | 2009-06-02 | Momentive Performance Materials Inc. | Insulated glass unit with sealant composition having reduced permeability to gas |
| US20070179236A1 (en) * | 2006-02-01 | 2007-08-02 | Landon Shayne J | Sealant composition having reduced permeability to gas |
| US20070178256A1 (en) * | 2006-02-01 | 2007-08-02 | Landon Shayne J | Insulated glass unit with 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 |
| WO2007136710A2 (en) * | 2006-05-18 | 2007-11-29 | Universal Biochemical, Inc. | Method of enhancing the cure time of polyurethane based systems |
| DE102006024823A1 (de) * | 2006-05-29 | 2007-12-06 | Basf Coatings Ag | Verwendung von härtbaren Gemischen, enthaltend silangruppenhaltige Verbindungen sowie Phosphonsäurediester oder Diphosphonsäurediester, als Haftvermittler |
| US7955696B2 (en) * | 2006-12-19 | 2011-06-07 | Dow Global Technologies Llc | Composites and methods for conductive transparent substrates |
| US7939161B2 (en) * | 2006-12-19 | 2011-05-10 | Dow Global Technologies Llc | Encapsulated panel assemblies and methods for making same |
| KR101434701B1 (ko) * | 2006-12-19 | 2014-08-26 | 다우 글로벌 테크놀로지스 엘엘씨 | 접착 촉진 첨가제 및 코팅 조성물의 개선 방법 |
| CN101245182B (zh) * | 2007-02-15 | 2010-09-01 | 北京高盟新材料股份有限公司 | 密封胶用耐高温耐水聚氨酯组合物及其制备方法 |
| US7819964B2 (en) * | 2007-02-16 | 2010-10-26 | Dow Global Technologies Inc. | System for bonding glass into a structure |
| KR101139026B1 (ko) * | 2007-04-24 | 2012-04-26 | 다우 글로벌 테크놀로지스 엘엘씨 | 옥사졸라딘을 포함하는 1-성분 유리 하도제 |
| EP2142581B1 (en) * | 2007-04-24 | 2015-04-08 | Dow Global Technologies LLC | Improved primer adhesion promoters, compositions and methods |
| BRPI0823177A2 (pt) * | 2007-04-24 | 2013-09-24 | Dow Global Technologies Inc | aditivo para uma composiÇço de primer, mÉtodo para melhorar o desempenho de uma composiÇço de primer, composiÇço de primer e kit |
| CN101050223B (zh) | 2007-05-14 | 2010-12-01 | 张群朝 | 含硅烷或功能聚硅氧烷改性的异氰酸酯类三聚体及其制备方法 |
| CA2659367C (en) * | 2007-05-30 | 2011-08-23 | Dow Global Technologies Inc. | Method of preparing glass and ceramic enamels on glass for adhesive bonding |
| EP2011809A1 (de) * | 2007-07-03 | 2009-01-07 | Sika Technology AG | Polyurethanzusammensetzung enthaltend tertiäre Amine und Anhydridosilane |
| EP2181168B1 (en) * | 2007-07-12 | 2019-10-30 | Dow Global Technologies LLC | Colored primer compositions and methods |
| KR101572276B1 (ko) * | 2007-07-23 | 2015-11-26 | 다우 글로벌 테크놀로지스 엘엘씨 | 사용 온도 범위에 걸쳐 실질적으로 일정한 ｇ-계수를 갖는 2 부분 폴리우레탄 경화성 조성물 |
| JP5512529B2 (ja) * | 2007-11-07 | 2014-06-04 | ダウ グローバル テクノロジーズ エルエルシー | 充填剤レベルの高いポリウレタン接着剤組成物 |
| US8147974B2 (en) | 2007-12-18 | 2012-04-03 | Dow Global Technologies Llc | Protective coating for window glass having enhanced adhesion to glass bonding adhesives |
| US20100266855A1 (en) * | 2007-12-27 | 2010-10-21 | E. I. Du Pont De Nemours And Company | Adhesion-promoting agent for protective coatings |
| JP2009242516A (ja) * | 2008-03-31 | 2009-10-22 | Aica Kogyo Co Ltd | 硬化性樹脂組成物およびそれを用いた再はく離型粘着フィルム |
| EP2522692B1 (en) | 2008-05-30 | 2014-06-18 | 3M Innovative Properties Company | Ligand monomers and copolymers made therewith |
| WO2009146321A1 (en) | 2008-05-30 | 2009-12-03 | 3M Innovative Properties Company | Ligand functionalized substrates |
| EP2318448B1 (en) * | 2008-08-22 | 2018-08-22 | Dow Global Technologies LLC | Adhesive composition adapted for bonding large mass parts to structures |
| JP5312602B2 (ja) * | 2008-10-29 | 2013-10-09 | ダウ グローバル テクノロジーズ エルエルシー | 長いオープンタイムを有するプライマーを含有する低エネルギー表面接着システム |
| WO2010074768A1 (en) * | 2008-12-23 | 2010-07-01 | Dow Global Technologies Inc | Adhesive useful for installing vehicle windows providing rapid drive away time |
| BRPI1011747A2 (pt) | 2009-06-23 | 2018-02-27 | 3M Innovative Properties Co | artigo não tecido funcionalizado. |
| US8377672B2 (en) * | 2010-02-18 | 2013-02-19 | 3M Innovative Properties Company | Ligand functionalized polymers |
| EP2889625B1 (en) | 2010-03-03 | 2016-09-14 | 3M Innovative Properties Company | Ligand guanidinyl functionalized polymers |
| CN102985385B (zh) | 2010-03-08 | 2016-03-16 | 陶氏环球技术有限责任公司 | 用于异氰酸酯和硅烷官能化粘合剂的水基底漆组合物 |
| US9200160B2 (en) * | 2010-03-29 | 2015-12-01 | Momentive Performance Materials Inc. | Silylated polyurethane/polyorganosiloxane blend and sealant composition and fumed silica composition containing same |
| JP5740478B2 (ja) | 2010-11-01 | 2015-06-24 | ダウ ブラジル インダストリア エコメルシオ デ プロダトス クイミコス エルティーディーエイ | ポリイソシアネート官能性接着剤の接着性を改善するために修飾された１種以上の表面を有するポリオレフィン |
| DK2638090T3 (da) | 2010-11-11 | 2015-05-04 | Dow Global Technologies Llc | Polyurethanbaseret tætningsmiddel til isoleret glas |
| KR101568069B1 (ko) | 2010-12-20 | 2015-11-10 | 다우 글로벌 테크놀로지스 엘엘씨 | 경화 상태에서 개선된 내구성을 갖는 이소시아네이트 작용성 성분을 함유하는 경화성 조성물 |
| WO2012112354A1 (en) | 2011-02-17 | 2012-08-23 | Dow Global Technologies Llc | Alkoxysilane containing polyurethane adhesive compositions containing calcium carbonate |
| KR20130143661A (ko) | 2011-05-03 | 2013-12-31 | 다우 글로벌 테크놀로지스 엘엘씨 | 아이소시아네이트 작용성 예비중합체를 함유하는 촉진된 경화 조성물 |
| US9045672B2 (en) | 2011-05-03 | 2015-06-02 | Dow GlobalTechnologies LLC | Dual cure adhesive useful for bonding to glass |
| WO2013070227A1 (en) | 2011-11-10 | 2013-05-16 | Momentive Performance Materials Inc. | Moisture curable composition of a polymer having silyl groups |
| EP2776162B1 (en) | 2011-11-10 | 2017-01-04 | Momentive Performance Materials Inc. | Moisture curable organopolysiloxane composition |
| CA2859353A1 (en) | 2011-12-15 | 2013-06-20 | Sumi Dinkar | Moisture curable organopolysiloxane compositions |
| CN104395405B (zh) | 2011-12-15 | 2017-04-26 | 莫门蒂夫性能材料股份有限公司 | 湿固化的有机聚硅氧烷组合物 |
| CN104136118A (zh) | 2011-12-29 | 2014-11-05 | 莫门蒂夫性能材料股份有限公司 | 可湿固化的有机聚硅氧烷组合物 |
| EP2817346B1 (en) | 2012-02-21 | 2017-04-26 | Dow Global Technologies LLC | Compositions containing aromatic isocyanate functional components and aliphatic aromatic isocyanate functional components having improved cure speed |
| US9499727B2 (en) | 2012-07-16 | 2016-11-22 | Dow Global Technologies Llc | Curable compositions containing isocyanate functional components having improved durability |
| EP2900724B1 (en) | 2012-09-26 | 2018-01-10 | Dow Global Technologies LLC | Polyurethane based insulated glass sealant |
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| WO2016137881A1 (en) | 2015-02-23 | 2016-09-01 | King Industries | Curable coating compositions of silane functional polymers |
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| WO2023229913A1 (en) | 2022-05-23 | 2023-11-30 | Momentive Performance Materials Inc. | Protective coating composition for metals and polymeric surfaces |
| CN119039929B (zh) * | 2024-10-28 | 2025-03-07 | 山东凯恩新材料科技有限公司 | 一种耐水的芯片灌封胶及其制备方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4374237A (en) * | 1981-12-21 | 1983-02-15 | Union Carbide Corporation | Silane-containing isocyanate-terminated polyurethane polymers |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3372083A (en) * | 1964-03-11 | 1968-03-05 | Master Mechanics Company | Compositions and articles from the reaction of an isocyanate terminated polyurethaneand the isocyanate adduct of bitumen |
| NL128384C (enExample) * | 1965-07-15 | 1900-01-01 | ||
| US3627722A (en) * | 1970-05-28 | 1971-12-14 | Minnesota Mining & Mfg | Polyurethane sealant containing trialkyloxysilane end groups |
| DE2307794A1 (de) * | 1972-02-17 | 1973-08-23 | Mitsui Toatsu Chemicals | Polyurethanzusammensetzung |
| US4284751A (en) * | 1980-05-14 | 1981-08-18 | Products Research & Chemical Corp. | Polyurethane sealant system |
| US4345053A (en) * | 1981-07-17 | 1982-08-17 | Essex Chemical Corp. | Silicon-terminated polyurethane polymer |
| JPS6055022A (ja) * | 1983-09-07 | 1985-03-29 | Sunstar Giken Kk | ポリウレタン樹脂組成物 |
| DE3410582A1 (de) * | 1984-03-22 | 1985-09-26 | Wacker-Chemie GmbH, 8000 München | Sic-gebundene biuretgruppen enthaltende siliciumverbindungen, verfahren zu ihrer herstellung und verwendung solcher organosiliciumverbindungen |
| US4539345A (en) * | 1985-02-04 | 1985-09-03 | Minnesota Mining And Manufacturing Company | Moisture-curable polyurethane composition |
| US4687533A (en) * | 1985-08-26 | 1987-08-18 | Essex Specialty Products, Inc. | Bonding method employing moisture curable polyurethane polymers |
| US4625012A (en) * | 1985-08-26 | 1986-11-25 | Essex Specialty Products, Inc. | Moisture curable polyurethane polymers |
| US4720536A (en) * | 1986-06-06 | 1988-01-19 | Uop Inc. | Blends of secondary alkyl aromatic diamines and polyhydric alcohols as curing agents in polyurethane manufacture |
| US4758648A (en) * | 1986-10-20 | 1988-07-19 | Essex Specialty Products, Inc. | High speed cure sealant |
| KR950006938B1 (ko) * | 1986-11-19 | 1995-06-26 | 시바-가이기 아게 | 접착 촉진제 |
| JP2708063B2 (ja) * | 1988-11-28 | 1998-02-04 | サンスター技研株式会社 | ガラス用プライマー組成物 |
| GB8912172D0 (en) * | 1989-05-26 | 1989-07-12 | Bostik Ltd | Moisture-curing,one-part polyurethane compositions |
| IT1251489B (it) * | 1991-09-17 | 1995-05-15 | Enichem Sintesi | Policarbonati dioloterminati |
| US5342867A (en) * | 1992-10-06 | 1994-08-30 | Ciba-Geigy Corporation | Adhesion promoters |
-
1993
- 1993-09-09 WO PCT/US1993/008485 patent/WO1994009046A1/en not_active Ceased
- 1993-09-09 CA CA002144530A patent/CA2144530C/en not_active Expired - Lifetime
- 1993-09-09 BR BR9307293A patent/BR9307293A/pt not_active IP Right Cessation
- 1993-09-09 AU AU51031/93A patent/AU675083B2/en not_active Ceased
- 1993-09-09 KR KR1019950701401A patent/KR100285097B1/ko not_active Expired - Lifetime
- 1993-09-09 JP JP50849794A patent/JP3466610B2/ja not_active Expired - Lifetime
- 1993-10-12 TW TW082108433A patent/TW268045B/zh active
- 1993-10-12 CN CN93118939A patent/CN1054148C/zh not_active Expired - Lifetime
- 1993-10-12 ZA ZA937549A patent/ZA937549B/xx unknown
-
1996
- 1996-08-09 US US08/690,301 patent/US5623044A/en not_active Expired - Lifetime
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4374237A (en) * | 1981-12-21 | 1983-02-15 | Union Carbide Corporation | Silane-containing isocyanate-terminated polyurethane polymers |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104220392A (zh) * | 2012-01-19 | 2014-12-17 | 康宁股份有限公司 | 对化学强化玻璃进行装饰的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| WO1994009046A1 (en) | 1994-04-28 |
| AU675083B2 (en) | 1997-01-23 |
| KR950703589A (ko) | 1995-09-20 |
| BR9307293A (pt) | 1999-06-01 |
| CN1086242A (zh) | 1994-05-04 |
| TW268045B (enExample) | 1996-01-11 |
| JP3466610B2 (ja) | 2003-11-17 |
| JPH11507399A (ja) | 1999-06-29 |
| AU5103193A (en) | 1994-05-09 |
| US5623044A (en) | 1997-04-22 |
| CA2144530A1 (en) | 1994-04-28 |
| KR100285097B1 (ko) | 2001-03-15 |
| CA2144530C (en) | 2005-07-26 |
| ZA937549B (en) | 1995-04-12 |
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