JP2005531681A - シラン系湿気硬化ホットメルト接着剤 - Google Patents
シラン系湿気硬化ホットメルト接着剤 Download PDFInfo
- Publication number
- JP2005531681A JP2005531681A JP2004519543A JP2004519543A JP2005531681A JP 2005531681 A JP2005531681 A JP 2005531681A JP 2004519543 A JP2004519543 A JP 2004519543A JP 2004519543 A JP2004519543 A JP 2004519543A JP 2005531681 A JP2005531681 A JP 2005531681A
- Authority
- JP
- Japan
- Prior art keywords
- polyol
- hot melt
- diisocyanate
- moisture
- sealant 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.)
- Pending
Links
- 239000004831 Hot glue Substances 0.000 title claims abstract description 43
- 238000013008 moisture curing Methods 0.000 title claims 3
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 title description 18
- 229910000077 silane Inorganic materials 0.000 title description 18
- 239000000203 mixture Substances 0.000 claims abstract description 108
- 229920005862 polyol Polymers 0.000 claims abstract description 88
- 150000003077 polyols Chemical class 0.000 claims abstract description 88
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 74
- 239000000853 adhesive Substances 0.000 claims abstract description 46
- 230000001070 adhesive effect Effects 0.000 claims abstract description 46
- 239000012948 isocyanate Substances 0.000 claims abstract description 39
- 239000000565 sealant Substances 0.000 claims abstract description 38
- 238000000034 method Methods 0.000 claims abstract description 32
- 239000012943 hotmelt Substances 0.000 claims abstract description 23
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 23
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical group [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims abstract description 15
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims abstract description 9
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims abstract description 7
- 125000000524 functional group Chemical group 0.000 claims abstract description 6
- 238000004519 manufacturing process Methods 0.000 claims abstract description 6
- -1 polyhexamethylene sebacate Polymers 0.000 claims description 43
- 239000000463 material Substances 0.000 claims description 41
- 239000000758 substrate Substances 0.000 claims description 29
- 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 20
- 150000002009 diols Chemical class 0.000 claims description 20
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 16
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 15
- ZMSQJSMSLXVTKN-UHFFFAOYSA-N 4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine Chemical compound C1COCCN1CCOCCN1CCOCC1 ZMSQJSMSLXVTKN-UHFFFAOYSA-N 0.000 claims description 12
- 229920000728 polyester Polymers 0.000 claims description 12
- 239000012974 tin catalyst Substances 0.000 claims description 10
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 8
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 8
- 125000001931 aliphatic group Chemical group 0.000 claims description 8
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 8
- 229920001451 polypropylene glycol Polymers 0.000 claims description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 7
- 239000007795 chemical reaction product Substances 0.000 claims description 7
- 229920001577 copolymer Polymers 0.000 claims description 7
- 229920005906 polyester polyol Polymers 0.000 claims description 7
- 229920001228 polyisocyanate Polymers 0.000 claims description 7
- 239000005056 polyisocyanate Substances 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 6
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims description 6
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- FRDNYWXDODPUJV-UHFFFAOYSA-N n-ethyl-2-methyl-3-trimethoxysilylpropan-1-amine Chemical compound CCNCC(C)C[Si](OC)(OC)OC FRDNYWXDODPUJV-UHFFFAOYSA-N 0.000 claims description 5
- 229920001610 polycaprolactone Polymers 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 4
- LAWFNNYCAVNXFC-UHFFFAOYSA-N 3-(dimethoxymethylsilyl)-N-ethyl-2-methylpropan-1-amine Chemical compound CCNCC(C)C[SiH2]C(OC)OC LAWFNNYCAVNXFC-UHFFFAOYSA-N 0.000 claims description 4
- KNYSNQHOKNRINQ-UHFFFAOYSA-N 4-(dimethoxymethylsilyl)-N-ethyl-2,2-dimethylbutan-1-amine Chemical compound CCNCC(C)(C)CC[SiH2]C(OC)OC KNYSNQHOKNRINQ-UHFFFAOYSA-N 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 239000001361 adipic acid Substances 0.000 claims description 4
- 235000011037 adipic acid Nutrition 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 claims description 4
- OWBTYPJTUOEWEK-UHFFFAOYSA-N butane-2,3-diol Chemical compound CC(O)C(C)O OWBTYPJTUOEWEK-UHFFFAOYSA-N 0.000 claims description 4
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 4
- SMIDUPHNWFRONB-UHFFFAOYSA-N n,2-dimethyl-3-trimethoxysilylpropan-1-amine Chemical group CNCC(C)C[Si](OC)(OC)OC SMIDUPHNWFRONB-UHFFFAOYSA-N 0.000 claims description 4
- YJOGKUUQSLYPQJ-UHFFFAOYSA-N n-ethyl-2,2-dimethyl-4-trimethoxysilylbutan-1-amine Chemical compound CCNCC(C)(C)CC[Si](OC)(OC)OC YJOGKUUQSLYPQJ-UHFFFAOYSA-N 0.000 claims description 4
- PNAUMDBGSPRGCS-UHFFFAOYSA-N n-ethyl-2-methyl-3-triethoxysilylpropan-1-amine Chemical compound CCNCC(C)C[Si](OCC)(OCC)OCC PNAUMDBGSPRGCS-UHFFFAOYSA-N 0.000 claims description 4
- 235000013772 propylene glycol Nutrition 0.000 claims description 4
- 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 4
- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical group C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 claims description 3
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 3
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 claims description 3
- WTKWFNIIIXNTDO-UHFFFAOYSA-N 3-isocyanato-5-methyl-2-(trifluoromethyl)furan Chemical compound CC1=CC(N=C=O)=C(C(F)(F)F)O1 WTKWFNIIIXNTDO-UHFFFAOYSA-N 0.000 claims description 3
- UJURFSDRMQAYSU-UHFFFAOYSA-N N=C=O.N=C=O.C1=CC=CC2=C(C=CC=C3)C3=C21 Chemical compound N=C=O.N=C=O.C1=CC=CC2=C(C=CC=C3)C3=C21 UJURFSDRMQAYSU-UHFFFAOYSA-N 0.000 claims description 3
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 claims description 3
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 3
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 3
- 125000005907 alkyl ester group Chemical group 0.000 claims description 3
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 3
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 3
- PMMYEEVYMWASQN-IMJSIDKUSA-N cis-4-Hydroxy-L-proline Chemical compound O[C@@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-IMJSIDKUSA-N 0.000 claims description 3
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 claims description 3
- 150000004820 halides Chemical class 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- TVIDDXQYHWJXFK-UHFFFAOYSA-N n-Dodecanedioic acid Natural products OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 claims description 3
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 claims description 3
- 229920005606 polypropylene copolymer Polymers 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 3
- HQHCYKULIHKCEB-UHFFFAOYSA-N tetradecanedioic acid Natural products OC(=O)CCCCCCCCCCCCC(O)=O HQHCYKULIHKCEB-UHFFFAOYSA-N 0.000 claims description 3
- 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 3
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 claims 2
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 claims 2
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims 2
- 150000008064 anhydrides Chemical class 0.000 claims 2
- WEQLQTCIJDTCKC-UHFFFAOYSA-N ethoxy-dimethoxy-propylsilane Chemical compound CCC[Si](OC)(OC)OCC WEQLQTCIJDTCKC-UHFFFAOYSA-N 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 2
- 239000000126 substance Substances 0.000 description 20
- 239000003054 catalyst Substances 0.000 description 16
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 13
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 6
- 230000001988 toxicity Effects 0.000 description 6
- 231100000419 toxicity Toxicity 0.000 description 6
- 239000000945 filler Substances 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- 239000002023 wood Substances 0.000 description 4
- 241000208140 Acer Species 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000002671 adjuvant Substances 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 239000001993 wax Substances 0.000 description 3
- NXQMCAOPTPLPRL-UHFFFAOYSA-N 2-(2-benzoyloxyethoxy)ethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCOCCOC(=O)C1=CC=CC=C1 NXQMCAOPTPLPRL-UHFFFAOYSA-N 0.000 description 2
- IFAPXTBWPQMLAF-UHFFFAOYSA-N 3-(diethoxymethylsilyl)-N-ethyl-2-methylpropan-1-amine Chemical compound CCNCC(C)C[SiH2]C(OCC)OCC IFAPXTBWPQMLAF-UHFFFAOYSA-N 0.000 description 2
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-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
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- CVPZXHCZKMFVOZ-UHFFFAOYSA-N [4-(benzoyloxymethyl)cyclohexyl]methyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(CC1)CCC1COC(=O)C1=CC=CC=C1 CVPZXHCZKMFVOZ-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- YCZJVRCZIPDYHH-UHFFFAOYSA-N ditridecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCCCC YCZJVRCZIPDYHH-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 229910021485 fumed silica Inorganic materials 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 150000003673 urethanes Chemical class 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- RNQBCZCPNUHWLV-UHFFFAOYSA-N 1,8-dioxacyclotetradecane-2,7-dione Chemical compound O=C1CCCCC(=O)OCCCCCCO1 RNQBCZCPNUHWLV-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
- WCOXQTXVACYMLM-UHFFFAOYSA-N 2,3-bis(12-hydroxyoctadecanoyloxy)propyl 12-hydroxyoctadecanoate Chemical compound CCCCCCC(O)CCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCC(O)CCCCCC)COC(=O)CCCCCCCCCCC(O)CCCCCC WCOXQTXVACYMLM-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- SWSPVQVEASFBCW-UHFFFAOYSA-N CCCCCO[Si](OC)(OC)CC(C)CN Chemical compound CCCCCO[Si](OC)(OC)CC(C)CN SWSPVQVEASFBCW-UHFFFAOYSA-N 0.000 description 1
- 239000004970 Chain extender Substances 0.000 description 1
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 description 1
- 229920002430 Fibre-reinforced plastic Polymers 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 235000004443 Ricinus communis Nutrition 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 230000000712 assembly Effects 0.000 description 1
- 238000000429 assembly Methods 0.000 description 1
- 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 1
- 239000002981 blocking agent Substances 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 239000002178 crystalline material Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000011151 fibre-reinforced plastic Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- JNNCJSOAYUEOHC-UHFFFAOYSA-N hexanedioic acid;2-methylpropane-1,3-diol Chemical compound OCC(C)CO.OC(=O)CCCCC(O)=O JNNCJSOAYUEOHC-UHFFFAOYSA-N 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000008204 material by function Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000006262 metallic foam Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- XCOASYLMDUQBHW-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)butan-1-amine Chemical compound CCCCNCCC[Si](OC)(OC)OC XCOASYLMDUQBHW-UHFFFAOYSA-N 0.000 description 1
- FYZBRYMWONGDHC-UHFFFAOYSA-N n-ethyl-3-trimethoxysilylpropan-1-amine Chemical group CCNCCC[Si](OC)(OC)OC FYZBRYMWONGDHC-UHFFFAOYSA-N 0.000 description 1
- 150000001282 organosilanes Chemical group 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000002984 plastic foam Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000012763 reinforcing filler Substances 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 150000003335 secondary amines Chemical group 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- PZTAGFCBNDBBFZ-UHFFFAOYSA-N tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate Chemical group CC(C)(C)OC(=O)N1CCCCC1CO PZTAGFCBNDBBFZ-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000003878 thermal aging Methods 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- 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
-
- 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
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
- C08G18/20—Heterocyclic amines; Salts thereof
- C08G18/2081—Heterocyclic amines; Salts thereof containing at least two non-condensed heterocyclic rings
-
- 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
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4018—Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48
-
- 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
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4202—Two or more polyesters of different physical or chemical nature
-
- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
- C08G18/6637—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/664—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
-
- 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
- C08G2170/00—Compositions for adhesives
- C08G2170/20—Compositions for hot melt adhesives
-
- 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
- Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
- Y10T428/2852—Adhesive compositions
-
- 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)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polyurethanes Or Polyureas (AREA)
- Sealing Material Composition (AREA)
- Adhesive Tapes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/188,208 US6749943B1 (en) | 2002-07-02 | 2002-07-02 | Silane based moisture curing hot-melt adhesives |
| PCT/US2003/014329 WO2004005420A1 (en) | 2002-07-02 | 2003-05-08 | Silane based moisture curing hot-melt adhesives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005531681A true JP2005531681A (ja) | 2005-10-20 |
| JP2005531681A5 JP2005531681A5 (https=) | 2006-06-22 |
Family
ID=30114008
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004519543A Pending JP2005531681A (ja) | 2002-07-02 | 2003-05-08 | シラン系湿気硬化ホットメルト接着剤 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6749943B1 (https=) |
| EP (1) | EP1517971B1 (https=) |
| JP (1) | JP2005531681A (https=) |
| AT (1) | ATE417908T1 (https=) |
| AU (1) | AU2003230293A1 (https=) |
| DE (1) | DE60325362D1 (https=) |
| WO (1) | WO2004005420A1 (https=) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009508985A (ja) * | 2005-09-15 | 2009-03-05 | モーメンティブ・パフォーマンス・マテリアルズ・インク | 有機ビスマス触媒を用いたアミノシラン末端含有ポリマーの調製方法、及びスズ触媒を用いずにそれにより得られる硬化ポリマー |
| JP2010510343A (ja) * | 2006-11-17 | 2010-04-02 | シーカ・テクノロジー・アーゲー | ポリアルジミンを含む湿気硬化性ホットメルト接着剤コンパウンド |
| JP2017095715A (ja) * | 2010-12-28 | 2017-06-01 | ボスティク エス．アー． | 架橋方法およびその関連装置 |
| JP2021024998A (ja) * | 2019-08-08 | 2021-02-22 | Dic株式会社 | 湿気硬化型ポリウレタンホットメルト樹脂組成物、及び、その硬化物 |
| US20220153906A1 (en) * | 2019-03-07 | 2022-05-19 | Basf Se | Adhesives based on carbodimide chemistry |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040214978A1 (en) * | 2003-04-22 | 2004-10-28 | Rosin Michael L. | Moisture-curing, hot-melt polyurethane adhesive |
| WO2005019292A1 (en) * | 2003-08-22 | 2005-03-03 | Dow Global Technologies Inc. | Composition useful as an adhesive for installing vehicle windows |
| DE102004040386A1 (de) * | 2004-08-19 | 2006-03-02 | Heraeus Kulzer Gmbh | Zusammensetzungen auf Basis silanterminierter Polyether und deren Verwendung |
| US7361292B2 (en) * | 2004-11-08 | 2008-04-22 | Dow Global Technologies Inc. | High modulus, nonconductive adhesive useful for installing vehicle windows |
| DE102004060284A1 (de) * | 2004-12-15 | 2006-06-29 | Bayer Materialscience Ag | Reaktive Polyurethan-Prepolymere mit einem geringen Gehalt an monomeren Diisocyanaten |
| DE102004062653A1 (de) * | 2004-12-24 | 2006-07-06 | Bayer Materialscience Ag | Feuchthärtende Zusammensetzung und Schmelzklebstoff |
| EP1801138A1 (de) * | 2005-12-23 | 2007-06-27 | Sika Technology AG | Feuchtigkeitshärtende Heissschmelzklebstoffe umfassend mindestens ein silanfunktionelles Polyurethanprepolymer |
| EP2065416A1 (en) * | 2006-10-02 | 2009-06-03 | Mitsui Chemicals Polyurethanes, Inc. | Polyamide resin containing terminal isocyanate group, alkoxysilane-modified polyamide resin, processes for production of the resins, hot-melt adhesive agent, and cured resin product |
| ATE486899T1 (de) * | 2006-12-21 | 2010-11-15 | Dow Global Technologies Inc | Zusammensetzung, die zur verwendung als klebstoff beim einbau von fahrzeugfenstern brauchbar ist |
| DE102007023197A1 (de) | 2007-05-22 | 2008-11-27 | Bayer Materialscience Ag | Polyester-Prepolymere |
| CN101778877B (zh) * | 2007-07-23 | 2013-01-02 | 陶氏环球技术公司 | 在使用温度范围内g-模量基本一致的两部分聚氨酯可固化组合物 |
| US9212300B2 (en) * | 2007-08-10 | 2015-12-15 | Henkel Ag & Co. Kgaa | Reactive hot melt adhesive |
| BRPI0817639A2 (pt) * | 2007-10-03 | 2015-03-24 | Basf Se | Artigo adesivo |
| JP5416715B2 (ja) | 2007-12-21 | 2014-02-12 | ダウ・コーニング・コーポレイション | イオノマー性シリコーン熱可塑性エラストマー |
| BRPI0912919B1 (pt) * | 2008-08-22 | 2019-04-24 | Dow Global Technologies Llc | Composição bicomponente e método para ligar dois ou mais substratos entre si |
| US8101276B2 (en) | 2008-09-16 | 2012-01-24 | Henkel Corporation | Pressure sensitive adhesive compositions and articles prepared using such compositions |
| US8440304B2 (en) | 2008-09-16 | 2013-05-14 | Henkel Corporation | Acrylic pressure sensitive adhesive formulation and articles comprising same |
| EP2267052A1 (de) | 2009-05-27 | 2010-12-29 | Sika Technology AG | Feuchtigkeitshärtende Zusammensetzung mit verbesserter Anfangsfestigkeit |
| EP2267051A1 (de) * | 2009-05-27 | 2010-12-29 | Sika Technology AG | Silanfunktionelle Polyester in feuchtigkeitshärtenden Zusammensetzungen auf Basis silanfunktioneller Polymere |
| DE202009011051U1 (de) | 2009-09-24 | 2009-12-31 | Elantas Gmbh | Vorrichtung zur Konfektionierung und Verpackung von Schmelzklebern |
| WO2011087741A2 (en) | 2009-12-22 | 2011-07-21 | Henkel Corporation | Moisture cure hot melt adhesives |
| US8133964B2 (en) * | 2010-06-29 | 2012-03-13 | Science Applications International Corporation | Single-component coating having alkoxysilane-terminated N-substituted urea resins |
| US20140024795A1 (en) * | 2012-04-25 | 2014-01-23 | Novomer, Inc. | Aliphatic polycarbonate polyols containing silyl groups |
| US9365751B2 (en) | 2012-07-24 | 2016-06-14 | Henkel IP & Holding GmbH | Reactive hot melt adhesive |
| CN104981527B (zh) | 2013-01-24 | 2018-02-23 | 汉高知识产权控股有限责任公司 | 反应性热熔性粘合剂 |
| CN105408382A (zh) * | 2013-05-22 | 2016-03-16 | Sika技术股份公司 | 制备含硅烷基团的热熔粘合剂的方法 |
| US10640702B2 (en) | 2013-08-01 | 2020-05-05 | Covestro Llc | Coated particles and methods for their manufacture and use |
| ES2691483T3 (es) * | 2014-01-14 | 2018-11-27 | Henkel IP & Holding GmbH | Adhesivos reactivos de fusión en caliente con adherencia mejorada |
| JP6509492B2 (ja) * | 2014-02-28 | 2019-05-08 | ヘンケルジャパン株式会社 | 灯具用湿気硬化型ホットメルト接着剤 |
| CN103923593A (zh) * | 2014-04-16 | 2014-07-16 | 杭州之江有机硅化工有限公司 | 一种单组份硅烷改性聚氨酯密封胶及其制备方法 |
| CN108003315B (zh) * | 2017-12-06 | 2024-05-03 | 东莞市雄林新材料科技股份有限公司 | 一种具有高结晶性和高润湿性的tpu热熔胶及其制备方法 |
| CN113518813B (zh) * | 2019-02-28 | 2022-10-25 | Ａｇｃ株式会社 | 氨基甲酸酯预聚物、粘合剂、贴附材料、粘胶带、可穿戴设备及可穿戴设备套件 |
| DE102020111278A1 (de) | 2020-04-24 | 2021-10-28 | Klebchemie M.G. Becker Gmbh & Co. Kg | Reaktive Heißschmelzklebstoffzusammensetzungen basierend auf alpha-Silan-terminierten organischen Polymeren |
| DE102021127517A1 (de) | 2021-10-22 | 2023-04-27 | Klebchemie M.G. Becker GmbH & Co KG | Reaktive Heißschmelzklebstoffzusammensetzungen basierend auf alpha-Silan-terminierten organischen Polymeren |
| DE102024114875A1 (de) | 2024-05-28 | 2025-12-04 | Kleiberit Se & Co. Kg | Reaktive Heißschmelzklebstoffzusammensetzungen basierend auf alpha-Silan-terminierten organischen Polymeren |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS617317A (ja) * | 1984-03-29 | 1986-01-14 | ユニオン、カ−バイド、コ−ポレ−シヨン | シラン含有イソシアネ−トプレポリマ− |
| JPH06505279A (ja) * | 1991-01-25 | 1994-06-16 | ミネソタ マイニング アンド マニュファクチャリング カンパニー | 良好な接着性を有するイソシアネート末端ポリウレタン初期重合体の配合物 |
| JPH0753940A (ja) * | 1993-06-03 | 1995-02-28 | Minnesota Mining & Mfg Co <3M> | 湿分硬化性ポリウレタン系接着剤組成物 |
| JPH10500708A (ja) * | 1994-04-12 | 1998-01-20 | ミネソタ マイニング アンド マニュファクチャリング カンパニー | 反応性ワックス含有湿分硬化性ホットメルト組成物 |
| JPH10504598A (ja) * | 1994-08-18 | 1998-05-06 | ミネソタ・マイニング・アンド・マニュファクチュアリング・カンパニー | 反応形ホットメルト接着剤および／またはシーリング組成物 |
| JP2001262112A (ja) * | 2000-03-23 | 2001-09-26 | Sekisui Chem Co Ltd | 湿気硬化型ウレタン系ホットメルト接着剤 |
| JP2003508561A (ja) * | 1999-08-20 | 2003-03-04 | クロムプトン コーポレイション | シランを末端キャップした湿分硬化性組成物 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4687533A (en) | 1985-08-26 | 1987-08-18 | Essex Specialty Products, Inc. | Bonding method employing moisture curable polyurethane polymers |
| CA1312408C (en) | 1987-10-09 | 1993-01-05 | Peter W. Merz | Reactive, thixotropic hot-melt adhesive on silane basis |
| DE3827464A1 (de) * | 1988-08-12 | 1990-02-22 | Henkel Kgaa | Alkoxysilanterminierte, feuchtigkeitsvernetzende schmelzkleber sowie ihre verwendung als klebe- und dichtmassen |
| CA2039964A1 (en) | 1990-04-27 | 1991-10-28 | Charles W. Stobbie, Iv | Mixture of isocyanate-terminated polyurethane prepolymers |
| US5418310A (en) | 1990-04-27 | 1995-05-23 | Minnesota Mining And Manufacturing Company | Mixture of isocyanate-terminated polyurethane prepolymers having good adhesion |
| US5869593A (en) | 1991-07-01 | 1999-02-09 | H. B. Fuller Licensing & Financing, Inc. | High moisture vapor transmission hot melt moisture cure polyurethane adhesive |
| MX9701338A (es) | 1994-08-22 | 1997-05-31 | Henkel Kgaa | Composiciones de poliuretano con bajo contenido endiisocianatos monomeros. |
| WO1996035734A1 (en) | 1995-05-10 | 1996-11-14 | Minnesota Mining And Manufacturing Company | Moisture-curable, hot melt composition |
| JPH11131045A (ja) * | 1997-10-28 | 1999-05-18 | Nippon Polyurethane Ind Co Ltd | ラミネート用接着剤 |
| US6005047A (en) | 1998-10-14 | 1999-12-21 | Bayer Corporation | Moisture-curable compounds containing isocyanate and alkoxysilane groups |
| US6077902A (en) | 1998-10-14 | 2000-06-20 | Bayer Corporation | Moisture-curable compounds containing isocyanate and alkoxysilane groups |
| US6265517B1 (en) | 1999-09-07 | 2001-07-24 | Bostik, Inc. | Silylated polyether sealant |
| ES2292747T5 (es) | 2001-02-23 | 2014-04-10 | Henkel Ag & Co. Kgaa | Polímeros alcoxisililfuncionales mixtos |
| EP1241241B1 (en) * | 2001-03-16 | 2005-11-16 | Toyo Boseki Kabushiki Kaisha | Compounded film |
| DE10115698A1 (de) * | 2001-03-29 | 2002-10-10 | Degussa | Metallfreie silanterminierte Polyurethane, ein Verfahren zu deren Herstellung und deren Anwendung |
-
2002
- 2002-07-02 US US10/188,208 patent/US6749943B1/en not_active Expired - Fee Related
-
2003
- 2003-05-08 DE DE60325362T patent/DE60325362D1/de not_active Expired - Lifetime
- 2003-05-08 AU AU2003230293A patent/AU2003230293A1/en not_active Abandoned
- 2003-05-08 AT AT03724499T patent/ATE417908T1/de not_active IP Right Cessation
- 2003-05-08 EP EP20030724499 patent/EP1517971B1/en not_active Expired - Lifetime
- 2003-05-08 JP JP2004519543A patent/JP2005531681A/ja active Pending
- 2003-05-08 WO PCT/US2003/014329 patent/WO2004005420A1/en not_active Ceased
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS617317A (ja) * | 1984-03-29 | 1986-01-14 | ユニオン、カ−バイド、コ−ポレ−シヨン | シラン含有イソシアネ−トプレポリマ− |
| JPH06505279A (ja) * | 1991-01-25 | 1994-06-16 | ミネソタ マイニング アンド マニュファクチャリング カンパニー | 良好な接着性を有するイソシアネート末端ポリウレタン初期重合体の配合物 |
| JPH0753940A (ja) * | 1993-06-03 | 1995-02-28 | Minnesota Mining & Mfg Co <3M> | 湿分硬化性ポリウレタン系接着剤組成物 |
| JPH10500708A (ja) * | 1994-04-12 | 1998-01-20 | ミネソタ マイニング アンド マニュファクチャリング カンパニー | 反応性ワックス含有湿分硬化性ホットメルト組成物 |
| JPH10504598A (ja) * | 1994-08-18 | 1998-05-06 | ミネソタ・マイニング・アンド・マニュファクチュアリング・カンパニー | 反応形ホットメルト接着剤および／またはシーリング組成物 |
| JP2003508561A (ja) * | 1999-08-20 | 2003-03-04 | クロムプトン コーポレイション | シランを末端キャップした湿分硬化性組成物 |
| JP2001262112A (ja) * | 2000-03-23 | 2001-09-26 | Sekisui Chem Co Ltd | 湿気硬化型ウレタン系ホットメルト接着剤 |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009508985A (ja) * | 2005-09-15 | 2009-03-05 | モーメンティブ・パフォーマンス・マテリアルズ・インク | 有機ビスマス触媒を用いたアミノシラン末端含有ポリマーの調製方法、及びスズ触媒を用いずにそれにより得られる硬化ポリマー |
| JP2010510343A (ja) * | 2006-11-17 | 2010-04-02 | シーカ・テクノロジー・アーゲー | ポリアルジミンを含む湿気硬化性ホットメルト接着剤コンパウンド |
| JP2017095715A (ja) * | 2010-12-28 | 2017-06-01 | ボスティク エス．アー． | 架橋方法およびその関連装置 |
| US20220153906A1 (en) * | 2019-03-07 | 2022-05-19 | Basf Se | Adhesives based on carbodimide chemistry |
| US12054576B2 (en) * | 2019-03-07 | 2024-08-06 | Basf Se | Adhesives based on carbodimide chemistry |
| JP2021024998A (ja) * | 2019-08-08 | 2021-02-22 | Dic株式会社 | 湿気硬化型ポリウレタンホットメルト樹脂組成物、及び、その硬化物 |
| JP7400257B2 (ja) | 2019-08-08 | 2023-12-19 | Dic株式会社 | 湿気硬化型ポリウレタンホットメルト樹脂組成物、及び、その硬化物 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1517971A1 (en) | 2005-03-30 |
| US6749943B1 (en) | 2004-06-15 |
| EP1517971B1 (en) | 2008-12-17 |
| ATE417908T1 (de) | 2009-01-15 |
| DE60325362D1 (de) | 2009-01-29 |
| AU2003230293A1 (en) | 2004-01-23 |
| WO2004005420A1 (en) | 2004-01-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2005531681A (ja) | シラン系湿気硬化ホットメルト接着剤 | |
| JP5530355B2 (ja) | 使用温度範囲を通して実質的に不変の弾性率ｇを有する２部分型ポリウレタンの硬化性組成物 | |
| US7534375B2 (en) | High modulus, nonconductive adhesive useful for installing vehicle windows | |
| AU695750B2 (en) | Two-part moisture curable polyurethane adhesive | |
| JP5107030B2 (ja) | 高い初期強度を有するポリウレタン組成物 | |
| JP4960242B2 (ja) | 低揮発性イソシアネートモノマー含有ポリウレタンプレポリマー及び接着剤システム | |
| EP3390479B1 (en) | One-part polyurethane adhesive with high green strength | |
| JP4673306B2 (ja) | 車両窓の取付用接着剤として有用な組成物 | |
| JP6178542B2 (ja) | 迅速な走行可能時間を提供する車輌窓装着において有用な接着剤 | |
| KR20050084463A (ko) | 폴리우레탄 반응성 조성물 | |
| JP2005503475A (ja) | 水分硬化性ホットメルト接着剤 | |
| US4525568A (en) | Storage stable, one-package heat curable polyurethane adhesive compositions | |
| JPH08157801A (ja) | 湿気硬化性ウレタンシーラント組成物 | |
| US6872770B2 (en) | Moisture-curing adhesives | |
| US7217459B2 (en) | Moisture-curing adhesives | |
| JP2021512973A (ja) | 車両窓を設置するために有用な接着剤 | |
| JP2021512977A (ja) | 車両窓を設置するために有用な接着剤 | |
| CA1237849A (en) | Storage stable, one-package heat curable polyurethane adhesive compositions |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20060427 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20060427 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20100309 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20100608 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20100615 |
|
| A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20101102 |