CA2685304C - Moisture curable polyurethane hot melt adhesive composition - Google Patents
Moisture curable polyurethane hot melt adhesive composition Download PDFInfo
- Publication number
- CA2685304C CA2685304C CA2685304A CA2685304A CA2685304C CA 2685304 C CA2685304 C CA 2685304C CA 2685304 A CA2685304 A CA 2685304A CA 2685304 A CA2685304 A CA 2685304A CA 2685304 C CA2685304 C CA 2685304C
- Authority
- CA
- Canada
- Prior art keywords
- adhesive composition
- weight
- substrate
- styrene
- hot melt
- 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 - Fee Related
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 72
- 239000004831 Hot glue Substances 0.000 title claims abstract description 19
- 229920002635 polyurethane Polymers 0.000 title claims description 11
- 239000004814 polyurethane Substances 0.000 title claims description 11
- 229920005906 polyester polyol Polymers 0.000 claims abstract description 34
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims abstract description 31
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 18
- 229920005989 resin Polymers 0.000 claims abstract description 15
- 239000011347 resin Substances 0.000 claims abstract description 15
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 14
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 12
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 12
- 238000002844 melting Methods 0.000 claims abstract description 8
- 230000008018 melting Effects 0.000 claims abstract description 8
- 230000001070 adhesive effect Effects 0.000 claims description 59
- 239000000853 adhesive Substances 0.000 claims description 58
- 239000000758 substrate Substances 0.000 claims description 32
- -1 polysiloxanes Polymers 0.000 claims description 25
- 229920005862 polyol Polymers 0.000 claims description 23
- 150000003077 polyols Chemical class 0.000 claims description 22
- 239000002023 wood Substances 0.000 claims description 15
- 239000002184 metal Substances 0.000 claims description 10
- 229910052751 metal Inorganic materials 0.000 claims description 10
- 229920001577 copolymer Polymers 0.000 claims description 9
- 239000005038 ethylene vinyl acetate Substances 0.000 claims description 9
- 150000002739 metals Chemical class 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 8
- 239000000194 fatty acid Substances 0.000 claims description 8
- 229930195729 fatty acid Natural products 0.000 claims description 8
- 150000004665 fatty acids Chemical class 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 claims description 8
- 229920000642 polymer Polymers 0.000 claims description 7
- 229920002430 Fibre-reinforced plastic Polymers 0.000 claims description 6
- 239000011151 fibre-reinforced plastic Substances 0.000 claims description 6
- 239000000155 melt Substances 0.000 claims description 6
- 239000004793 Polystyrene Substances 0.000 claims description 5
- DQXBYHZEEUGOBF-UHFFFAOYSA-N but-3-enoic acid;ethene Chemical compound C=C.OC(=O)CC=C DQXBYHZEEUGOBF-UHFFFAOYSA-N 0.000 claims description 5
- 239000002131 composite material Substances 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 229920002223 polystyrene Polymers 0.000 claims description 5
- 239000004800 polyvinyl chloride Substances 0.000 claims description 5
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 claims description 4
- 239000004417 polycarbonate Substances 0.000 claims description 4
- 229920000515 polycarbonate Polymers 0.000 claims description 4
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 claims description 4
- FACXGONDLDSNOE-UHFFFAOYSA-N buta-1,3-diene;styrene Chemical compound C=CC=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 FACXGONDLDSNOE-UHFFFAOYSA-N 0.000 claims description 3
- 229920006248 expandable polystyrene Polymers 0.000 claims description 3
- 230000009477 glass transition Effects 0.000 claims description 3
- 229920002614 Polyether block amide Polymers 0.000 claims description 2
- 229920000058 polyacrylate Polymers 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims description 2
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 2
- 239000004952 Polyamide Substances 0.000 claims 1
- 239000004642 Polyimide Substances 0.000 claims 1
- 229920002367 Polyisobutene Polymers 0.000 claims 1
- 229920005549 butyl rubber Polymers 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 229920002401 polyacrylamide Polymers 0.000 claims 1
- 229920002239 polyacrylonitrile Polymers 0.000 claims 1
- 229920013639 polyalphaolefin Polymers 0.000 claims 1
- 229920002647 polyamide Polymers 0.000 claims 1
- 229920001721 polyimide Polymers 0.000 claims 1
- 229920000193 polymethacrylate Polymers 0.000 claims 1
- 229920000098 polyolefin Polymers 0.000 claims 1
- 229920001296 polysiloxane Polymers 0.000 claims 1
- 229920003048 styrene butadiene rubber Polymers 0.000 claims 1
- 239000012948 isocyanate Substances 0.000 description 18
- 239000002253 acid Substances 0.000 description 9
- 239000012943 hotmelt Substances 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 6
- 238000010998 test method Methods 0.000 description 6
- 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 description 5
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 239000000539 dimer Substances 0.000 description 5
- 229920006270 hydrocarbon resin Polymers 0.000 description 5
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 5
- 150000002513 isocyanates Chemical class 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 229920001400 block copolymer Polymers 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 3
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 3
- 239000003209 petroleum derivative Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920000346 polystyrene-polyisoprene block-polystyrene Polymers 0.000 description 3
- 150000003505 terpenes Chemical class 0.000 description 3
- 235000007586 terpenes Nutrition 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 3
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 3
- 239000001993 wax Substances 0.000 description 3
- XMGQYMWWDOXHJM-JTQLQIEISA-N (+)-α-limonene Chemical compound CC(=C)[C@@H]1CCC(C)=CC1 XMGQYMWWDOXHJM-JTQLQIEISA-N 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 description 2
- ZMSQJSMSLXVTKN-UHFFFAOYSA-N 4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine Chemical compound C1COCCN1CCOCCN1CCOCC1 ZMSQJSMSLXVTKN-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 239000013032 Hydrocarbon resin Substances 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L calcium carbonate Substances [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 230000001143 conditioned effect Effects 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000003348 petrochemical agent Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 229920006132 styrene block copolymer Polymers 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical class CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- JIABEENURMZTTI-UHFFFAOYSA-N 1-isocyanato-2-[(2-isocyanatophenyl)methyl]benzene Chemical compound O=C=NC1=CC=CC=C1CC1=CC=CC=C1N=C=O JIABEENURMZTTI-UHFFFAOYSA-N 0.000 description 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical class OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- VHOQXEIFYTTXJU-UHFFFAOYSA-N Isobutylene-isoprene copolymer Chemical compound CC(C)=C.CC(=C)C=C VHOQXEIFYTTXJU-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- IIGAAOXXRKTFAM-UHFFFAOYSA-N N=C=O.N=C=O.CC1=C(C)C(C)=C(C)C(C)=C1C Chemical compound N=C=O.N=C=O.CC1=C(C)C(C)=C(C)C(C)=C1C IIGAAOXXRKTFAM-UHFFFAOYSA-N 0.000 description 1
- QORUGOXNWQUALA-UHFFFAOYSA-N N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 Chemical class N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 QORUGOXNWQUALA-UHFFFAOYSA-N 0.000 description 1
- 241000845082 Panama Species 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 239000004433 Thermoplastic polyurethane Substances 0.000 description 1
- 229920002522 Wood fibre Polymers 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- 229920006397 acrylic thermoplastic Polymers 0.000 description 1
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000001343 alkyl silanes Chemical class 0.000 description 1
- 125000005233 alkylalcohol group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 238000006664 bond formation reaction Methods 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical class CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- JFAGGQWDKLJPHC-UHFFFAOYSA-N butyl prop-2-enoate;carbon monoxide;ethene Chemical compound O=[C].C=C.CCCCOC(=O)C=C JFAGGQWDKLJPHC-UHFFFAOYSA-N 0.000 description 1
- 235000010216 calcium carbonate Nutrition 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 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 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- JXCHMDATRWUOAP-UHFFFAOYSA-N diisocyanatomethylbenzene Chemical class O=C=NC(N=C=O)C1=CC=CC=C1 JXCHMDATRWUOAP-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 229920006228 ethylene acrylate copolymer Polymers 0.000 description 1
- 229920006225 ethylene-methyl acrylate Polymers 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 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 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000013500 performance material Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 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
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920005594 polymer fiber Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920005996 polystyrene-poly(ethylene-butylene)-polystyrene Polymers 0.000 description 1
- 150000003097 polyterpenes Chemical class 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229920003225 polyurethane elastomer Polymers 0.000 description 1
- 229920006216 polyvinyl aromatic Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical class CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000004094 surface-active agent 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
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000002025 wood fiber Substances 0.000 description 1
- 239000010457 zeolite 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
- C09J175/06—Polyurethanes from polyesters
-
- 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
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/2815—Monohydroxy compounds
- C08G18/282—Alkanols, cycloalkanols or arylalkanols including terpenealcohols
- C08G18/2825—Alkanols, cycloalkanols or arylalkanols including terpenealcohols having at least 6 carbon atoms
-
- 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
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4205—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups
- C08G18/423—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing cycloaliphatic groups
- C08G18/4233—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing cycloaliphatic groups derived from polymerised higher fatty acids or alcohols
-
- 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
-
- 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
- C09J2475/00—Presence of polyurethane
-
- 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
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S526/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S526/935—Hot melt adhesive
-
- 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
- Y10T428/12—All metal or with adjacent metals
- Y10T428/12493—Composite; i.e., plural, adjacent, spatially distinct metal components [e.g., layers, joint, etc.]
- Y10T428/12535—Composite; i.e., plural, adjacent, spatially distinct metal components [e.g., layers, joint, etc.] with additional, spatially distinct nonmetal component
- Y10T428/12556—Organic component
- Y10T428/12569—Synthetic resin
-
- 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]
- Y10T428/31547—Of polyisocyanurate
-
- 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]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
- Y10T428/31573—Next to addition polymer of ethylenically unsaturated monomer
- Y10T428/3158—Halide monomer type [polyvinyl chloride, 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]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
- Y10T428/31573—Next to addition polymer of ethylenically unsaturated monomer
- Y10T428/31587—Hydrocarbon polymer [polyethylene, polybutadiene, etc.]
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)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/805,777 | 2007-05-24 | ||
| US11/805,777 US7914895B2 (en) | 2007-05-24 | 2007-05-24 | Moisture curable hot melt adhesive composition |
| PCT/US2008/064474 WO2008147845A1 (en) | 2007-05-24 | 2008-05-22 | Moisture curable polyurethane hot melt adhesive composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2685304A1 CA2685304A1 (en) | 2008-12-04 |
| CA2685304C true CA2685304C (en) | 2015-04-07 |
Family
ID=39683553
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2685304A Expired - Fee Related CA2685304C (en) | 2007-05-24 | 2008-05-22 | Moisture curable polyurethane hot melt adhesive composition |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US7914895B2 (enExample) |
| EP (1) | EP2158240A1 (enExample) |
| JP (1) | JP4801219B2 (enExample) |
| KR (1) | KR101179003B1 (enExample) |
| CN (1) | CN101679581B (enExample) |
| AU (1) | AU2008256892B2 (enExample) |
| BR (1) | BRPI0811012A2 (enExample) |
| CA (1) | CA2685304C (enExample) |
| MX (1) | MX2009011133A (enExample) |
| WO (1) | WO2008147845A1 (enExample) |
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| KR100927550B1 (ko) * | 2009-05-06 | 2009-11-20 | (주)폴머 | 성형성이 개선된 스킨층을 갖는 발포 폴리스티렌 입자와 이를 이용한 폴리스티렌 발포 성형물 |
| KR101752514B1 (ko) | 2009-06-05 | 2017-06-29 | 바스프 에스이 | 소성 변형성 강성 폴리우레탄 발포체, 접착제 및 피복재를 함유하는 복합 부품 |
| CN102051152A (zh) * | 2009-11-09 | 2011-05-11 | 上海天希化工有限公司 | 一种活性热熔性粘合剂及其制备方法 |
| JP5445223B2 (ja) * | 2010-03-02 | 2014-03-19 | 東洋アドレ株式会社 | 湿気硬化型接着剤組成物 |
| JP2013538252A (ja) | 2010-07-22 | 2013-10-10 | コンストラクション リサーチ アンド テクノロジー ゲーエムベーハー | 未硬化プレポリマーを用いるシーラント及び接着剤 |
| EP2596038A1 (en) | 2010-07-22 | 2013-05-29 | Construction Research & Technology GmbH | Reduction in modulus of polyurethane sealants and adhesives |
| CN102010687B (zh) * | 2010-10-28 | 2013-04-17 | 华南理工大学 | 一种快速固化反应型热熔胶及其制备方法 |
| PH12013502267A1 (en) * | 2011-05-12 | 2014-01-06 | Fuller H B Co | Hot melt moisture cure adhesive compositions |
| TWI534165B (zh) * | 2011-10-24 | 2016-05-21 | 迪愛生股份有限公司 | 濕氣硬化型聚胺基甲酸酯熱熔樹脂組成物、接著劑及物品 |
| US9487683B2 (en) * | 2012-03-12 | 2016-11-08 | IFS Industries Inc. | Reactive hot melt |
| CN103360762B (zh) * | 2012-03-27 | 2017-07-18 | 富士施乐株式会社 | 树脂材料、环形带、辊、图像定影单元以及成像装置 |
| EP2831191A4 (en) * | 2012-03-30 | 2016-01-13 | 3M Innovative Properties Co | SELF-ADHESIVE MIXTURES BASED ON UREA AND URETHANE |
| JP5989432B2 (ja) * | 2012-07-18 | 2016-09-07 | 日東電工株式会社 | 塗膜保護シート |
| EP2712879B1 (de) * | 2012-09-28 | 2018-02-14 | Collano Adhesives AG | Latent reaktive Schmelzklebstoffzusammensetzung |
| CN104837645A (zh) * | 2012-10-12 | 2015-08-12 | 高压制图公司 | 柔性可热封装饰性制品及其制造方法 |
| CN104884492B (zh) * | 2012-10-31 | 2017-11-28 | 路博润先进材料公司 | 具有结晶链端的热塑性聚氨酯 |
| CN102977811A (zh) * | 2012-11-21 | 2013-03-20 | 深圳长园电子材料有限公司 | 一种双壁热缩套管用无卤复合热熔胶及其制备方法 |
| KR20140067366A (ko) * | 2012-11-26 | 2014-06-05 | 박희대 | 에폭시 접착용 핫멜트 필름의 조성물 |
| US11686094B2 (en) | 2013-03-15 | 2023-06-27 | Holcim Technology Ltd | Bonding adhesive and adhered roofing systems prepared using the same |
| US20140261965A1 (en) * | 2013-03-15 | 2014-09-18 | Firestone Building Products Co, Llc | Bonding adhesive and adhered roofing systems prepared using the same |
| US20160083540A1 (en) * | 2013-05-22 | 2016-03-24 | Lubrizol Advanced Materials, Inc. | Articles made from thermoplastic polyurethanes with crystalline chain ends |
| JP5711783B2 (ja) * | 2013-06-07 | 2015-05-07 | 株式会社エナテック | 基板コーティング剤 |
| FR3012466B1 (fr) * | 2013-10-24 | 2015-11-13 | Bostik Sa | Psa d'origine renouvelable a pouvoir adhesif stable en temperature |
| KR101480044B1 (ko) * | 2014-03-24 | 2015-01-13 | 주식회사 오공 | 제본용 핫멜트 접착제 조성물 |
| JP6468285B2 (ja) * | 2014-04-30 | 2019-02-13 | 横浜ゴム株式会社 | １液湿気硬化型ポリウレタン組成物 |
| EP3197973A4 (en) * | 2014-09-26 | 2018-05-30 | Henkel AG & Co. KGaA | A reactive polyurethane hot melt adhesive and the use thereof |
| US20180237671A1 (en) * | 2015-02-27 | 2018-08-23 | H.B. Fuller Company | Oily chemical resistant moisture curable hot melt adhesive compositions and articles including the same |
| WO2016154191A1 (en) * | 2015-03-24 | 2016-09-29 | Chen Zhijin | Two-part urethane adhesive |
| DE102015106982A1 (de) * | 2015-05-05 | 2016-11-10 | Lisa Dräxlmaier GmbH | Zeolithhaltige Heißschmelzklebe-, Heißschmelzdicht- und Heißklebebeschichtungsmassen |
| CN105238009B (zh) * | 2015-10-09 | 2017-12-15 | 滁州环球聚氨酯科技有限公司 | 一种高强度耐磨耐油聚氨酯弹性体 |
| CN105111969A (zh) * | 2015-10-17 | 2015-12-02 | 霍进铭 | 一种环保热熔胶的制作方法 |
| CN105694795B (zh) * | 2016-01-28 | 2020-04-07 | 苏州科逸住宅设备股份有限公司 | 整体浴室用墙板及其制备方法 |
| US11207919B2 (en) | 2016-06-21 | 2021-12-28 | Bridgestone Americas Tire Operations, Llc | Methods for treating inner liner surface, inner liners resulting therefrom and tires containing such inner liners |
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| EP3478484B1 (en) | 2016-06-30 | 2021-07-21 | Bridgestone Americas Tire Operations, LLC | Methods for treating inner liners and tires containing such inner liners |
| WO2018112179A1 (en) | 2016-12-15 | 2018-06-21 | Bridgestone Americas Tire Operations, Llc | Sealant layer with barrier, tire containing same, and related processes |
| WO2018112117A2 (en) | 2016-12-15 | 2018-06-21 | Bridgestone Americas Tire Operations, Llc | Methods for producing polymer-containing coatings upon cured inner liners, methods for producing tires containing such inner liners, and tires containing such inner liners |
| WO2018112125A1 (en) | 2016-12-15 | 2018-06-21 | Bridgestone Americas Tire Operations, Llc | Sealant-containing tire and related processes |
| FR3069551B1 (fr) * | 2017-07-28 | 2020-08-07 | Bostik Sa | Composition adhesive reticulable par chauffage |
| CN107972334A (zh) * | 2017-11-21 | 2018-05-01 | 安徽美湖新材料科技有限公司 | 医用纺织品材料及其制备方法与应用 |
| CN107841274A (zh) * | 2017-11-21 | 2018-03-27 | 上海天洋热熔粘接材料股份有限公司 | 湿固化聚氨酯热熔胶的制备工艺 |
| CN108467705A (zh) * | 2018-02-13 | 2018-08-31 | 嘉兴市建川新材料科技有限公司 | 一种高初粘力的湿固化聚氨酯热熔胶及制备方法 |
| JP6753550B2 (ja) * | 2018-02-21 | 2020-09-09 | 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 |
| WO2020061201A2 (en) | 2018-09-19 | 2020-03-26 | Carefusion 303, Inc. | Methods and formulations for bonding dissimilar materials |
| WO2020114490A1 (en) | 2018-12-06 | 2020-06-11 | Eastman Chemical (China) Co., Ltd. | Adhesive compositions including 1, 4-cyclohexanedimethanol and methods of making same |
| CN109971409B (zh) * | 2019-04-01 | 2020-05-19 | 泉州新华福合成材料有限公司 | 一种聚氨酯密封胶及其应用 |
| EP3947507A1 (de) * | 2019-04-05 | 2022-02-09 | Sika Technology AG | Isocyanatgruppen-haltiges polymer basierend auf einem dimerfettsäure-polyesterdiol |
| CN110093135A (zh) * | 2019-05-14 | 2019-08-06 | 永隆高新科技(青岛)有限公司 | 一种适用于超低温的密度板用聚氨酯胶粘剂 |
| WO2020264159A1 (en) | 2019-06-25 | 2020-12-30 | H.B. Fuller Company | Moisture curable polyurethane hot melt adhesive composition having low levels of diisocyanate monomer |
| CN114144491B (zh) * | 2019-08-26 | 2024-04-16 | H.B.富乐公司 | 快速固化可湿固化热熔融粘合剂组合物和包含快速固化可湿固化热熔融粘合剂组合物的制品 |
| KR20220157406A (ko) * | 2020-04-02 | 2022-11-29 | 헨켈 아게 운트 코. 카게아아 | 올레산 내화학성을 갖는 수분-경화성 폴리우레탄 핫 멜트 접착제 조성물 |
| TWI768427B (zh) * | 2020-08-07 | 2022-06-21 | 日勝化工股份有限公司 | 熱熔型反應性聚氨酯接著劑 |
| CN116670192A (zh) * | 2020-10-26 | 2023-08-29 | 洛德公司 | 得自无定形组分的半结晶两部分聚氨酯粘合剂 |
| CN117813333A (zh) * | 2021-08-20 | 2024-04-02 | 陶氏环球技术有限责任公司 | 高生坯强度反应性热熔粘合剂 |
| WO2023130370A1 (en) * | 2022-01-07 | 2023-07-13 | Henkel Ag & Co. Kgaa | Reactive hot melt adhesive composition and the use thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1290489A (enExample) | 1968-12-02 | 1972-09-27 | ||
| GB2137638A (en) | 1983-04-05 | 1984-10-10 | Bostik Ltd | Adhesive compositions |
| US4808255A (en) | 1987-05-07 | 1989-02-28 | H. B. Fuller Company | Thermally stable reactive hot melt urethane adhesive composition having a thermoplastic polymer, a compatible, curing urethane polyester polyol prepolymer and a tackifying agent |
| US5418310A (en) | 1990-04-27 | 1995-05-23 | Minnesota Mining And Manufacturing Company | Mixture of isocyanate-terminated polyurethane prepolymers having good adhesion |
| US5472785A (en) | 1994-04-12 | 1995-12-05 | Minnesota Mining And Manufacturing Company | Reactive wax-containing moisture curable hot melt composition |
| JPH08225780A (ja) * | 1995-02-20 | 1996-09-03 | Sekisui Chem Co Ltd | ウレタン系水性接着剤組成物 |
| US6355317B1 (en) * | 1997-06-19 | 2002-03-12 | H. B. Fuller Licensing & Financing, Inc. | Thermoplastic moisture cure polyurethanes |
| US6387449B1 (en) * | 1999-12-01 | 2002-05-14 | H. B. Fuller Licensing & Financing, Inc. | Reactive hot melt adhesive |
| JP2002179757A (ja) * | 2000-12-11 | 2002-06-26 | Toyo Ink Mfg Co Ltd | ポリウレタン複合樹脂 |
| DE10122437A1 (de) * | 2001-05-09 | 2002-11-28 | Henkel Kgaa | Schmelzklebstoff in Form eines Granulates |
| GB0207345D0 (en) | 2002-03-28 | 2002-05-08 | Unichema Chemie Bv | Polyurethane |
| JP4192544B2 (ja) * | 2002-09-27 | 2008-12-10 | 東洋インキ製造株式会社 | 無溶剤型接着剤組成物及びその利用 |
| US20060210808A1 (en) | 2002-10-15 | 2006-09-21 | Ju-Ming Hung | Reactive hot melt adhesive with non-polymeric aliphatic difunctionals |
| US7112631B2 (en) * | 2002-10-24 | 2006-09-26 | National Starch And Chemical Investment Holding Corporation | Moisture cured reactive hot melt adhesive with monofunctional reactants as grafting agents |
| US6803412B2 (en) | 2003-03-13 | 2004-10-12 | H.B. Fuller Licensing & Financing Inc. | Moisture curable hot melt sealants for glass constructions |
| JP2006037037A (ja) | 2004-07-30 | 2006-02-09 | Toyo Ink Mfg Co Ltd | 接着剤組成物 |
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- 2007-05-24 US US11/805,777 patent/US7914895B2/en not_active Expired - Fee Related
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- 2008-05-22 BR BRPI0811012 patent/BRPI0811012A2/pt not_active Application Discontinuation
- 2008-05-22 JP JP2010509549A patent/JP4801219B2/ja not_active Expired - Fee Related
- 2008-05-22 CN CN2008800172689A patent/CN101679581B/zh not_active Expired - Fee Related
- 2008-05-22 KR KR1020097023424A patent/KR101179003B1/ko not_active Expired - Fee Related
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- 2008-05-22 EP EP08769588A patent/EP2158240A1/en not_active Withdrawn
- 2008-05-22 WO PCT/US2008/064474 patent/WO2008147845A1/en not_active Ceased
- 2008-05-22 CA CA2685304A patent/CA2685304C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN101679581B (zh) | 2013-11-13 |
| MX2009011133A (es) | 2009-10-30 |
| BRPI0811012A2 (pt) | 2015-01-27 |
| CN101679581A (zh) | 2010-03-24 |
| AU2008256892A1 (en) | 2008-12-04 |
| KR20100009570A (ko) | 2010-01-27 |
| JP2010528160A (ja) | 2010-08-19 |
| CA2685304A1 (en) | 2008-12-04 |
| KR101179003B1 (ko) | 2012-09-03 |
| US7914895B2 (en) | 2011-03-29 |
| EP2158240A1 (en) | 2010-03-03 |
| WO2008147845A1 (en) | 2008-12-04 |
| JP4801219B2 (ja) | 2011-10-26 |
| US20080292902A1 (en) | 2008-11-27 |
| AU2008256892B2 (en) | 2013-08-22 |
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