CA1165043A - Heat activatable adhesive with improved temperature resistance - Google Patents

Heat activatable adhesive with improved temperature resistance

Info

Publication number: CA1165043A
Authority: CA; Canada
Prior art keywords: adhesive composition; weight; accordance; acid; heat activatable
Prior art date: 1979-09-14
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

Application number

CA000358665A

Other languages

English (en)

French (fr)

Inventor

W. Randolph Merton

Wayne A. Pletcher

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

3M Co

Original Assignee

Minnesota Mining and Manufacturing Co

Priority date (The priority date 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 date listed.)

1979-09-14

Filing date

1980-08-20

Publication date

1984-04-03

1980-08-20 Application filed by Minnesota Mining and Manufacturing Co filed Critical Minnesota Mining and Manufacturing Co

1984-04-03 Application granted granted Critical

1984-04-03 Publication of CA1165043A publication Critical patent/CA1165043A/en

Status Expired legal-status Critical Current

Links

230000001070 adhesive effect Effects 0.000 title claims abstract description 140
239000000853 adhesive Substances 0.000 title claims abstract description 139
239000000203 mixture Substances 0.000 claims abstract description 141
229920001169 thermoplastic Polymers 0.000 claims abstract description 43
239000004416 thermosoftening plastic Substances 0.000 claims abstract description 28
238000004132 cross linking Methods 0.000 claims abstract description 25
239000003431 cross linking reagent Substances 0.000 claims abstract description 21
229920000620 organic polymer Polymers 0.000 claims abstract description 20
239000000758 substrate Substances 0.000 claims abstract description 16
239000003960 organic solvent Substances 0.000 claims abstract description 5
229920001634 Copolyester Polymers 0.000 claims description 30
229920000728 polyester Polymers 0.000 claims description 25
150000002148 esters Chemical group 0.000 claims description 22
-1 saturated aliphatic dicarboxylic acids Chemical class 0.000 claims description 19
239000002904 solvent Substances 0.000 claims description 17
125000004432 carbon atom Chemical group C* 0.000 claims description 15
238000000034 method Methods 0.000 claims description 15
239000012948 isocyanate Substances 0.000 claims description 13
150000002513 isocyanates Chemical class 0.000 claims description 13
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 12
229920000642 polymer Polymers 0.000 claims description 12
229920005989 resin Polymers 0.000 claims description 11
239000011347 resin Substances 0.000 claims description 11
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 10
238000006243 chemical reaction Methods 0.000 claims description 10
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
AMOKUAKXKXBFIW-WJDWOHSUSA-N 9-[(z)-non-3-enyl]-10-octylnonadecanedioic acid Chemical compound OC(=O)CCCCCCCCC(CCCCCCCC)C(CCCCCCCC(O)=O)CC\C=C/CCCCC AMOKUAKXKXBFIW-WJDWOHSUSA-N 0.000 claims description 7
238000002844 melting Methods 0.000 claims description 7
230000008018 melting Effects 0.000 claims description 7
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 6
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 6
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 6
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
229920001228 polyisocyanate Polymers 0.000 claims description 5
239000005056 polyisocyanate Substances 0.000 claims description 5
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 4
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 4
125000001931 aliphatic group Chemical group 0.000 claims description 4
125000003118 aryl group Chemical group 0.000 claims description 4
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 claims description 4
WVDRSXGPQWNUBN-UHFFFAOYSA-N 4-(4-carboxyphenoxy)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1OC1=CC=C(C(O)=O)C=C1 WVDRSXGPQWNUBN-UHFFFAOYSA-N 0.000 claims description 3
OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 claims description 3
235000011037 adipic acid Nutrition 0.000 claims description 3
239000001361 adipic acid Substances 0.000 claims description 3
235000020778 linoleic acid Nutrition 0.000 claims description 3
OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 claims description 3
OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 claims description 2
229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 claims description 2
YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims description 2
238000010438 heat treatment Methods 0.000 claims description 2
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims 2
125000003827 glycol group Chemical group 0.000 claims 1
230000003111 delayed effect Effects 0.000 abstract description 7
238000009413 insulation Methods 0.000 abstract description 7
239000000463 material Substances 0.000 abstract description 7
125000000524 functional group Chemical group 0.000 abstract description 4
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 42
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 30
239000004615 ingredient Substances 0.000 description 30
238000012360 testing method Methods 0.000 description 20
VLTOSDJJTWPWLS-UHFFFAOYSA-N pent-2-ynal Chemical compound CCC#CC=O VLTOSDJJTWPWLS-UHFFFAOYSA-N 0.000 description 11
239000003208 petroleum Substances 0.000 description 11
239000000243 solution Substances 0.000 description 11
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
239000002253 acid Substances 0.000 description 8
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 7
239000007921 spray Substances 0.000 description 7
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
239000000126 substance Substances 0.000 description 6
UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 5
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
239000011888 foil Substances 0.000 description 5
230000007420 reactivation Effects 0.000 description 5
RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 4
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
229920013646 Hycar Polymers 0.000 description 4
229920002633 Kraton (polymer) Polymers 0.000 description 4
KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 4
239000012790 adhesive layer Substances 0.000 description 4
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
229910052782 aluminium Inorganic materials 0.000 description 4
238000001816 cooling Methods 0.000 description 4
239000007787 solid Substances 0.000 description 4
KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 4
KUBDPQJOLOUJRM-UHFFFAOYSA-N 2-(chloromethyl)oxirane;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound ClCC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KUBDPQJOLOUJRM-UHFFFAOYSA-N 0.000 description 3
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
239000005977 Ethylene Substances 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
230000000903 blocking effect Effects 0.000 description 3
239000011248 coating agent Substances 0.000 description 3
238000000576 coating method Methods 0.000 description 3
125000005442 diisocyanate group Chemical group 0.000 description 3
150000002009 diols Chemical class 0.000 description 3
229910001651 emery Inorganic materials 0.000 description 3
239000011152 fibreglass Substances 0.000 description 3
229920002725 thermoplastic elastomer Polymers 0.000 description 3
229920003345 Elvax® Polymers 0.000 description 2
239000004952 Polyamide Substances 0.000 description 2
229920005830 Polyurethane Foam Polymers 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
230000004913 activation Effects 0.000 description 2
239000012298 atmosphere Substances 0.000 description 2
229920005601 base polymer Polymers 0.000 description 2
HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 2
DQXBYHZEEUGOBF-UHFFFAOYSA-N but-3-enoic acid;ethene Chemical compound C=C.OC(=O)CC=C DQXBYHZEEUGOBF-UHFFFAOYSA-N 0.000 description 2
YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 2
150000001991 dicarboxylic acids Chemical class 0.000 description 2
239000000539 dimer Substances 0.000 description 2
125000003700 epoxy group Chemical group 0.000 description 2
239000005038 ethylene vinyl acetate Substances 0.000 description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
238000010348 incorporation Methods 0.000 description 2
150000002500 ions Chemical class 0.000 description 2
229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
229920002647 polyamide Polymers 0.000 description 2
229920000768 polyamine Polymers 0.000 description 2
229920000647 polyepoxide Polymers 0.000 description 2
229920001470 polyketone Polymers 0.000 description 2
239000011496 polyurethane foam Substances 0.000 description 2
150000005846 sugar alcohols Polymers 0.000 description 2
238000010345 tape casting Methods 0.000 description 2
229920006344 thermoplastic copolyester Polymers 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
BIIBYWQGRFWQKM-JVVROLKMSA-N (2S)-N-[4-(cyclopropylamino)-3,4-dioxo-1-[(3S)-2-oxopyrrolidin-3-yl]butan-2-yl]-2-[[(E)-3-(2,4-dichlorophenyl)prop-2-enoyl]amino]-4,4-dimethylpentanamide Chemical compound CC(C)(C)C[C@@H](C(NC(C[C@H](CCN1)C1=O)C(C(NC1CC1)=O)=O)=O)NC(/C=C/C(C=CC(Cl)=C1)=C1Cl)=O BIIBYWQGRFWQKM-JVVROLKMSA-N 0.000 description 1
XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical class O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 description 1
HBKBEZURJSNABK-MWJPAGEPSA-N 2,3-dihydroxypropyl (1r,4ar,4br,10ar)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylate Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(=O)OCC(O)CO HBKBEZURJSNABK-MWJPAGEPSA-N 0.000 description 1
BXGYYDRIMBPOMN-UHFFFAOYSA-N 2-(hydroxymethoxy)ethoxymethanol Chemical compound OCOCCOCO BXGYYDRIMBPOMN-UHFFFAOYSA-N 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
239000004593 Epoxy Substances 0.000 description 1
IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
238000004566 IR spectroscopy Methods 0.000 description 1
229920002732 Polyanhydride Polymers 0.000 description 1
239000004642 Polyimide Substances 0.000 description 1
XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
239000004433 Thermoplastic polyurethane Substances 0.000 description 1
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 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
KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
150000001252 acrylic acid derivatives Chemical class 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
230000003078 antioxidant effect Effects 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
230000008859 change Effects 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000000975 dye Substances 0.000 description 1
FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
230000001747 exhibiting effect Effects 0.000 description 1
239000004744 fabric Substances 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000006260 foam Substances 0.000 description 1
239000007789 gas Substances 0.000 description 1
238000013007 heat curing Methods 0.000 description 1
239000012943 hotmelt Substances 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
230000006872 improvement Effects 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
239000003607 modifier Substances 0.000 description 1
SFMJNHNUOVADRW-UHFFFAOYSA-N n-[5-[9-[4-(methanesulfonamido)phenyl]-2-oxobenzo[h][1,6]naphthyridin-1-yl]-2-methylphenyl]prop-2-enamide Chemical compound C1=C(NC(=O)C=C)C(C)=CC=C1N1C(=O)C=CC2=C1C1=CC(C=3C=CC(NS(C)(=O)=O)=CC=3)=CC=C1N=C2 SFMJNHNUOVADRW-UHFFFAOYSA-N 0.000 description 1
150000002895 organic esters Chemical class 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical class OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920001721 polyimide Polymers 0.000 description 1
239000002685 polymerization catalyst Substances 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000000746 purification Methods 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
238000005096 rolling process Methods 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
ZBFCSRYSLRPAOY-UHFFFAOYSA-M sodium;hydroxy(phenyl)methanesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C(O)C1=CC=CC=C1 ZBFCSRYSLRPAOY-UHFFFAOYSA-M 0.000 description 1
238000005507 spraying Methods 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
230000002459 sustained effect Effects 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
229920002803 thermoplastic polyurethane Polymers 0.000 description 1
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical class OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
229940117958 vinyl acetate Drugs 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/66—Polyesters containing oxygen in the form of ether groups
- 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
- C09J131/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid, or of a haloformic acid; Adhesives based on derivatives of such polymers
- C09J131/02—Homopolymers or copolymers of esters of monocarboxylic acids
- C09J131/04—Homopolymers or copolymers of vinyl acetate
- 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
- C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
- C09J167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
- C09J167/025—Polyesters derived from dicarboxylic acids and dihydroxy compounds containing polyether sequences
- 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
- C09J177/00—Adhesives based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Adhesives based on derivatives of such polymers
- 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
- C09J201/00—Adhesives based on unspecified macromolecular compounds
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
- C08L2666/14—Macromolecular compounds according to C08L59/00 - C08L87/00; Derivatives thereof
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/28—Non-macromolecular organic substances
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Adhesives Or Adhesive Processes (AREA)
Compositions Of Macromolecular Compounds (AREA)
Polyurethanes Or Polyureas (AREA)

CA000358665A 1979-09-14 1980-08-20 Heat activatable adhesive with improved temperature resistance Expired CA1165043A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US7859679A	1979-09-14	1979-09-14
US78,596		1979-09-14

Publications (1)

Publication Number	Publication Date
CA1165043A true CA1165043A (en)	1984-04-03

Family

ID=22145055

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000358665A Expired CA1165043A (en)	1979-09-14	1980-08-20	Heat activatable adhesive with improved temperature resistance

Country Status (7)

Country	Link
EP (1)	EP0037403B1 (2)
JP (1)	JPS56501131A (2)
BR (2)	BR8008833A (2)
CA (1)	CA1165043A (2)
DE (1)	DE3069459D1 (2)
IT (1)	IT1174305B (2)
WO (1)	WO1981000718A1 (2)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4642321A (en) *	1985-07-19	1987-02-10	Kollmorgen Technologies Corporation	Heat activatable adhesive for wire scribed circuits
CH666899A5 (de) *	1986-05-09	1988-08-31	Sika Ag	Reaktiver schmelzklebstoff.
CA1312408C (en) *	1987-10-09	1993-01-05	Peter W. Merz	Reactive, thixotropic hot-melt adhesive on silane basis
US6753379B1 (en)	1999-11-05	2004-06-22	3M Innovative Properties Company	Heat activated adhesive
US8790755B2 (en)	2009-11-27	2014-07-29	Sunstar Engineering Inc.	Adhering method using electrostatic powder adhesive, and powder adhesive to be used in adhering method
US9832902B2 (en)	2013-05-31	2017-11-28	Elantas Pdg, Inc.	Formulated resin compositions for flood coating electronic circuit assemblies
US9808765B2 (en)	2014-03-12	2017-11-07	Elantas Pdg, Inc.	Polyurethane adhesives for reverse osmosis modules
CN107001572B (zh)	2014-11-26	2020-07-28	艾伦塔斯Pdg有限公司	多部分聚氨酯组合物、其制品及制造方法
KR102478434B1 (ko)	2015-04-09	2022-12-15	엘란타스 피디쥐, 인코포레이티드.	역삼투 모듈용 폴리우레탄 접착제
CN107474268B (zh) *	2017-07-25	2021-01-26	深圳市联星服装辅料有限公司	一种耐高温防水膜及其制作方法

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2653880A (en) *	1949-09-15	1953-09-29	Minnesota Mining & Mfg	Heat-activated temporarily pressure-sensitive adhesive tape
US3639655A (en) *	1969-03-21	1972-02-01	Phillips Petroleum Co	Preparation of hydroxy-substituted polyesters
US4144219A (en) *	1969-05-08	1979-03-13	Norton Company	Polyurethane adhesive composition and use thereof
BE794029A (fr) *	1972-02-28	1973-05-02	Du Pont	Copolyesters thermoplastiques a segments modifies par des polyepoxydes
DE2257501A1 (de) *	1972-11-23	1974-05-30	Borden Inc	Klebemittel auf polyurethanbasis
US4048253A (en) *	1972-12-27	1977-09-13	Fuji Photo Film Co., Ltd.	Adhesive coatings from ether-type polyester, urethane elastomer, and polyisocyanate
JPS5130898B2 (2) *	1973-01-11	1976-09-03
US3991025A (en) *	1974-04-12	1976-11-09	Novagard Corporation	Urethane containing hot melt sealants, adhesives and the like
US4059715A (en) *	1975-06-30	1977-11-22	Minnesota Mining And Manufacturing Company	Adhesive composition and sheet-like product formed therewith
US4066600A (en) *	1975-11-17	1978-01-03	Minnesota Mining And Manufacturing Company	Friction-activatable adhesive and articles thereof
US4116937A (en) *	1976-08-25	1978-09-26	Trw Inc.	Compliant maleimide based plastics
US4137364A (en) *	1976-11-05	1979-01-30	Monsanto Research Corporation	Transparent laminate and adhesive film
US4122073A (en) *	1977-08-01	1978-10-24	National Starch And Chemical Corporation	Thermoplastic copolyesters prepared from aromatic dicarboxylic acid, substituted succinic acid or anhydride, a glycol and a polymeric polyol and the use thereof in adhesives
US4124571A (en) *	1977-08-01	1978-11-07	National Starch And Chemical Corporation	Thermoplastic copolyesters prepared from aromatic dicarboxylic acid substituted succinic acid or anhydride and a glycol and the use thereof in adhesives

1980
- 1980-08-11 JP JP50220080A patent/JPS56501131A/ja active Pending
- 1980-08-11 WO PCT/US1980/001042 patent/WO1981000718A1/en not_active Ceased
- 1980-08-11 DE DE8080901866T patent/DE3069459D1/de not_active Expired
- 1980-08-11 BR BR8008833A patent/BR8008833A/pt unknown
- 1980-08-20 CA CA000358665A patent/CA1165043A/en not_active Expired
- 1980-09-12 IT IT49663/80A patent/IT1174305B/it active
- 1980-09-12 BR BR8005855A patent/BR8005855A/pt unknown
1981
- 1981-03-23 EP EP80901866A patent/EP0037403B1/en not_active Expired

Also Published As

Publication number	Publication date
IT8049663A0 (it)	1980-09-12
DE3069459D1 (en)	1984-11-22
EP0037403A1 (en)	1981-10-14
EP0037403B1 (en)	1984-10-17
IT1174305B (it)	1987-07-01
JPS56501131A (2)	1981-08-13
EP0037403A4 (en)	1982-01-26
BR8008833A (pt)	1981-06-23
BR8005855A (pt)	1981-03-24
WO1981000718A1 (en)	1981-03-19

Legal Events

Date	Code	Title	Description
2001-04-03	MKEX	Expiry

Publication	Publication Date	Title
US4430479A (en)	1984-02-07	Heat activatable adhesive with improved temperature resistance
CA1275529C (en)	1990-10-23	High performance two-component epoxy structural adhesives with chemical thixotropy
JPH0216180A (ja)	1990-01-19	ホットメルトポリウレタン接着性組成物
JP2986954B2 (ja)	1999-12-06	イソシアネート末端基含有ポリウレタンプレポリマーの混合物
US5536805A (en)	1996-07-16	Mixture of isocyanate-terminated polyurethane prepolymers having good adhesion
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JPH05505846A (ja)	1993-08-26	ホットメルト湿分―硬化ポリウレタン接着剤
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JP2015110788A (ja)	2015-06-18	改良された耐加水分解性を有する反応性ホットメルト接着剤
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EP1727845A1 (en)	2006-12-06	Novel reactive hot melt adhesives
US4853061A (en)	1989-08-01	Polyurethane adhesive thermoforming lamination process employing water-based
JPS6038485A (ja)	1985-02-28	ポリウレタン接着剤用のポリオール及び／又はポリアミン及びポリイソシアナートからの混合物
JPS5878737A (ja)	1983-05-12	硬化性被覆物及び被覆方法
JP3150970B2 (ja)	2001-03-26	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
US4762880A (en)	1988-08-09	Water-based thermoforming adhesives
JP2005503475A (ja)	2005-02-03	水分硬化性ホットメルト接着剤
JPH07126600A (ja)	1995-05-16	湿気硬化型接着剤組成物
JPH0649859B2 (ja)	1994-06-29	湿分によって架橋し得るホットメルト接着剤組成物及びその製造方法
JPH0693244A (ja)	1994-04-05	反応型ホットメルト接着剤
US5262481A (en)	1993-11-16	Moisture-cross-linkable thermoplastic adhesive compositions, uses thereof, and modified components for use in said adhesive compositions
JP2005232437A (ja)	2005-09-02	湿気硬化性ホットメルト接着剤
WO2020047031A1 (en)	2020-03-05	Hot melt adhesive containing phase changing materials
TWI229689B (en)	2005-03-21	Methods of bonding substrates together and reducing or eliminating bondline failures
JPH08157798A (ja)	1996-06-18	粘着剤組成物