AU764356B2 - Resin system - Google Patents
Resin system Download PDFInfo
- Publication number
- AU764356B2 AU764356B2 AU42549/99A AU4254999A AU764356B2 AU 764356 B2 AU764356 B2 AU 764356B2 AU 42549/99 A AU42549/99 A AU 42549/99A AU 4254999 A AU4254999 A AU 4254999A AU 764356 B2 AU764356 B2 AU 764356B2
- Authority
- AU
- Australia
- Prior art keywords
- epoxy resin
- anhydride
- radical
- formula
- compound
- 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.)
- Ceased
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- 229920005989 resin Polymers 0.000 title claims abstract description 49
- 239000011347 resin Substances 0.000 title claims abstract description 49
- -1 cyclic anhydride Chemical class 0.000 claims abstract description 81
- 150000001875 compounds Chemical class 0.000 claims abstract description 41
- 125000005843 halogen group Chemical group 0.000 claims abstract description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 14
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 8
- 150000007524 organic acids Chemical class 0.000 claims abstract description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 7
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 claims abstract description 7
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims abstract description 7
- 125000003277 amino group Chemical group 0.000 claims abstract description 6
- 229920000647 polyepoxide Polymers 0.000 claims description 81
- 239000003822 epoxy resin Substances 0.000 claims description 79
- 239000000203 mixture Substances 0.000 claims description 75
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 71
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 claims description 44
- 150000008064 anhydrides Chemical class 0.000 claims description 43
- 239000004848 polyfunctional curative Substances 0.000 claims description 35
- 238000000034 method Methods 0.000 claims description 24
- 230000008569 process Effects 0.000 claims description 21
- 238000000576 coating method Methods 0.000 claims description 20
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 claims description 19
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims description 18
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 claims description 17
- VQVIHDPBMFABCQ-UHFFFAOYSA-N 5-(1,3-dioxo-2-benzofuran-5-carbonyl)-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC(C(C=2C=C3C(=O)OC(=O)C3=CC=2)=O)=C1 VQVIHDPBMFABCQ-UHFFFAOYSA-N 0.000 claims description 16
- 239000011248 coating agent Substances 0.000 claims description 14
- 239000004593 Epoxy Substances 0.000 claims description 12
- 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 12
- 238000005266 casting Methods 0.000 claims description 11
- 150000002118 epoxides Chemical class 0.000 claims description 11
- 241000894007 species Species 0.000 claims description 10
- 239000004020 conductor Substances 0.000 claims description 9
- JAYXSROKFZAHRQ-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)aniline Chemical compound C1OC1CN(C=1C=CC=CC=1)CC1CO1 JAYXSROKFZAHRQ-UHFFFAOYSA-N 0.000 claims description 9
- 239000000758 substrate Substances 0.000 claims description 8
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 claims description 7
- 125000001931 aliphatic group Chemical group 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 230000015572 biosynthetic process Effects 0.000 claims description 7
- 229920003986 novolac Polymers 0.000 claims description 7
- 238000011417 postcuring Methods 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 claims description 6
- 150000002596 lactones Chemical class 0.000 claims description 6
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 5
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 4
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 4
- FLBJFXNAEMSXGL-UHFFFAOYSA-N het anhydride Chemical compound O=C1OC(=O)C2C1C1(Cl)C(Cl)=C(Cl)C2(Cl)C1(Cl)Cl FLBJFXNAEMSXGL-UHFFFAOYSA-N 0.000 claims description 4
- 238000009413 insulation Methods 0.000 claims description 4
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 claims description 3
- KXEPRLUGFAULQX-UHFFFAOYSA-N 4-[2,5-di(propan-2-yl)phenyl]aniline Chemical compound CC(C)C1=CC=C(C(C)C)C(C=2C=CC(N)=CC=2)=C1 KXEPRLUGFAULQX-UHFFFAOYSA-N 0.000 claims description 3
- FAUAZXVRLVIARB-UHFFFAOYSA-N 4-[[4-[bis(oxiran-2-ylmethyl)amino]phenyl]methyl]-n,n-bis(oxiran-2-ylmethyl)aniline Chemical compound C1OC1CN(C=1C=CC(CC=2C=CC(=CC=2)N(CC2OC2)CC2OC2)=CC=1)CC1CO1 FAUAZXVRLVIARB-UHFFFAOYSA-N 0.000 claims description 3
- OECTYKWYRCHAKR-UHFFFAOYSA-N 4-vinylcyclohexene dioxide Chemical group C1OC1C1CC2OC2CC1 OECTYKWYRCHAKR-UHFFFAOYSA-N 0.000 claims description 3
- QQGYZOYWNCKGEK-UHFFFAOYSA-N 5-[(1,3-dioxo-2-benzofuran-5-yl)oxy]-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC(OC=2C=C3C(=O)OC(C3=CC=2)=O)=C1 QQGYZOYWNCKGEK-UHFFFAOYSA-N 0.000 claims description 3
- FKBMTBAXDISZGN-UHFFFAOYSA-N 5-methyl-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1C(C)CCC2C(=O)OC(=O)C12 FKBMTBAXDISZGN-UHFFFAOYSA-N 0.000 claims description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-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
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 229930003836 cresol Natural products 0.000 claims description 3
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 claims description 3
- MUTGBJKUEZFXGO-UHFFFAOYSA-N hexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21 MUTGBJKUEZFXGO-UHFFFAOYSA-N 0.000 claims description 3
- 125000006158 tetracarboxylic acid group Chemical group 0.000 claims description 3
- 239000004606 Fillers/Extenders Substances 0.000 claims description 2
- WKDNYTOXBCRNPV-UHFFFAOYSA-N bpda Chemical compound C1=C2C(=O)OC(=O)C2=CC(C=2C=C3C(=O)OC(C3=CC=2)=O)=C1 WKDNYTOXBCRNPV-UHFFFAOYSA-N 0.000 claims description 2
- 239000003063 flame retardant Substances 0.000 claims description 2
- YTVNOVQHSGMMOV-UHFFFAOYSA-N naphthalenetetracarboxylic dianhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=C2C(=O)OC(=O)C1=C32 YTVNOVQHSGMMOV-UHFFFAOYSA-N 0.000 claims description 2
- 239000000615 nonconductor Substances 0.000 claims description 2
- 150000002989 phenols Chemical class 0.000 claims description 2
- 239000004014 plasticizer Substances 0.000 claims description 2
- 239000012783 reinforcing fiber Substances 0.000 claims description 2
- NCYNKWQXFADUOZ-UHFFFAOYSA-N 1,1-dioxo-2,1$l^{6}-benzoxathiol-3-one Chemical compound C1=CC=C2C(=O)OS(=O)(=O)C2=C1 NCYNKWQXFADUOZ-UHFFFAOYSA-N 0.000 claims 4
- 150000002148 esters Chemical class 0.000 claims 4
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims 4
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 claims 3
- PMTMAFAPLCGXGK-JMTMCXQRSA-N (15Z)-12-oxophyto-10,15-dienoic acid Chemical compound CC\C=C/C[C@H]1[C@@H](CCCCCCCC(O)=O)C=CC1=O PMTMAFAPLCGXGK-JMTMCXQRSA-N 0.000 claims 2
- ZHBXLZQQVCDGPA-UHFFFAOYSA-N 5-[(1,3-dioxo-2-benzofuran-5-yl)sulfonyl]-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC(S(=O)(=O)C=2C=C3C(=O)OC(C3=CC=2)=O)=C1 ZHBXLZQQVCDGPA-UHFFFAOYSA-N 0.000 claims 2
- OXQXGKNECHBVMO-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptane-4-carboxylic acid Chemical compound C1C(C(=O)O)CCC2OC21 OXQXGKNECHBVMO-UHFFFAOYSA-N 0.000 claims 2
- PMTMAFAPLCGXGK-UHFFFAOYSA-N OPDA Natural products CCC=CCC1C(CCCCCCCC(O)=O)C=CC1=O PMTMAFAPLCGXGK-UHFFFAOYSA-N 0.000 claims 2
- 101100028078 Oryza sativa subsp. japonica OPR1 gene Proteins 0.000 claims 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 2
- ILUAAIDVFMVTAU-UHFFFAOYSA-N cyclohex-4-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CC=CCC1C(O)=O ILUAAIDVFMVTAU-UHFFFAOYSA-N 0.000 claims 2
- 238000006735 epoxidation reaction Methods 0.000 claims 2
- 150000002170 ethers Chemical class 0.000 claims 2
- 229940091173 hydantoin Drugs 0.000 claims 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims 1
- HKOQGFLTTCLYMP-UHFFFAOYSA-N 4,5-dimethyl-7-(2-methylprop-2-enyl)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound CC1C2C(OC(C2C(C=C1C)CC(=C)C)=O)=O HKOQGFLTTCLYMP-UHFFFAOYSA-N 0.000 claims 1
- JVERADGGGBYHNP-UHFFFAOYSA-N 5-phenylbenzene-1,2,3,4-tetracarboxylic acid Chemical compound OC(=O)C1=C(C(O)=O)C(C(=O)O)=CC(C=2C=CC=CC=2)=C1C(O)=O JVERADGGGBYHNP-UHFFFAOYSA-N 0.000 claims 1
- 239000004805 Cyclohexane-1,2-dicarboxylic acid Substances 0.000 claims 1
- 240000007594 Oryza sativa Species 0.000 claims 1
- 235000007164 Oryza sativa Nutrition 0.000 claims 1
- DJKGDNKYTKCJKD-UHFFFAOYSA-N chlorendic acid Chemical compound ClC1=C(Cl)C2(Cl)C(C(=O)O)C(C(O)=O)C1(Cl)C2(Cl)Cl DJKGDNKYTKCJKD-UHFFFAOYSA-N 0.000 claims 1
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 claims 1
- 239000012765 fibrous filler Substances 0.000 claims 1
- 239000007769 metal material Substances 0.000 claims 1
- OLAPPGSPBNVTRF-UHFFFAOYSA-N naphthalene-1,4,5,8-tetracarboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(C(=O)O)=CC=C(C(O)=O)C2=C1C(O)=O OLAPPGSPBNVTRF-UHFFFAOYSA-N 0.000 claims 1
- 239000004033 plastic Substances 0.000 claims 1
- 229920003023 plastic Polymers 0.000 claims 1
- 235000009566 rice Nutrition 0.000 claims 1
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 abstract 1
- 238000001723 curing Methods 0.000 description 45
- CXXSQMDHHYTRKY-UHFFFAOYSA-N 4-amino-2,3,5-tris(oxiran-2-ylmethyl)phenol Chemical compound C1=C(O)C(CC2OC2)=C(CC2OC2)C(N)=C1CC1CO1 CXXSQMDHHYTRKY-UHFFFAOYSA-N 0.000 description 44
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 23
- 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 12
- 239000000853 adhesive Substances 0.000 description 11
- 230000001070 adhesive effect Effects 0.000 description 11
- 238000004519 manufacturing process Methods 0.000 description 9
- 238000002156 mixing Methods 0.000 description 9
- 150000001412 amines Chemical class 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 7
- 230000008901 benefit Effects 0.000 description 7
- 239000000945 filler Substances 0.000 description 7
- 230000009477 glass transition Effects 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000013065 commercial product Substances 0.000 description 6
- 150000003972 cyclic carboxylic anhydrides Chemical class 0.000 description 6
- 239000012212 insulator Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 238000002411 thermogravimetry Methods 0.000 description 6
- 239000000463 material Substances 0.000 description 5
- PLIKAWJENQZMHA-UHFFFAOYSA-N p-hydroxyphenylamine Natural products NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- FDFPSNISSMYYDS-UHFFFAOYSA-N 2-ethyl-N,2-dimethylheptanamide Chemical compound CCCCCC(C)(CC)C(=O)NC FDFPSNISSMYYDS-UHFFFAOYSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 229910000838 Al alloy Inorganic materials 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 101000577891 Homo sapiens Myeloid cell nuclear differentiation antigen Proteins 0.000 description 4
- 102100027994 Myeloid cell nuclear differentiation antigen Human genes 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- 238000004090 dissolution Methods 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
- 239000011976 maleic acid Substances 0.000 description 4
- 238000004382 potting Methods 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- FVCSARBUZVPSQF-UHFFFAOYSA-N 5-(2,4-dioxooxolan-3-yl)-7-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C(C(OC2=O)=O)C2C(C)=CC1C1C(=O)COC1=O FVCSARBUZVPSQF-UHFFFAOYSA-N 0.000 description 3
- 241001214176 Capros Species 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- 239000004841 bisphenol A epoxy resin Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000003700 epoxy group Chemical group 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- 238000013035 low temperature curing Methods 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- 239000013049 sediment Substances 0.000 description 3
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- YXALYBMHAYZKAP-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-ylmethyl 7-oxabicyclo[4.1.0]heptane-4-carboxylate Chemical compound C1CC2OC2CC1C(=O)OCC1CC2OC2CC1 YXALYBMHAYZKAP-UHFFFAOYSA-N 0.000 description 2
- 229920001342 Bakelite® Polymers 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000008065 acid anhydrides Chemical class 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000004026 adhesive bonding Methods 0.000 description 2
- 238000000137 annealing Methods 0.000 description 2
- 230000000712 assembly Effects 0.000 description 2
- 238000000429 assembly Methods 0.000 description 2
- 239000004637 bakelite Substances 0.000 description 2
- 125000002619 bicyclic group Chemical group 0.000 description 2
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 239000010431 corundum Substances 0.000 description 2
- 229910052593 corundum Inorganic materials 0.000 description 2
- 239000011353 cycloaliphatic epoxy resin Substances 0.000 description 2
- 238000004870 electrical engineering Methods 0.000 description 2
- 229920006332 epoxy adhesive Polymers 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
- 238000005554 pickling Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000035882 stress Effects 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 238000002076 thermal analysis method Methods 0.000 description 2
- 230000009974 thixotropic effect Effects 0.000 description 2
- 230000000007 visual effect Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 2
- LTVUCOSIZFEASK-MPXCPUAZSA-N (3ar,4s,7r,7as)-3a-methyl-3a,4,7,7a-tetrahydro-4,7-methano-2-benzofuran-1,3-dione Chemical compound C([C@H]1C=C2)[C@H]2[C@H]2[C@]1(C)C(=O)OC2=O LTVUCOSIZFEASK-MPXCPUAZSA-N 0.000 description 1
- KNDQHSIWLOJIGP-UMRXKNAASA-N (3ar,4s,7r,7as)-rel-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1,3-dione Chemical compound O=C1OC(=O)[C@@H]2[C@H]1[C@]1([H])C=C[C@@]2([H])C1 KNDQHSIWLOJIGP-UMRXKNAASA-N 0.000 description 1
- DMEQVOWLVFLHEQ-UHFFFAOYSA-N 1-(1,3-dioxo-2-benzofuran-5-yl)pyrrole-2,5-dione Chemical compound C=1C=C2C(=O)OC(=O)C2=CC=1N1C(=O)C=CC1=O DMEQVOWLVFLHEQ-UHFFFAOYSA-N 0.000 description 1
- JNMJIXITXWBDMJ-UHFFFAOYSA-N 1-n,1-n,3-n,3-n-tetrakis(oxiran-2-ylmethyl)benzene-1,3-diamine Chemical compound C1OC1CN(C=1C=C(C=CC=1)N(CC1OC1)CC1OC1)CC1CO1 JNMJIXITXWBDMJ-UHFFFAOYSA-N 0.000 description 1
- XUUZTOCNBZMTDJ-UHFFFAOYSA-N 1-n,1-n,4-n,4-n-tetrakis(oxiran-2-ylmethyl)benzene-1,4-diamine Chemical compound C1OC1CN(C=1C=CC(=CC=1)N(CC1OC1)CC1OC1)CC1CO1 XUUZTOCNBZMTDJ-UHFFFAOYSA-N 0.000 description 1
- MFGALGYVFGDXIX-UHFFFAOYSA-N 2,3-Dimethylmaleic anhydride Chemical compound CC1=C(C)C(=O)OC1=O MFGALGYVFGDXIX-UHFFFAOYSA-N 0.000 description 1
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- VYFOAVADNIHPTR-UHFFFAOYSA-N isatoic anhydride Chemical compound NC1=CC=CC=C1CO VYFOAVADNIHPTR-UHFFFAOYSA-N 0.000 description 1
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- DOBFTMLCEYUAQC-UHFFFAOYSA-N naphthalene-2,3,6,7-tetracarboxylic acid Chemical compound OC(=O)C1=C(C(O)=O)C=C2C=C(C(O)=O)C(C(=O)O)=CC2=C1 DOBFTMLCEYUAQC-UHFFFAOYSA-N 0.000 description 1
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- OAXARSVKYJPDPA-UHFFFAOYSA-N tert-butyl 4-prop-2-ynylpiperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCN(CC#C)CC1 OAXARSVKYJPDPA-UHFFFAOYSA-N 0.000 description 1
- AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/32—Epoxy compounds containing three or more epoxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/32—Epoxy compounds containing three or more epoxy groups
- C08G59/3227—Compounds containing acyclic nitrogen atoms
-
- 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
- Y10T29/00—Metal working
- Y10T29/49—Method of mechanical manufacture
- Y10T29/49002—Electrical device making
- Y10T29/49117—Conductor or circuit manufacturing
- Y10T29/49169—Assembling electrical component directly to terminal or elongated conductor
- Y10T29/49171—Assembling electrical component directly to terminal or elongated conductor with encapsulating
-
- 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
- Y10T29/00—Metal working
- Y10T29/49—Method of mechanical manufacture
- Y10T29/49002—Electrical device making
- Y10T29/49227—Insulator making
-
- 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]
- Y10T428/31511—Of epoxy ether
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Epoxy Resins (AREA)
- Indole Compounds (AREA)
- Valve Housings (AREA)
- Extrusion Moulding Of Plastics Or The Like (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19828248 | 1998-06-25 | ||
| DE19828248A DE19828248A1 (de) | 1998-06-25 | 1998-06-25 | Bei niedriger Temperatur härtende Epoxidharzsysteme aus Aminoglycidylverbindungen und cyclischen Carbonsäureanhydriden |
| PCT/CH1999/000275 WO1999067315A1 (de) | 1998-06-25 | 1999-06-25 | Harzsystem |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU4254999A AU4254999A (en) | 2000-01-10 |
| AU764356B2 true AU764356B2 (en) | 2003-08-14 |
Family
ID=7871932
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU42549/99A Ceased AU764356B2 (en) | 1998-06-25 | 1999-06-25 | Resin system |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6468659B1 (https=) |
| EP (1) | EP1091992B1 (https=) |
| JP (1) | JP2002518567A (https=) |
| KR (1) | KR20010071583A (https=) |
| CN (1) | CN1142960C (https=) |
| AT (1) | ATE255611T1 (https=) |
| AU (1) | AU764356B2 (https=) |
| CA (1) | CA2334824C (https=) |
| DE (2) | DE19828248A1 (https=) |
| WO (1) | WO1999067315A1 (https=) |
| ZA (1) | ZA200007392B (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2739463C1 (ru) * | 2019-12-13 | 2020-12-24 | Публичное акционерное общество "ОДК-Уфимское моторостроительное производственное объединение" (ПАО "ОДК-УМПО") | Способ подготовки клеевой композиции перед нанесением на рабочую поверхность |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1213314A1 (de) * | 2000-12-07 | 2002-06-12 | Abb Research Ltd. | Härterkomponente zum Härten von Epoxyharzen |
| US6617698B2 (en) * | 2001-03-09 | 2003-09-09 | International Business Machines Corporation | Reworkable and thermally conductive adhesive and use thereof |
| EP1331234B1 (de) | 2002-01-28 | 2004-09-22 | ABB Research Ltd. | Vergussmasse auf der Basis duroplastischer Epoxidharze |
| US7129318B2 (en) * | 2003-09-02 | 2006-10-31 | I.S.T. (Ma) Corporation | RTM and RI processable polyimide resins |
| KR100570209B1 (ko) * | 2003-10-15 | 2006-04-12 | 주식회사 하이닉스반도체 | 유기 반사방지막용 광 흡수제 중합체 및 이의 제조 방법과상기 중합체를 포함하는 유기 반사 방지막 조성물 |
| CN100451080C (zh) * | 2004-05-26 | 2009-01-14 | 北京韩创科建筑材料科技有限公司 | 改性双组份环氧树脂涂料 |
| JP4711119B2 (ja) * | 2005-06-14 | 2011-06-29 | 日立化成工業株式会社 | 電気絶縁用樹脂組成物及びそれを用いた電気機器 |
| TWI414519B (zh) * | 2006-08-09 | 2013-11-11 | Mitsubishi Gas Chemical Co | 酸酐酯與其組成物、熱硬化性樹脂組成物及其硬化物 |
| DE102008000517B4 (de) * | 2008-03-05 | 2018-04-26 | Robert Bosch Automotive Steering Gmbh | Verfahren zum druckdichten Fügen eines metallischen Lenkgetriebegehäuses mit einem Kunststoffgehäusedeckel |
| JP4395547B1 (ja) * | 2008-11-06 | 2010-01-13 | 地方独立行政法人 岩手県工業技術センター | 偏光レンズ及び偏光レンズの製造方法 |
| CN102725802B (zh) * | 2010-02-03 | 2016-04-06 | Abb研究有限公司 | 电绝缘体系 |
| FR2960472B1 (fr) * | 2010-05-31 | 2012-09-28 | Arkema France | Procede d'assemblage et de reparation d'objets a base de resine epoxy |
| CN101935388B (zh) * | 2010-09-16 | 2012-04-25 | 中国人民解放军国防科学技术大学 | 树脂组合物及其在复合材料线芯制备中的应用 |
| JP5606870B2 (ja) * | 2010-10-25 | 2014-10-15 | 日本化薬株式会社 | エポキシ樹脂組成物及びその硬化物 |
| WO2012158291A1 (en) | 2011-05-13 | 2012-11-22 | Dow Global Technologies Llc | Insulation formulations |
| US9196412B2 (en) | 2011-05-13 | 2015-11-24 | Dow Global Technologies Llc | Insulation formulations |
| DE102012211323A1 (de) | 2012-06-29 | 2014-01-02 | Evonik Industries Ag | Härter für Epoxidharzsysteme und deren Verwendung |
| KR20140008871A (ko) * | 2012-07-12 | 2014-01-22 | 삼성전기주식회사 | 빌드업 절연필름용 에폭시 수지 조성물, 이로부터 제조된 절연 필름 및 이를 구비한 다층 인쇄회로기판 |
| US20150189745A1 (en) * | 2012-09-14 | 2015-07-02 | Shengyi Technology Co., Ltd. | Epoxy resin composition, and, prepreg and copper clad laminate manufactured using the composition |
| WO2014040261A1 (zh) * | 2012-09-14 | 2014-03-20 | 广东生益科技股份有限公司 | 环氧树脂组合物以及使用其制作的半固化片与覆铜箔层压板 |
| FR2997401B1 (fr) * | 2012-10-25 | 2016-01-29 | Univ Montpellier Ii | Resines epoxydes reticulables a temperature ambiante |
| DE102013226601A1 (de) * | 2013-12-19 | 2015-06-25 | Evonik Industries Ag | Verarbeitungsfreundlicher Dianhydridhärter für Epoxidharzsysteme basierend auf 5,5'-Carbonylbis(isobenzofuran-1,3-dion) |
| DE102013226613A1 (de) | 2013-12-19 | 2015-06-25 | Evonik Industries Ag | Verarbeitungsfreundlicher Dianhydridhärter für Epoxidharzsysteme basierend auf 5,5'-Oxybis(isobenzofuran-1,3-dion) |
| DE102014216437A1 (de) * | 2014-08-19 | 2016-02-25 | Siemens Aktiengesellschaft | Epoxidharz-Formulierung, Epoxidharz daraus und Verwendungen dazu |
| WO2016145647A1 (en) * | 2015-03-19 | 2016-09-22 | Ablestik (Shanghai) Ltd. | Epoxy molding compound using anhydride hardener, manufacturing process and use thereof |
| CN107163695A (zh) * | 2017-07-16 | 2017-09-15 | 镇江市神龙电器管件有限公司 | 一种用于高安全性托盘式电缆桥架的防火涂料 |
| CN107189559B (zh) * | 2017-07-16 | 2019-05-24 | 镇江市神龙电器管件有限公司 | 一种具有防火功能的电缆桥架 |
| AT523758B1 (de) * | 2020-04-17 | 2022-02-15 | Polymer Competence Center Leoben Gmbh | Aushärtbare Zusammensetzung zur Herstellung eines Vitrimers und daraus erhältliches Vitrimer und Verfahren zu dessen Herstellung |
| CN117355556A (zh) * | 2021-07-15 | 2024-01-05 | 汉高股份有限及两合公司 | 双组分可固化组合物 |
| CN113999492A (zh) * | 2021-11-22 | 2022-02-01 | 无锡嘉联电子材料有限公司 | 一种耐uv耐老化高性能led环氧树脂组合物及其制备方法 |
| EP4549485A1 (en) * | 2023-10-30 | 2025-05-07 | Centre National de la Recherche Scientifique | Biobased epoxy thermoset materials |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3683044A (en) * | 1969-12-29 | 1972-08-08 | Japan Gas Chemical Co | Heat-curable composition comprising polyglycidyl xylylene-diamine and process for preparation of polyglycidyl xylylenediamine |
| WO1985005215A1 (en) * | 1984-05-09 | 1985-11-21 | Hughes Aircraft Company | Heat curable polyglycidyl aromatic amine encapsulants |
| EP0456603A1 (de) * | 1990-05-05 | 1991-11-13 | Ciba-Geigy Ag | Tetra-N-glylcidylverbindung und deren härtbaren Gemische |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL210860A (https=) * | 1955-10-04 | |||
| DE1019083B (de) | 1956-01-28 | 1957-11-07 | Bayer Ag | Verfahren zur Herstellung von Kunststoffen durch Haerten von Epoxyverbindungen |
| DE1251036B (de) | 1961-05-12 | 1967-09-28 | General Aniline &. Film Corpora tion New York, N Y (V St A) | Verfahren zur Herstellung von Formkorpern |
| US3222321A (en) | 1962-08-16 | 1965-12-07 | Soto Chemical Coatings Inc De | Modified acrylamide interpolymers containing interpolymerized unsaturated epoxy resins |
| JPS5111897A (ja) * | 1974-07-19 | 1976-01-30 | Hitachi Chemical Co Ltd | Kokaseiehokishijushisoseibutsu |
| US4002599A (en) | 1975-11-06 | 1977-01-11 | Lord Corporation | Epoxy resin compositions from glycidyl derivatives of aminophenols cured with tetracarboxylic dianhydrides |
| JPS6038421A (ja) | 1983-08-11 | 1985-02-28 | Mitsubishi Petrochem Co Ltd | エポキシ樹脂組成物 |
| US4595623A (en) * | 1984-05-07 | 1986-06-17 | Hughes Aircraft Company | Fiber-reinforced syntactic foam composites and method of forming same |
| US4916202A (en) * | 1987-09-17 | 1990-04-10 | University Of Dayton | Epoxy resin |
| DE4040471A1 (de) * | 1990-08-01 | 1992-02-06 | Bayer Ag | Haertbare mischungen zur herstellung von epoxidnetzwerken, verfahren zu deren herstellung und verwendung |
| US5111897A (en) | 1990-09-27 | 1992-05-12 | Bridge Weighing Systems, Inc. | Bridge weigh-in-motion system |
| US5629379A (en) * | 1994-09-27 | 1997-05-13 | Harper; John D. | Anhydride-hardened epoxy resin with polybutadiene-maleic anhydride adduct |
-
1998
- 1998-06-25 DE DE19828248A patent/DE19828248A1/de not_active Ceased
-
1999
- 1999-06-25 JP JP2000555963A patent/JP2002518567A/ja active Pending
- 1999-06-25 WO PCT/CH1999/000275 patent/WO1999067315A1/de not_active Ceased
- 1999-06-25 CN CNB998098663A patent/CN1142960C/zh not_active Expired - Fee Related
- 1999-06-25 AU AU42549/99A patent/AU764356B2/en not_active Ceased
- 1999-06-25 EP EP99957171A patent/EP1091992B1/de not_active Expired - Lifetime
- 1999-06-25 DE DE59907948T patent/DE59907948D1/de not_active Expired - Fee Related
- 1999-06-25 AT AT99957171T patent/ATE255611T1/de not_active IP Right Cessation
- 1999-06-25 KR KR1020007014672A patent/KR20010071583A/ko not_active Withdrawn
- 1999-06-25 CA CA002334824A patent/CA2334824C/en not_active Expired - Fee Related
- 1999-06-25 US US09/720,158 patent/US6468659B1/en not_active Expired - Fee Related
-
2000
- 2000-12-12 ZA ZA200007392A patent/ZA200007392B/xx unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3683044A (en) * | 1969-12-29 | 1972-08-08 | Japan Gas Chemical Co | Heat-curable composition comprising polyglycidyl xylylene-diamine and process for preparation of polyglycidyl xylylenediamine |
| WO1985005215A1 (en) * | 1984-05-09 | 1985-11-21 | Hughes Aircraft Company | Heat curable polyglycidyl aromatic amine encapsulants |
| EP0456603A1 (de) * | 1990-05-05 | 1991-11-13 | Ciba-Geigy Ag | Tetra-N-glylcidylverbindung und deren härtbaren Gemische |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2739463C1 (ru) * | 2019-12-13 | 2020-12-24 | Публичное акционерное общество "ОДК-Уфимское моторостроительное производственное объединение" (ПАО "ОДК-УМПО") | Способ подготовки клеевой композиции перед нанесением на рабочую поверхность |
Also Published As
| Publication number | Publication date |
|---|---|
| ZA200007392B (en) | 2001-06-21 |
| CN1313872A (zh) | 2001-09-19 |
| CA2334824A1 (en) | 1999-12-29 |
| DE19828248A1 (de) | 1999-12-30 |
| AU4254999A (en) | 2000-01-10 |
| CN1142960C (zh) | 2004-03-24 |
| EP1091992A1 (de) | 2001-04-18 |
| CA2334824C (en) | 2008-01-29 |
| DE59907948D1 (de) | 2004-01-15 |
| EP1091992B1 (de) | 2003-12-03 |
| WO1999067315A1 (de) | 1999-12-29 |
| JP2002518567A (ja) | 2002-06-25 |
| US6468659B1 (en) | 2002-10-22 |
| ATE255611T1 (de) | 2003-12-15 |
| KR20010071583A (ko) | 2001-07-28 |
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| FGA | Letters patent sealed or granted (standard patent) |