JP4324935B2 - エポキシ化天然油を含む硬化性組成物 - Google Patents
エポキシ化天然油を含む硬化性組成物 Download PDFInfo
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- JP4324935B2 JP4324935B2 JP2000533475A JP2000533475A JP4324935B2 JP 4324935 B2 JP4324935 B2 JP 4324935B2 JP 2000533475 A JP2000533475 A JP 2000533475A JP 2000533475 A JP2000533475 A JP 2000533475A JP 4324935 B2 JP4324935 B2 JP 4324935B2
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- Prior art keywords
- anhydride
- group
- carbon atoms
- acid
- acid anhydride
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims description 60
- 125000004432 carbon atom Chemical group C* 0.000 claims description 55
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- 150000001875 compounds Chemical class 0.000 claims description 30
- 239000003822 epoxy resin Substances 0.000 claims description 30
- 239000002253 acid Substances 0.000 claims description 23
- 239000003921 oil Substances 0.000 claims description 23
- 235000019198 oils Nutrition 0.000 claims description 23
- 125000000217 alkyl group Chemical group 0.000 claims description 20
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 20
- 239000004593 Epoxy Substances 0.000 claims description 16
- 150000008064 anhydrides Chemical class 0.000 claims description 15
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical class O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
- 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 13
- 239000000945 filler Substances 0.000 claims description 13
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 12
- 239000000047 product Substances 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 150000008065 acid anhydrides Chemical class 0.000 claims description 9
- 150000002118 epoxides Chemical class 0.000 claims description 9
- 229910052751 metal Inorganic materials 0.000 claims description 9
- 239000002184 metal Substances 0.000 claims description 9
- 239000004848 polyfunctional curative Substances 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 8
- 230000009477 glass transition Effects 0.000 claims description 8
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 8
- 125000005843 halogen group Chemical group 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 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
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
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- 125000003700 epoxy group Chemical group 0.000 claims description 7
- 125000001072 heteroaryl group Chemical group 0.000 claims description 7
- VYKXQOYUCMREIS-UHFFFAOYSA-N methylhexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21C VYKXQOYUCMREIS-UHFFFAOYSA-N 0.000 claims description 7
- 229920005989 resin Polymers 0.000 claims description 7
- 239000011347 resin Substances 0.000 claims description 7
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 claims description 6
- MWSKJDNQKGCKPA-UHFFFAOYSA-N 6-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1CC(C)=CC2C(=O)OC(=O)C12 MWSKJDNQKGCKPA-UHFFFAOYSA-N 0.000 claims description 6
- 229920002732 Polyanhydride Polymers 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 6
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- 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
- 239000000944 linseed oil Substances 0.000 claims description 5
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- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
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- 125000003277 amino group Chemical group 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 125000005159 cyanoalkoxy group Chemical group 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 claims description 3
- WQNHWIYLCRZRLR-UHFFFAOYSA-N 2-(3-hydroxy-2,5-dioxooxolan-3-yl)acetic acid Chemical compound OC(=O)CC1(O)CC(=O)OC1=O WQNHWIYLCRZRLR-UHFFFAOYSA-N 0.000 claims description 3
- WVRNUXJQQFPNMN-VAWYXSNFSA-N 3-[(e)-dodec-1-enyl]oxolane-2,5-dione Chemical class CCCCCCCCCC\C=C\C1CC(=O)OC1=O WVRNUXJQQFPNMN-VAWYXSNFSA-N 0.000 claims description 3
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 claims description 3
- ULKLGIFJWFIQFF-UHFFFAOYSA-N 5K8XI641G3 Chemical compound CCC1=NC=C(C)N1 ULKLGIFJWFIQFF-UHFFFAOYSA-N 0.000 claims description 3
- 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 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 3
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 3
- QHWKHLYUUZGSCW-UHFFFAOYSA-N Tetrabromophthalic anhydride Chemical compound BrC1=C(Br)C(Br)=C2C(=O)OC(=O)C2=C1Br QHWKHLYUUZGSCW-UHFFFAOYSA-N 0.000 claims description 3
- XFUOBHWPTSIEOV-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) cyclohexane-1,2-dicarboxylate Chemical compound C1CCCC(C(=O)OCC2OC2)C1C(=O)OCC1CO1 XFUOBHWPTSIEOV-UHFFFAOYSA-N 0.000 claims description 3
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 3
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 3
- 238000009413 insulation Methods 0.000 claims description 3
- 229910044991 metal oxide Inorganic materials 0.000 claims description 3
- 150000004706 metal oxides Chemical class 0.000 claims description 3
- NFWSQSCIDYBUOU-UHFFFAOYSA-N methylcyclopentadiene Chemical compound CC1=CC=CC1 NFWSQSCIDYBUOU-UHFFFAOYSA-N 0.000 claims description 3
- AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 0.000 claims description 3
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 claims description 3
- 229930185605 Bisphenol Natural products 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
- 238000005266 casting Methods 0.000 claims description 2
- 150000001925 cycloalkenes Chemical group 0.000 claims description 2
- 238000005538 encapsulation Methods 0.000 claims description 2
- 238000005470 impregnation Methods 0.000 claims description 2
- 229910052914 metal silicate Inorganic materials 0.000 claims description 2
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical compound O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 claims 4
- 229910004298 SiO 2 Inorganic materials 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- -1 fatty acid esters Chemical class 0.000 description 26
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 12
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 239000010453 quartz Substances 0.000 description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 6
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- 150000007513 acids Chemical class 0.000 description 4
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- 239000000654 additive Substances 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
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- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
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- 229910052752 metalloid Inorganic materials 0.000 description 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 3
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- ODKLEQPZOCJQMT-UHFFFAOYSA-N n,n-diethylpyridin-4-amine Chemical compound CCN(CC)C1=CC=NC=C1 ODKLEQPZOCJQMT-UHFFFAOYSA-N 0.000 description 1
- PSHKMPUSSFXUIA-UHFFFAOYSA-N n,n-dimethylpyridin-2-amine Chemical compound CN(C)C1=CC=CC=N1 PSHKMPUSSFXUIA-UHFFFAOYSA-N 0.000 description 1
- YKNDJWVBAAZMDC-UHFFFAOYSA-N n,n-diphenylpyridin-2-amine Chemical compound C1=CC=CC=C1N(C=1N=CC=CC=1)C1=CC=CC=C1 YKNDJWVBAAZMDC-UHFFFAOYSA-N 0.000 description 1
- FFFLZWJKFLYZPS-UHFFFAOYSA-N n,n-diphenylpyridin-4-amine Chemical compound C1=CC=CC=C1N(C=1C=CN=CC=1)C1=CC=CC=C1 FFFLZWJKFLYZPS-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- MKTSSBCZDAXGGO-UHFFFAOYSA-N n-ethyl-n-methylpyridin-2-amine Chemical compound CCN(C)C1=CC=CC=N1 MKTSSBCZDAXGGO-UHFFFAOYSA-N 0.000 description 1
- JFKYDZGUKCUSDP-UHFFFAOYSA-N n-ethyl-n-methylpyridin-4-amine Chemical compound CCN(C)C1=CC=NC=C1 JFKYDZGUKCUSDP-UHFFFAOYSA-N 0.000 description 1
- ZMVMYBGDGJLCHV-UHFFFAOYSA-N n-methyl-4-[[4-(methylamino)phenyl]methyl]aniline Chemical compound C1=CC(NC)=CC=C1CC1=CC=C(NC)C=C1 ZMVMYBGDGJLCHV-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 150000004767 nitrides Chemical class 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 239000001301 oxygen Substances 0.000 description 1
- 125000000913 palmityl group Chemical class [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 125000002958 pentadecyl group Chemical class [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
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- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000001944 prunus armeniaca kernel oil Substances 0.000 description 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
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- 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
- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
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- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000005471 saturated fatty acid group Chemical group 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
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- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 125000002889 tridecyl group Chemical class [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000010698 whale oil Substances 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
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- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
-
- 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
- C08G59/38—Epoxy compounds containing three or more epoxy groups together with di-epoxy compounds
-
- 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
- C08G59/68—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 catalysts used
- C08G59/686—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 catalysts used containing nitrogen
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)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH484/98 | 1998-02-27 | ||
| CH48498 | 1998-02-27 | ||
| PCT/EP1999/001117 WO1999043729A1 (en) | 1998-02-27 | 1999-02-20 | Curable composition comprising epoxidised natural oils |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002504602A JP2002504602A (ja) | 2002-02-12 |
| JP2002504602A5 JP2002504602A5 (https=) | 2006-05-11 |
| JP4324935B2 true JP4324935B2 (ja) | 2009-09-02 |
Family
ID=4188070
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000533475A Expired - Fee Related JP4324935B2 (ja) | 1998-02-27 | 1999-02-20 | エポキシ化天然油を含む硬化性組成物 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US6194490B1 (https=) |
| EP (1) | EP1058702A1 (https=) |
| JP (1) | JP4324935B2 (https=) |
| CA (1) | CA2319569A1 (https=) |
| WO (1) | WO1999043729A1 (https=) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| DE10148672A1 (de) * | 2001-10-02 | 2003-04-24 | Cognis Deutschland Gmbh | Polyester |
| US20030129438A1 (en) * | 2001-12-14 | 2003-07-10 | Becker Kevin Harris | Dual cure B-stageable adhesive for die attach |
| US6833629B2 (en) | 2001-12-14 | 2004-12-21 | National Starch And Chemical Investment Holding Corporation | Dual cure B-stageable underfill for wafer level |
| BR0309532B1 (pt) * | 2002-04-25 | 2013-05-07 | composiÇço aprimoradora de superfÍcie, composiÇço de resina de termocura e peÇas moldadas. | |
| JP4285020B2 (ja) * | 2003-02-14 | 2009-06-24 | コニカミノルタホールディングス株式会社 | 活性光線硬化型インクを用いた画像形成方法 |
| ATE332292T1 (de) * | 2003-04-16 | 2006-07-15 | Huntsman Adv Mat Switzerland | 1-imidazolylmethyl-substituirte-2-naphtol unh ihre verwendung als niedertemperatur- härtungsbeschleuniger |
| ATE355318T1 (de) * | 2003-06-16 | 2006-03-15 | Abb Technology Ltd | Epoxyharzzusammensetzungen und verfahren zur herstellung von geformten gegenständen daraus |
| WO2005019297A1 (en) * | 2003-08-12 | 2005-03-03 | Dow Global Technologies Inc. | Curable compositions of acyl epoxides, cycloaliphatic epoxides, and aryl polyols, and network polymers therefrom |
| US7786052B2 (en) * | 2006-06-09 | 2010-08-31 | M-I L.L.C. | Hydrophobically modified fluid loss additives and viscosifier products |
| US7727938B2 (en) * | 2006-06-09 | 2010-06-01 | M-I L.L.C. | Non-aqueous gels for consolidating and stabilizing wellbore formations |
| US8178475B2 (en) * | 2006-06-09 | 2012-05-15 | M-I L.L.C | Surfactant materials and coatings for weighting agents for use in oil based drilling fluids |
| KR101418757B1 (ko) * | 2006-06-23 | 2014-07-11 | 다우 글로벌 테크놀로지스 엘엘씨 | 올레핀계 화합물로부터의 에폭사이드의 제조방법 |
| EP1884531A1 (en) * | 2006-07-30 | 2008-02-06 | Lonza Compounds GmbH & Co. KG | Sheet molding compounds (smc) comprising thermosetting resins based on renewable resources |
| JP4862544B2 (ja) * | 2006-08-02 | 2012-01-25 | 株式会社明電舎 | 絶縁性高分子材料組成物 |
| JP2008037921A (ja) * | 2006-08-02 | 2008-02-21 | Meidensha Corp | 絶縁性高分子材料組成物 |
| JP5315606B2 (ja) * | 2006-12-01 | 2013-10-16 | 株式会社明電舎 | 絶縁性高分子材料組成物 |
| JP5303840B2 (ja) * | 2007-02-09 | 2013-10-02 | 株式会社明電舎 | 絶縁性高分子材料組成物 |
| ATE458769T1 (de) * | 2007-04-03 | 2010-03-15 | Abb Research Ltd | Härtbare epoxidharzzusammensetzung |
| WO2009014852A2 (en) * | 2007-07-20 | 2009-01-29 | Dow Global Technologies Inc. | Process for epoxidizing crude polyenes |
| JP2011521078A (ja) * | 2008-05-22 | 2011-07-21 | ダウ グローバル テクノロジーズ エルエルシー | 種油系アルカノールアミドから誘導されたエポキシ樹脂及びその製造方法 |
| JP5532562B2 (ja) * | 2008-09-02 | 2014-06-25 | 株式会社明電舎 | 絶縁性高分子材料組成物 |
| CN102159614A (zh) * | 2008-09-19 | 2011-08-17 | Abb研究有限公司 | 环氧树脂组合物 |
| DE102009007392A1 (de) * | 2009-01-29 | 2010-08-05 | Siemens Aktiengesellschaft | Tränkharzsystem für Isolierstoffe in Schaltanlagen |
| DE102009008464A1 (de) | 2009-02-10 | 2010-08-12 | Siemens Aktiengesellschaft | Gießharzsystem für Isolierstoffe in Schaltanlagen |
| FR2975101B1 (fr) | 2011-05-10 | 2013-04-26 | Arkema France | Resines et composites hybrides thermodurs / supramoleculaires pouvant etre faconnes a chaud et recycles |
| US9196412B2 (en) * | 2011-05-13 | 2015-11-24 | Dow Global Technologies Llc | Insulation formulations |
| ITTV20110125A1 (it) | 2011-09-20 | 2013-03-21 | Luca Toncelli | Processo per la preparazione di manufatti in conglomerato di granulato di materiale lapideo e resina con anidridi di origine terpenica |
| FR2987049B1 (fr) * | 2012-02-20 | 2014-03-07 | Univ Montpellier 2 Sciences Et Techniques | Resines epoxydes biosourcees a reactivite amelioree. |
| JP5536839B2 (ja) * | 2012-08-30 | 2014-07-02 | パナソニック株式会社 | 住宅設備部材用樹脂成形品 |
| FR2997401B1 (fr) * | 2012-10-25 | 2016-01-29 | Univ Montpellier Ii | Resines epoxydes reticulables a temperature ambiante |
| JP6331331B2 (ja) * | 2013-10-25 | 2018-05-30 | 横浜ゴム株式会社 | エポキシ樹脂接着剤組成物 |
| FR3020496A1 (fr) * | 2014-04-24 | 2015-10-30 | Arkema France | Utilisation d'une composition de resine thermodurcissable de type vitrimere pour la fabrication de pieces d'isolation electrique |
| FR3020368B1 (fr) * | 2014-04-24 | 2017-10-27 | Arkema France | Composition pour la fabrication de resines vitrimeres de type epoxy/anhyride comprenant un polyol |
| EP3194466B1 (en) * | 2014-09-12 | 2019-11-06 | Drexel University | Toughening of anhydride cured thermosetting epoxy polymers using grafted triglycerides |
| KR102534679B1 (ko) * | 2015-07-10 | 2023-05-19 | 스미토모 세이카 가부시키가이샤 | 에폭시 수지 조성물, 그 제조 방법 및 해당 조성물의 용도 |
| DE102016223662A1 (de) * | 2016-11-29 | 2018-05-30 | Siemens Aktiengesellschaft | Vergussmasse, Isolationswerkstoff und Verwendung dazu |
| KR102459583B1 (ko) | 2017-01-10 | 2022-10-28 | 스미토모 세이카 가부시키가이샤 | 에폭시 수지 조성물 |
| KR102512801B1 (ko) | 2017-01-10 | 2023-03-23 | 스미토모 세이카 가부시키가이샤 | 에폭시 수지 조성물 |
| JP6530574B2 (ja) | 2017-01-10 | 2019-06-12 | 住友精化株式会社 | エポキシ樹脂組成物 |
| EP3569654B1 (en) | 2017-01-10 | 2023-08-23 | Sumitomo Seika Chemicals Co., Ltd. | Epoxy resin composition |
| CN110914247B (zh) | 2017-06-22 | 2021-08-27 | Acs技术产品公司 | 环氧化油和树脂组合物 |
| US10913829B2 (en) | 2017-06-22 | 2021-02-09 | ACS Technical Products, Inc. | Epoxidized oil binder compositions and process for preparation of thermoset hardened products |
| CN109160999B (zh) * | 2018-08-03 | 2021-01-05 | 华南农业大学 | 植物油基环氧预聚物和uv固化预聚物及其制备方法和应用 |
| JP7244177B2 (ja) * | 2018-11-12 | 2023-03-22 | 株式会社ダイセル | 硬化性組成物 |
| US11485898B2 (en) | 2020-10-21 | 2022-11-01 | Saudi Arabian Oil Company | Environmentally friendly epoxidized vegetable oil based fatty acid esters to prevent loss circulation |
| KR102761341B1 (ko) * | 2020-11-27 | 2025-02-03 | 동양에폭시 주식회사 | 친환경 에폭시 조성물 및 이의 제조방법 |
| KR102812199B1 (ko) * | 2022-08-03 | 2025-05-26 | 국립창원대학교 산학협력단 | 친환경 열경화성 수지용 첨가제 및 이의 제조방법 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB952322A (en) | 1959-04-28 | 1964-03-18 | Boake Roberts & Co Ltd | Improvements relating to epoxy resins |
| GB926888A (en) | 1961-01-06 | 1963-05-22 | Boake Roberts & Co Ltd | Improvements in or relating to the production of hardenable epoxy resin compositions |
| DE1234991B (de) | 1961-11-11 | 1967-02-23 | Consortium Elektrochem Ind | Verfahren zur Herstellung von Formkoerpern auf Basis von Polyaddukten durch Umsetzung von Gemischen aus Epoxydverbindungen |
| US4066625A (en) * | 1967-05-02 | 1978-01-03 | Amicon Corporation | Unitary curable resin compositions |
| BE790018A (fr) | 1971-10-14 | 1973-04-12 | Westinghouse Electric Corp | Ameliorations apportees ou se rapportant a des compositions resineuses |
| US4040994A (en) | 1976-11-26 | 1977-08-09 | Unitech Chemical Inc. | Cured epoxy resins |
| JPS62161819A (ja) * | 1986-01-09 | 1987-07-17 | Dainippon Ink & Chem Inc | エポキシ樹脂組成物 |
| US4925886A (en) | 1989-01-23 | 1990-05-15 | General Motors Corporation | High temperature epoxy tooling composition of bifunctional epoxy, trifunctional epoxy, anhydride, imidazole and interstitially matched filler |
-
1999
- 1999-02-19 US US09/253,162 patent/US6194490B1/en not_active Expired - Lifetime
- 1999-02-20 CA CA002319569A patent/CA2319569A1/en not_active Abandoned
- 1999-02-20 JP JP2000533475A patent/JP4324935B2/ja not_active Expired - Fee Related
- 1999-02-20 EP EP99910249A patent/EP1058702A1/en not_active Withdrawn
- 1999-02-20 WO PCT/EP1999/001117 patent/WO1999043729A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| WO1999043729A1 (en) | 1999-09-02 |
| EP1058702A1 (en) | 2000-12-13 |
| JP2002504602A (ja) | 2002-02-12 |
| CA2319569A1 (en) | 1999-09-02 |
| US6194490B1 (en) | 2001-02-27 |
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