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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- 229910052760 oxygen Inorganic materials 0.000 description 1
- 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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- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 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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- 235000019512 sardine Nutrition 0.000 description 1
- 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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- 125000004079 stearyl 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])C([H])([H])C([H])([H])[H] 0.000 description 1
- 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 (enExample) | 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 (enExample) |
| EP (1) | EP1058702A1 (enExample) |
| JP (1) | JP4324935B2 (enExample) |
| CA (1) | CA2319569A1 (enExample) |
| WO (1) | WO1999043729A1 (enExample) |
Families Citing this family (47)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10148672A1 (de) * | 2001-10-02 | 2003-04-24 | Cognis Deutschland Gmbh | Polyester |
| US6833629B2 (en) | 2001-12-14 | 2004-12-21 | National Starch And Chemical Investment Holding Corporation | Dual cure B-stageable underfill for wafer level |
| US20030129438A1 (en) * | 2001-12-14 | 2003-07-10 | Becker Kevin Harris | Dual cure B-stageable adhesive for die attach |
| JP4002896B2 (ja) * | 2002-04-25 | 2007-11-07 | アシュランド・ライセンシング・アンド・インテレクチュアル・プロパティー・エルエルシー | 強化複合組成物の表面向上剤 |
| 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 |
| WO2004092141A1 (en) * | 2003-04-16 | 2004-10-28 | Huntsman Advanced Materials (Switzerland) Gmbh | 1-imidazolymethyl-substituted-2-naphtols and their use as accelerators for low-temperature curing |
| 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 |
| US7727938B2 (en) * | 2006-06-09 | 2010-06-01 | M-I L.L.C. | Non-aqueous gels for consolidating and stabilizing wellbore formations |
| US7786052B2 (en) * | 2006-06-09 | 2010-08-31 | M-I L.L.C. | Hydrophobically modified fluid loss additives and viscosifier products |
| 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 |
| CN104557794A (zh) * | 2006-06-23 | 2015-04-29 | 陶氏环球技术有限责任公司 | 由烯烃化合物制备环氧化物的方法 |
| EP1884531A1 (en) * | 2006-07-30 | 2008-02-06 | Lonza Compounds GmbH & Co. KG | Sheet molding compounds (smc) comprising thermosetting resins based on renewable resources |
| JP2008037921A (ja) * | 2006-08-02 | 2008-02-21 | Meidensha Corp | 絶縁性高分子材料組成物 |
| 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 |
| 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 |
| CN102037046A (zh) * | 2008-05-22 | 2011-04-27 | 陶氏环球技术公司 | 衍生自种子油基链烷醇酰胺的环氧树脂及其制备方法 |
| 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 |
| KR20110043738A (ko) * | 2008-09-19 | 2011-04-27 | 에이비비 리써치 리미티드 | 에폭시 수지 조성물 |
| 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 |
| CN103649160B (zh) * | 2011-05-13 | 2016-01-13 | 陶氏环球技术有限责任公司 | 绝缘制剂 |
| 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 |
| JP2017526794A (ja) * | 2014-09-12 | 2017-09-14 | ドレクセル ユニバーシティ | グラフト化トリグリセリドを使用した酸無水物硬化熱硬化性エポキシポリマーの強化 |
| EP3321302B1 (en) * | 2015-07-10 | 2021-06-30 | Sumitomo Seika Chemicals Co., Ltd. | Epoxy resin composition, process for producing same, and uses of said composition |
| DE102016223662A1 (de) * | 2016-11-29 | 2018-05-30 | Siemens Aktiengesellschaft | Vergussmasse, Isolationswerkstoff und Verwendung dazu |
| CN110177820B (zh) | 2017-01-10 | 2022-03-01 | 住友精化株式会社 | 环氧树脂组合物 |
| CN110177819B (zh) | 2017-01-10 | 2022-11-08 | 住友精化株式会社 | 环氧树脂组合物 |
| EP3569653B1 (en) | 2017-01-10 | 2021-03-10 | Sumitomo Seika Chemicals Co. Ltd. | Epoxy resin composition |
| KR102459581B1 (ko) | 2017-01-10 | 2022-10-27 | 스미토모 세이카 가부시키가이샤 | 에폭시 수지 조성물 |
| US10913829B2 (en) | 2017-06-22 | 2021-02-09 | ACS Technical Products, Inc. | Epoxidized oil binder compositions and process for preparation of thermoset hardened products |
| CA3068268C (en) | 2017-06-22 | 2020-07-07 | ACS Technical Products, Inc. | Epoxidized oil and resin compositions |
| 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 WO PCT/EP1999/001117 patent/WO1999043729A1/en not_active Ceased
- 1999-02-20 EP EP99910249A patent/EP1058702A1/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| US6194490B1 (en) | 2001-02-27 |
| JP2002504602A (ja) | 2002-02-12 |
| EP1058702A1 (en) | 2000-12-13 |
| WO1999043729A1 (en) | 1999-09-02 |
| CA2319569A1 (en) | 1999-09-02 |
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