JP2009511717A5 - - Google Patents
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- JP2009511717A5 JP2009511717A5 JP2008535675A JP2008535675A JP2009511717A5 JP 2009511717 A5 JP2009511717 A5 JP 2009511717A5 JP 2008535675 A JP2008535675 A JP 2008535675A JP 2008535675 A JP2008535675 A JP 2008535675A JP 2009511717 A5 JP2009511717 A5 JP 2009511717A5
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- JP
- Japan
- Prior art keywords
- composition according
- bis
- epoxy
- dianhydride
- group
- Prior art date
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- 239000000203 mixture Substances 0.000 claims description 40
- 239000004593 Epoxy Substances 0.000 claims description 15
- 239000004642 Polyimide Substances 0.000 claims description 11
- 229920001721 polyimide Polymers 0.000 claims description 11
- 239000003960 organic solvent Substances 0.000 claims description 10
- 230000002209 hydrophobic effect Effects 0.000 claims description 2
- 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 description 13
- 239000000463 material Substances 0.000 description 13
- 239000004020 conductor Substances 0.000 description 10
- -1 methylene, fluorenylidene, ethylidene Chemical group 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 7
- 150000004985 diamines Chemical class 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- ODJUOZPKKHIEOZ-UHFFFAOYSA-N 4-[2-(4-hydroxy-3,5-dimethylphenyl)propan-2-yl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=C(C)C=2)=C1 ODJUOZPKKHIEOZ-UHFFFAOYSA-N 0.000 description 4
- UYAAVKFHBMJOJZ-UHFFFAOYSA-N diimidazo[1,3-b:1',3'-e]pyrazine-5,10-dione Chemical compound O=C1C2=CN=CN2C(=O)C2=CN=CN12 UYAAVKFHBMJOJZ-UHFFFAOYSA-N 0.000 description 4
- 239000003822 epoxy resin Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 229920000647 polyepoxide Polymers 0.000 description 4
- 229940116423 propylene glycol diacetate Drugs 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 3
- JRPBQTZRNDNNOP-UHFFFAOYSA-N barium titanate Chemical compound [Ba+2].[Ba+2].[O-][Ti]([O-])([O-])[O-] JRPBQTZRNDNNOP-UHFFFAOYSA-N 0.000 description 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 3
- 239000003990 capacitor Substances 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 239000003431 cross linking reagent Substances 0.000 description 3
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 3
- 239000012948 isocyanate Substances 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 description 2
- PCAXITAPTVOLGL-UHFFFAOYSA-N 2,3-diaminophenol Chemical compound NC1=CC=CC(O)=C1N PCAXITAPTVOLGL-UHFFFAOYSA-N 0.000 description 2
- FPZWZCWUIYYYBU-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl acetate Chemical compound CCOCCOCCOC(C)=O FPZWZCWUIYYYBU-UHFFFAOYSA-N 0.000 description 2
- NVKGJHAQGWCWDI-UHFFFAOYSA-N 4-[4-amino-2-(trifluoromethyl)phenyl]-3-(trifluoromethyl)aniline Chemical group FC(F)(F)C1=CC(N)=CC=C1C1=CC=C(N)C=C1C(F)(F)F NVKGJHAQGWCWDI-UHFFFAOYSA-N 0.000 description 2
- ZHBXLZQQVCDGPA-UHFFFAOYSA-N 5-[(1,3-dioxo-2-benzofuran-5-yl)sulfonyl]-2-benzofuran-1,3-dione Chemical group 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 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000002318 adhesion promoter Substances 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 229910002113 barium titanate Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000011231 conductive filler Substances 0.000 description 2
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 2
- 229910021485 fumed silica Inorganic materials 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 229910002804 graphite Inorganic materials 0.000 description 2
- 239000010439 graphite Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 150000003513 tertiary aromatic amines Chemical class 0.000 description 2
- WBODDOZXDKQEFS-UHFFFAOYSA-N 1,2,3,4-tetramethyl-5-phenylbenzene Chemical group CC1=C(C)C(C)=CC(C=2C=CC=CC=2)=C1C WBODDOZXDKQEFS-UHFFFAOYSA-N 0.000 description 1
- XDGSIIBFQCVQPU-UHFFFAOYSA-N 1-(1,1,2,2,2-pentafluoroethyl)cyclohexa-3,5-diene-1,3-diamine Chemical compound NC1=CC=CC(N)(C(F)(F)C(F)(F)F)C1 XDGSIIBFQCVQPU-UHFFFAOYSA-N 0.000 description 1
- BBHKJYQVKZWEDW-UHFFFAOYSA-N 1-(1,1,2,2,3,3,3-heptafluoropropyl)cyclohexa-3,5-diene-1,3-diamine Chemical compound NC1=CC=CC(N)(C(F)(F)C(F)(F)C(F)(F)F)C1 BBHKJYQVKZWEDW-UHFFFAOYSA-N 0.000 description 1
- ASOKPJOREAFHNY-UHFFFAOYSA-N 1-Hydroxybenzotriazole Chemical compound C1=CC=C2N(O)N=NC2=C1 ASOKPJOREAFHNY-UHFFFAOYSA-N 0.000 description 1
- JRGZKBONDTZYIU-UHFFFAOYSA-N 1-amino-5-(1,1,1,3,3,3-hexafluoropropan-2-yl)cyclohexa-2,4-dien-1-ol Chemical compound NC1(CC(=CC=C1)C(C(F)(F)F)C(F)(F)F)O JRGZKBONDTZYIU-UHFFFAOYSA-N 0.000 description 1
- INOGLHRUEYDAHX-UHFFFAOYSA-N 1-chlorobenzotriazole Chemical compound C1=CC=C2N(Cl)N=NC2=C1 INOGLHRUEYDAHX-UHFFFAOYSA-N 0.000 description 1
- QZAQJDMAOKERBY-UHFFFAOYSA-N 12,12-bis(trifluoromethyl)-2,7,17-trioxapentacyclo[11.7.0.03,11.05,9.015,19]icosa-1(13),3(11),4,9,14,19-hexaene-6,8,16,18-tetrone Chemical compound C1=C2OC3=CC=4C(=O)OC(=O)C=4C=C3C(C(F)(F)F)(C(F)(F)F)C2=CC2=C1C(=O)OC2=O QZAQJDMAOKERBY-UHFFFAOYSA-N 0.000 description 1
- OFEAOSSMQHGXMM-UHFFFAOYSA-N 12007-10-2 Chemical compound [W].[W]=[B] OFEAOSSMQHGXMM-UHFFFAOYSA-N 0.000 description 1
- AFBBKYQYNPNMAT-UHFFFAOYSA-N 1h-1,2,4-triazol-1-ium-3-thiolate Chemical compound SC=1N=CNN=1 AFBBKYQYNPNMAT-UHFFFAOYSA-N 0.000 description 1
- WCZNKVPCIFMXEQ-UHFFFAOYSA-N 2,3,5,6-tetramethylbenzene-1,4-diamine Chemical compound CC1=C(C)C(N)=C(C)C(C)=C1N WCZNKVPCIFMXEQ-UHFFFAOYSA-N 0.000 description 1
- CEQNIRIQYOUDCF-UHFFFAOYSA-N 2,5-bis(trifluoromethyl)benzene-1,4-diamine Chemical compound NC1=CC(C(F)(F)F)=C(N)C=C1C(F)(F)F CEQNIRIQYOUDCF-UHFFFAOYSA-N 0.000 description 1
- VXQBJTKSVGFQOL-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethyl acetate Chemical compound CCCCOCCOCCOC(C)=O VXQBJTKSVGFQOL-UHFFFAOYSA-N 0.000 description 1
- CZAZXHQSSWRBHT-UHFFFAOYSA-N 2-(2-hydroxyphenyl)-3,4,5,6-tetramethylphenol Chemical compound OC1=C(C)C(C)=C(C)C(C)=C1C1=CC=CC=C1O CZAZXHQSSWRBHT-UHFFFAOYSA-N 0.000 description 1
- RDNJCMOXCKTBNX-UHFFFAOYSA-N 2-(3,6-dihydroxy-2,4-dimethylphenyl)-3,5-dimethylbenzene-1,4-diol Chemical compound CC1=C(O)C(C)=CC(O)=C1C1=C(C)C(O)=C(C)C=C1O RDNJCMOXCKTBNX-UHFFFAOYSA-N 0.000 description 1
- 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 1
- HDGLPTVARHLGMV-UHFFFAOYSA-N 2-amino-4-(1,1,1,3,3,3-hexafluoropropan-2-yl)phenol Chemical compound NC1=CC(C(C(F)(F)F)C(F)(F)F)=CC=C1O HDGLPTVARHLGMV-UHFFFAOYSA-N 0.000 description 1
- KZLDGFZCFRXUIB-UHFFFAOYSA-N 2-amino-4-(3-amino-4-hydroxyphenyl)phenol Chemical group C1=C(O)C(N)=CC(C=2C=C(N)C(O)=CC=2)=C1 KZLDGFZCFRXUIB-UHFFFAOYSA-N 0.000 description 1
- ZGDMDBHLKNQPSD-UHFFFAOYSA-N 2-amino-5-(4-amino-3-hydroxyphenyl)phenol Chemical group C1=C(O)C(N)=CC=C1C1=CC=C(N)C(O)=C1 ZGDMDBHLKNQPSD-UHFFFAOYSA-N 0.000 description 1
- FRWYFWZENXDZMU-UHFFFAOYSA-N 2-iodoquinoline Chemical compound C1=CC=CC2=NC(I)=CC=C21 FRWYFWZENXDZMU-UHFFFAOYSA-N 0.000 description 1
- FLFWJIBUZQARMD-UHFFFAOYSA-N 2-mercapto-1,3-benzoxazole Chemical compound C1=CC=C2OC(S)=NC2=C1 FLFWJIBUZQARMD-UHFFFAOYSA-N 0.000 description 1
- XVLLZWIERLZPTK-UHFFFAOYSA-N 2-phenylethane-1,1,1-triol Chemical compound OC(O)(O)CC1=CC=CC=C1 XVLLZWIERLZPTK-UHFFFAOYSA-N 0.000 description 1
- CTPXUCHYEIDIDJ-UHFFFAOYSA-N 2h-benzotriazole;5-chloro-2h-benzotriazole Chemical compound C1=CC=CC2=NNN=C21.C1=C(Cl)C=CC2=NNN=C21 CTPXUCHYEIDIDJ-UHFFFAOYSA-N 0.000 description 1
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 1
- UAIUNKRWKOVEES-UHFFFAOYSA-N 3,3',5,5'-tetramethylbenzidine Chemical compound CC1=C(N)C(C)=CC(C=2C=C(C)C(N)=C(C)C=2)=C1 UAIUNKRWKOVEES-UHFFFAOYSA-N 0.000 description 1
- NUIURNJTPRWVAP-UHFFFAOYSA-N 3,3'-Dimethylbenzidine Chemical compound C1=C(N)C(C)=CC(C=2C=C(C)C(N)=CC=2)=C1 NUIURNJTPRWVAP-UHFFFAOYSA-N 0.000 description 1
- LJGHYPLBDBRCRZ-UHFFFAOYSA-N 3-(3-aminophenyl)sulfonylaniline Chemical compound NC1=CC=CC(S(=O)(=O)C=2C=C(N)C=CC=2)=C1 LJGHYPLBDBRCRZ-UHFFFAOYSA-N 0.000 description 1
- ZBMISJGHVWNWTE-UHFFFAOYSA-N 3-(4-aminophenoxy)aniline Chemical group C1=CC(N)=CC=C1OC1=CC=CC(N)=C1 ZBMISJGHVWNWTE-UHFFFAOYSA-N 0.000 description 1
- UVUCUHVQYAPMEU-UHFFFAOYSA-N 3-[2-(3-aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-yl]aniline Chemical compound NC1=CC=CC(C(C=2C=C(N)C=CC=2)(C(F)(F)F)C(F)(F)F)=C1 UVUCUHVQYAPMEU-UHFFFAOYSA-N 0.000 description 1
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 1
- XTEBLARUAVEBRF-UHFFFAOYSA-N 4-(1,1,1,3,3,3-hexafluoropropan-2-yl)aniline Chemical compound NC1=CC=C(C(C(F)(F)F)C(F)(F)F)C=C1 XTEBLARUAVEBRF-UHFFFAOYSA-N 0.000 description 1
- XBLIRJRBTCJZJU-UHFFFAOYSA-N 4-(2-phenylethyl)phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1CCC1=CC=CC=C1 XBLIRJRBTCJZJU-UHFFFAOYSA-N 0.000 description 1
- XUBKCXMWPKLPPK-UHFFFAOYSA-N 4-(4-amino-2,6-dimethylphenyl)-3,5-dimethylaniline Chemical compound CC1=CC(N)=CC(C)=C1C1=C(C)C=C(N)C=C1C XUBKCXMWPKLPPK-UHFFFAOYSA-N 0.000 description 1
- QYIMZXITLDTULQ-UHFFFAOYSA-N 4-(4-amino-2-methylphenyl)-3-methylaniline Chemical compound CC1=CC(N)=CC=C1C1=CC=C(N)C=C1C QYIMZXITLDTULQ-UHFFFAOYSA-N 0.000 description 1
- KSQRNGZKXPREJQ-UHFFFAOYSA-N 4-(4-aminophenoxy)-2-(trifluoromethyl)aniline Chemical compound C1=CC(N)=CC=C1OC1=CC=C(N)C(C(F)(F)F)=C1 KSQRNGZKXPREJQ-UHFFFAOYSA-N 0.000 description 1
- VYPWBORBBVUEKE-UHFFFAOYSA-N 4-[1,1,1,3,3,3-hexafluoro-2-[4-(oxiran-2-ylmethoxy)phenyl]propan-2-yl]phenol Chemical compound C(C1CO1)OC1=CC=C(C=C1)C(C(F)(F)F)(C(F)(F)F)C1=CC=C(C=C1)O VYPWBORBBVUEKE-UHFFFAOYSA-N 0.000 description 1
- BRPSWMCDEYMRPE-UHFFFAOYSA-N 4-[1,1-bis(4-hydroxyphenyl)ethyl]phenol Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(C)C1=CC=C(O)C=C1 BRPSWMCDEYMRPE-UHFFFAOYSA-N 0.000 description 1
- PTWQVOITXCIGEB-UHFFFAOYSA-N 4-[1-(3,4-dicarboxyphenyl)-2,2,2-trifluoro-1-phenylethyl]phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1C(C(F)(F)F)(C=1C=C(C(C(O)=O)=CC=1)C(O)=O)C1=CC=CC=C1 PTWQVOITXCIGEB-UHFFFAOYSA-N 0.000 description 1
- GVAVRUDVIQJLPS-UHFFFAOYSA-N 4-[4-amino-2-(1,1,2,2,2-pentafluoroethoxy)phenyl]-3-(1,1,2,2,2-pentafluoroethoxy)aniline Chemical compound FC(F)(F)C(F)(F)OC1=CC(N)=CC=C1C1=CC=C(N)C=C1OC(F)(F)C(F)(F)F GVAVRUDVIQJLPS-UHFFFAOYSA-N 0.000 description 1
- PJWQLRKRVISYPL-UHFFFAOYSA-N 4-[4-amino-3-(trifluoromethyl)phenyl]-2-(trifluoromethyl)aniline Chemical compound C1=C(C(F)(F)F)C(N)=CC=C1C1=CC=C(N)C(C(F)(F)F)=C1 PJWQLRKRVISYPL-UHFFFAOYSA-N 0.000 description 1
- LSDBPZIKDDKHIK-UHFFFAOYSA-N 4-butylphthalic acid Chemical compound CCCCC1=CC=C(C(O)=O)C(C(O)=O)=C1 LSDBPZIKDDKHIK-UHFFFAOYSA-N 0.000 description 1
- AQVOMFPTJXMAQE-UHFFFAOYSA-N 4-propylphthalic acid Chemical compound CCCC1=CC=C(C(O)=O)C(C(O)=O)=C1 AQVOMFPTJXMAQE-UHFFFAOYSA-N 0.000 description 1
- KZSXRDLXTFEHJM-UHFFFAOYSA-N 5-(trifluoromethyl)benzene-1,3-diamine Chemical compound NC1=CC(N)=CC(C(F)(F)F)=C1 KZSXRDLXTFEHJM-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- QHHKLPCQTTWFSS-UHFFFAOYSA-N 5-[2-(1,3-dioxo-2-benzofuran-5-yl)-1,1,1,3,3,3-hexafluoropropan-2-yl]-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC(C(C=2C=C3C(=O)OC(=O)C3=CC=2)(C(F)(F)F)C(F)(F)F)=C1 QHHKLPCQTTWFSS-UHFFFAOYSA-N 0.000 description 1
- HJSYPLCSZPEDCQ-UHFFFAOYSA-N 5-[2-(3-amino-4-methylphenyl)-1,1,1,3,3,3-hexafluoropropan-2-yl]-2-methylaniline Chemical compound C1=C(N)C(C)=CC=C1C(C(F)(F)F)(C(F)(F)F)C1=CC=C(C)C(N)=C1 HJSYPLCSZPEDCQ-UHFFFAOYSA-N 0.000 description 1
- UUBAUCGAAFFHSK-UHFFFAOYSA-N 5-[3,3,4,4,5,5,5-heptafluoro-2,2-bis(trifluoromethyl)pentyl]benzene-1,3-diamine Chemical compound NC1=CC(N)=CC(CC(C(F)(F)F)(C(F)(F)F)C(F)(F)C(F)(F)C(F)(F)F)=C1 UUBAUCGAAFFHSK-UHFFFAOYSA-N 0.000 description 1
- JAILOQHMXXBWQT-UHFFFAOYSA-N 5-aminothiophene-2-thiol Chemical compound NC1=CC=C(S)S1 JAILOQHMXXBWQT-UHFFFAOYSA-N 0.000 description 1
- ULKLGIFJWFIQFF-UHFFFAOYSA-N 5K8XI641G3 Chemical compound CCC1=NC=C(C)N1 ULKLGIFJWFIQFF-UHFFFAOYSA-N 0.000 description 1
- VOGMUVOPUDSMOV-UHFFFAOYSA-N 9,9-dimethylxanthene-2,3,6,7-tetracarboxylic acid Chemical compound OC(=O)C1=C(C(O)=O)C=C2C(C)(C)C3=CC(C(O)=O)=C(C(O)=O)C=C3OC2=C1 VOGMUVOPUDSMOV-UHFFFAOYSA-N 0.000 description 1
- DWHDGIGDMXTWCN-UHFFFAOYSA-N 9,9-diphenylxanthene-3,6-diamine Chemical compound C=1C(N)=CC=C2C=1OC1=CC(N)=CC=C1C2(C=1C=CC=CC=1)C1=CC=CC=C1 DWHDGIGDMXTWCN-UHFFFAOYSA-N 0.000 description 1
- RIENCUFLZCDRDX-UHFFFAOYSA-N 9-methyl-9-phenylxanthene-2,3,6,7-tetracarboxylic acid Chemical compound C12=CC(C(O)=O)=C(C(O)=O)C=C2OC2=CC(C(O)=O)=C(C(O)=O)C=C2C1(C)C1=CC=CC=C1 RIENCUFLZCDRDX-UHFFFAOYSA-N 0.000 description 1
- VYFUAJUYFVNYHH-UHFFFAOYSA-N 9-phenyl-9-(trifluoromethyl)xanthene-2,3,6,7-tetracarboxylic acid Chemical compound C1=2C=C(C(O)=O)C(C(=O)O)=CC=2OC2=CC(C(O)=O)=C(C(O)=O)C=C2C1(C(F)(F)F)C1=CC=CC=C1 VYFUAJUYFVNYHH-UHFFFAOYSA-N 0.000 description 1
- SUHCURMYDMVREV-UHFFFAOYSA-N 9-phenyl-9-(trifluoromethyl)xanthene-3,6-diamine Chemical compound C=1C(N)=CC=C2C=1OC1=CC(N)=CC=C1C2(C(F)(F)F)C1=CC=CC=C1 SUHCURMYDMVREV-UHFFFAOYSA-N 0.000 description 1
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| US11/248,803 US7745516B2 (en) | 2005-10-12 | 2005-10-12 | Composition of polyimide and sterically-hindered hydrophobic epoxy |
| PCT/US2006/039912 WO2007047384A1 (en) | 2005-10-12 | 2006-10-12 | Compositions comprising polyimide and hydrophobic epoxy, and methods relating thereto |
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| JP2009511717A JP2009511717A (ja) | 2009-03-19 |
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| CN (1) | CN101283048A (https=) |
| WO (1) | WO2007047384A1 (https=) |
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| US4557860A (en) | 1984-07-06 | 1985-12-10 | Stauffer Chemical Company | Solventless, polyimide-modified epoxy composition |
| JPH0684473B2 (ja) * | 1985-12-26 | 1994-10-26 | ニッポン高度紙工業 株式会社 | 耐湿耐熱性樹脂組成物 |
| US4985377A (en) | 1987-12-14 | 1991-01-15 | Matsushita Electric Industrial Co., Ltd. | Glaze resistor |
| FR2645539B1 (fr) | 1989-04-10 | 1991-06-14 | Rhone Poulenc Chimie | Polymeres a groupements imides faits a partir de diamines encombrees |
| JPH0461703A (ja) * | 1990-06-27 | 1992-02-27 | Haisoole Kk | 印刷用導電性ペースト |
| US5750958A (en) | 1993-09-20 | 1998-05-12 | Kyocera Corporation | Ceramic glow plug |
| JP3137309B2 (ja) * | 1994-02-08 | 2001-02-19 | 住友ベークライト株式会社 | 耐熱性樹脂組成物 |
| JPH07247339A (ja) * | 1994-03-10 | 1995-09-26 | Hitachi Chem Co Ltd | 光半導体素子封止用エポキシ樹脂組成物、及び該エポキシ樹脂組成物を用いた光半導体装置 |
| US6143423A (en) * | 1997-04-07 | 2000-11-07 | Shin-Etsu Chemical Co., Ltd. | Flame retardant epoxy resin compositions |
| JP3635883B2 (ja) | 1997-08-08 | 2005-04-06 | Ｊｓｒ株式会社 | 水性分散体およびその製造方法 |
| US5980785A (en) | 1997-10-02 | 1999-11-09 | Ormet Corporation | Metal-containing compositions and uses thereof, including preparation of resistor and thermistor elements |
| JP3426531B2 (ja) * | 1998-10-30 | 2003-07-14 | 日立化成デュポンマイクロシステムズ株式会社 | 感光性重合体組成物、レリーフパターンの製造法及び電子部品 |
| TW498091B (en) * | 1998-11-09 | 2002-08-11 | Kanegafuchi Chemical Ind | Polyimide composition and its manufacture process |
| CN1121447C (zh) | 1998-12-09 | 2003-09-17 | 范蒂科股份公司 | 疏水性环氧树脂组合物,其交联产物及其用途 |
| US6342333B1 (en) * | 1999-09-23 | 2002-01-29 | Hitachi Chemical Dupont Microsystems, L.L.C. | Photosensitive resin composition, patterning method, and electronic components |
| KR100780505B1 (ko) * | 1999-12-28 | 2007-11-29 | 가부시키가이샤 가네카 | 에폭시변성폴리이미드 및, 이것을 사용한 감광성조성물,커버레이필름, 솔더레지스트, 프린트배선판 |
| DE10126363B4 (de) | 2000-06-02 | 2011-08-11 | Basf Se, 67063 | Verfahren und Vorrichtung zur Herstellung von Aldehyden und/oder Alkoholen mit 6 bis 30 C-Atomen |
| KR100377861B1 (ko) * | 2000-07-07 | 2003-03-29 | 한학수 | 전자소자 또는 칩용 절연성 박막 또는 박막형 패키지를 위한 조성물 |
| WO2002082473A2 (en) | 2001-04-09 | 2002-10-17 | Morgan Chemical Products, Inc. | Thick film paste systems for circuits on diamonds substrates |
| JP2003155325A (ja) * | 2001-11-21 | 2003-05-27 | Toto Kagaku Kogyo Kk | 耐熱性樹脂組成物 |
| US20060199920A1 (en) * | 2003-04-15 | 2006-09-07 | Koji Okada | Photosensitive resin composition capable of being developed with aqueous developer and photosensitive dry film resist, and use thereof |
| JP4395350B2 (ja) * | 2003-10-09 | 2010-01-06 | 信越化学工業株式会社 | 硬化性樹脂組成物および導電性接着剤 |
| US7348373B2 (en) | 2004-01-09 | 2008-03-25 | E.I. Du Pont De Nemours And Company | Polyimide compositions having resistance to water sorption, and methods relating thereto |
-
2005
- 2005-10-12 US US11/248,803 patent/US7745516B2/en not_active Expired - Fee Related
-
2006
- 2006-05-01 US US11/414,351 patent/US20070083016A1/en not_active Abandoned
- 2006-10-12 KR KR1020087011252A patent/KR20080066033A/ko not_active Withdrawn
- 2006-10-12 CN CNA2006800377548A patent/CN101283048A/zh active Pending
- 2006-10-12 WO PCT/US2006/039912 patent/WO2007047384A1/en not_active Ceased
- 2006-10-12 JP JP2008535675A patent/JP2009511717A/ja not_active Withdrawn
- 2006-10-12 EP EP20060816800 patent/EP1943311A1/en not_active Withdrawn
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