JP2012251080A5 - - Google Patents
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- Publication number
- JP2012251080A5 JP2012251080A5 JP2011125171A JP2011125171A JP2012251080A5 JP 2012251080 A5 JP2012251080 A5 JP 2012251080A5 JP 2011125171 A JP2011125171 A JP 2011125171A JP 2011125171 A JP2011125171 A JP 2011125171A JP 2012251080 A5 JP2012251080 A5 JP 2012251080A5
- Authority
- JP
- Japan
- Prior art keywords
- bis
- dianhydride
- polyimide
- group
- aminophenoxy
- 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.)
- Granted
Links
- -1 alicyclic acid anhydride Chemical class 0.000 claims description 17
- 229920001721 polyimide Polymers 0.000 claims description 15
- 239000004642 Polyimide Substances 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 125000002723 alicyclic group Chemical group 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 150000004984 aromatic diamines Chemical class 0.000 claims description 5
- 150000004985 diamines Chemical class 0.000 claims description 5
- 150000008065 acid anhydrides Chemical class 0.000 claims description 4
- 239000002966 varnish Substances 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- 239000011593 sulfur Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 229920005575 poly(amic acid) Polymers 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 3
- 125000003118 aryl group Chemical group 0.000 claims 2
- 239000000853 adhesive Substances 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 238000004132 cross linking Methods 0.000 claims 1
- 230000009477 glass transition Effects 0.000 claims 1
- 150000008282 halocarbons Chemical group 0.000 claims 1
- 238000000465 moulding Methods 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 239000002243 precursor Substances 0.000 claims 1
- 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 51
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 22
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 21
- 239000002253 acid Substances 0.000 description 9
- 239000004805 Cyclohexane-1,2-dicarboxylic acid Substances 0.000 description 8
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 8
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 4
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 3
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 description 2
- LJGHYPLBDBRCRZ-UHFFFAOYSA-N 3-(3-aminophenyl)sulfonylaniline Chemical group NC1=CC=CC(S(=O)(=O)C=2C=C(N)C=CC=2)=C1 LJGHYPLBDBRCRZ-UHFFFAOYSA-N 0.000 description 2
- ICNFHJVPAJKPHW-UHFFFAOYSA-N 4,4'-Thiodianiline Chemical compound C1=CC(N)=CC=C1SC1=CC=C(N)C=C1 ICNFHJVPAJKPHW-UHFFFAOYSA-N 0.000 description 2
- MQAHXEQUBNDFGI-UHFFFAOYSA-N 5-[4-[2-[4-[(1,3-dioxo-2-benzofuran-5-yl)oxy]phenyl]propan-2-yl]phenoxy]-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC(OC2=CC=C(C=C2)C(C)(C=2C=CC(OC=3C=C4C(=O)OC(=O)C4=CC=3)=CC=2)C)=C1 MQAHXEQUBNDFGI-UHFFFAOYSA-N 0.000 description 2
- NTLBZIURMIOQMG-UHFFFAOYSA-N C1=C(C(=CC=2OC3=CC(=C(C=C3CC12)C(=O)O)C(=O)O)C(=O)O)C(=O)O Chemical compound C1=C(C(=CC=2OC3=CC(=C(C=C3CC12)C(=O)O)C(=O)O)C(=O)O)C(=O)O NTLBZIURMIOQMG-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 2
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 2
- YDSWCNNOKPMOTP-UHFFFAOYSA-N mellitic acid Chemical compound OC(=O)C1=C(C(O)=O)C(C(O)=O)=C(C(O)=O)C(C(O)=O)=C1C(O)=O YDSWCNNOKPMOTP-UHFFFAOYSA-N 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- YKNMIGJJXKBHJE-UHFFFAOYSA-N (3-aminophenyl)-(4-aminophenyl)methanone Chemical compound C1=CC(N)=CC=C1C(=O)C1=CC=CC(N)=C1 YKNMIGJJXKBHJE-UHFFFAOYSA-N 0.000 description 1
- OLQWMCSSZKNOLQ-ZXZARUISSA-N (3s)-3-[(3r)-2,5-dioxooxolan-3-yl]oxolane-2,5-dione Chemical compound O=C1OC(=O)C[C@H]1[C@@H]1C(=O)OC(=O)C1 OLQWMCSSZKNOLQ-ZXZARUISSA-N 0.000 description 1
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- MNUHUVIZSPCLFF-UHFFFAOYSA-N 1-methylhept-6-ene-1,2,4,5-tetracarboxylic acid Chemical compound OC(=O)C(C)C(C(O)=O)CC(C(O)=O)C(C=C)C(O)=O MNUHUVIZSPCLFF-UHFFFAOYSA-N 0.000 description 1
- AWXPOFLDGZARPN-UHFFFAOYSA-N 2-[2-[2-[2-(2-aminophenoxy)phenoxy]phenoxy]phenoxy]aniline Chemical compound NC1=CC=CC=C1OC1=CC=CC=C1OC1=CC=CC=C1OC1=CC=CC=C1OC1=CC=CC=C1N AWXPOFLDGZARPN-UHFFFAOYSA-N 0.000 description 1
- DPKUNLWBBFHYDO-UHFFFAOYSA-N 2-[2-[3-[2-(2-aminophenoxy)phenoxy]phenoxy]phenoxy]aniline Chemical compound NC1=CC=CC=C1OC1=CC=CC=C1OC1=CC=CC(OC=2C(=CC=CC=2)OC=2C(=CC=CC=2)N)=C1 DPKUNLWBBFHYDO-UHFFFAOYSA-N 0.000 description 1
- ZSKKUMVHJJUXFR-UHFFFAOYSA-N 2-[3-[2-[3-(2-amino-3-propylphenoxy)phenoxy]phenoxy]phenoxy]-6-propylaniline Chemical compound CCCC1=CC=CC(OC=2C=C(OC=3C(=CC=CC=3)OC=3C=C(OC=4C(=C(CCC)C=CC=4)N)C=CC=3)C=CC=2)=C1N ZSKKUMVHJJUXFR-UHFFFAOYSA-N 0.000 description 1
- LLHLUXSWEPNHQT-UHFFFAOYSA-N 2-[3-[2-[3-(2-aminophenoxy)phenoxy]phenoxy]phenoxy]aniline Chemical compound NC1=CC=CC=C1OC1=CC=CC(OC=2C(=CC=CC=2)OC=2C=C(OC=3C(=CC=CC=3)N)C=CC=2)=C1 LLHLUXSWEPNHQT-UHFFFAOYSA-N 0.000 description 1
- RQLOCJDEICYIDJ-UHFFFAOYSA-N 2-[3-[3-[3-(2-aminophenoxy)phenoxy]-5-butan-2-ylphenoxy]phenoxy]aniline Chemical compound C=1C(OC=2C=C(OC=3C(=CC=CC=3)N)C=CC=2)=CC(C(C)CC)=CC=1OC(C=1)=CC=CC=1OC1=CC=CC=C1N RQLOCJDEICYIDJ-UHFFFAOYSA-N 0.000 description 1
- RFDJEHMKNKYQDD-UHFFFAOYSA-N 2-[3-[3-[3-(2-aminophenoxy)phenoxy]phenoxy]phenoxy]aniline Chemical compound NC1=CC=CC=C1OC1=CC=CC(OC=2C=C(OC=3C=C(OC=4C(=CC=CC=4)N)C=CC=3)C=CC=2)=C1 RFDJEHMKNKYQDD-UHFFFAOYSA-N 0.000 description 1
- PHMICAZPRIOSKN-UHFFFAOYSA-N 2-[3-[4-[3-(2-aminophenoxy)phenoxy]phenoxy]phenoxy]aniline Chemical compound NC1=CC=CC=C1OC1=CC=CC(OC=2C=CC(OC=3C=C(OC=4C(=CC=CC=4)N)C=CC=3)=CC=2)=C1 PHMICAZPRIOSKN-UHFFFAOYSA-N 0.000 description 1
- ZFVVYDARMPANRE-UHFFFAOYSA-N 2-[4-[2-[4-(2-aminophenoxy)phenoxy]phenoxy]phenoxy]aniline Chemical compound NC1=CC=CC=C1OC(C=C1)=CC=C1OC1=CC=CC=C1OC(C=C1)=CC=C1OC1=CC=CC=C1N ZFVVYDARMPANRE-UHFFFAOYSA-N 0.000 description 1
- MSELOKBZDHROGO-UHFFFAOYSA-N 2-[4-[3-[4-(2-amino-6-methylphenoxy)phenoxy]phenoxy]phenoxy]-3-methylaniline Chemical compound CC1=CC=CC(N)=C1OC(C=C1)=CC=C1OC1=CC=CC(OC=2C=CC(OC=3C(=CC=CC=3C)N)=CC=2)=C1 MSELOKBZDHROGO-UHFFFAOYSA-N 0.000 description 1
- DRFYLELUESOFHU-UHFFFAOYSA-N 2-[4-[3-[4-(2-aminophenoxy)phenoxy]phenoxy]phenoxy]aniline Chemical compound NC1=CC=CC=C1OC(C=C1)=CC=C1OC1=CC=CC(OC=2C=CC(OC=3C(=CC=CC=3)N)=CC=2)=C1 DRFYLELUESOFHU-UHFFFAOYSA-N 0.000 description 1
- NVEOWWNUWVUQKN-UHFFFAOYSA-N 2-[4-[4-(2-aminophenoxy)phenyl]sulfinylphenoxy]aniline Chemical compound NC1=CC=CC=C1OC1=CC=C(S(=O)C=2C=CC(OC=3C(=CC=CC=3)N)=CC=2)C=C1 NVEOWWNUWVUQKN-UHFFFAOYSA-N 0.000 description 1
- GQQJHQUCWZTXEI-UHFFFAOYSA-N 2-[4-[4-[4-(2-aminophenoxy)phenoxy]phenoxy]phenoxy]aniline Chemical compound NC1=CC=CC=C1OC(C=C1)=CC=C1OC(C=C1)=CC=C1OC(C=C1)=CC=C1OC1=CC=CC=C1N GQQJHQUCWZTXEI-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- SMDGQEQWSSYZKX-UHFFFAOYSA-N 3-(2,3-dicarboxyphenoxy)phthalic acid Chemical compound OC(=O)C1=CC=CC(OC=2C(=C(C(O)=O)C=CC=2)C(O)=O)=C1C(O)=O SMDGQEQWSSYZKX-UHFFFAOYSA-N 0.000 description 1
- GWHLJVMSZRKEAQ-UHFFFAOYSA-N 3-(2,3-dicarboxyphenyl)phthalic acid Chemical compound OC(=O)C1=CC=CC(C=2C(=C(C(O)=O)C=CC=2)C(O)=O)=C1C(O)=O GWHLJVMSZRKEAQ-UHFFFAOYSA-N 0.000 description 1
- LXJLFVRAWOOQDR-UHFFFAOYSA-N 3-(3-aminophenoxy)aniline Chemical compound NC1=CC=CC(OC=2C=C(N)C=CC=2)=C1 LXJLFVRAWOOQDR-UHFFFAOYSA-N 0.000 description 1
- JFEXPVDGVLNUSC-UHFFFAOYSA-N 3-(3-aminophenyl)sulfanylaniline Chemical compound NC1=CC=CC(SC=2C=C(N)C=CC=2)=C1 JFEXPVDGVLNUSC-UHFFFAOYSA-N 0.000 description 1
- QHWXZLXQXAZQTO-UHFFFAOYSA-N 3-(3-aminophenyl)sulfinylaniline Chemical compound NC1=CC=CC(S(=O)C=2C=C(N)C=CC=2)=C1 QHWXZLXQXAZQTO-UHFFFAOYSA-N 0.000 description 1
- ZBMISJGHVWNWTE-UHFFFAOYSA-N 3-(4-aminophenoxy)aniline Chemical compound C1=CC(N)=CC=C1OC1=CC=CC(N)=C1 ZBMISJGHVWNWTE-UHFFFAOYSA-N 0.000 description 1
- HDGMNVDCJJQDKD-UHFFFAOYSA-N 3-(4-aminophenyl)sulfinylaniline Chemical compound C1=CC(N)=CC=C1S(=O)C1=CC=CC(N)=C1 HDGMNVDCJJQDKD-UHFFFAOYSA-N 0.000 description 1
- ZMPZWXKBGSQATE-UHFFFAOYSA-N 3-(4-aminophenyl)sulfonylaniline Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=CC(N)=C1 ZMPZWXKBGSQATE-UHFFFAOYSA-N 0.000 description 1
- ZDBWYUOUYNQZBM-UHFFFAOYSA-N 3-(aminomethyl)aniline Chemical compound NCC1=CC=CC(N)=C1 ZDBWYUOUYNQZBM-UHFFFAOYSA-N 0.000 description 1
- CKOFBUUFHALZGK-UHFFFAOYSA-N 3-[(3-aminophenyl)methyl]aniline Chemical compound NC1=CC=CC(CC=2C=C(N)C=CC=2)=C1 CKOFBUUFHALZGK-UHFFFAOYSA-N 0.000 description 1
- FGWQCROGAHMWSU-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]aniline Chemical compound C1=CC(N)=CC=C1CC1=CC=CC(N)=C1 FGWQCROGAHMWSU-UHFFFAOYSA-N 0.000 description 1
- OKUDCAZKFLIUAG-UHFFFAOYSA-N 3-[2-[2-[2-(3-aminophenoxy)phenoxy]phenoxy]phenoxy]aniline Chemical compound NC1=CC=CC(OC=2C(=CC=CC=2)OC=2C(=CC=CC=2)OC=2C(=CC=CC=2)OC=2C=C(N)C=CC=2)=C1 OKUDCAZKFLIUAG-UHFFFAOYSA-N 0.000 description 1
- CBHLYWRJXWSALB-UHFFFAOYSA-N 3-[2-[3-[2-(3-aminophenoxy)-4-methylphenoxy]phenoxy]-5-methylphenoxy]aniline Chemical compound C=1C=CC(N)=CC=1OC1=CC(C)=CC=C1OC(C=1)=CC=CC=1OC1=CC=C(C)C=C1OC1=CC=CC(N)=C1 CBHLYWRJXWSALB-UHFFFAOYSA-N 0.000 description 1
- BFDRCGKYIOFJAS-UHFFFAOYSA-N 3-[2-[3-[2-(3-aminophenoxy)phenoxy]phenoxy]phenoxy]aniline Chemical compound NC1=CC=CC(OC=2C(=CC=CC=2)OC=2C=C(OC=3C(=CC=CC=3)OC=3C=C(N)C=CC=3)C=CC=2)=C1 BFDRCGKYIOFJAS-UHFFFAOYSA-N 0.000 description 1
- XOJSSTAPKXGHPD-UHFFFAOYSA-N 3-[2-[4-[2-(3-aminophenoxy)phenoxy]phenoxy]phenoxy]aniline Chemical compound NC1=CC=CC(OC=2C(=CC=CC=2)OC=2C=CC(OC=3C(=CC=CC=3)OC=3C=C(N)C=CC=3)=CC=2)=C1 XOJSSTAPKXGHPD-UHFFFAOYSA-N 0.000 description 1
- MDWKZQBHNFKUSS-UHFFFAOYSA-N 3-[3-(2-methylphenoxy)phenoxy]aniline Chemical compound NC=1C=C(OC=2C=C(OC3=C(C=CC=C3)C)C=CC2)C=CC1 MDWKZQBHNFKUSS-UHFFFAOYSA-N 0.000 description 1
- LHPFWCWGTRNXMY-UHFFFAOYSA-N 3-[3-[2-[3-(3-aminophenoxy)phenoxy]-4-methylphenoxy]phenoxy]aniline Chemical compound C=1C=CC(OC=2C=C(N)C=CC=2)=CC=1OC1=CC(C)=CC=C1OC(C=1)=CC=CC=1OC1=CC=CC(N)=C1 LHPFWCWGTRNXMY-UHFFFAOYSA-N 0.000 description 1
- BMPGRWIWWZYARC-UHFFFAOYSA-N 3-[3-[2-[3-(3-aminophenoxy)phenoxy]phenoxy]phenoxy]aniline Chemical compound NC1=CC=CC(OC=2C=C(OC=3C(=CC=CC=3)OC=3C=C(OC=4C=C(N)C=CC=4)C=CC=3)C=CC=2)=C1 BMPGRWIWWZYARC-UHFFFAOYSA-N 0.000 description 1
- GOJPGBGHAVIMIE-UHFFFAOYSA-N 3-[3-[4-[3-(3-aminophenoxy)phenoxy]phenoxy]phenoxy]aniline Chemical compound NC1=CC=CC(OC=2C=C(OC=3C=CC(OC=4C=C(OC=5C=C(N)C=CC=5)C=CC=4)=CC=3)C=CC=2)=C1 GOJPGBGHAVIMIE-UHFFFAOYSA-N 0.000 description 1
- LBPVOEHZEWAJKQ-UHFFFAOYSA-N 3-[4-(3-aminophenoxy)phenoxy]aniline Chemical compound NC1=CC=CC(OC=2C=CC(OC=3C=C(N)C=CC=3)=CC=2)=C1 LBPVOEHZEWAJKQ-UHFFFAOYSA-N 0.000 description 1
- UQHPRIRSWZEGEK-UHFFFAOYSA-N 3-[4-[1-[4-(3-aminophenoxy)phenyl]ethyl]phenoxy]aniline Chemical compound C=1C=C(OC=2C=C(N)C=CC=2)C=CC=1C(C)C(C=C1)=CC=C1OC1=CC=CC(N)=C1 UQHPRIRSWZEGEK-UHFFFAOYSA-N 0.000 description 1
- FKRWBHYUXXHEEF-UHFFFAOYSA-N 3-[4-[2-[4-(3-aminophenoxy)phenoxy]phenoxy]phenoxy]aniline Chemical compound NC1=CC=CC(OC=2C=CC(OC=3C(=CC=CC=3)OC=3C=CC(OC=4C=C(N)C=CC=4)=CC=3)=CC=2)=C1 FKRWBHYUXXHEEF-UHFFFAOYSA-N 0.000 description 1
- KOUQMRHSPOKPBD-UHFFFAOYSA-N 3-[4-[2-[4-(3-aminophenoxy)phenyl]butan-2-yl]phenoxy]aniline Chemical compound C=1C=C(OC=2C=C(N)C=CC=2)C=CC=1C(C)(CC)C(C=C1)=CC=C1OC1=CC=CC(N)=C1 KOUQMRHSPOKPBD-UHFFFAOYSA-N 0.000 description 1
- BDROEGDWWLIVJF-UHFFFAOYSA-N 3-[4-[2-[4-(3-aminophenoxy)phenyl]ethyl]phenoxy]aniline Chemical compound NC1=CC=CC(OC=2C=CC(CCC=3C=CC(OC=4C=C(N)C=CC=4)=CC=3)=CC=2)=C1 BDROEGDWWLIVJF-UHFFFAOYSA-N 0.000 description 1
- NYRFBMFAUFUULG-UHFFFAOYSA-N 3-[4-[2-[4-(3-aminophenoxy)phenyl]propan-2-yl]phenoxy]aniline Chemical compound C=1C=C(OC=2C=C(N)C=CC=2)C=CC=1C(C)(C)C(C=C1)=CC=C1OC1=CC=CC(N)=C1 NYRFBMFAUFUULG-UHFFFAOYSA-N 0.000 description 1
- AMFRAQQDHUSYSZ-UHFFFAOYSA-N 3-[4-[3-[4-(3-aminophenoxy)phenoxy]-2,5-dimethylphenoxy]phenoxy]aniline Chemical compound CC=1C(OC=2C=CC(OC=3C=C(N)C=CC=3)=CC=2)=CC(C)=CC=1OC(C=C1)=CC=C1OC1=CC=CC(N)=C1 AMFRAQQDHUSYSZ-UHFFFAOYSA-N 0.000 description 1
- VUCUWNCTOJOFDO-UHFFFAOYSA-N 3-[4-[3-[4-(3-aminophenoxy)phenoxy]-2-ethylphenoxy]phenoxy]aniline Chemical compound C1=CC=C(OC=2C=CC(OC=3C=C(N)C=CC=3)=CC=2)C(CC)=C1OC(C=C1)=CC=C1OC1=CC=CC(N)=C1 VUCUWNCTOJOFDO-UHFFFAOYSA-N 0.000 description 1
- JERFEOKUSPGKGV-UHFFFAOYSA-N 3-[4-[4-(3-aminophenoxy)phenyl]sulfanylphenoxy]aniline Chemical compound NC1=CC=CC(OC=2C=CC(SC=3C=CC(OC=4C=C(N)C=CC=4)=CC=3)=CC=2)=C1 JERFEOKUSPGKGV-UHFFFAOYSA-N 0.000 description 1
- VTHWGYHNEDIPTO-UHFFFAOYSA-N 3-[4-[4-(3-aminophenoxy)phenyl]sulfinylphenoxy]aniline Chemical compound NC1=CC=CC(OC=2C=CC(=CC=2)S(=O)C=2C=CC(OC=3C=C(N)C=CC=3)=CC=2)=C1 VTHWGYHNEDIPTO-UHFFFAOYSA-N 0.000 description 1
- WCXGOVYROJJXHA-UHFFFAOYSA-N 3-[4-[4-(3-aminophenoxy)phenyl]sulfonylphenoxy]aniline Chemical compound NC1=CC=CC(OC=2C=CC(=CC=2)S(=O)(=O)C=2C=CC(OC=3C=C(N)C=CC=3)=CC=2)=C1 WCXGOVYROJJXHA-UHFFFAOYSA-N 0.000 description 1
- YSMXOEWEUZTWAK-UHFFFAOYSA-N 3-[4-[[4-(3-aminophenoxy)phenyl]methyl]phenoxy]aniline Chemical compound NC1=CC=CC(OC=2C=CC(CC=3C=CC(OC=4C=C(N)C=CC=4)=CC=3)=CC=2)=C1 YSMXOEWEUZTWAK-UHFFFAOYSA-N 0.000 description 1
- XMMFKXRGHKXAGG-UHFFFAOYSA-N 3-fluoro-1h-pyrrole Chemical compound FC=1C=CNC=1 XMMFKXRGHKXAGG-UHFFFAOYSA-N 0.000 description 1
- FYYYKXFEKMGYLZ-UHFFFAOYSA-N 4-(1,3-dioxo-2-benzofuran-5-yl)-2-benzofuran-1,3-dione Chemical compound C=1C=C2C(=O)OC(=O)C2=CC=1C1=CC=CC2=C1C(=O)OC2=O FYYYKXFEKMGYLZ-UHFFFAOYSA-N 0.000 description 1
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| KR102181466B1 (ko) * | 2015-03-31 | 2020-11-23 | 아사히 가세이 가부시키가이샤 | 폴리이미드 필름, 폴리이미드 바니시, 폴리이미드 필름을 이용한 제품 및 적층체 |
| JP6821451B2 (ja) * | 2016-01-25 | 2021-01-27 | 日本エイアンドエル株式会社 | ゴム組成物及びその製造方法、配合物、ならびに、ゴム組成物におけるシリカの歩留り比率向上方法 |
| EP3431525B1 (en) * | 2016-03-14 | 2020-11-18 | Mitsubishi Gas Chemical Company, Inc. | Method for controlling polyimide backbone structure and method for producing polyimide |
| JP7029119B2 (ja) * | 2017-02-03 | 2022-03-03 | 国立研究開発法人理化学研究所 | 積層構造体およびその製造方法、ならびにフレキシブル・エレクトロニクス素子の製造方法 |
| KR101905112B1 (ko) | 2018-07-02 | 2018-10-08 | (주)오알켐 | 인쇄회로기판용 코팅 조성물 및 이의 제조방법 |
| WO2020040057A1 (ja) * | 2018-08-24 | 2020-02-27 | 三菱瓦斯化学株式会社 | ポリイミド樹脂、ポリイミドワニス及びポリイミドフィルム |
| CN115917706B (zh) * | 2020-09-23 | 2026-05-01 | 积水化学工业株式会社 | 临时固定材料、以及电子部件的制造方法 |
| CN115702212B (zh) | 2020-09-23 | 2024-01-12 | 积水化学工业株式会社 | 固化性树脂组合物、临时固定材料、以及电子部件的制造方法 |
| CN114989432B (zh) * | 2022-07-08 | 2023-05-05 | 中国地质大学（北京） | 一种聚酰亚胺及其制备方法和应用、热塑性聚酰亚胺工程塑料及其制备方法和应用 |
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| JP2002146021A (ja) * | 2000-11-10 | 2002-05-22 | Ube Ind Ltd | 可溶性、透明なポリイミドおよびその製造法 |
| WO2006043520A1 (ja) * | 2004-10-19 | 2006-04-27 | Hitachi Cable, Ltd. | ポリイミド樹脂組成物及びそれを用いた液晶配向膜並びにその液晶配向膜を用いた液晶表示素子 |
| JP2006199945A (ja) * | 2004-12-24 | 2006-08-03 | Mitsubishi Gas Chem Co Inc | 低吸水性ポリイミド樹脂およびその製造方法 |
| KR101181192B1 (ko) * | 2007-11-30 | 2012-09-18 | 미쓰이 가가쿠 가부시키가이샤 | 폴리이미드계 복합 재료 및 그 필름 |
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