JP5301834B2 - 光架橋性材料 - Google Patents
光架橋性材料 Download PDFInfo
- Publication number
- JP5301834B2 JP5301834B2 JP2007535977A JP2007535977A JP5301834B2 JP 5301834 B2 JP5301834 B2 JP 5301834B2 JP 2007535977 A JP2007535977 A JP 2007535977A JP 2007535977 A JP2007535977 A JP 2007535977A JP 5301834 B2 JP5301834 B2 JP 5301834B2
- Authority
- JP
- Japan
- Prior art keywords
- enyl
- oxoprop
- phenoxy
- diaminobenzoic acid
- acid
- 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.)
- Expired - Fee Related
Links
- 239000000463 material Substances 0.000 title abstract description 15
- -1 diamine compound Chemical class 0.000 claims abstract description 112
- 229920005575 poly(amic acid) Polymers 0.000 claims abstract description 56
- 229920000642 polymer Polymers 0.000 claims abstract description 49
- 229920001721 polyimide Polymers 0.000 claims abstract description 18
- 239000004642 Polyimide Substances 0.000 claims abstract description 17
- 150000002148 esters Chemical class 0.000 claims abstract description 6
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims description 31
- 239000004973 liquid crystal related substance Substances 0.000 claims description 31
- 239000000203 mixture Substances 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 25
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 15
- 125000003118 aryl group Chemical group 0.000 claims description 12
- 150000004985 diamines Chemical class 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 230000003287 optical effect Effects 0.000 claims description 9
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 238000004132 cross linking Methods 0.000 claims description 5
- 125000000962 organic group Chemical group 0.000 claims description 4
- 229920002959 polymer blend Polymers 0.000 claims description 4
- 125000006158 tetracarboxylic acid group Chemical group 0.000 claims description 4
- JIGGFHVACQIQAY-UHFFFAOYSA-N 3-[amino(phenyl)methoxy]-3-oxopropanoic acid Chemical compound C1=CC=C(C=C1)C(N)OC(=O)CC(=O)O JIGGFHVACQIQAY-UHFFFAOYSA-N 0.000 claims description 3
- AZKMVANINJPNCD-WOJGMQOQSA-N 6-[4-[(e)-3-oxo-3-(4-pentoxyphenoxy)prop-1-enyl]phenoxy]hexyl 3,5-diaminobenzoate Chemical compound C1=CC(OCCCCC)=CC=C1OC(=O)\C=C\C(C=C1)=CC=C1OCCCCCCOC(=O)C1=CC(N)=CC(N)=C1 AZKMVANINJPNCD-WOJGMQOQSA-N 0.000 claims description 3
- 125000002723 alicyclic group Chemical group 0.000 claims description 3
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims description 3
- OKBBQSHVWGWJLN-VXLYETTFSA-N 3,5-diamino-2-[2-[4-[(E)-3-oxo-3-[4-(4-pentylphenyl)phenyl]prop-1-enyl]phenoxy]ethyl]benzoic acid Chemical compound CCCCCc1ccc(cc1)-c1ccc(cc1)C(=O)\C=C\c1ccc(OCCc2c(N)cc(N)cc2C(O)=O)cc1 OKBBQSHVWGWJLN-VXLYETTFSA-N 0.000 claims description 2
- XZLNPCZMTWSSHZ-OEAKJJBVSA-N 3,5-diamino-2-[5-[4-[(E)-3-oxo-3-[4-(4-pentylphenyl)phenyl]prop-1-enyl]phenoxy]pentyl]benzoic acid Chemical compound CCCCCc1ccc(cc1)-c1ccc(cc1)C(=O)\C=C\c1ccc(OCCCCCc2c(N)cc(N)cc2C(O)=O)cc1 XZLNPCZMTWSSHZ-OEAKJJBVSA-N 0.000 claims description 2
- MRPGIIJPNGZUPP-CIAFOILYSA-N 3,5-diamino-2-[5-[4-[(E)-3-oxo-3-[4-(4-propylphenyl)phenyl]prop-1-enyl]phenoxy]pentyl]benzoic acid Chemical compound CCCc1ccc(cc1)-c1ccc(cc1)C(=O)\C=C\c1ccc(OCCCCCc2c(N)cc(N)cc2C(O)=O)cc1 MRPGIIJPNGZUPP-CIAFOILYSA-N 0.000 claims description 2
- RVUTZEMWRNHRHW-OQKWZONESA-N 3,5-diamino-2-[8-[4-[(E)-3-oxo-3-(4-pentylphenoxy)prop-1-enyl]phenoxy]octyl]benzoic acid Chemical compound C1=CC(CCCCC)=CC=C1OC(=O)\C=C\C(C=C1)=CC=C1OCCCCCCCCC1=C(N)C=C(N)C=C1C(O)=O RVUTZEMWRNHRHW-OQKWZONESA-N 0.000 claims description 2
- VUJVSKHFDGHUIN-YZSQISJMSA-N 3,5-diamino-2-[8-[4-[(E)-3-oxo-3-[4-(4-pentylphenyl)phenyl]prop-1-enyl]phenoxy]octyl]benzoic acid Chemical compound CCCCCc1ccc(cc1)-c1ccc(cc1)C(=O)\C=C\c1ccc(OCCCCCCCCc2c(N)cc(N)cc2C(O)=O)cc1 VUJVSKHFDGHUIN-YZSQISJMSA-N 0.000 claims description 2
- AFCYKHOOUHGOAS-NYYWCZLTSA-N C1=CC(=CC=C1/C=C/C(=O)OC2=CC=C(C=C2)OCCCC(F)(F)F)OCCC3=C(C=C(C=C3N)N)C(=O)O Chemical compound C1=CC(=CC=C1/C=C/C(=O)OC2=CC=C(C=C2)OCCCC(F)(F)F)OCCC3=C(C=C(C=C3N)N)C(=O)O AFCYKHOOUHGOAS-NYYWCZLTSA-N 0.000 claims description 2
- LPFJGQQRNNHDNN-OVCLIPMQSA-N C1=CC(=CC=C1/C=C/C(=O)OC2=CC=C(C=C2)OCCCC(F)(F)F)OCCCCCC3=C(C=C(C=C3N)N)C(=O)O Chemical compound C1=CC(=CC=C1/C=C/C(=O)OC2=CC=C(C=C2)OCCCC(F)(F)F)OCCCCCC3=C(C=C(C=C3N)N)C(=O)O LPFJGQQRNNHDNN-OVCLIPMQSA-N 0.000 claims description 2
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- VVCNJNNPIPHYOP-WOJGMQOQSA-N C1=CC(=CC=C1/C=C/C(=O)OC2=CC=C(C=C2)OCCCC(F)(F)F)OCCCCCCCCC3=C(C=C(C=C3N)N)C(=O)O Chemical compound C1=CC(=CC=C1/C=C/C(=O)OC2=CC=C(C=C2)OCCCC(F)(F)F)OCCCCCCCCC3=C(C=C(C=C3N)N)C(=O)O VVCNJNNPIPHYOP-WOJGMQOQSA-N 0.000 claims description 2
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- GGYGYTQVJZJLLP-VGOFMYFVSA-N C1CCC(C1)OC2=CC=C(C=C2)OC(=O)/C=C/C3=CC=C(C=C3)OCCC4=C(C=C(C=C4N)N)C(=O)O Chemical compound C1CCC(C1)OC2=CC=C(C=C2)OC(=O)/C=C/C3=CC=C(C=C3)OCCC4=C(C=C(C=C4N)N)C(=O)O GGYGYTQVJZJLLP-VGOFMYFVSA-N 0.000 claims description 2
- YHVVEMMLXFWTPW-OVCLIPMQSA-N C1CCC(CC1)C2=CC=C(C=C2)OC(=O)/C=C/C3=CC=C(C=C3)OCCC4=C(C=C(C=C4N)N)C(=O)O Chemical compound C1CCC(CC1)C2=CC=C(C=C2)OC(=O)/C=C/C3=CC=C(C=C3)OCCC4=C(C=C(C=C4N)N)C(=O)O YHVVEMMLXFWTPW-OVCLIPMQSA-N 0.000 claims description 2
- IRAPMLQYNHYWMS-LICLKQGHSA-N C1CCC(CC1)C2=CC=C(C=C2)OC(=O)/C=C/C3=CC=C(C=C3)OCCCC4=C(C=C(C=C4N)N)C(=O)O Chemical compound C1CCC(CC1)C2=CC=C(C=C2)OC(=O)/C=C/C3=CC=C(C=C3)OCCCC4=C(C=C(C=C4N)N)C(=O)O IRAPMLQYNHYWMS-LICLKQGHSA-N 0.000 claims description 2
- RJDIEXRUJIZULO-KGENOOAVSA-N C1CCC(CC1)C2=CC=C(C=C2)OC(=O)/C=C/C3=CC=C(C=C3)OCCCCCCCC4=C(C=C(C=C4N)N)C(=O)O Chemical compound C1CCC(CC1)C2=CC=C(C=C2)OC(=O)/C=C/C3=CC=C(C=C3)OCCCCCCCC4=C(C=C(C=C4N)N)C(=O)O RJDIEXRUJIZULO-KGENOOAVSA-N 0.000 claims description 2
- KVZGJSVKVDUXAC-PXLXIMEGSA-N C1CCC(CC1)C2=CC=C(C=C2)OC(=O)/C=C/C3=CC=C(C=C3)OCCCCCCCCC4=C(C=C(C=C4N)N)C(=O)O Chemical compound C1CCC(CC1)C2=CC=C(C=C2)OC(=O)/C=C/C3=CC=C(C=C3)OCCCCCCCCC4=C(C=C(C=C4N)N)C(=O)O KVZGJSVKVDUXAC-PXLXIMEGSA-N 0.000 claims description 2
- IBITYSAQICOXOK-XIEYBQDHSA-N C1CCC(CC1)C2=CC=C(C=C2)OC(=O)/C=C/C3=CC=C(C=C3)OCCCCCCCCCCCC4=C(C=C(C=C4N)N)C(=O)O Chemical compound C1CCC(CC1)C2=CC=C(C=C2)OC(=O)/C=C/C3=CC=C(C=C3)OCCCCCCCCCCCC4=C(C=C(C=C4N)N)C(=O)O IBITYSAQICOXOK-XIEYBQDHSA-N 0.000 claims description 2
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- PWALUAIKDALVAX-OVCLIPMQSA-N CCC(C)CCOC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)OCCCC3=C(C=C(C=C3N)N)C(=O)O Chemical compound CCC(C)CCOC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)OCCCC3=C(C=C(C=C3N)N)C(=O)O PWALUAIKDALVAX-OVCLIPMQSA-N 0.000 claims description 2
- BPAIJCBQTMCIGL-LICLKQGHSA-N CCC(CCOC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)OCCCCCC3=C(C=C(C=C3N)N)C(=O)O)OC Chemical compound CCC(CCOC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)OCCCCCC3=C(C=C(C=C3N)N)C(=O)O)OC BPAIJCBQTMCIGL-LICLKQGHSA-N 0.000 claims description 2
- WGGKJDWMUNEZBR-CAOOACKPSA-N CCCC1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)/C=C/C3=CC=C(C=C3)OCCC4=C(C=C(C=C4N)N)C(=O)O Chemical compound CCCC1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)/C=C/C3=CC=C(C=C3)OCCC4=C(C=C(C=C4N)N)C(=O)O WGGKJDWMUNEZBR-CAOOACKPSA-N 0.000 claims description 2
- YGFGFXLTSYKRFA-LPYMAVHISA-N CCCC1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)/C=C/C3=CC=C(C=C3)OCCCCCCC4=C(C=C(C=C4N)N)C(=O)O Chemical compound CCCC1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)/C=C/C3=CC=C(C=C3)OCCCCCCC4=C(C=C(C=C4N)N)C(=O)O YGFGFXLTSYKRFA-LPYMAVHISA-N 0.000 claims description 2
- FZCUKAWRERRUKT-OEAKJJBVSA-N CCCC1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)/C=C/C3=CC=C(C=C3)OCCCCCCCC4=C(C=C(C=C4N)N)C(=O)O Chemical compound CCCC1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)/C=C/C3=CC=C(C=C3)OCCCCCCCC4=C(C=C(C=C4N)N)C(=O)O FZCUKAWRERRUKT-OEAKJJBVSA-N 0.000 claims description 2
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- IEZWOESFKNZKRS-DEDYPNTBSA-N CCCCC(=O)OC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)C(=O)OCCCCCCCC3=C(C=C(C=C3N)N)C(=O)O Chemical compound CCCCC(=O)OC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)C(=O)OCCCCCCCC3=C(C=C(C=C3N)N)C(=O)O IEZWOESFKNZKRS-DEDYPNTBSA-N 0.000 claims description 2
- HJORCITYTYCIBW-KGENOOAVSA-N CCCCC(=O)OC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)C(=O)OCCCCCCCCC3=C(C=C(C=C3N)N)C(=O)O Chemical compound CCCCC(=O)OC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)C(=O)OCCCCCCCCC3=C(C=C(C=C3N)N)C(=O)O HJORCITYTYCIBW-KGENOOAVSA-N 0.000 claims description 2
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- OMJPTGAMZVWAFE-LICLKQGHSA-N CCCCOC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)OCCCCCC3=C(C=C(C=C3N)N)C(=O)O Chemical compound CCCCOC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)OCCCCCC3=C(C=C(C=C3N)N)C(=O)O OMJPTGAMZVWAFE-LICLKQGHSA-N 0.000 claims description 2
- GRASCVNOSDORNR-WOJGMQOQSA-N CCCCOC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)OCCCCCCC3=C(C=C(C=C3N)N)C(=O)O Chemical compound CCCCOC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)OCCCCCCC3=C(C=C(C=C3N)N)C(=O)O GRASCVNOSDORNR-WOJGMQOQSA-N 0.000 claims description 2
- OVQMUMFEDYKZMO-XDHOZWIPSA-N CCCCOC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)OCCCCCCCC3=C(C=C(C=C3N)N)C(=O)O Chemical compound CCCCOC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)OCCCCCCCC3=C(C=C(C=C3N)N)C(=O)O OVQMUMFEDYKZMO-XDHOZWIPSA-N 0.000 claims description 2
- AFZJCEUJFJVDBF-DEDYPNTBSA-N CCCCOC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)OCCCCCCCCC3=C(C=C(C=C3N)N)C(=O)O Chemical compound CCCCOC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)OCCCCCCCCC3=C(C=C(C=C3N)N)C(=O)O AFZJCEUJFJVDBF-DEDYPNTBSA-N 0.000 claims description 2
- PERSTCLPOPWCAI-XQNSMLJCSA-N CCCCOC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)OCCCCCCCCCCCC3=C(C=C(C=C3N)N)C(=O)O Chemical compound CCCCOC1=CC=C(C=C1)OC(=O)/C=C/C2=CC=C(C=C2)OCCCCCCCCCCCC3=C(C=C(C=C3N)N)C(=O)O PERSTCLPOPWCAI-XQNSMLJCSA-N 0.000 claims description 2
- COCNUADEERYZSK-RCCKNPSSSA-N COC1=C(C=CC(=C1)/C=C/C(=O)OCCCCOC2=CC=C(C=C2)C3CCCCC3)OCCCCCCC4=C(C=C(C=C4N)N)C(=O)O Chemical compound COC1=C(C=CC(=C1)/C=C/C(=O)OCCCCOC2=CC=C(C=C2)C3CCCCC3)OCCCCCCC4=C(C=C(C=C4N)N)C(=O)O COCNUADEERYZSK-RCCKNPSSSA-N 0.000 claims description 2
- PFCGVXJZYULSEU-LSGBLIDPSA-N bis[11-[4-[(e)-3-(4-butoxyphenoxy)-3-oxoprop-1-enyl]phenoxy]undecyl] 2,2-bis[(4-aminophenyl)methyl]propanedioate Chemical compound C1=CC(OCCCC)=CC=C1OC(=O)\C=C\C(C=C1)=CC=C1OCCCCCCCCCCCOC(=O)C(C(=O)OCCCCCCCCCCCOC=1C=CC(\C=C\C(=O)OC=2C=CC(OCCCC)=CC=2)=CC=1)(CC=1C=CC(N)=CC=1)CC1=CC=C(N)C=C1 PFCGVXJZYULSEU-LSGBLIDPSA-N 0.000 claims description 2
- ILNAOHBQBBSYIY-ORCKUMSUSA-N bis[11-[4-[(e)-3-oxo-3-(4-pentoxyphenoxy)prop-1-enyl]phenoxy]undecyl] 2,2-bis[(4-aminophenyl)methyl]propanedioate Chemical compound C1=CC(OCCCCC)=CC=C1OC(=O)\C=C\C(C=C1)=CC=C1OCCCCCCCCCCCOC(=O)C(C(=O)OCCCCCCCCCCCOC=1C=CC(\C=C\C(=O)OC=2C=CC(OCCCCC)=CC=2)=CC=1)(CC=1C=CC(N)=CC=1)CC1=CC=C(N)C=C1 ILNAOHBQBBSYIY-ORCKUMSUSA-N 0.000 claims description 2
- KUQIHDXCRCRQGO-RIOOQTRLSA-N bis[4-[4-[(e)-3-(4-butoxyphenoxy)-3-oxoprop-1-enyl]phenoxy]butyl] 2,2-bis[(4-aminophenyl)methyl]propanedioate Chemical compound C1=CC(OCCCC)=CC=C1OC(=O)\C=C\C(C=C1)=CC=C1OCCCCOC(=O)C(C(=O)OCCCCOC=1C=CC(\C=C\C(=O)OC=2C=CC(OCCCC)=CC=2)=CC=1)(CC=1C=CC(N)=CC=1)CC1=CC=C(N)C=C1 KUQIHDXCRCRQGO-RIOOQTRLSA-N 0.000 claims description 2
- BQMHYSRFXJXDIX-YXTVXKGXSA-N bis[4-[4-[(e)-3-(4-butylphenoxy)-3-oxoprop-1-enyl]phenoxy]butyl] 2,2-bis[(4-aminophenyl)methyl]propanedioate Chemical compound C1=CC(CCCC)=CC=C1OC(=O)\C=C\C(C=C1)=CC=C1OCCCCOC(=O)C(C(=O)OCCCCOC=1C=CC(\C=C\C(=O)OC=2C=CC(CCCC)=CC=2)=CC=1)(CC=1C=CC(N)=CC=1)CC1=CC=C(N)C=C1 BQMHYSRFXJXDIX-YXTVXKGXSA-N 0.000 claims description 2
- QTVRBBOUVVAATQ-WAJJMWJGSA-N bis[4-[4-[(e)-3-(4-hexoxyphenoxy)-3-oxoprop-1-enyl]phenoxy]butyl] 2,2-bis[(4-aminophenyl)methyl]propanedioate Chemical compound C1=CC(OCCCCCC)=CC=C1OC(=O)\C=C\C(C=C1)=CC=C1OCCCCOC(=O)C(C(=O)OCCCCOC=1C=CC(\C=C\C(=O)OC=2C=CC(OCCCCCC)=CC=2)=CC=1)(CC=1C=CC(N)=CC=1)CC1=CC=C(N)C=C1 QTVRBBOUVVAATQ-WAJJMWJGSA-N 0.000 claims description 2
- VHZYLSUGBPJEQE-NJHHXWHYSA-N bis[4-[4-[(e)-3-oxo-3-(4-pentoxyphenoxy)prop-1-enyl]phenoxy]butyl] 2,2-bis[(4-aminophenyl)methyl]propanedioate Chemical compound C1=CC(OCCCCC)=CC=C1OC(=O)\C=C\C(C=C1)=CC=C1OCCCCOC(=O)C(C(=O)OCCCCOC=1C=CC(\C=C\C(=O)OC=2C=CC(OCCCCC)=CC=2)=CC=1)(CC=1C=CC(N)=CC=1)CC1=CC=C(N)C=C1 VHZYLSUGBPJEQE-NJHHXWHYSA-N 0.000 claims description 2
- XXQXIWHKUFYCPQ-ICLFYWGNSA-N bis[6-[4-[(e)-3-(4-butylphenoxy)-3-oxoprop-1-enyl]phenoxy]hexyl] 2,2-bis[(4-aminophenyl)methyl]propanedioate Chemical compound C1=CC(CCCC)=CC=C1OC(=O)\C=C\C(C=C1)=CC=C1OCCCCCCOC(=O)C(C(=O)OCCCCCCOC=1C=CC(\C=C\C(=O)OC=2C=CC(CCCC)=CC=2)=CC=1)(CC=1C=CC(N)=CC=1)CC1=CC=C(N)C=C1 XXQXIWHKUFYCPQ-ICLFYWGNSA-N 0.000 claims description 2
- YXCSDDHRKZDKCS-XHVGDULWSA-N bis[6-[4-[(e)-3-(4-hexoxyphenoxy)-3-oxoprop-1-enyl]phenoxy]hexyl] 2,2-bis[(4-aminophenyl)methyl]propanedioate Chemical compound C1=CC(OCCCCCC)=CC=C1OC(=O)\C=C\C(C=C1)=CC=C1OCCCCCCOC(=O)C(C(=O)OCCCCCCOC=1C=CC(\C=C\C(=O)OC=2C=CC(OCCCCCC)=CC=2)=CC=1)(CC=1C=CC(N)=CC=1)CC1=CC=C(N)C=C1 YXCSDDHRKZDKCS-XHVGDULWSA-N 0.000 claims description 2
- AACCULWOWSOUDB-XHVGDULWSA-N bis[8-[4-[(e)-3-(4-butoxyphenoxy)-3-oxoprop-1-enyl]phenoxy]octyl] 2,2-bis[(4-aminophenyl)methyl]propanedioate Chemical compound C1=CC(OCCCC)=CC=C1OC(=O)\C=C\C(C=C1)=CC=C1OCCCCCCCCOC(=O)C(C(=O)OCCCCCCCCOC=1C=CC(\C=C\C(=O)OC=2C=CC(OCCCC)=CC=2)=CC=1)(CC=1C=CC(N)=CC=1)CC1=CC=C(N)C=C1 AACCULWOWSOUDB-XHVGDULWSA-N 0.000 claims description 2
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- PHWSOKHYFATZIQ-UHFFFAOYSA-N CN(C)C(C=CC(C=O)=C1)=C1N Chemical compound CN(C)C(C=CC(C=O)=C1)=C1N PHWSOKHYFATZIQ-UHFFFAOYSA-N 0.000 description 1
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- 239000004971 Cross linker Substances 0.000 description 1
- PMPVIKIVABFJJI-UHFFFAOYSA-N Cyclobutane Chemical compound C1CCC1 PMPVIKIVABFJJI-UHFFFAOYSA-N 0.000 description 1
- LVZWSLJZHVFIQJ-UHFFFAOYSA-N Cyclopropane Chemical compound C1CC1 LVZWSLJZHVFIQJ-UHFFFAOYSA-N 0.000 description 1
- MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
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- 239000005977 Ethylene Substances 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical group NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229960004909 aminosalicylic acid Drugs 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- HOPRXXXSABQWAV-UHFFFAOYSA-N anhydrous collidine Natural products CC1=CC=NC(C)=C1C HOPRXXXSABQWAV-UHFFFAOYSA-N 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- XQBSPQLKNWMPMG-UHFFFAOYSA-N bicyclo[2.2.2]octane-2,3,5,6-tetracarboxylic acid Chemical compound C1CC2C(C(O)=O)C(C(=O)O)C1C(C(O)=O)C2C(O)=O XQBSPQLKNWMPMG-UHFFFAOYSA-N 0.000 description 1
- KYJFTSJZXHMIEL-UHFFFAOYSA-N bis(3-amino-4-chlorophenyl)methanone Chemical compound C1=C(Cl)C(N)=CC(C(=O)C=2C=C(N)C(Cl)=CC=2)=C1 KYJFTSJZXHMIEL-UHFFFAOYSA-N 0.000 description 1
- ZLSMCQSGRWNEGX-UHFFFAOYSA-N bis(4-aminophenyl)methanone Chemical compound C1=CC(N)=CC=C1C(=O)C1=CC=C(N)C=C1 ZLSMCQSGRWNEGX-UHFFFAOYSA-N 0.000 description 1
- WKDNYTOXBCRNPV-UHFFFAOYSA-N bpda Chemical compound C1=C2C(=O)OC(=O)C2=CC(C=2C=C3C(=O)OC(C3=CC=2)=O)=C1 WKDNYTOXBCRNPV-UHFFFAOYSA-N 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- CZORBZCFAPGTNL-UHFFFAOYSA-N butane-1,1,4,4-tetracarboxylic acid Chemical compound OC(=O)C(C(O)=O)CCC(C(O)=O)C(O)=O CZORBZCFAPGTNL-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004744 butyloxycarbonyl group Chemical group 0.000 description 1
- 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000012952 cationic photoinitiator Substances 0.000 description 1
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- WBYWAXJHAXSJNI-UHFFFAOYSA-N cinnamic acid group Chemical group C(C=CC1=CC=CC=C1)(=O)O WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- UTBIMNXEDGNJFE-UHFFFAOYSA-N collidine Natural products CC1=CC=C(C)C(C)=N1 UTBIMNXEDGNJFE-UHFFFAOYSA-N 0.000 description 1
- 238000010835 comparative analysis Methods 0.000 description 1
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- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- SSJXIUAHEKJCMH-UHFFFAOYSA-N cyclohexane-1,2-diamine Chemical compound NC1CCCCC1N SSJXIUAHEKJCMH-UHFFFAOYSA-N 0.000 description 1
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- 125000002704 decyl group Chemical group [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])* 0.000 description 1
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- 125000003438 dodecyl group Chemical group [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])* 0.000 description 1
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- NZXUVJRQYCFDKD-UHFFFAOYSA-N ethyl 2-(4-aminophenyl)-3,3,3-trifluoro-2-hydroxypropanoate Chemical compound CCOC(=O)C(O)(C(F)(F)F)C1=CC=C(N)C=C1 NZXUVJRQYCFDKD-UHFFFAOYSA-N 0.000 description 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 description 1
- FAMRKDQNMBBFBR-UHFFFAOYSA-N ethyl n-ethoxycarbonyliminocarbamate Chemical compound CCOC(=O)N=NC(=O)OCC FAMRKDQNMBBFBR-UHFFFAOYSA-N 0.000 description 1
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- WOSISLOTWLGNKT-UHFFFAOYSA-L iron(2+);dichloride;hexahydrate Chemical compound O.O.O.O.O.O.Cl[Fe]Cl WOSISLOTWLGNKT-UHFFFAOYSA-L 0.000 description 1
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])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
- 125000005647 linker group Chemical group 0.000 description 1
- 229940018564 m-phenylenediamine Drugs 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 230000005499 meniscus Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- IYWLDOMAEQHKJZ-UHFFFAOYSA-N methyl 3,5-diaminobenzoate Chemical compound COC(=O)C1=CC(N)=CC(N)=C1 IYWLDOMAEQHKJZ-UHFFFAOYSA-N 0.000 description 1
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- DOBFTMLCEYUAQC-UHFFFAOYSA-N naphthalene-2,3,6,7-tetracarboxylic acid Chemical compound OC(=O)C1=C(C(O)=O)C=C2C=C(C(O)=O)C(C(=O)O)=CC2=C1 DOBFTMLCEYUAQC-UHFFFAOYSA-N 0.000 description 1
- YTVNOVQHSGMMOV-UHFFFAOYSA-N naphthalenetetracarboxylic dianhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=C2C(=O)OC(=O)C1=C32 YTVNOVQHSGMMOV-UHFFFAOYSA-N 0.000 description 1
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- 125000001402 nonanoyl group Chemical group O=C([*])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
- 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
- 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 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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- 239000012044 organic layer Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- UFOIOXZLTXNHQH-UHFFFAOYSA-N oxolane-2,3,4,5-tetracarboxylic acid Chemical compound OC(=O)C1OC(C(O)=O)C(C(O)=O)C1C(O)=O UFOIOXZLTXNHQH-UHFFFAOYSA-N 0.000 description 1
- AFAIELJLZYUNPW-UHFFFAOYSA-N pararosaniline free base Chemical group C1=CC(N)=CC=C1C(C=1C=CC(N)=CC=1)=C1C=CC(=N)C=C1 AFAIELJLZYUNPW-UHFFFAOYSA-N 0.000 description 1
- FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
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- 229920006254 polymer film Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- CLNCMEVPMGQWTB-UHFFFAOYSA-N propan-2-yl 3,5-diaminobenzoate Chemical compound CC(C)OC(=O)C1=CC(N)=CC(N)=C1 CLNCMEVPMGQWTB-UHFFFAOYSA-N 0.000 description 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004742 propyloxycarbonyl group Chemical group 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000006798 ring closing metathesis reaction Methods 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 125000006413 ring segment Chemical group 0.000 description 1
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- 238000004528 spin coating Methods 0.000 description 1
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- 150000003431 steroids Chemical group 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- GFYHSKONPJXCDE-UHFFFAOYSA-N sym-collidine Natural products CC1=CN=C(C)C(C)=C1 GFYHSKONPJXCDE-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 1
- DPKBAXPHAYBPRL-UHFFFAOYSA-M tetrabutylazanium;iodide Chemical compound [I-].CCCC[N+](CCCC)(CCCC)CCCC DPKBAXPHAYBPRL-UHFFFAOYSA-M 0.000 description 1
- 125000005329 tetralinyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
- 125000005730 thiophenylene group Chemical group 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- 125000005409 triarylsulfonium group Chemical group 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- KLNPWTHGTVSSEU-UHFFFAOYSA-N undecane-1,11-diamine Chemical compound NCCCCCCCCCCCN KLNPWTHGTVSSEU-UHFFFAOYSA-N 0.000 description 1
- 125000000297 undecanoyl group Chemical group O=C([*])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
- 125000002948 undecyl 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])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- 238000012800 visualization Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
- G02F1/133711—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by organic films, e.g. polymeric films
- G02F1/133723—Polyimide, polyamide-imide
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C219/00—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C219/32—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings and esterified hydroxy groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/52—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
- C07C229/54—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton with amino and carboxyl groups bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C229/60—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton with amino and carboxyl groups bound to carbon atoms of the same non-condensed six-membered aromatic ring with amino and carboxyl groups bound in meta- or para- positions
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- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1075—Partially aromatic polyimides
- C08G73/1078—Partially aromatic polyimides wholly aromatic in the diamino moiety
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/28—Treatment by wave energy or particle radiation
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/38—Polymers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
- C09K2323/02—Alignment layer characterised by chemical composition
- C09K2323/027—Polyimide
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
- C09K2323/02—Alignment layer characterised by chemical composition
- C09K2323/027—Polyimide
- C09K2323/0271—Polyimidfluoride
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
- G02F1/13378—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation
- G02F1/133788—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation by light irradiation, e.g. linearly polarised light photo-polymerisation
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Nonlinear Science (AREA)
- Crystallography & Structural Chemistry (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Mathematical Physics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal (AREA)
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| Application Number | Priority Date | Filing Date | Title |
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| EP04405643 | 2004-10-13 | ||
| EP04405643.0 | 2004-10-13 | ||
| PCT/CH2005/000577 WO2006039824A1 (en) | 2004-10-13 | 2005-10-05 | Photocrosslinkable materials |
Related Child Applications (1)
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| CN (1) | CN101040028B (https=) |
| TW (1) | TWI346691B (https=) |
| WO (1) | WO2006039824A1 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2013056924A (ja) * | 2004-10-13 | 2013-03-28 | Rolic Ag | 光架橋性材料 |
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| CN104649916B (zh) * | 2005-12-23 | 2020-12-01 | 罗利克有限公司 | 光可交联材料 |
| EP1801097A1 (en) * | 2005-12-23 | 2007-06-27 | Rolic AG | Photocrosslinkable materials |
| EP1860094A1 (en) * | 2006-05-23 | 2007-11-28 | Rolic AG | Photocrosslinkable materials |
| KR101318953B1 (ko) * | 2006-02-22 | 2013-10-17 | 주식회사 동진쎄미켐 | 수직배향모드의 액정표시소자의 배향재료 및 이의제조방법 |
| JP5092382B2 (ja) * | 2006-12-13 | 2012-12-05 | Jnc株式会社 | 液晶類似構造を有するジアミン |
| EP1975687A1 (en) * | 2007-03-29 | 2008-10-01 | Rolic AG | Method of uniform and defect free liquid crystal aligning layers |
| JP5321839B2 (ja) * | 2007-04-25 | 2013-10-23 | 日産化学工業株式会社 | ポリイミド前駆体及びポリイミド並びに画像形成下層膜塗布液 |
| JP5077048B2 (ja) * | 2007-05-02 | 2012-11-21 | Jsr株式会社 | 垂直配向型液晶配向剤 |
| KR101612699B1 (ko) * | 2007-05-02 | 2016-04-15 | 롤리크 아게 | 열안정성 정렬 물질 |
| KR101469572B1 (ko) * | 2007-05-25 | 2014-12-05 | 롤리크 아게 | 지환족 그룹을 포함하는 광가교결합 가능한 재료 |
| WO2009041708A1 (ja) * | 2007-09-26 | 2009-04-02 | Jsr Corporation | 液晶配向剤、液晶配向膜および液晶表示素子 |
| WO2009051207A1 (ja) * | 2007-10-19 | 2009-04-23 | Jsr Corporation | 液晶配向剤および液晶配向膜の形成方法 |
| JP5444690B2 (ja) * | 2007-12-06 | 2014-03-19 | Jsr株式会社 | 液晶配向剤および液晶表示素子 |
| EP2222740B1 (en) * | 2007-12-21 | 2017-10-11 | Rolic AG | Functionalized photoreactive compounds |
| CN101903494B (zh) * | 2007-12-21 | 2016-03-02 | 罗利克有限公司 | 光校准组合物 |
| JP4985609B2 (ja) * | 2007-12-26 | 2012-07-25 | Jnc株式会社 | 液晶配向剤、液晶配向膜及び液晶表示素子 |
| SI2384318T1 (en) | 2008-12-31 | 2018-03-30 | Ardelyx, Inc. | MEASURES AND PROCEDURES FOR THE INHIBITION OF ANTIPORT INHIBITED BY NHE IN THE TREATMENT OF DISEASES RELATED TO STRENGTH OF FLAMMABILITY OR TRADEMARITY WITH SOLO, AND THE EMISSION OF GASTROINTESTINAL TREATMENT |
| EP2463709A4 (en) * | 2009-07-08 | 2014-01-22 | Sharp Kk | Liquid crystal display panel and method of production thereof |
| WO2011074546A1 (ja) * | 2009-12-14 | 2011-06-23 | 日産化学工業株式会社 | 液晶配向処理剤及びそれを用いた液晶表示素子 |
| JP5668907B2 (ja) * | 2009-12-25 | 2015-02-12 | Jsr株式会社 | 液晶配向剤、液晶配向膜および液晶表示素子 |
| US9340634B2 (en) * | 2010-03-29 | 2016-05-17 | Dic Corporation | Polymer for use in liquid crystal alignment layer |
| JP5637019B2 (ja) * | 2010-04-27 | 2014-12-10 | Jsr株式会社 | 液晶配向剤 |
| JP5537345B2 (ja) * | 2010-09-03 | 2014-07-02 | 株式会社ジャパンディスプレイ | 液晶表示装置 |
| JP5767800B2 (ja) * | 2010-11-19 | 2015-08-19 | Jsr株式会社 | 液晶配向剤および液晶表示素子 |
| KR101333711B1 (ko) | 2010-12-29 | 2013-11-27 | 제일모직주식회사 | 액정 배향제, 이를 이용하여 제조한 액정 배향막 및 상기 액정 배향막을 포함하는 액정표시소자 |
| KR101387736B1 (ko) * | 2010-12-29 | 2014-04-21 | 제일모직주식회사 | 액정 배향제, 이를 이용하여 제조한 액정 배향막 및 상기 액정 배향막을 포함하는 액정표시소자 |
| US20120172541A1 (en) * | 2010-12-30 | 2012-07-05 | Cheil Industries Inc. | Liquid Crystal Alignment Agent, Liquid Crystal Alignment Film Manufactured Using the Same, and Liquid Crystal Display Device Including the Liquid Crystal Alignment Film |
| JP6056752B2 (ja) * | 2011-03-31 | 2017-01-11 | 日産化学工業株式会社 | 液晶配向剤及びそれを用いた液晶配向膜 |
| JP6525590B2 (ja) | 2011-08-25 | 2019-06-05 | ロリク アーゲーRolic Ag | 光反応性化合物 |
| WO2013050121A1 (en) * | 2011-10-03 | 2013-04-11 | Rolic Ag | Photoaligning materials |
| JP5939066B2 (ja) * | 2011-11-15 | 2016-06-22 | Jsr株式会社 | 液晶配向剤の製造方法 |
| CN105884641A (zh) * | 2011-11-17 | 2016-08-24 | 国立研究开发法人科学技术振兴机构 | 化合物及其制造方法 |
| JP5962381B2 (ja) * | 2011-12-27 | 2016-08-03 | Jsr株式会社 | 液晶配向剤、液晶配向膜、液晶表示素子及び重合体 |
| JP6146577B2 (ja) * | 2011-12-28 | 2017-06-14 | 日産化学工業株式会社 | 液晶配向剤、液晶配向膜及び液晶表示素子 |
| TWI635164B (zh) * | 2012-04-24 | 2018-09-11 | 迪愛生股份有限公司 | Liquid crystal composition containing polymerizable compound and liquid crystal display element using same |
| TWI642725B (zh) * | 2013-06-25 | 2018-12-01 | 日產化學工業股份有限公司 | Liquid crystal alignment agent, liquid crystal alignment film, liquid crystal display element |
| JP6451941B2 (ja) * | 2014-04-23 | 2019-01-16 | Jsr株式会社 | 液晶配向剤および液晶表示素子 |
| US10330981B2 (en) * | 2014-11-11 | 2019-06-25 | Samsung Display Co., Ltd. | Liquid crystal display device |
| US10557085B2 (en) | 2015-03-31 | 2020-02-11 | Rolic Ag | Photoalignment composition |
| CN105218435A (zh) * | 2015-10-12 | 2016-01-06 | 吉林大学 | 2,2-二[5-氨基-2-吡啶氧基]-1,1-联萘及其制备方法 |
| TWI747863B (zh) * | 2015-12-25 | 2021-12-01 | 日商日產化學工業股份有限公司 | 液晶顯示元件、液晶光學元件及液晶構造體安定化膜用組成物 |
| CN106833677A (zh) * | 2016-12-29 | 2017-06-13 | 深圳市华星光电技术有限公司 | 一种垂直取向剂材料 |
| CN109485582B (zh) * | 2018-11-08 | 2020-07-17 | 南京工业大学 | 一种芴酮基有机凝胶分子及其制备方法和应用 |
| WO2020128729A1 (en) * | 2018-12-19 | 2020-06-25 | 3M Innovative Properties Company | Release layers and articles containing them |
| US11667757B2 (en) | 2020-12-31 | 2023-06-06 | Industrial Technology Research Institute | Polymer, composition, and polysiloxane-polyimide material thereof |
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| US6608661B1 (en) * | 1992-07-08 | 2003-08-19 | Rolic Ag | Photo-oriented polymer network material having desired azimuthal orientation and tilt angle and method for its production |
| DE4408171A1 (de) | 1994-03-11 | 1995-09-14 | Basf Ag | Neue polymerisierbare flüssigkristalline Verbindungen |
| EP0756193B1 (de) * | 1995-07-28 | 2016-02-17 | Rolic AG | Verfahren zur Erzeugung von Kippwinkeln in photoorientierten Polymernetzwerkschichten |
| US6066696A (en) | 1996-12-13 | 2000-05-23 | Samsung Display Devices Co. Ltd. | Optical alignment composition, alignment layer formed using the same and LCD having the alignment layer |
| KR19980057674A (ko) | 1996-12-30 | 1998-09-25 | 손욱 | 배향막 형성용 조성물, 이로부터 형성되는 배향막과 이 배향막을 구비한 액정표시소자 |
| WO1999015576A1 (en) | 1997-09-25 | 1999-04-01 | Rolic Ag | Photocrosslinkable polyimides |
| WO1999049360A1 (en) | 1998-03-20 | 1999-09-30 | Rolic Ag | LlQUID CRYSTAL ORIENTATION LAYER |
| WO1999051662A1 (en) * | 1998-04-01 | 1999-10-14 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Polyimide compositions |
| US6194472B1 (en) | 1998-04-02 | 2001-02-27 | Akzo Nobel N.V. | Petroleum hydrocarbon in water colloidal dispersion |
| EP1261659B1 (en) * | 2000-01-24 | 2004-10-06 | Rolic AG | Photoactive polyimides, polyamide acids or esters with side chain photocrosslinkable groups |
| EP1277770A1 (en) * | 2001-07-17 | 2003-01-22 | Rolic AG | Photoactive materials |
| EP1386910A1 (en) * | 2002-07-30 | 2004-02-04 | Rolic AG | Photoactive materials |
| AU2003298567B9 (en) * | 2002-08-29 | 2009-07-23 | Temple University - Of The Commonwealth System Of Higher Education | Aryl and heteroaryl propene amides, derivatives thereof and therapeutic uses thereof |
| KR100510133B1 (ko) * | 2003-02-08 | 2005-08-26 | 삼성전자주식회사 | 내광성 착색제 및 이를 포함하는 내광성 잉크 조성물 |
| JP5301834B2 (ja) * | 2004-10-13 | 2013-09-25 | ロリク アーゲー | 光架橋性材料 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2013056924A (ja) * | 2004-10-13 | 2013-03-28 | Rolic Ag | 光架橋性材料 |
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| TWI346691B (en) | 2011-08-11 |
| CN101040028B (zh) | 2012-03-28 |
| TW200628592A (en) | 2006-08-16 |
| EP1799791B1 (en) | 2016-01-13 |
| KR20070063547A (ko) | 2007-06-19 |
| KR101170417B1 (ko) | 2012-08-02 |
| US20080069968A1 (en) | 2008-03-20 |
| EP1799791A1 (en) | 2007-06-27 |
| JP2008515933A (ja) | 2008-05-15 |
| JP2013056924A (ja) | 2013-03-28 |
| CN101040028A (zh) | 2007-09-19 |
| US7687118B2 (en) | 2010-03-30 |
| WO2006039824A1 (en) | 2006-04-20 |
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