TWI375483B - Organic material with a region including a guest material and organic electronic devices incorporating the same - Google Patents
Organic material with a region including a guest material and organic electronic devices incorporating the same Download PDFInfo
- Publication number
- TWI375483B TWI375483B TW093134205A TW93134205A TWI375483B TW I375483 B TWI375483 B TW I375483B TW 093134205 A TW093134205 A TW 093134205A TW 93134205 A TW93134205 A TW 93134205A TW I375483 B TWI375483 B TW I375483B
- Authority
- TW
- Taiwan
- Prior art keywords
- organic
- layer
- organic layer
- substrate
- guest material
- Prior art date
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- 239000000463 material Substances 0.000 title claims description 256
- 239000011368 organic material Substances 0.000 title claims description 14
- 239000010410 layer Substances 0.000 claims description 297
- 239000012044 organic layer Substances 0.000 claims description 187
- 239000007788 liquid Substances 0.000 claims description 138
- 239000000203 mixture Substances 0.000 claims description 109
- 239000000758 substrate Substances 0.000 claims description 97
- 238000000034 method Methods 0.000 claims description 83
- 239000000243 solution Substances 0.000 claims description 29
- 238000000151 deposition Methods 0.000 claims description 28
- 239000006185 dispersion Substances 0.000 claims description 21
- 230000005525 hole transport Effects 0.000 claims description 21
- 239000007787 solid Substances 0.000 claims description 18
- 239000000725 suspension Substances 0.000 claims description 15
- 239000000839 emulsion Substances 0.000 claims description 14
- 238000012937 correction Methods 0.000 claims description 5
- 230000000903 blocking effect Effects 0.000 claims description 4
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 3
- 229910052797 bismuth Inorganic materials 0.000 claims description 3
- 229910052707 ruthenium Inorganic materials 0.000 claims description 3
- 230000005540 biological transmission Effects 0.000 claims description 2
- 230000005611 electricity Effects 0.000 claims description 2
- 206010028980 Neoplasm Diseases 0.000 claims 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 238000005498 polishing Methods 0.000 claims 1
- 230000005855 radiation Effects 0.000 description 43
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 33
- -1 polydiphenyl Polymers 0.000 description 32
- 238000009792 diffusion process Methods 0.000 description 30
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- 239000000976 ink Substances 0.000 description 19
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- 230000008859 change Effects 0.000 description 13
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
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- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 4
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- 235000005035 Panax pseudoginseng ssp. pseudoginseng Nutrition 0.000 description 4
- 235000003140 Panax quinquefolius Nutrition 0.000 description 4
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- 239000004305 biphenyl Substances 0.000 description 4
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 4
- OCKPCBLVNKHBMX-UHFFFAOYSA-N butylbenzene Chemical compound CCCCC1=CC=CC=C1 OCKPCBLVNKHBMX-UHFFFAOYSA-N 0.000 description 4
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- 239000011295 pitch Substances 0.000 description 4
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- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 238000001429 visible spectrum Methods 0.000 description 4
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- HTSABYAWKQAHBT-UHFFFAOYSA-N 3-methylcyclohexanol Chemical compound CC1CCCC(O)C1 HTSABYAWKQAHBT-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
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- 229920000557 Nafion® Polymers 0.000 description 3
- 229920001609 Poly(3,4-ethylenedioxythiophene) Polymers 0.000 description 3
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 238000006073 displacement reaction Methods 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 238000010297 mechanical methods and process Methods 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
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- AQIXEPGDORPWBJ-UHFFFAOYSA-N pentan-3-ol Chemical compound CCC(O)CC AQIXEPGDORPWBJ-UHFFFAOYSA-N 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 3
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- 239000002244 precipitate Substances 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
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- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 2
- VZXTWGWHSMCWGA-UHFFFAOYSA-N 1,3,5-triazine-2,4-diamine Chemical compound NC1=NC=NC(N)=N1 VZXTWGWHSMCWGA-UHFFFAOYSA-N 0.000 description 2
- NVJUHMXYKCUMQA-UHFFFAOYSA-N 1-ethoxypropane Chemical compound CCCOCC NVJUHMXYKCUMQA-UHFFFAOYSA-N 0.000 description 2
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- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- SZNYYWIUQFZLLT-UHFFFAOYSA-N 2-methyl-1-(2-methylpropoxy)propane Chemical compound CC(C)COCC(C)C SZNYYWIUQFZLLT-UHFFFAOYSA-N 0.000 description 2
- SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 description 2
- UJBOOUHRTQVGRU-UHFFFAOYSA-N 3-methylcyclohexan-1-one Chemical compound CC1CCCC(=O)C1 UJBOOUHRTQVGRU-UHFFFAOYSA-N 0.000 description 2
- YVBCULSIZWMTFY-UHFFFAOYSA-N 4-Heptanol Natural products CCCC(O)CCC YVBCULSIZWMTFY-UHFFFAOYSA-N 0.000 description 2
- VGVHNLRUAMRIEW-UHFFFAOYSA-N 4-methylcyclohexan-1-one Chemical compound CC1CCC(=O)CC1 VGVHNLRUAMRIEW-UHFFFAOYSA-N 0.000 description 2
- FFWSICBKRCICMR-UHFFFAOYSA-N 5-methyl-2-hexanone Chemical compound CC(C)CCC(C)=O FFWSICBKRCICMR-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
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- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
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- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
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- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
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- 230000032683 aging Effects 0.000 description 2
- 229920000109 alkoxy-substituted poly(p-phenylene vinylene) Polymers 0.000 description 2
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- 238000013459 approach Methods 0.000 description 2
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- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
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- 238000004132 cross linking Methods 0.000 description 2
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- 150000004292 cyclic ethers Chemical class 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
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- 238000010586 diagram Methods 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
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- 125000000524 functional group Chemical group 0.000 description 2
- 229910052732 germanium Inorganic materials 0.000 description 2
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
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- ZOCHHNOQQHDWHG-UHFFFAOYSA-N hexan-3-ol Chemical compound CCCC(O)CC ZOCHHNOQQHDWHG-UHFFFAOYSA-N 0.000 description 2
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- 230000000670 limiting effect Effects 0.000 description 2
- 238000004768 lowest unoccupied molecular orbital Methods 0.000 description 2
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- 238000002156 mixing Methods 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- JYVLIDXNZAXMDK-UHFFFAOYSA-N pentan-2-ol Chemical compound CCCC(C)O JYVLIDXNZAXMDK-UHFFFAOYSA-N 0.000 description 2
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- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 description 2
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- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
- UOHMMEJUHBCKEE-UHFFFAOYSA-N prehnitene Chemical compound CC1=CC=C(C)C(C)=C1C UOHMMEJUHBCKEE-UHFFFAOYSA-N 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
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- 230000003595 spectral effect Effects 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
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- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
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- FZERLKNAJSFDSQ-DDHJBXDOSA-N (2r,3r,11r,12r)-1,4,7,10,13,16-hexaoxacyclooctadecane-2,3,11,12-tetracarboxylic acid Chemical compound OC(=O)[C@@H]1OCCOCCO[C@@H](C(O)=O)[C@H](C(O)=O)OCCOCCO[C@H]1C(O)=O FZERLKNAJSFDSQ-DDHJBXDOSA-N 0.000 description 1
- YUFFSWGQGVEMMI-JLNKQSITSA-N (7Z,10Z,13Z,16Z,19Z)-docosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(O)=O YUFFSWGQGVEMMI-JLNKQSITSA-N 0.000 description 1
- ULPMRIXXHGUZFA-UHFFFAOYSA-N (R)-4-Methyl-3-hexanone Natural products CCC(C)C(=O)CC ULPMRIXXHGUZFA-UHFFFAOYSA-N 0.000 description 1
- HQDYNFWTFJFEPR-UHFFFAOYSA-N 1,2,3,3a-tetrahydropyrene Chemical compound C1=C2CCCC(C=C3)C2=C2C3=CC=CC2=C1 HQDYNFWTFJFEPR-UHFFFAOYSA-N 0.000 description 1
- QTPLEVOKSWEYAC-UHFFFAOYSA-N 1,2-diphenyl-9h-fluorene Chemical compound C=1C=CC=CC=1C1=C2CC3=CC=CC=C3C2=CC=C1C1=CC=CC=C1 QTPLEVOKSWEYAC-UHFFFAOYSA-N 0.000 description 1
- YBQZXXMEJHZYMB-UHFFFAOYSA-N 1,2-diphenylhydrazine Chemical compound C=1C=CC=CC=1NNC1=CC=CC=C1 YBQZXXMEJHZYMB-UHFFFAOYSA-N 0.000 description 1
- BJUGHLWDFGGTGJ-UHFFFAOYSA-N 1,4,7,10,13,16-hexaoxacyclooctadec-2-ylmethanamine Chemical compound NCC1COCCOCCOCCOCCOCCO1 BJUGHLWDFGGTGJ-UHFFFAOYSA-N 0.000 description 1
- NJIPEIQHUNDGPY-UHFFFAOYSA-N 1,4,7,10-tetraoxacyclododec-2-ylmethanol Chemical compound OCC1COCCOCCOCCO1 NJIPEIQHUNDGPY-UHFFFAOYSA-N 0.000 description 1
- VYXHVRARDIDEHS-UHFFFAOYSA-N 1,5-cyclooctadiene Chemical compound C1CC=CCCC=C1 VYXHVRARDIDEHS-UHFFFAOYSA-N 0.000 description 1
- 239000004912 1,5-cyclooctadiene Substances 0.000 description 1
- IBXMKLPFLZYRQZ-UHFFFAOYSA-N 1,5-diphenylpenta-1,4-dien-3-one;palladium Chemical compound [Pd].[Pd].C=1C=CC=CC=1C=CC(=O)C=CC1=CC=CC=C1 IBXMKLPFLZYRQZ-UHFFFAOYSA-N 0.000 description 1
- KAZPHAGSWZTKDW-UHFFFAOYSA-N 1-(3,4-dimethoxyphenyl)propan-2-amine Chemical compound COC1=CC=C(CC(C)N)C=C1OC KAZPHAGSWZTKDW-UHFFFAOYSA-N 0.000 description 1
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 description 1
- 229940067157 phenylhydrazine Drugs 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 229920002120 photoresistant polymer Polymers 0.000 description 1
- STIABRLGDKHASC-UHFFFAOYSA-N phthalic acid;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C1=CC=CC=C1C(O)=O STIABRLGDKHASC-UHFFFAOYSA-N 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- WLJVNTCWHIRURA-UHFFFAOYSA-M pimelate(1-) Chemical compound OC(=O)CCCCCC([O-])=O WLJVNTCWHIRURA-UHFFFAOYSA-M 0.000 description 1
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- 229920003214 poly(methacrylonitrile) Polymers 0.000 description 1
- 229920000052 poly(p-xylylene) Polymers 0.000 description 1
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- 229920000647 polyepoxide Polymers 0.000 description 1
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- 239000011347 resin Substances 0.000 description 1
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- 229910052703 rhodium Inorganic materials 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 210000003296 saliva Anatomy 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000009751 slip forming Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- MFRIHAYPQRLWNB-UHFFFAOYSA-N sodium tert-butoxide Chemical compound [Na+].CC(C)(C)[O-] MFRIHAYPQRLWNB-UHFFFAOYSA-N 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
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- 235000003702 sterols Nutrition 0.000 description 1
- IAHFWCOBPZCAEA-UHFFFAOYSA-N succinonitrile Chemical compound N#CCCC#N IAHFWCOBPZCAEA-UHFFFAOYSA-N 0.000 description 1
- FQIYBGJSPWHUQN-UHFFFAOYSA-N sulfanyloxymethane Chemical compound COS FQIYBGJSPWHUQN-UHFFFAOYSA-N 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
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- 238000002207 thermal evaporation Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
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- TVIVIEFSHFOWTE-UHFFFAOYSA-K tri(quinolin-8-yloxy)alumane Chemical compound [Al+3].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 TVIVIEFSHFOWTE-UHFFFAOYSA-K 0.000 description 1
- AYNNSCRYTDRFCP-UHFFFAOYSA-N triazene Chemical compound NN=N AYNNSCRYTDRFCP-UHFFFAOYSA-N 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- 238000004402 ultra-violet photoelectron spectroscopy Methods 0.000 description 1
- 239000012808 vapor phase Substances 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
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Classifications
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K10/00—Organic devices specially adapted for rectifying, amplifying, oscillating or switching; Organic capacitors or resistors having potential barriers
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
- H10K71/10—Deposition of organic active material
- H10K71/12—Deposition of organic active material using liquid deposition, e.g. spin coating
- H10K71/13—Deposition of organic active material using liquid deposition, e.g. spin coating using printing techniques, e.g. ink-jet printing or screen printing
-
- 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
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
- C08G2261/31—Monomer units or repeat units incorporating structural elements in the main chain incorporating aromatic structural elements in the main chain
- C08G2261/314—Condensed aromatic systems, e.g. perylene, anthracene or pyrene
- C08G2261/3142—Condensed aromatic systems, e.g. perylene, anthracene or pyrene fluorene-based, e.g. fluorene, indenofluorene, or spirobifluorene
-
- 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
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/50—Physical properties
- C08G2261/52—Luminescence
- C08G2261/522—Luminescence fluorescent
- C08G2261/5222—Luminescence fluorescent electrofluorescent
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
- H10K59/30—Devices specially adapted for multicolour light emission
- H10K59/38—Devices specially adapted for multicolour light emission comprising colour filters or colour changing media [CCM]
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/10—Organic polymers or oligomers
- H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
- H10K85/113—Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
- H10K85/1135—Polyethylene dioxythiophene [PEDOT]; Derivatives thereof
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/10—Organic polymers or oligomers
- H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
- H10K85/115—Polyfluorene; Derivatives thereof
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
Landscapes
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Electroluminescent Light Sources (AREA)
- Devices For Indicating Variable Information By Combining Individual Elements (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/705,321 US20050100657A1 (en) | 2003-11-10 | 2003-11-10 | Organic material with a region including a guest material and organic electronic devices incorporating the same |
| US10/889,883 US20050100658A1 (en) | 2003-11-10 | 2004-07-13 | Organic material with a region including a guest material and organic electronic devices incorporating the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW200527939A TW200527939A (en) | 2005-08-16 |
| TWI375483B true TWI375483B (en) | 2012-10-21 |
Family
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Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW093134205A TWI375483B (en) | 2003-11-10 | 2004-11-10 | Organic material with a region including a guest material and organic electronic devices incorporating the same |
| TW093134206A TWI365676B (en) | 2003-11-10 | 2004-11-10 | Organic material with a region including a guest material and organic electronic devices incorporating the same |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW093134206A TWI365676B (en) | 2003-11-10 | 2004-11-10 | Organic material with a region including a guest material and organic electronic devices incorporating the same |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US20050100657A1 (enExample) |
| EP (2) | EP2117060B1 (enExample) |
| JP (1) | JP5026084B2 (enExample) |
| KR (1) | KR101207119B1 (enExample) |
| CN (2) | CN1879236B (enExample) |
| DE (1) | DE602004024918D1 (enExample) |
| TW (2) | TWI375483B (enExample) |
| WO (1) | WO2005048372A1 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US7541097B2 (en) * | 2003-02-19 | 2009-06-02 | Lg Display Co., Ltd. | Organic electroluminescent device and method for fabricating the same |
| US20050100657A1 (en) * | 2003-11-10 | 2005-05-12 | Macpherson Charles D. | Organic material with a region including a guest material and organic electronic devices incorporating the same |
| JP2005276514A (ja) * | 2004-03-23 | 2005-10-06 | Dainippon Printing Co Ltd | 有機ｅｌ素子 |
| US20060011889A1 (en) * | 2004-07-13 | 2006-01-19 | Yong Cao | Semiconducting compositions comprising guest material and organic light emitting host material, methods for preparing such compositions, and devices made therewith |
| WO2006015004A2 (en) * | 2004-07-27 | 2006-02-09 | University Of Washington | White light-emitting electroluminescent device |
| US7407716B2 (en) * | 2004-09-01 | 2008-08-05 | Osram Opto Semiconductors Gmbh | Light emitting devices with multiple light emitting layers to achieve broad spectrum |
| US7268006B2 (en) | 2004-12-30 | 2007-09-11 | E.I. Du Pont De Nemours And Company | Electronic device including a guest material within a layer and a process for forming the same |
| TWI282699B (en) * | 2005-03-14 | 2007-06-11 | Au Optronics Corp | Method of fabrication organic light emitting diode display |
| GB0510382D0 (en) * | 2005-05-20 | 2005-06-29 | Cambridge Display Tech Ltd | Ink jet printing compositions in opto-electrical devices |
| US8884322B2 (en) | 2006-09-22 | 2014-11-11 | Osram Opto Semiconductor Gmbh | Light-emitting device |
| DE102006052029B4 (de) | 2006-09-22 | 2020-01-09 | Osram Oled Gmbh | Lichtemittierende Vorrichtung |
| TWI323047B (en) * | 2006-11-28 | 2010-04-01 | Univ Nat Taiwan | The method for forming electronic devices by using protection layers |
| US20090101870A1 (en) * | 2007-10-22 | 2009-04-23 | E. I. Du Pont De Nemours And Company | Electron transport bi-layers and devices made with such bi-layers |
| JP5138439B2 (ja) * | 2008-03-28 | 2013-02-06 | 富士フイルム株式会社 | 液体塗布方法、液体塗布装置及び放射線検出器製造方法 |
| JP5402384B2 (ja) * | 2008-08-13 | 2014-01-29 | 三菱化学株式会社 | 有機電界発光素子、有機ｅｌ表示装置及び有機ｅｌ照明 |
| KR101926225B1 (ko) * | 2013-01-17 | 2018-12-06 | 카티바, 인크. | 고해상도 유기 발광 다이오드 장치 |
| US9614191B2 (en) | 2013-01-17 | 2017-04-04 | Kateeva, Inc. | High resolution organic light-emitting diode devices, displays, and related methods |
| US9444050B2 (en) | 2013-01-17 | 2016-09-13 | Kateeva, Inc. | High resolution organic light-emitting diode devices, displays, and related method |
| US10439156B2 (en) * | 2013-05-17 | 2019-10-08 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, display device, lighting device, and electronic device |
| CN103500751B (zh) * | 2013-10-18 | 2015-01-21 | 京东方科技集团股份有限公司 | Oled阵列基板及其制作方法、显示装置 |
| US10161436B2 (en) * | 2014-08-20 | 2018-12-25 | Nd Industries, Inc. | Fastener including adhesive composition and method of making the same |
| CN106711355B (zh) * | 2016-12-20 | 2018-07-10 | 武汉华星光电技术有限公司 | 柔性oled显示面板的制作方法 |
| CN111133499B (zh) * | 2017-04-13 | 2023-08-01 | 上海显耀显示科技有限公司 | Led-oled混合自发射显示器 |
| CN109059436B (zh) * | 2018-06-14 | 2021-01-26 | 京东方科技集团股份有限公司 | 干燥箱及其控制方法、有机电致发光器件的制备方法 |
| CN111986837B (zh) * | 2020-07-20 | 2022-05-24 | 番禺得意精密电子工业有限公司 | 电子基板、连接器组件及电子基板的制作方法 |
| CN113193030A (zh) * | 2021-04-28 | 2021-07-30 | 广东阿格蕾雅光电材料有限公司 | Oled像素结构、显示面板以及电子设备 |
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| JP3899566B2 (ja) * | 1996-11-25 | 2007-03-28 | セイコーエプソン株式会社 | 有機ｅｌ表示装置の製造方法 |
| JP3861400B2 (ja) * | 1997-09-01 | 2006-12-20 | セイコーエプソン株式会社 | 電界発光素子およびその製造方法 |
| US6087196A (en) * | 1998-01-30 | 2000-07-11 | The Trustees Of Princeton University | Fabrication of organic semiconductor devices using ink jet printing |
| US7090890B1 (en) * | 1998-04-13 | 2006-08-15 | The Trustees Of Princeton University | Modification of polymer optoelectronic properties after film formation by impurity addition or removal |
| GB9808806D0 (en) * | 1998-04-24 | 1998-06-24 | Cambridge Display Tech Ltd | Selective deposition of polymer films |
| WO2000012226A1 (en) * | 1998-08-28 | 2000-03-09 | Fed Corporation | Full color organic light emitting diode display and method for making the same using inkjet fabrication |
| US6566153B1 (en) * | 1998-10-14 | 2003-05-20 | The Regents Of The University Of California | Process for fabricating organic semiconductor devices using ink-jet printing technology and device and system employing same |
| US6048573A (en) * | 1998-11-13 | 2000-04-11 | Eastman Kodak Company | Method of making an organic light-emitting device |
| US6066357A (en) * | 1998-12-21 | 2000-05-23 | Eastman Kodak Company | Methods of making a full-color organic light-emitting display |
| GB2347013A (en) * | 1999-02-16 | 2000-08-23 | Sharp Kk | Charge-transport structures |
| TW512543B (en) * | 1999-06-28 | 2002-12-01 | Semiconductor Energy Lab | Method of manufacturing an electro-optical device |
| US6641859B1 (en) * | 2000-06-08 | 2003-11-04 | Eastman Kodak Company | Method of making an emissive layer for an organic light-emitting device |
| US20020031602A1 (en) * | 2000-06-20 | 2002-03-14 | Chi Zhang | Thermal treatment of solution-processed organic electroactive layer in organic electronic device |
| US20020121638A1 (en) * | 2000-06-30 | 2002-09-05 | Vladimir Grushin | Electroluminescent iridium compounds with fluorinated phenylpyridines, phenylpyrimidines, and phenylquinolines and devices made with such compounds |
| US6888307B2 (en) * | 2001-08-21 | 2005-05-03 | Universal Display Corporation | Patterned oxygen and moisture absorber for organic optoelectronic device structures |
| US7098060B2 (en) * | 2002-09-06 | 2006-08-29 | E.I. Du Pont De Nemours And Company | Methods for producing full-color organic electroluminescent devices |
| US6891326B2 (en) * | 2002-11-15 | 2005-05-10 | Universal Display Corporation | Structure and method of fabricating organic devices |
| WO2005048373A1 (en) * | 2003-11-10 | 2005-05-26 | E.I. Dupont De Nemours And Company | Process for forming organic layers with a region including a guest material and organic electronic devices incorporating the same |
| US20050100657A1 (en) * | 2003-11-10 | 2005-05-12 | Macpherson Charles D. | Organic material with a region including a guest material and organic electronic devices incorporating the same |
-
2003
- 2003-11-10 US US10/705,321 patent/US20050100657A1/en not_active Abandoned
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2004
- 2004-07-13 US US10/889,883 patent/US20050100658A1/en not_active Abandoned
- 2004-11-10 CN CN2004800328364A patent/CN1879236B/zh not_active Expired - Fee Related
- 2004-11-10 TW TW093134205A patent/TWI375483B/zh not_active IP Right Cessation
- 2004-11-10 TW TW093134206A patent/TWI365676B/zh not_active IP Right Cessation
- 2004-11-10 DE DE602004024918T patent/DE602004024918D1/de not_active Expired - Lifetime
- 2004-11-10 EP EP09010475A patent/EP2117060B1/en not_active Expired - Lifetime
- 2004-11-10 WO PCT/US2004/037598 patent/WO2005048372A1/en not_active Ceased
- 2004-11-10 CN CN2004800328383A patent/CN1879237B/zh not_active Expired - Fee Related
- 2004-11-10 JP JP2006539839A patent/JP5026084B2/ja not_active Expired - Fee Related
- 2004-11-10 EP EP04800978A patent/EP1683213B1/en not_active Expired - Lifetime
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2006
- 2006-05-09 KR KR1020067008991A patent/KR101207119B1/ko not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP2117060A1 (en) | 2009-11-11 |
| EP1683213B1 (en) | 2009-12-30 |
| CN1879237A (zh) | 2006-12-13 |
| CN1879236A (zh) | 2006-12-13 |
| JP5026084B2 (ja) | 2012-09-12 |
| CN1879237B (zh) | 2011-01-26 |
| HK1096773A1 (en) | 2007-06-08 |
| EP1683213A1 (en) | 2006-07-26 |
| EP2117060B1 (en) | 2012-10-03 |
| US20050100658A1 (en) | 2005-05-12 |
| WO2005048372A1 (en) | 2005-05-26 |
| TW200527940A (en) | 2005-08-16 |
| TW200527939A (en) | 2005-08-16 |
| KR101207119B1 (ko) | 2012-12-03 |
| JP2007511884A (ja) | 2007-05-10 |
| CN1879236B (zh) | 2010-06-16 |
| HK1096772A1 (en) | 2007-06-08 |
| TWI365676B (en) | 2012-06-01 |
| KR20060113706A (ko) | 2006-11-02 |
| US20050100657A1 (en) | 2005-05-12 |
| DE602004024918D1 (de) | 2010-02-11 |
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