CN101679858A - 具有双重激发子阻挡层的磷光oled - Google Patents
具有双重激发子阻挡层的磷光oled Download PDFInfo
- Publication number
- CN101679858A CN101679858A CN200880021085A CN200880021085A CN101679858A CN 101679858 A CN101679858 A CN 101679858A CN 200880021085 A CN200880021085 A CN 200880021085A CN 200880021085 A CN200880021085 A CN 200880021085A CN 101679858 A CN101679858 A CN 101679858A
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- China
- Prior art keywords
- exciton
- blocking layers
- phenyl
- luminescent device
- organic luminescent
- 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
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- 239000002019 doping agent Substances 0.000 claims abstract description 63
- 230000005540 biological transmission Effects 0.000 claims abstract description 34
- 239000000463 material Substances 0.000 claims description 158
- -1 substituted-phenyl Chemical group 0.000 claims description 79
- 125000003118 aryl group Chemical group 0.000 claims description 41
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 35
- 239000001257 hydrogen Substances 0.000 claims description 28
- 229910052739 hydrogen Inorganic materials 0.000 claims description 28
- 229910052799 carbon Inorganic materials 0.000 claims description 24
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 125000004432 carbon atom Chemical group C* 0.000 claims description 23
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 claims description 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
- VQGHOUODWALEFC-UHFFFAOYSA-N 2-phenylpyridine Chemical compound C1=CC=CC=C1C1=CC=CC=N1 VQGHOUODWALEFC-UHFFFAOYSA-N 0.000 claims description 17
- 125000004429 atom Chemical group 0.000 claims description 15
- 230000003647 oxidation Effects 0.000 claims description 15
- 238000007254 oxidation reaction Methods 0.000 claims description 15
- 125000003107 substituted aryl group Chemical group 0.000 claims description 15
- 230000009467 reduction Effects 0.000 claims description 13
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 12
- 230000004888 barrier function Effects 0.000 claims description 11
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 claims description 11
- 229910052782 aluminium Inorganic materials 0.000 claims description 10
- 230000000694 effects Effects 0.000 claims description 10
- 150000004982 aromatic amines Chemical class 0.000 claims description 9
- 229910052733 gallium Inorganic materials 0.000 claims description 9
- 150000002475 indoles Chemical class 0.000 claims description 9
- VDULMXJUOWIPGE-UHFFFAOYSA-N 1-phenylisoquinoline quinoline Chemical compound N1=CC=CC2=CC=CC=C12.C1(=CC=CC=C1)C1=NC=CC2=CC=CC=C12 VDULMXJUOWIPGE-UHFFFAOYSA-N 0.000 claims description 8
- 239000004411 aluminium Substances 0.000 claims description 8
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 8
- 150000001716 carbazoles Chemical class 0.000 claims description 8
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical class C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 8
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 claims description 7
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 7
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- REDXJYDRNCIFBQ-UHFFFAOYSA-N aluminium(3+) Chemical compound [Al+3] REDXJYDRNCIFBQ-UHFFFAOYSA-N 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 239000004305 biphenyl Substances 0.000 claims description 4
- 235000010290 biphenyl Nutrition 0.000 claims description 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 4
- LTUJKAYZIMMJEP-UHFFFAOYSA-N 9-[4-(4-carbazol-9-yl-2-methylphenyl)-3-methylphenyl]carbazole Chemical compound C12=CC=CC=C2C2=CC=CC=C2N1C1=CC=C(C=2C(=CC(=CC=2)N2C3=CC=CC=C3C3=CC=CC=C32)C)C(C)=C1 LTUJKAYZIMMJEP-UHFFFAOYSA-N 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 230000021615 conjugation Effects 0.000 claims description 2
- CECAIMUJVYQLKA-UHFFFAOYSA-N iridium 1-phenylisoquinoline Chemical compound [Ir].C1=CC=CC=C1C1=NC=CC2=CC=CC=C12.C1=CC=CC=C1C1=NC=CC2=CC=CC=C12.C1=CC=CC=C1C1=NC=CC2=CC=CC=C12 CECAIMUJVYQLKA-UHFFFAOYSA-N 0.000 claims description 2
- 229940054051 antipsychotic indole derivative Drugs 0.000 claims 2
- ACASGIZOOWLORO-UHFFFAOYSA-N [In+3].C1(=CC=CC=C1)C1=NC=CC=C1 Chemical compound [In+3].C1(=CC=CC=C1)C1=NC=CC=C1 ACASGIZOOWLORO-UHFFFAOYSA-N 0.000 claims 1
- RJMMFJHMVBOLGY-UHFFFAOYSA-N indium(3+) Chemical compound [In+3] RJMMFJHMVBOLGY-UHFFFAOYSA-N 0.000 claims 1
- 239000010410 layer Substances 0.000 description 164
- 229910052757 nitrogen Inorganic materials 0.000 description 61
- 229910052741 iridium Inorganic materials 0.000 description 53
- 239000002585 base Substances 0.000 description 49
- 150000001875 compounds Chemical class 0.000 description 40
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 39
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 33
- 230000000903 blocking effect Effects 0.000 description 26
- 238000000034 method Methods 0.000 description 26
- 238000004770 highest occupied molecular orbital Methods 0.000 description 20
- 238000004768 lowest unoccupied molecular orbital Methods 0.000 description 17
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 17
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- 229910052751 metal Inorganic materials 0.000 description 13
- 239000002184 metal Substances 0.000 description 13
- 238000001194 electroluminescence spectrum Methods 0.000 description 11
- 239000003446 ligand Substances 0.000 description 11
- 238000006862 quantum yield reaction Methods 0.000 description 11
- 125000005259 triarylamine group Chemical group 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 230000005284 excitation Effects 0.000 description 10
- MILUBEOXRNEUHS-UHFFFAOYSA-N iridium(3+) Chemical compound [Ir+3] MILUBEOXRNEUHS-UHFFFAOYSA-N 0.000 description 10
- 229910052760 oxygen Inorganic materials 0.000 description 10
- 239000001301 oxygen Substances 0.000 description 10
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 10
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- 238000012546 transfer Methods 0.000 description 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 9
- 239000012044 organic layer Substances 0.000 description 9
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 8
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 8
- 125000004122 cyclic group Chemical group 0.000 description 8
- DKHNGUNXLDCATP-UHFFFAOYSA-N dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile Chemical compound C12=NC(C#N)=C(C#N)N=C2C2=NC(C#N)=C(C#N)N=C2C2=C1N=C(C#N)C(C#N)=N2 DKHNGUNXLDCATP-UHFFFAOYSA-N 0.000 description 8
- 125000000623 heterocyclic group Chemical group 0.000 description 7
- 238000002347 injection Methods 0.000 description 7
- 239000007924 injection Substances 0.000 description 7
- 125000001624 naphthyl group Chemical group 0.000 description 7
- 125000001424 substituent group Chemical group 0.000 description 7
- 150000001412 amines Chemical class 0.000 description 6
- 125000004093 cyano group Chemical group *C#N 0.000 description 6
- 238000000151 deposition Methods 0.000 description 6
- 230000008021 deposition Effects 0.000 description 6
- 239000011368 organic material Substances 0.000 description 6
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical class OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 description 6
- 229910052697 platinum Inorganic materials 0.000 description 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 5
- 150000004646 arylidenes Chemical group 0.000 description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 239000010406 cathode material Substances 0.000 description 5
- 230000005281 excited state Effects 0.000 description 5
- 238000004020 luminiscence type Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 5
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 4
- 150000001342 alkaline earth metals Chemical class 0.000 description 4
- 150000001450 anions Chemical class 0.000 description 4
- 239000003086 colorant Substances 0.000 description 4
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- 239000011777 magnesium Substances 0.000 description 4
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- 238000005259 measurement Methods 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 229910052763 palladium Inorganic materials 0.000 description 4
- HRGDZIGMBDGFTC-UHFFFAOYSA-N platinum(2+) Chemical compound [Pt+2] HRGDZIGMBDGFTC-UHFFFAOYSA-N 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 125000003944 tolyl group Chemical group 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 230000003245 working effect Effects 0.000 description 4
- VEUMBMHMMCOFAG-UHFFFAOYSA-N 2,3-dihydrooxadiazole Chemical compound N1NC=CO1 VEUMBMHMMCOFAG-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 239000005864 Sulphur Substances 0.000 description 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 3
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 3
- 239000010405 anode material Substances 0.000 description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 3
- 239000004020 conductor Substances 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
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- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 229910052744 lithium Inorganic materials 0.000 description 3
- 229910052749 magnesium Inorganic materials 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 150000002790 naphthalenes Chemical class 0.000 description 3
- 150000002825 nitriles Chemical class 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
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- 125000003367 polycyclic group Chemical group 0.000 description 3
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- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
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- 125000004646 sulfenyl group Chemical group S(*)* 0.000 description 3
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- 150000003852 triazoles Chemical class 0.000 description 3
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- SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 description 2
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- VIJYEGDOKCKUOL-UHFFFAOYSA-N 9-phenylcarbazole Chemical compound C1=CC=CC=C1N1C2=CC=CC=C2C2=CC=CC=C21 VIJYEGDOKCKUOL-UHFFFAOYSA-N 0.000 description 2
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- UVUNZHNCNUFPQA-UHFFFAOYSA-K C(C)(=O)CC(C(=O)[O-])=O.[Ir+3].C(C)(=O)CC(C(=O)[O-])=O.C(C)(=O)CC(C(=O)[O-])=O Chemical compound C(C)(=O)CC(C(=O)[O-])=O.[Ir+3].C(C)(=O)CC(C(=O)[O-])=O.C(C)(=O)CC(C(=O)[O-])=O UVUNZHNCNUFPQA-UHFFFAOYSA-K 0.000 description 2
- 229910052684 Cerium Inorganic materials 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 238000004057 DFT-B3LYP calculation Methods 0.000 description 2
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- BXHXBVNRKRXSHM-UHFFFAOYSA-N (4-pyridin-2-ylphenyl)methanamine Chemical compound C1=CC(CN)=CC=C1C1=CC=CC=N1 BXHXBVNRKRXSHM-UHFFFAOYSA-N 0.000 description 1
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Abstract
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Claims (23)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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US11/765,598 US8034465B2 (en) | 2007-06-20 | 2007-06-20 | Phosphorescent oled having double exciton-blocking layers |
US11/765,598 | 2007-06-20 | ||
PCT/US2008/006962 WO2008156554A1 (en) | 2007-06-20 | 2008-06-03 | Phosphorescent oled having double exciton-blocking layers |
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CN101679858A true CN101679858A (zh) | 2010-03-24 |
CN101679858B CN101679858B (zh) | 2013-03-27 |
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CN2008800210854A Active CN101679858B (zh) | 2007-06-20 | 2008-06-03 | 具有双重激发子阻挡层的磷光oled |
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US (1) | US8034465B2 (zh) |
EP (1) | EP2158290B1 (zh) |
JP (1) | JP5643086B2 (zh) |
KR (1) | KR101182701B1 (zh) |
CN (1) | CN101679858B (zh) |
TW (1) | TWI379448B (zh) |
WO (1) | WO2008156554A1 (zh) |
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CN111384280A (zh) * | 2018-12-29 | 2020-07-07 | Tcl集团股份有限公司 | 一种量子点发光二极管及其制备方法 |
CN111937174A (zh) * | 2018-01-17 | 2020-11-13 | 柯尼卡美能达株式会社 | 发光性膜、有机电致发光元件及有机电致发光元件的制造方法 |
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US20060078757A1 (en) * | 2002-12-13 | 2006-04-13 | Koninklijke Philips Electronics, N.V. | Organic electroluminescent component with triplet emitter complex |
TW200541401A (en) | 2004-02-13 | 2005-12-16 | Idemitsu Kosan Co | Organic electroluminescent device |
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US20090001885A1 (en) * | 2007-06-27 | 2009-01-01 | Spindler Jeffrey P | Tandem oled device |
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CN102239230B (zh) * | 2008-12-12 | 2014-06-25 | E.I.内穆尔杜邦公司 | 光敏组合物和用所述组合物制得的电子器件 |
EP2376595B1 (en) * | 2008-12-22 | 2015-01-21 | E. I. du Pont de Nemours and Company | Photoactive composition and electronic device made with the composition |
US8759818B2 (en) | 2009-02-27 | 2014-06-24 | E I Du Pont De Nemours And Company | Deuterated compounds for electronic applications |
JP5433677B2 (ja) * | 2009-02-27 | 2014-03-05 | 新日鉄住金化学株式会社 | 有機電界発光素子 |
KR101351410B1 (ko) * | 2009-09-29 | 2014-01-14 | 엘지디스플레이 주식회사 | 백색 유기 발광 소자 |
US8617720B2 (en) | 2009-12-21 | 2013-12-31 | E I Du Pont De Nemours And Company | Electroactive composition and electronic device made with the composition |
WO2012039213A1 (ja) * | 2010-09-24 | 2012-03-29 | 株式会社日立製作所 | 有機発光装置及びこれを用いた光源装置 |
GB2484680B (en) * | 2010-10-19 | 2013-06-05 | Cambridge Display Tech Ltd | Polymer and organic light-emitting device |
KR20240090978A (ko) | 2011-02-16 | 2024-06-21 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자 |
TWI680600B (zh) | 2011-02-28 | 2019-12-21 | 日商半導體能源研究所股份有限公司 | 發光元件 |
CN105789468B (zh) | 2011-03-23 | 2018-06-08 | 株式会社半导体能源研究所 | 发光元件、发光装置、照明装置及电子设备 |
CN105702873B (zh) * | 2011-03-30 | 2017-11-24 | 株式会社半导体能源研究所 | 发光元件 |
CN102169965B (zh) * | 2011-04-25 | 2012-08-08 | 中国科学院苏州纳米技术与纳米仿生研究所 | 一种oled器件及其制法 |
KR101429537B1 (ko) * | 2011-07-11 | 2014-08-12 | 엘지디스플레이 주식회사 | 유기발광소자 |
CN103022370B (zh) * | 2011-09-20 | 2016-02-03 | 乐金显示有限公司 | 白色有机发光装置 |
KR101803537B1 (ko) | 2012-02-09 | 2017-11-30 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자 |
EP3741827B1 (en) * | 2012-02-27 | 2022-06-08 | LG Chem, Ltd. | Organic light emitting diode |
DE112013001439B4 (de) | 2012-03-14 | 2022-01-20 | Semiconductor Energy Laboratory Co., Ltd. | Licht emittierende Vorrichtung, elektronisches Gerät und Beleuchtungsvorrichtung |
JP2013232629A (ja) | 2012-04-06 | 2013-11-14 | Semiconductor Energy Lab Co Ltd | 発光素子、発光装置、電子機器、および照明装置 |
JP6158542B2 (ja) | 2012-04-13 | 2017-07-05 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置、電子機器、および照明装置 |
JP6076153B2 (ja) | 2012-04-20 | 2017-02-08 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置、表示装置、電子機器及び照明装置 |
KR20220044854A (ko) | 2012-04-20 | 2022-04-11 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 전자 기기, 및 조명 장치 |
TWI792181B (zh) | 2012-08-03 | 2023-02-11 | 日商半導體能源研究所股份有限公司 | 發光元件 |
TWI651878B (zh) | 2012-08-03 | 2019-02-21 | 日商半導體能源研究所股份有限公司 | 發光元件、發光裝置、顯示裝置、電子裝置及照明設備 |
KR102438674B1 (ko) | 2012-08-03 | 2022-08-31 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 표시 장치, 전자 기기, 및 조명 장치 |
WO2014021441A1 (en) | 2012-08-03 | 2014-02-06 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, electronic device, and lighting device |
US9142710B2 (en) | 2012-08-10 | 2015-09-22 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, display device, electronic device, and lighting device |
KR20140055452A (ko) * | 2012-10-31 | 2014-05-09 | 삼성디스플레이 주식회사 | 유기 발광 소자 |
KR102046157B1 (ko) * | 2012-12-21 | 2019-12-03 | 삼성디스플레이 주식회사 | 유기 발광 표시 장치 및 그 제조 방법 |
KR102151394B1 (ko) | 2013-01-10 | 2020-09-04 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 전자 기기 및 조명 장치 |
US10043982B2 (en) | 2013-04-26 | 2018-08-07 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, display device, electronic device, and lighting device |
WO2014185434A1 (en) | 2013-05-16 | 2014-11-20 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, electronic device, and lighting device |
KR102214317B1 (ko) | 2013-06-14 | 2021-02-08 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 유기 금속 이리듐 착체, 발광 소자, 발광 장치, 및 조명 장치 |
KR101661797B1 (ko) * | 2013-07-03 | 2016-10-04 | 단국대학교 산학협력단 | 유기금속화합물을 전자수송 도펀트로 함유하는 유기발광다이오드 |
KR102403208B1 (ko) | 2013-08-26 | 2022-05-30 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 표시 장치, 조명 장치, 및 전자 기기 |
KR101581033B1 (ko) * | 2013-11-01 | 2015-12-29 | 서울대학교산학협력단 | 유기 발광 소자, 및 이를 포함하는 디스플레이 장치 및 조명 |
DE112014005471B4 (de) | 2013-12-02 | 2022-10-06 | Semiconductor Energy Laboratory Co., Ltd. | Licht emittierendes Element, Licht emittierende Vorrichtung und Beleuchtungsvorrichtung |
CN108598272B (zh) | 2013-12-02 | 2020-10-16 | 株式会社半导体能源研究所 | 发光元件、显示模块、照明模块、发光装置、显示装置、电子设备以及照明装置 |
KR101742359B1 (ko) * | 2013-12-27 | 2017-05-31 | 주식회사 두산 | 유기 전계 발광 소자 |
KR20150130224A (ko) | 2014-05-13 | 2015-11-23 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 표시 장치, 전자 기기, 및 조명 장치 |
TWI682563B (zh) | 2014-05-30 | 2020-01-11 | 日商半導體能源研究所股份有限公司 | 發光元件,發光裝置,電子裝置以及照明裝置 |
DE102015213426B4 (de) | 2014-07-25 | 2022-05-05 | Semiconductor Energy Laboratory Co.,Ltd. | Licht emittierendes Element, Licht emittierende Vorrichtung, elekronisches Gerät, Beleuchtungsvorrichtung und organische Verbindung |
KR102353647B1 (ko) | 2014-08-29 | 2022-01-20 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 표시 장치, 전자 기기, 및 조명 장치 |
KR102520516B1 (ko) | 2014-09-30 | 2023-04-12 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 표시 장치, 전자 기기, 및 조명 장치 |
EP3051604B1 (en) | 2015-01-30 | 2017-10-11 | Samsung Display Co., Ltd. | Organic light-emitting device |
US10903440B2 (en) | 2015-02-24 | 2021-01-26 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, electronic device, and lighting device |
US10062861B2 (en) | 2015-02-24 | 2018-08-28 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, display device, electronic device, and lighting device |
TW202404148A (zh) | 2015-03-09 | 2024-01-16 | 日商半導體能源研究所股份有限公司 | 發光元件、顯示裝置、電子裝置及照明設備 |
TWI836636B (zh) | 2015-03-09 | 2024-03-21 | 日商半導體能源研究所股份有限公司 | 發光元件,顯示裝置,電子裝置,與照明裝置 |
WO2016163372A1 (ja) | 2015-04-08 | 2016-10-13 | 出光興産株式会社 | 化合物、これを用いた有機エレクトロルミネッセンス素子用材料、及びこれを用いた有機エレクトロルミネッセンス素子並びに電子機器 |
DE112016002297T5 (de) | 2015-05-21 | 2018-03-15 | Semiconductor Energy Laboratory Co., Ltd. | Licht emittierendes Element, Anzeigevorrichtung, elektronisches Gerät und Beleuchtungsvorrichtung |
TWI837587B (zh) | 2015-05-21 | 2024-04-01 | 日商半導體能源研究所股份有限公司 | 發光元件、顯示裝置、電子裝置、及照明裝置 |
WO2016193845A1 (en) | 2015-05-29 | 2016-12-08 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, display device, electronic device, and lighting device |
WO2016203350A1 (en) | 2015-06-17 | 2016-12-22 | Semiconductor Energy Laboratory Co., Ltd. | Iridium complex, light-emitting element, display device, electronic device, and lighting device |
US10749115B2 (en) * | 2015-06-23 | 2020-08-18 | Novaled Gmbh | N-doped semiconducting material comprising polar matrix and metal dopant |
KR102655709B1 (ko) | 2015-07-21 | 2024-04-05 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 표시 장치, 전자 기기, 및 조명 장치 |
KR102616411B1 (ko) | 2015-07-23 | 2023-12-26 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 표시 장치, 전자 기기, 및 조명 장치 |
JP6860989B2 (ja) | 2015-07-24 | 2021-04-21 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置、電子機器および照明装置 |
CN107851729B (zh) | 2015-08-07 | 2020-07-28 | 株式会社半导体能源研究所 | 发光元件、显示装置、电子设备及照明装置 |
KR20170038681A (ko) | 2015-09-30 | 2017-04-07 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 표시 장치, 전자 기기, 및 조명 장치 |
TW202316695A (zh) | 2015-09-30 | 2023-04-16 | 日商半導體能源研究所股份有限公司 | 發光元件,顯示裝置,電子裝置,及照明裝置 |
CN109196679B (zh) | 2015-12-01 | 2021-06-08 | 株式会社半导体能源研究所 | 发光元件、发光装置、电子设备及照明装置 |
CN106898700B (zh) * | 2015-12-18 | 2019-06-25 | 昆山国显光电有限公司 | 一种磷光有机电致发光器件 |
JP2017174955A (ja) * | 2016-03-23 | 2017-09-28 | 株式会社ジャパンディスプレイ | 有機el表示装置 |
US10096658B2 (en) | 2016-04-22 | 2018-10-09 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, display device, electronic device, and lighting device |
US10756286B2 (en) | 2016-05-06 | 2020-08-25 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, display device, electronic device, and lighting device |
KR102349892B1 (ko) | 2016-05-06 | 2022-01-10 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 표시 장치, 전자 기기, 및 조명 장치 |
WO2017199163A1 (en) | 2016-05-20 | 2017-11-23 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, display device, electronic device, and lighting device |
KR20180010136A (ko) | 2016-07-20 | 2018-01-30 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 유기 화합물, 발광 소자, 발광 장치, 전자 기기, 및 조명 장치 |
KR102620084B1 (ko) * | 2016-07-29 | 2024-01-02 | 엘지디스플레이 주식회사 | 유기 발광 소자 및 이를 이용한 유기 발광 표시 장치 |
WO2018033820A1 (en) | 2016-08-17 | 2018-02-22 | Semiconductor Energy Laboratory Co., Ltd. | Organic compound, light-emitting element, light-emitting device, electronic device, and lighting device |
CN111656549A (zh) | 2017-11-02 | 2020-09-11 | 株式会社半导体能源研究所 | 发光元件、显示装置、电子设备及照明装置 |
US11462696B2 (en) | 2018-01-19 | 2022-10-04 | Semiconductor Energy Laboratory Co., Ltd. | Organic compound, light-emitting element, light-emitting device, electronic device, and lighting device |
JP7218348B2 (ja) | 2018-03-07 | 2023-02-06 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置、電子機器および照明装置 |
JP2020113638A (ja) * | 2019-01-11 | 2020-07-27 | 株式会社ジャパンディスプレイ | エレクトロルミネセンス表示装置及びエレクトロルミネセンス表示装置の製造方法 |
KR20210126000A (ko) | 2019-02-06 | 2021-10-19 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 디바이스, 발광 기기, 표시 장치, 전자 기기, 및 조명 장치 |
Family Cites Families (105)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US682895A (en) * | 1900-05-12 | 1901-09-17 | Daniel O Ward | Railway-tie plate. |
NL124075C (zh) * | 1959-04-09 | |||
US3172862A (en) * | 1960-09-29 | 1965-03-09 | Dow Chemical Co | Organic electroluminescent phosphors |
US3173050A (en) * | 1962-09-19 | 1965-03-09 | Dow Chemical Co | Electroluminescent cell |
US3567450A (en) * | 1968-02-20 | 1971-03-02 | Eastman Kodak Co | Photoconductive elements containing substituted triarylamine photoconductors |
US3658520A (en) * | 1968-02-20 | 1972-04-25 | Eastman Kodak Co | Photoconductive elements containing as photoconductors triarylamines substituted by active hydrogen-containing groups |
US3710167A (en) * | 1970-07-02 | 1973-01-09 | Rca Corp | Organic electroluminescent cells having a tunnel injection cathode |
US4356429A (en) * | 1980-07-17 | 1982-10-26 | Eastman Kodak Company | Organic electroluminescent cell |
US5283182A (en) * | 1986-09-17 | 1994-02-01 | Beecham Group Plc | Preparation of immobilized hydantoinase stabilized with divalent metal ions |
US4885221A (en) * | 1986-12-06 | 1989-12-05 | Kabushiki Kaisha Toshiba | Electrophotography apparatus and electrophtographic process for developing positive image from positive or negative film |
US4720432A (en) * | 1987-02-11 | 1988-01-19 | Eastman Kodak Company | Electroluminescent device with organic luminescent medium |
US4885211A (en) * | 1987-02-11 | 1989-12-05 | Eastman Kodak Company | Electroluminescent device with improved cathode |
GB8909011D0 (en) * | 1989-04-20 | 1989-06-07 | Friend Richard H | Electroluminescent devices |
US5061569A (en) * | 1990-07-26 | 1991-10-29 | Eastman Kodak Company | Electroluminescent device with organic electroluminescent medium |
US5059861A (en) * | 1990-07-26 | 1991-10-22 | Eastman Kodak Company | Organic electroluminescent device with stabilizing cathode capping layer |
US5059862A (en) * | 1990-07-26 | 1991-10-22 | Eastman Kodak Company | Electroluminescent device with improved cathode |
US5294870A (en) * | 1991-12-30 | 1994-03-15 | Eastman Kodak Company | Organic electroluminescent multicolor image display device |
US5276380A (en) * | 1991-12-30 | 1994-01-04 | Eastman Kodak Company | Organic electroluminescent image display device |
US5405709A (en) * | 1993-09-13 | 1995-04-11 | Eastman Kodak Company | White light emitting internal junction organic electroluminescent device |
JP3813217B2 (ja) | 1995-03-13 | 2006-08-23 | パイオニア株式会社 | 有機エレクトロルミネッセンスディスプレイパネルの製造方法 |
US5503910A (en) * | 1994-03-29 | 1996-04-02 | Idemitsu Kosan Co., Ltd. | Organic electroluminescence device |
US5703436A (en) * | 1994-12-13 | 1997-12-30 | The Trustees Of Princeton University | Transparent contacts for organic devices |
US5608287A (en) * | 1995-02-23 | 1997-03-04 | Eastman Kodak Company | Conductive electron injector for light-emitting diodes |
US5688551A (en) * | 1995-11-13 | 1997-11-18 | Eastman Kodak Company | Method of forming an organic electroluminescent display panel |
JP4477150B2 (ja) * | 1996-01-17 | 2010-06-09 | 三星モバイルディスプレイ株式會社 | 有機薄膜el素子 |
US5683823A (en) * | 1996-01-26 | 1997-11-04 | Eastman Kodak Company | White light-emitting organic electroluminescent devices |
US5776623A (en) * | 1996-07-29 | 1998-07-07 | Eastman Kodak Company | Transparent electron-injecting electrode for use in an electroluminescent device |
US5776622A (en) * | 1996-07-29 | 1998-07-07 | Eastman Kodak Company | Bilayer eletron-injeting electrode for use in an electroluminescent device |
US5677572A (en) * | 1996-07-29 | 1997-10-14 | Eastman Kodak Company | Bilayer electrode on a n-type semiconductor |
US5645948A (en) * | 1996-08-20 | 1997-07-08 | Eastman Kodak Company | Blue organic electroluminescent devices |
US5766779A (en) * | 1996-08-20 | 1998-06-16 | Eastman Kodak Company | Electron transporting materials for organic electroluminescent devices |
US5714838A (en) * | 1996-09-20 | 1998-02-03 | International Business Machines Corporation | Optically transparent diffusion barrier and top electrode in organic light emitting diode structures |
JPH10125469A (ja) * | 1996-10-24 | 1998-05-15 | Tdk Corp | 有機el発光素子 |
DE69723538T2 (de) * | 1996-11-29 | 2004-06-09 | Idemitsu Kosan Co. Ltd. | Organisches elektrolumineszentes Bauteil |
US5981306A (en) * | 1997-09-12 | 1999-11-09 | The Trustees Of Princeton University | Method for depositing indium tin oxide layers in organic light emitting devices |
EP0891121B8 (en) | 1996-12-28 | 2013-01-02 | Futaba Corporation | Organic electroluminescent elements |
US5739545A (en) * | 1997-02-04 | 1998-04-14 | International Business Machines Corporation | Organic light emitting diodes having transparent cathode structures |
US6337492B1 (en) * | 1997-07-11 | 2002-01-08 | Emagin Corporation | Serially-connected organic light emitting diode stack having conductors sandwiching each light emitting layer |
US6413656B1 (en) * | 1998-09-14 | 2002-07-02 | The University Of Southern California | Reduced symmetry porphyrin molecules for producing enhanced luminosity from phosphorescent organic light emitting devices |
US6303238B1 (en) * | 1997-12-01 | 2001-10-16 | The Trustees Of Princeton University | OLEDs doped with phosphorescent compounds |
US5851709A (en) * | 1997-10-31 | 1998-12-22 | Eastman Kodak Company | Method for selective transfer of a color organic layer |
JPH11251067A (ja) * | 1998-03-02 | 1999-09-17 | Junji Kido | 有機エレクトロルミネッセント素子 |
US6137223A (en) * | 1998-07-28 | 2000-10-24 | Eastman Kodak Company | Electron-injecting layer formed from a dopant layer for organic light-emitting structure |
US6140763A (en) * | 1998-07-28 | 2000-10-31 | Eastman Kodak Company | Interfacial electron-injecting layer formed from a doped cathode for organic light-emitting structure |
US6172459B1 (en) * | 1998-07-28 | 2001-01-09 | Eastman Kodak Company | Electron-injecting layer providing a modified interface between an organic light-emitting structure and a cathode buffer layer |
KR100837029B1 (ko) | 1998-09-09 | 2008-06-10 | 이데미쓰 고산 가부시키가이샤 | 유기 전자발광 소자 및 페닐렌디아민 유도체 |
US6830828B2 (en) * | 1998-09-14 | 2004-12-14 | The Trustees Of Princeton University | Organometallic complexes as phosphorescent emitters in organic LEDs |
US6097147A (en) * | 1998-09-14 | 2000-08-01 | The Trustees Of Princeton University | Structure for high efficiency electroluminescent device |
US6066357A (en) * | 1998-12-21 | 2000-05-23 | Eastman Kodak Company | Methods of making a full-color organic light-emitting display |
CN1226902C (zh) | 1999-03-23 | 2005-11-09 | 南加利福尼亚大学 | 在有机发光装置中用作磷光掺杂剂的环金属化金属配合物 |
EP1729327B2 (en) | 1999-05-13 | 2022-08-10 | The Trustees Of Princeton University | Use of a phosphorescent iridium compound as emissive molecule in an organic light emitting device |
US6521360B2 (en) * | 1999-06-08 | 2003-02-18 | City University Of Hong Kong | White and colored organic electroluminescent devices using single emitting material by novel color change technique |
EP1076368A2 (en) | 1999-08-11 | 2001-02-14 | Eastman Kodak Company | A surface-emitting organic light-emitting diode |
US6278236B1 (en) * | 1999-09-02 | 2001-08-21 | Eastman Kodak Company | Organic electroluminescent devices with electron-injecting layer having aluminum and alkali halide |
EP3379591A1 (en) | 1999-12-01 | 2018-09-26 | The Trustees of Princeton University | Complexes of form l2mx |
JP4255610B2 (ja) | 1999-12-28 | 2009-04-15 | 出光興産株式会社 | 白色系有機エレクトロルミネッセンス素子 |
KR100377321B1 (ko) * | 1999-12-31 | 2003-03-26 | 주식회사 엘지화학 | 피-형 반도체 성질을 갖는 유기 화합물을 포함하는 전기소자 |
US7560175B2 (en) * | 1999-12-31 | 2009-07-14 | Lg Chem, Ltd. | Electroluminescent devices with low work function anode |
US6237529B1 (en) * | 2000-03-03 | 2001-05-29 | Eastman Kodak Company | Source for thermal physical vapor deposition of organic electroluminescent layers |
US6226890B1 (en) * | 2000-04-07 | 2001-05-08 | Eastman Kodak Company | Desiccation of moisture-sensitive electronic devices |
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 |
US6670645B2 (en) * | 2000-06-30 | 2003-12-30 | E. I. Du Pont De Nemours And Company | Electroluminescent iridium compounds with fluorinated phenylpyridines, phenylpyrimidines, and phenylquinolines and devices made with such compounds |
US6939624B2 (en) * | 2000-08-11 | 2005-09-06 | Universal Display Corporation | Organometallic compounds and emission-shifting organic electrophosphorescence |
US6696177B1 (en) | 2000-08-30 | 2004-02-24 | Eastman Kodak Company | White organic electroluminescent devices with improved stability and efficiency |
JP4154140B2 (ja) * | 2000-09-26 | 2008-09-24 | キヤノン株式会社 | 金属配位化合物 |
JP4086499B2 (ja) * | 2000-11-29 | 2008-05-14 | キヤノン株式会社 | 金属配位化合物、発光素子及び表示装置 |
JP4086498B2 (ja) * | 2000-11-29 | 2008-05-14 | キヤノン株式会社 | 金属配位化合物、発光素子及び表示装置 |
WO2002045466A1 (fr) * | 2000-11-30 | 2002-06-06 | Canon Kabushiki Kaisha | Element luminescent et ecran |
EP1889891B1 (en) * | 2000-11-30 | 2017-11-22 | Canon Kabushiki Kaisha | Luminescence device and display apparatus |
JP4154145B2 (ja) * | 2000-12-01 | 2008-09-24 | キヤノン株式会社 | 金属配位化合物、発光素子及び表示装置 |
US6579630B2 (en) * | 2000-12-07 | 2003-06-17 | Canon Kabushiki Kaisha | Deuterated semiconducting organic compounds used for opto-electronic devices |
JP2002217456A (ja) * | 2001-01-19 | 2002-08-02 | Ngk Insulators Ltd | 半導体発光素子 |
JP3812730B2 (ja) | 2001-02-01 | 2006-08-23 | 富士写真フイルム株式会社 | 遷移金属錯体及び発光素子 |
WO2002064700A1 (fr) | 2001-02-14 | 2002-08-22 | Sanyo Electric Co., Ltd. | Dispositif d'electroluminescence organique, materiau luminescent, et compose organique |
JP4307000B2 (ja) | 2001-03-08 | 2009-08-05 | キヤノン株式会社 | 金属配位化合物、電界発光素子及び表示装置 |
JP4438042B2 (ja) | 2001-03-08 | 2010-03-24 | キヤノン株式会社 | 金属配位化合物、電界発光素子及び表示装置 |
JP4307001B2 (ja) | 2001-03-14 | 2009-08-05 | キヤノン株式会社 | 金属配位化合物、電界発光素子及び表示装置 |
JP3650082B2 (ja) | 2001-06-04 | 2005-05-18 | 三洋電機株式会社 | 有機エレクトロルミネッセンス素子、発光材料および有機化合物 |
US7067202B2 (en) * | 2001-06-15 | 2006-06-27 | Sanyo Electric Co., Ltd. | Luminescent organometallic compound and light emitting device |
JP4310077B2 (ja) | 2001-06-19 | 2009-08-05 | キヤノン株式会社 | 金属配位化合物及び有機発光素子 |
JP2003007469A (ja) * | 2001-06-25 | 2003-01-10 | Canon Inc | 発光素子及び表示装置 |
CA2353024C (en) * | 2001-07-12 | 2005-12-06 | Ibm Canada Limited-Ibm Canada Limitee | Anti-vibration and anti-tilt microscope stand |
JP3960765B2 (ja) | 2001-09-03 | 2007-08-15 | 三洋電機株式会社 | 発光素子用発光材料 |
JP2003073387A (ja) | 2001-09-04 | 2003-03-12 | Canon Inc | 金属配位化合物及び有機発光素子 |
US6924050B2 (en) * | 2001-10-05 | 2005-08-02 | Ford Motor Company | Method for dissipating energy in a fuel cell generator system |
US6835469B2 (en) * | 2001-10-17 | 2004-12-28 | The University Of Southern California | Phosphorescent compounds and devices comprising the same |
US7250512B2 (en) | 2001-11-07 | 2007-07-31 | E. I. Du Pont De Nemours And Company | Electroluminescent iridium compounds having red-orange or red emission and devices made with such compounds |
US6919139B2 (en) * | 2002-02-14 | 2005-07-19 | E. I. Du Pont De Nemours And Company | Electroluminescent iridium compounds with phosphinoalkoxides and phenylpyridines or phenylpyrimidines and devices made with such compounds |
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GB0206169D0 (en) | 2002-03-15 | 2002-04-24 | Isis Innovation | Rhenium compounds |
US6951694B2 (en) * | 2002-03-29 | 2005-10-04 | The University Of Southern California | Organic light emitting devices with electron blocking layers |
GB0209652D0 (en) | 2002-04-26 | 2002-06-05 | Univ Cambridge Tech | Solution-processable phosphorescent materials |
US7090929B2 (en) * | 2002-07-30 | 2006-08-15 | E.I. Du Pont De Nemours And Company | Metallic complexes covalently bound to conjugated polymers and electronic devices containing such compositions |
US6963005B2 (en) * | 2002-08-15 | 2005-11-08 | E. I. Du Pont De Nemours And Company | Compounds comprising phosphorus-containing metal complexes |
CN100340630C (zh) * | 2002-08-16 | 2007-10-03 | 南加利福尼亚大学 | 有机发光材料和器件 |
JP4483167B2 (ja) * | 2002-10-17 | 2010-06-16 | コニカミノルタホールディングス株式会社 | 有機エレクトロルミネッセンス素子および有機エレクトロルミネッセンス素子を有する表示装置 |
US20040086743A1 (en) * | 2002-11-06 | 2004-05-06 | Brown Cory S. | Organometallic compounds for use in electroluminescent devices |
US6687266B1 (en) * | 2002-11-08 | 2004-02-03 | Universal Display Corporation | Organic light emitting materials and devices |
US7839075B2 (en) | 2003-07-23 | 2010-11-23 | Konica Minolta Holdings, Inc. | Organic electroluminescent element, illuminator and display |
US6824895B1 (en) * | 2003-12-05 | 2004-11-30 | Eastman Kodak Company | Electroluminescent device containing organometallic compound with tridentate ligand |
KR100721554B1 (ko) * | 2004-07-22 | 2007-05-23 | 삼성에스디아이 주식회사 | 유기 전계 발광 소자 및 그의 제조 방법 |
US7597967B2 (en) * | 2004-12-17 | 2009-10-06 | Eastman Kodak Company | Phosphorescent OLEDs with exciton blocking layer |
JP5105784B2 (ja) * | 2005-07-06 | 2012-12-26 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置及び電子機器 |
US7462406B2 (en) | 2005-11-15 | 2008-12-09 | Eastman Kodak Company | OLED devices with dinuclear copper compounds |
JP2007184446A (ja) * | 2006-01-10 | 2007-07-19 | Seiko Epson Corp | 発光装置、電子機器 |
-
2007
- 2007-06-20 US US11/765,598 patent/US8034465B2/en active Active
-
2008
- 2008-06-03 EP EP08754816.0A patent/EP2158290B1/en active Active
- 2008-06-03 JP JP2010513193A patent/JP5643086B2/ja active Active
- 2008-06-03 KR KR1020097026443A patent/KR101182701B1/ko active IP Right Grant
- 2008-06-03 CN CN2008800210854A patent/CN101679858B/zh active Active
- 2008-06-03 WO PCT/US2008/006962 patent/WO2008156554A1/en active Application Filing
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EP2158290A1 (en) | 2010-03-03 |
US20080315753A1 (en) | 2008-12-25 |
CN101679858B (zh) | 2013-03-27 |
WO2008156554A1 (en) | 2008-12-24 |
TWI379448B (en) | 2012-12-11 |
KR101182701B1 (ko) | 2012-09-13 |
US8034465B2 (en) | 2011-10-11 |
JP2010530640A (ja) | 2010-09-09 |
JP5643086B2 (ja) | 2014-12-17 |
TW200908412A (en) | 2009-02-16 |
EP2158290B1 (en) | 2015-11-11 |
KR20100022985A (ko) | 2010-03-03 |
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