CN1520702B - 含有氟化苯基吡啶、苯基嘧啶和苯基喹啉的电致发光铱化合物及用该化合物制备的器件 - Google Patents

含有氟化苯基吡啶、苯基嘧啶和苯基喹啉的电致发光铱化合物及用该化合物制备的器件 Download PDF

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CN1520702B
CN1520702B CN018232167A CN01823216A CN1520702B CN 1520702 B CN1520702 B CN 1520702B CN 018232167 A CN018232167 A CN 018232167A CN 01823216 A CN01823216 A CN 01823216A CN 1520702 B CN1520702 B CN 1520702B
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formula
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CN1520702A (zh
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V·A·佩特罗
Y·王
V·格鲁钦
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LG Chem Ltd
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EI Du Pont de Nemours and Co
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    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Electroluminescent Light Sources (AREA)
  • Pyridine Compounds (AREA)
  • Quinoline Compounds (AREA)
CN018232167A 2001-12-26 2001-12-26 含有氟化苯基吡啶、苯基嘧啶和苯基喹啉的电致发光铱化合物及用该化合物制备的器件 Expired - Lifetime CN1520702B (zh)

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PCT/US2001/049522 WO2003063555A1 (en) 2001-12-26 2001-12-26 Electroluminescent iridium compounds wiht fluorinated phenylpyridines, phenylpyrimidines, and phenylquinolines and devices made with such compounds

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CN1520702A CN1520702A (zh) 2004-08-11
CN1520702B true CN1520702B (zh) 2010-05-26

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JP (1) JP4299144B2 (enExample)
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CA (1) CA2455844A1 (enExample)
IL (1) IL158314A0 (enExample)
WO (1) WO2003063555A1 (enExample)

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US7476452B2 (en) 2000-06-30 2009-01-13 E. I. Du Pont De Nemours And Company Electroluminescent iridium compounds with fluorinated phenylpyridine ligands, and devices made with such compounds
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US7166368B2 (en) 2001-11-07 2007-01-23 E. I. Du Pont De Nemours And Company Electroluminescent platinum compounds and devices made with such compounds
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US7816016B1 (en) 2003-02-13 2010-10-19 E. I. Du Pont De Nemours And Company Electroluminescent iridium compounds and devices made therefrom
US7390438B2 (en) 2003-04-22 2008-06-24 E.I. Du Pont De Nemours And Company Water dispersible substituted polydioxythiophenes made with fluorinated polymeric sulfonic acid colloids
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US7351358B2 (en) 2004-03-17 2008-04-01 E.I. Du Pont De Nemours And Company Water dispersible polypyrroles made with polymeric acid colloids for electronics applications
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US7449601B2 (en) 2004-12-16 2008-11-11 E. I. Du Pont De Nemours And Company Catalysts useful for catalyzing the coupling of arylhalides with arylboronic acids
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EP2398086A1 (en) 2010-06-17 2011-12-21 Nederlandse Organisatie voor toegepast -natuurwetenschappelijk onderzoek TNO Opto-electric device and method of manufacturing thereof
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US9293716B2 (en) 2010-12-20 2016-03-22 Ei Du Pont De Nemours And Company Compositions for electronic applications
JP2014509068A (ja) 2010-12-20 2014-04-10 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー 電子技術応用のための電気活性組成物
WO2012087960A1 (en) 2010-12-20 2012-06-28 E. I. Du Pont De Nemours And Company Triazine derivatives for electronic applications
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JP5871949B2 (ja) 2010-12-20 2016-03-01 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ 閉じ込め層およびそれを使って製造されるデバイスを製造するための方法および材料
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WO2014019707A2 (en) 2012-08-02 2014-02-06 Roche Diagnostics Gmbh New iridium-based complexes for ecl
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EP2880043B1 (en) 2012-08-02 2016-09-21 Roche Diagnostics GmbH New bis-iridium-complexes for manufacturing of ecl-labels
CN103044490B (zh) * 2012-10-16 2015-10-28 中科院广州化学有限公司 一种新型苯基噌啉类铱配合物及其制备方法与应用
JP6371304B2 (ja) 2012-12-13 2018-08-08 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ 閉じ込め層およびそれを使って製造されるデバイスを製造するための方法および材料
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CN103145763B (zh) * 2013-03-02 2016-06-15 大连理工大学 基于吡啶的环金属配体-铂配合物及其制备方法与应用
US10586929B2 (en) 2013-12-12 2020-03-10 Lg Chem, Ltd. Solvent-resistant hole transport layers
US10134988B2 (en) 2013-12-13 2018-11-20 E I Du Pont De Nemours And Company System for forming an electroactive layer
JP6206887B2 (ja) 2014-01-10 2017-10-04 国立研究開発法人産業技術総合研究所 シクロメタル化イリジウム錯体の製造方法
US10586933B2 (en) 2014-01-23 2020-03-10 Lg Chem, Ltd. Electroactive metal complexes
WO2016010746A1 (en) 2014-07-15 2016-01-21 E. I. Du Pont De Nemours And Company Hole transport materials
US9944846B2 (en) 2014-08-28 2018-04-17 E I Du Pont De Nemours And Company Compositions for electronic applications
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WO2016085902A1 (en) 2014-11-25 2016-06-02 E. I. Du Pont De Nemours And Company Low surface energy photoresist composition and process
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US9954174B2 (en) 2015-05-06 2018-04-24 E I Du Pont De Nemours And Company Hole transport materials
US10804473B2 (en) 2015-05-21 2020-10-13 Lg Chem, Ltd. Electron transport materials for electronic applications
WO2016191171A1 (en) 2015-05-26 2016-12-01 E I Du Pont De Nemours And Company Electroactive materials
US20170025609A1 (en) 2015-07-20 2017-01-26 E I Du Pont De Nemours And Company Electroactive materials
US9525134B1 (en) 2015-08-11 2016-12-20 E I Du Pont De Nemours And Company Hole transport materials
US10862037B2 (en) 2015-10-16 2020-12-08 Lg Chem, Ltd. Electroactive materials
US9768238B2 (en) 2015-11-16 2017-09-19 E I Du Pont De Nemours And Company Electrical device to mask systematic luminance variation
WO2017122516A1 (ja) 2016-01-14 2017-07-20 国立研究開発法人産業技術総合研究所 シクロメタル化イリジウム錯体の製造方法
WO2017205569A1 (en) 2016-05-27 2017-11-30 E. I. Du Pont De Nemours And Company Dihetero amines in electrically conductive polymer compositions
US9966542B2 (en) 2016-06-02 2018-05-08 E I Du Pont De Nemours And Company Electroactive materials

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5716722A (en) * 1995-01-24 1998-02-10 Sanyo Electric Co., Ltd. Organic electrolluminescent device
US20010019782A1 (en) * 1999-12-27 2001-09-06 Tatsuya Igarashi Light-emitting material comprising orthometalated iridium complex, light-emitting device, high efficiency red light-emitting device, and novel iridium complex

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH647508A5 (en) * 1981-05-07 1985-01-31 Lonza Ag Process for the preparation of 2-arylpyridines
GB8909011D0 (en) 1989-04-20 1989-06-07 Friend Richard H Electroluminescent devices
DE69110922T2 (de) 1990-02-23 1995-12-07 Sumitomo Chemical Co Organisch elektrolumineszente Vorrichtung.
US5408109A (en) 1991-02-27 1995-04-18 The Regents Of The University Of California Visible light emitting diodes fabricated from soluble semiconducting polymers
US5552678A (en) 1994-09-23 1996-09-03 Eastman Kodak Company AC drive scheme for organic led
US5627193A (en) * 1995-02-09 1997-05-06 Mitsui Toatsu Chemicals, Inc. Quinoline-4-carbonylguanidine derivatives, process for producing the same and pharmaceutical preparations containing the compounds
JP3929690B2 (ja) * 1999-12-27 2007-06-13 富士フイルム株式会社 オルトメタル化イリジウム錯体からなる発光素子材料、発光素子および新規イリジウム錯体
JP4048521B2 (ja) * 2000-05-02 2008-02-20 富士フイルム株式会社 発光素子
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
JP4712232B2 (ja) * 2000-07-17 2011-06-29 富士フイルム株式会社 発光素子及びアゾール化合物
DE60143106D1 (de) * 2000-07-17 2010-11-04 Fujifilm Corp Lichtemittierendes Element und Azolverbindung
CN100505375C (zh) * 2000-08-11 2009-06-24 普林斯顿大学理事会 有机金属化合物和发射转换有机电致磷光
JP4154138B2 (ja) * 2000-09-26 2008-09-24 キヤノン株式会社 発光素子、表示装置及び金属配位化合物
KR100825183B1 (ko) * 2000-11-30 2008-04-24 캐논 가부시끼가이샤 발광 소자 및 표시 장치
US20040087623A1 (en) * 2001-02-02 2004-05-06 Gellibert Francoise Jeanne Pyrazole derivatives against tgf overexpression
EP1399002A4 (en) * 2001-06-15 2007-11-21 Canon Kk ORGANIC ELECTROLUMINESCENCE DEVICE

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5716722A (en) * 1995-01-24 1998-02-10 Sanyo Electric Co., Ltd. Organic electrolluminescent device
US20010019782A1 (en) * 1999-12-27 2001-09-06 Tatsuya Igarashi Light-emitting material comprising orthometalated iridium complex, light-emitting device, high efficiency red light-emitting device, and novel iridium complex

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