JP4578970B2 - アニオン性リガンドを有する有機発光材料 - Google Patents

アニオン性リガンドを有する有機発光材料 Download PDF

Info

Publication number
JP4578970B2
JP4578970B2 JP2004529127A JP2004529127A JP4578970B2 JP 4578970 B2 JP4578970 B2 JP 4578970B2 JP 2004529127 A JP2004529127 A JP 2004529127A JP 2004529127 A JP2004529127 A JP 2004529127A JP 4578970 B2 JP4578970 B2 JP 4578970B2
Authority
JP
Japan
Prior art keywords
aryl
heteroaryl
substituted
layer
alkyl
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 - Lifetime
Application number
JP2004529127A
Other languages
English (en)
Japanese (ja)
Other versions
JP2005535719A (ja
JP2005535719A5 (enExample
Inventor
マーク・イー・トンプソン
ピーター・アイ・ドゥジュロヴィッチ
ジアン・リー
Original Assignee
ザ ユニバーシティ オブ サザン カリフォルニア
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by ザ ユニバーシティ オブ サザン カリフォルニア filed Critical ザ ユニバーシティ オブ サザン カリフォルニア
Publication of JP2005535719A publication Critical patent/JP2005535719A/ja
Publication of JP2005535719A5 publication Critical patent/JP2005535719A5/ja
Application granted granted Critical
Publication of JP4578970B2 publication Critical patent/JP4578970B2/ja
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Images

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F11/00Compounds containing elements of Groups 6 or 16 of the Periodic Table
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0033Iridium compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F13/00Compounds containing elements of Groups 7 or 17 of the Periodic Table
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • HELECTRICITY
    • H05ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05BELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00Electroluminescent light sources
    • H05B33/12Light sources with substantially two-dimensional radiating surfaces
    • H05B33/14Light sources with substantially two-dimensional radiating surfaces characterised by the chemical or physical composition or the arrangement of the electroluminescent material, or by the simultaneous addition of the electroluminescent material in or onto the light source
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10FINORGANIC SEMICONDUCTOR DEVICES SENSITIVE TO INFRARED RADIATION, LIGHT, ELECTROMAGNETIC RADIATION OF SHORTER WAVELENGTH OR CORPUSCULAR RADIATION
    • H10F99/00Subject matter not provided for in other groups of this subclass
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/30Coordination compounds
    • H10K85/321Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3]
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/30Coordination compounds
    • H10K85/321Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3]
    • H10K85/322Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3] comprising boron
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/30Coordination compounds
    • H10K85/341Transition metal complexes, e.g. Ru(II)polypyridine complexes
    • H10K85/342Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising iridium
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1018Heterocyclic compounds
    • C09K2211/1022Heterocyclic compounds bridged by heteroatoms, e.g. N, P, Si or B
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1018Heterocyclic compounds
    • C09K2211/1025Heterocyclic compounds characterised by ligands
    • C09K2211/1044Heterocyclic compounds characterised by ligands containing two nitrogen atoms as heteroatoms
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/18Metal complexes
    • C09K2211/185Metal complexes of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K2101/00Properties of the organic materials covered by group H10K85/00
    • H10K2101/10Triplet emission
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00Organic light-emitting devices
    • H10K50/10OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/11OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/30Coordination compounds
    • H10K85/311Phthalocyanine
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/30Coordination compounds
    • H10K85/321Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3]
    • H10K85/324Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3] comprising aluminium, e.g. Alq3
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/30Coordination compounds
    • H10K85/341Transition metal complexes, e.g. Ru(II)polypyridine complexes
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/631Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
    • H10K85/633Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Electroluminescent Light Sources (AREA)
JP2004529127A 2002-08-16 2003-08-18 アニオン性リガンドを有する有機発光材料 Expired - Lifetime JP4578970B2 (ja)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US40408702P 2002-08-16 2002-08-16
PCT/US2003/025936 WO2004017043A2 (en) 2002-08-16 2003-08-18 Organic light emitting materials with anionic ligand

Publications (3)

Publication Number Publication Date
JP2005535719A JP2005535719A (ja) 2005-11-24
JP2005535719A5 JP2005535719A5 (enExample) 2006-10-05
JP4578970B2 true JP4578970B2 (ja) 2010-11-10

Family

ID=31888319

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2004529127A Expired - Lifetime JP4578970B2 (ja) 2002-08-16 2003-08-18 アニオン性リガンドを有する有機発光材料

Country Status (7)

Country Link
US (2) US7482451B2 (enExample)
EP (1) EP1539773A4 (enExample)
JP (1) JP4578970B2 (enExample)
KR (1) KR101028435B1 (enExample)
CN (2) CN101172986A (enExample)
AU (1) AU2003259917A1 (enExample)
WO (1) WO2004017043A2 (enExample)

Families Citing this family (42)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4060113B2 (ja) 2002-04-05 2008-03-12 株式会社半導体エネルギー研究所 発光装置
KR100773523B1 (ko) * 2003-11-06 2007-11-07 삼성에스디아이 주식회사 유기 금속 착물 및 이를 이용한 유기 전계 발광 소자
EP1690866B1 (en) 2003-12-02 2012-11-28 Semiconductor Energy Laboratory Co., Ltd. Organic metal complex and light-emitting device using same
DE102004010954A1 (de) * 2004-03-03 2005-10-06 Novaled Gmbh Verwendung eines Metallkomplexes als n-Dotand für ein organisches halbleitendes Matrixmaterial, organisches Halbleitermaterial und elektronisches Bauteil
GB0411572D0 (en) * 2004-05-24 2004-06-23 Cambridge Display Tech Ltd Light-emitting device
JPWO2006008976A1 (ja) * 2004-07-16 2008-05-01 コニカミノルタホールディングス株式会社 白色発光有機エレクトロルミネッセンス素子、表示装置及び照明装置
JP4858169B2 (ja) * 2004-07-23 2012-01-18 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
JP4639727B2 (ja) * 2004-09-30 2011-02-23 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、照明装置及び表示装置
TWI260339B (en) * 2004-10-07 2006-08-21 Au Optronics Corp Organometallic compound and organic electroluminescent device including the same
CN100441586C (zh) * 2004-10-22 2008-12-10 友达光电股份有限公司 有机金属络合物以及包括此有机金属络合物的有机电致发光装置
US7951471B2 (en) * 2004-12-07 2011-05-31 Semiconductor Energy Laboratory Co., Ltd. Organometallic complex, and light-emitting element and light-emitting device using the same
TWI242999B (en) * 2004-12-22 2005-11-01 Ind Tech Res Inst Organometallic compound and organic electroluminescent device including the same
US7652283B2 (en) * 2005-08-09 2010-01-26 Semiconductor Energy Laboratory Co., Ltd. Organometallic complex, and light emitting element and electronic appliance using the same
WO2007029426A1 (ja) 2005-09-05 2007-03-15 Idemitsu Kosan Co., Ltd. 青色発光有機エレクトロルミネッセンス素子
TWI299052B (en) 2005-09-07 2008-07-21 Au Optronics Corp Organic emitting material and oranic emitting device
US9041851B2 (en) * 2005-11-15 2015-05-26 The Trustees Of Princeton University Organic electronic detectors and methods of fabrication
TWI313292B (en) * 2005-11-25 2009-08-11 Chi Mei Optoelectronics Corp Light-emitting element and iridium complex
EP1803789A1 (de) 2005-12-28 2007-07-04 Novaled AG Verwendung von Metallkomplexen als Emitter in einem elektronischen Bauelement und elektronisches Bauelement
US7884209B2 (en) 2006-03-30 2011-02-08 Novaled Ag Use of bora-tetraazapentalenes
EP1860709B1 (de) 2006-05-24 2012-08-08 Novaled AG Verwendung von quadratisch planaren Übergangsmetallkomplexen als Dotand
DE102006030860A1 (de) 2006-07-04 2008-01-10 Universität Regensburg Oligomere von Isonitril-Metallkomplexen als Triplett-Emitter für OLED-Anwendungen
DE102006035018B4 (de) 2006-07-28 2009-07-23 Novaled Ag Oxazol-Triplett-Emitter für OLED-Anwendungen
DE102006051975B4 (de) 2006-11-03 2012-04-19 Merck Patent Gmbh Photophysikalische OLED-Effizienz-Steigerung
DE102008048336A1 (de) 2008-09-22 2010-03-25 Merck Patent Gmbh Einkernige neutrale Kupfer(I)-Komplexe und deren Verwendung zur Herstellung von optoelektronischen Bauelementen
US8119037B2 (en) 2008-10-16 2012-02-21 Novaled Ag Square planar transition metal complexes and organic semiconductive materials using them as well as electronic or optoelectric components
DE102008053121A1 (de) 2008-10-24 2010-04-29 Merck Patent Gmbh Doppelkomplex-Salze als Emitter in OLED-Vorrichtungen
US20100156278A1 (en) * 2008-12-23 2010-06-24 General Electric Company Organic metal complexes for use in optoelectronic devices
DE102009030475A1 (de) 2009-06-24 2011-01-05 Hartmut Prof. Dr. Yersin Kupfer-Komplexe für optoelektronische Anwendungen
US8929054B2 (en) * 2010-07-21 2015-01-06 Cleanvolt Energy, Inc. Use of organic and organometallic high dielectric constant material for improved energy storage devices and associated methods
EP2594571A1 (de) 2011-11-16 2013-05-22 Cynora GmbH Kupfer-Komplexe für optoelektronische Anwendungen
KR102051360B1 (ko) * 2011-11-30 2019-12-03 노발레드 게엠베하 유기 전자 소자
CN103172679A (zh) * 2011-12-20 2013-06-26 海洋王照明科技股份有限公司 含铱有机电致发蓝色磷光化合材料、其制备方法和有机电致发光器件
CN103172680A (zh) * 2011-12-20 2013-06-26 海洋王照明科技股份有限公司 含铱有机电致发蓝色磷光材料、其制备方法和有机电致发光器件
KR101681273B1 (ko) 2012-11-02 2016-11-30 삼성전자 주식회사 유기 금속 착물, 이를 이용한 유기 전계 발광 소자 및 표시 장치
KR20140080606A (ko) 2012-12-12 2014-07-01 삼성전자주식회사 유기 금속 착물, 이를 이용한 유기 전계 발광 소자 및 표시 장치
CN104178113A (zh) * 2013-05-22 2014-12-03 海洋王照明科技股份有限公司 蓝光有机电致磷光材料及其制备方法与应用
CN104177422A (zh) * 2013-05-22 2014-12-03 海洋王照明科技股份有限公司 蓝光有机电致磷光材料铱金属配合物及其制备方法和有机电致发光器件
CN104177417A (zh) * 2013-05-22 2014-12-03 海洋王照明科技股份有限公司 蓝色磷光铱金属配合物、其制备方法及有机电致发光器件
CN108299511B (zh) 2013-06-14 2021-03-12 株式会社半导体能源研究所 有机金属铱配合物、发光元件、发光装置以及照明装置
EP3204463B1 (de) 2014-10-08 2019-04-17 cynora GmbH Metall-komplexe mit tridentaten liganden für optoelektronische anwendungen
KR102474204B1 (ko) * 2017-07-21 2022-12-06 삼성디스플레이 주식회사 유기금속 화합물 및 이를 포함하는 유기 발광 소자
US11932789B2 (en) * 2019-11-11 2024-03-19 Temple University- Of The Commonwealth System Of Higher Education Luminescent compound

Family Cites Families (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4769292A (en) 1987-03-02 1988-09-06 Eastman Kodak Company Electroluminescent device with modified thin film luminescent zone
GB8909011D0 (en) 1989-04-20 1989-06-07 Friend Richard H Electroluminescent devices
US5707745A (en) 1994-12-13 1998-01-13 The Trustees Of Princeton University Multicolor organic light emitting devices
US5703436A (en) 1994-12-13 1997-12-30 The Trustees Of Princeton University Transparent contacts for organic devices
US5844363A (en) 1997-01-23 1998-12-01 The Trustees Of Princeton Univ. Vacuum deposited, non-polymeric flexible organic light emitting devices
US6013982A (en) 1996-12-23 2000-01-11 The Trustees Of Princeton University Multicolor display devices
US5834893A (en) 1996-12-23 1998-11-10 The Trustees Of Princeton University High efficiency organic light emitting devices with light directing structures
US6091195A (en) 1997-02-03 2000-07-18 The Trustees Of Princeton University Displays having mesa pixel configuration
US6303238B1 (en) 1997-12-01 2001-10-16 The Trustees Of Princeton University OLEDs doped with phosphorescent compounds
US6337102B1 (en) 1997-11-17 2002-01-08 The Trustees Of Princeton University Low pressure vapor phase deposition of organic thin films
US6087196A (en) 1998-01-30 2000-07-11 The Trustees Of Princeton University Fabrication of organic semiconductor devices using ink jet printing
US6097147A (en) 1998-09-14 2000-08-01 The Trustees Of Princeton University Structure for high efficiency electroluminescent device
JP4619546B2 (ja) * 1999-03-23 2011-01-26 ザ ユニバーシティー オブ サザン カリフォルニア 有機ledの燐光性ドーパントとしてのシクロメタル化金属錯体
US6087982A (en) 1999-05-27 2000-07-11 Chung-Shan Institute Of Science And Technology Radar scan converter and method of mixing image
US6294398B1 (en) 1999-11-23 2001-09-25 The Trustees Of Princeton University Method for patterning devices
US6821645B2 (en) * 1999-12-27 2004-11-23 Fuji Photo Film Co., Ltd. Light-emitting material comprising orthometalated iridium complex, light-emitting device, high efficiency red light-emitting device, and novel iridium complex
US7306856B2 (en) * 2000-07-17 2007-12-11 Fujifilm Corporation Light-emitting element and iridium complex
US6939624B2 (en) * 2000-08-11 2005-09-06 Universal Display Corporation Organometallic compounds and emission-shifting organic electrophosphorescence
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
JP4067286B2 (ja) * 2000-09-21 2008-03-26 富士フイルム株式会社 発光素子及びイリジウム錯体
JP4460743B2 (ja) * 2000-09-29 2010-05-12 富士フイルム株式会社 イリジウム錯体またはその互変異性体の製造方法
WO2002074015A2 (en) * 2001-03-14 2002-09-19 The Trustees Of Princeton University Materials and devices for blue phosphorescence based organic light emitting diodes
US6835469B2 (en) * 2001-10-17 2004-12-28 The University Of Southern California Phosphorescent compounds and devices comprising the same
US20030230980A1 (en) 2002-06-18 2003-12-18 Forrest Stephen R Very low voltage, high efficiency phosphorescent oled in a p-i-n structure

Also Published As

Publication number Publication date
AU2003259917A1 (en) 2004-03-03
KR20060011933A (ko) 2006-02-06
CN101172986A (zh) 2008-05-07
WO2004017043A3 (en) 2004-06-24
CN1681828A (zh) 2005-10-12
EP1539773A4 (en) 2009-11-11
WO2004017043A2 (en) 2004-02-26
US20040102632A1 (en) 2004-05-27
US20090111989A1 (en) 2009-04-30
EP1539773A2 (en) 2005-06-15
JP2005535719A (ja) 2005-11-24
AU2003259917A8 (en) 2004-03-03
KR101028435B1 (ko) 2011-04-14
US7482451B2 (en) 2009-01-27
CN1681828B (zh) 2012-05-30

Similar Documents

Publication Publication Date Title
JP4578970B2 (ja) アニオン性リガンドを有する有機発光材料
JP5095206B2 (ja) イリジウム(Ir)のフェニル及びフルオレニル置換フェニル−ピラゾール錯体
JP5384789B2 (ja) 発光材料として二核金属化合物を利用する有機発光デバイス
JP4343838B2 (ja) 有機発光材料及びデバイス
EP2259361B1 (en) Organic light emitting materials and devices
US7598381B2 (en) Near-infrared emitting organic compounds and organic devices using the same
US7601436B2 (en) Carbene metal complexes as OLED materials
EP1932193B1 (en) Organic light emitting device
KR101244256B1 (ko) 개선된 전계발광 안정성
US20060279204A1 (en) OLEDs utilizing direct injection to the triplet state
WO2008140657A1 (en) Organometallic compounds having host and dopant functionalities
JP2006513278A6 (ja) 有機発光材料及びデバイス
WO2004044089A1 (en) Organometallic compounds for use in electroluminescent devices
WO2004045001A2 (en) Organic light emitting materials and devices

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20060818

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20060818

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20090819

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20090901

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20091201

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20100105

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20100331

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20100727

A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20100825

FPAY Renewal fee payment (event date is renewal date of database)

Free format text: PAYMENT UNTIL: 20130903

Year of fee payment: 3

R150 Certificate of patent or registration of utility model

Ref document number: 4578970

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150

Free format text: JAPANESE INTERMEDIATE CODE: R150

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

EXPY Cancellation because of completion of term