KR100934147B1 - 고순도의 트리스-오르토-금속화된 유기 이리듐 화합물의제조방법 - Google Patents

고순도의 트리스-오르토-금속화된 유기 이리듐 화합물의제조방법 Download PDF

Info

Publication number
KR100934147B1
KR100934147B1 KR1020037010096A KR20037010096A KR100934147B1 KR 100934147 B1 KR100934147 B1 KR 100934147B1 KR 1020037010096 A KR1020037010096 A KR 1020037010096A KR 20037010096 A KR20037010096 A KR 20037010096A KR 100934147 B1 KR100934147 B1 KR 100934147B1
Authority
KR
South Korea
Prior art keywords
formula
iridium
carbon atoms
compound
iii
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
KR1020037010096A
Other languages
English (en)
Korean (ko)
Other versions
KR20030077599A (ko
Inventor
스퇴쎌필립프
스프라이처후베르트
벡커하인리히
Original Assignee
메르크 파텐트 게엠베하
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 메르크 파텐트 게엠베하 filed Critical 메르크 파텐트 게엠베하
Publication of KR20030077599A publication Critical patent/KR20030077599A/ko
Application granted granted Critical
Publication of KR100934147B1 publication Critical patent/KR100934147B1/ko
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • 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
    • H10K85/341Transition metal complexes, e.g. Ru(II)polypyridine complexes
    • H10K85/342Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising iridium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)
KR1020037010096A 2001-02-01 2002-01-30 고순도의 트리스-오르토-금속화된 유기 이리듐 화합물의제조방법 Expired - Fee Related KR100934147B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10104426.7 2001-02-01
DE10104426A DE10104426A1 (de) 2001-02-01 2001-02-01 Verfahren zur Herstellung von hochreinen, tris-ortho-metallierten Organo-Iridium-Verbindungen
PCT/EP2002/000920 WO2002060910A1 (de) 2001-02-01 2002-01-30 Verfahren zur herstellung von hochreinen, tris-ortho-metallierten organo-iridium-verbindungen

Publications (2)

Publication Number Publication Date
KR20030077599A KR20030077599A (ko) 2003-10-01
KR100934147B1 true KR100934147B1 (ko) 2009-12-29

Family

ID=7672422

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020037010096A Expired - Fee Related KR100934147B1 (ko) 2001-02-01 2002-01-30 고순도의 트리스-오르토-금속화된 유기 이리듐 화합물의제조방법

Country Status (7)

Country Link
US (2) US7084273B2 (https=)
EP (1) EP1366054B1 (https=)
JP (1) JP3984167B2 (https=)
KR (1) KR100934147B1 (https=)
CN (2) CN100528885C (https=)
DE (2) DE10104426A1 (https=)
WO (1) WO2002060910A1 (https=)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101086657B1 (ko) 2003-03-27 2011-11-24 메르크 파텐트 게엠베하 고순도 유기이리듐 화합물의 제조 방법

Families Citing this family (127)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10104426A1 (de) * 2001-02-01 2002-08-08 Covion Organic Semiconductors Verfahren zur Herstellung von hochreinen, tris-ortho-metallierten Organo-Iridium-Verbindungen
JP3969132B2 (ja) * 2002-03-12 2007-09-05 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及びそれを用いた表示装置
DE10238903A1 (de) * 2002-08-24 2004-03-04 Covion Organic Semiconductors Gmbh Rhodium- und Iridium-Komplexe
DE10249926A1 (de) * 2002-10-26 2004-05-06 Covion Organic Semiconductors Gmbh Rhodium- und Iridium-Komplexe
EP1717291A3 (de) 2003-04-15 2007-03-21 Merck Patent GmbH Mischungen von organischen, zur Emission befähigten Halbleitern und Maxtrixmaterialien, deren Verwendung und diese Mischungen enthaltende Elektronikbauteile
DE10320103A1 (de) * 2003-05-05 2004-12-02 Basf Ag Verfahren zur Herstellung von Phenylpyridin-Metallkomplexen und Verwendung solcher Komplexe in OLEDs
GB0311234D0 (en) 2003-05-16 2003-06-18 Isis Innovation Organic phosphorescent material and organic optoelectronic device
US7569692B2 (en) 2003-06-02 2009-08-04 Fujifilm Corporation Organic electroluminescent devices and metal complex compounds
DE10325820A1 (de) 2003-06-07 2004-12-23 Covion Organic Semiconductors Gmbh Verfahren zur Herstellung von hochreinen, tris- und bis-ortho-metallierten Organometall-Verbindungen
US8592614B2 (en) 2003-07-07 2013-11-26 Merck Patent Gmbh Mixtures of organic emissive semiconductors and matrix materials, their use and electronic components comprising said materials
GB0321781D0 (en) 2003-09-17 2003-10-15 Toppan Printing Company Ltd Electroluminescent device
DE10345572A1 (de) 2003-09-29 2005-05-19 Covion Organic Semiconductors Gmbh Metallkomplexe
DE10350606A1 (de) * 2003-10-30 2005-06-09 Covion Organic Semiconductors Gmbh Verfahren zur Herstellung heteroleptischer, ortho-metallierter Organometall-Verbindungen
DE10357315A1 (de) * 2003-12-05 2005-07-07 Covion Organic Semiconductors Gmbh Organisches Elektrolumineszenzelement
US6870054B1 (en) * 2003-12-05 2005-03-22 Eastman Kodak Company Synthesis for organometallic cyclometallated transition metal complexes
US7825249B2 (en) * 2004-05-19 2010-11-02 Merck Patent Gmbh Metal complexes
US7005522B2 (en) * 2004-06-29 2006-02-28 Eastman Kodak Company Synthesis of organometallic cyclometallated transition metal complexes
DE102004034517A1 (de) 2004-07-16 2006-02-16 Covion Organic Semiconductors Gmbh Metallkomplexe
TW200624435A (en) * 2004-08-12 2006-07-16 Merck Patent Gmbh Process for preparing iridium(Ⅲ) ketoketonates
DE102005032332A1 (de) * 2005-07-08 2007-01-11 Merck Patent Gmbh Metallkomplexe
DE102005039064A1 (de) 2005-08-18 2007-03-01 Merck Patent Gmbh Metallkomplexe
CN101263151B (zh) 2005-09-12 2011-09-07 新日铁化学株式会社 相同配体的邻位金属化铱配合物的制造方法
DE102005057963A1 (de) * 2005-12-05 2007-06-06 Merck Patent Gmbh Verfahren zur Herstellung ortho-metallierter Metallverbindungen
ATE550342T1 (de) 2006-04-05 2012-04-15 Basf Se Heteroleptische übergangsmetall-carben-komplexe und deren verwendung in organischen leuchtdioden (oleds)
JP4485487B2 (ja) * 2006-05-11 2010-06-23 シャープ株式会社 電力増幅器
WO2008031743A1 (en) 2006-09-14 2008-03-20 Ciba Holding Inc. Heterocyclic bridged biphenyls and their use in oleds
US8519130B2 (en) * 2006-12-08 2013-08-27 Universal Display Corporation Method for synthesis of iriduim (III) complexes with sterically demanding ligands
CN101657518A (zh) * 2007-03-08 2010-02-24 通用显示公司 磷光材料
US9130177B2 (en) 2011-01-13 2015-09-08 Universal Display Corporation 5-substituted 2 phenylquinoline complexes materials for light emitting diode
JP5484690B2 (ja) 2007-05-18 2014-05-07 ユー・ディー・シー アイルランド リミテッド 有機電界発光素子
JP5804703B2 (ja) 2007-07-05 2015-11-04 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se ジシリルカルバゾール、ジシリルジベンゾフラン、ジシリルジベンゾチオフェン、ジシリルジベンゾホスホール、ジシリルジベンゾチオフェンs−オキシドおよびジシリルジベンゾチオフェンs,s−ジオキシドから選択される少なくとも1つのジシリル化合物を含む有機発光ダイオード
US8384068B2 (en) 2007-10-02 2013-02-26 Basf Se Use of acridine derivatives as matrix materials and/or electron blockers in OLEDs
WO2009073245A1 (en) * 2007-12-06 2009-06-11 Universal Display Corporation Light-emitting organometallic complexes
DE102008015526B4 (de) 2008-03-25 2021-11-11 Merck Patent Gmbh Metallkomplexe
DE102008027005A1 (de) 2008-06-05 2009-12-10 Merck Patent Gmbh Organische elektronische Vorrichtung enthaltend Metallkomplexe
CN102099942B (zh) 2008-06-20 2013-05-15 巴斯夫欧洲公司 环状磷腈化合物及其在有机发光二极管中的用途
EP2340579B1 (de) 2008-10-07 2018-09-12 Osram Oled Gmbh Mit kondensierten ringsystemen substituierte silole und deren verwendung in der organischen elektronik
DE102009007038A1 (de) 2009-02-02 2010-08-05 Merck Patent Gmbh Metallkomplexe
EP2401254B1 (de) 2009-02-26 2013-06-19 Novaled AG Chinonverbindungen als dotierstoff in der organischen elektronik
JP5382887B2 (ja) 2009-08-27 2014-01-08 独立行政法人産業技術総合研究所 イリジウム錯体ならびに該化合物からなる発光材料
JP6219443B2 (ja) * 2009-08-31 2017-10-25 ユー・ディー・シー アイルランド リミテッド 金属錯体化合物の製造方法及び有機電界発光素子
JP4551480B1 (ja) 2009-08-31 2010-09-29 富士フイルム株式会社 有機電界発光素子
DE102009041414A1 (de) 2009-09-16 2011-03-17 Merck Patent Gmbh Metallkomplexe
DE102009049587A1 (de) 2009-10-16 2011-04-21 Merck Patent Gmbh Metallkomplexe
EP2493906B1 (de) 2009-10-28 2015-10-21 Basf Se Heteroleptische carben-komplexe und deren verwendung in der organischen elektronik
EP2513125B1 (de) 2009-12-14 2014-10-29 Basf Se Metallkomplexe, enthaltend diazabenzimidazolcarben-liganden und deren verwendung in oleds
WO2011128034A1 (en) * 2010-04-12 2011-10-20 Merck Patent Gmbh Composition having improved performance
DE102010020567A1 (de) 2010-05-14 2011-11-17 Merck Patent Gmbh Metallkomplexe
WO2011157339A1 (de) 2010-06-15 2011-12-22 Merck Patent Gmbh Metallkomplexe
JP5990515B2 (ja) 2010-06-18 2016-09-14 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se ジベンゾフラン化合物と8−ヒドロキシキノリノラトアルカリ土類金属錯体または8−ヒドロキシキノリノラトアルカリ金属錯体との層を含む、有機電子デバイス
US9142792B2 (en) 2010-06-18 2015-09-22 Basf Se Organic electronic devices comprising a layer comprising at least one metal organic compound and at least one metal oxide
WO2011157779A1 (en) 2010-06-18 2011-12-22 Basf Se Organic electronic devices comprising a layer of a pyridine compound and a 8-hydroxyquinolinolato earth alkaline metal, or alkali metal complex
DE102010027218A1 (de) 2010-07-15 2012-01-19 Merck Patent Gmbh Organische Komplexe enthaltend Metalle
DE102010027317A1 (de) 2010-07-16 2012-01-19 Merck Patent Gmbh Metallkomplexe
DE102010027316A1 (de) 2010-07-16 2012-01-19 Merck Patent Gmbh Metallkomplexe
DE102010046512A1 (de) 2010-09-24 2012-03-29 Merck Patent Gmbh Phosphorhaltige Metallkomplexe
US9079872B2 (en) 2010-10-07 2015-07-14 Basf Se Phenanthro[9, 10-B]furans for electronic applications
CN107266398A (zh) 2010-10-07 2017-10-20 Udc 爱尔兰有限责任公司 用于电子应用的菲并[9,10‑b]呋喃
CN103261171B (zh) 2010-12-13 2016-03-30 巴斯夫欧洲公司 用于电子应用的双嘧啶类
US8362246B2 (en) 2010-12-13 2013-01-29 Basf Se Bispyrimidines for electronic applications
US10008677B2 (en) 2011-01-13 2018-06-26 Universal Display Corporation Materials for organic light emitting diode
US9806270B2 (en) 2011-03-25 2017-10-31 Udc Ireland Limited 4H-imidazo[1,2-a]imidazoles for electronic applications
KR101951852B1 (ko) 2011-03-25 2019-02-26 유디씨 아일랜드 리미티드 전자장치 응용을 위한 4h-이미다조[1,2-a]이미다졸
DE102012004143A1 (de) 2011-03-31 2012-10-04 Merck Patent Gmbh Verfahren zur Herstellung von Iridium-tris(ketoketonaten)
JP5996628B2 (ja) 2011-04-04 2016-09-21 メルク パテント ゲーエムベーハー 金属錯体
JP6046884B2 (ja) 2011-08-11 2016-12-21 ユー・ディー・シー アイルランド リミテッド 有機電界発光素子、該素子用材料、並びに該素子を用いた発光装置、表示装置及び照明装置
JP5753027B2 (ja) 2011-08-22 2015-07-22 ユー・ディー・シー アイルランド リミテッド 有機電界発光素子、化合物、並びに該素子を用いた発光装置、表示装置及び照明装置
KR102021099B1 (ko) 2011-11-10 2019-09-16 유디씨 아일랜드 리미티드 전자장치 응용을 위한 4h-이미다조[1,2-a]이미다졸
WO2013097920A1 (en) 2011-12-27 2013-07-04 Merck Patent Gmbh Metal complexes comprising 1,2,3-triazoles
EP2872512B1 (en) 2012-07-10 2017-05-10 UDC Ireland Limited Benzimidazo[1,2-a]benzimidazole derivatives for electronic applications
US9837622B2 (en) 2012-07-13 2017-12-05 Merck Patent Gmbh Metal complexes
WO2014023377A2 (de) 2012-08-07 2014-02-13 Merck Patent Gmbh Metallkomplexe
KR102127406B1 (ko) 2012-09-20 2020-06-29 유디씨 아일랜드 리미티드 전자 응용을 위한 아자디벤조푸란
DE112013004610A5 (de) 2012-09-20 2015-06-03 Merck Patent Gmbh Metallkomplexe
US10319917B2 (en) 2012-11-06 2019-06-11 Udc Ireland Limited Phenoxasiline based compounds for electronic application
EP2976793B1 (en) 2013-03-20 2019-04-24 UDC Ireland Limited Use of azabenzimidazole carbene complexes in oleds
KR102305557B1 (ko) 2013-07-02 2021-09-29 유디씨 아일랜드 리미티드 유기 발광 다이오드에 사용하기 위한 일치환된 디아자벤즈이미다졸 카르벤 금속 착체
JP6434035B2 (ja) * 2013-09-17 2018-12-05 メルク、パテント、ゲゼルシャフト、ミット、ベシュレンクテル、ハフツングMerck Patent GmbH Oledのための多環式フェニルピリジンイリジウム錯体およびその誘導体
WO2015063046A1 (en) 2013-10-31 2015-05-07 Basf Se Azadibenzothiophenes for electronic applications
EP3126371B1 (en) 2014-03-31 2021-11-10 UDC Ireland Limited Metal complexes, comprising carbene ligands having an o-substituted non-cyclometalated aryl group and their use in organic light emitting diodes
WO2016016791A1 (en) 2014-07-28 2016-02-04 Idemitsu Kosan Co., Ltd (Ikc) 2,9-functionalized benzimidazolo[1,2-a]benzimidazoles as hosts for organic light emitting diodes (oleds)
EP2982676B1 (en) 2014-08-07 2018-04-11 Idemitsu Kosan Co., Ltd. Benzimidazo[2,1-B]benzoxazoles for electronic applications
EP2993215B1 (en) 2014-09-04 2019-06-19 Idemitsu Kosan Co., Ltd. Azabenzimidazo[2,1-a]benzimidazoles for electronic applications
CN113793905A (zh) 2014-09-26 2021-12-14 Udc 爱尔兰有限责任公司 具有高效率的荧光有机发光元件
EP3015469B1 (en) 2014-10-30 2018-12-19 Idemitsu Kosan Co., Ltd. 5-(benzimidazol-2-yl)benzimidazo[1,2-a]benzimidazoles for electronic applications
WO2016079667A1 (en) 2014-11-17 2016-05-26 Idemitsu Kosan Co., Ltd. Indole derivatives for electronic applications
EP3034506A1 (en) 2014-12-15 2016-06-22 Idemitsu Kosan Co., Ltd 4-functionalized carbazole derivatives for electronic applications
EP3034507A1 (en) 2014-12-15 2016-06-22 Idemitsu Kosan Co., Ltd 1-functionalized dibenzofurans and dibenzothiophenes for organic light emitting diodes (OLEDs)
JP6772188B2 (ja) 2015-02-03 2020-10-21 メルク、パテント、ゲゼルシャフト、ミット、ベシュレンクテル、ハフツングMerck Patent GmbH 金属錯体
EP3054498B1 (en) 2015-02-06 2017-09-20 Idemitsu Kosan Co., Ltd. Bisimidazodiazocines
EP3053918B1 (en) 2015-02-06 2018-04-11 Idemitsu Kosan Co., Ltd. 2-carbazole substituted benzimidazoles for electronic applications
EP3061759B1 (en) 2015-02-24 2019-12-25 Idemitsu Kosan Co., Ltd Nitrile substituted dibenzofurans
EP3070144B1 (en) 2015-03-17 2018-02-28 Idemitsu Kosan Co., Ltd. Seven-membered ring compounds
EP3072943B1 (en) 2015-03-26 2018-05-02 Idemitsu Kosan Co., Ltd. Dibenzofuran/carbazole-substituted benzonitriles
EP3075737B1 (en) 2015-03-31 2019-12-04 Idemitsu Kosan Co., Ltd Benzimidazolo[1,2-a]benzimidazole carrying aryl- or heteroarylnitril groups for organic light emitting diodes
EP3150606B1 (en) 2015-10-01 2019-08-14 Idemitsu Kosan Co., Ltd. Benzimidazolo[1,2-a]benzimidazoles carrying benzofurane or benzothiophene groups for organic light emitting diodes
WO2017056055A1 (en) 2015-10-01 2017-04-06 Idemitsu Kosan Co., Ltd. Benzimidazolo[1,2-a]benzimidazole carrying triazine groups for organic light emitting diodes
EP3150604B1 (en) 2015-10-01 2021-07-14 Idemitsu Kosan Co., Ltd. Benzimidazolo[1,2-a]benzimidazole carrying benzimidazolo[1,2-a]benzimidazolylyl groups, carbazolyl groups, benzofurane groups or benzothiophene groups for organic light emitting diodes
US20180291028A1 (en) 2015-10-01 2018-10-11 Idemitsu Kosan Co., Ltd. Benzimidazolo[1,2-a]benzimidazole carrying benzimidazolo[1,2-a]benzimidazolyl groups, carbazolyl groups, benzofurane groups or benzothiophene groups for organic light emitting diodes
KR20180079328A (ko) 2015-11-04 2018-07-10 이데미쓰 고산 가부시키가이샤 벤즈이미다졸 축합 헤테로아릴
WO2017093958A1 (en) 2015-12-04 2017-06-08 Idemitsu Kosan Co., Ltd. Benzimidazolo[1,2-a]benzimidazole derivatives for organic light emitting diodes
US20180370981A1 (en) 2015-12-21 2018-12-27 Idemitsu Kosan Co., Ltd. Hetero-condensed phenylquinazolines and their use in electronic devices
US10968229B2 (en) 2016-04-12 2021-04-06 Idemitsu Kosan Co., Ltd. Seven-membered ring compounds
CN109311904B (zh) 2016-06-22 2022-03-29 出光兴产株式会社 用于有机发光二极管的特定取代的苯并呋喃并-和苯并噻吩并喹啉类
KR102404836B1 (ko) 2016-06-30 2022-06-02 메르크 파텐트 게엠베하 금속 착물로부터의 거울상이성질체 혼합물의 분리 방법
KR102432968B1 (ko) 2016-07-14 2022-08-16 메르크 파텐트 게엠베하 금속 착물
WO2018019687A1 (de) 2016-07-25 2018-02-01 Merck Patent Gmbh Di- und oligonukleare metallkomplexe mit tripodalen bidentaten teilliganden sowie deren verwendung in elektronischen vorrichtungen
CN109476691B (zh) 2016-07-25 2023-09-12 Udc爱尔兰有限公司 用作有机电致发光器件中的发光体的金属络合物
WO2018041769A1 (de) 2016-08-30 2018-03-08 Merck Patent Gmbh Bl- und trinukleare metallkomplexe aufgebaut aus zwei miteinander verknüpften tripodalen hexadentaten liganden zur verwendung in elektrolumineszenzvorrichtungen
EP3515925B1 (de) 2016-09-21 2020-10-21 Merck Patent GmbH Binukleare metallkomplexe für den einsatz als emitter in organischen elektrolumineszenzvorrichtungen
KR102522745B1 (ko) 2016-10-12 2023-04-17 메르크 파텐트 게엠베하 이핵성 금속 착물 및 상기 금속 착물을 함유하는 전자 디바이스, 특히 유기 전계발광 디바이스
JP7064487B2 (ja) 2016-10-12 2022-05-10 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング 金属錯体
US11145828B2 (en) 2016-10-13 2021-10-12 Merck Patent Gmbh Metal complexes
CN109863157A (zh) 2016-10-25 2019-06-07 默克专利有限公司 金属络合物
JP7053641B2 (ja) 2017-02-14 2022-04-12 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング オルト-メタル化金属錯体の調製方法
TWI780134B (zh) 2017-03-29 2022-10-11 德商麥克專利有限公司 芳族化合物
TWI776926B (zh) 2017-07-25 2022-09-11 德商麥克專利有限公司 金屬錯合物
EP3466954A1 (en) 2017-10-04 2019-04-10 Idemitsu Kosan Co., Ltd. Fused phenylquinazolines bridged with a heteroatom
CN111699192B (zh) 2018-02-13 2024-03-08 Udc爱尔兰有限公司 金属络合物
TWI828664B (zh) 2018-03-19 2024-01-11 愛爾蘭商Udc愛爾蘭責任有限公司 金屬錯合物
EP3604477A1 (en) 2018-07-30 2020-02-05 Idemitsu Kosan Co., Ltd. Polycyclic compound, organic electroluminescence device, and electronic device
EP3608319A1 (en) 2018-08-07 2020-02-12 Idemitsu Kosan Co., Ltd. Condensed aza cycles as organic light emitting device and materials for use in same
TWI850329B (zh) 2019-02-11 2024-08-01 愛爾蘭商Udc愛爾蘭責任有限公司 金屬錯合物
CN113646317B (zh) 2019-04-15 2024-10-18 Udc爱尔兰有限公司 金属络合物
EP4069709B1 (de) 2019-12-04 2025-04-23 UDC Ireland Limited Metallkomplexe
EP4222155B1 (de) 2020-09-29 2025-06-11 UDC Ireland Limited Mononukleare tripodale hexadentate iridium komplexe zur verwendung in oleds
EP4311849B1 (en) 2022-07-27 2025-01-29 UDC Ireland Limited Metal complexes

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4539507A (en) 1983-03-25 1985-09-03 Eastman Kodak Company Organic electroluminescent devices having improved power conversion efficiencies
EP1138746A1 (en) * 2000-03-31 2001-10-04 Sumitomo Chemical Company, Limited Polymeric fluorescent substance, production method therof, and polymer light-emitting device using the same
EP1175128A2 (en) * 2000-07-17 2002-01-23 Fuji Photo Film Co., Ltd. Light emitting element and azole compound

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5151629A (en) 1991-08-01 1992-09-29 Eastman Kodak Company Blue emitting internal junction organic electroluminescent device (I)
CN101312235B (zh) 1999-05-13 2010-06-09 普林斯顿大学理事会 基于电致磷光的极高效有机发光器件
JP4357781B2 (ja) * 1999-12-01 2009-11-04 ザ、トラスティーズ オブ プリンストン ユニバーシティ 有機led用燐光性ドーパントとしての式l2mxの錯体
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
JP4290858B2 (ja) * 2000-06-12 2009-07-08 富士フイルム株式会社 有機電界発光素子
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
JP5241053B2 (ja) 2000-08-11 2013-07-17 ザ、トラスティーズ オブ プリンストン ユニバーシティ 有機金属化合物及び放射移行有機電気燐光体
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
DE10104426A1 (de) * 2001-02-01 2002-08-08 Covion Organic Semiconductors Verfahren zur Herstellung von hochreinen, tris-ortho-metallierten Organo-Iridium-Verbindungen
DE10109027A1 (de) * 2001-02-24 2002-09-05 Covion Organic Semiconductors Rhodium- und Iridium-Komplexe

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4539507A (en) 1983-03-25 1985-09-03 Eastman Kodak Company Organic electroluminescent devices having improved power conversion efficiencies
EP1138746A1 (en) * 2000-03-31 2001-10-04 Sumitomo Chemical Company, Limited Polymeric fluorescent substance, production method therof, and polymer light-emitting device using the same
EP1175128A2 (en) * 2000-07-17 2002-01-23 Fuji Photo Film Co., Ltd. Light emitting element and azole compound

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101086657B1 (ko) 2003-03-27 2011-11-24 메르크 파텐트 게엠베하 고순도 유기이리듐 화합물의 제조 방법

Also Published As

Publication number Publication date
JP3984167B2 (ja) 2007-10-03
EP1366054B1 (de) 2005-04-06
WO2002060910A1 (de) 2002-08-08
JP2004526700A (ja) 2004-09-02
US7423151B2 (en) 2008-09-09
CN1781926A (zh) 2006-06-07
KR20030077599A (ko) 2003-10-01
CN100362004C (zh) 2008-01-16
US7084273B2 (en) 2006-08-01
DE10104426A1 (de) 2002-08-08
DE50202715D1 (de) 2005-05-12
CN100528885C (zh) 2009-08-19
US20060252936A1 (en) 2006-11-09
US20040077862A1 (en) 2004-04-22
EP1366054A1 (de) 2003-12-03
CN1527835A (zh) 2004-09-08

Similar Documents

Publication Publication Date Title
KR100934147B1 (ko) 고순도의 트리스-오르토-금속화된 유기 이리듐 화합물의제조방법
KR101028681B1 (ko) 고순도의 트리스-오르토-금속화된 유기 이리듐 화합물의제조 방법
US7482450B2 (en) Method for producing high-purity organoiridium compounds
Tseng et al. Luminescent Pt (II) complexes featuring imidazolylidene–pyridylidene and dianionic bipyrazolate: from fundamentals to OLED fabrications
Pal et al. Blue-to-green emitting neutral Ir (III) complexes bearing pentafluorosulfanyl groups: a combined experimental and theoretical study
ES2369738T3 (es) Material fotoemisor.
KR100989247B1 (ko) 로듐과 이리듐 복합체
Bonfiglio et al. Highly emissive red heterobimetallic IrIII/MI (MI= CuI and AuI) complexes for efficient light-emitting electrochemical cells
US12342716B2 (en) Tandem-carbene phosphors
Cañada et al. Blue-phosphorescent bis-cyclometalated iridium complexes with aryl isocyanide ancillary ligands
KR20050084984A (ko) 팔라듐 및 백금 착체
US7737276B2 (en) Method for producing highly purified, tris-and bis-ortho-metallated organometallic compounds
WO2020023063A1 (en) Method for the synthesis of iridium organometallic material
US12520715B2 (en) Organic electroluminescent materials and devices
US12331064B2 (en) Tandem carbene phosphors

Legal Events

Date Code Title Description
PA0105 International application

St.27 status event code: A-0-1-A10-A15-nap-PA0105

PG1501 Laying open of application

St.27 status event code: A-1-1-Q10-Q12-nap-PG1501

R17-X000 Change to representative recorded

St.27 status event code: A-3-3-R10-R17-oth-X000

PN2301 Change of applicant

St.27 status event code: A-3-3-R10-R13-asn-PN2301

St.27 status event code: A-3-3-R10-R11-asn-PN2301

N231 Notification of change of applicant
PN2301 Change of applicant

St.27 status event code: A-3-3-R10-R13-asn-PN2301

St.27 status event code: A-3-3-R10-R11-asn-PN2301

A201 Request for examination
P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

PA0201 Request for examination

St.27 status event code: A-1-2-D10-D11-exm-PA0201

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

St.27 status event code: A-1-2-D10-D21-exm-PE0902

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

E90F Notification of reason for final refusal
PE0902 Notice of grounds for rejection

St.27 status event code: A-1-2-D10-D21-exm-PE0902

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

St.27 status event code: A-1-2-D10-D21-exm-PE0902

E13-X000 Pre-grant limitation requested

St.27 status event code: A-2-3-E10-E13-lim-X000

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

E701 Decision to grant or registration of patent right
PE0701 Decision of registration

St.27 status event code: A-1-2-D10-D22-exm-PE0701

GRNT Written decision to grant
PR0701 Registration of establishment

St.27 status event code: A-2-4-F10-F11-exm-PR0701

PR1002 Payment of registration fee

St.27 status event code: A-2-2-U10-U12-oth-PR1002

Fee payment year number: 1

PG1601 Publication of registration

St.27 status event code: A-4-4-Q10-Q13-nap-PG1601

FPAY Annual fee payment

Payment date: 20121119

Year of fee payment: 4

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 4

FPAY Annual fee payment

Payment date: 20131119

Year of fee payment: 5

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 5

FPAY Annual fee payment

Payment date: 20141120

Year of fee payment: 6

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 6

FPAY Annual fee payment

Payment date: 20151118

Year of fee payment: 7

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 7

FPAY Annual fee payment

Payment date: 20161122

Year of fee payment: 8

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 8

LAPS Lapse due to unpaid annual fee
PC1903 Unpaid annual fee

St.27 status event code: A-4-4-U10-U13-oth-PC1903

Not in force date: 20171219

Payment event data comment text: Termination Category : DEFAULT_OF_REGISTRATION_FEE

PC1903 Unpaid annual fee

St.27 status event code: N-4-6-H10-H13-oth-PC1903

Ip right cessation event data comment text: Termination Category : DEFAULT_OF_REGISTRATION_FEE

Not in force date: 20171219

R18-X000 Changes to party contact information recorded

St.27 status event code: A-5-5-R10-R18-oth-X000