KR102210980B1 - Oled 디바이스용 고 효율 황색광 이미터 - Google Patents

Oled 디바이스용 고 효율 황색광 이미터 Download PDF

Info

Publication number
KR102210980B1
KR102210980B1 KR1020207005950A KR20207005950A KR102210980B1 KR 102210980 B1 KR102210980 B1 KR 102210980B1 KR 1020207005950 A KR1020207005950 A KR 1020207005950A KR 20207005950 A KR20207005950 A KR 20207005950A KR 102210980 B1 KR102210980 B1 KR 102210980B1
Authority
KR
South Korea
Prior art keywords
delete delete
alkyl
cycloalkyl
compound
formula
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.)
Active
Application number
KR1020207005950A
Other languages
English (en)
Korean (ko)
Other versions
KR20200024957A (ko
Inventor
쥐-이 짜이
추안준 시아
그레그 코타스
자이나브 엘세나위
나스린 안사리
버트 알레인
Original Assignee
유니버셜 디스플레이 코포레이션
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 유니버셜 디스플레이 코포레이션 filed Critical 유니버셜 디스플레이 코포레이션
Publication of KR20200024957A publication Critical patent/KR20200024957A/ko
Application granted granted Critical
Publication of KR102210980B1 publication Critical patent/KR102210980B1/ko
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0033—Iridium compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent materials, e.g. electroluminescent or chemiluminescent
    • C09K11/06—Luminescent materials, e.g. electroluminescent or chemiluminescent containing organic luminescent materials
    • H01L51/0085—
    • H01L51/5016—
    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00—Electroluminescent light sources
    • H05B33/12—Light sources with substantially two-dimensional [2D] radiating surfaces
    • H05B33/14—Light sources with substantially two-dimensional [2D] 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
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/30—Coordination compounds
    • H10K85/341—Transition metal complexes, e.g. Ru(II)polypyridine complexes
    • H10K85/342—Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising iridium
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1003—Carbocyclic compounds
    • C09K2211/1007—Non-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1003—Carbocyclic compounds
    • C09K2211/1011—Condensed systems
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/18—Metal complexes
    • C09K2211/185—Metal complexes of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K2101/00—Properties of the organic materials covered by group H10K85/00
    • H10K2101/10—Triplet emission
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60—Organic compounds having low molecular weight
    • H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
    • H10K85/622—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing four rings, e.g. pyrene
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60—Organic compounds having low molecular weight
    • H10K85/649—Aromatic compounds comprising a hetero atom
    • H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
    • H10K85/6576—Polycyclic condensed heteroaromatic hydrocarbons comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00—Energy generation through renewable energy sources
    • Y02E10/50—Photovoltaic [PV] energy
    • Y02E10/549—Organic PV cells

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Electroluminescent Light Sources (AREA)
  • Led Devices (AREA)
KR1020207005950A 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터 Active KR102210980B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201161572276P 2011-05-27 2011-05-27
US61/572,276 2011-05-27
PCT/US2012/039607 WO2012166608A1 (en) 2011-05-27 2012-05-25 High efficiency yellow light emitters for oled devices

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
KR1020197033996A Division KR102086312B1 (ko) 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터

Related Child Applications (1)

Application Number Title Priority Date Filing Date
KR1020217002734A Division KR20210013660A (ko) 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터

Publications (2)

Publication Number Publication Date
KR20200024957A KR20200024957A (ko) 2020-03-09
KR102210980B1 true KR102210980B1 (ko) 2021-02-03

Family

ID=46197727

Family Applications (7)

Application Number Title Priority Date Filing Date
KR1020207005950A Active KR102210980B1 (ko) 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터
KR1020197001110A Active KR102049706B1 (ko) 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터
KR1020227006168A Active KR102449762B1 (ko) 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터
KR1020197033996A Active KR102086312B1 (ko) 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터
KR1020227033565A Active KR102576490B1 (ko) 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터
KR1020137032215A Active KR101939814B1 (ko) 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터
KR1020217002734A Ceased KR20210013660A (ko) 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터

Family Applications After (6)

Application Number Title Priority Date Filing Date
KR1020197001110A Active KR102049706B1 (ko) 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터
KR1020227006168A Active KR102449762B1 (ko) 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터
KR1020197033996A Active KR102086312B1 (ko) 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터
KR1020227033565A Active KR102576490B1 (ko) 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터
KR1020137032215A Active KR101939814B1 (ko) 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터
KR1020217002734A Ceased KR20210013660A (ko) 2011-05-27 2012-05-25 Oled 디바이스용 고 효율 황색광 이미터

Country Status (6)

Country Link
US (1) US10079349B2 (enExample)
EP (3) EP3373357B1 (enExample)
JP (4) JP6014657B2 (enExample)
KR (7) KR102210980B1 (enExample)
TW (3) TWI659960B (enExample)
WO (1) WO2012166608A1 (enExample)

Families Citing this family (47)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10492991B2 (en) 2010-05-30 2019-12-03 Crisi Medical Systems, Inc. Medication container encoding, verification, and identification
US10158089B2 (en) * 2011-05-27 2018-12-18 Universal Display Corporation Organic electroluminescent materials and devices
US10079349B2 (en) * 2011-05-27 2018-09-18 Universal Display Corporation Organic electroluminescent materials and devices
CN113943306A (zh) 2012-09-20 2022-01-18 Udc 爱尔兰有限责任公司 供电子应用的氮杂二苯并呋喃和包含氮杂二苯并呋喃的电子器件
KR101418172B1 (ko) * 2012-12-10 2014-07-09 주식회사 두산 이리듐(ⅲ) 착화합물 및 이를 포함하는 유기 전계 발광 소자
US10367154B2 (en) 2013-02-21 2019-07-30 Universal Display Corporation Organic electroluminescent materials and devices
EP2769982B1 (en) * 2013-02-21 2017-11-22 Universal Display Corporation Deuterated heteroleptic iridium complexes as phosphorescent material in OLEDS
JP6286872B2 (ja) * 2013-05-31 2018-03-07 三菱ケミカル株式会社 イリジウム錯体化合物、有機電界発光素子、表示装置および照明装置
US10074806B2 (en) * 2013-08-20 2018-09-11 Universal Display Corporation Organic electroluminescent materials and devices
KR102081117B1 (ko) * 2013-08-29 2020-02-25 엘지디스플레이 주식회사 백색 유기 발광 소자
WO2015063046A1 (en) 2013-10-31 2015-05-07 Basf Se Azadibenzothiophenes for electronic applications
EP3174885B1 (en) 2014-07-28 2019-10-02 Idemitsu Kosan Co., Ltd. 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
KR102349469B1 (ko) 2014-10-22 2022-01-10 삼성전자주식회사 유기금속 화합물 및 이를 포함한 유기 발광 소자
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)
EP3053918B1 (en) 2015-02-06 2018-04-11 Idemitsu Kosan Co., Ltd. 2-carbazole substituted benzimidazoles for electronic applications
EP3054498B1 (en) 2015-02-06 2017-09-20 Idemitsu Kosan Co., Ltd. Bisimidazodiazocines
EP3061759B1 (en) 2015-02-24 2019-12-25 Idemitsu Kosan Co., Ltd Nitrile substituted dibenzofurans
JP6732190B2 (ja) 2015-03-10 2020-07-29 国立研究開発法人産業技術総合研究所 ヘテロレプティックイリジウム錯体、ならびに該化合物を用いた発光材料および有機発光素子
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
US10361381B2 (en) * 2015-09-03 2019-07-23 Universal Display Corporation Organic electroluminescent materials and devices
US20180269407A1 (en) 2015-10-01 2018-09-20 Idemitsu Kosan Co., Ltd. Benzimidazolo[1,2-a]benzimidazole carrying triazine groups for organic light emitting diodes
WO2017056053A1 (en) 2015-10-01 2017-04-06 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
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
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
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
US10236456B2 (en) * 2016-04-11 2019-03-19 Universal Display Corporation Organic electroluminescent materials and devices
US10968229B2 (en) 2016-04-12 2021-04-06 Idemitsu Kosan Co., Ltd. Seven-membered ring compounds
KR102661473B1 (ko) 2016-04-29 2024-04-29 삼성디스플레이 주식회사 유기 발광 소자
CN105949245A (zh) * 2016-05-25 2016-09-21 昆明贵金属研究所 一类发黄光的铱磷光配合物及其制备方法
US10686146B2 (en) * 2017-02-13 2020-06-16 Feng-wen Yen Paracyclophane-based iridium complexes for organic electroluminescence device
US11469382B2 (en) 2017-07-12 2022-10-11 Universal Display Corporation Organic electroluminescent materials and devices
US11917843B2 (en) * 2017-07-26 2024-02-27 Universal Display Corporation Organic electroluminescent materials and devices
US11377458B2 (en) 2017-10-16 2022-07-05 Samsung Electronics Co., Ltd. Organometallic compound and organic light-emitting device including the same
KR102710727B1 (ko) 2019-04-11 2024-09-27 삼성전자주식회사 유기금속 화합물, 이를 포함한 유기 발광 소자 및 이를 포함한 진단용 조성물
CN113745413B (zh) * 2020-05-29 2023-09-01 北京夏禾科技有限公司 含有多种客体发光材料的有机电致发光器件
US20210399237A1 (en) * 2020-06-02 2021-12-23 Universal Display Corporation Organic electroluminescent materials and devices
US20230015602A1 (en) * 2021-06-04 2023-01-19 Universal Display Corporation Organic electroluminescent materials and devices
JP2024065309A (ja) 2022-10-31 2024-05-15 東京エレクトロン株式会社 情報処理装置及び情報処理方法
CN119451453A (zh) 2023-07-28 2025-02-14 株式会社半导体能源研究所 显示装置

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010129323A1 (en) * 2009-04-28 2010-11-11 Universal Display Corporation Iridium complex with methyl-d3 substitution
JP2011089103A (ja) * 2009-08-31 2011-05-06 Fujifilm Corp 有機電界発光素子材料、及び有機電界発光素子
KR102086312B1 (ko) * 2011-05-27 2020-03-06 유니버셜 디스플레이 코포레이션 Oled 디바이스용 고 효율 황색광 이미터

Family Cites Families (141)

* 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
US5061569A (en) 1990-07-26 1991-10-29 Eastman Kodak Company Electroluminescent device with organic electroluminescent medium
DE69412567T2 (de) 1993-11-01 1999-02-04 Hodogaya Chemical Co., Ltd., Tokio/Tokyo Aminverbindung und sie enthaltende Elektrolumineszenzvorrichtung
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
US6939625B2 (en) 1996-06-25 2005-09-06 Nôrthwestern University Organic light-emitting diodes and methods for assembly and enhanced charge injection
US5844363A (en) 1997-01-23 1998-12-01 The Trustees Of Princeton Univ. Vacuum deposited, non-polymeric flexible organic light emitting devices
US5834893A (en) 1996-12-23 1998-11-10 The Trustees Of Princeton University High efficiency organic light emitting devices with light directing structures
US6013982A (en) 1996-12-23 2000-01-11 The Trustees Of Princeton University Multicolor display devices
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
US6528187B1 (en) 1998-09-08 2003-03-04 Fuji Photo Film Co., Ltd. Material for luminescence element and luminescence element using the same
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
US6294398B1 (en) 1999-11-23 2001-09-25 The Trustees Of Princeton University Method for patterning devices
US6458475B1 (en) 1999-11-24 2002-10-01 The Trustee Of Princeton University Organic light emitting diode having a blue phosphorescent molecule as an emitter
KR100377321B1 (ko) 1999-12-31 2003-03-26 주식회사 엘지화학 피-형 반도체 성질을 갖는 유기 화합물을 포함하는 전기소자
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
US7306856B2 (en) * 2000-07-17 2007-12-11 Fujifilm Corporation Light-emitting element and iridium complex
CN101924190B (zh) 2000-08-11 2012-07-04 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
US6939624B2 (en) * 2000-08-11 2005-09-06 Universal Display Corporation Organometallic compounds and emission-shifting organic electrophosphorescence
US6579630B2 (en) 2000-12-07 2003-06-17 Canon Kabushiki Kaisha Deuterated semiconducting organic compounds used for opto-electronic devices
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
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
EP1390962B2 (en) * 2001-05-16 2023-07-05 The Trustees Of Princeton University High efficiency multi-color electro-phosphorescent oleds
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
US7396598B2 (en) 2001-06-20 2008-07-08 Showa Denko K.K. Light emitting material and organic light-emitting device
US7071615B2 (en) 2001-08-20 2006-07-04 Universal Display Corporation Transparent electrodes
US7250226B2 (en) 2001-08-31 2007-07-31 Nippon Hoso Kyokai Phosphorescent compound, a phosphorescent composition and an organic light-emitting device
US7431968B1 (en) 2001-09-04 2008-10-07 The Trustees Of Princeton University Process and apparatus for organic vapor jet deposition
US6835469B2 (en) 2001-10-17 2004-12-28 The University Of Southern California Phosphorescent compounds and devices comprising the same
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
US6863997B2 (en) 2001-12-28 2005-03-08 The Trustees Of Princeton University White light emitting OLEDs from combined monomer and aggregate emission
KR100691543B1 (ko) 2002-01-18 2007-03-09 주식회사 엘지화학 새로운 전자 수송용 물질 및 이를 이용한 유기 발광 소자
US6872472B2 (en) 2002-02-15 2005-03-29 Eastman Kodak Company Providing an organic electroluminescent device having stacked electroluminescent units
AU2003213375A1 (en) * 2002-03-08 2003-09-22 Canon Kabushiki Kaisha Electroluminescent element containing metal coordination compound
US20030230980A1 (en) 2002-06-18 2003-12-18 Forrest Stephen R Very low voltage, high efficiency phosphorescent oled in a p-i-n structure
US7189989B2 (en) 2002-08-22 2007-03-13 Fuji Photo Film Co., Ltd. Light emitting element
EP2264122A3 (en) 2002-08-27 2011-05-11 Fujifilm Corporation Organometallic complexes, organic electroluminescent devices and organic electroluminescent displays
US6687266B1 (en) 2002-11-08 2004-02-03 Universal Display Corporation Organic light emitting materials and devices
JP4365199B2 (ja) 2002-12-27 2009-11-18 富士フイルム株式会社 有機電界発光素子
JP4365196B2 (ja) 2002-12-27 2009-11-18 富士フイルム株式会社 有機電界発光素子
WO2004085450A2 (en) 2003-03-24 2004-10-07 The University Of Southern California Phenyl-pyrazole complexes of ir
US7090928B2 (en) 2003-04-01 2006-08-15 The University Of Southern California Binuclear compounds
EP1618170A2 (de) 2003-04-15 2006-01-25 Covion Organic Semiconductors GmbH Mischungen von organischen zur emission befähigten halbleitern und matrixmaterialien, deren verwendung und elektronikbauteile enthaltend diese mischungen
US7029765B2 (en) 2003-04-22 2006-04-18 Universal Display Corporation Organic light emitting devices having reduced pixel shrinkage
JP4673744B2 (ja) 2003-05-29 2011-04-20 新日鐵化学株式会社 有機電界発光素子
JP2005011610A (ja) 2003-06-18 2005-01-13 Nippon Steel Chem Co Ltd 有機電界発光素子
US20050025993A1 (en) 2003-07-25 2005-02-03 Thompson Mark E. Materials and structures for enhancing the performance of organic light emitting devices
TWI390006B (zh) 2003-08-07 2013-03-21 Nippon Steel Chemical Co Organic EL materials with aluminum clamps
DE10338550A1 (de) 2003-08-19 2005-03-31 Basf Ag Übergangsmetallkomplexe mit Carbenliganden als Emitter für organische Licht-emittierende Dioden (OLEDs)
US20060269780A1 (en) 2003-09-25 2006-11-30 Takayuki Fukumatsu Organic electroluminescent device
JP4822687B2 (ja) 2003-11-21 2011-11-24 富士フイルム株式会社 有機電界発光素子
KR100560790B1 (ko) * 2003-11-25 2006-03-13 삼성에스디아이 주식회사 고온 특성이 우수한 유기 전계 발광 표시 장치
US20050123794A1 (en) * 2003-12-05 2005-06-09 Deaton Joseph C. Organic electroluminescent devices
US7332232B2 (en) 2004-02-03 2008-02-19 Universal Display Corporation OLEDs utilizing multidentate ligand systems
EP1725079B1 (en) 2004-03-11 2013-05-08 Mitsubishi Chemical Corporation Composition for charge-transporting film and ion compound, charge-transporting film and organic electroluminescent device using same, and method for manufacturing organic electroluminescent device and method for producing charge-transporting film
TW200531592A (en) 2004-03-15 2005-09-16 Nippon Steel Chemical Co Organic electroluminescent device
JP4869565B2 (ja) 2004-04-23 2012-02-08 富士フイルム株式会社 有機電界発光素子
US7445855B2 (en) 2004-05-18 2008-11-04 The University Of Southern California Cationic metal-carbene complexes
US7491823B2 (en) 2004-05-18 2009-02-17 The University Of Southern California Luminescent compounds with carbene ligands
US7393599B2 (en) 2004-05-18 2008-07-01 The University Of Southern California Luminescent compounds with carbene ligands
US7279704B2 (en) 2004-05-18 2007-10-09 The University Of Southern California Complexes with tridentate ligands
US7534505B2 (en) 2004-05-18 2009-05-19 The University Of Southern California Organometallic compounds for use in electroluminescent devices
US7154114B2 (en) 2004-05-18 2006-12-26 Universal Display Corporation Cyclometallated iridium carbene complexes for use as hosts
WO2005123873A1 (ja) 2004-06-17 2005-12-29 Konica Minolta Holdings, Inc. 有機エレクトロルミネッセンス素子材料、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
KR100751316B1 (ko) 2004-06-25 2007-08-22 삼성에스디아이 주식회사 유기 전계 발광 소자
US7820828B2 (en) 2004-06-28 2010-10-26 Ciba Specialty Chemicals Corp. Electroluminescent metal complexes with triazoles and benzotriazoles
US20060008670A1 (en) 2004-07-06 2006-01-12 Chun Lin Organic light emitting materials and devices
EP2178348B1 (en) 2004-07-23 2012-11-21 Konica Minolta Holdings, Inc. Organic electroluminescent element, display and illuminator
DE102004057072A1 (de) 2004-11-25 2006-06-01 Basf Ag Verwendung von Übergangsmetall-Carbenkomplexen in organischen Licht-emittierenden Dioden (OLEDs)
US20060134459A1 (en) * 2004-12-17 2006-06-22 Shouquan Huo OLEDs with mixed-ligand cyclometallated complexes
KR101272435B1 (ko) 2004-12-30 2013-06-07 이 아이 듀폰 디 네모아 앤드 캄파니 유기금속 착체
WO2006082742A1 (ja) 2005-02-04 2006-08-10 Konica Minolta Holdings, Inc. 有機エレクトロルミネッセンス素子材料、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
KR100803125B1 (ko) 2005-03-08 2008-02-14 엘지전자 주식회사 적색 인광 화합물 및 이를 사용한 유기전계발광소자
JP5125502B2 (ja) 2005-03-16 2013-01-23 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材料、有機エレクトロルミネッセンス素子
DE102005014284A1 (de) 2005-03-24 2006-09-28 Basf Ag Verwendung von Verbindungen, welche aromatische oder heteroaromatische über Carbonyl-Gruppen enthaltende Gruppen verbundene Ringe enthalten, als Matrixmaterialien in organischen Leuchtdioden
WO2006103874A1 (ja) 2005-03-29 2006-10-05 Konica Minolta Holdings, Inc. 有機エレクトロルミネッセンス素子材料、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
WO2006114966A1 (ja) 2005-04-18 2006-11-02 Konica Minolta Holdings, Inc. 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
US7807275B2 (en) 2005-04-21 2010-10-05 Universal Display Corporation Non-blocked phosphorescent OLEDs
US9051344B2 (en) 2005-05-06 2015-06-09 Universal Display Corporation Stability OLED materials and devices
JP4533796B2 (ja) 2005-05-06 2010-09-01 富士フイルム株式会社 有機電界発光素子
EP3064563B1 (en) 2005-05-31 2018-12-26 Universal Display Corporation Triphenylene hosts in phosphorescent light emitting diodes
JP4976288B2 (ja) 2005-06-07 2012-07-18 新日鐵化学株式会社 有機金属錯体及びこれを用いた有機電界発光素子
JP5324217B2 (ja) 2005-06-27 2013-10-23 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー 導電性ポリマー組成物
JP5076891B2 (ja) 2005-07-01 2012-11-21 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材料、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
WO2007028417A1 (en) 2005-09-07 2007-03-15 Technische Universität Braunschweig Triplett emitter having condensed five-membered rings
JP4887731B2 (ja) 2005-10-26 2012-02-29 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、表示装置及び照明装置
WO2007063796A1 (ja) 2005-12-01 2007-06-07 Nippon Steel Chemical Co., Ltd. 有機電界発光素子
WO2007063754A1 (ja) 2005-12-01 2007-06-07 Nippon Steel Chemical Co., Ltd. 有機電界発光素子用化合物及び有機電界発光素子
JP5151031B2 (ja) 2006-01-05 2013-02-27 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、表示装置及び照明装置
JP5324229B2 (ja) 2006-02-10 2013-10-23 ユニバーサル ディスプレイ コーポレイション シクロメタル化したイミダゾ[1,2−f]フェナントリジン及びジイミダゾ[1,2−a:1’,2’−c]キナゾリン配位子並びにそれらの等電子及びベンゾ縮合類縁体の金属錯体
JP4823730B2 (ja) 2006-03-20 2011-11-24 新日鐵化学株式会社 発光層化合物及び有機電界発光素子
US20070247061A1 (en) * 2006-04-20 2007-10-25 Vadim Adamovich Multiple dopant emissive layer OLEDs
WO2007125714A1 (ja) 2006-04-26 2007-11-08 Idemitsu Kosan Co., Ltd. 芳香族アミン誘導体及びそれらを用いた有機エレクトロルミネッセンス素子
KR101384046B1 (ko) 2006-05-11 2014-04-09 이데미쓰 고산 가부시키가이샤 유기 전계발광 소자
WO2007142083A1 (ja) 2006-06-02 2007-12-13 Idemitsu Kosan Co., Ltd. 有機エレクトロルミネッセンス素子用材料及びそれを用いた有機エレクトロルミネッセンス素子
CN101506192A (zh) 2006-08-23 2009-08-12 出光兴产株式会社 芳香族胺衍生物及使用它们的有机电致发光元件
KR101089477B1 (ko) * 2006-09-05 2011-12-07 쇼와 덴코 가부시키가이샤 유기 전계 발광 소자 및 그의 용도
JP5589251B2 (ja) 2006-09-21 2014-09-17 コニカミノルタ株式会社 有機エレクトロルミネッセンス素子材料
EP2084171B1 (en) * 2006-11-07 2013-04-10 Showa Denko K.K. Iridium complex compound, organic electroluminescent device obtained by using the same, and uses of the device
EP2080762B1 (en) 2006-11-09 2016-09-14 Nippon Steel & Sumikin Chemical Co., Ltd. Compound for organic electroluminescent device and organic electroluminescent device
JP5133259B2 (ja) 2006-11-24 2013-01-30 出光興産株式会社 芳香族アミン誘導体及びそれを用いた有機エレクトロルミネッセンス素子
US8119255B2 (en) 2006-12-08 2012-02-21 Universal Display Corporation Cross-linkable iridium complexes and organic light-emitting devices using the same
WO2008101842A1 (en) 2007-02-23 2008-08-28 Basf Se Electroluminescent metal complexes with benzotriazoles
ATE495181T1 (de) 2007-04-26 2011-01-15 Basf Se Silane enthaltend phenothiazin-s-oxid oder phenothiazin-s,s-dioxid-gruppen und deren verwendung in oleds
WO2008156879A1 (en) 2007-06-20 2008-12-24 Universal Display Corporation Blue phosphorescent imidazophenanthridine materials
US8440826B2 (en) 2007-06-22 2013-05-14 Basf Se Light emitting Cu (I) complexes
EP2165377B1 (de) 2007-07-05 2021-04-28 UDC Ireland Limited Organische leuchtdioden enthaltend carben-übergangsmetall-komplex-emitter und mindestens eine verbindung ausgewählt aus disilylcarbazolen; disilyldibenzofuranen, disilyldibenzothiophenen, disilyldibenzophospholen, disilyldibenzothiophen-s-oxiden und disilyldibenzothiophen-s,s-dioxiden
WO2009008311A1 (ja) 2007-07-07 2009-01-15 Idemitsu Kosan Co., Ltd. クリセン誘導体及びそれを用いた有機エレクトロルミネッセンス素子
US8779655B2 (en) 2007-07-07 2014-07-15 Idemitsu Kosan Co., Ltd. Organic electroluminescence device and material for organic electroluminescence device
US8029697B2 (en) 2007-07-07 2011-10-04 Idemitsu Kosan Co., Ltd. Naphthalene derivative, material for organic electroluminescence device, and organic electroluminescence device using the same
US8330350B2 (en) 2007-07-07 2012-12-11 Idemitsu Kosan Co., Ltd. Organic electroluminescence device and material for organic electroluminescence device
US20090045731A1 (en) 2007-07-07 2009-02-19 Idemitsu Kosan Co., Ltd. Organic electroluminescence device and material for organic electroluminescence device
US8080658B2 (en) 2007-07-10 2011-12-20 Idemitsu Kosan Co., Ltd. Material for organic electroluminescent element and organic electroluminescent element employing the same
JP5619418B2 (ja) 2007-07-10 2014-11-05 出光興産株式会社 有機エレクトロルミネッセンス素子用材料及びそれを用いた有機エレクトロルミネッセンス素子
CN101688052A (zh) 2007-07-27 2010-03-31 E.I.内穆尔杜邦公司 包含无机纳米颗粒的导电聚合物的含水分散体
CN101827834B (zh) * 2007-08-08 2015-11-25 通用显示公司 含苯并[9,10]菲的苯并稠合的噻吩或苯并稠合的呋喃化合物
JP2009040728A (ja) 2007-08-09 2009-02-26 Canon Inc 有機金属錯体及びこれを用いた有機発光素子
JP5119812B2 (ja) 2007-09-03 2013-01-16 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、表示装置及び照明装置
WO2009050290A1 (de) 2007-10-17 2009-04-23 Basf Se Übergangsmetallkomplexe mit verbrückten carbenliganden und deren verwendung in oleds
US20090101870A1 (en) 2007-10-22 2009-04-23 E. I. Du Pont De Nemours And Company Electron transport bi-layers and devices made with such bi-layers
US7914908B2 (en) 2007-11-02 2011-03-29 Global Oled Technology Llc Organic electroluminescent device having an azatriphenylene derivative
DE102007053771A1 (de) 2007-11-12 2009-05-14 Merck Patent Gmbh Organische Elektrolumineszenzvorrichtungen
JPWO2009063833A1 (ja) 2007-11-15 2011-03-31 出光興産株式会社 ベンゾクリセン誘導体及びそれを用いた有機エレクトロルミネッセンス素子
US8759819B2 (en) 2007-11-22 2014-06-24 Idemitsu Kosan Co., Ltd. Organic electroluminescence device
WO2009066778A1 (ja) 2007-11-22 2009-05-28 Idemitsu Kosan Co., Ltd. 有機el素子および有機el材料含有溶液
WO2009073245A1 (en) * 2007-12-06 2009-06-11 Universal Display Corporation Light-emitting organometallic complexes
WO2009085344A2 (en) 2007-12-28 2009-07-09 Universal Display Corporation Dibenzothiophene-containing materials in phosphorescent light emitting diodes
US8221905B2 (en) 2007-12-28 2012-07-17 Universal Display Corporation Carbazole-containing materials in phosphorescent light emitting diodes
JP5709528B2 (ja) 2008-02-12 2015-04-30 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se ジベンゾ[f,h]キノキサリンを用いたエレクトロルミネッセンス金属錯体
WO2010013780A1 (ja) 2008-07-31 2010-02-04 三菱化学株式会社 有機電界発光素子用組成物、有機薄膜、有機電界発光素子、有機el表示装置および有機el照明
WO2010027583A1 (en) * 2008-09-03 2010-03-11 Universal Display Corporation Phosphorescent materials
KR101587307B1 (ko) 2008-09-04 2016-01-20 유니버셜 디스플레이 코포레이션 백색 인광성 유기 발광 디바이스
DE102010027316A1 (de) * 2010-07-16 2012-01-19 Merck Patent Gmbh Metallkomplexe
US20120262542A1 (en) 2011-04-15 2012-10-18 Qualcomm Incorporated Devices and methods for warping and hole filling during view synthesis
US10158089B2 (en) * 2011-05-27 2018-12-18 Universal Display Corporation Organic electroluminescent materials and devices

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010129323A1 (en) * 2009-04-28 2010-11-11 Universal Display Corporation Iridium complex with methyl-d3 substitution
JP2011089103A (ja) * 2009-08-31 2011-05-06 Fujifilm Corp 有機電界発光素子材料、及び有機電界発光素子
KR102086312B1 (ko) * 2011-05-27 2020-03-06 유니버셜 디스플레이 코포레이션 Oled 디바이스용 고 효율 황색광 이미터

Also Published As

Publication number Publication date
WO2012166608A1 (en) 2012-12-06
KR101939814B1 (ko) 2019-01-18
US10079349B2 (en) 2018-09-18
EP3373357B1 (en) 2019-12-04
KR102449762B1 (ko) 2022-09-29
KR20210013660A (ko) 2021-02-04
KR20190131608A (ko) 2019-11-26
TWI639609B (zh) 2018-11-01
JP6014657B2 (ja) 2016-10-25
JP2019214726A (ja) 2019-12-19
JP2014532033A (ja) 2014-12-04
JP2017002065A (ja) 2017-01-05
EP3373357A1 (en) 2018-09-12
KR20140027389A (ko) 2014-03-06
EP3637490B1 (en) 2021-04-21
TWI596100B (zh) 2017-08-21
KR20200024957A (ko) 2020-03-09
TW201815810A (zh) 2018-05-01
KR20220031936A (ko) 2022-03-14
JP6568190B2 (ja) 2019-08-28
KR102049706B1 (ko) 2019-11-28
JP6843196B2 (ja) 2021-03-17
EP2715817B1 (en) 2018-04-04
EP3637490A1 (en) 2020-04-15
TW201714889A (zh) 2017-05-01
TW201311703A (zh) 2013-03-16
TWI659960B (zh) 2019-05-21
KR20190008987A (ko) 2019-01-25
KR102086312B1 (ko) 2020-03-06
US20120299468A1 (en) 2012-11-29
KR102576490B1 (ko) 2023-09-07
KR20220136497A (ko) 2022-10-07
EP2715817A1 (en) 2014-04-09
JP2018070639A (ja) 2018-05-10

Similar Documents

Publication Publication Date Title
KR102208370B1 (ko) 도펀트로서 헤테로렙틱 이리듐 착물
JP6843196B2 (ja) Oledデバイス用高効率黄色光発光体
KR102146174B1 (ko) 인광 물질
KR102254061B1 (ko) 헤테로렙틱 이리듐 카르벤 착물 및 이를 사용한 발광 디바이스
KR102218567B1 (ko) 인광성 화합물
JP5982264B2 (ja) 新規ヘテロレプティックイリジウム錯体
KR101907711B1 (ko) 유기 발광 다이오드용 게르마늄-함유 적색 발광체 물질
KR20140028043A (ko) 인광 헤테로렙틱 페닐벤즈이미다졸 도펀트 및 신규한 합성 방법
WO2011109042A1 (en) Phosphorescent materials
KR102012047B1 (ko) 효율이 큰 인광 물질

Legal Events

Date Code Title Description
A107 Divisional application of patent
PA0104 Divisional application for international application

Comment text: Divisional Application for International Patent

Patent event code: PA01041R01D

Patent event date: 20200228

Application number text: 1020197033996

Filing date: 20191118

PG1501 Laying open of application
A201 Request for examination
PA0201 Request for examination

Patent event code: PA02012R01D

Patent event date: 20200327

Comment text: Request for Examination of Application

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

Comment text: Notification of reason for refusal

Patent event date: 20200406

Patent event code: PE09021S01D

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

Patent event code: PE07011S01D

Comment text: Decision to Grant Registration

Patent event date: 20201026

A107 Divisional application of patent
GRNT Written decision to grant
PA0104 Divisional application for international application

Comment text: Divisional Application for International Patent

Patent event code: PA01041R01D

Patent event date: 20210127

Application number text: 1020197033996

Filing date: 20191118

PR0701 Registration of establishment

Comment text: Registration of Establishment

Patent event date: 20210127

Patent event code: PR07011E01D

PR1002 Payment of registration fee

Payment date: 20210128

End annual number: 3

Start annual number: 1

PG1601 Publication of registration
PR1001 Payment of annual fee

Payment date: 20240110

Start annual number: 4

End annual number: 4