TWI455942B - 有機金屬錯合物,發光元件,發光裝置,電子裝置及照明裝置 - Google Patents

有機金屬錯合物,發光元件,發光裝置,電子裝置及照明裝置 Download PDF

Info

Publication number
TWI455942B
TWI455942B TW101146604A TW101146604A TWI455942B TW I455942 B TWI455942 B TW I455942B TW 101146604 A TW101146604 A TW 101146604A TW 101146604 A TW101146604 A TW 101146604A TW I455942 B TWI455942 B TW I455942B
Authority
TW
Taiwan
Prior art keywords
substituted
unsubstituted
light
organometallic complex
emitting
Prior art date
Application number
TW101146604A
Other languages
English (en)
Other versions
TW201333019A (zh
Inventor
Hideko Inoue
Tomoya Yamaguchi
Hiromi Seo
Satoshi Seo
Kunihiko Suzuki
Miki Kanamoto
Original Assignee
Semiconductor Energy Lab
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 Semiconductor Energy Lab filed Critical Semiconductor Energy Lab
Publication of TW201333019A publication Critical patent/TW201333019A/zh
Application granted granted Critical
Publication of TWI455942B publication Critical patent/TWI455942B/zh

Links

Classifications

    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00Organic light-emitting devices
    • 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
    • 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
    • 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
    • C09K11/02Use of particular materials as binders, particle coatings or suspension media therefor
    • C09K11/025Use of particular materials as binders, particle coatings or suspension media therefor non-luminescent particle coatings or suspension media
    • 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
    • H05B33/10Apparatus or processes specially adapted to the manufacture of electroluminescent light sources
    • 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
    • H10K85/60Organic 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
    • 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
    • H10K85/649Aromatic compounds comprising a hetero atom
    • H10K85/654Aromatic compounds comprising a hetero atom comprising only nitrogen as heteroatom
    • 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
    • H10K85/649Aromatic compounds comprising a hetero atom
    • H10K85/657Polycyclic condensed heteroaromatic hydrocarbons
    • H10K85/6576Polycyclic condensed heteroaromatic hydrocarbons comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene
    • 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
    • C09K2211/1003Carbocyclic compounds
    • C09K2211/1007Non-condensed systems
    • 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
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1018Heterocyclic compounds
    • C09K2211/1025Heterocyclic compounds characterised by ligands
    • C09K2211/1059Heterocyclic compounds characterised by ligands containing three 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
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/615Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
    • H10K85/626Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Inorganic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Manufacturing & Machinery (AREA)
  • Optics & Photonics (AREA)
  • Electroluminescent Light Sources (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Non-Portable Lighting Devices Or Systems Thereof (AREA)

Claims (8)

  1. 一種以式G1表示的有機金屬錯合物: 其中X表示式X1至X3中任一者: R1 至R4 分別表示經取代或未經取代的C1-6 烷基;且R5 至R13 分別表示氫、經取代或未經取代的C1-6 烷基及經取代或未經取代的苯基中任一者。
  2. 一種以式G2表示的有機金屬錯合物: 其中R1 至R4 分別表示經取代或未經取代的C1-6 烷基;R5 和R6 分別表示氫、經取代或未經取代的C1-6 烷基及經取代或未經取代的苯基中任一者;且R7 表示經取代或未經取代的C1-6 烷基及經取代或未 經取代的苯基中任一者。
  3. 一種以式G3表示的有機金屬錯合物: 其中R1 至R4 分別表示經取代或未經取代的C1-6 烷基;R8 和R10 分別表示氫、經取代或未經取代的C1-6 烷基及經取代或未經取代的苯基中任一者;且R9 表示經取代或未經取代的C1-6 烷基及經取代或未經取代的苯基中任一者。
  4. 一種以式G4表示的有機金屬錯合物: 其中R1 至R4 分別表示經取代或未經取代的C1-6 烷基;R11 表示氫、經取代或未經取代的C1-6 烷基及經取代或未經取代的苯基中任一者;R12 和R13 分別表示經取代或未經取代的C1-6 烷基及經取代或未經取代的苯基中任一者;且R12 和R13 中一者可為氫。
  5. 如申請專利範圍第1至4項中任一項的有機金屬錯合物,其中R1 和R2 分別為甲基。
  6. 一種以式100至105及121至125中任一者表示的有機金屬錯合物:
  7. 一種以式106至111及127中任一者表示的有機金屬錯合物:
  8. 一種以式112至117及126中任一者表示的有機金屬錯合物:
TW101146604A 2011-12-23 2012-12-11 有機金屬錯合物,發光元件,發光裝置,電子裝置及照明裝置 TWI455942B (zh)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2011282465 2011-12-23

Publications (2)

Publication Number Publication Date
TW201333019A TW201333019A (zh) 2013-08-16
TWI455942B true TWI455942B (zh) 2014-10-11

Family

ID=48655212

Family Applications (3)

Application Number Title Priority Date Filing Date
TW101146604A TWI455942B (zh) 2011-12-23 2012-12-11 有機金屬錯合物,發光元件,發光裝置,電子裝置及照明裝置
TW104112221A TWI523845B (zh) 2011-12-23 2012-12-11 有機金屬錯合物,發光元件,發光裝置,電子裝置及照明裝置
TW103125097A TWI490211B (zh) 2011-12-23 2012-12-11 有機金屬錯合物,發光元件,發光裝置,電子裝置及照明裝置

Family Applications After (2)

Application Number Title Priority Date Filing Date
TW104112221A TWI523845B (zh) 2011-12-23 2012-12-11 有機金屬錯合物,發光元件,發光裝置,電子裝置及照明裝置
TW103125097A TWI490211B (zh) 2011-12-23 2012-12-11 有機金屬錯合物,發光元件,發光裝置,電子裝置及照明裝置

Country Status (7)

Country Link
US (6) US9127032B2 (zh)
JP (7) JP5503722B2 (zh)
KR (8) KR20200040926A (zh)
CN (3) CN110642894A (zh)
DE (2) DE112012005364B4 (zh)
TW (3) TWI455942B (zh)
WO (1) WO2013094620A1 (zh)

Families Citing this family (110)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101995183B1 (ko) 2010-10-22 2019-07-02 가부시키가이샤 한도오따이 에네루기 켄큐쇼 유기금속 착체, 발광 소자, 발광 장치, 전자 장치 및 조명 장치
WO2012147896A1 (en) 2011-04-29 2012-11-01 Semiconductor Energy Laboratory Co., Ltd. Organometallic complex, light-emitting element, light-emitting device, electronic device, and lighting device
TWI532822B (zh) 2011-04-29 2016-05-11 半導體能源研究所股份有限公司 利用磷光之發光裝置,電子裝置及照明裝置
TWI455942B (zh) * 2011-12-23 2014-10-11 Semiconductor Energy Lab 有機金屬錯合物,發光元件,發光裝置,電子裝置及照明裝置
JP6158542B2 (ja) * 2012-04-13 2017-07-05 株式会社半導体エネルギー研究所 発光素子、発光装置、電子機器、および照明装置
JP6158543B2 (ja) 2012-04-13 2017-07-05 株式会社半導体エネルギー研究所 発光素子、発光装置、電子機器、および照明装置
US8921549B2 (en) 2012-06-01 2014-12-30 Semiconductor Energy Laboratory Co., Ltd. Organometallic complex, light-emitting element, light-emitting device, electronic device, and lighting device
TWI733065B (zh) 2012-08-03 2021-07-11 日商半導體能源研究所股份有限公司 發光元件、發光裝置、顯示裝置、電子裝置及照明設備
TWI484390B (zh) * 2012-11-07 2015-05-11 Chih Chung Lin 具光電轉換之觸控模組
TWI486834B (zh) * 2012-11-07 2015-06-01 Chih Chung Lin 具光電轉換之觸控裝置
TWI612051B (zh) * 2013-03-01 2018-01-21 半導體能源研究所股份有限公司 有機金屬錯合物、發光元件、發光裝置、電子裝置、照明設備
KR102265675B1 (ko) 2013-05-20 2021-06-15 가부시키가이샤 한도오따이 에네루기 켄큐쇼 유기 금속 착체, 발광 소자, 발광 장치, 전자기기, 및 조명 장치
WO2014199842A1 (en) 2013-06-14 2014-12-18 Semiconductor Energy Laboratory Co., Ltd. Organometallic iridium complex, light-emitting element, light-emitting device, and lighting device
JP6341772B2 (ja) * 2013-06-28 2018-06-13 株式会社半導体エネルギー研究所 有機金属錯体、発光素子、発光装置、電子機器、および照明装置
WO2015037548A1 (en) * 2013-09-12 2015-03-19 Semiconductor Energy Laboratory Co., Ltd. Organometallic iridium complex, light-emitting element, light-emitting device, electronic device, and lighting device
JP6356017B2 (ja) * 2013-09-18 2018-07-11 株式会社半導体エネルギー研究所 有機金属錯体
US9231217B2 (en) 2013-11-28 2016-01-05 Semiconductor Energy Laboratory Co., Ltd. Synthesis method of organometallic complex, synthesis method of pyrazine derivative, 5,6-diaryl-2-pyrazyl triflate, light-emitting element, light-emitting device, electronic device, and lighting device
US9268032B2 (en) 2014-05-12 2016-02-23 Industrial Technology Research Institute Electrical radiography imaging system and method thereof
JP6598513B2 (ja) 2014-05-30 2019-10-30 株式会社半導体エネルギー研究所 有機金属イリジウム錯体、発光素子、発光装置、電子機器、および照明装置
US10854826B2 (en) * 2014-10-08 2020-12-01 Universal Display Corporation Organic electroluminescent compounds, compositions and devices
JP6584073B2 (ja) * 2014-12-19 2019-10-02 株式会社半導体エネルギー研究所 有機金属錯体および発光装置
KR102456659B1 (ko) 2014-12-26 2022-10-18 가부시키가이샤 한도오따이 에네루기 켄큐쇼 유기 화합물, 발광 소자, 디스플레이 모듈, 조명 모듈, 발광 장치, 표시 장치, 전자 기기, 및 조명 장치
US9929361B2 (en) 2015-02-16 2018-03-27 Universal Display Corporation Organic electroluminescent materials and devices
US11056657B2 (en) 2015-02-27 2021-07-06 University Display Corporation Organic electroluminescent materials and devices
JP6697299B2 (ja) 2015-04-01 2020-05-20 株式会社半導体エネルギー研究所 有機金属錯体、発光素子、発光装置、電子機器、および照明装置
US10153437B2 (en) 2015-05-12 2018-12-11 Semiconductor Energy Laboratory Co., Ltd. Compound, light-emitting element, light-emitting device, electronic device, and lighting device
US9859510B2 (en) 2015-05-15 2018-01-02 Universal Display Corporation Organic electroluminescent materials and devices
KR102447308B1 (ko) * 2015-05-28 2022-09-26 삼성디스플레이 주식회사 유기 발광 표시 장치
US10418568B2 (en) 2015-06-01 2019-09-17 Universal Display Corporation Organic electroluminescent materials and devices
US11127905B2 (en) 2015-07-29 2021-09-21 Universal Display Corporation Organic electroluminescent materials and devices
US10361381B2 (en) 2015-09-03 2019-07-23 Universal Display Corporation Organic electroluminescent materials and devices
US20170092880A1 (en) 2015-09-25 2017-03-30 Universal Display Corporation Organic electroluminescent materials and devices
CN108137632A (zh) * 2015-09-30 2018-06-08 株式会社半导体能源研究所 有机金属配合物、发光元件、发光装置、电子设备及照明装置
CN113937228A (zh) 2015-12-01 2022-01-14 株式会社半导体能源研究所 发光元件、发光装置、电子设备及照明装置
JP2017114853A (ja) * 2015-12-18 2017-06-29 株式会社半導体エネルギー研究所 有機金属錯体、発光素子、発光装置、電子機器、および照明装置
US9938309B2 (en) 2015-12-28 2018-04-10 Semiconductor Energy Laboratory Co., Ltd. Organometallic complex, light-emitting element, light-emitting device, electronic device, and lighting device
US20170229663A1 (en) 2016-02-09 2017-08-10 Universal Display Corporation Organic electroluminescent materials and devices
US10236456B2 (en) 2016-04-11 2019-03-19 Universal Display Corporation Organic electroluminescent materials and devices
US9911937B2 (en) * 2016-05-12 2018-03-06 Semiconductor Energy Laboratory Co., Ltd. Light-emitting element, light-emitting device, electronic device, and lighting device
US10672997B2 (en) 2016-06-20 2020-06-02 Universal Display Corporation Organic electroluminescent materials and devices
US11482683B2 (en) 2016-06-20 2022-10-25 Universal Display Corporation Organic electroluminescent materials and devices
US10862054B2 (en) 2016-06-20 2020-12-08 Universal Display Corporation Organic electroluminescent materials and devices
WO2018033820A1 (en) 2016-08-17 2018-02-22 Semiconductor Energy Laboratory Co., Ltd. Organic compound, light-emitting element, light-emitting device, electronic device, and lighting device
US10608186B2 (en) 2016-09-14 2020-03-31 Universal Display Corporation Organic electroluminescent materials and devices
US10680187B2 (en) 2016-09-23 2020-06-09 Universal Display Corporation Organic electroluminescent materials and devices
US11196010B2 (en) 2016-10-03 2021-12-07 Universal Display Corporation Organic electroluminescent materials and devices
US11011709B2 (en) 2016-10-07 2021-05-18 Universal Display Corporation Organic electroluminescent materials and devices
KR102560857B1 (ko) 2016-10-14 2023-07-27 가부시키가이샤 한도오따이 에네루기 켄큐쇼 유기 화합물, 발광 소자, 발광 장치, 전자 기기, 및 조명 장치
US20180130956A1 (en) 2016-11-09 2018-05-10 Universal Display Corporation Organic electroluminescent materials and devices
US10680188B2 (en) 2016-11-11 2020-06-09 Universal Display Corporation Organic electroluminescent materials and devices
US11780865B2 (en) * 2017-01-09 2023-10-10 Universal Display Corporation Organic electroluminescent materials and devices
US10844085B2 (en) 2017-03-29 2020-11-24 Universal Display Corporation Organic electroluminescent materials and devices
US10944060B2 (en) 2017-05-11 2021-03-09 Universal Display Corporation Organic electroluminescent materials and devices
US20180370999A1 (en) 2017-06-23 2018-12-27 Universal Display Corporation Organic electroluminescent materials and devices
US11228010B2 (en) 2017-07-26 2022-01-18 Universal Display Corporation Organic electroluminescent materials and devices
US11744142B2 (en) 2017-08-10 2023-08-29 Universal Display Corporation Organic electroluminescent materials and devices
CN107887422B (zh) 2017-10-31 2020-12-25 昆山国显光电有限公司 有机电致发光器件、显示器及移动通信设备
US20190161504A1 (en) 2017-11-28 2019-05-30 University Of Southern California Carbene compounds and organic electroluminescent devices
EP3492480B1 (en) 2017-11-29 2021-10-20 Universal Display Corporation Organic electroluminescent materials and devices
US11937503B2 (en) 2017-11-30 2024-03-19 Universal Display Corporation Organic electroluminescent materials and devices
US11594690B2 (en) 2017-12-14 2023-02-28 Guangzhou Chinaray Optoelectronic Materials Ltd. Organometallic complex, and polymer, mixture and formulation comprising same, and use thereof in electronic device
WO2019114668A1 (zh) 2017-12-14 2019-06-20 广州华睿光电材料有限公司 一种过渡金属配合物材料及其在电子器件的应用
US11674080B2 (en) 2017-12-14 2023-06-13 Guangzhou Chinaray Optoelectronic Materials Ltd. Transition metal complex, polymer, mixture, formulation and use thereof
US11680059B2 (en) 2017-12-21 2023-06-20 Guangzhou Chinaray Optoelectronic Materials Ltd. Organic mixture and application thereof in organic electronic devices
US11462696B2 (en) 2018-01-19 2022-10-04 Semiconductor Energy Laboratory Co., Ltd. Organic compound, light-emitting element, light-emitting device, electronic device, and lighting device
US11542289B2 (en) 2018-01-26 2023-01-03 Universal Display Corporation Organic electroluminescent materials and devices
US11753425B2 (en) 2018-07-11 2023-09-12 Universal Display Corporation Organic electroluminescent materials and devices
CN112673013A (zh) 2018-07-31 2021-04-16 株式会社半导体能源研究所 有机化合物、发光元件、发光装置、电子设备及照明装置
US20200075870A1 (en) 2018-08-22 2020-03-05 Universal Display Corporation Organic electroluminescent materials and devices
US11737349B2 (en) 2018-12-12 2023-08-22 Universal Display Corporation Organic electroluminescent materials and devices
US11780829B2 (en) 2019-01-30 2023-10-10 The University Of Southern California Organic electroluminescent materials and devices
US20200251664A1 (en) 2019-02-01 2020-08-06 Universal Display Corporation Organic electroluminescent materials and devices
JP2020158491A (ja) 2019-03-26 2020-10-01 ユニバーサル ディスプレイ コーポレイション 有機エレクトロルミネセンス材料及びデバイス
US20210032278A1 (en) 2019-07-30 2021-02-04 Universal Display Corporation Organic electroluminescent materials and devices
US20210047354A1 (en) 2019-08-16 2021-02-18 Universal Display Corporation Organic electroluminescent materials and devices
US20210135130A1 (en) 2019-11-04 2021-05-06 Universal Display Corporation Organic electroluminescent materials and devices
US20210217969A1 (en) 2020-01-06 2021-07-15 Universal Display Corporation Organic electroluminescent materials and devices
TW202132322A (zh) 2020-01-10 2021-09-01 日商半導體能源研究所股份有限公司 有機金屬錯合物、頂部發射用發光材料、發光器件、發光裝置、電子裝置以及照明設備
US20220336759A1 (en) 2020-01-28 2022-10-20 Universal Display Corporation Organic electroluminescent materials and devices
EP3937268A1 (en) 2020-07-10 2022-01-12 Universal Display Corporation Plasmonic oleds and vertical dipole emitters
JP2023542915A (ja) 2020-09-18 2023-10-12 三星ディスプレイ株式會社 有機エレクトロルミネッセンス素子
US20220158096A1 (en) 2020-11-16 2022-05-19 Universal Display Corporation Organic electroluminescent materials and devices
US20220162243A1 (en) 2020-11-24 2022-05-26 Universal Display Corporation Organic electroluminescent materials and devices
US20220165967A1 (en) 2020-11-24 2022-05-26 Universal Display Corporation Organic electroluminescent materials and devices
US20220271241A1 (en) 2021-02-03 2022-08-25 Universal Display Corporation Organic electroluminescent materials and devices
EP4060758A3 (en) 2021-02-26 2023-03-29 Universal Display Corporation Organic electroluminescent materials and devices
EP4059915A3 (en) 2021-02-26 2022-12-28 Universal Display Corporation Organic electroluminescent materials and devices
US20220298192A1 (en) 2021-03-05 2022-09-22 Universal Display Corporation Organic electroluminescent materials and devices
US20220298190A1 (en) 2021-03-12 2022-09-22 Universal Display Corporation Organic electroluminescent materials and devices
US20220298193A1 (en) 2021-03-15 2022-09-22 Universal Display Corporation Organic electroluminescent materials and devices
US20220340607A1 (en) 2021-04-05 2022-10-27 Universal Display Corporation Organic electroluminescent materials and devices
EP4075531A1 (en) 2021-04-13 2022-10-19 Universal Display Corporation Plasmonic oleds and vertical dipole emitters
US20220352478A1 (en) 2021-04-14 2022-11-03 Universal Display Corporation Organic eletroluminescent materials and devices
US20220407020A1 (en) 2021-04-23 2022-12-22 Universal Display Corporation Organic electroluminescent materials and devices
US20230006149A1 (en) 2021-04-23 2023-01-05 Universal Display Corporation Organic electroluminescent materials and devices
US20230133787A1 (en) 2021-06-08 2023-05-04 University Of Southern California Molecular Alignment of Homoleptic Iridium Phosphors
EP4151699A1 (en) 2021-09-17 2023-03-22 Universal Display Corporation Organic electroluminescent materials and devices
EP4212539A1 (en) 2021-12-16 2023-07-19 Universal Display Corporation Organic electroluminescent materials and devices
EP4231804A3 (en) 2022-02-16 2023-09-20 Universal Display Corporation Organic electroluminescent materials and devices
US20230292592A1 (en) 2022-03-09 2023-09-14 Universal Display Corporation Organic electroluminescent materials and devices
US20230337516A1 (en) 2022-04-18 2023-10-19 Universal Display Corporation Organic electroluminescent materials and devices
US20230389421A1 (en) 2022-05-24 2023-11-30 Universal Display Corporation Organic electroluminescent materials and devices
EP4293001A1 (en) 2022-06-08 2023-12-20 Universal Display Corporation Organic electroluminescent materials and devices
US20240016051A1 (en) 2022-06-28 2024-01-11 Universal Display Corporation Organic electroluminescent materials and devices
US20240107880A1 (en) 2022-08-17 2024-03-28 Universal Display Corporation Organic electroluminescent materials and devices
US20240180025A1 (en) 2022-10-27 2024-05-30 Universal Display Corporation Organic electroluminescent materials and devices
EP4362631A3 (en) 2022-10-27 2024-05-08 Universal Display Corporation Organic electroluminescent materials and devices
EP4362645A3 (en) 2022-10-27 2024-05-15 Universal Display Corporation Organic electroluminescent materials and devices
EP4376583A2 (en) 2022-10-27 2024-05-29 Universal Display Corporation Organic electroluminescent materials and devices
EP4369898A1 (en) 2022-10-27 2024-05-15 Universal Display Corporation Organic electroluminescent materials and devices

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007161860A (ja) * 2005-12-13 2007-06-28 Showa Denko Kk 高分子発光材料、有機エレクトロルミネッセンス素子および表示装置

Family Cites Families (45)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3834954B2 (ja) 1997-09-05 2006-10-18 チッソ株式会社 シラシクロペンタジエン環を有する正孔輸送材料
JP5135660B2 (ja) * 2001-09-27 2013-02-06 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
ITBO20020165A1 (it) 2002-03-29 2003-09-29 Consiglio Nazionale Ricerche Dispositivo elettroluminescente organico con droganti cromofori
US7374828B2 (en) * 2003-12-05 2008-05-20 Eastman Kodak Company Organic electroluminescent devices with additive
US8084145B2 (en) 2004-04-02 2011-12-27 Semiconductor Energy Laboratory Co., Ltd. Organometallic complex, light emitting element using the complex, light emitting device using the element, and electric apparatus using the device
KR101197691B1 (ko) * 2004-09-24 2012-11-05 가부시키가이샤 한도오따이 에네루기 켄큐쇼 발광장치
JP4362461B2 (ja) * 2004-11-05 2009-11-11 三星モバイルディスプレイ株式會社 有機電界発光素子
US20060134464A1 (en) 2004-12-22 2006-06-22 Fuji Photo Film Co. Ltd Organic electroluminescent element
JP2006203172A (ja) 2004-12-22 2006-08-03 Fuji Photo Film Co Ltd 有機電界発光素子
JP4912704B2 (ja) 2005-03-17 2012-04-11 株式会社半導体エネルギー研究所 有機金属錯体およびそれを用いた発光素子、発光装置、電子機器
EP1869059B1 (en) 2005-03-17 2014-04-23 Semiconductor Energy Laboratory Co., Ltd. Organometallic complex, and light-emitting element, light-emitting device and electronic device using the organometallic complex
JP5072312B2 (ja) 2005-10-18 2012-11-14 株式会社半導体エネルギー研究所 有機金属錯体及びそれを用いた発光素子、発光装置
US7807839B2 (en) 2005-10-18 2010-10-05 Semiconductor Energy Laboratory Co., Ltd. Organometallic complex, and light-emitting element and light-emitting device using the same
JP4205094B2 (ja) * 2005-10-31 2009-01-07 株式会社フジクラ 光コネクタ及びその組立方法
WO2007066556A1 (en) 2005-12-05 2007-06-14 Semiconductor Energy Laboratory Co., Ltd. Organometallic complex and light-emitting element, light-emitting device and electronic device using the same
JP5043329B2 (ja) * 2005-12-13 2012-10-10 昭和電工株式会社 高分子発光材料、有機エレクトロルミネッセンス素子および表示装置
TWI423982B (zh) 2006-03-21 2014-01-21 Semiconductor Energy Lab 有機金屬錯合物及使用該有機金屬錯合物之發光元件,發光裝置和電子裝置
JP5181448B2 (ja) 2006-09-13 2013-04-10 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
JP5644050B2 (ja) 2006-09-20 2014-12-24 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
US8119255B2 (en) 2006-12-08 2012-02-21 Universal Display Corporation Cross-linkable iridium complexes and organic light-emitting devices using the same
US8519130B2 (en) 2006-12-08 2013-08-27 Universal Display Corporation Method for synthesis of iriduim (III) complexes with sterically demanding ligands
TWI558716B (zh) 2006-12-08 2016-11-21 環球展覽公司 可交聯之銥錯合物及使用其之有機發光裝置
KR101547159B1 (ko) * 2007-05-18 2015-08-25 가부시키가이샤 한도오따이 에네루기 켄큐쇼 발광소자 및 발광소자를 포함하는 전자기기
JP5384856B2 (ja) 2007-06-04 2014-01-08 株式会社半導体エネルギー研究所 有機金属錯体、発光素子、発光装置、照明装置、及び電子機器
WO2008149828A1 (en) 2007-06-05 2008-12-11 Semiconductor Energy Laboratory Co., Ltd. Organometallic complex, and light-emitting materia light-emitting element, light-emitting device and electronic device
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
WO2009073245A1 (en) * 2007-12-06 2009-06-11 Universal Display Corporation Light-emitting organometallic complexes
TWI419876B (zh) 2007-12-06 2013-12-21 Universal Display Corp 具有空間需求配位體之銥(iii)錯合物的合成方法
JP2010040486A (ja) * 2008-08-08 2010-02-18 Canon Inc 発光素子および発光装置
US8101755B2 (en) 2008-10-23 2012-01-24 Semiconductor Energy Laboratory Co., Ltd. Organometallic complex including pyrazine derivative
KR20100055324A (ko) 2008-11-17 2010-05-26 가부시키가이샤 한도오따이 에네루기 켄큐쇼 발광소자 및 발광장치
JP5554075B2 (ja) 2009-01-21 2014-07-23 株式会社半導体エネルギー研究所 有機金属錯体
US20100314644A1 (en) * 2009-06-12 2010-12-16 Idemitsu Kosan Co., Ltd. Organic electroluminescent device
US8461574B2 (en) 2009-06-12 2013-06-11 Idemitsu Kosan Co., Ltd. Organic electroluminescence device
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
KR20120103571A (ko) 2009-10-05 2012-09-19 손 라이팅 리미티드 다층구조의 유기 장치
JP2011216778A (ja) * 2010-04-01 2011-10-27 Toshiba Mobile Display Co Ltd 有機el表示装置およびその製造方法
US8664383B2 (en) 2010-10-15 2014-03-04 Semiconductor Energy Laboratory Co., Ltd. Organometallic complex, and light-emitting element and display device using the organometallic complex
KR101995183B1 (ko) 2010-10-22 2019-07-02 가부시키가이샤 한도오따이 에네루기 켄큐쇼 유기금속 착체, 발광 소자, 발광 장치, 전자 장치 및 조명 장치
TWI529238B (zh) 2011-04-15 2016-04-11 半導體能源研究所股份有限公司 有機發光元件、有機金屬錯合物發光裝置、電子用具及照明裝置
TWI532822B (zh) 2011-04-29 2016-05-11 半導體能源研究所股份有限公司 利用磷光之發光裝置,電子裝置及照明裝置
WO2012147896A1 (en) 2011-04-29 2012-11-01 Semiconductor Energy Laboratory Co., Ltd. Organometallic complex, light-emitting element, light-emitting device, electronic device, and lighting device
US20130088144A1 (en) 2011-10-06 2013-04-11 Semiconductor Energy Laboratory Co., Ltd. Phosphorescent Iridium Metal Complex, Light-Emitting Element, Light-Emitting Device, Electronic Appliance, and Lighting Device
JP6034676B2 (ja) 2011-11-30 2016-11-30 株式会社半導体エネルギー研究所 有機金属錯体、発光素子、発光装置、電子機器、照明装置
TWI455942B (zh) 2011-12-23 2014-10-11 Semiconductor Energy Lab 有機金屬錯合物,發光元件,發光裝置,電子裝置及照明裝置

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007161860A (ja) * 2005-12-13 2007-06-28 Showa Denko Kk 高分子発光材料、有機エレクトロルミネッセンス素子および表示装置

Also Published As

Publication number Publication date
JP2023054010A (ja) 2023-04-13
JP5503722B2 (ja) 2014-05-28
JP2014158032A (ja) 2014-08-28
KR20190018047A (ko) 2019-02-20
CN104011058A (zh) 2014-08-27
KR20210013341A (ko) 2021-02-03
KR20190077612A (ko) 2019-07-03
US20180102488A1 (en) 2018-04-12
US20130165653A1 (en) 2013-06-27
DE112012005364T5 (de) 2014-10-02
US20150376217A1 (en) 2015-12-31
US10998509B2 (en) 2021-05-04
US20200321544A1 (en) 2020-10-08
JP6329578B2 (ja) 2018-05-23
DE112012007343B3 (de) 2022-07-14
KR20230058192A (ko) 2023-05-02
KR20220018068A (ko) 2022-02-14
JP2018121079A (ja) 2018-08-02
US20170110674A1 (en) 2017-04-20
KR20140107310A (ko) 2014-09-04
TWI523845B (zh) 2016-03-01
KR20200040926A (ko) 2020-04-20
JP6947858B2 (ja) 2021-10-13
TWI490211B (zh) 2015-07-01
KR102526587B1 (ko) 2023-04-28
JP2016129248A (ja) 2016-07-14
KR101561401B1 (ko) 2015-10-16
KR20150013843A (ko) 2015-02-05
CN104011058B (zh) 2016-07-20
TW201531467A (zh) 2015-08-16
JP2013147496A (ja) 2013-08-01
KR102356399B1 (ko) 2022-02-08
US20210257565A1 (en) 2021-08-19
CN106098953B (zh) 2019-11-15
JP5898251B2 (ja) 2016-04-06
US10693085B2 (en) 2020-06-23
JP7224408B2 (ja) 2023-02-17
US9534006B2 (en) 2017-01-03
CN106098953A (zh) 2016-11-09
TW201333019A (zh) 2013-08-16
WO2013094620A1 (en) 2013-06-27
KR102229961B1 (ko) 2021-03-18
US9843003B2 (en) 2017-12-12
JP2020074469A (ja) 2020-05-14
US9127032B2 (en) 2015-09-08
TW201441202A (zh) 2014-11-01
DE112012005364B4 (de) 2020-08-13
CN110642894A (zh) 2020-01-03
JP2021193678A (ja) 2021-12-23
JP6656291B2 (ja) 2020-03-04

Similar Documents

Publication Publication Date Title
TWI455942B (zh) 有機金屬錯合物,發光元件,發光裝置,電子裝置及照明裝置
JP2013540893A5 (zh)
JP2014158032A5 (zh)
JP2012140458A5 (zh)
JP2013040159A5 (ja) 有機金属錯体
JP2012081521A5 (zh)
JP2013147496A5 (ja) 有機金属錯体
JP2011105738A5 (zh)
JP2012248871A5 (ja) 発光素子および発光装置
JP2009013167A5 (ja) 有機金属錯体、発光材料、発光素子、及び発光装置
JP2013242517A5 (zh)
JP2014185146A5 (zh)
JP2015518492A5 (zh)
JP2014129478A5 (zh)
JP2011242375A5 (zh)
JP2010254681A5 (ja) 複素環化合物、及び発光素子
JP2011530002A5 (zh)
JP2013132155A5 (zh)
JP2015030781A5 (zh)
JP2010155038A5 (zh)
TH116517B (th) ฐานของพัดลม
TH136436B (th) องค์ประกอบสำหรับควบคุมโรคพืชและการใช้ขององค์ประกอบนี้
TH119215S (th) ฐานของพัดลมติดผนัง
TH41418S1 (th) ฐานของพัดลมติดผนัง
TH128690B (th) วิธีการของการเตรียมออร์กาโนฮาโลไซเลน