CN107698622B - 包含含有至少一种金属有机化合物和至少一种金属氧化物的层的有机电子器件 - Google Patents

包含含有至少一种金属有机化合物和至少一种金属氧化物的层的有机电子器件 Download PDF

Info

Publication number
CN107698622B
CN107698622B CN201610649460.6A CN201610649460A CN107698622B CN 107698622 B CN107698622 B CN 107698622B CN 201610649460 A CN201610649460 A CN 201610649460A CN 107698622 B CN107698622 B CN 107698622B
Authority
CN
China
Prior art keywords
group
alkyl
substituted
aryl
heteroaryl
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
CN201610649460.6A
Other languages
English (en)
Chinese (zh)
Other versions
CN107698622A (zh
Inventor
渡部惣一
C·席尔德克内希特
G·瓦根布拉斯特
C·伦纳茨
E·弗茨
O·莫尔特
T·格博纳
K·多尔曼
N·兰格尔
田边润一
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Udc Ireland LLC
Original Assignee
Udc Ireland LLC
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 Udc Ireland LLC filed Critical Udc Ireland LLC
Publication of CN107698622A publication Critical patent/CN107698622A/zh
Application granted granted Critical
Publication of CN107698622B publication Critical patent/CN107698622B/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • H05B33/10—Apparatus or processes specially adapted to the manufacture of electroluminescent light sources
    • 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
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00—Other synthetic dyes of known constitution
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00—Other synthetic dyes of known constitution
    • C09B57/001—Pyrene dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00—Other synthetic dyes of known constitution
    • C09B57/10—Metal complexes of organic compounds not being dyes in uncomplexed form
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B69/00—Dyes not provided for by a single group of this subclass
    • C09B69/008—Dyes containing a substituent, which contains a silicium atom
    • 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
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/14—Carrier transporting layers
    • H10K50/15—Hole transporting layers
    • 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]
    • H10K50/14—Carrier transporting layers
    • H10K50/15—Hole transporting layers
    • H10K50/155—Hole transporting layers comprising dopants
    • 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]
    • H10K50/14—Carrier transporting layers
    • H10K50/15—Hole transporting layers
    • H10K50/156—Hole transporting layers comprising a multilayered structure
    • 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]
    • H10K50/17—Carrier injection 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
    • H10K85/30—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
    • 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
    • H10K85/40—Organosilicon compounds, e.g. TIPS pentacene
    • 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
    • H10K85/654—Aromatic compounds comprising a hetero atom comprising only nitrogen as heteroatom
    • 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
    • H10K85/6574—Polycyclic condensed heteroaromatic hydrocarbons comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes
    • 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
    • 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
    • H10K85/6572—Polycyclic condensed heteroaromatic hydrocarbons comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
    • 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)
  • Physics & Mathematics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Optics & Photonics (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Manufacturing & Machinery (AREA)
  • Electroluminescent Light Sources (AREA)
  • Photovoltaic Devices (AREA)
  • Thin Film Transistor (AREA)
CN201610649460.6A 2010-06-18 2011-06-16 包含含有至少一种金属有机化合物和至少一种金属氧化物的层的有机电子器件 Active CN107698622B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP10166551.1 2010-06-18
EP10166551 2010-06-18
CN201180039004.5A CN103068950B (zh) 2010-06-18 2011-06-16 包含含有至少一种金属有机化合物和至少一种金属氧化物的层的有机电子器件

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
CN201180039004.5A Division CN103068950B (zh) 2010-06-18 2011-06-16 包含含有至少一种金属有机化合物和至少一种金属氧化物的层的有机电子器件

Publications (2)

Publication Number Publication Date
CN107698622A CN107698622A (zh) 2018-02-16
CN107698622B true CN107698622B (zh) 2021-06-29

Family

ID=45347704

Family Applications (2)

Application Number Title Priority Date Filing Date
CN201610649460.6A Active CN107698622B (zh) 2010-06-18 2011-06-16 包含含有至少一种金属有机化合物和至少一种金属氧化物的层的有机电子器件
CN201180039004.5A Active CN103068950B (zh) 2010-06-18 2011-06-16 包含含有至少一种金属有机化合物和至少一种金属氧化物的层的有机电子器件

Family Applications After (1)

Application Number Title Priority Date Filing Date
CN201180039004.5A Active CN103068950B (zh) 2010-06-18 2011-06-16 包含含有至少一种金属有机化合物和至少一种金属氧化物的层的有机电子器件

Country Status (5)

Country Link
EP (1) EP2582770A4 (cg-RX-API-DMAC10.html)
JP (2) JP6014938B2 (cg-RX-API-DMAC10.html)
KR (1) KR101806586B1 (cg-RX-API-DMAC10.html)
CN (2) CN107698622B (cg-RX-API-DMAC10.html)
WO (1) WO2011158204A1 (cg-RX-API-DMAC10.html)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107698622B (zh) * 2010-06-18 2021-06-29 Udc 爱尔兰有限责任公司 包含含有至少一种金属有机化合物和至少一种金属氧化物的层的有机电子器件
US8883322B2 (en) * 2011-03-08 2014-11-11 Universal Display Corporation Pyridyl carbene phosphorescent emitters
RU2013154471A (ru) 2011-05-10 2015-06-20 Басф Се Новые преобразователи цвета
CN103619987B (zh) 2011-06-10 2016-11-16 巴斯夫欧洲公司 颜色转换器
TWI592415B (zh) 2011-08-12 2017-07-21 巴地斯顏料化工廠 咔唑并咔唑－雙（二羰醯亞胺）及其作為半導體之用途
CN102850334A (zh) * 2012-08-28 2013-01-02 李崇 一种以二苯并呋喃为核心骨架的衍生物化合物及其在oled上的应用
CN104183734A (zh) * 2013-05-22 2014-12-03 海洋王照明科技股份有限公司 一种有机电致发光器件及其制备方法
TWI727366B (zh) * 2013-08-09 2021-05-11 日商半導體能源研究所股份有限公司 發光元件、顯示模組、照明模組、發光裝置、顯示裝置、電子裝置、及照明裝置
KR102308117B1 (ko) 2014-10-17 2021-10-01 삼성전자주식회사 카바졸계 화합물 및 이를 포함한 유기 발광 소자
CN107170840A (zh) * 2017-05-23 2017-09-15 中山大学 背接触异质结太阳电池及其发射极、太阳电池制备方法
KR101982792B1 (ko) 2017-07-20 2019-05-27 주식회사 엘지화학 신규한 헤테로 고리 화합물 및 이를 이용한 유기 발광 소자
CN111971281B (zh) 2018-07-24 2023-09-19 株式会社Lg化学 新的杂环化合物和包含其的有机发光器件
CN111989326B (zh) 2018-10-22 2024-03-05 株式会社Lg化学 新的杂环化合物和包含其的有机发光器件
WO2020096350A1 (ko) 2018-11-06 2020-05-14 주식회사 엘지화학 신규한 화합물 및 이를 이용한 유기 발광 소자
US12398164B2 (en) * 2021-02-01 2025-08-26 Universal Display Corporation Organic electroluminescent materials and devices

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008127326A (ja) * 2006-11-20 2008-06-05 Chemiprokasei Kaisha Ltd 新規なジ（ピリジルフェニル）誘導体、それよりなる電子輸送材料およびそれを含む有機エレクトロルミネッセンス素子
WO2009003898A1 (de) * 2007-07-05 2009-01-08 Basf Se 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

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10338550A1 (de) * 2003-08-19 2005-03-31 Basf Ag Übergangsmetallkomplexe mit Carbenliganden als Emitter für organische Licht-emittierende Dioden (OLEDs)
CN100565963C (zh) * 2004-09-30 2009-12-02 株式会社半导体能源研究所 发光元件
TWI418606B (zh) * 2005-04-25 2013-12-11 Ｕｄｃ愛爾蘭有限公司 有機電致發光裝置
US8659008B2 (en) * 2005-07-08 2014-02-25 Semiconductor Energy Laboratory Co., Ltd. Composite material and light emitting element, light emitting device, and electronic device using the composite material
CN104497054B (zh) * 2005-12-05 2017-09-22 株式会社半导体能源研究所 有机金属配合物和使用它的发光元件、发光设备和电子设备
JP5110870B2 (ja) * 2005-12-27 2012-12-26 株式会社半導体エネルギー研究所 キャリア移動度の計算方法
JP2007208218A (ja) * 2006-02-06 2007-08-16 Fujifilm Corp 有機電界発光素子
US20070224446A1 (en) 2006-03-24 2007-09-27 Idemitsu Kosan Co., Ltd. Material for organic electroluminescence device and organic electroluminescence device using the same
CN101688114B (zh) * 2007-07-05 2014-07-16 巴斯夫欧洲公司 包含至少一种选自二甲硅烷基咔唑、二甲硅烷基二苯并呋喃、二甲硅烷基二苯并噻吩、二甲硅烷基二苯并磷杂环戊二烯、二甲硅烷基二苯并噻吩s-氧化物和二甲硅烷基二苯并噻吩s，s-二氧化物的二甲硅烷基化合物的有机发光二极管
JP2009032990A (ja) * 2007-07-27 2009-02-12 Fujifilm Corp 有機電界発光素子
WO2009054253A1 (ja) * 2007-10-26 2009-04-30 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
JP4628435B2 (ja) * 2008-02-14 2011-02-09 財団法人山形県産業技術振興機構 有機エレクトロルミネッセンス素子
KR100975867B1 (ko) * 2008-06-19 2010-08-13 삼성모바일디스플레이주식회사 유기 발광 표시장치
CN107698622B (zh) * 2010-06-18 2021-06-29 Udc 爱尔兰有限责任公司 包含含有至少一种金属有机化合物和至少一种金属氧化物的层的有机电子器件

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008127326A (ja) * 2006-11-20 2008-06-05 Chemiprokasei Kaisha Ltd 新規なジ（ピリジルフェニル）誘導体、それよりなる電子輸送材料およびそれを含む有機エレクトロルミネッセンス素子
WO2009003898A1 (de) * 2007-07-05 2009-01-08 Basf Se 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

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Highly efficient tandem p-i-n organic light-emitting diodes adopting a low temperature evaporated rhenium oxide interconnecting layer;Dong-Seok Leem et al.;《APPLIED PHYSICS LETTERS》;20080908;103304-1页右栏，图1 *
Organic light-emitting diodes based on new n-doped electron transport layer;J. W. Ma et al;《Synthetic Metals》;20080829;第158卷(第21-24期);第2节，第813页右栏第2段 *

Also Published As

Publication number Publication date
WO2011158204A1 (en) 2011-12-22
JP6014938B2 (ja) 2016-10-26
CN103068950B (zh) 2016-08-24
JP6408519B2 (ja) 2018-10-17
EP2582770A4 (en) 2014-06-18
CN107698622A (zh) 2018-02-16
CN103068950A (zh) 2013-04-24
KR101806586B1 (ko) 2017-12-07
JP2013537701A (ja) 2013-10-03
KR20130118858A (ko) 2013-10-30
JP2016197744A (ja) 2016-11-24
EP2582770A1 (en) 2013-04-24

Similar Documents

Publication Publication Date Title
EP2582769B1 (en) Organic electronic devices comprising a layer of a dibenzofurane compound and a 8-hydroxyquinolinolato earth alkaline metal, or alkali metal complex
US11031559B2 (en) Phenoxasiline based compounds for electronic application
US9203037B2 (en) Organic electronic devices comprising a layer of a dibenzofurane compound and a 8-hydroxypquinolinolato earth alkaline metal, or alkali metal complex
EP2582768B1 (en) Organic electronic devices comprising a layer of a pyridine compound and a 8-hydroxyquinolinolato earth alkaline metal, or alkali metal complex
CN103068950B (zh) 包含含有至少一种金属有机化合物和至少一种金属氧化物的层的有机电子器件
EP3016960B1 (en) Monosubstituted diazabenzimidazole carbene metal complexes for use in organic light emitting diodes
US9142792B2 (en) Organic electronic devices comprising a layer comprising at least one metal organic compound and at least one metal oxide
EP3126368B1 (en) Silyl-benzimidazolo[1,2-a]benzimidazole as host for organic light emitting diodes
US10490754B2 (en) Transition metal complexes with tripodal ligands and the use thereof in OLEDs
US10950798B2 (en) Organic electronic devices comprising a layer of a pyridine compound and a 8-hydroxypquinolinolato earth alkaline metal, or alkali metal complex

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant