KR101929837B1 - 축합환계로 치환된 실롤 및 유기전자소자에서의 그 용도 - Google Patents

축합환계로 치환된 실롤 및 유기전자소자에서의 그 용도 Download PDF

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KR101929837B1
KR101929837B1 KR1020177020130A KR20177020130A KR101929837B1 KR 101929837 B1 KR101929837 B1 KR 101929837B1 KR 1020177020130 A KR1020177020130 A KR 1020177020130A KR 20177020130 A KR20177020130 A KR 20177020130A KR 101929837 B1 KR101929837 B1 KR 101929837B1
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alkyl
aryl
heteroaryl
independently
cycloalkyl
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KR20170086704A (ko
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카르스텐 헤우서
아비드 헌즈
건터 슈미드
랄프 크라우서
니콜 랭거
올리버 몰트
코린나 돌만
에블린 푸츠
진스 루돌프
크리스티안 렌나츠
소이치 와타나베
크리스티안 쉴드크네츠
게하드 와겐블라스트
볼커 반 엘스버겐
허벌트 프리드리치 보너
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유디씨 아일랜드 리미티드
오스람 오엘이디 게엠베하
오엘이디워크스 게엠베하
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    • 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
    • C07F7/0816—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring said ring comprising Si as a ring atom
    • 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • 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
    • H01L51/0062—
    • H01L51/0094—
    • H01L51/5012—
    • H01L51/5096—
    • 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
    • H10K50/12—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] 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]
    • H10K50/18—Carrier blocking 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
    • H10K85/40—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
    • H10K85/649—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
    • 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
    • H10K85/60—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

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  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Optics & Photonics (AREA)
  • Organic Chemistry (AREA)
  • Electroluminescent Light Sources (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
KR1020177020130A 2008-10-07 2009-10-07 축합환계로 치환된 실롤 및 유기전자소자에서의 그 용도 Active KR101929837B1 (ko)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
EP08166046.6 2008-10-07
EP08166046 2008-10-07
EP08166034 2008-10-07
EP08166034.2 2008-10-07
PCT/EP2009/063036 WO2010040777A1 (de) 2008-10-07 2009-10-07 Mit kondensierten ringsystemen substituierte silole und deren verwendung in der organischen elektronik

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KR1020117010505A Division KR101761236B1 (ko) 2008-10-07 2009-10-07 축합환계로 치환된 실롤 및 유기전자소자에서의 그 용도

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KR20170086704A KR20170086704A (ko) 2017-07-26
KR101929837B1 true KR101929837B1 (ko) 2018-12-18

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KR1020177020130A Active KR101929837B1 (ko) 2008-10-07 2009-10-07 축합환계로 치환된 실롤 및 유기전자소자에서의 그 용도
KR1020117010505A Active KR101761236B1 (ko) 2008-10-07 2009-10-07 축합환계로 치환된 실롤 및 유기전자소자에서의 그 용도

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US (1) US8618533B2 (enExample)
EP (1) EP2340579B1 (enExample)
JP (1) JP5661635B2 (enExample)
KR (2) KR101929837B1 (enExample)
CN (1) CN102246328B (enExample)
WO (1) WO2010040777A1 (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20230125447A (ko) * 2022-02-21 2023-08-29 한양대학교 산학협력단 유기 실리콘-유기 반도체 복합체 및 이를 포함하는 유기 반도체 막

Families Citing this family (55)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101929837B1 (ko) * 2008-10-07 2018-12-18 유디씨 아일랜드 리미티드 축합환계로 치환된 실롤 및 유기전자소자에서의 그 용도
KR101837095B1 (ko) 2009-10-28 2018-03-09 바스프 에스이 이종 리간드 카르벤 착체 및 유기 전자장치에서의 이의 용도
KR20110049244A (ko) * 2009-11-04 2011-05-12 다우어드밴스드디스플레이머티리얼 유한회사 신규한 유기 발광 화합물 및 이를 채용하고 있는 유기 전계 발광 소자
KR101951851B1 (ko) 2009-12-14 2019-02-26 유디씨 아일랜드 리미티드 디아자벤즈이미다졸로카르벤 리간드를 포함하는 금속 착물 및 ｏｌｅｄ에서의 그의 용도
DE102010013068A1 (de) 2010-03-26 2011-09-29 Merck Patent Gmbh Verbindungen für elektronische Vorrichtungen
US8691401B2 (en) 2010-04-16 2014-04-08 Basf Se Bridged benzimidazole-carbene complexes and use thereof in OLEDS
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
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
US9203037B2 (en) 2010-06-18 2015-12-01 Basf Se Organic electronic devices comprising a layer of a dibenzofurane compound and a 8-hydroxypquinolinolato earth alkaline metal, or alkali metal complex
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
US9315724B2 (en) 2011-06-14 2016-04-19 Basf Se Metal complexes comprising azabenzimidazole carbene ligands and the use thereof in OLEDs
WO2012172482A1 (en) 2011-06-14 2012-12-20 Basf Se Metal complexes comprising azabenzimidazole carbene ligands and the use thereof in oleds
KR102357439B1 (ko) * 2012-02-14 2022-02-08 메르크 파텐트 게엠베하 유기 전계발광 소자용 스피로비플루오렌 화합물
CN103311448A (zh) * 2012-03-06 2013-09-18 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
CN108003196B (zh) 2012-07-19 2021-07-23 Udc 爱尔兰有限责任公司 含有碳烯配体的双核金属配合物及其在oled中的用途
KR102022524B1 (ko) * 2012-11-22 2019-09-18 엘지디스플레이 주식회사 청색 인광 화합물 및 이를 사용한 유기전계발광소자
TWI734860B (zh) 2013-03-20 2021-08-01 愛爾蘭商Ｕｄｃ愛爾蘭責任有限公司 包含Ｉｒ金屬-碳烯錯合物之有機電子裝置及設備
CN103219473A (zh) * 2013-04-26 2013-07-24 上海大学 具有单发光层结构的白光有机电致发光器件
JP6285538B2 (ja) 2013-04-29 2018-02-28 ユー・ディー・シー アイルランド リミテッド カルベン配位子を有する遷移金属錯体及びそれらをｏｌｅｄに用いる使用
US20160126464A1 (en) * 2013-06-12 2016-05-05 Hodogaya Chemical Co., Ltd. Organic electroluminescent device
CN109438518B (zh) 2013-07-02 2021-06-15 Udc 爱尔兰有限责任公司 用于有机发光二级管中的单取代的二氮杂苯并咪唑卡宾金属络合物
EP3239161A1 (en) 2013-07-31 2017-11-01 UDC Ireland Limited Luminescent diazabenzimidazole carbene metal complexes
TWI686971B (zh) * 2013-08-09 2020-03-01 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
WO2015091716A1 (en) 2013-12-20 2015-06-25 Basf Se Highly efficient oled devices with very short decay times
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
US9922818B2 (en) * 2014-06-16 2018-03-20 Versum Materials Us, Llc Alkyl-alkoxysilacyclic compounds
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)
KR102273048B1 (ko) 2014-08-05 2021-07-06 삼성디스플레이 주식회사 축합환 화합물 및 이를 포함한 유기 발광 소자
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
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
KR102512938B1 (ko) 2014-11-18 2023-03-23 유디씨 아일랜드 리미티드 유기 발광 다이오드에 사용하기 위한 Pt- 또는 Pd-카르벤 착체
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
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
US20180182980A1 (en) 2015-06-03 2018-06-28 Udc Ireland Limited Highly efficient oled devices with very short decay times
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
EP3356369B1 (en) 2015-10-01 2022-05-04 Idemitsu Kosan Co., Ltd Benzimidazolo[1,2-a]benzimidazole carrying triazine 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
EP3356368B1 (en) 2015-10-01 2021-07-21 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
CN108349987A (zh) 2015-11-04 2018-07-31 出光兴产株式会社 苯并咪唑稠合杂芳族类
US11174258B2 (en) 2015-12-04 2021-11-16 Idemitsu Kosan Co., Ltd. Benzimidazolo[1,2-a]benzimidazole derivatives for organic light emitting diodes
WO2017109722A1 (en) 2015-12-21 2017-06-29 Idemitsu Kosan Co., Ltd. Nitrogen-containing heterocyclic compounds and organic electroluminescence devices containing them
WO2017178864A1 (en) 2016-04-12 2017-10-19 Idemitsu Kosan Co., Ltd. Seven-membered ring compounds
KR102756323B1 (ko) 2016-12-27 2025-01-16 엘지디스플레이 주식회사 전계발광 표시장치
US11177446B2 (en) * 2017-09-14 2021-11-16 Beijing Summer Sprout Technology Co., Ltd. Silicon containing organic fluorescent materials
KR20230108910A (ko) 2022-01-12 2023-07-19 주식회사 센텀머티리얼즈 벤조실롤로카바졸계 화합물 및 이를 포함하는 유기 전계 발광 소자
CN116462700A (zh) * 2023-04-26 2023-07-21 阜阳欣奕华材料科技有限公司 一种用于蓝色磷光有机电致发光器件的电子阻挡层的化合物
CN116462699A (zh) * 2023-04-26 2023-07-21 阜阳欣奕华材料科技有限公司 一种含有三苯基硅烷的用于蓝色磷光有机电致发光器件的电子阻挡层的化合物

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101761236B1 (ko) * 2008-10-07 2017-07-25 오스람 오엘이디 게엠베하 축합환계로 치환된 실롤 및 유기전자소자에서의 그 용도

Family Cites Families (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1143538B1 (en) 1995-07-17 2005-09-14 Chisso Corporation Organic electroluminescent element containing a silacyclopentadiene derivative
EP1729327B2 (en) 1999-05-13 2022-08-10 The Trustees Of Princeton University Use of a phosphorescent iridium compound as emissive molecule in an organic light emitting device
EP2911211B1 (en) 1999-12-01 2018-05-02 The Trustees of Princeton University Complexes of form l2mx
JP4144987B2 (ja) * 1999-12-16 2008-09-03 富士フイルム株式会社 有機発光素子材料およびそれらを用いた有機発光素子
JP4144988B2 (ja) 1999-12-16 2008-09-03 富士フイルム株式会社 有機発光素子材料およびそれらを用いた有機発光素子
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
US6565994B2 (en) * 2000-02-10 2003-05-20 Fuji Photo Film Co., Ltd. Light emitting device material comprising iridium complex and light emitting device using same material
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
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
JP4344494B2 (ja) * 2000-08-24 2009-10-14 富士フイルム株式会社 発光素子及び新規重合体子
JP4067286B2 (ja) * 2000-09-21 2008-03-26 富士フイルム株式会社 発光素子及びイリジウム錯体
JP4154138B2 (ja) 2000-09-26 2008-09-24 キヤノン株式会社 発光素子、表示装置及び金属配位化合物
JP4154139B2 (ja) 2000-09-26 2008-09-24 キヤノン株式会社 発光素子
JP4086499B2 (ja) * 2000-11-29 2008-05-14 キヤノン株式会社 金属配位化合物、発光素子及び表示装置
JP4154145B2 (ja) 2000-12-01 2008-09-24 キヤノン株式会社 金属配位化合物、発光素子及び表示装置
DE10104426A1 (de) 2001-02-01 2002-08-08 Covion Organic Semiconductors Verfahren zur Herstellung von hochreinen, tris-ortho-metallierten Organo-Iridium-Verbindungen
JP4048792B2 (ja) * 2002-02-20 2008-02-20 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表示装置
JP3848224B2 (ja) 2002-08-27 2006-11-22 キヤノン株式会社 スピロ化合物及びそれを用いた有機発光素子
DE10338550A1 (de) 2003-08-19 2005-03-31 Basf Ag Übergangsmetallkomplexe mit Carbenliganden als Emitter für organische Licht-emittierende Dioden (OLEDs)
JP2005314663A (ja) 2004-03-31 2005-11-10 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
JP2005310441A (ja) 2004-04-19 2005-11-04 Idemitsu Kosan Co Ltd 有機エレクトロルミネッセンス素子
WO2005113704A2 (en) 2004-05-18 2005-12-01 The University Of Southern California Luminescent compounds with carbene ligands
US20060289882A1 (en) * 2004-07-30 2006-12-28 Kazuki Nishimura Organic electroluminescent element and organic electroluminescent display device
DE102004057072A1 (de) 2004-11-25 2006-06-01 Basf Ag Verwendung von Übergangsmetall-Carbenkomplexen in organischen Licht-emittierenden Dioden (OLEDs)
EP2080796A1 (en) 2004-12-23 2009-07-22 Ciba Holding Inc. Electroluminescent metal complexes with nucleophilic carbene ligands
JP4052306B2 (ja) 2004-12-27 2008-02-27 チッソ株式会社 シラシクロペンタジエン誘導体
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
TWI418606B (zh) 2005-04-25 2013-12-11 Udc Ireland Ltd 有機電致發光裝置
US9051344B2 (en) 2005-05-06 2015-06-09 Universal Display Corporation Stability OLED materials and devices
ATE553111T1 (de) 2006-02-10 2012-04-15 Universal Display Corp Metallkomplexe aus imidazoä1,2-füphenanthridin- liganden und deren verwendung in oled vorrichtungen
EP2007781B1 (de) 2006-04-04 2012-09-12 Basf Se Übergangsmetallkomplexe, enthaltend einen nicht-carben- und ein oder zwei carbenliganden und deren verwendung in oleds
CN101460515B (zh) 2006-04-05 2013-05-15 巴斯夫欧洲公司 杂配过渡金属-碳烯配合物以及它们在有机发光二极管(oled)中的用途
KR20090024300A (ko) 2006-06-26 2009-03-06 바스프 에스이 비카르벤에 의한 임의의 금속 고리화를 포함하지 않는 전이금속-카르벤 착물의 ｏｌｅｄ에서의 용도
US8241764B2 (en) 2006-09-21 2012-08-14 Basf Aktiengesellschaft OLED display with extended lifetime
CN101878552B (zh) 2007-07-05 2015-07-15 巴斯夫欧洲公司 包含卡宾-过渡金属配合物发射体和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-二氧化物的化合物的有机发光二极管
US8697255B2 (en) 2007-07-05 2014-04-15 Basf Se Organic light-emitting diodes comprising at least one disilyl compound selected from disilylcarbazoles, disilyldibenzofurans, disilyldibenzothiophenes, disilyldibenzopholes, disilyldibenzothiophene S-oxides and disilyldibenzothiophene S,S-dioxides

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101761236B1 (ko) * 2008-10-07 2017-07-25 오스람 오엘이디 게엠베하 축합환계로 치환된 실롤 및 유기전자소자에서의 그 용도

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20230125447A (ko) * 2022-02-21 2023-08-29 한양대학교 산학협력단 유기 실리콘-유기 반도체 복합체 및 이를 포함하는 유기 반도체 막
KR102726599B1 (ko) 2022-02-21 2024-11-07 한양대학교 산학협력단 유기 실리콘-유기 반도체 복합체 및 이를 포함하는 유기 반도체 막

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