KR101449227B1 - 유기 발광 소자 - Google Patents

유기 발광 소자 Download PDF

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Publication number
KR101449227B1
KR101449227B1 KR1020127030127A KR20127030127A KR101449227B1 KR 101449227 B1 KR101449227 B1 KR 101449227B1 KR 1020127030127 A KR1020127030127 A KR 1020127030127A KR 20127030127 A KR20127030127 A KR 20127030127A KR 101449227 B1 KR101449227 B1 KR 101449227B1
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substituted
light emitting
unsubstituted
compound
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KR20130010015A (ko
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다카유키 호리우치
준 가마타니
나오키 야마다
겐고 기시노
아키히토 사이토
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캐논 가부시끼가이샤
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    • 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
    • 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
    • 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
    • H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
    • H10K85/626—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene
    • 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
    • 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
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1088—Heterocyclic compounds characterised by ligands containing oxygen as the only 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
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1092—Heterocyclic compounds characterised by ligands containing sulfur as the only heteroatom
    • 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
    • H10K50/00—Organic light-emitting devices
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/18—Carrier blocking layers

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  • Engineering & Computer Science (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Electroluminescent Light Sources (AREA)
  • Devices For Indicating Variable Information By Combining Individual Elements (AREA)
KR1020127030127A 2010-04-26 2011-04-19 유기 발광 소자 Expired - Fee Related KR101449227B1 (ko)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
JP2010101299 2010-04-26
JPJP-P-2010-101299 2010-04-26
JPJP-P-2010-228893 2010-10-08
JP2010228893A JP5618753B2 (ja) 2010-04-26 2010-10-08 有機発光素子
PCT/JP2011/060008 WO2011136156A1 (en) 2010-04-26 2011-04-19 Organic light-emitting device

Publications (2)

Publication Number Publication Date
KR20130010015A KR20130010015A (ko) 2013-01-24
KR101449227B1 true KR101449227B1 (ko) 2014-10-08

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US (1) US9269911B2 (enExample)
EP (1) EP2564441B1 (enExample)
JP (1) JP5618753B2 (enExample)
KR (1) KR101449227B1 (enExample)
CN (1) CN102870248B (enExample)
WO (1) WO2011136156A1 (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20170137262A (ko) 2016-06-02 2017-12-13 삼성디스플레이 주식회사 다환 화합물 및 이를 포함하는 유기 전계 발광 소자

Families Citing this family (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5677035B2 (ja) 2010-11-04 2015-02-25 キヤノン株式会社 キサントン化合物およびそれを有する有機発光素子
JP5677036B2 (ja) 2010-11-08 2015-02-25 キヤノン株式会社 有機発光素子
JP5760217B2 (ja) 2011-08-02 2015-08-05 キヤノン株式会社 有機金属錯体及びこれを用いた有機発光素子
JP6157125B2 (ja) 2013-01-22 2017-07-05 キヤノン株式会社 イリジウム錯体およびそれを有する有機発光素子
JP6271154B2 (ja) * 2013-05-10 2018-01-31 住友化学株式会社 発光素子
JP6521253B2 (ja) * 2013-07-03 2019-05-29 株式会社Ｋｙｕｌｕｘ 発光材料、遅延蛍光体、有機発光素子および化合物
EP3027707B1 (de) 2013-07-30 2019-12-11 Merck Patent GmbH Materialien für elektronische vorrichtungen
WO2015014435A1 (de) * 2013-07-30 2015-02-05 Merck Patent Gmbh Materialien für elektronische vorrichtungen
US20160285003A1 (en) * 2013-11-17 2016-09-29 Solvay Sa Multilayer structure with sbf matrix materials in adjacent layers
US10355227B2 (en) * 2013-12-16 2019-07-16 Universal Display Corporation Metal complex for phosphorescent OLED
KR101764002B1 (ko) * 2014-05-22 2017-08-02 주식회사 엘지화학 헤테로환 화합물 및 이를 포함하는 유기발광소자
CN104725343B (zh) * 2015-01-19 2017-03-22 甘肃天元农业科技有限公司 一种呫吨酮化合物及其制备方法和应用
CN106892944A (zh) * 2015-12-17 2017-06-27 上海和辉光电有限公司 一种吡啶联嘧啶的铱配合物
CN107068876B (zh) * 2016-04-25 2018-12-28 中节能万润股份有限公司 一种基于10,10-二芳基蒽酮化合物的有机电致发光器件及其应用
CN106467483B (zh) * 2016-08-18 2020-10-30 中节能万润股份有限公司 一种以氧杂蒽酮为核心的五元环取代化合物及其应用
CN108346756B (zh) * 2017-01-24 2020-03-20 中节能万润股份有限公司 一种有机电致发光器件
JP6562168B2 (ja) * 2017-04-27 2019-08-21 住友化学株式会社 組成物及びそれを用いた発光素子
CN109748899B (zh) * 2017-11-03 2023-04-07 江苏三月科技股份有限公司 一种含有酮的化合物及其在有机电致发光器件上的应用
CN109748916B (zh) * 2017-11-03 2021-06-15 中节能万润股份有限公司 一种以氮杂螺芴和芳基酮为核心的化合物、其制备方法及其在oled上的应用
KR102383315B1 (ko) 2018-03-30 2022-04-06 캐논 가부시끼가이샤 유기발광소자, 표시장치, 촬상 장치 및 조명 장치
CN108997299B (zh) * 2018-07-09 2020-04-03 北京师范大学 一种高效长寿命的有机室温磷光材料及其制备方法
CN111200067B (zh) * 2018-11-20 2022-08-02 江苏三月科技股份有限公司 有机电致发光器件、其制备方法及包含其的显示装置
CN112010843B (zh) * 2019-05-30 2022-03-08 烟台显华光电材料研究院有限公司 一类用于制备有机光电器件的化合物及其应用
CN113004255B (zh) * 2019-12-20 2023-08-01 江苏三月科技股份有限公司 一种以杂蒽酮为核心的化合物及其应用
CN111253393B (zh) * 2020-02-05 2022-01-25 北京大学 长寿命三线态激子限域材料及其在oled器件中的应用
JP7665313B2 (ja) * 2020-11-02 2025-04-21 キヤノン株式会社 有機化合物及び有機発光素子
JP7830039B2 (ja) * 2021-07-20 2026-03-16 キヤノン株式会社 有機化合物及び有機発光素子
JP7822716B2 (ja) * 2021-07-29 2026-03-03 キヤノン株式会社 有機発光素子、表示装置、光電変換装置、電子機器、照明装置、移動体、および、露光光源
WO2026040260A1 (zh) * 2024-08-20 2026-02-26 中国石油化工股份有限公司 掺杂发光材料及其制备方法和用途

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090066226A1 (en) 2005-04-18 2009-03-12 Konica Minolta Holdings, Inc. Organic electroluminescent device, display and illuminating device

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4211420C2 (de) 1992-04-04 2003-12-11 Ticona Gmbh Xanthon-Verbindungen, Verfahren zu deren Herstellung und ihre Verwendung
US6310360B1 (en) * 1999-07-21 2001-10-30 The Trustees Of Princeton University Intersystem crossing agents for efficient utilization of excitons in organic light emitting devices
US6803720B2 (en) * 2000-12-15 2004-10-12 Universal Display Corporation Highly stable and efficient OLEDs with a phosphorescent-doped mixed layer architecture
US6835469B2 (en) * 2001-10-17 2004-12-28 The University Of Southern California Phosphorescent compounds and devices comprising the same
JP2003197377A (ja) 2001-10-18 2003-07-11 Fuji Xerox Co Ltd 有機電界発光素子
TW200410034A (en) * 2002-11-28 2004-06-16 Matsushita Electric Industrial Co Ltd Display device and manufacturing method thereof
JP2007294402A (ja) * 2006-03-28 2007-11-08 Canon Inc 有機エレクトロルミネッセンス素子及び表示装置
JP4997816B2 (ja) * 2006-04-14 2012-08-08 東洋インキＳｃホールディングス株式会社 紫外線遮断性樹脂組成物及びその利用
WO2010150593A1 (ja) * 2009-06-24 2010-12-29 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、照明装置及び縮合多環式複素環化合物
JP5677035B2 (ja) 2010-11-04 2015-02-25 キヤノン株式会社 キサントン化合物およびそれを有する有機発光素子

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090066226A1 (en) 2005-04-18 2009-03-12 Konica Minolta Holdings, Inc. Organic electroluminescent device, display and illuminating device

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
DELAYED FLUORESCENCE FROM UPPER EXCITED SINGLET STATES OF AROMATIC KETONES, Chem. Phys. Lett, Vol 74, No.2, P368-372 *
Excited Singlet and Triplet pK Values of Xanthones in Aqueous Solution, Journal of Chemical Society Faraday Transactions 1, Vol 68, P1053~1058, 1972, *
On the unusual fluorescence properties of xanthone in water, Phys. Chem. Chem. Phys, 2006, 8, 3432~3439 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20170137262A (ko) 2016-06-02 2017-12-13 삼성디스플레이 주식회사 다환 화합물 및 이를 포함하는 유기 전계 발광 소자

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Publication number Publication date
EP2564441A1 (en) 2013-03-06
US9269911B2 (en) 2016-02-23
US20130037791A1 (en) 2013-02-14
JP2011249754A (ja) 2011-12-08
WO2011136156A1 (en) 2011-11-03
EP2564441A4 (en) 2017-12-27
JP5618753B2 (ja) 2014-11-05
EP2564441B1 (en) 2019-03-06
CN102870248B (zh) 2015-07-29
KR20130010015A (ko) 2013-01-24
CN102870248A (zh) 2013-01-09

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