JP5901167B2 - スピロ[シクロペンタ[def]トリフェニレン−4,9’−フルオレン]化合物及びそれを有する有機発光素子 - Google Patents

スピロ[シクロペンタ[def]トリフェニレン−4,9’−フルオレン]化合物及びそれを有する有機発光素子 Download PDF

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JP5901167B2
JP5901167B2 JP2011159077A JP2011159077A JP5901167B2 JP 5901167 B2 JP5901167 B2 JP 5901167B2 JP 2011159077 A JP2011159077 A JP 2011159077A JP 2011159077 A JP2011159077 A JP 2011159077A JP 5901167 B2 JP5901167 B2 JP 5901167B2
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group
compound
light emitting
organic light
triphenylene
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JP2012106979A5 (Direct
JP2012106979A (ja
Inventor
千晶 西浦
千晶 西浦
鎌谷 淳
淳 鎌谷
山田 直樹
直樹 山田
健一 怒
健一 怒
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Canon Inc
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Canon Inc
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Priority to JP2011159077A priority Critical patent/JP5901167B2/ja
Priority to PCT/JP2011/073772 priority patent/WO2012056919A1/en
Priority to US13/881,359 priority patent/US9991450B2/en
Publication of JP2012106979A publication Critical patent/JP2012106979A/ja
Publication of JP2012106979A5 publication Critical patent/JP2012106979A5/ja
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
    • C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
    • C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
    • C07C13/72—Spiro hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C211/57—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings being part of condensed ring systems of the carbon skeleton
    • C07C211/61—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings being part of condensed ring systems of the carbon skeleton with at least one of the condensed ring systems formed by three or more rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/782—Ketones containing a keto group bound to a six-membered aromatic ring polycyclic
    • C07C49/792—Ketones containing a keto group bound to a six-membered aromatic ring polycyclic containing rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/76—Dibenzothiophenes
    • 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
    • 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
    • H10K50/00—Organic light-emitting devices
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/14—Carrier transporting layers
    • H10K50/16—Electron transporting layers
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    • 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
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    • 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
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    • 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
    • H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
    • H10K85/636—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
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    • 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
    • H—ELECTRICITY
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    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
    • C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
    • C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
    • C07C2603/18—Fluorenes; Hydrogenated fluorenes
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/93—Spiro compounds
    • C07C2603/94—Spiro compounds containing "free" spiro atoms
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    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1003—Carbocyclic compounds
    • C09K2211/1007—Non-condensed systems
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    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1003—Carbocyclic compounds
    • C09K2211/1011—Condensed systems
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    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1003—Carbocyclic compounds
    • C09K2211/1014—Carbocyclic compounds bridged by heteroatoms, e.g. N, P, Si or B
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    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • 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
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    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K2101/00—Properties of the organic materials covered by group H10K85/00
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    • 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
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    • H10K50/14—Carrier transporting layers
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    • H10K85/30—Coordination compounds
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    • H10K85/60—Organic compounds having low molecular weight
    • H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
    • H10K85/633—Amine 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
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    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Manufacturing & Machinery (AREA)
  • Optics & Photonics (AREA)
  • Electroluminescent Light Sources (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
JP2011159077A 2010-10-27 2011-07-20 スピロ[シクロペンタ[def]トリフェニレン−4,9’−フルオレン]化合物及びそれを有する有機発光素子 Active JP5901167B2 (ja)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP2011159077A JP5901167B2 (ja) 2010-10-27 2011-07-20 スピロ[シクロペンタ[def]トリフェニレン−4,9’−フルオレン]化合物及びそれを有する有機発光素子
PCT/JP2011/073772 WO2012056919A1 (en) 2010-10-27 2011-10-11 SPIRO[CYCLOPENTA[def]TRIPHENYLENE-4,9'-FLUORENE] COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE HAVING THE SAME
US13/881,359 US9991450B2 (en) 2010-10-27 2011-10-11 Spiro[cyclopenta[def]triphenylene-4,9′-fluorene] compound and organic light-emitting device having the same

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2010241203 2010-10-27
JP2010241203 2010-10-27
JP2011159077A JP5901167B2 (ja) 2010-10-27 2011-07-20 スピロ[シクロペンタ[def]トリフェニレン−4,9’−フルオレン]化合物及びそれを有する有機発光素子

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JP2012106979A JP2012106979A (ja) 2012-06-07
JP2012106979A5 JP2012106979A5 (Direct) 2014-08-21
JP5901167B2 true JP5901167B2 (ja) 2016-04-06

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US (1) US9991450B2 (Direct)
JP (1) JP5901167B2 (Direct)
WO (1) WO2012056919A1 (Direct)

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KR102098740B1 (ko) * 2012-07-11 2020-04-09 삼성디스플레이 주식회사 전자 주입 능력 및/또는 전자 수송 능력을 가지는 신규한 화합물 및 이를 포함한 유기 발광 소자
US9831437B2 (en) * 2013-08-20 2017-11-28 Universal Display Corporation Organic electroluminescent materials and devices
CN105503518A (zh) * 2014-10-14 2016-04-20 上海华显新材料科技有限公司 高纯度2-溴三亚苯的制备方法
KR102620119B1 (ko) * 2016-02-15 2024-01-03 덕산네오룩스 주식회사 유기전기 소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치
KR102643057B1 (ko) * 2016-10-26 2024-03-04 솔루스첨단소재 주식회사 유기 발광 화합물 및 이를 이용한 유기 전계 발광 소자
CN107141191B (zh) * 2017-06-27 2021-03-19 维思普新材料(苏州)有限公司 螺双芴衍生物及其在有机电致发光领域中的应用
CN107698605B (zh) * 2017-10-30 2020-02-28 宁波博润新材料科技有限公司 含 4,4’-二(甲氧基苯基)氨基的噻吩螺环类化合物及其衍生物和应用
JP7002925B2 (ja) * 2017-11-13 2022-01-20 東ソー株式会社 ジナフトテトラフェニレン化合物を含む有機エレクトロルミネッセンス素子
KR102230994B1 (ko) * 2018-02-14 2021-03-22 주식회사 엘지화학 아민 유도체 및 이를 포함하는 유기 발광 소자
US12052913B2 (en) * 2018-09-28 2024-07-30 Lg Chem, Ltd. Organic electroluminescent device

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EP0676461B1 (de) 1994-04-07 2002-08-14 Covion Organic Semiconductors GmbH Spiroverbindungen und ihre Verwendung als Elektrolumineszenzmaterialien
WO2000027946A1 (en) * 1998-11-11 2000-05-18 Kabushiki Kaisha Toyota Chuo Kenkyusho Organic electroluminescent element
JP3141023B2 (ja) 1999-12-10 2001-03-05 キヤノン株式会社 電界発光素子
US6939624B2 (en) * 2000-08-11 2005-09-06 Universal Display Corporation Organometallic compounds and emission-shifting organic electrophosphorescence
JP4554047B2 (ja) * 2000-08-29 2010-09-29 株式会社半導体エネルギー研究所 発光装置
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KR100718104B1 (ko) * 2004-01-15 2007-05-14 삼성에스디아이 주식회사 스피로사이클로펜타페난트렌플루오렌계 화합물 및 이를이용한 유기 전계 발광 소자
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KR101209289B1 (ko) * 2005-04-07 2012-12-10 삼성디스플레이 주식회사 표시 패널과, 이를 구비한 표시 장치 및 구동 방법
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JP5825846B2 (ja) * 2010-09-13 2015-12-02 キヤノン株式会社 新規縮合多環化合物およびそれを有する有機発光素子

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JP2012106979A (ja) 2012-06-07
US9991450B2 (en) 2018-06-05
WO2012056919A1 (en) 2012-05-03
US20130214267A1 (en) 2013-08-22

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