CN102807509B - 稠合多环化合物和使用该化合物的有机发光器件 - Google Patents

稠合多环化合物和使用该化合物的有机发光器件 Download PDF

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CN102807509B
CN102807509B CN201210165768.5A CN201210165768A CN102807509B CN 102807509 B CN102807509 B CN 102807509B CN 201210165768 A CN201210165768 A CN 201210165768A CN 102807509 B CN102807509 B CN 102807509B
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compound
organic
fused
layer
formula
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CN102807509A (zh
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大类博挥
岩胁洋伸
田上庆
村椿方规
石井隆司
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Canon Inc
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    • H—ELECTRICITY
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/50—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
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    • C07C255/10—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and halogen atoms, or nitro or nitroso groups, bound to the same acyclic carbon skeleton
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    • C07C255/50—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings
    • C07C255/51—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings containing at least two cyano groups bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/33—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of six-membered aromatic rings being part of condensed ring systems
    • C07C309/34—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of six-membered aromatic rings being part of condensed ring systems formed by two rings
    • C07C309/35—Naphthalene sulfonic acids
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    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/18—Benzimidazoles; Hydrogenated benzimidazoles with aryl radicals directly attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
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    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
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    • C09K19/00—Liquid crystal materials
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    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3441—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom
    • C09K19/345—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom the heterocyclic ring being a six-membered aromatic ring containing two nitrogen atoms
    • C09K19/3458—Uncondensed pyrimidines
    • C09K19/3469—Pyrimidine with a specific end-group other than alkyl, alkoxy or -C*-
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    • 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
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    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
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    • C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
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    • H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
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    • H10K85/622—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing four rings, e.g. pyrene
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    • H10K85/626—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene
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    • 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
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    • H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
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  • Chemical & Material Sciences (AREA)
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  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Optics & Photonics (AREA)
  • Microelectronics & Electronic Packaging (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Electroluminescent Light Sources (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CN201210165768.5A 2011-05-30 2012-05-25 稠合多环化合物和使用该化合物的有机发光器件 Active CN102807509B (zh)

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JP2011120164A JP5777408B2 (ja) 2011-05-30 2011-05-30 縮合多環化合物及びこれを用いた有機発光素子
JP2011-120164 2011-05-30

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US (1) US8952873B2 (enExample)
EP (1) EP2530071B1 (enExample)
JP (1) JP5777408B2 (enExample)
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Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5858653B2 (ja) * 2011-06-08 2016-02-10 キヤノン株式会社 ６，１２−ジナフチルクリセン誘導体及びこれを用いた有機発光素子
JP6244634B2 (ja) * 2013-03-07 2017-12-13 Tdk株式会社 芳香族化合物およびそれを用いた電界発光素子
JP2015218112A (ja) * 2014-05-14 2015-12-07 ▲いく▼▲雷▼光電科技股▲分▼有限公司 有機発光デバイスに用いられる化合物およびその化合物を有する有機発光デバイス
WO2017146191A1 (ja) * 2016-02-24 2017-08-31 出光興産株式会社 有機エレクトロルミネッセンス素子、及び電子機器
WO2017146192A1 (ja) * 2016-02-24 2017-08-31 出光興産株式会社 有機エレクトロルミネッセンス素子、及び電子機器
TWI625326B (zh) * 2016-09-09 2018-06-01 昱鐳光電科技股份有限公司 有機電激發光元件
JPWO2018066536A1 (ja) 2016-10-03 2019-09-05 出光興産株式会社 化合物、組成物、有機エレクトロルミネッセンス素子、及び電子機器
JP6829583B2 (ja) * 2016-11-09 2021-02-10 出光興産株式会社 化合物、組成物、有機エレクトロルミネッセンス素子、及び電子機器
KR102383315B1 (ko) 2018-03-30 2022-04-06 캐논 가부시끼가이샤 유기발광소자, 표시장치, 촬상 장치 및 조명 장치
JP7218261B2 (ja) 2019-09-05 2023-02-06 キヤノン株式会社 有機化合物及び有機発光素子
JP7218322B2 (ja) * 2019-10-03 2023-02-06 キヤノン株式会社 有機化合物、有機発光素子、表示装置、撮像装置、照明装置、移動体
EP3800180A1 (en) 2019-10-03 2021-04-07 Canon Kabushiki Kaisha Organic compound, organic light-emitting element, display apparatus, image pickup apparatus, lighting apparatus, and moving object
JP7379097B2 (ja) 2019-11-07 2023-11-14 キヤノン株式会社 有機化合物及び有機発光素子

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2085371A1 (en) * 2006-11-15 2009-08-05 Idemitsu Kosan Co., Ltd. Fluoranthene compound, organic electroluminescent device using the fluoranthene compound, and organic electroluminescent material-containing solution
WO2010018842A1 (ja) * 2008-08-12 2010-02-18 出光興産株式会社 ベンゾフルオランテン誘導体及びそれを用いた有機エレクトロルミネッセンス素子
CN101870705A (zh) * 2009-04-23 2010-10-27 佳能株式会社 新型有机化合物、发光器件和图像显示装置
WO2010123153A1 (en) * 2009-04-23 2010-10-28 Canon Kabushiki Kaisha Novel organic compound, light-emitting device, and image display apparatus

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0750893B2 (ja) * 1989-12-22 1995-05-31 山武ハネウエル株式会社 応答信号サンプリング方法
JP3829982B2 (ja) * 2002-02-19 2006-10-04 財団法人石油産業活性化センター 新規な縮合芳香族化合物及びそれを利用した有機エレクトロルミネッセンス素子
JP2007308477A (ja) 2006-04-20 2007-11-29 Canon Inc 化合物および有機発光素子
JP4795268B2 (ja) 2006-04-20 2011-10-19 キヤノン株式会社 有機発光素子
JP4227628B2 (ja) 2006-04-25 2009-02-18 キヤノン株式会社 化合物および有機発光素子
EP2049616A4 (en) 2006-08-04 2012-10-17 Canon Kk ORGANIC LUMINESCENT DEVICE AND BENZO [K] FLUORANTHE COMPOUND
JP5089235B2 (ja) 2006-08-04 2012-12-05 キヤノン株式会社 縮合複素環化合物および有機発光素子
JP5064787B2 (ja) 2006-12-26 2012-10-31 キヤノン株式会社 ベンゾフルオランテン化合物及びこれを使用した有機発光素子
JP5294650B2 (ja) 2007-03-12 2013-09-18 キヤノン株式会社 ナフタレン化合物及びこれを用いた有機発光素子
JP5414190B2 (ja) 2007-04-02 2014-02-12 キヤノン株式会社 有機発光素子
JP5252960B2 (ja) * 2007-04-02 2013-07-31 キヤノン株式会社 縮合環芳香族化合物及びこれを用いた有機発光素子
JP5159164B2 (ja) 2007-05-14 2013-03-06 キヤノン株式会社 ベンゾ［ｇｈｉ］フルオランテン誘導体及びこれを用いた有機発光素子
JP5142589B2 (ja) 2007-05-28 2013-02-13 キヤノン株式会社 インデノクリセン誘導体及びそれを用いた有機発光素子
EP2236501A1 (en) * 2007-12-27 2010-10-06 Idemitsu Kosan Co., Ltd. Nitrogen-containing heterocyclic derivative and organic electroluminescent device using the same
JP5424681B2 (ja) 2008-04-01 2014-02-26 キヤノン株式会社 有機発光素子
JP5858653B2 (ja) * 2011-06-08 2016-02-10 キヤノン株式会社 ６，１２−ジナフチルクリセン誘導体及びこれを用いた有機発光素子

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2085371A1 (en) * 2006-11-15 2009-08-05 Idemitsu Kosan Co., Ltd. Fluoranthene compound, organic electroluminescent device using the fluoranthene compound, and organic electroluminescent material-containing solution
WO2010018842A1 (ja) * 2008-08-12 2010-02-18 出光興産株式会社 ベンゾフルオランテン誘導体及びそれを用いた有機エレクトロルミネッセンス素子
CN101870705A (zh) * 2009-04-23 2010-10-27 佳能株式会社 新型有机化合物、发光器件和图像显示装置
WO2010123153A1 (en) * 2009-04-23 2010-10-28 Canon Kabushiki Kaisha Novel organic compound, light-emitting device, and image display apparatus

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JP2012246258A (ja) 2012-12-13
CN102807509A (zh) 2012-12-05
US8952873B2 (en) 2015-02-10
KR20120134014A (ko) 2012-12-11
KR101586876B1 (ko) 2016-01-19
US20120306727A1 (en) 2012-12-06
EP2530071A1 (en) 2012-12-05
JP5777408B2 (ja) 2015-09-09
EP2530071B1 (en) 2013-12-04

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