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 PDFInfo
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- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 150000004986 phenylenediamines Chemical class 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 238000005554 pickling Methods 0.000 description 1
- 229920000767 polyaniline Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 239000009719 polyimide resin Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000128 polypyrrole Polymers 0.000 description 1
- 150000004032 porphyrins Chemical class 0.000 description 1
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 150000003216 pyrazines Chemical class 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003921 pyrrolotriazines Chemical class 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 1
- 150000003252 quinoxalines Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920003987 resole Polymers 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 238000007740 vapor deposition Methods 0.000 description 1
- YVTHLONGBIQYBO-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O--].[Zn++].[In+3] YVTHLONGBIQYBO-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
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- 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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- 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
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- 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
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- 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
- C07D498/04—Ortho-condensed systems
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- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
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- 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
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- H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- H05B33/00—Electroluminescent light sources
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- H05B33/14—Light sources with substantially two-dimensional 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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- H10K50/12—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers comprising dopants
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- C07C2603/54—Ortho- or ortho- and peri-condensed systems containing more than five condensed rings
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- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
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- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
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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
- C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
- C09K2211/1033—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom with oxygen
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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
- C09K2211/1044—Heterocyclic compounds characterised by ligands containing two nitrogen atoms as heteroatoms
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- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
- H10K85/622—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing four rings, e.g. pyrene
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- 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
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- 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
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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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- Engineering & Computer Science (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)
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| JP2011-120164 | 2011-05-30 | ||
| 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 |
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| CN102807509B true CN102807509B (zh) | 2014-12-17 |
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| 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 |
| CN108701771B (zh) * | 2016-02-24 | 2021-09-10 | 出光兴产株式会社 | 有机电致发光元件和电子设备 |
| 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 |
| 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 |
| KR20190059296A (ko) | 2016-10-03 | 2019-05-30 | 이데미쓰 고산 가부시키가이샤 | 화합물, 조성물, 유기 일렉트로루미네센스 소자 및 전자기기 |
| 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 |
| CN112608253B (zh) | 2019-10-03 | 2024-04-09 | 佳能株式会社 | 有机化合物、有机发光元件、显示设备、摄像设备、照明设备和移动物体 |
| 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 |
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| 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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| 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 |
| JP4795268B2 (ja) | 2006-04-20 | 2011-10-19 | キヤノン株式会社 | 有機発光素子 |
| JP2007308477A (ja) | 2006-04-20 | 2007-11-29 | Canon Inc | 化合物および有機発光素子 |
| 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 |
| CN101426882B (zh) | 2006-08-04 | 2012-07-04 | 佳能株式会社 | 有机发光器件和苯并[k]荧蒽化合物 |
| 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 |
| KR101467615B1 (ko) * | 2007-12-27 | 2014-12-01 | 이데미쓰 고산 가부시키가이샤 | 질소 함유 헤테로환 유도체 및 그것을 이용한 유기 전기발광 소자 |
| 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 |
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2011
- 2011-05-30 JP JP2011120164A patent/JP5777408B2/ja active Active
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2012
- 2012-05-01 US US13/461,276 patent/US8952873B2/en active Active
- 2012-05-15 EP EP12168005.2A patent/EP2530071B1/en active Active
- 2012-05-21 KR KR1020120053496A patent/KR101586876B1/ko active Active
- 2012-05-25 CN CN201210165768.5A patent/CN102807509B/zh active Active
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| 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 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR101586876B1 (ko) | 2016-01-19 |
| JP5777408B2 (ja) | 2015-09-09 |
| EP2530071A1 (en) | 2012-12-05 |
| EP2530071B1 (en) | 2013-12-04 |
| KR20120134014A (ko) | 2012-12-11 |
| CN102807509A (zh) | 2012-12-05 |
| JP2012246258A (ja) | 2012-12-13 |
| US20120306727A1 (en) | 2012-12-06 |
| US8952873B2 (en) | 2015-02-10 |
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