KR102544020B1 - 발광층 형성용 조성물 및 해당 발광층 형성용 조성물을 함유하는 유기 전계 발광 소자 - Google Patents
발광층 형성용 조성물 및 해당 발광층 형성용 조성물을 함유하는 유기 전계 발광 소자 Download PDFInfo
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- KR102544020B1 KR102544020B1 KR1020197019714A KR20197019714A KR102544020B1 KR 102544020 B1 KR102544020 B1 KR 102544020B1 KR 1020197019714 A KR1020197019714 A KR 1020197019714A KR 20197019714 A KR20197019714 A KR 20197019714A KR 102544020 B1 KR102544020 B1 KR 102544020B1
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- Prior art keywords
- light emitting
- compound
- forming
- emitting layer
- composition
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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
- H10K85/10—Organic polymers or oligomers
- H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
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- 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
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- 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
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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
- H10K85/30—Coordination compounds
- H10K85/341—Transition metal complexes, e.g. Ru(II)polypyridine complexes
- H10K85/342—Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising iridium
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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
- H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
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- 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
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PCT/JP2018/001764 WO2018135656A1 (fr) | 2017-01-23 | 2018-01-22 | Composition pour former une couche électroluminescente et élément électroluminescent organique contenant ladite composition pour former une couche électroluminescente |
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JP7193953B2 (ja) * | 2018-08-24 | 2022-12-21 | 住友化学株式会社 | 有機elデバイスの製造方法及び有機elデバイス |
WO2022138790A1 (fr) * | 2020-12-24 | 2022-06-30 | 三菱ケミカル株式会社 | Composition pour former une couche luminescente d'un élément électroluminescent organique, élément électroluminescent organique, dispositif d'affichage électroluminescent organique et dispositif d'éclairage électroluminescent organique |
WO2024117109A1 (fr) * | 2022-11-30 | 2024-06-06 | 三菱ケミカル株式会社 | Composition pour former une couche électroluminescente d'élément électroluminescent organique, élément électroluminescent organique et son procédé de production, et dispositif d'affichage |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2011210873A (ja) | 2010-03-29 | 2011-10-20 | Fujifilm Corp | 有機電界発光素子 |
WO2012005329A1 (fr) | 2010-07-08 | 2012-01-12 | 三菱化学株式会社 | Elément électroluminescent organique, dispositif électroluminescent organique, dispositif d'affichage électroluminescent organique, et éclairage électroluminescent organique |
JP2012512275A (ja) | 2008-12-12 | 2012-05-31 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 光活性組成物、および、この組成物で形成された電子素子 |
WO2013105615A1 (fr) | 2012-01-13 | 2013-07-18 | 三菱化学株式会社 | Composé à base d'un complexe d'iridium, composition de type solution le contenant, élément électroluminescent organique, dispositif d'affichage, et dispositif d'éclairage |
JP2013538453A (ja) | 2010-08-24 | 2013-10-10 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 光活性組成物、およびその組成物を用いて作製した電子デバイス |
US20150318511A1 (en) | 2014-05-02 | 2015-11-05 | Samsung Display Co., Ltd. | Organic light-emitting device |
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005030901A1 (fr) * | 2003-09-29 | 2005-04-07 | Nippon Steel Chemical Co., Ltd. | Dispositif organique electroluminescent |
JP2005219513A (ja) | 2004-02-03 | 2005-08-18 | Umihira:Kk | ブレーキ制御装置 |
EP1820801B1 (fr) * | 2004-12-10 | 2015-04-01 | Pioneer Corporation | Composé organique, matériau de transport de charge et élément électroluminescent organique |
JP5261887B2 (ja) * | 2005-05-17 | 2013-08-14 | 三菱化学株式会社 | モノアミン化合物、電荷輸送材料および有機電界発光素子 |
KR101309502B1 (ko) * | 2005-10-07 | 2013-09-24 | 미쓰비시 가가꾸 가부시키가이샤 | 탄화수소 화합물, 전하 수송 재료, 전하 수송 재료 조성물및 유기 전계 발광 소자 |
CN102344567B (zh) * | 2010-07-29 | 2013-05-08 | 财团法人工业技术研究院 | 改性双马来酰亚胺树脂、制备方法及包含该树脂的组合物 |
TWI557116B (zh) * | 2011-04-07 | 2016-11-11 | 三菱化學股份有限公司 | 有機化合物,電荷輸送材料,含有該化合物之組成物,有機電致發光元件,顯示裝置及照明裝置 |
CN103931009B (zh) * | 2011-11-11 | 2018-01-19 | 三菱化学株式会社 | 有机电致发光元件和有机电致发光器件 |
WO2014188947A1 (fr) * | 2013-05-20 | 2014-11-27 | 保土谷化学工業株式会社 | Nouveau dérivé pyrimidine et élément électroluminescent organique |
JP6802189B2 (ja) * | 2016-01-08 | 2020-12-16 | コニカミノルタ株式会社 | 薄膜、及び有機エレクトロルミネッセンス素子 |
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Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2012512275A (ja) | 2008-12-12 | 2012-05-31 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 光活性組成物、および、この組成物で形成された電子素子 |
JP2011210873A (ja) | 2010-03-29 | 2011-10-20 | Fujifilm Corp | 有機電界発光素子 |
WO2012005329A1 (fr) | 2010-07-08 | 2012-01-12 | 三菱化学株式会社 | Elément électroluminescent organique, dispositif électroluminescent organique, dispositif d'affichage électroluminescent organique, et éclairage électroluminescent organique |
JP2013538453A (ja) | 2010-08-24 | 2013-10-10 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 光活性組成物、およびその組成物を用いて作製した電子デバイス |
WO2013105615A1 (fr) | 2012-01-13 | 2013-07-18 | 三菱化学株式会社 | Composé à base d'un complexe d'iridium, composition de type solution le contenant, élément électroluminescent organique, dispositif d'affichage, et dispositif d'éclairage |
US20150318511A1 (en) | 2014-05-02 | 2015-11-05 | Samsung Display Co., Ltd. | Organic light-emitting device |
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TWI775802B (zh) | 2022-09-01 |
JPWO2018135656A1 (ja) | 2019-11-07 |
KR20190111919A (ko) | 2019-10-02 |
CN110235265B (zh) | 2022-06-14 |
WO2018135656A1 (fr) | 2018-07-26 |
CN110235265A (zh) | 2019-09-13 |
JP6950710B2 (ja) | 2021-10-13 |
TW201833298A (zh) | 2018-09-16 |
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