TWI474757B - 發光元件、發光裝置、和電子裝置 - Google Patents
發光元件、發光裝置、和電子裝置 Download PDFInfo
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- TWI474757B TWI474757B TW97139959A TW97139959A TWI474757B TW I474757 B TWI474757 B TW I474757B TW 97139959 A TW97139959 A TW 97139959A TW 97139959 A TW97139959 A TW 97139959A TW I474757 B TWI474757 B TW I474757B
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- HTPBWAPZAJWXKY-UHFFFAOYSA-L zinc;quinolin-8-olate Chemical compound [Zn+2].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 HTPBWAPZAJWXKY-UHFFFAOYSA-L 0.000 description 1
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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]
- H10K50/14—Carrier transporting layers
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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]
- H10K50/17—Carrier injection layers
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- 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
- H10K2101/30—Highest occupied molecular orbital [HOMO], lowest unoccupied molecular orbital [LUMO] or Fermi energy values
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- H—ELECTRICITY
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- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K2101/00—Properties of the organic materials covered by group H10K85/00
- H10K2101/40—Interrelation of parameters between multiple constituent active layers or sublayers, e.g. HOMO values in adjacent layers
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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]
- H10K50/14—Carrier transporting layers
- H10K50/15—Hole transporting layers
- H10K50/155—Hole transporting layers comprising dopants
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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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- 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
- 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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- 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
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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
- H10K85/6572—Polycyclic condensed heteroaromatic hydrocarbons comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
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- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Electroluminescent Light Sources (AREA)
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|---|---|---|---|
| JP2007272003 | 2007-10-19 |
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| TWI474757B true TWI474757B (zh) | 2015-02-21 |
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| JP (2) | JP5425439B2 (enExample) |
| CN (2) | CN102655223B (enExample) |
| TW (2) | TWI474758B (enExample) |
| WO (1) | WO2009051248A1 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1876658A3 (en) * | 2006-07-04 | 2014-06-25 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, and electronic device |
| US7902742B2 (en) | 2006-07-04 | 2011-03-08 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, and electronic device |
| TWI638583B (zh) | 2007-09-27 | 2018-10-11 | 半導體能源研究所股份有限公司 | 發光元件，發光裝置，與電子設備 |
| WO2010137509A1 (en) * | 2009-05-29 | 2010-12-02 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, lighting device, and electronic appliance |
| US9741955B2 (en) | 2009-05-29 | 2017-08-22 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, and method for manufacturing the same |
| JP2011139044A (ja) * | 2009-12-01 | 2011-07-14 | Semiconductor Energy Lab Co Ltd | 発光素子、発光装置、電子機器、および照明装置 |
| KR102128592B1 (ko) * | 2011-03-30 | 2020-06-30 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자 |
| EP2791105B1 (de) * | 2011-12-12 | 2020-03-18 | Merck Patent GmbH | Verbindungen für elektronische vorrichtungen |
| KR20210008947A (ko) | 2012-04-20 | 2021-01-25 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 전자 기기, 및 조명 장치 |
| KR102574052B1 (ko) * | 2015-11-19 | 2023-09-04 | 엘지디스플레이 주식회사 | 유기발광 표시장치 |
| US10374183B2 (en) * | 2015-11-19 | 2019-08-06 | Lg Display Co., Ltd. | Organic light emitting display device having layer to control charge transfer |
| KR101857547B1 (ko) * | 2017-01-26 | 2018-05-24 | 벽산페인트 주식회사 | 정공수송 화합물 및 이를 포함한 유기 발광 소자 |
| KR102727456B1 (ko) * | 2018-09-26 | 2024-11-08 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 디바이스, 발광 장치, 전자 기기, 및 조명 장치 |
| US12114517B2 (en) * | 2019-03-22 | 2024-10-08 | Sharp Kabushiki Kaisha | Light-emitting element and light-emitting device |
| KR102174351B1 (ko) * | 2020-05-12 | 2020-11-04 | 두산솔루스 주식회사 | 유기 전계 발광 소자 |
| CN113823752B (zh) * | 2021-09-18 | 2023-09-01 | 京东方科技集团股份有限公司 | 空穴注入材料、电致发光器件和显示装置 |
| US20240049593A1 (en) * | 2021-10-29 | 2024-02-08 | Samsung Display Co., Ltd. | Light emitting device and amine compound for light emitting device |
| US20230157155A1 (en) * | 2021-10-29 | 2023-05-18 | Samsung Display Co., Ltd. | Light emitting device and amine compound for light emitting device |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW543342B (en) * | 2000-12-28 | 2003-07-21 | Semiconductor Energy Lab | Luminescent device having an organic luminescent element |
| TW200716513A (en) * | 2005-09-30 | 2007-05-01 | Semiconductor Energy Lab Co Ltd | Spirofluorene derivative, material for light-emitting element, light-emitting element, light-emitting device, and electronic |
| TW200721564A (en) * | 2005-10-04 | 2007-06-01 | Universal Display Corp | Electron impending layer for high efficiency phosphorescent OLEDs |
| WO2007069741A1 (ja) * | 2005-12-16 | 2007-06-21 | Pioneer Corporation | 有機エレクトロルミネッセンス素子 |
| US20070222376A1 (en) * | 2006-03-21 | 2007-09-27 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, and electronic device |
Family Cites Families (61)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11942A (en) * | 1854-11-14 | Tapeworm-trap | ||
| US107918A (en) * | 1870-10-04 | jones | ||
| US243992A (en) * | 1881-07-05 | Heebeet l | ||
| JP3332491B2 (ja) | 1993-08-27 | 2002-10-07 | 三洋電機株式会社 | 有機ｅｌ素子 |
| DE19500912A1 (de) | 1995-01-13 | 1996-07-18 | Basf Ag | Elektrolumineszierende Anordnung |
| JPH1079297A (ja) * | 1996-07-09 | 1998-03-24 | Sony Corp | 電界発光素子 |
| DE69732548T2 (de) | 1996-07-09 | 2006-01-12 | Sony Corp. | Elektrolumineszierende Anordnung |
| JP3370011B2 (ja) * | 1998-05-19 | 2003-01-27 | 三洋電機株式会社 | 有機エレクトロルミネッセンス素子 |
| US7001536B2 (en) * | 1999-03-23 | 2006-02-21 | The Trustees Of Princeton University | Organometallic complexes as phosphorescent emitters in organic LEDs |
| US6573651B2 (en) * | 2000-12-18 | 2003-06-03 | The Trustees Of Princeton University | Highly efficient OLEDs using doped ambipolar conductive molecular organic thin films |
| TW545080B (en) | 2000-12-28 | 2003-08-01 | Semiconductor Energy Lab | Light emitting device and method of manufacturing the same |
| TW582121B (en) | 2001-02-08 | 2004-04-01 | Semiconductor Energy Lab | Light emitting device |
| EP2259285B1 (en) * | 2001-05-16 | 2014-10-22 | The Trustees Of Princeton University | High efficiency multi-color electro-phosphorescent OLEDs. |
| JP4268041B2 (ja) * | 2001-08-29 | 2009-05-27 | ザ、トラスティーズ オブ プリンストン ユニバーシティ | 金属錯体を含むキャリア阻止層を有する有機発光デバイス |
| JP3933591B2 (ja) | 2002-03-26 | 2007-06-20 | 淳二 城戸 | 有機エレクトロルミネッセント素子 |
| DE60331704D1 (de) * | 2002-04-12 | 2010-04-29 | Konica Corp | Organisches lichtemittierendes Element |
| JP2004079413A (ja) | 2002-08-21 | 2004-03-11 | Nec Corp | 有機エレクトロルミネッセント素子 |
| US20040058193A1 (en) * | 2002-09-16 | 2004-03-25 | Eastman Kodak Company | White organic light-emitting devices with improved performance |
| US20040086743A1 (en) * | 2002-11-06 | 2004-05-06 | Brown Cory S. | Organometallic compounds for use in electroluminescent devices |
| JP4287198B2 (ja) | 2002-11-18 | 2009-07-01 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子 |
| US6833201B2 (en) | 2003-01-31 | 2004-12-21 | Clemson University | Nanostructured-doped compound for use in an EL element |
| CN1212318C (zh) | 2003-03-07 | 2005-07-27 | 中国科学院化学研究所 | 芴－萘二酰亚胺衍生物化合物和应用 |
| WO2004091262A1 (ja) | 2003-04-02 | 2004-10-21 | Fujitsu Limited | 有機エレクトロルミネッセンス素子及び有機エレクトロルミネッセンスディスプレイ |
| JP2005063763A (ja) | 2003-08-08 | 2005-03-10 | Seiko Epson Corp | 有機ｅｌ装置とその製造方法、及び電子機器 |
| JP4186758B2 (ja) | 2003-09-01 | 2008-11-26 | 三菱化学株式会社 | 高分子化合物、正孔注入・輸送材料、有機電界発光素子材料および有機電界発光素子 |
| CN1610468A (zh) | 2003-10-24 | 2005-04-27 | 宾得株式会社 | 白色的有机电致发光装置 |
| JP2005310742A (ja) | 2004-03-25 | 2005-11-04 | Sanyo Electric Co Ltd | 有機エレクトロルミネッセンス素子 |
| JP4947909B2 (ja) | 2004-03-25 | 2012-06-06 | 三洋電機株式会社 | 有機エレクトロルミネッセンス素子 |
| US7622200B2 (en) * | 2004-05-21 | 2009-11-24 | Semiconductor Energy Laboratory Co., Ltd. | Light emitting element |
| JP4916137B2 (ja) | 2004-07-29 | 2012-04-11 | 三洋電機株式会社 | 有機エレクトロルミネッセンス素子 |
| TWI382079B (zh) | 2004-07-30 | 2013-01-11 | Sanyo Electric Co | 有機電場發光元件及有機電場發光顯示裝置 |
| JP4565921B2 (ja) * | 2004-07-30 | 2010-10-20 | 三洋電機株式会社 | 有機エレクトロルミネッセント素子及び有機エレクトロルミネッセント表示装置 |
| WO2006059736A1 (en) | 2004-11-30 | 2006-06-08 | Semiconductor Energy Laboratory Co., Ltd. | Light emitting element, light emitting device, and electronic device |
| JP4653469B2 (ja) | 2004-12-01 | 2011-03-16 | 出光興産株式会社 | 有機電界発光素子 |
| TWI307250B (en) | 2005-03-23 | 2009-03-01 | Au Optronics Corp | Organic electroluminescent device |
| US20060214151A1 (en) | 2005-03-24 | 2006-09-28 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element and laser apparatus using the light-emitting element |
| JP2006303456A (ja) * | 2005-03-24 | 2006-11-02 | Semiconductor Energy Lab Co Ltd | 発光素子及び当該発光素子を用いたレーザー装置 |
| JP4716773B2 (ja) | 2005-04-06 | 2011-07-06 | 富士フイルム株式会社 | ガスバリアフィルムとそれを用いた有機デバイス |
| JP2007012359A (ja) * | 2005-06-29 | 2007-01-18 | Hitachi Displays Ltd | 有機ｅｌ表示装置 |
| US8288180B2 (en) | 2005-07-04 | 2012-10-16 | Semiconductor Energy Laboratory Co., Ltd. | Method for manufacturing light emitting device |
| JP4787094B2 (ja) | 2005-07-04 | 2011-10-05 | 株式会社半導体エネルギー研究所 | 発光装置の作製方法 |
| US8415878B2 (en) | 2005-07-06 | 2013-04-09 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, and electronic device |
| JP5105784B2 (ja) | 2005-07-06 | 2012-12-26 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置及び電子機器 |
| KR100695307B1 (ko) | 2005-07-29 | 2007-03-14 | 한양대학교 산학협력단 | 유기발광소자 및 그 제조방법 |
| WO2007026587A1 (en) * | 2005-08-29 | 2007-03-08 | Semiconductor Energy Laboratory Co., Ltd. | Anthracene derivative and hole transporting material, light emitting element, and electronic appliance using the same |
| TWI257946B (en) | 2005-08-31 | 2006-07-11 | Chunghwa Picture Tubes Ltd | Organic electro-luminescence device and material of hole transport layer |
| JP2007201407A (ja) | 2005-12-26 | 2007-08-09 | Fuji Xerox Co Ltd | 有機電界発光素子 |
| CN101374925A (zh) | 2006-01-27 | 2009-02-25 | 株式会社半导体能源研究所 | 发光材料、发光器件和电子设备 |
| US7906901B2 (en) * | 2006-02-14 | 2011-03-15 | Sharp Kabushiki Kaisha | Organic electroluminescent device and organic electroluminescent display device |
| JP2007258362A (ja) | 2006-03-22 | 2007-10-04 | Sanyo Electric Co Ltd | 有機エレクトロルミネッセンス素子 |
| EP1863105B1 (en) | 2006-06-02 | 2020-02-19 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, and electronic device |
| KR101386216B1 (ko) * | 2006-06-07 | 2014-04-18 | 삼성디스플레이 주식회사 | 유기 발광 소자 |
| US7902742B2 (en) * | 2006-07-04 | 2011-03-08 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, and electronic device |
| EP1876658A3 (en) | 2006-07-04 | 2014-06-25 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, and electronic device |
| JP5179805B2 (ja) | 2006-08-30 | 2013-04-10 | 株式会社半導体エネルギー研究所 | アントラセン誘導体、発光素子および発光装置 |
| WO2008026614A1 (en) | 2006-08-30 | 2008-03-06 | Semiconductor Energy Laboratory Co., Ltd. | Method for synthesizing anthracene derivative and anthracene derivative, light emitting element, light emitting device, electronic device |
| US7911135B2 (en) | 2006-11-29 | 2011-03-22 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light emitting device, electronic appliance, and method of manufacturing the same |
| WO2008069153A1 (en) | 2006-12-04 | 2008-06-12 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, and electronic device |
| KR101596676B1 (ko) | 2007-02-21 | 2016-02-23 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 전자 기기 및 퀴녹살린 유도체 |
| EP1973386B8 (en) | 2007-03-23 | 2016-01-13 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting device and electronic device |
| JP2008237686A (ja) | 2007-03-28 | 2008-10-09 | Sanyo Electric Co Ltd | 伸縮可能センサ及び該センサを用いた体調管理装置 |
-
2008
- 2008-10-10 CN CN201210156503.9A patent/CN102655223B/zh active Active
- 2008-10-10 WO PCT/JP2008/068921 patent/WO2009051248A1/en not_active Ceased
- 2008-10-10 CN CN2008801073661A patent/CN101803058B/zh not_active Expired - Fee Related
- 2008-10-16 US US12/252,821 patent/US9337438B2/en not_active Expired - Fee Related
- 2008-10-17 TW TW101123259A patent/TWI474758B/zh not_active IP Right Cessation
- 2008-10-17 TW TW97139959A patent/TWI474757B/zh not_active IP Right Cessation
- 2008-10-17 JP JP2008268424A patent/JP5425439B2/ja not_active Expired - Fee Related
-
2013
- 2013-11-27 JP JP2013244488A patent/JP2014060442A/ja not_active Withdrawn
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW543342B (en) * | 2000-12-28 | 2003-07-21 | Semiconductor Energy Lab | Luminescent device having an organic luminescent element |
| TW200716513A (en) * | 2005-09-30 | 2007-05-01 | Semiconductor Energy Lab Co Ltd | Spirofluorene derivative, material for light-emitting element, light-emitting element, light-emitting device, and electronic |
| TW200721564A (en) * | 2005-10-04 | 2007-06-01 | Universal Display Corp | Electron impending layer for high efficiency phosphorescent OLEDs |
| WO2007069741A1 (ja) * | 2005-12-16 | 2007-06-21 | Pioneer Corporation | 有機エレクトロルミネッセンス素子 |
| US20070222376A1 (en) * | 2006-03-21 | 2007-09-27 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, and electronic device |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2009051248A1 (en) | 2009-04-23 |
| CN102655223B (zh) | 2015-07-22 |
| TWI474758B (zh) | 2015-02-21 |
| CN102655223A (zh) | 2012-09-05 |
| CN101803058A (zh) | 2010-08-11 |
| JP2009117823A (ja) | 2009-05-28 |
| JP5425439B2 (ja) | 2014-02-26 |
| JP2014060442A (ja) | 2014-04-03 |
| TW201242424A (en) | 2012-10-16 |
| US9337438B2 (en) | 2016-05-10 |
| TW200932039A (en) | 2009-07-16 |
| US20090102368A1 (en) | 2009-04-23 |
| CN101803058B (zh) | 2012-07-11 |
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