WO2009011447A3 - Iridium complex compounds, organic electroluminescent devices and uses thereof - Google Patents
Iridium complex compounds, organic electroluminescent devices and uses thereof Download PDFInfo
- Publication number
- WO2009011447A3 WO2009011447A3 PCT/JP2008/063219 JP2008063219W WO2009011447A3 WO 2009011447 A3 WO2009011447 A3 WO 2009011447A3 JP 2008063219 W JP2008063219 W JP 2008063219W WO 2009011447 A3 WO2009011447 A3 WO 2009011447A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- group
- groups
- organic
- blue
- electron
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0033—Iridium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Electroluminescent Light Sources (AREA)
- Pyridine Compounds (AREA)
Abstract
Blue-emitting phosphorescent compounds show high solubility in solvents for coating solutions in the production of organic EL devices and have excellent thermal stability. Organic EL devices having the blue-emitting phosphorescent compounds have high luminous efficiency and long life. A blue-emitting phosphorescent compound is an iridium complex compound represented by Formula (1) below: wherein R1 is a C2-30 organic group; R2 to R4 are each independently a hydrogen atom or a C1-10 alkyl group; R5 to R8 are each independently an electron-withdrawing group selected from the group consisting of halogen atoms, C1-10 fluorine-substituted alkyl groups, C1-10 fluorine-substituted alkoxy groups, cyano group, aldehyde group, C2-10 acyl groups, C2-10 alkoxycarbonyl groups, C1-10 aminocarbonyl groups, thiocyanate group and C1-10 sulfonyl groups, a C1-10 organic group optionally having a heteroatom (except the electron-withdrawing groups) or a hydrogen atom; and at least one of R5 to R8 is the electron-withdrawing group.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2007-188259 | 2007-07-19 | ||
| JP2007188259A JP2009023938A (en) | 2007-07-19 | 2007-07-19 | Iridium complex compound, organic electroluminescent device and use thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2009011447A2 WO2009011447A2 (en) | 2009-01-22 |
| WO2009011447A3 true WO2009011447A3 (en) | 2009-03-26 |
Family
ID=39789500
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2008/063219 Ceased WO2009011447A2 (en) | 2007-07-19 | 2008-07-16 | Iridium complex compounds, organic electroluminescent devices and uses thereof |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JP2009023938A (en) |
| TW (1) | TW200922941A (en) |
| WO (1) | WO2009011447A2 (en) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010209317A (en) * | 2009-02-10 | 2010-09-24 | Mitsubishi Chemicals Corp | Metal complex, composition for organic electroluminescent element, and organic electroluminescent element |
| JP2011105676A (en) * | 2009-11-19 | 2011-06-02 | Mitsubishi Chemicals Corp | Organometallic complex, luminescent material, material of organic electroluminescent element, composition for organic electroluminescent element, organic electroluminescent element, organic el display and organic el illumination |
| US20120235132A1 (en) * | 2009-11-30 | 2012-09-20 | Takashi Terashima | Iridium complex compound, organic electroluminescent element, and uses thereof |
| JP5546238B2 (en) * | 2009-12-28 | 2014-07-09 | 昭和電工株式会社 | Iridium complex compound, organic electroluminescence device and use thereof |
| TWI402329B (en) * | 2010-04-12 | 2013-07-21 | Univ Nat Cheng Kung | Green processes for preparing luminescent iridium complexes and precursors thereof |
| JP2011256129A (en) * | 2010-06-08 | 2011-12-22 | Mitsubishi Chemicals Corp | Organometallic complex material, composition for organic electroluminescent element, organic electroluminescent element, organic el display device, and organic el light |
| TWI529238B (en) * | 2011-04-15 | 2016-04-11 | 半導體能源研究所股份有限公司 | Organic light-emitting element, organometallic complex, light-emitting device, electronic appliance, and lighting device |
| JP2013028757A (en) * | 2011-07-29 | 2013-02-07 | Canon Inc | Organometallic complex and organic light emitting device including the same |
| JP2013147490A (en) | 2011-12-23 | 2013-08-01 | Semiconductor Energy Lab Co Ltd | Iridium complex, light-emitting element, light-emitting device, electronic device, and lighting device |
| CN102617652A (en) * | 2012-03-07 | 2012-08-01 | 南京邮电大学 | Binuclear phosphorescent iridium complex with two-photon absorption characteristics and application of binuclear phosphorescent iridium complex |
| JP6166557B2 (en) | 2012-04-20 | 2017-07-19 | 株式会社半導体エネルギー研究所 | Phosphorescent organometallic iridium complex, light-emitting element, light-emitting device, electronic device, and lighting device |
| CN104540841A (en) | 2012-08-08 | 2015-04-22 | 三菱化学株式会社 | Iridium coordination compound and composition containing same, organic electroluminescence element, display device and lighting device |
| JP6847589B2 (en) | 2015-05-20 | 2021-03-24 | 株式会社半導体エネルギー研究所 | Organometallic complexes, light emitting elements, light emitting devices, electronic devices, and lighting devices |
| US10256420B2 (en) | 2015-08-31 | 2019-04-09 | Semiconductor Energy Laboratory Co., Ltd. | Organometallic complex, light-emitting element, light-emitting device, electronic device, and lighting device |
| KR102794565B1 (en) | 2015-09-30 | 2025-04-15 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | Organometallic complexes, light-emitting elements, light-emitting devices, electronic devices, and lighting devices |
| US9843002B2 (en) | 2015-10-29 | 2017-12-12 | Semiconductor Energy Laboratory Co., Ltd. | Organometallic complex, light-emitting element, light-emitting device, electronic device, and lighting device |
| JP2017114853A (en) | 2015-12-18 | 2017-06-29 | 株式会社半導体エネルギー研究所 | Organometallic complex, light-emitting element, light-emitting device, electronic device, and lighting device |
| JP6651168B2 (en) | 2016-01-14 | 2020-02-19 | 国立研究開発法人産業技術総合研究所 | Method for producing cyclometallated iridium complex |
| JP6861551B2 (en) | 2016-04-01 | 2021-04-21 | 株式会社半導体エネルギー研究所 | Organometallic complexes, light emitting elements, light emitting devices, electronic devices, and lighting devices |
| CN113880884B (en) | 2016-04-01 | 2025-06-03 | 株式会社半导体能源研究所 | Light-emitting element, light-emitting device, electronic device, and lighting device |
| KR102718623B1 (en) | 2016-12-16 | 2024-10-16 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | Organometallic complex, light-emitting element, light-emitting device, electronic device, and lighting device |
| JP7275042B2 (en) | 2017-11-17 | 2023-05-17 | 株式会社半導体エネルギー研究所 | Organometallic complex, light-emitting element, light-emitting device, electronic device, and lighting device |
| JP7478670B2 (en) | 2018-12-28 | 2024-05-07 | 株式会社半導体エネルギー研究所 | ORGANOMETAL COMPLEX, LIGHT-EMITTING DEVICE, LIGHT-EMITTING APPARATUS, ELECTRONIC DEVICE, AND LIGHTING APPARATUS |
| CN116057148A (en) | 2020-09-11 | 2023-05-02 | 株式会社半导体能源研究所 | Organometallic complex, light-emitting device, light-emitting apparatus, electronic device, and lighting apparatus |
| US20240059720A1 (en) | 2020-12-25 | 2024-02-22 | Semiconductor Energy Laboratory Co., Ltd. | Organometallic complex, light-emitting device, light-emitting apparatus, electronic device, and lighting device |
| DE102023116570A1 (en) | 2022-06-29 | 2024-01-04 | Semiconductor Energy Laboratory Co., Ltd. | Light emitting device, light emitting device, electronic device and lighting device |
| CN120817987B (en) * | 2025-09-16 | 2025-11-11 | 安徽科技学院 | Water-soluble iridium complex, phosphorescent film prepared from water-soluble iridium complex and application of phosphorescent film |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1191613A2 (en) * | 2000-09-26 | 2002-03-27 | Canon Kabushiki Kaisha | Luminescence device, display apparatus and metal coordination compound |
-
2007
- 2007-07-19 JP JP2007188259A patent/JP2009023938A/en active Pending
-
2008
- 2008-07-16 TW TW97126954A patent/TW200922941A/en unknown
- 2008-07-16 WO PCT/JP2008/063219 patent/WO2009011447A2/en not_active Ceased
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1191613A2 (en) * | 2000-09-26 | 2002-03-27 | Canon Kabushiki Kaisha | Luminescence device, display apparatus and metal coordination compound |
Non-Patent Citations (1)
| Title |
|---|
| LASKAR, INAMUR R. ET AL: "Syntheses, photoluminescence and electroluminescence of some new blue-emitting phosphorescent iridium(III)-based materials", POLYHEDRON , 24(2), 189-200 CODEN: PLYHDE; ISSN: 0277-5387, 2005, XP002498410 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2009011447A2 (en) | 2009-01-22 |
| JP2009023938A (en) | 2009-02-05 |
| TW200922941A (en) | 2009-06-01 |
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