KR101233855B1 - 유기금속 화합물 및 그러한 화합물로 만들어진 장치 - Google Patents
유기금속 화합물 및 그러한 화합물로 만들어진 장치 Download PDFInfo
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- KR101233855B1 KR101233855B1 KR1020127010762A KR20127010762A KR101233855B1 KR 101233855 B1 KR101233855 B1 KR 101233855B1 KR 1020127010762 A KR1020127010762 A KR 1020127010762A KR 20127010762 A KR20127010762 A KR 20127010762A KR 101233855 B1 KR101233855 B1 KR 101233855B1
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- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
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- 239000011541 reaction mixture Substances 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
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- 229960001860 salicylate Drugs 0.000 description 1
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- 150000003872 salicylic acid derivatives Chemical class 0.000 description 1
- KZUNJOHGWZRPMI-UHFFFAOYSA-N samarium atom Chemical compound [Sm] KZUNJOHGWZRPMI-UHFFFAOYSA-N 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 238000004467 single crystal X-ray diffraction Methods 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
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- 239000007921 spray Substances 0.000 description 1
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- 125000005504 styryl group Chemical group 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000004962 sulfoxyl group Chemical group 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000002230 thermal chemical vapour deposition Methods 0.000 description 1
- 238000002207 thermal evaporation Methods 0.000 description 1
- 150000004867 thiadiazoles Chemical class 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 150000003613 toluenes Chemical class 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Substances C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
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Images
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- 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
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
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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
- H05B33/12—Light sources with substantially two-dimensional radiating surfaces
- 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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- 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
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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
- H10K85/30—Coordination compounds
- H10K85/341—Transition metal complexes, e.g. Ru(II)polypyridine complexes
- H10K85/344—Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising ruthenium
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- 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
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- C—CHEMISTRY; METALLURGY
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- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/18—Metal complexes
- C09K2211/185—Metal complexes of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Electroluminescent Light Sources (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54559604P | 2004-06-09 | 2004-06-09 | |
| US60/545,596 | 2004-06-09 | ||
| PCT/US2005/020412 WO2005124889A1 (en) | 2004-06-09 | 2005-06-08 | Organometallic compounds and devices made with such compounds |
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| KR1020067025982A Division KR101292376B1 (ko) | 2004-06-09 | 2005-06-08 | 유기금속 화합물 및 그러한 화합물로 만들어진 장치 |
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| KR20120052425A KR20120052425A (ko) | 2012-05-23 |
| KR101233855B1 true KR101233855B1 (ko) | 2013-02-15 |
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| KR1020127010762A KR101233855B1 (ko) | 2004-06-09 | 2005-06-08 | 유기금속 화합물 및 그러한 화합물로 만들어진 장치 |
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| EP (1) | EP1754267A1 (de) |
| JP (2) | JP4934035B2 (de) |
| KR (2) | KR101292376B1 (de) |
| WO (2) | WO2005124889A1 (de) |
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| US7709100B2 (en) * | 2004-07-07 | 2010-05-04 | Universal Display Corporation | Electroluminescent efficiency |
| JP5723083B2 (ja) | 2005-03-15 | 2015-05-27 | イシス イノベイション リミテッド | 多分岐デンドリマー |
| US8218615B2 (en) | 2005-03-29 | 2012-07-10 | Qualcomm Incorporated | Method and apparatus for block-wise decision-feedback equalization for wireless communication |
| JP4801928B2 (ja) * | 2005-04-25 | 2011-10-26 | 富士フイルム株式会社 | 有機電界発光素子 |
| US7851072B2 (en) | 2005-05-19 | 2010-12-14 | Universal Display Corporation | Stable and efficient electroluminescent materials |
| GB0600249D0 (en) | 2006-01-06 | 2006-02-15 | Isis Innovation | Branched compounds and their use in sensors |
| JP5145652B2 (ja) * | 2006-05-12 | 2013-02-20 | 三菱化学株式会社 | 有機化合物、電荷輸送材料、有機電界発光素子用組成物および有機電界発光素子 |
| US8778508B2 (en) | 2006-12-08 | 2014-07-15 | Universal Display Corporation | Light-emitting organometallic complexes |
| US8519130B2 (en) | 2006-12-08 | 2013-08-27 | Universal Display Corporation | Method for synthesis of iriduim (III) complexes with sterically demanding ligands |
| CN105153235B (zh) * | 2007-03-08 | 2019-05-10 | 通用显示公司 | 磷光材料 |
| US9130177B2 (en) | 2011-01-13 | 2015-09-08 | Universal Display Corporation | 5-substituted 2 phenylquinoline complexes materials for light emitting diode |
| KR102312855B1 (ko) * | 2007-03-08 | 2021-10-14 | 유니버셜 디스플레이 코포레이션 | 인광성 물질 |
| JP5484690B2 (ja) | 2007-05-18 | 2014-05-07 | ユー・ディー・シー アイルランド リミテッド | 有機電界発光素子 |
| US20090066234A1 (en) * | 2007-07-05 | 2009-03-12 | Hyun Sik Chae | Light emitting devices and compositions |
| JP5481385B2 (ja) * | 2007-11-15 | 2014-04-23 | 日東電工株式会社 | 発光素子および発光組成物 |
| GB0814971D0 (en) | 2008-08-15 | 2008-09-24 | Cambridge Display Tech Ltd | Opto-electrical devices and methods of manufacturing the same |
| US9034483B2 (en) * | 2008-09-16 | 2015-05-19 | Universal Display Corporation | Phosphorescent materials |
| JP2012505298A (ja) | 2008-10-13 | 2012-03-01 | 日東電工株式会社 | 印刷可能な発光組成物 |
| DE102010046412B4 (de) * | 2010-09-23 | 2022-01-13 | Merck Patent Gmbh | Metall-Ligand Koordinationsverbindungen |
| CN103298822A (zh) * | 2010-12-23 | 2013-09-11 | 索尔维公司 | 三均配型金属络合物的面式异构体的制备 |
| US10008677B2 (en) | 2011-01-13 | 2018-06-26 | Universal Display Corporation | Materials for organic light emitting diode |
| WO2013045402A1 (en) | 2011-09-28 | 2013-04-04 | Solvay Sa | Light emitting material |
| KR101901038B1 (ko) | 2011-09-30 | 2018-09-21 | 유디씨 아일랜드 리미티드 | 유기 전계 발광 소자, 및 신규 이리듐 착물 |
| CN103483387A (zh) * | 2012-06-15 | 2014-01-01 | 李晓常 | 稳定易制的有机光电材料及应用 |
| US10199581B2 (en) * | 2013-07-01 | 2019-02-05 | Universal Display Corporation | Organic electroluminescent materials and devices |
| JP2014012672A (ja) * | 2013-07-24 | 2014-01-23 | Mitsubishi Chemicals Corp | 有機金属錯体組成物、有機金属錯体含有組成物、有機電界発光素子、有機ｅｌディスプレイおよび有機ｅｌ照明 |
| US10003033B2 (en) * | 2014-02-18 | 2018-06-19 | Universal Display Corporation | Organic electroluminescent materials and devices |
| US9312503B2 (en) | 2014-05-13 | 2016-04-12 | Shenzhen China Star Optoelectronics Technology Co., Ltd | Green light iridium (III) complex and a method of preparing the same |
| KR101888934B1 (ko) | 2015-04-24 | 2018-08-16 | 삼성에스디아이 주식회사 | 유기 광전자 소자용 화합물, 유기 광전자 소자 및 표시장치 |
| US10672996B2 (en) * | 2015-09-03 | 2020-06-02 | Universal Display Corporation | Organic electroluminescent materials and devices |
| WO2017170934A1 (ja) * | 2016-04-01 | 2017-10-05 | 国立大学法人 東京大学 | 新規化合物とその合成方法 |
| WO2019107467A1 (ja) * | 2017-11-29 | 2019-06-06 | 三菱ケミカル株式会社 | イリジウム錯体化合物、該化合物および溶剤を含有する組成物、該化合物を含有する有機電界発光素子、表示装置および照明装置 |
| CN110343136B (zh) * | 2018-04-02 | 2023-08-11 | 三星电子株式会社 | 有机金属化合物、以及包括其的有机发光器件和诊断组合物 |
| EP3549944B1 (de) | 2018-04-02 | 2021-12-29 | Samsung Electronics Co., Ltd. | Organometallische verbindung, organische lichtemittierende vorrichtung einschliesslich der gleichen, und diagnostische zusammensetzung einschliesslich der organometallischen verbindung |
| CN117362353A (zh) * | 2018-09-20 | 2024-01-09 | 北京夏禾科技有限公司 | 含有新型辅助配体的有机发光材料 |
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| US20040086743A1 (en) * | 2002-11-06 | 2004-05-06 | Brown Cory S. | Organometallic compounds for use in electroluminescent devices |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US20020121638A1 (en) * | 2000-06-30 | 2002-09-05 | Vladimir Grushin | Electroluminescent iridium compounds with fluorinated phenylpyridines, phenylpyrimidines, and phenylquinolines and devices made with such compounds |
| JP4067286B2 (ja) * | 2000-09-21 | 2008-03-26 | 富士フイルム株式会社 | 発光素子及びイリジウム錯体 |
| KR100825182B1 (ko) * | 2000-11-30 | 2008-04-24 | 캐논 가부시끼가이샤 | 발광 소자 및 표시 장치 |
| WO2002066552A1 (en) * | 2001-02-20 | 2002-08-29 | Isis Innovation Limited | Metal-containing dendrimers |
| JP4438042B2 (ja) * | 2001-03-08 | 2010-03-24 | キヤノン株式会社 | 金属配位化合物、電界発光素子及び表示装置 |
| JP4424996B2 (ja) * | 2002-03-18 | 2010-03-03 | イシス イノベイション リミテッド | リン光デンドリマー |
| TWI277617B (en) * | 2002-03-26 | 2007-04-01 | Sumitomo Chemical Co | Metal complexes and organic electro luminescence elements |
| WO2003092334A1 (en) * | 2002-04-26 | 2003-11-06 | Nippon Hoso Kyokai | Phosphorescent polymer compound, light emitting material and organic electroluminescent (el) device using the compound |
| JP2003321546A (ja) * | 2002-04-26 | 2003-11-14 | Nippon Hoso Kyokai <Nhk> | 燐光発光性高分子化合物ならびにこれを用いた発光材料および有機ｅｌ素子 |
| WO2004016711A1 (en) * | 2002-08-16 | 2004-02-26 | The University Of Southern California | Organic light emitting materials and devices |
| DE10238903A1 (de) * | 2002-08-24 | 2004-03-04 | Covion Organic Semiconductors Gmbh | Rhodium- und Iridium-Komplexe |
| GB0219987D0 (en) * | 2002-08-28 | 2002-10-09 | Isis Innovation | Intramolecular interactions in organometallics |
| GB0220080D0 (en) * | 2002-08-29 | 2002-10-09 | Isis Innovation | Blended dendrimers |
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2005
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- 2005-06-08 WO PCT/US2005/020412 patent/WO2005124889A1/en not_active Application Discontinuation
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| US20040086743A1 (en) * | 2002-11-06 | 2004-05-06 | Brown Cory S. | Organometallic compounds for use in electroluminescent devices |
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Also Published As
| Publication number | Publication date |
|---|---|
| JP2008504371A (ja) | 2008-02-14 |
| JP4934035B2 (ja) | 2012-05-16 |
| KR20120052425A (ko) | 2012-05-23 |
| WO2005124889A1 (en) | 2005-12-29 |
| JP2012107030A (ja) | 2012-06-07 |
| EP1754267A1 (de) | 2007-02-21 |
| WO2005124890A1 (en) | 2005-12-29 |
| KR101292376B1 (ko) | 2013-08-01 |
| KR20070033350A (ko) | 2007-03-26 |
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