CN101215370B - 取代的芴聚合物,其制备方法和在光学设备中的用途 - Google Patents
取代的芴聚合物,其制备方法和在光学设备中的用途 Download PDFInfo
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- CN101215370B CN101215370B CN2008100051347A CN200810005134A CN101215370B CN 101215370 B CN101215370 B CN 101215370B CN 2008100051347 A CN2008100051347 A CN 2008100051347A CN 200810005134 A CN200810005134 A CN 200810005134A CN 101215370 B CN101215370 B CN 101215370B
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- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/3154—Of fluorinated addition polymer from unsaturated monomers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31855—Of addition polymer from unsaturated monomers
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- Chemical & Material Sciences (AREA)
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- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Physics & Mathematics (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Electroluminescent Light Sources (AREA)
- Polyesters Or Polycarbonates (AREA)
- Medicinal Preparation (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0111549.2A GB0111549D0 (en) | 2001-05-11 | 2001-05-11 | Polymers, their preparation and uses |
| GB0111549.2 | 2001-05-11 | ||
| US31562301P | 2001-08-29 | 2001-08-29 | |
| US60/315,623 | 2001-08-29 |
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| CNB028112660A Division CN100417703C (zh) | 2001-05-11 | 2002-05-10 | 取代的芴聚合物,其制备方法和在光学设备中的用途 |
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| Publication Number | Publication Date |
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| CN101215370A CN101215370A (zh) | 2008-07-09 |
| CN101215370B true CN101215370B (zh) | 2012-06-20 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN2008100051347A Expired - Fee Related CN101215370B (zh) | 2001-05-11 | 2002-05-10 | 取代的芴聚合物,其制备方法和在光学设备中的用途 |
| CNB028112660A Expired - Lifetime CN100417703C (zh) | 2001-05-11 | 2002-05-10 | 取代的芴聚合物,其制备方法和在光学设备中的用途 |
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| CNB028112660A Expired - Lifetime CN100417703C (zh) | 2001-05-11 | 2002-05-10 | 取代的芴聚合物,其制备方法和在光学设备中的用途 |
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| Country | Link |
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| EP (3) | EP1586617A1 (enExample) |
| JP (2) | JP4959100B2 (enExample) |
| CN (2) | CN101215370B (enExample) |
| AT (2) | ATE292662T1 (enExample) |
| DE (2) | DE60200951T2 (enExample) |
| GB (1) | GB0111549D0 (enExample) |
| TW (2) | TWI279429B (enExample) |
| WO (2) | WO2002092723A1 (enExample) |
Families Citing this family (44)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US7632908B2 (en) * | 2001-05-11 | 2009-12-15 | Cambridge Display Technology Limited | Substituted fluorene polymers, their preparation and use in optical devices |
| GB0111549D0 (en) * | 2001-05-11 | 2001-07-04 | Cambridge Display Tech Ltd | Polymers, their preparation and uses |
| US7696303B2 (en) | 2002-05-10 | 2010-04-13 | Cambridge Display Technology Limited | Polymers their preparation and uses |
| GB0225869D0 (en) * | 2002-11-06 | 2002-12-11 | Cambridge Display Tech Ltd | Polymer |
| EP1443093A1 (de) * | 2003-01-29 | 2004-08-04 | Samsung SDI Co., Ltd. | Molekulare zur Emission von Photolumineszenzstrahlen befähigte, chemische Verbindungen mit elektronenverschiebbaren Strukturen und ihre Verwendung in Photolumineszenz-Löschungsanzeigeelementen |
| US7402343B2 (en) | 2003-01-29 | 2008-07-22 | Samsung Sdi Co., Ltd. | Molecular chemical compounds with structures allowing electron displacement and capable of emitting photoluminescent radiation, and photoluminescence quenching device employing the same |
| US7049392B2 (en) | 2003-02-12 | 2006-05-23 | E. I. Du Pont De Nemour And Company | Electroluminescent copolymers with multi-functional monomers and methods for use thereof |
| US7138483B2 (en) | 2003-02-12 | 2006-11-21 | E.I. Du Pont De Nemours And Company | Monomers, conjugated polymers and electronic devices using such polymers |
| GB0306414D0 (en) * | 2003-03-20 | 2003-04-23 | Cambridge Display Tech Ltd | Polymers,their preparations and uses |
| JP4846191B2 (ja) * | 2003-06-04 | 2011-12-28 | 住友化学株式会社 | 色変換膜および発光装置 |
| WO2005036666A2 (en) * | 2003-09-16 | 2005-04-21 | Dow Global Technologies Inc. | Method of preparing an insoluble polymer film on a substrate from a soluble polymer containing labile solubilizing groups |
| US7652126B2 (en) * | 2003-10-07 | 2010-01-26 | General Electric Company | Monomers and polymers comprising conjugated groups and methods for making thereof |
| US7119360B2 (en) * | 2003-10-29 | 2006-10-10 | Max-Plank-Society | Light-emitting polymers and electronic devices using such polymers |
| US7115899B2 (en) | 2003-10-29 | 2006-10-03 | E. I. Du Pont De Nemours And Company | Light-emitting copolymers and electronic devices using such copolymers |
| GB0329364D0 (en) | 2003-12-19 | 2004-01-21 | Cambridge Display Tech Ltd | Optical device |
| DE10361385B4 (de) | 2003-12-29 | 2011-07-28 | OSRAM Opto Semiconductors GmbH, 93055 | Polymere, phosphoreszierende, organisch halbleitende Emittermaterialien auf Basis perarylierter Borane, Verfahren zu deren Herstellung und Verwendungen davon |
| KR101170168B1 (ko) * | 2004-01-30 | 2012-07-31 | 에스케이이노베이션 주식회사 | 9,9-디(플루오레닐)-2,7-플루오레닐 단위를 함유하는 유기전기발광고분자 및 이를 이용한 전기발광소자 |
| DE102004015845B4 (de) * | 2004-03-31 | 2012-12-20 | Osram Opto Semiconductors Gmbh | Organische Leuchtdiode, sowie Verwendungen davon |
| GB0422391D0 (en) * | 2004-10-08 | 2004-11-10 | Cambridge Display Tech Ltd | Light emitting device |
| DE112005002495B4 (de) | 2004-10-11 | 2016-11-17 | Cambridge Display Technology Ltd. | Polares halbleitendes Lochtransportmaterial |
| KR101240694B1 (ko) * | 2004-12-03 | 2013-03-07 | 스미또모 가가꾸 가부시키가이샤 | 살리실레이트 치환 공액 중합체 및 장치 |
| US9179518B2 (en) | 2004-12-24 | 2015-11-03 | Cambridge Display Technology Limited | Light emissive device |
| GB2436996B8 (en) | 2004-12-29 | 2013-12-11 | Cambridge Display Tech Ltd | Rigid amines |
| GB0428445D0 (en) | 2004-12-29 | 2005-02-02 | Cambridge Display Tech Ltd | Blue-shifted triarylamine polymer |
| GB0507684D0 (en) | 2005-04-15 | 2005-05-25 | Cambridge Display Tech Ltd | Pulsed driven displays |
| EP1892256B1 (en) | 2005-06-10 | 2014-03-19 | Sumitomo Chemical Company, Limited | Aromatic polymer |
| JP2007016226A (ja) * | 2005-06-10 | 2007-01-25 | Sumitomo Chemical Co Ltd | 芳香族重合体 |
| US8927115B2 (en) | 2006-09-14 | 2015-01-06 | Sumitomo Chemical Company, Limited | Organic electroluminescent device |
| GB2454890B (en) | 2007-11-21 | 2010-08-25 | Limited Cambridge Display Technology | Light-emitting device and materials therefor |
| JP5353186B2 (ja) | 2007-11-30 | 2013-11-27 | 住友化学株式会社 | アミン系高分子化合物及びそれを用いた発光素子 |
| KR101626994B1 (ko) * | 2008-03-07 | 2016-06-03 | 스미또모 가가꾸 가부시끼가이샤 | 적층 구조체 |
| GB0814161D0 (en) | 2008-08-01 | 2008-09-10 | Cambridge Display Tech Ltd | Blue-light emitting material |
| GB2477426B (en) * | 2010-01-28 | 2016-02-24 | Sumitomo Chemical Co | Fluorene polymers and light emitting device using the same |
| KR101769173B1 (ko) * | 2010-01-28 | 2017-08-17 | 스미또모 가가꾸 가부시키가이샤 | 고분자 화합물 및 그것을 이용하여 이루어지는 발광 소자 |
| GB2486202A (en) | 2010-12-06 | 2012-06-13 | Cambridge Display Tech Ltd | Adhesion layer for solution-processed transition metal oxides on inert metal contacts of organic thin film transistors. |
| GB2486203A (en) | 2010-12-06 | 2012-06-13 | Cambridge Display Tech Ltd | Transition metal oxide doped interface by deposition and drying of precursor |
| TWI525173B (zh) | 2010-12-21 | 2016-03-11 | 住友化學股份有限公司 | 高分子化合物及使用該化合物之發光元件 |
| KR101911971B1 (ko) * | 2011-01-31 | 2018-10-25 | 캠브리지 디스플레이 테크놀로지 리미티드 | 중합체 |
| GB2494096B (en) | 2011-01-31 | 2013-12-18 | Cambridge Display Tech Ltd | Polymer |
| GB201110770D0 (en) | 2011-06-24 | 2011-08-10 | Cambridge Display Tech Ltd | Process for controlling the acceptor strength of solution-processed transition metal oxides for OLED applications |
| GB201200619D0 (en) * | 2012-01-16 | 2012-02-29 | Cambridge Display Tech Ltd | Polymer |
| GB2505893A (en) | 2012-09-13 | 2014-03-19 | Cambridge Display Tech Ltd | Compounds for use in organic optoelectronic devices |
| GB201320881D0 (en) | 2013-11-26 | 2014-01-08 | Cambridge Display Tech Ltd | Organic light-emitting device and method |
| GB2597797A (en) * | 2020-08-07 | 2022-02-09 | Sumitomo Chemical Co | Light-emitting marker |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000046321A1 (en) * | 1999-02-04 | 2000-08-10 | The Dow Chemical Company | Fluorene copolymers and devices made therefrom |
| CN1263542A (zh) * | 1998-04-21 | 2000-08-16 | 陶氏化学公司 | 含芴聚合物及由其制成的场致发光器件 |
| WO2000055927A1 (en) * | 1999-03-12 | 2000-09-21 | Cambridge Display Technology Limited | Polymers, their preparation and uses |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2603288B1 (fr) * | 1986-09-03 | 1988-12-09 | France Etat | Polyfluorenes 9,9'-disubstitues, leur procede de preparation et leurs applications en electro-optique et electrochimie |
| WO1997005184A1 (en) * | 1995-07-28 | 1997-02-13 | The Dow Chemical Company | 2,7-aryl-9-substituted fluorenes and 9-substituted fluorene oligomers and polymers |
| JPH10104861A (ja) * | 1996-08-08 | 1998-04-24 | Canon Inc | 電子写真感光体、該電子写真感光体を有するプロセスカートリッジ及び電子写真装置 |
| US5777070A (en) * | 1997-10-23 | 1998-07-07 | The Dow Chemical Company | Process for preparing conjugated polymers |
| DE19846768A1 (de) * | 1998-10-10 | 2000-04-20 | Aventis Res & Tech Gmbh & Co | Konjugierte Polymere enthaltend 2,7-Fluorenyleinheiten mit verbesserten Eigenschaften |
| DE19846766A1 (de) * | 1998-10-10 | 2000-04-20 | Aventis Res & Tech Gmbh & Co | Konjugierte Polymere, enthaltend spezielle Fluorenbausteine mit verbesserten Eigenschaften |
| DE60035970T2 (de) * | 1999-03-05 | 2008-05-15 | Cambridge Display Technology Ltd. | Polymerherstellung |
| JP2001151868A (ja) * | 1999-11-24 | 2001-06-05 | Toyota Central Res & Dev Lab Inc | 機能性共重合高分子及びそれを使用した有機電界発光素子、光メモリ、正孔移動素子 |
| GB0111549D0 (en) * | 2001-05-11 | 2001-07-04 | Cambridge Display Tech Ltd | Polymers, their preparation and uses |
-
2001
- 2001-05-11 GB GBGB0111549.2A patent/GB0111549D0/en not_active Ceased
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2002
- 2002-05-10 CN CN2008100051347A patent/CN101215370B/zh not_active Expired - Fee Related
- 2002-05-10 WO PCT/GB2002/002167 patent/WO2002092723A1/en not_active Ceased
- 2002-05-10 EP EP05007146A patent/EP1586617A1/en not_active Withdrawn
- 2002-05-10 DE DE60200951T patent/DE60200951T2/de not_active Expired - Lifetime
- 2002-05-10 CN CNB028112660A patent/CN100417703C/zh not_active Expired - Lifetime
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- 2002-05-10 JP JP2002589592A patent/JP4050988B2/ja not_active Expired - Fee Related
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- 2002-05-10 TW TW091109837A patent/TWI304436B/zh not_active IP Right Cessation
- 2002-05-10 EP EP02722520A patent/EP1385919B1/en not_active Expired - Lifetime
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- 2002-05-10 AT AT02722520T patent/ATE273363T1/de not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1263542A (zh) * | 1998-04-21 | 2000-08-16 | 陶氏化学公司 | 含芴聚合物及由其制成的场致发光器件 |
| WO2000046321A1 (en) * | 1999-02-04 | 2000-08-10 | The Dow Chemical Company | Fluorene copolymers and devices made therefrom |
| WO2000055927A1 (en) * | 1999-03-12 | 2000-09-21 | Cambridge Display Technology Limited | Polymers, their preparation and uses |
Also Published As
| Publication number | Publication date |
|---|---|
| CN100417703C (zh) | 2008-09-10 |
| JP4959100B2 (ja) | 2012-06-20 |
| TWI279429B (en) | 2007-04-21 |
| WO2002092723A1 (en) | 2002-11-21 |
| JP2004527628A (ja) | 2004-09-09 |
| EP1586617A1 (en) | 2005-10-19 |
| EP1385919B1 (en) | 2004-08-11 |
| CN101215370A (zh) | 2008-07-09 |
| WO2002092724A1 (en) | 2002-11-21 |
| CN1513044A (zh) | 2004-07-14 |
| ATE292662T1 (de) | 2005-04-15 |
| DE60203610D1 (de) | 2005-05-12 |
| EP1385918A1 (en) | 2004-02-04 |
| ATE273363T1 (de) | 2004-08-15 |
| JP4050988B2 (ja) | 2008-02-20 |
| DE60203610T2 (de) | 2005-09-15 |
| TWI304436B (en) | 2008-12-21 |
| JP2004532325A (ja) | 2004-10-21 |
| DE60200951T2 (de) | 2005-01-27 |
| EP1385918B1 (en) | 2005-04-06 |
| EP1385919A1 (en) | 2004-02-04 |
| DE60200951D1 (de) | 2004-09-16 |
| GB0111549D0 (en) | 2001-07-04 |
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