KR101546985B1 - 피롤로피롤 유도체, 그의 제조 및 용도 - Google Patents
피롤로피롤 유도체, 그의 제조 및 용도 Download PDFInfo
- Publication number
- KR101546985B1 KR101546985B1 KR1020107010128A KR20107010128A KR101546985B1 KR 101546985 B1 KR101546985 B1 KR 101546985B1 KR 1020107010128 A KR1020107010128 A KR 1020107010128A KR 20107010128 A KR20107010128 A KR 20107010128A KR 101546985 B1 KR101546985 B1 KR 101546985B1
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- independently
- carbon atoms
- group
- aliphatic
- 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.)
- Expired - Fee Related
Links
- 0 Cc1c(*)c(*)c(C)[s]1 Chemical compound Cc1c(*)c(*)c(C)[s]1 0.000 description 8
- RFTCZCPSSCJTSH-UHFFFAOYSA-N CCCCCCCCCCCCC(CCCCCCCCCC)CN(C(c1ccc(-c([s]2)ccc2Br)[s]1)=C(C1=C(c2ccc(-c([s]3)ccc3Br)[s]2)N2CC(CCCCCCCCCC)CCCCCCCCCCCC)C2=O)C1=O Chemical compound CCCCCCCCCCCCC(CCCCCCCCCC)CN(C(c1ccc(-c([s]2)ccc2Br)[s]1)=C(C1=C(c2ccc(-c([s]3)ccc3Br)[s]2)N2CC(CCCCCCCCCC)CCCCCCCCCCCC)C2=O)C1=O RFTCZCPSSCJTSH-UHFFFAOYSA-N 0.000 description 1
- YXUFSTXPDTULOE-UHFFFAOYSA-N Cc([s]c(C)n1)c1S Chemical compound Cc([s]c(C)n1)c1S YXUFSTXPDTULOE-UHFFFAOYSA-N 0.000 description 1
- HGMZVWRYEANWTD-UHFFFAOYSA-N Cc1ccc(C)c2n[s]nc12 Chemical compound Cc1ccc(C)c2n[s]nc12 HGMZVWRYEANWTD-UHFFFAOYSA-N 0.000 description 1
- ANARYBGZNUMARH-UHFFFAOYSA-N N#Cc1ccc(-c2ccc[s]2)[s]1 Chemical compound N#Cc1ccc(-c2ccc[s]2)[s]1 ANARYBGZNUMARH-UHFFFAOYSA-N 0.000 description 1
- DNMMDKCXZYZPAL-UHFFFAOYSA-N O=C(C1=C(c2ccc(-c3ccc[s]3)[s]2)N2)NC(c3ccc(-c4ccc[s]4)[s]3)=C1C2=O Chemical compound O=C(C1=C(c2ccc(-c3ccc[s]3)[s]2)N2)NC(c3ccc(-c4ccc[s]4)[s]3)=C1C2=O DNMMDKCXZYZPAL-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B57/00—Other synthetic dyes of known constitution
- C09B57/004—Diketopyrrolopyrrole dyes
-
- 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
- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
- H10K85/621—Aromatic anhydride or imide compounds, e.g. perylene tetra-carboxylic dianhydride or perylene tetracarboxylic di-imide
-
- 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
- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
- H10K85/626—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene
-
- 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
- H10K85/655—Aromatic compounds comprising a hetero atom comprising only sulfur as heteroatom
-
- 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
-
- 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
- H10K85/791—Starburst compounds
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/549—Organic PV cells
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Plural Heterocyclic Compounds (AREA)
- Photovoltaic Devices (AREA)
- Thin Film Transistor (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP07118071 | 2007-10-09 | ||
| EP07118071.5 | 2007-10-09 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20100101078A KR20100101078A (ko) | 2010-09-16 |
| KR101546985B1 true KR101546985B1 (ko) | 2015-08-24 |
Family
ID=38969393
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020107010128A Expired - Fee Related KR101546985B1 (ko) | 2007-10-09 | 2008-09-22 | 피롤로피롤 유도체, 그의 제조 및 용도 |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US8404864B2 (enExample) |
| EP (1) | EP2209788B1 (enExample) |
| JP (1) | JP5431340B2 (enExample) |
| KR (1) | KR101546985B1 (enExample) |
| CN (1) | CN101889016B (enExample) |
| CA (1) | CA2700713A1 (enExample) |
| TW (1) | TWI454475B (enExample) |
| WO (1) | WO2009047104A2 (enExample) |
Families Citing this family (69)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BRPI0713952A2 (pt) | 2006-06-30 | 2012-12-04 | Ciba Holding Inc | polìmeros de dicetopirrolopirrol como semicondutores orgánicos |
| WO2009047104A2 (en) * | 2007-10-09 | 2009-04-16 | Basf Se | Pyrrolopyrrole derivatives, their manufacture and use |
| KR101703034B1 (ko) | 2008-07-18 | 2017-02-06 | 유디씨 아일랜드 리미티드 | 전자 용품을 위한 아자피렌 |
| WO2010049323A1 (en) * | 2008-10-31 | 2010-05-06 | Basf Se | Diketopyrrolopyrrole polymers for use in organic semiconductor devices |
| US10224484B2 (en) | 2008-10-31 | 2019-03-05 | Basf Se | Diketopyrrolopyrrole polymers for use in organic field effect transistors |
| CN107099023B (zh) | 2008-10-31 | 2019-10-22 | 巴斯夫欧洲公司 | 用于有机场效应晶体管的二酮吡咯并吡咯聚合物 |
| WO2010108873A1 (en) | 2009-03-23 | 2010-09-30 | Basf Se | Diketopyrrolopyrrole polymers for use in organic semiconductor devices |
| US20100326525A1 (en) | 2009-03-26 | 2010-12-30 | Thuc-Quyen Nguyen | Molecular semiconductors containing diketopyrrolopyrrole and dithioketopyrrolopyrrole chromophores for small molecule or vapor processed solar cells |
| US9067942B2 (en) | 2009-04-08 | 2015-06-30 | Basf Se | Pyrrolopyrrole derivatives, their manufacture and use as semiconductors |
| EP2432817B1 (en) * | 2009-05-21 | 2015-02-11 | Raynergy Tek Inc. | Conjugated polymers and their use in optoelectronic devices |
| DE112010002086B4 (de) * | 2009-05-27 | 2020-07-09 | Basf Se | Verfahren zum Polymerisieren von (hetero)aromatischen Verbindungen |
| US9233930B2 (en) | 2009-05-27 | 2016-01-12 | Basf Se | Polycyclic dithiophenes |
| BRPI1011853A2 (pt) * | 2009-05-27 | 2019-09-24 | Basf Se | polímero, material, camada ou componente semicondutores orgânicos, dispositivo semicondutor, processos para a preparação de um dispositivo semicondutor orgânico, e de um polímero, e, uso do polímero e/ou do material, camada ou componente semicondutores orgãnicos. |
| JP5685778B2 (ja) * | 2009-09-04 | 2015-03-18 | ソルベイ ユーエスエイ インコーポレイテッド | 光電池およびジケトンベースのポリマーを含む、有機電子素子およびポリマー |
| WO2011119446A1 (en) * | 2010-03-20 | 2011-09-29 | Polyera Corporation | Pyrrolo[3,2-b]pyrrole semiconducting compounds and devices incorporating same |
| WO2011144566A2 (en) | 2010-05-19 | 2011-11-24 | Basf Se | Diketopyrrolopyrrole polymers for use in organic semiconductor devices |
| CN102260371B (zh) * | 2010-05-27 | 2013-04-24 | 海洋王照明科技股份有限公司 | 一种有机共聚物、其制备方法和应用 |
| CN102276803B (zh) * | 2010-06-13 | 2013-04-17 | 海洋王照明科技股份有限公司 | 含蒽和吡咯并吡咯二酮单元的聚合物材料及其制备方法和应用 |
| US20110315967A1 (en) * | 2010-06-24 | 2011-12-29 | Basf Se | Organic field effect transistor with improved current on/off ratio and controllable threshold shift |
| WO2012017005A2 (en) | 2010-08-05 | 2012-02-09 | Basf Se | Polymers based on benzodiones |
| WO2012041849A1 (en) | 2010-09-29 | 2012-04-05 | Basf Se | Semiconductors based on diketopyrrolopyrroles |
| US8946376B2 (en) | 2010-09-29 | 2015-02-03 | Basf Se | Semiconductors based on diketopyrrolopyrroles |
| DE102011009415A1 (de) * | 2011-01-25 | 2012-07-26 | Heraeus Precious Metals Gmbh & Co. Kg | Sternförmige Verbindungen für organische Solarzellen |
| CN102936245B (zh) * | 2011-08-15 | 2016-08-24 | 南开大学 | 光电材料制备 |
| CN102675278B (zh) * | 2011-03-08 | 2017-04-05 | 南开大学 | 光电材料制备 |
| US9184315B2 (en) | 2011-03-08 | 2015-11-10 | Nankai University | Photoelectric materials and preparation thereof |
| US9074050B2 (en) | 2011-05-30 | 2015-07-07 | Basf Se | Process for the production of polymers by using coupling reactions |
| CN103619855B (zh) | 2011-06-22 | 2017-08-08 | 巴斯夫欧洲公司 | 用于有机半导体器件的二酮基吡咯并吡咯低聚物 |
| US9209412B2 (en) | 2011-09-02 | 2015-12-08 | Basf Se | Diketopyrrolopyrrole oligomers and compositions, comprising diketopyrrolopyrrole oligomers |
| EP2764034B1 (en) | 2011-10-04 | 2023-08-30 | CLAP Co., Ltd. | Polymers based on benzodiones |
| WO2013083506A1 (en) | 2011-12-07 | 2013-06-13 | Basf Se | Diketopyrrolopyrrole polymers for use in organic semiconductor devices |
| CN103975453B (zh) * | 2011-12-07 | 2018-01-30 | 巴斯夫欧洲公司 | 有机场效应晶体管 |
| PL397479A1 (pl) * | 2011-12-21 | 2013-06-24 | Instytut Chemii Organicznej Polskiej Akademii Nauk | Nowe, fluorescencyjne barwniki heterocykliczne i sposób ich otrzymywania |
| CN104185648A (zh) | 2012-04-02 | 2014-12-03 | 巴斯夫欧洲公司 | 用于电子应用的菲并[9,10-b]呋喃聚合物及小分子 |
| JP6395702B2 (ja) | 2012-04-04 | 2018-09-26 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | ジケトピロロピロールポリマーおよび小分子 |
| CN102675349B (zh) * | 2012-05-03 | 2014-09-03 | 中国科学院化学研究所 | 并吡咯二酮-酞菁共轭衍生物及其制备方法与应用 |
| EP2680336A1 (en) * | 2012-06-25 | 2014-01-01 | Tata Steel Nederland Technology B.V. | Photoactive material having an imide based conjugated backbone |
| CN104470932A (zh) | 2012-07-23 | 2015-03-25 | 巴斯夫欧洲公司 | 用于电子应用的二噻吩并苯并呋喃聚合物和小分子 |
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| JP5907289B1 (ja) * | 2015-02-06 | 2016-04-26 | 東洋インキScホールディングス株式会社 | 有機エレクトロルミネッセンス素子用材料およびその用途 |
| JP6285075B2 (ja) * | 2015-03-16 | 2018-02-28 | 富士フイルム株式会社 | 有機半導体素子及びその製造方法、化合物、有機半導体組成物、並びに、有機半導体膜及びその製造方法 |
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| KR102570660B1 (ko) | 2015-10-21 | 2023-08-25 | 주식회사 클랩 | 디피롤로[1,2-b:1',2'-g][2,6]나프티리딘-5,11-디온 기재 중합체 및 화합물 |
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| WO2018070670A1 (ko) * | 2016-10-11 | 2018-04-19 | 이화여자대학교 산학협력단 | 유기 반도체 화합물 및 이를 이용한 전자 소자 |
| CN106674229A (zh) * | 2016-12-21 | 2017-05-17 | 常州大学 | 联二噻吩吡咯并吡咯二酮基共轭小分子及其制备方法 |
| CN109096342B (zh) * | 2018-09-27 | 2020-05-26 | 中国科学院化学研究所 | 一种吡咯并吡咯二酮类环状共轭化合物及其制备方法与应用 |
| CN110590784B (zh) * | 2019-09-17 | 2022-01-07 | 华东理工大学 | 一种基于吡咯并吡咯二酮的衍生物及制备方法与应用 |
| CN115304610A (zh) * | 2022-09-19 | 2022-11-08 | 济南大学 | 一种吡咯并吡咯二酮基红光转光剂材料 |
| CN115326267B (zh) * | 2022-10-17 | 2023-01-24 | 山东省地质矿产勘查开发局第五地质大队(山东省第五地质矿产勘查院) | 测井电缆张力测量报警仪及其使用方法 |
| CN119841833A (zh) * | 2025-01-13 | 2025-04-18 | 贵州民族大学 | 一种具有高光热转换效率的吡咯并吡咯有机小分子光热材料及其制备方法和应用 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004090046A1 (en) | 2003-04-10 | 2004-10-21 | Ciba Specialty Chemicals Holding Inc. | Fluorescent diketopyrrolopyrroles |
| JP2006117591A (ja) * | 2004-10-22 | 2006-05-11 | Toyo Ink Mfg Co Ltd | 蛍光性ジケトピロロピロール化合物 |
| JP2006117672A (ja) | 2004-10-19 | 2006-05-11 | Samsung Electronics Co Ltd | (オリゴチオフェン−アリーレン)誘導体およびこれを用いた有機薄膜トランジスタ |
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| EP0648770B1 (de) * | 1993-10-13 | 2000-05-17 | Ciba SC Holding AG | Pyrrolo[3,4-c]pyrrole |
| EP0673940B1 (de) * | 1994-03-25 | 2002-05-02 | Ciba SC Holding AG | Cyaniminogruppen enthaltende Pyrrolo(3,4-c)pyrrole |
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| TWI290164B (en) | 1999-08-26 | 2007-11-21 | Ciba Sc Holding Ag | DPP-containing conjugated polymers and electroluminescent devices |
| TWI261064B (en) * | 1999-09-27 | 2006-09-01 | Ciba Sc Holding Ag | Fluorescent diketopyrrolopyrroles |
| WO2005049695A1 (en) | 2003-10-28 | 2005-06-02 | Ciba Specialty Chemicals Holding Inc. | Novel diketopyrrolopyrrole polymers |
| ATE420147T1 (de) * | 2004-12-09 | 2009-01-15 | Ciba Holding Inc | Fluoreszierende diketopyrrolopyrrole |
| JP2007266285A (ja) * | 2006-03-28 | 2007-10-11 | Nippon Kayaku Co Ltd | 電界効果トランジスタ |
| US7932344B2 (en) | 2007-09-06 | 2011-04-26 | Xerox Corporation | Diketopyrrolopyrrole-based polymers |
| US7910684B2 (en) | 2007-09-06 | 2011-03-22 | Xerox Corporation | Diketopyrrolopyrrole-based derivatives for thin film transistors |
| WO2009047104A2 (en) * | 2007-10-09 | 2009-04-16 | Basf Se | Pyrrolopyrrole derivatives, their manufacture and use |
| BRPI1011853A2 (pt) * | 2009-05-27 | 2019-09-24 | Basf Se | polímero, material, camada ou componente semicondutores orgânicos, dispositivo semicondutor, processos para a preparação de um dispositivo semicondutor orgânico, e de um polímero, e, uso do polímero e/ou do material, camada ou componente semicondutores orgãnicos. |
-
2008
- 2008-09-22 WO PCT/EP2008/062586 patent/WO2009047104A2/en not_active Ceased
- 2008-09-22 JP JP2010528345A patent/JP5431340B2/ja not_active Expired - Fee Related
- 2008-09-22 EP EP20080804514 patent/EP2209788B1/en not_active Not-in-force
- 2008-09-22 CA CA 2700713 patent/CA2700713A1/en not_active Abandoned
- 2008-09-22 KR KR1020107010128A patent/KR101546985B1/ko not_active Expired - Fee Related
- 2008-09-22 US US12/680,904 patent/US8404864B2/en not_active Expired - Fee Related
- 2008-09-22 CN CN200880119762.6A patent/CN101889016B/zh not_active Expired - Fee Related
- 2008-10-08 TW TW97138685A patent/TWI454475B/zh not_active IP Right Cessation
-
2013
- 2013-02-26 US US13/776,884 patent/US9018397B2/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004090046A1 (en) | 2003-04-10 | 2004-10-21 | Ciba Specialty Chemicals Holding Inc. | Fluorescent diketopyrrolopyrroles |
| JP2006524281A (ja) | 2003-04-10 | 2006-10-26 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | 蛍光ジケトピロロピロール |
| JP2006117672A (ja) | 2004-10-19 | 2006-05-11 | Samsung Electronics Co Ltd | (オリゴチオフェン−アリーレン)誘導体およびこれを用いた有機薄膜トランジスタ |
| JP2006117591A (ja) * | 2004-10-22 | 2006-05-11 | Toyo Ink Mfg Co Ltd | 蛍光性ジケトピロロピロール化合物 |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2011501743A (ja) | 2011-01-13 |
| CA2700713A1 (en) | 2009-04-16 |
| TW200927750A (en) | 2009-07-01 |
| CN101889016B (zh) | 2014-02-12 |
| US9018397B2 (en) | 2015-04-28 |
| US20130172575A1 (en) | 2013-07-04 |
| WO2009047104A2 (en) | 2009-04-16 |
| US8404864B2 (en) | 2013-03-26 |
| US20110004004A1 (en) | 2011-01-06 |
| CN101889016A (zh) | 2010-11-17 |
| EP2209788A2 (en) | 2010-07-28 |
| JP5431340B2 (ja) | 2014-03-05 |
| WO2009047104A3 (en) | 2009-06-18 |
| EP2209788B1 (en) | 2013-09-04 |
| TWI454475B (zh) | 2014-10-01 |
| KR20100101078A (ko) | 2010-09-16 |
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