JP5431340B2 - ピロロピロール誘導体、その製造及び使用 - Google Patents

ピロロピロール誘導体、その製造及び使用 Download PDF

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Publication number
JP5431340B2
JP5431340B2 JP2010528345A JP2010528345A JP5431340B2 JP 5431340 B2 JP5431340 B2 JP 5431340B2 JP 2010528345 A JP2010528345 A JP 2010528345A JP 2010528345 A JP2010528345 A JP 2010528345A JP 5431340 B2 JP5431340 B2 JP 5431340B2
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formula
group
carbon atoms
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compound
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JP2011501743A5 (OSRAM
JP2011501743A (ja
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ハオ チミン
シュミットハルター ビート
バトリー ジャン−リュック
フォンタナ マルゲリータ
ジェ エル トゥルビエ マチュー
ビーネヴァルト フランク
デュッゲリ マティアス
フレデリック エビシャー オリヴィエ
アヨ パスカル
フォンロドナ トゥロン マルタ
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BASF SE
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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
    • 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
    • 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
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Photovoltaic Devices (AREA)
  • Thin Film Transistor (AREA)
JP2010528345A 2007-10-09 2008-09-22 ピロロピロール誘導体、その製造及び使用 Expired - Fee Related JP5431340B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP07118071.5 2007-10-09
EP07118071 2007-10-09
PCT/EP2008/062586 WO2009047104A2 (en) 2007-10-09 2008-09-22 Pyrrolopyrrole derivatives, their manufacture and use

Publications (3)

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JP2011501743A JP2011501743A (ja) 2011-01-13
JP2011501743A5 JP2011501743A5 (OSRAM) 2011-11-10
JP5431340B2 true JP5431340B2 (ja) 2014-03-05

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Country Link
US (2) US8404864B2 (OSRAM)
EP (1) EP2209788B1 (OSRAM)
JP (1) JP5431340B2 (OSRAM)
KR (1) KR101546985B1 (OSRAM)
CN (1) CN101889016B (OSRAM)
CA (1) CA2700713A1 (OSRAM)
TW (1) TWI454475B (OSRAM)
WO (1) WO2009047104A2 (OSRAM)

Families Citing this family (69)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101422054B1 (ko) 2006-06-30 2014-07-23 시바 홀딩 인크 유기 반도체로서의 디케토피롤로피롤 중합체
US8404864B2 (en) * 2007-10-09 2013-03-26 Basf Se Pyrrolopyrrole derivatives, their manufacture and use
JP5535208B2 (ja) 2008-07-18 2014-07-02 ビーエーエスエフ ソシエタス・ヨーロピア 電子用途のためのアザピレン
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
WO2010049321A1 (en) 2008-10-31 2010-05-06 Basf Se Diketopyrrolopyrrole polymers for use in organic field effect transistors
JP5635070B2 (ja) * 2009-03-23 2014-12-03 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ 有機半導体デバイスでの使用のためのジケトピロロピロールポリマー
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
WO2010115767A1 (en) 2009-04-08 2010-10-14 Basf Se Pyrrolopyrrole derivatives, their manufacture and use as semiconductors
KR101763954B1 (ko) * 2009-05-21 2017-08-01 라이너지 테크 인코포레이션 공액 중합체 및 광전자 장치에서 이의 용도
JP5886190B2 (ja) 2009-05-27 2016-03-16 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ 多環式ジチオフェン
CN102449030B (zh) * 2009-05-27 2014-06-25 巴斯夫欧洲公司 用于有机半导体器件中的二酮基吡咯并吡咯聚合物
DE112010002086B4 (de) * 2009-05-27 2020-07-09 Basf Se Verfahren zum Polymerisieren von (hetero)aromatischen Verbindungen
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
EP2550688B1 (en) * 2010-03-20 2016-10-26 Raynergy Tek Inc. Pyrrolo[3,2-b]pyrrole semiconducting compounds and devices incorporating same
CN102892807A (zh) 2010-05-19 2013-01-23 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聚合物
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
US8946376B2 (en) 2010-09-29 2015-02-03 Basf Se Semiconductors based on diketopyrrolopyrroles
KR101880777B1 (ko) * 2010-09-29 2018-08-17 바스프 에스이 디케토피롤로피롤을 기재로 하는 반도체
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
WO2012119551A1 (zh) * 2011-03-08 2012-09-13 南开大学 一种光电材料及其制备方法和用途
CN102675278B (zh) * 2011-03-08 2017-04-05 南开大学 光电材料制备
TWI566828B (zh) 2011-05-30 2017-01-21 巴地斯顏料化工廠 藉由使用偶合反應製備聚合物之方法
US9362508B2 (en) 2011-06-22 2016-06-07 Basf Se Diketopyrrolopyrrole oligomers for use in organic semiconductor devices
US9209412B2 (en) 2011-09-02 2015-12-08 Basf Se Diketopyrrolopyrrole oligomers and compositions, comprising diketopyrrolopyrrole oligomers
US9240551B2 (en) 2011-10-04 2016-01-19 Basf Se Polymers based on benzodiones
CN103975453B (zh) * 2011-12-07 2018-01-30 巴斯夫欧洲公司 有机场效应晶体管
CN103975454B (zh) 2011-12-07 2018-02-09 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聚合物
PL397479A1 (pl) * 2011-12-21 2013-06-24 Instytut Chemii Organicznej Polskiej Akademii Nauk Nowe, fluorescencyjne barwniki heterocykliczne i sposób ich otrzymywania
JP6419065B2 (ja) 2012-04-02 2018-11-07 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ 電子工学用途のためのフェナントロ［９，１０−ｂ］フランポリマーおよび小分子化合物
EP2834286B1 (en) 2012-04-04 2019-01-23 Basf Se Diketopyrrolopyrrole polymers and small molecules
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
EP2875028A1 (en) 2012-07-23 2015-05-27 Basf Se Dithienobenzofuran polymers and small molecules for electronic application
CN104521019B (zh) * 2012-08-09 2018-12-07 默克专利股份有限公司 有机半导体配制剂
WO2014072292A2 (en) 2012-11-07 2014-05-15 Basf Se Polymers based on naphthodiones
EP2928940B1 (en) 2012-12-04 2021-03-03 CLAP Co., Ltd. Functionalized benzodithiophene polymers for electronic application
KR101390666B1 (ko) * 2012-12-24 2014-04-30 고려대학교 산학협력단 디케토피롤로피롤계와 텔루로펜을 함유하는 고분자 유도체, 이를 포함하는 유기 반도체 박막 및 유기박막 트랜지스터
US9166168B2 (en) * 2012-12-24 2015-10-20 Samsung Electronics Co., Ltd. Organic semiconductor polymer, organic thin film transistor, and electronic device
US9595680B2 (en) 2013-03-06 2017-03-14 Basf Se Heterocyclic fluorescent dyes and method of production thereof
JP6236813B2 (ja) 2013-03-14 2017-11-29 株式会社リコー 溶液、有機半導体材料、有機半導体膜、電子デバイス及び電子機器
CN104177366A (zh) * 2013-05-27 2014-12-03 海洋王照明科技股份有限公司 含吡咯并吡咯烷酮单元的有机半导体材料及其制备方法和太阳能电池器件
CN104177365A (zh) * 2013-05-27 2014-12-03 海洋王照明科技股份有限公司 含吡咯并吡咯烷酮单元的有机半导体材料及其制备方法和太阳能电池器件
CN104177364A (zh) * 2013-05-27 2014-12-03 海洋王照明科技股份有限公司 含吡咯并吡咯烷酮单元的有机半导体材料及其制备方法和太阳能电池器件
KR101676526B1 (ko) * 2013-06-05 2016-11-16 주식회사 엘지화학 신규한 화합물, 이를 포함하는 광전 변환 소자
JP6538663B2 (ja) * 2013-06-24 2019-07-03 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ 縮合ジケトピロロピロールに基づくポリマー
EP2818493A1 (en) 2013-06-25 2014-12-31 Basf Se Near infrared absorbing polymers for electronic applications
JP6187007B2 (ja) 2013-08-07 2017-08-30 株式会社リコー 置換基脱離性ジケトピロロピロール誘導体、有機半導体材料、及び有機半導体材料膜
CN105683193B (zh) * 2013-10-28 2018-09-18 株式会社Lg化学 单分子和包含其的太阳能电池
CN104774200B (zh) * 2014-01-09 2018-01-23 南开大学 有机光电材料制备
KR20160127106A (ko) 2014-02-28 2016-11-02 코닝 인코포레이티드 디케토피롤로피롤 반도체 물질들, 및 이들의 제조방법 및 이의 용도
JP5907233B1 (ja) * 2014-10-23 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
KR101661914B1 (ko) * 2014-11-21 2016-10-05 한국과학기술연구원 전도성 유기 반도체 화합물, 이의 제조방법 및 이를 포함하는 유기 박막 트랜지스터
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
TWI688586B (zh) * 2015-03-16 2020-03-21 日商富士軟片股份有限公司 有機半導體元件及其製造方法、化合物、有機半導體組合物和有機半導體膜及其製造方法
JP6463475B2 (ja) 2015-07-07 2019-02-06 富士フイルム株式会社 有機半導体素子、化合物、有機半導体組成物、および、有機半導体膜の製造方法
EP3365342B1 (en) 2015-10-21 2023-08-16 CLAP Co., Ltd. Polymers and compounds based on dipyrrolo[1,2-b:1',2'-g][2,6]naphthyridine-5,11-dione
US11384197B2 (en) 2016-05-25 2022-07-12 Clap Co., Ltd. Semiconductors
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

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0530145A1 (de) * 1991-08-26 1993-03-03 Ciba-Geigy Ag Beschichtetes Material und dessen Verwendung
DE59409351D1 (de) * 1993-10-13 2000-06-21 Ciba Sc Holding Ag Pyrrolo[3,4-c]pyrrole
DE59510186D1 (de) * 1994-03-25 2002-06-06 Ciba Sc Holding Ag Cyaniminogruppen enthaltende Pyrrolo(3,4-c)pyrrole
US6751459B1 (en) * 1999-04-20 2004-06-15 Nortel Networks Limited Nomadic computing with personal mobility domain name system
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
KR101130094B1 (ko) * 2003-04-10 2012-03-28 시바 홀딩 인크 형광성 디케토피롤로피롤
JP4908222B2 (ja) * 2003-10-28 2012-04-04 チバ ホールディング インコーポレーテッド 新規ジケトピロロピロールポリマー
KR101224708B1 (ko) 2004-10-19 2013-01-21 삼성전자주식회사 (올리고티오펜-아릴렌) 유도체 및 이를 이용한유기박막트랜지스터
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
DE602005012312D1 (de) * 2004-12-09 2009-02-26 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
US8404864B2 (en) * 2007-10-09 2013-03-26 Basf Se Pyrrolopyrrole derivatives, their manufacture and use
CN102449030B (zh) * 2009-05-27 2014-06-25 巴斯夫欧洲公司 用于有机半导体器件中的二酮基吡咯并吡咯聚合物

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EP2209788B1 (en) 2013-09-04
WO2009047104A2 (en) 2009-04-16
JP2011501743A (ja) 2011-01-13
US20130172575A1 (en) 2013-07-04
TWI454475B (zh) 2014-10-01
KR20100101078A (ko) 2010-09-16
US9018397B2 (en) 2015-04-28
CN101889016A (zh) 2010-11-17
CN101889016B (zh) 2014-02-12
CA2700713A1 (en) 2009-04-16
EP2209788A2 (en) 2010-07-28
TW200927750A (en) 2009-07-01
US20110004004A1 (en) 2011-01-06
US8404864B2 (en) 2013-03-26

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