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Construction and Search for the Function of Novel Phosphole-Based π-Conjugated Molecules

Research Project

Project/Area Number 22350016
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionKyoto University

Principal Investigator

MATANO Yoshihiro  京都大学, 大学院・工学研究科, 准教授 (40231592)

Project Period (FY) 2010 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥20,020,000 (Direct Cost: ¥15,400,000、Indirect Cost: ¥4,620,000)
Fiscal Year 2012: ¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2011: ¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2010: ¥11,440,000 (Direct Cost: ¥8,800,000、Indirect Cost: ¥2,640,000)
Keywordsホスホール / チタナサイクル / クロスカップリング / 多量体 / キャリヤ移動度 / 有機太陽電池 / 光活性層 / 光電変換特性 / 有機薄膜太陽電池 / バッファ層 / キャリア移動度 / Time-Of-Flight法 / 酸化還元 / 電荷移動特性 / 縮環 / X線結晶構造解析 / 電子受容能 / 電子輸送能
Research Abstract

New efficient methodsfor the synthesis of phosphole-containing π-conjugated molecules were established, and their structure-property relationships were unveiled by various spectroscopy and X-ray crystallography. In addition, some derivatives with high electron-transporting and/or visible-light absorbing abilities were utilized for organic photovoltaics. All the results represent high potential of the newly constructed phosphole derivatives as functional organic materials.

Report

(4 results)
  • 2012 Annual Research Report   Final Research Report ( PDF )
  • 2011 Annual Research Report
  • 2010 Annual Research Report
  • Research Products

    (28 results)

All 2013 2012 2011 2010 Other

All Journal Article (12 results) (of which Peer Reviewed: 12 results) Presentation (12 results) (of which Invited: 2 results) Book (1 results) Remarks (1 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Synthesis and Charge-Carrier Transport Properties of Poly(phosphole P-alkanesulfonylimide)s2013

    • Author(s)
      Yoshihiro Matano, Hiroshi Ohkubo, Yoshihito Honsho, Arihiro Saito, Shu Seki, Hiroshi Imahori
    • Journal Title

      Org. Lett

      Volume: 15 Issue: 4 Pages: 932-935

    • DOI

      10.1021/ol4000982

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Charge-Carrier Transport Properties of Poly(phosphole P-alkanesulfonylimide)s2013

    • Author(s)
      Yoshihiro Matano
    • Journal Title

      Org. Lett.

      Volume: 15 Issue: 4 Pages: 932-935

    • DOI

      10.1021/ol303549c

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Structure-Property Relationships of 2,2`-Bis(benzo[b]-phosphole) and 2,2`-Benzo[b]phosphole-Benzo[b]heterole Hybrid π-Systems2012

    • Author(s)
      Yu k iko Hay ashi, Yo shih iro Matano, Kayo Suda, Yoshifumi Kimura,Yo shih ide Nakao , Hiroshi Imahori
    • Journal Title

      Chem. Eur. J

      Volume: 18 Issue: 50 Pages: 15972-15983

    • DOI

      10.1002/chem.201203047

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] alpha,alpha'-Diarylacenaphtho[1,2-c]phosphole P-Oxides: Divergent Synthesis and Application to Cathode Buffer Layers in Organic Photovoltaics2012

    • Author(s)
      Yoshihiro Matano
    • Journal Title

      Chem. Asian J.

      Volume: 7 Issue: 10 Pages: 2305-2312

    • DOI

      10.1002/asia.201290039

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Effects of Carbon-Metal-Carbon Linkages on the Optical, Photophysical, and Electrochemical Properties of Phosphametallacycle-Linked Coplanar Porphyrin Dimers2012

    • Author(s)
      俣野善博、松本和明、林宏暢、中尾嘉秀、Tatu Kumpulainen、Vladimir Chukharev、Nikolai V.Tkachenko、Helge Lemmetyinen、清水宗治、小林長夫、酒巻大輔、伊藤彰浩、田中一義、今堀博
    • Journal Title

      Journal of the American Chemical Society

      Volume: 134 Issue: 3 Pages: 1825-1839

    • DOI

      10.1021/ja210205v

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 1,4-Diaryl-7,10-dimethoxyquinoxalino[2,3-b]quinoxalines and Their Dihydro Derivatives : Redox Switching of NIR Absorption and Fluorescence2011

    • Author(s)
      Youhei Miura, et al
    • Journal Title

      Chemistry Letters

      Volume: 40 Issue: 9 Pages: 975-977

    • DOI

      10.1246/cl.2011.975

    • NAID

      10029522204

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Fusion of Phosphole and 1,1'-Biacenaphthene : Phosphorus(V)-Containing Extended p-Systems with High Electron Affinity and Electron Mobility2011

    • Author(s)
      Y.Matano, A.Saito, T.Fukushima, Y.Tokudome, F.Suzuki, D.Sakamaki, H.Kaji, A.Ito, K.Tanaka, H.Imahori
    • Journal Title

      Angew.Chem.Int.Ed.

      Volume: 50 Issue: 35 Pages: 8016-8020

    • DOI

      10.1002/anie.201102782

    • Related Report
      2012 Final Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Divergent Synthesis of 2,5-Diarylphospholes Based on Cross-Coupling Reactions : Substituent Effects on the Optical and Redox Properties of Benzene-Phosphole-Benzene π-Systems2011

    • Author(s)
      Yoshihiro Matano
    • Journal Title

      Chem.Lett.

      Volume: 40 Pages: 919-921

    • NAID

      10029521509

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Divergent Synthesis of 2, 5-Diarylphospholes Based on Cross-Coupling Reactions : Substituent Effects on the Optical and Redox Properties of Benzene-Phosphole-Benzene π-Systems-2011

    • Author(s)
      Yoshihiro Matano
    • Journal Title

      Chemistry Letters

      Volume: (印刷中)

    • NAID

      10029521509

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Effects of Heterole Spacers on the Structural, Optical, and Electrochemical Properties of 2,5-Bis(1,5-diphenylphosphol-2-yl)heteroles2011

    • Author(s)
      Yoshihiro Matano
    • Journal Title

      Heteroatom Chemistry

      Volume: (印刷中)

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of α,α'-Linked Oligophospholes and Polyphospholes by Using Pd-CuI-Promoted Stille-Type Coupling2010

    • Author(s)
      Arihiro Saito, Yo shih iro Matano, Hiroshi Imahori
    • Journal Title

      Org. Lett.

      Volume: 12 Issue: 11 Pages: 2675-2677

    • DOI

      10.1021/ol100926q

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis, Structures, Optical and Electrochemical Properties, and Complexation of 2, 5-Bis(pyrrol-2-yl)phospholes2010

    • Author(s)
      Yoshihiro Matano
    • Journal Title

      C.R.Chimie

      Volume: 13 Pages: 1035-1047

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] Phosphole-Containing Macrocycles, Fused π-Systems, and Polymers2012

    • Author(s)
      Yoshihiro Matano
    • Organizer
      9th European Workshop of Phosphorus Chemistry
    • Place of Presentation
      Rennes (France)(招待講演)
    • Year and Date
      2012-03-22
    • Related Report
      2011 Annual Research Report
  • [Presentation] Polymerization of Phospholes by Using Stille Coupling: Optical, Electrochemical, and Semiconducting Properties of α,α'-Linked Polyphospholes2012

    • Author(s)
      Yoshihiro Matano, Hiroshi Ohkubo, Arihiro Saito, Hiroshi Imahori
    • Organizer
      19th International Conference on Phosphorus Chemistry
    • Place of Presentation
      Rotterdam(Netherland)
    • Related Report
      2012 Final Research Report
  • [Presentation] Phosphole-Containing Macrocycles, Fused π-Systems, and Polymers2012

    • Author(s)
      Yoshihiro Matano
    • Organizer
      European Workshop of Phosphorus Chemistry2012
    • Place of Presentation
      Rennes(France)
    • Related Report
      2012 Final Research Report
  • [Presentation] Synthesis and Properties of Phosphole-Containing π-Conjugated Oligomers and Polymers2012

    • Author(s)
      Yoshihiro Matano
    • Organizer
      10th International Conference on Heteroatom Chemistry
    • Place of Presentation
      Kyoto (Japan)
    • Related Report
      2012 Annual Research Report
  • [Presentation] Synthesis and Peripheral Functionalizations of β-Unsubstituted 5,15-Diazaporphyrin-Metal Complexes2012

    • Author(s)
      Yoshihiro Matano
    • Organizer
      Satellite Symposium of 7th International Conference on Porphyrins and Phthalocyaninces
    • Place of Presentation
      Kyoto (Japan)
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Metal Complexes of meso-Phosphanylporphyrins: Fundamental Properties and Reactivities2012

    • Author(s)
      Yoshihiro Matano
    • Organizer
      7th International Conference on Porphyrins and Phthalocyaninces
    • Place of Presentation
      Jeju (Korea)
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Polymerization of Phospholes by Using Stille Coupling: Optical, Electrochemical, and Semiconducting Properties of α,α’-Linked Polyphospholes2012

    • Author(s)
      Yoshihiro Matano
    • Organizer
      19th International Conference on Phosphorus Chemistry
    • Place of Presentation
      Rotterdam (Netherland)
    • Related Report
      2012 Annual Research Report
  • [Presentation] Synthesis and Optoelectrochemical Properties of Conjugated Oligophospholes and Polyphospholes2011

    • Author(s)
      Yoshihiro Matano
    • Organizer
      International Conference on Heterocyclic Chemistry 2011
    • Place of Presentation
      Glasgow (United Kingdom)
    • Year and Date
      2011-08-02
    • Related Report
      2011 Annual Research Report
  • [Presentation] 高い電子受容性と電子輸送特性を持つ縮環ホスホール誘導体の構造と物性2011

    • Author(s)
      俣野善博, 齋藤有弘, 今堀博
    • Organizer
      基礎有機化学討論会
    • Place of Presentation
      つくば市
    • Related Report
      2012 Final Research Report
  • [Presentation] Synthesis and Coordination Chemistry of PhospholeContaining Hybrid Ligands2010

    • Author(s)
      Yoshihiro Matano
    • Organizer
      Zhengzhou Chemistry Workshop 2010
    • Place of Presentation
      Zhengzhou(China)
    • Year and Date
      2010-09-27
    • Related Report
      2012 Final Research Report
  • [Presentation] Synthesis and Optoelectrochemical Properties of Conjugated Oligophospholes and Polyphospholes2010

    • Author(s)
      Yoshihiro Matano, Arihiro Saito, Hiroshi Imahori
    • Organizer
      International Conference on Heterocyclic Chemistry 2011
    • Place of Presentation
      Glasgow(United Kingdom).
    • Related Report
      2012 Final Research Report
  • [Presentation] Synthesis and Aromaticity of Metal Complexes of Phosphorus-Containing Core-Modified Porphyrins2010

    • Author(s)
      Yoshihiro Matano
    • Organizer
      6th International Conference on Porphyrins and Phthalocyanines
    • Place of Presentation
      アメリカ合衆国 New Mexico
    • Related Report
      2010 Annual Research Report
  • [Book] 有機金属化学の最前線(現代化学増刊44)2011

    • Author(s)
      俣野善博
    • Publisher
      東京化学同人
    • Related Report
      2012 Final Research Report
  • [Remarks]

    • URL

      http://www.moleng.kyoto-u.ac.jp/~moleng_05/index.html

    • Related Report
      2012 Final Research Report
  • [Patent(Industrial Property Rights)] 光電変換材料、光電変換素子、及び太陽電池モジュール2012

    • Inventor(s)
      俣野善博
    • Industrial Property Rights Holder
      野善博、今堀博、大坪才華、秋山誠治
    • Acquisition Date
      2012-07-05
    • Related Report
      2012 Final Research Report
  • [Patent(Industrial Property Rights)] 光電変換材料、光電変換素子、及び太陽電池モジュール2012

    • Inventor(s)
      俣野善博
    • Industrial Property Rights Holder
      俣野善博、今堀博、大坪才華、秋山誠治
    • Acquisition Date
      2012-07-12
    • Related Report
      2012 Final Research Report

URL: 

Published: 2010-08-23   Modified: 2019-07-29  

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