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Synthesis of novel sphericalπ-electron systems toward development of functional materials

Research Project

Project/Area Number 22750039
Research Category

Grant-in-Aid for Young Scientists (B)

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

Principal Investigator

MURATA Michihisa  京都大学, 化学研究所, 助教 (30447932)

Project Period (FY) 2010 – 2011
Project Status Completed (Fiscal Year 2011)
Budget Amount *help
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2011: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2010: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
Keywordsフラーレン / 構造有機化学 / 有機薄膜太陽電池 / 電子受容材料 / 有機半導体 / PCBM / バルクヘテロ接合 / モルフォロジー / ダンベル型フラーレン / 光電変換 / 1,2-付加体 / バルクヘテロジャンクション / アクセプター材料 / n型材料 / リチウムアセチリド
Research Abstract

Fullerene derivatives have occupied a dominant position in bulk heterojunction(BHJ) solar cells as n-type organic semiconductors. In this work, we developed a method to modify theσ-frameworks of C60 and succeeded in the preparation of three types of skeletally-transformed fullerenes 4, 5, and 6 with distinct LUMO levels. We also evaluated the performance in the BHJ solar cells consisting of the C60 derivative and poly(3-hexylthiophene)(P3HT) as the acceptor and the donor materials, respectively. The electrochemical measurements showed that 6 has the highest LUMO level due to the transformation of one of the carbonyl groups. As a result, 6 : P3HT cell marked the highest open-circuit voltage(Voc) of 0. 74 V, which is 20% higher than that of the cell using the benchmark acceptor material PCBM(Voc=0. 60 V).

Report

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

    (45 results)

All 2012 2011 2010 Other

All Journal Article (11 results) (of which Peer Reviewed: 10 results) Presentation (31 results) Book (2 results) Remarks (1 results)

  • [Journal Article] Modification of the σ-framework of [60]fullerene for bulk-heterojunction solar cells2011

    • Author(s)
      村田理尚
    • Journal Title

      Chemical Communications

      Volume: 47巻 Issue: 26 Pages: 7335-7337

    • DOI

      10.1039/c1cc12406d

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Modification of σ-Framework of[60]Fullerene for Bulk-Heterojunction Solar Cells2011

    • Author(s)
      M.Murata, Y.Morinaka, Y.Murata, O.Yoshikawa, T.Sagawa, S.Yoshikawa
    • Journal Title

      Chemical Communications

      Volume: 47 Pages: 7335-7337

    • NAID

      120004225593

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article]2010

    • Author(s)
      A. J. Horsewill1, S. Rols, M. R. Johnson, Y. Murata, M. Murata, K. Komatsu, M. Carravetta, S. Mamone, M. H. Levitt, J. Y.-C. Chen, J. A. Johnson, X. Lei, and N. J. Turro
    • Journal Title

      Phys. Rev. B

      Volume: 82(8) Issue: 8 Pages: 81410-81410

    • DOI

      10.1103/physrevb.82.081410

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] A Magnetic Switch for Spin Catalyzed Interconversion of Nuclear Spin Isomers2010

    • Author(s)
      Li, Y.; Lei, X.; Jockusch, S.; Chen, J. Y.-C.; Frunzi, M.; Johnson, J. A. ; Lawler, R. G.; Murata, Y.; Murata, M.; Komatsu, K.; Turro, N
    • Journal Title

      J. Am. Chem. Soc

      Volume: 132 Issue: 12 Pages: 4042-4043

    • DOI

      10.1021/ja910282p

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article]2010

    • Author(s)
      M. Murata, Y. Morinaka, K. Kurotobi, K. Komatsu, and Y. Murata
    • Journal Title

      Chem. Lett

      Volume: 39(3) Issue: 3 Pages: 298-299

    • DOI

      10.1246/cl.2010.298

    • NAID

      10027178725

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article]2010

    • Author(s)
      Y. Morinaka, F. Tanabe, M. Murata, Y. Murata and K. Komatsu
    • Journal Title

      Chem. Commun

      Volume: 46 Issue: 25 Pages: 4532-4534

    • DOI

      10.1039/c0cc00113a

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Molecular Surgery toward Organic Synthesis of Endohedral Fullerenes2010

    • Author(s)
      M. Murata, Y. Murata, K. Komatsu
    • Journal Title

      Chemistry of anocarbons

      Pages: 215-237

    • Related Report
      2011 Final Research Report
  • [Journal Article] Reaction of Cage-Opened Fullerene Derivative with Grignard Reagents and Subsequent Transannular Cyclization2010

    • Author(s)
      M.Murata, Y.Morinaka, K.Kurotobi, K.Komatsu, Y.Murata
    • Journal Title

      Chemistry Letters

      Volume: 39 Pages: 298-299

    • NAID

      10027178725

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Rational Synthesis, Enrichment, and 13C NMR Spectra of Endohedral C60 and C70 Encapsulating a Helium Atom2010

    • Author(s)
      Y.Morinaka, F.Tanabe, M.Murata, Y.Murata, K.Komatsu
    • Journal Title

      Chemical Communications

      Volume: 46 Pages: 4532-4534

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Inelastic neutron scattering of a quantum translatorrotator encapsulated in a closed fullerene cage : Isotope effects and translation-rotation coupling in H2@C60 and HD@C602010

    • Author(s)
      A.J.Horsewill, S.Rols, M.R.Johnson, Y.Murata, M.Murata, K.Komatsu, M.Carravetta, S.Mamone, M.H.Levitt, J.Y.-C.Chen, J.A.Johnson, X.Lei, N.J.Turro
    • Journal Title

      Physical Review B

      Volume: 82

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A Magnetic Switch for Spin-Catalyzed Interconversion of Nuclear Spin Isomers2010

    • Author(s)
      Y.Li, X.Lei, S.Jockusch, J.Y.-C.Chen, M.Frunzi, J.A.Johnson, R.G.Lawler, Y.Murata, M.Murata, K.Komatsu, N.J.Turro
    • Journal Title

      Journal of the American Chemical Society

      Volume: 132 Pages: 4042-4043

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] 有機色素の直結したアザフラーレンの合成と光物性2012

    • Author(s)
      村田理尚・勝谷郷史・村田靖次郎・大久保敬・福住俊一
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学
    • Related Report
      2011 Final Research Report
  • [Presentation] 17員環開口部をもつ新規フラーレン誘導体の合成と性質2012

    • Author(s)
      櫻井悠子・村田理尚・黒飛敬・若宮淳志・村田靖次郎
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学
    • Related Report
      2011 Final Research Report
  • [Presentation] ダンベル型フラーレン誘導体の合成と光電変換特性2012

    • Author(s)
      登政博・村田理尚・若宮淳志・佐川尚・吉川暹・村田靖次郎
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学
    • Related Report
      2011 Final Research Report
  • [Presentation] 17員環開口部をもつ新規フラーレン誘導体の合成と性質2012

    • Author(s)
      櫻井悠子, 村田理尚, 黒飛敬, 若宮淳志, 村田靖次郎
    • Organizer
      日本化学会第92春季年会(2012)
    • Place of Presentation
      慶應義塾大学
    • Related Report
      2011 Annual Research Report
  • [Presentation] 有機色素の直結したアザフラーレンの合成と光物性2012

    • Author(s)
      村田理尚, 勝谷郷史, 村田靖次郎, 大久保敬, 福住俊一
    • Organizer
      日本化学会第92春季年会(2012)
    • Place of Presentation
      慶應義塾大学
    • Related Report
      2011 Annual Research Report
  • [Presentation] ダンベル型フラーレン誘導体の合成と光電変換特性2012

    • Author(s)
      登政博, 村田理尚, 若宮淳志, 佐川尚, 吉川暹, 村田靖次郎
    • Organizer
      日本化学会第92春季年会(2012)
    • Place of Presentation
      慶應義塾大学
    • Related Report
      2011 Annual Research Report
  • [Presentation] リチウムアセチリドを用いた1, 2-フラーレン誘導体の合成と有機太陽電池特性2011

    • Author(s)
      登政博・村田理尚・森中裕太・若宮淳志・佐川尚・吉川暹・村田靖次郎
    • Organizer
      第22回基礎有機化学討論会
    • Place of Presentation
      つくば
    • Related Report
      2011 Final Research Report
  • [Presentation] BODIPY-アザフラーレン連結分子の合成と物性2011

    • Author(s)
      勝谷郷史・村田理尚・村田靖次郎・大久保敬・福住俊一
    • Organizer
      第22回基礎有機化学討論会
    • Place of Presentation
      つくば
    • Related Report
      2011 Final Research Report
  • [Presentation] Spherical Aromaticity of Fullerene Dianions Studied with Endohedral Dihydrogen as NMR Probe2011

    • Author(s)
      M. Nobori, M. Murata, Y. Murata
    • Organizer
      第41回フラーレン・ナノチューブ・グラフェン総合シンポジウム
    • Place of Presentation
      首都大学東京
    • Related Report
      2011 Final Research Report
  • [Presentation] Synthesis and Properties of Azafullerene-BODIPY Dyads2011

    • Author(s)
      M. Murata, S. Katsuya, Y. Murata, K. Ohkubo, and S. Fukuzumi
    • Organizer
      14th International Symposium on Novel Aromatic Compounds(ISNA-14)
    • Place of Presentation
      Eugene, Oregon, USA
    • Related Report
      2011 Final Research Report
  • [Presentation] Modification of theσ-Framework of[60] Fullerene for Bulk-heterojunction Solar Cells2011

    • Author(s)
      Y. Morinaka, M. Murata, Y. Murata, O. Yoshikawa, T. Sagawa, and S. Yoshikawa
    • Organizer
      14th International Symposium on Novel Aromatic Compounds(ISNA-14)
    • Place of Presentation
      Eugene, Oregon, USA
    • Related Report
      2011 Final Research Report
  • [Presentation] アルキニル[60]フラーレン誘導体の合成と有機太陽電池への応用2011

    • Author(s)
      登政博・村田理尚・森中裕太・若宮淳志・佐川尚・吉川暹・村田靖次郎
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学
    • Related Report
      2011 Final Research Report 2010 Annual Research Report
  • [Presentation] BODIPY-アザフラーレン連結分子の合成と物性2011

    • Author(s)
      勝谷郷史・村田理尚・村田靖次郎
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学
    • Related Report
      2011 Final Research Report 2010 Annual Research Report
  • [Presentation] σ骨格が変換されたC60誘導体の有機薄膜太陽電池特性2011

    • Author(s)
      森中裕太・村田理尚・村田靖次郎・吉川整・佐川尚・吉川暹
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学
    • Related Report
      2011 Final Research Report 2010 Annual Research Report
  • [Presentation] Transformation ofσ-Framework of[60] Fullerene for Bulk Hetero-Junction SolarCells2011

    • Author(s)
      M. Murata, Y. Morinaka, Y. Murata, O. Yoshikawa, T. Sagawa, and S. Yoshikawa
    • Organizer
      第1回統合物質国際シンポジウム
    • Place of Presentation
      北海道
    • Related Report
      2011 Final Research Report
  • [Presentation] LUMO準位を制御した開口C60誘導体の合成と有機薄膜太陽電池への応用2011

    • Author(s)
      森中裕太, 村田理尚, 村田靖次郎, 吉川整, 佐川尚, 吉川暹
    • Organizer
      CREST有機太陽電池シンポジウム
    • Place of Presentation
      京都大学
    • Related Report
      2011 Annual Research Report
  • [Presentation] Synthesis and Properties of Azafullerene-BODIPY Dyads2011

    • Author(s)
      M.Murata, S.Katsuya, Y.Murata, K.Ohkubo, S.Fukuzumi
    • Organizer
      14th International Symposium on Novel Aromatic Compounds (ISNA-14)
    • Place of Presentation
      Eugene, Oregon, USA
    • Related Report
      2011 Annual Research Report
  • [Presentation] Modification of the σ-Framework of [60]Fullerene for Bulk-heterojunction Solar Cells2011

    • Author(s)
      Y.Morinaka, M.Murata, Y.Murata, O.Yoshikawa, T.Sagawa, S.Yoshikawa
    • Organizer
      14th International Symposium on Novel Aromatic Compounds (ISNA-14)
    • Place of Presentation
      Eugene, Oregon, USA
    • Related Report
      2011 Annual Research Report
  • [Presentation] 内包水素分子をNMRプローブとするフラーレン二価アニオン種の芳香族性に関する研究2011

    • Author(s)
      登政博, 村田理尚, 村田靖次郎
    • Organizer
      第41回フラーレン・ナノチューブ・グラフェン総合シンポジウム
    • Place of Presentation
      首都大学東京
    • Related Report
      2011 Annual Research Report
  • [Presentation] リチウムアセチリドを用いた1,2-フラーレン誘導体の合成と有機薄膜太陽電池特性2011

    • Author(s)
      登政博, 村田理尚, 森中裕太, 若宮淳志, 佐川尚, 吉川暹, 村田靖次郎
    • Organizer
      第22回基礎有機化学討論会
    • Place of Presentation
      つくば国際会議場
    • Related Report
      2011 Annual Research Report
  • [Presentation] BODIPY-アザフラーレン連結分子の合成と物性2011

    • Author(s)
      勝谷郷史, 村田理尚, 村田靖次郎, 大久保敬, 福住俊一
    • Organizer
      第22回基礎有機化学討論会
    • Place of Presentation
      つくば国際会議場
    • Related Report
      2011 Annual Research Report
  • [Presentation] Reaction of Cage-opened Fullerene Derivative with Grignard Reagents and Subsequent Transannular Cyclization2010

    • Author(s)
      Y. Morinaka, M. Murata, K. Kurotobi, K. Komatsu, Y. Murata
    • Organizer
      The 2010International Chemical Congress of Pacific Basin Societies(Pacifichem)
    • Place of Presentation
      Honolulu, Hawaii, USA
    • Related Report
      2011 Final Research Report
  • [Presentation] Molecular Surgery of Fullerenes and Development of New Acceptors for Organic Photovoltaic Devices2010

    • Author(s)
      M. Murata, Y. Morinaka, Y. Murata, O. Yoshikawa, T. Sagawa, and S. Yoshikawa
    • Organizer
      Japan-Taiwan Joint Symposium on Innovative Synthesis for New Materials Chemistry
    • Place of Presentation
      Kyoto University
    • Related Report
      2011 Final Research Report
  • [Presentation] 開口フラーレンの構造変換と有機薄膜太陽電池への応用2010

    • Author(s)
      森中裕太・村田理尚・村田靖次郎・吉川整・佐川尚・吉川暹
    • Organizer
      第21回基礎有機化学討論会
    • Place of Presentation
      名古屋大学
    • Related Report
      2011 Final Research Report 2010 Annual Research Report
  • [Presentation] 内包水素分子をNMRプローブとするフラーレンC70の磁気的性質に関する研究2010

    • Author(s)
      登政博・村田理尚・小松紘一・村田靖次郎
    • Organizer
      第21回基礎有機化学討論会
    • Place of Presentation
      名古屋大学
    • Related Report
      2011 Final Research Report 2010 Annual Research Report
  • [Presentation] アザフラレニルカチオンのピロールへの求電子置換反応2010

    • Author(s)
      勝谷郷史・村田理尚・村田靖次郎
    • Organizer
      第21回基礎有機化学討論会
    • Place of Presentation
      古屋大学
    • Related Report
      2011 Final Research Report
  • [Presentation] フラーレンの分子手術と有機薄膜太陽電池への展開2010

    • Author(s)
      村田理尚・森中裕太・登政博・村田靖次郎・小松紘一・吉川整・佐川尚・吉川暹
    • Organizer
      CREST有機太陽電池シンポジウム
    • Place of Presentation
      京都大学
    • Related Report
      2011 Final Research Report 2010 Annual Research Report
  • [Presentation] 開口C60誘導体のLUMO準位制御ならびに有機薄膜太陽電池への応用2010

    • Author(s)
      森中裕太、村田理尚、村田靖次郎、吉川整、佐川尚、吉川暹
    • Organizer
      第39回フラーレン・ナノチューブ総合シンポジウム
    • Place of Presentation
      京都大学
    • Related Report
      2010 Annual Research Report
  • [Presentation] アザフラレニルカチオンのピロールへの求電子置換反応2010

    • Author(s)
      勝谷郷史、村田理尚、村田靖次郎
    • Organizer
      第21回基礎有機化学討論会
    • Place of Presentation
      名古屋大学
    • Related Report
      2010 Annual Research Report
  • [Presentation] Molecular Surgery of Fullerenes and Development of New Acceptors for Organic Photovoltaic Devices2010

    • Author(s)
      M.Murata
    • Organizer
      Japan-Taiwan Joint Symposium on Innovative Synthesis for New Materials Chemistry
    • Place of Presentation
      京都大学
    • Related Report
      2010 Annual Research Report
  • [Presentation] Reaction of Cage-opened Fullerene Derivative with Grignard Reagents and Subsequent Transannular Cyclization2010

    • Author(s)
      Y.Morinaka, M.Murata, K.Kurotobi, K.Komatsu, Y.Murata
    • Organizer
      Pacifichem2010
    • Place of Presentation
      京都大学
    • Related Report
      2010 Annual Research Report
  • [Book] Chemistry of Nanocarbons (F.Wudl, S.Nagase, T.Akasaka, Eds.)2010

    • Author(s)
      M.Murata, Y.Murata, K.Komatsu
    • Publisher
      Wiley-Blackwell, Oxford
    • Related Report
      2010 Annual Research Report
  • [Book] Organic Nanomaterials(Torres T, Bottari G, Eds.)

    • Author(s)
      M.Murata, Y.Murata, K.Komatsu
    • Publisher
      Wiley-Blackwell(印刷中)
    • Related Report
      2011 Annual Research Report
  • [Remarks]

    • URL

      http://rdb.kuicr.kyoto-u.ac.jp/researchers/view/murata+michihisa

    • Related Report
      2011 Final Research Report

URL: 

Published: 2010-08-23   Modified: 2016-04-21  

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