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Creation of core-modified azaporphyrins and their application to organic solar cells

Research Project

Project/Area Number 25620149
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Energy-related chemistry
Research InstitutionNiigata University

Principal Investigator

MATANO Yoshihiro  新潟大学, 自然科学系, 教授 (40231592)

Co-Investigator(Renkei-kenkyūsha) NAKANO Haruyuki  九州大学, 理学研究院, 教授 (90251363)
Project Period (FY) 2013-04-01 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2014: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2013: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywordsジアザポルフィリン / 核置換 / アザジピリン / 分子内電荷移動 / 近赤外光 / クロスカップリング / ホウ素錯体 / 光物性 / 電気化学特性 / ジピリン / 吸収特性 / 発光特性
Outline of Final Research Achievements

In this research project, we aimed to create new core-modified azaporphyrins that absorb visible-near infrared (NIR) light for application to organic solar cells. First, we established a general method for introducing π-conjugative substituents onto the peripheral carbons of diazaporphyrins. We investigated the optical and electrochemical properties of the newly prepared diazaporphyrins. The introduction of an electron-donating substituent to the peripheral carbon causes a large enhancement of the visible-light harvesting ability of the diazaporphyrin π-system. Second, we synthesized novel dipyrrin-boron and azadipyrrin-boron complexes bearing π-conjugative substituents on the pyrrole rings. We have revealed that the aza-substitution of π-extended dipyrrin-boron complexes is an efficient method for enhancing the NIR light-harvesting ability.

Report

(3 results)
  • 2014 Annual Research Report   Final Research Report ( PDF )
  • 2013 Research-status Report
  • Research Products

    (9 results)

All 2015 2014 2013

All Journal Article (4 results) (of which Peer Reviewed: 4 results) Presentation (5 results)

  • [Journal Article] Comparison of Electronic Effects of β-Aryl Substituents on Optical and Electrochemical Properties of 5,15-Diazaporphyrin π-Systems2015

    • Author(s)
      Satoshi Omomo, Ko Furukawa, Haruyuki Nakano, Yoshihiro Matano
    • Journal Title

      J. Porphyrins Phthalocyanines

      Volume: 印刷中

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] ジアザポルフィリン誘導体の合成と光化学2015

    • Author(s)
      俣野善博
    • Journal Title

      光化学

      Volume: 46 Pages: 29-36

    • NAID

      40020462335

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Covalently Linked 5,15-Diazaporphyrin Dimers: Promising Scaffolds for Highly Conjugated Azaporphyrin π-System2014

    • Author(s)
      Yoshihiro Matano, Daisuke Fujii, Tarou Shibano, Ko Furukawa, Tomohiro Higashino, Haruyuki Nakano, Hiroshi Imahori
    • Journal Title

      Chem. Eur. J.

      Volume: 20 Issue: 12 Pages: 3342-3349

    • DOI

      10.1002/chem.201304626

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Slow Charge Recombination and Enhanced Photoelectrochemical Properties of Diazaporphyrin-Fullerene Linked Dyad2014

    • Author(s)
      Masanori Yamamoto, Yuta Takano, Yoshihiro Matano, Kati Stranius, Nikolai V. Tkachenko, Helge Lemmetyinen, Hiroshi Imahori
    • Journal Title

      The Journal of Physical Chemistry C

      Volume: 118 Issue: 4 Pages: 1808-1820

    • DOI

      10.1021/jp410436f

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Presentation] 5,15-ジアザポルフィリンの光物性に対するβ-アリール基の置換基効果2015

    • Author(s)
      大桃理志、中野晴之、俣野善博
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      日本大学船橋キャンパス(船橋市)
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] Heterole-Bridged Diazaporphyrin Dimers: Effects of Heterole Spacers on the Optical and Electrochemical Properties of Twisted π-Systems2014

    • Author(s)
      Yoshihiro Matano, Satoshi Omomo
    • Organizer
      International Symposium on the Synthesis and Application of Curved Organic π-Molecules and Materials
    • Place of Presentation
      京都大学宇治キャンパス(宇治市)
    • Year and Date
      2014-10-19 – 2014-10-21
    • Related Report
      2014 Annual Research Report
  • [Presentation] ヘテロール架橋ジアザポルフィリン二量体の合成と物性2014

    • Author(s)
      大桃理志、古川貢、中野晴之、俣野善博
    • Organizer
      第25回基礎有機化学討論会
    • Place of Presentation
      東北大学川内北キャンパス(仙台市)
    • Year and Date
      2014-09-07 – 2014-09-09
    • Related Report
      2014 Annual Research Report
  • [Presentation] ピロール架橋ジアザポルフィリン二量体の合成と物性2014

    • Author(s)
      大桃理志、中野晴之、俣野善博
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋市
    • Related Report
      2013 Research-status Report
  • [Presentation] 共有結合で連結されたジアザポルフィリン二量体の合成、物性、および反応性2013

    • Author(s)
      藤井大輔、俣野善博、芝野太郎、中野晴之、今堀 博
    • Organizer
      第24回基礎有機化学討論会
    • Place of Presentation
      東京都
    • Related Report
      2013 Research-status Report

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Published: 2014-07-25   Modified: 2019-07-29  

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