• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to project page

2013 Fiscal Year Final Research Report

Development of Novel Silole-based Acceptor toward Organic Photovoltaic Cells

Research Project

  • PDF
Project/Area Number 24750044
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Organic chemistry
Research InstitutionOsaka Prefecture University

Principal Investigator

OHTA Eisuke  大阪府立大学, 工学(系)研究科(研究院), 助教 (20550320)

Project Period (FY) 2012-04-01 – 2014-03-31
Keywords有機電子アクセプター / 有機半導体 / 有機薄膜太陽電池 / ヘテロ環 / シロール
Research Abstract

The rarity of high-performance n-type organic semiconductors still remains major issue in the research field of organic electronics. In this work, we performed theoretical study on the electronic properties of cyclic tri- and tetrathienylene and their Si-bridged derivatives to explore new molecular framework of n-type organic semiconductors. Theoretical quantum calculations revealed that the LUMO levels of Si-bridged cyclic tri- and tetrathienylenes are both lower than those of the corresponding not-bridged compounds, respectively. Moreover, the reorganization energies for electron-transfer processes of between neutral and radical anion state of Si-bridged compounds, which are important factors affecting efficiency of the process in a hopping mechanism, were estimated to be 0.334 and 0.232 eV, respectively. These features may be advantageous for electron transfer from radical anions to the corresponding neutral species in the solid states.

  • Research Products

    (28 results)

All 2014 2013 2012 Other

All Journal Article (9 results) (of which Peer Reviewed: 9 results) Presentation (14 results) (of which Invited: 2 results) Book (4 results) Remarks (1 results)

  • [Journal Article] Unexpected Formation of a Phenonium Ion-containing Salt by Single Electron-transfer Oxidation of a Cage Compound Possessing Triphenylamine Moieties2014

    • Author(s)
      Kuramoto Y., Matsui Y., Ohta E., Sato H., Ikeda H.
    • Journal Title

      Tetrahedron Lett.

      Volume: 55(in press)

    • DOI

      10.1016/j.tetlet.2014.05.103

    • Peer Reviewed
  • [Journal Article] One-pot Photochemical Synthesis of Novel Thienobis[1]benzothiophene with an Angularly-fused Structure that Promotes Unique Intermolecular S•••S Contacts in the Crystalline State2014

    • Author(s)
      Ogaki T., Ohta E., Yamamoto A., Sato H., Mizuno K., Ikeda H.
    • Journal Title

      Tetrahedron Lett.

      Volume: 55(in press)

    • DOI

      10.1016/j.tetlet.2014.05.096

    • Peer Reviewed
  • [Journal Article] Theoretical Study Demonstrating that Silylene Bridging Brings about LUMO Energy Lowering without Increasing the Reorganization Energy for Single Electron Transfer2014

    • Author(s)
      Ohta E., Ogaki T., Aoki T., Ikeda H.
    • Journal Title

      Chem. Lett.

      Volume: 43 Pages: 755-757

    • Peer Reviewed
  • [Journal Article] Remarkable Difference in Fluorescence Lifetimes of the Crystalline States of Dibenzoylmethanatoboron Difluoride and Its Diisopropyl Derivative2013

    • Author(s)
      Tanaka M., Ohta E., Sakai A., Yoshimoto Y., Mizuno K., Ikeda H.
    • Journal Title

      Tetrahedron Lett.

      Volume: 54 Pages: 4380-4384

    • Peer Reviewed
  • [Journal Article] Synthesis and Basic Properties of Tetrathieno[2,3-a :3',2'-c :2'',3''-f :3''',2'''-h]nap hthalene : A Newπ-Conjugated System Obtained by Photoinduced Electrocyclization–Dehydrogenation Reactions of Tetra(3-thienyl)ethene2013

    • Author(s)
      Yamamoto A., Ohta E., Kishigami N., Tsukahara N., Tomiyori Y., Sato H., Matsui Y., Kano Y., Mizuno K., Ikeda H.
    • Journal Title

      Tetrahedron Lett.

      Volume: 54 Pages: 4049-4053

    • Peer Reviewed
  • [Journal Article] The Lifetime and Efficiency of Triplet–Triplet Fluorescence from the Excited State of a TMM Biradical Determined Using Transient Emission Spectroscopy on Two-color Two-laser Flash Photolysis2013

    • Author(s)
      Matsui Y., Kawahara D., Ohta E., Ikeda H.
    • Journal Title

      Phys. Chem. Chem. Phys.

      Volume: 15 Pages: 7064-7069

    • Peer Reviewed
  • [Journal Article] White Light Emission from a Single Component System : Remarkable Concentration Effects on the Fluorescence of 1,3-Diaroylmethanatoboron Difluoride2012

    • Author(s)
      Sakai A., Tanaka M., Ohta E., Yoshimoto Y., Mizuno K., Ikeda H.
    • Journal Title

      Tetrahedron Lett.

      Volume: 53 Pages: 4138-4141

    • Peer Reviewed
  • [Journal Article] DFT Studies of Unique Stereoelectronic Effects of Substituents on Divergent Reaction Pathways of Methylenecyclobutanone Radical Cations2012

    • Author(s)
      Kano Y., Tanaka F., Ohta E., Mizuno K., Ikeda H.
    • Journal Title

      Tetrahedron

      Volume: 68 Pages: 5564-5571

    • Peer Reviewed
  • [Journal Article] Remarkable Effects of Terminal Groups and Solvents on Helical Folding of o-Phenylene Oligomers2012

    • Author(s)
      Ando S., Ohta E., Kosaka A., Hashizume D., Koshino H., Fukushima T., Aida T.
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 134 Pages: 11084-11087

    • Peer Reviewed
  • [Presentation] n型有機半導体の新設計 : 14族ヘテロール縮環π共役系と反芳香族性大環状化合物2014

    • Author(s)
      太田英輔
    • Organizer
      第89回テクノラボツアー『応用化学分野の最先端研究紹介』
    • Place of Presentation
      堺
    • Year and Date
      2014-02-06
    • Invited
  • [Presentation] Synthesis of Bis(diarylboryl)biphenyl and Investigation on One-electronBond Appearing in Its Radical Anion2013

    • Author(s)
      Ohta E., Nishimura K., Yokoyama R., Wakamiya A., Murata Y., Ikeda H.
    • Organizer
      The Eighth International Symposium on Integrated Synthesis (ISIS-8)
    • Place of Presentation
      Nara, Japan
    • Year and Date
      2013-11-30
  • [Presentation] Synthesis of Bis(diarylboryl)biphenyl and Theoretical Study on One-electronBond Appearing in Its Radical Anion2013

    • Author(s)
      Ohta E., Nishimura K., Yokoyama R., Wakamiya A., Murata Y., Ikeda H.
    • Organizer
      The 11th International Symposium on Organic Reaction 2013 (ISOR-11)
    • Place of Presentation
      Taipei, Taiwan
    • Year and Date
      2013-11-21
  • [Presentation] Synthesis of 2,2'-Bis(diarylboryl)biphenyl and Theoretical Study on One-electron-Bonding Nature of Its Radical Anion2013

    • Author(s)
      Ohta E., Nishimura K., Yokoyama R., Wakamiya A., Murata Y., Ikeda H.
    • Organizer
      Seminar of Physical Organic Chemistry at National Chiao Tung University
    • Place of Presentation
      Hsinchu, Taiwan
    • Year and Date
      2013-11-19
    • Invited
  • [Presentation] Synthesis of 2,2'-Bis(diarylboryl)biphenyl and Theoretical Study on the One-electron-Bonding Nature of Its Radical Anion2013

    • Author(s)
      Ohta E., Nishimura K., Yokoyama R., Wakamiya A., Murata Y., Ikeda H.
    • Organizer
      The First OPU–TKU International Symposium on Frontier Chemistry and Materials for the 21st Century
    • Place of Presentation
      Sakai, Japan
    • Year and Date
      2013-11-18
  • [Presentation] 14族ヘテロール縮環型シクロオリゴチエニレン : 電子的性質の理論化学的検討と合成研究2013

    • Author(s)
      青木徹, 太田英輔, 池田浩
    • Organizer
      大阪府立大学21世紀科学研究機構「分子エレクトロニックデバイス研究所」第14回研究会RIMEDシーズ発掘講演会
    • Place of Presentation
      堺
    • Year and Date
      2013-11-07
  • [Presentation] Theoretical Study on Electronic Properties of Si-bridged Organic Electron Acceptors2013

    • Author(s)
      太田英輔, 青木徹, 池田浩
    • Organizer
      第60回有機金属化学討論会
    • Place of Presentation
      東京
    • Year and Date
      2013-09-14
  • [Presentation] 再配列エネルギーの小さな電子受容体を志向したケイ素架橋型π共役系の理論化学的検討2013

    • Author(s)
      太田英輔, 青木徹, 池田浩
    • Organizer
      第37回有機電子移動化学討論会
    • Place of Presentation
      岡山
    • Year and Date
      2013-06-20
  • [Presentation] Low-carbon Emitting Material Based on Organic Radicals for Organic Light-emitting Diode2012

    • Author(s)
      Ohta E., Matsui Y., Takae K., Namai H., Mizuno K., Ikeda H.
    • Organizer
      The Twelfth International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-12)
    • Place of Presentation
      Kyoto, Japan
    • Year and Date
      2012-11-15
  • [Presentation] Organic Radical Light-emitting Diode : Low-carbon and Metal-free Emitting Material Based on Trimethylenemethane Biradical2012

    • Author(s)
      Ohta E., Matsui Y., Takae K., Namai H., Mizuno K., Ikeda H.
    • Organizer
      7th Asian Photochemistry Conference 2012 (APC2012)
    • Place of Presentation
      Osaka, Japan
    • Year and Date
      2012-11-13
  • [Presentation] ねじれ型励起三重項トリメチレンメタンビラジカルが示す熱ルミネッセンスと「有機ラジカルEL」2012

    • Author(s)
      太田英輔, 松井康哲, 高永幸佑, 生井準人, 水野一彦, 池田浩
    • Organizer
      第23回基礎有機化学討論会
    • Place of Presentation
      京都
    • Year and Date
      2012-09-21
  • [Presentation] アレーン–1,4-ジシアノナフタレン連結体の溶液および結晶状態におけるエキシプレックス発光2012

    • Author(s)
      太田英輔, 井本充隆, 小林仁志, 松井康哲, 玉置晃弘, 竹田元則, 水野一彦, 池田浩
    • Organizer
      2012年光化学討論会
    • Place of Presentation
      東京
    • Year and Date
      2012-09-14
  • [Presentation] 光誘起電子移動により発生する一電子結合型ラジカルカチオンとそのAIM解析2012

    • Author(s)
      太田英輔, 浅田直哉, 倉本悠太郎, 水野一彦, 池田浩
    • Organizer
      第36回有機電子移動化学討論会
    • Place of Presentation
      府中
    • Year and Date
      2012-06-22
  • [Presentation] Synthesis and Fundamental Characterization of Polycyclic Hydrocarbons Oriented for Organic Radical Electronics2012

    • Author(s)
      Shigemori M., Ohta E., Endo T., Naito H., Mizuno K., Ikeda H.
    • Organizer
      Fifth International Conference on Optical, Optoelectronic and Photonic Materials and Applications (ICOOPMA 2012)
    • Place of Presentation
      Nara, Japan
    • Year and Date
      2012-06-06
  • [Book] ジアロイルメタナートホウ素二フッ化物で見られる白色フォトルミネッセンス2014

    • Author(s)
      酒井敦史, 田中未來, 太田英輔, 池田浩
    • Total Pages
      65(5), 27–31 (355–359)
    • Publisher
      化学工業
  • [Book] メチレンシクロプロパン誘導体の「励起状態C–C結合開裂–発光」の発見2013

    • Author(s)
      松井康哲, 木戸大希, 太田英輔, 池田浩
    • Total Pages
      43, 150–153
    • Publisher
      光化学
  • [Book] 「ねじれたπ空間」がもたらす基底および励起ラジカル種の特異な軌道相互作用",高次π空間の創発と機能開発2013

    • Author(s)
      狩野佑介, 太田英輔, 池田浩
    • Total Pages
      129-134
    • Publisher
      シーエムシー出版
  • [Book] 有機光化学の分子理論",分子光化学の原理, Chapter 6 (分担翻訳)2013

    • Author(s)
      水野一彦, 池田浩, 太田英輔, 狩野佑介, 松井康哲, 真嶋哲朗, 藤塚守
    • Total Pages
      271-325
    • Publisher
      丸善出版
  • [Remarks]

    • URL

      http://www.chem.osakafu-u.ac.jp/ohka/ohka5/

URL: 

Published: 2015-06-25  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi