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Development of Directionally Flexible pi-Conjugated Molecules and the Structural Control

Research Project

Project/Area Number 15K17849
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Functional solid state chemistry
Research InstitutionNational Institute for Materials Science

Principal Investigator

Takai Atsuro  国立研究開発法人物質・材料研究機構, 機能性材料研究拠点, 研究員 (90746728)

Project Period (FY) 2015-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2016: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2015: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
Keywords分子スイッチ / π共役分子 / 超分子 / 電子状態 / 相転移 / π共役系化合物 / 構造変化
Outline of Final Research Achievements

I designed a new supramolecular building block (NDI-Fc-NDI) containing a molecular rotor unit in which naphthalenediimides (NDIs) is directionally flexible around ferrocene (Fc) rotational unit and the NDI conformation is responsive to external stimuli. The NDI-Fc-NDI fibrous supramolecular polymer exhibits multiple phase transitions and electronic property changes associated with the conformational changes at different temperatures. Such NDI-Fc conjugates are promising building blocks for n-type organic semiconductors with optimal optical absorption. I also developed a fluorene-based overcrowded alkene derivative which has a highly distorted carbon-carbon double bond and exhibits unique electronic and spin states in the ground and excited states.

Those results have provided important mechanistic insights into π-conjugated molecular assemblies and design features of photofunctional and/or stimuli-responsive π-systems.

Report

(3 results)
  • 2016 Annual Research Report   Final Research Report ( PDF )
  • 2015 Research-status Report
  • Research Products

    (16 results)

All 2017 2016 2015

All Journal Article (4 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 3 results,  Acknowledgement Compliant: 3 results,  Open Access: 1 results) Presentation (12 results) (of which Int'l Joint Research: 4 results,  Invited: 4 results)

  • [Journal Article] The effect of a highly twisted C=C double bond on the electronic structures of 9,9'-bifluorenylidene derivatives in the ground and excited states2017

    • Author(s)
      A. Takai, D. J. Freas, T. Suzuki, M. Sugimoto, J. Labuta, R. Haruki, R. Kumai, S.-i. Adachi, H. Sakai, T. Hasobe, Y. Matsushita, M. Takeuchi
    • Journal Title

      Organic Chemistry Frontier

      Volume: 4 Issue: 5 Pages: 650-657

    • DOI

      10.1039/c7qo00125h

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Supramolecular Assemblies of Ferrocene-Hinged Naphthalenediimides: Multiple Conformational Changes in Film States2016

    • Author(s)
      A. Takai, T. Kajitani, T. Fukushima, K. Kishikawa, T. Yasuda, M. Takeuchi
    • Journal Title

      Journal of the American Chemical Society

      Volume: 138 Issue: 35 Pages: 11245-11253

    • DOI

      10.1021/jacs.6b05824

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Ferrocene-Substituted Naphthalenediimide with Broad Absorption and Electron-Transport Properties in the Segregated-Stack Structure2016

    • Author(s)
      Atsuro Takai*, Daisuke Sakamaki, Shu Seki, Yoshitaka Matsushita, Masayuki Takeuchi*
    • Journal Title

      Chemistry - A European Jounal

      Volume: 22 Issue: 22 Pages: 11245-11253

    • DOI

      10.1002/chem.201600196

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Small and large electrical switch: linkage between changes and macroscopic physical properties conversions of conjugated molecules2015

    • Author(s)
      Atsuro Takai, Masayuki Takeuchi
    • Journal Title

      Kagaku

      Volume: 70 Pages: 68-69

    • Related Report
      2015 Research-status Report
  • [Presentation] Formation Dynamics of π-Conjugated Molecule-Amine Composites via Click Reaction2017

    • Author(s)
      Atsuro Takai; Masayuki Takeuchi
    • Organizer
      日本化学会 第97春季年会
    • Place of Presentation
      慶應大学
    • Year and Date
      2017-03-16
    • Related Report
      2016 Annual Research Report
  • [Presentation] Conformational Dynamics of Imide-Based π-Molecular Assemblies2017

    • Author(s)
      Atsuro Takai
    • Organizer
      5th NU-NIMS Materials Genome Workshop
    • Place of Presentation
      Northwestern University
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Self-Organized Molecular Switch Assemblies: Multiple Phase Transitions and Electronic Property Changes in Film States2016

    • Author(s)
      Atsuro Takai; Masayuki Takeuchi
    • Organizer
      第26回日本MRS年次大会
    • Place of Presentation
      横浜市開港記念会館
    • Year and Date
      2016-12-19
    • Related Report
      2016 Annual Research Report
  • [Presentation] 電子欠損性π共役系高分子および超分子集積体の電子状態と構造制御2016

    • Author(s)
      Atsuro Takai; Masayuki Takeuchi; Antonio Facchetti; Tobin J. Marks
    • Organizer
      第31回高分子学会関 東支部茨城地区若手の会交流会
    • Place of Presentation
      つくばセミナーハウス
    • Year and Date
      2016-11-10
    • Related Report
      2016 Annual Research Report
  • [Presentation] 共役ポリマーのアンサンブルπ造形2016

    • Author(s)
      竹内 正之; 杉安 和憲; 高井 淳朗; 名倉 和彦
    • Organizer
      π造形科学 第3回公開シンポジウム
    • Place of Presentation
      東北大学
    • Year and Date
      2016-10-20
    • Related Report
      2016 Annual Research Report
  • [Presentation] Supramolecular Assembly of Conjugated Molecule Bearing a Rotational Unit2016

    • Author(s)
      Masayuki Takeuchi, Atsuro Takai
    • Organizer
      The 96th CSJ Annual Meeting
    • Place of Presentation
      Kyoto
    • Year and Date
      2016-03-24
    • Related Report
      2015 Research-status Report
    • Invited
  • [Presentation] Conformational Dynamics of π-Conjugated Supramolecular Assemblies Associated with Rotational Units in Film States2016

    • Author(s)
      Atsuro Takai, Masayuki Takeuchi
    • Organizer
      CEMSupra 2016
    • Place of Presentation
      Tokyo
    • Year and Date
      2016-01-13
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] Stimuli-Responsive Imide-Based π-Conjugated Systems: Structural Dynamics and Electronic Properties2015

    • Author(s)
      Atsuro Takai
    • Organizer
      Pacifichem 2015
    • Place of Presentation
      Hawaii
    • Year and Date
      2015-12-15
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Stimuli-Responsive π-Conjugated Systems Bearing Rotational Units2015

    • Author(s)
      Masayuki Takeuchi, Atsuro Takai
    • Organizer
      Pacifichem 2015
    • Place of Presentation
      Hawaii
    • Year and Date
      2015-12-15
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Imide-Based π-Conjugated Molecular Assemblies: Structural Dynamics and Electronic Properties2015

    • Author(s)
      Atsuro Takai, Masayuki Takeuchi
    • Organizer
      26th Symposium on Physical Organic Chemistry
    • Place of Presentation
      Matsuyama
    • Year and Date
      2015-09-24
    • Related Report
      2015 Research-status Report
  • [Presentation] Functional Supramolecular Materials Based on Designed Conjugated Molecules and Polymers2015

    • Author(s)
      Atsuro Takai, Masayuki Takeuchi
    • Organizer
      H.27 CSJ (Chemical Society of Japan) Tohoku Meeting
    • Place of Presentation
      Hirosaki
    • Year and Date
      2015-09-12
    • Related Report
      2015 Research-status Report
    • Invited
  • [Presentation] Development of Directionally Flexible π-Conjugated Molecules and the Assemblies2015

    • Author(s)
      Atsuro Takai, Masayuki Takeuchi
    • Organizer
      The 2nd Symposium on π-Figuration
    • Place of Presentation
      Osaka
    • Year and Date
      2015-06-08
    • Related Report
      2015 Research-status Report

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Published: 2015-04-16   Modified: 2018-03-22  

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