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Observation of chirality in the photo-excited triplet state of pi-conjugated molecules

Research Project

Project/Area Number 16H04127
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Functional solid state chemistry
Research InstitutionTohoku University

Principal Investigator

ARAKI YASUYUKI  東北大学, 多元物質科学研究所, 准教授 (80361179)

Research Collaborator Hasobe Taku  
Sakai Hayato  
Project Period (FY) 2016-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥16,900,000 (Direct Cost: ¥13,000,000、Indirect Cost: ¥3,900,000)
Fiscal Year 2018: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2017: ¥3,120,000 (Direct Cost: ¥2,400,000、Indirect Cost: ¥720,000)
Fiscal Year 2016: ¥12,350,000 (Direct Cost: ¥9,500,000、Indirect Cost: ¥2,850,000)
Keywordsキラリティ / 励起三重項 / 円二色性 / 励起三重項状態 / 励起状態 / ヘリセン
Outline of Final Research Achievements

Recently, circular polarized luminescence (CPL) has been focused on to develop the newer light-emitting devices. Moreover, the importance of the chirality understanding in the photo-excited triplet states comes to be considered from the viewpoint of multi-wavelength EL devices including phosphorescence with circular polarization. From the academic viewpoint, the detection of the chirality in the excited triplet state of organic molecules in room temperature in solution is still a nascent and almost unexplored field. For chirality detection in the excited triplet state, the circular dichroism measurement is the promising methodology because phosphorescence is basically hopeless in room temperature.
Therefore, in this work, we plan to develop a methodology for measuring the chirality of the photo-excited triplet state based on our sensitive circular dichroism spectrum measurement system, which is particularly important for the development of phosphorescent CPL materials.

Academic Significance and Societal Importance of the Research Achievements

本研究では、励起三重項状態のキラリティを観測するために、ベンゼン環がらせん状に縮環したヘリセン分子に着目し、その励起三重項状態のキラリティを観測するために過渡円二色性測定を行った。現有設備を本申請により発展させ、検出効率を大幅に向上させることに成功し、ベンゼン環が6つらせん状に縮環した[6]ヘリセンの励起三重項の室温、溶液中での円二色性測定にも成功した。
この実験結果は、時間依存密度汎関数法による円二色スペクトル予測とも定性的に一致し、りん光CPL材料開発に重要とされる励起三重項のキラリティの理解には、実験、および計算化学的手法が有効であることが実証された。

Report

(4 results)
  • 2018 Annual Research Report   Final Research Report ( PDF )
  • 2017 Annual Research Report
  • 2016 Annual Research Report
  • Research Products

    (21 results)

All 2019 2018 2017 2016 Other

All Int'l Joint Research (1 results) Journal Article (10 results) (of which Int'l Joint Research: 4 results,  Peer Reviewed: 10 results,  Open Access: 4 results,  Acknowledgement Compliant: 4 results) Presentation (10 results) (of which Int'l Joint Research: 3 results,  Invited: 3 results)

  • [Int'l Joint Research] Tampere university of technology(フィンランド)

    • Related Report
      2018 Annual Research Report
  • [Journal Article] 3.Transient Circular Dichroism Measurement of The Excited Triplet State of Pristine Hexahelicene in Solution at Room Temperature2019

    • Author(s)
      Makoto Kuronuma , Takehito Sato , Yasuyuki Araki ,* Tadashi Mori , Seiji Sakamoto, Yoshihisa Inoue , Osamu Ito , and Takehiko Wada
    • Journal Title

      Chemistry Letters

      Volume: 48 Issue: 4 Pages: 357-360

    • DOI

      10.1246/cl.190012

    • NAID

      130007624434

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Quantitative evaluation of energy migration between identical chromophores enabled by breaking symmetry2018

    • Author(s)
      Hiromu Kashida, Hayato Kawai, Ryoko Maruyama, Yuta Kokubo, Yasuyuki Araki, Takehiko Wada, Hiroyuki Asanuma
    • Journal Title

      Communications Chemistry (Nature)

      Volume: 1 Issue: 1 Pages: 91-98

    • DOI

      10.1038/s42004-018-0093-0

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Circular polarized luminescence of hydrogen-bonded molecular assemblies of chiral pyrene derivatives2018

    • Author(s)
      Hayato Anetai, Takashi Takeda, Norihisa Hoshino, Yasuyuki Araki, Takehiko Wada, Shunsuke Yamamoto, Masaya Mitsuishi, Hiromu Tsuchida, Tomoki Ogoshi, Tomoyuki Akutagawa
    • Journal Title

      The Journal of Physical Chemistry C

      Volume: 122 Issue: 11 Pages: 6323-6331

    • DOI

      10.1021/acs.jpcc.7b12747

    • Related Report
      2018 Annual Research Report 2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Concentration-dependent photophysical switching in mixed self-assembled monolayers of pentacene and perylenediimide on gold nanoclusters2018

    • Author(s)
      D. Kato, H. Sakai, Y. Araki, T. Wada, N. V. Tkachenko, T. Hasobe
    • Journal Title

      Phys. Chem. Chem. Phys.

      Volume: 20 Issue: 13 Pages: 8695-8706

    • DOI

      10.1039/c8cp00174j

    • Related Report
      2018 Annual Research Report 2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Peptide Ribonucleic Acid (PRNA)-Arginine Hybrids. Effects of Arginine Residues Alternatingly Introduced to PRNA Backbone on Aggregation, Cellular Uptake, and Cytotoxicity2018

    • Author(s)
      Sugai, Hiroka; Nakase, Ikuhiko; Sakamoto, Seiji; Nishio, Akihito; Nishijima, Masaki; Yamayoshi, Asako; Araki, Yasuyuki; Ishibashi, Satoru; Yokota, Inoue, Yoshihisa; Wada, Takehiko,*
    • Journal Title

      Chemistry Letters

      Volume: 47 Issue: 3 Pages: 381-384

    • DOI

      10.1246/cl.171186

    • NAID

      130006434142

    • Related Report
      2018 Annual Research Report 2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Control of the electrochemical and photophysical properties of N-substituted benzo[ghi]perylene derivatives2017

    • Author(s)
      Tokuo Kokichi、Sakai Hayato、Sakanoue Tomo、Takenobu Taishi、Araki Yasuyuki、Wada Takehiko、Hasobe Taku
    • Journal Title

      Materials Chemistry Frontiers

      Volume: 1 Issue: 11 Pages: 2299-2308

    • DOI

      10.1039/c7qm00301c

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthetic Control of the Excited-State Dynamics and Circularly Polarized Luminescence of Fluorescent "push-Pull" Tetrathia[9]helicenes2016

    • Author(s)
      Yuki Yamamoto, Hayato Sakai, Junpei Yuasa, Yasuyuki Araki, Takehiko Wada, Tomo Sakanoue, Taishi Takenobu, Tsuyoshi Kawai, Taku Hasobe
    • Journal Title

      Chemistry - A European Journal

      Volume: 22 Issue: 12 Pages: 4263-4273

    • DOI

      10.1002/chem.201504048

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Controllable Electronic Structures and Photoinduced Processes of Bay-Linked Perylenediimide Dimers and Ferrocene-Linked Triad2016

    • Author(s)
      H. Horinouchi, H. Sakai, Y. Araki, T. Sakanoue, T. Takenobu, T. Wada, N. V. Tkachenko, T. Hasobe
    • Journal Title

      Chem. Eur. J.

      Volume: 21 Issue: 28 Pages: 9631-9641

    • DOI

      10.1002/chem.201601058

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Long-Lived Triplet Excited States of Bent-Shaped Pentacene Dimers by Intramolecular Singlet Fission2016

    • Author(s)
      T. Sakuma, H. Sakai, Y. Araki, T. Mori, T. Wada, N. V. Tkachenko, T. Hasobe
    • Journal Title

      J. Phys. Chem. A

      Volume: 120 Issue: 11 Pages: 1867-1875

    • DOI

      10.1021/acs.jpca.6b00988

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Synthetic Control of Photophysical Process and Circularly Polarized Luminescence of [5]Carbohelicene Derivatives Substituted by Maleimide Units2016

    • Author(s)
      Hayato Sakai, Takako Kubota, Junpei Yuasa, Yasuyuki Araki, Tomo Sakanoue, Taishi Takenobu, Takehiko Wada, Tsuyoshi Kawai, and Taku Hasobe
    • Journal Title

      Journal of Phyisical Chemistry C

      Volume: 120 Issue: 14 Pages: 7860-7869

    • DOI

      10.1021/acs.jpcc.6b01344

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Presentation] Measurement Tools for the Circular Dichroism in the Photo-excited State Toward the Development CPL Materials2018

    • Author(s)
      KURONUMA, Makoto; KIKUCHI, Yota; ARAKI, Yasuyuki MORI, Tadashi ; WADA, Takehiko
    • Organizer
      日本化学会 第98春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] キラルなナフタレンジイミド 2 量体におけるナフタレンジイミド配置と励起状態特性2018

    • Author(s)
      荒木保幸, 佐藤岳人, 黒沼 慎, 三浦裕太, 菊池陽太, 和田健彦
    • Organizer
      日本化学会 第98春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 過渡吸収および過渡円二色分光法によるDNA-色素結合のダイナミクス2018

    • Author(s)
      荒木保幸
    • Organizer
      第40回日本光医学・光生物学会
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] 過渡分光法を用いて核酸に結合する色素の動的な側面を覗く2018

    • Author(s)
      荒木保幸
    • Organizer
      サントリー生有研シンポジウム「分子で解き明かす生命現象~生体分子を「視る」「捕まえる」「操作する」~」
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] CIRCULAR DICHROISM SPECTRA OF HELICENE IN THE PHOTO-EXCITED TRIPLET STATE2018

    • Author(s)
      Makoto Kuronuma, Yasuyuki Araki, Takehiko Wada
    • Organizer
      27th IUPAC International Symposium on Photochemistry
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 時間分解円二色性測定法を用いた[6]ヘリセンの励起三重項ダイナミクスの検討2017

    • Author(s)
      黒沼 慎, 菊池 陽太, 佐藤 岳人, 荒木 保幸,森 直, 和田 健彦
    • Organizer
      第11回分子科学討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] Circular dichroism spectra of nano- to microsecond-lived intermediates by time-resolved circular dichroism spectroscopy2017

    • Author(s)
      Yasuyuki Araki
    • Organizer
      Physical Chemistry Colloquium 2017@Sendai
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] キラルπ電子系の励起三重項状態における円二色スペクトル測定2016

    • Author(s)
      佐藤 岳仁, 荒木 保幸, 黒沼 慎, 坂本 清志, 和田 健彦
    • Organizer
      2016年光化学討論会
    • Place of Presentation
      東京大学、東京都目黒区駒場
    • Year and Date
      2016-09-06
    • Related Report
      2016 Annual Research Report
  • [Presentation] 楕円率検出円二色測定における円複屈折の寄与の考察2016

    • Author(s)
      荒木保幸, 黒 沼慎, 佐藤岳仁, 坂本清志, 和田健彦
    • Organizer
      2016年光化学討論会
    • Place of Presentation
      東京大学、東京都目黒区駒場
    • Year and Date
      2016-09-06
    • Related Report
      2016 Annual Research Report
  • [Presentation] Development of Circular Dichroism Detection System with Elliptically-polarized Light and its Application to the Challenge of Chirality Detection in the Photo-excited State2016

    • Author(s)
      Yasuyuki Araki, Makoto Murakami, Makoto Kuronuma, Takehito Sato, Seiji Sakamoto, Takehiko Wada
    • Organizer
      Interdisciplinary Science and Technology Conference - 2016 (iSciTech-2016)
    • Place of Presentation
      Sabaragamuwa University of Sri Lanka, Belihuloya, Sri Lanka
    • Year and Date
      2016-04-25
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research

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Published: 2016-04-21   Modified: 2020-03-30  

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