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Design and development of photo-induced organic molecular metals

Research Project

Project/Area Number 13450352
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field 工業物理化学
Research InstitutionKyoto University

Principal Investigator

TANAKA Kazuyoshi  Kyoto University, Molecular Engineering, Professor, 工学研究科, 教授 (90155119)

Co-Investigator(Kenkyū-buntansha) ITO Akihiro  Kyoto University, Molecular Engineering, Research associate, 工学研究科, 助手 (90293901)
HIROYUKI Fueno  Kyoto University, Molecular Engineering, Research associate, 工学研究科, 助手 (30212179)
MISAKI Yohji  Kyoto University, Molecular Engineering, Associate professor, 工学研究科, 助教授 (90202340)
Project Period (FY) 2001 – 2003
Project Status Completed (Fiscal Year 2003)
Budget Amount *help
¥13,300,000 (Direct Cost: ¥13,300,000)
Fiscal Year 2003: ¥1,400,000 (Direct Cost: ¥1,400,000)
Fiscal Year 2002: ¥1,400,000 (Direct Cost: ¥1,400,000)
Fiscal Year 2001: ¥10,500,000 (Direct Cost: ¥10,500,000)
KeywordsOrganic molecular metal / Quantum functional material / Photo conductivity / Photo induced ferromagnetism / Electronic structure / Photo induced electron-transfer / 光導電性 / 分子内光電子移動 / サイクリックボルタンメトリー / 電気伝導度
Research Abstract

(1) Hybrid system composed of TTF fused with 1,3-dithiol-2-ylidene (DT TTF) and C60 (1) has been designed, and its electronic structure has been investigated. The molecular orbital calculation of the unsubstituted-1 suggests that the DT TTF and C_<60> units mainly contribute to the HOMO and LUMO, respectively. The DT TTF and C_<60> moieties have positive and negative, respectively, indicating intramolecular charge-transfer. On the other hand, HOMO-LUMO gap of 1 is significantly smaller by 3.02 and 1.07 eV compared with those of DT TTF and C_<60>, respectively.
(2) Several derivatives of 1 have been synthesized. Cyclic voltammogram of 1 consists of two reversible oxidation waves corresponding to the TTF and four reduction ones due to C_<60> moiety. The oxidation potentials are higher than those of the corresponding DT TTF derivative due to electron-withdrawing effect of C_<60>. In a similar manner, the reduction potentials are more negative than those of C_<60> because of electron-donating effect of the donor moiety. They showed electrical conductivity of σ_<rt> = 10^<-8>S cm^<-1> on compressed pellets.
(3) Several derivatives of oligo-fused extended-TTF, in which thiophene is inserted, have been synthesized. Cyclic voltammogram of the tris-fused derivative consists of two pairs of two-electron transfer waves and two pairs of one-electron ones, while the bis-fused analog exhibits four pairs of one-electron transfer waves. The above results indicate that the positive charges delocalize on the whole molecule. In the UV vis spectra of these oligo-fused extended-TTFs, the absorption maxima appeared around 485 nm, and no significant shift to the longer wavelength region was observed derived from increase of extended-TTF units.

Report

(4 results)
  • 2003 Annual Research Report   Final Research Report Summary
  • 2002 Annual Research Report
  • 2001 Annual Research Report
  • Research Products

    (18 results)

All Other

All Publications (18 results)

  • [Publications] Kazuyoshi Tanaka et al.: "Photochemical Properties of Porphyrin Tapes"Journal of the American Chemical Society. 124巻. 14642-14654 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kazuyoshi Tanaka et al.: "Synthesis of Diazafluorene-functionalized TTF Donors"Chemistry Letters. 3号. 592-593 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kazuyoshi Tanaka et al.: "Tuning Spin-State Preference by Substituents : A Case Study of Thianthrene Dication"Journal of Physical Chemistry. 106巻. 8716-8720 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kazuyoshi Tanaka et al.: "A Spiro-Fused Triarylaminium Cation Radicals with a Triplet Ground State"Angewandte Chemie International Edition in English. 42巻. 921-924 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kazuyoshi Tanaka et al.: "Synthesis and Properties of Dimeric BDT-TTP Derivatives"Synthetic Metals. 137巻. 937-938 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kazuyoshi Tanaka et al.: "Tris-Fused Tetrathiafulvalenes (TTF) : Highly Conducting Single- Component Organics and Metallic Charge-Transfer Salt"Synthetic Metals. 141巻. 307-313 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] 田中一義ほか: "分子ナノテクノロジー"株式会社化学同人. 232 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kazuyoshi Tanaka et al.: "Photochemical Properties of Porphyrin Tapes"Journal of the American Chemical Society. 124. 14642-14645 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kazuyoshi Tanaka et al.: "Synthesis of Diazafluorene-functionalized TTF Donors"Chemistry Letters. 3. 592-593 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kazuyoshi Tanaka et al.: "Tuning Spin-State. Preference by Substituents: A Case Study of Thianthrene Dication"Journal of Physical Chemistry. 106. 8716-8720 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kazuyoshi Tanaka et al.: "A Spiro-Fused Triarylaminium Cation Radicals with a Triplet Ground State"Angewandte Chemie International Edition in English. 42. 921-924 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kazuyoshi Tanaka et al.: "Synthesis and, Properties of Dimeric BDT TTP Derivatives"Synthetic Metals. 137. 937-938 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kazuyoshi Tanaka et al.: "Tris-Fused Tetrathiafulvalenes (TTF): Highly Conducting Single-Component Organics and Metallic Charge-Transfer Salt"Synthetic Metals. 141. 307-313 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Yohji Misaki et al.: "Synthesis and Properties of Dimeric BDT-TTP Derivatives"Synthetic Metals. 137. 937-938 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Yohji Misaki et al.: "Tris-Fused Tetrathiafulvalenes(TTF) : Highly Conducting Single-Component Organics and Metallic Charge-Transfer Salt"Synthetic Metals. (印刷中).

    • Related Report
      2003 Annual Research Report
  • [Publications] Kazuyoshi Tanaka et al.: "Photochemical Properties of Porphyrin Tapes"Journal of the American Chemical Society. 124巻. 14642-14654 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] 田中一義 ほか: "分子ナノテクノロジー"株式会社 化学同人. 232 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] 田中一義ほか: "白川英樹博士と導電性高分子"株式会社化学同人. 154 (2001)

    • Related Report
      2001 Annual Research Report

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Published: 2001-04-01   Modified: 2016-04-21  

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