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Studies on Novel Organic Redox Systems Containing Heterocycles with High Electron Affinities and Their Applications in the Study of EL Devices

Research Project

Project/Area Number 17550033
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionNagoya Institute of Technology

Principal Investigator

SAITO Katsuhiro  Nagoya Institute of Technology, Graduate School of Engineering, Professor, 工学研究科, 教授 (00089096)

Co-Investigator(Kenkyū-buntansha) OHKITA Masakazu  Nagoya Institute of Technology, Graduate School of Engineering, Assistant Professor, 工学研究科, 助教授 (60211786)
ONO Katsuhiko  Nagoya Institute of Technology, Graduate School of Engineering, Research Associate, 工学研究科, 助手 (20335079)
Project Period (FY) 2005 – 2006
Project Status Completed (Fiscal Year 2006)
Budget Amount *help
¥1,900,000 (Direct Cost: ¥1,900,000)
Fiscal Year 2006: ¥700,000 (Direct Cost: ¥700,000)
Fiscal Year 2005: ¥1,200,000 (Direct Cost: ¥1,200,000)
KeywordsFunctional Material / Organic Synthesis / EL Device / Polymer & Oligomer / Organic Conductor
Research Abstract

There has been considerable interest in new carrier-transporting materials for the research and development of organic electroluminescent (EL) devices. These materials are important for the effective recombination between electrons and holes in the emitting layers. With regard to this, we have designed and synthesized new organic redox systems with high electron affinities such as ligands and complexes, oligomers and polymers, and macrocycles.
1.Ligands and Complexes
(1)In order to investigate an effective method for carrier injection into the phosphor of organic EL devices, we synthesized new phosphorescent materials containing hole-trapping moieties. Organic EL devices using these materials as emitters exhibited high EL efficiencies. (Eur. J. Inorg. Chem. 2006, 3675)
(2)We synthesized BF_2 complexes with various 1,3-diketone ligands and their optical, electrochemical, and structural properties were investigated. These boron complexes are candidates for the fluorescent dopants of emitting layers.
(3)We synthesized a ruthenium(II) complex containing a 4,5-diazafluorene moiety as an electron-transporting polypyridyl ligand. A solar cell using the complex as a dye sensitizer showed a high solar energy-to-electricity conversion efficiency.
2.Oligomers and Polymers
Acene dimers linked by a 1,3,4-oxadiazole spacer were synthesized and their physical, optical, and electrochemical properties were investigated. These molecules were perpendicularly arranged on a SiO_2 substrate to form π-stacking films as observed in the X-Ray diffraction analysis. (Heterocycles 2007, 72, 85)
3.Macrocycles
The macrocyclic tetramer of 2-phenyl-1,3,4-oxadiazole was synthesized and its self-assembly was investigated. In the crystal, the molecule was stacked along the c axis to form a one-dimensional columnar structure that internally contained a string of water molecules. The unique nanotube structure is a promising candidate in the study of nanotechnological applications. (patent application)

Report

(3 results)
  • 2006 Annual Research Report   Final Research Report Summary
  • 2005 Annual Research Report
  • Research Products

    (13 results)

All 2007 2006 2005 Other

All Journal Article (11 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Synthesis and Electron-Transporting Ability of 3,6-Diaryl-4,5-diazafluorenes Modified Using Direct Arylation2007

    • Author(s)
      Katsuhiko Ono et al.
    • Journal Title

      Heterocycles 71

      Pages: 799-804

    • NAID

      40015324676

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Annual Research Report 2006 Final Research Report Summary
  • [Journal Article] Synthesis and Properties of Acene Dimers Linked by a 1,3,4-Oxadiazole Spacer2007

    • Author(s)
      Katsuhiko Ono et al.
    • Journal Title

      Heterocycles 72

      Pages: 85-90

    • NAID

      40015348782

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis and Properties of Acene Dimers Linked by a 1,3,4-Oxadiazole Spacer2007

    • Author(s)
      Katsuhiko Ono et al.
    • Journal Title

      Heterocycles 72(in press)

    • NAID

      40015348782

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Synthesis and Electroluminescence Properties of fac-Tris(2-phenylpyridine)iridium Derivatives Containing Hole-Trapping Moieties2006

    • Author(s)
      Katsuhiko Ono et al.
    • Journal Title

      European Journal of Inorganic Chemistry 2006

      Pages: 3676-3683

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis and Luminescent Properties of Bis(fluoren-9-ylidenemethyl)aromatics : Green and Red Materials in Organic Electroluminescent Devices2006

    • Author(s)
      Katsuhiko Ono et al.
    • Journal Title

      Heterocycles 68

      Pages: 667-672

    • NAID

      40007204642

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis and Electroluminescence Properties of fac-Tris(2-phenylpyridine)iridium Derivatives Containing Hole-Trapping Moieties2006

    • Author(s)
      Katsuhiko Ono et al.
    • Journal Title

      European Journal of Inorganic Chemistry

      Pages: 3676-3683

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis and Electroluminescence Properties of fac-Tris(2-phenylpyridine)iridium Derivatives Containing Hole-Accepting Moieties2006

    • Author(s)
      Katsuhiko Ono et al.
    • Journal Title

      European Journal of Inorganic Chemistry 2006

      Pages: 3676-3683

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Synthesis and Luminescent Properties of Bis(fluoren-9-ylidenemethyl)aromatics. Green and Red Fluorescent Materials Derived from DPVBi2006

    • Author(s)
      Katsuhiko Ono et al.
    • Journal Title

      Heterocycles 68

      Pages: 667-672

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Macrocyclic and Acyclic Bis(2,5-diphenyl-1,3,4-oxadiazole)s with Electron-Transporting and Hole-Blocking Ability in Organic Electroluminescent Devices2005

    • Author(s)
      Katsuhiko Ono et al.
    • Journal Title

      Macromolecular Chemistry and Physics 206

      Pages: 1576-1582

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Synthesis and Carrier-transporting Properties of 5, 10-Dihydro-5,5-dimethyl-10,10-diphenyl-1,9-diazasilanthrene2005

    • Author(s)
      Katsuhiko Ono et al.
    • Journal Title

      Chemistry Letters 34

      Pages: 1698-1699

    • NAID

      10016892376

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Synthesis of a Self-Assembled Nanohose Comprising Macrocycles

    • Author(s)
      Katsuhiko Ono, Katsuhiro Saito
    • Journal Title

      Patent Application JP 2006-247184

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Patent(Industrial Property Rights)] 超分子構造を有する超極細ホースの合成2006

    • Inventor(s)
      小野克彦, 斉藤勝裕
    • Industrial Property Rights Holder
      名古屋工業大学
    • Industrial Property Number
      2006-247184
    • Filing Date
      2006-09-12
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Patent(Industrial Property Rights)] 超分子構造を有する超極細ホース2006

    • Inventor(s)
      小野克彦, 斉藤勝裕
    • Industrial Property Rights Holder
      名古屋工業大学
    • Industrial Property Number
      2006-247184
    • Filing Date
      2006-09-12
    • Related Report
      2006 Annual Research Report

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Published: 2005-04-01   Modified: 2016-04-21  

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