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2004 Fiscal Year Final Research Report Summary

Development of nano-scale conjugated molecular wires and research of their functional abilities

Research Project

Project/Area Number 13304051
Research Category

Grant-in-Aid for Scientific Research (A)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionHIROSHIMA UNIVERSITY

Principal Investigator

OTSUBO Tetsuo  Hiroshima University, Graduate School of Engineering, Professor, 大学院・工学研究科, 教授 (80029884)

Co-Investigator(Kenkyū-buntansha) ASO Yoshio  Osaka University, The Institute of Scientific and Industrial Research, Professor, 産業科学研究所, 教授 (60151065)
TAKIMIYA Kazuo  Hiroshima University, Graduate School of Engineering, Associate Professor, 大学院・工学研究科, 助教授 (40263735)
Project Period (FY) 2001 – 2004
KeywordsNano-scale molec / Molecular wire / Oligothiophene / Molecular electronics device / Self-assembled monolayer / Photovoltaic cell / Fullerene / Electroluminiscence device
Research Abstract

In order to explore the potential of nano-scale conjugated oligomers as advanced functional materials, the following four projects have been studied : 1,the designs and developments of functional conjugated nanomolecules ; 2,multifunctionalization of conjugated nanomolecules ; 3,higher-order organization of conjugated nanomolecules ; 4,applications of conjugated nanomolecules as molecular electronics materials. The most fruitful research result in the first topic is to have developed a series of oligothiophenes up to the 96-mer with 36.7 nm in length. The development of such extraordinarily long molecules means the docking of the bottom-up of synthetic molecules with the downsizing of microtechnology. This is the first important step towards the realization of single-molecular electronics. A great result in the second topic is to have revealed the advantage of oligothiophenes as superior molecular wires for photoinduced electron and energy transfer. A marked result in the third topics is to have developed a tripodal tetraphenylmethane anchor, which can serve the self-standing of the attached oligothiophene molecules in a self-assembled monolayer(SAM) formed on the gold substrate. It was actually applied to the successful construction of highly efficient SAM-based photovoltaic cells and electroluminescent devices. In the fourth topics, remarkable is to observe that oligothiophene/fullerene dyads are superior systems apt to photoinduced charge-separation, which is applicable to molecular electronics materials. Plastic solar cells using the oligothiophene/fullerene dyads were fabricated, demonstrating efficient photovoltaic performances.

  • Research Products

    (63 results)

All 2004 2003 2002 2001

All Journal Article (62 results) Book (1 results)

  • [Journal Article] α,ω-Bis(quinquwthienyl)alkanes as a π-Dimer Model of Polythiophene2004

    • Author(s)
      Teizi Satou
    • Journal Title

      Organic Letters 6

      Pages: 997-1000

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Synthesis and Photovoltaic Effects of Oligothiophenes Incorporated with Two [60]Fullerenes2004

    • Author(s)
      Nobukazu Negishi
    • Journal Title

      Chemistry Letters 33

      Pages: 654-655

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Dendrimer-Encapsulated Oligothiophenes2004

    • Author(s)
      Tetsuo Otsubo
    • Journal Title

      Chemistry Letters 33

      Pages: 1154-1155

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Photoinduced Electron Transfer in Porphyrin-Oligothiophene-Fullerene Linked Triads by Excitation of a Porphyrin Moiety2004

    • Author(s)
      Takumi Nakamura
    • Journal Title

      The Journal of Physical Chemistry B 108

      Pages: 10700-10710

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] An Ambipolar Organic Field-Effect Transistor Using Oligothiophene Incorporated with Two [60]Fullerenes2004

    • Author(s)
      Yoshihito Kunugi
    • Journal Title

      Journal of Materials Chemistry 14

      Pages: 2840-2841

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Synthesis and Photophysical Properties of Ferrocene-Oligothiophene-Fullerene Triads2004

    • Author(s)
      Hiroki Kanato
    • Journal Title

      The Journal of Organic Chemistry 69

      Pages: 7183-7189

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Photoinduced Charge Separation and Charge Recombination of Oligothiophene-Viologen Dyads in Polar Solvent2004

    • Author(s)
      Yasuyuki Araki
    • Journal Title

      The Journal of Physical Chemistry A 108

      Pages: 10649-10655

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] α,ω-Bis(quinquwthienyl)alkanes as a π-Dimer Model of Polythiophene2004

    • Author(s)
      Teizi Satou
    • Journal Title

      Org.Lett. Vol.6, No.6

      Pages: 997-1000

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Synthesis and Photovoltaic Effects of Oligothiophenes Incorporated with Two [60]Fullerenes2004

    • Author(s)
      Nobuyuki Negishi
    • Journal Title

      Chem.Lett. Vol.33, No.6

      Pages: 654-655

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Dendrimer-Encapsulated Oligothiophenes2004

    • Author(s)
      Tetsuo Otsubo
    • Journal Title

      Chem.Lett. Vol.33, No.9

      Pages: 1154-1155

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Photoinduced Electron Transfer in Porphyrin-Oligothiophene-Fullerene Linked Triads by Excitation of a Porphyrin Moiety2004

    • Author(s)
      Takumi Nakamura
    • Journal Title

      J.Phys.Chem.B Vol.108, No.30

      Pages: 10700-10710

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] An Ambipolar Organic Field-Effect Transistor Using Oligothiophene Incorporated with Two [60]Fullerenes2004

    • Author(s)
      Yoshihito Kunugi
    • Journal Title

      J.Mater.Chem. Vol.14

      Pages: 2840-2841

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Synthesis and Photophysical Properties of Ferrocene-Oligothiophene-Fullerene Triads2004

    • Author(s)
      Hiroki Kanato
    • Journal Title

      J.Org.Chem. Vol.69, No.21

      Pages: 7183-7189

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Photoinduced Charge Separation and Charge Recombination of Oligothiophene-Viologen Dyads in Polar Solvent2004

    • Author(s)
      Yasuyuki Araki
    • Journal Title

      J.Phys.Chem.A Vol.108, Vol.48

      Pages: 10649-10655

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] TTF-Porphyrin Dyads as Novel Photoinduced Electron Transfer Systems2003

    • Author(s)
      Shin-ichi Sadaike
    • Journal Title

      Tetrahedron Letters 44

      Pages: 161-165

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Oligothiophene/fullerene Dyads as Active Photovoltaic Materials2003

    • Author(s)
      Nobukazu Negishi
    • Journal Title

      Chemistry Letters 32

      Pages: 404-405

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Synthesis and Spectroscopic Properties of a Series of β-Blocked Long Oligothiophenes up to the 96-mer : Revaluation of Effective Conjugation Length2003

    • Author(s)
      Tsuyoshi Izumi
    • Journal Title

      Journal of the American Chemical Society 125

      Pages: 5286-5287

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] ESR Studies on Polarons in Long Oligothiophenes2003

    • Author(s)
      Katsuichi Kanemoto
    • Journal Title

      Physical Reviews B : Condensed Matter and Materials Physics 68

      Pages: 092302-1-092302-4

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Photoexcitation and Electron Transfer Properties of Rod- and Coil-Type Oligo(thienylene-ethynylene)s2003

    • Author(s)
      Mamoru Fujitsuka
    • Journal Title

      The Journal of Physical Chemistry B 107

      Pages: 739-746

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Synthetic Studies of Extraordinarily Long Oligothiophenes2003

    • Author(s)
      Tetsuo Otsubo
    • Journal Title

      Synthetic Metals 133-134

      Pages: 325-328

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] 次世代エレクトロニクス素子に向けたナノ共役分子の開発と機能2003

    • Author(s)
      大坪 徹夫
    • Journal Title

      未来材料 3

      Pages: 14-20

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] TTF-Porphyrin Dyads as Novel Photoinduced Electron Transfer Systems2003

    • Author(s)
      Shin-ichi Sadaike
    • Journal Title

      Tetrahedron Lett. Vol.44, No.1

      Pages: 161-165

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Oligothiophene/fullerene Dyads as Active Photovoltaic Materials2003

    • Author(s)
      Nobukazu Negishi
    • Journal Title

      Chem.Lett. Vol.32, No.4

      Pages: 404-405

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Synthesis and Spectroscopic Properties of a Series of β-Blocked Long Oligothiophenes up to the 96-mer : Revaluation of Effective Conjugation Length2003

    • Author(s)
      Tsuyoshi Izumi
    • Journal Title

      J.Am.Chem.Soc. Vol.125, No.18

      Pages: 5286-5287

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] ESR Studies on Polarons in Long Oligothiophenes2003

    • Author(s)
      Katsuichi Kanemoto
    • Journal Title

      Phys.Rev.B : Condensed Matter and Materials Physics Vol.68

      Pages: 092302/1-092302/4

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Photoexcitation and Electron Transfer Properties of Rod- and Coil-Type Oligo(thienylene-ethynylene)s2003

    • Author(s)
      Mamoru Fujitsuka
    • Journal Title

      J.Phys.Chem.B Vol.107, No.3

      Pages: 739-746

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Synthetic Studies of Extraordinarily Long Oligothiophenes2003

    • Author(s)
      Tetsuo Otsubo
    • Journal Title

      Synth.Met. Vol.133-134

      Pages: 325-328

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Development and Applications of Nanoscale Conjugated Molecules Towards Molecular Electronics Devices (Japanese)2003

    • Author(s)
      Tetsuo Otsubo
    • Journal Title

      Mirai Zairyo Vol.3, No.12

      Pages: 14-20

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Large Photocurrent Generation of Gold Electrodes Modified with [60]Fullerene-Linked Oligothiophenes Bearing a Tripodal Rigid Anchor2002

    • Author(s)
      Daigo Hirayama
    • Journal Title

      Journal of the American Chemical Society 124

      Pages: 532-533

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Porphyrin-Oligothiophene-Fullerene Triads as an Efficient Intramolecular Electron-Transfer System2002

    • Author(s)
      Jyunya Ikemoto
    • Journal Title

      Organic Letters 4

      Pages: 309-311

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Synthesis and Properties of Coil-Shaped 2,3-Thienylene- Ethynylene Oligomers2002

    • Author(s)
      Yoshio Aso
    • Journal Title

      Molecular Crystals Liquid Crystals 376

      Pages: 153-158

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Photoinduced Electron Transfer from Bis[4-N,N-di-p-tolylamino]phenyl] chalcogenides to Fullerenes (C60/C70) by Laser Flash Photolysis2002

    • Author(s)
      He-Ping Zeng
    • Journal Title

      ITE Letters on Batteries, New Technologues & Medicine 3

      Pages: 209-215

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Oligo(octithienylene-diethynylene)s as Unprecedentedly Long Conjugated Nanomolecules2002

    • Author(s)
      Kiyofumi Inouchi
    • Journal Title

      Organic Letters 4

      Pages: 2533-2536

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Enhanced Hole Injection in Organic Light-Emitting Diodes Consisting of Self-Assembled Monolayer of Tripod-Shaped π-Conjugated Thiols2002

    • Author(s)
      Lihua Zhu
    • Journal Title

      Journal of Materials Chemistry 12

      Pages: 2250-2254

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] ナノスケールオリゴチオフェンの合成と物性:導電性ポリマーモデルから分子エレクトロニクス材料へ2002

    • Author(s)
      安蘇 芳雄
    • Journal Title

      有機合成化学協会誌 60

      Pages: 52-61

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Functional Oligothiophenes as Advanced Molecular Electronic Materials2002

    • Author(s)
      Tetsuo Otsubo
    • Journal Title

      Journal of Materials Chemistry 12

      Pages: 2565-2575

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Large Photocurrent Generation of Gold Electrodes Modified with [60]Fullerene-Linked Oligothiophenes Bearing a Tripodal Rigid Anchor2002

    • Author(s)
      Daigo Hirayama
    • Journal Title

      J.Am.Chem.Soc. Vol.124, No.4

      Pages: 532-533

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Porphyrin-Oligothiophene-Fullerene Triads as an Efficient Intramolecular Electron-Transfer System2002

    • Author(s)
      Jyunya Ikemoto
    • Journal Title

      Org.Lett. Vol.4, No.3

      Pages: 309-311

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Synthesis and Properties of Coil-Shaped 2,3-Thienylene-Ethynylene Oligomers2002

    • Author(s)
      Y.Aso
    • Journal Title

      Mol.Cryst.Liq.Cryst. Vol.376

      Pages: 153-158

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Photoinduced Electron Transfer from Bis[4-N, N-di-p-tolylamino]phenyl]chalcogenides to Fullerenes (C60/C70) by Laser Flash Photolysis2002

    • Author(s)
      He-Ping Zeng
    • Journal Title

      ITE Letters on Batteries, New Technologues & Medicine Vol.3, No.2

      Pages: 209-215

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Oligo(octithienylene-diethynylene)s as Unprecedentedly Long Conjugated Nanomolecules2002

    • Author(s)
      Kiyoshi Inouchi
    • Journal Title

      Org.Lett. Vol.4, No.15

      Pages: 2533-2536

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Enhanced Hole Injection in Organic Light-Emitting Diodes Consisting of Self-Assembled Monolayer of Tripod-Shaped π-Conjugated Thiols2002

    • Author(s)
      Lihau Zhu
    • Journal Title

      J.Mater.Chem. Vol.12, No.8

      Pages: 2250-2254

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Synthesis and Properties of Nano-scale Oligothiophenes : From Models of Conductive Polymers to Molecular Electronics Materials (Japanese)2002

    • Author(s)
      Yoshio Aso
    • Journal Title

      J.Synth.Org.Chem.Jpn. Vol.60, No.1

      Pages: 52-61

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Functional Oligothiophenes as Advanced Molecular Electronic Materials2002

    • Author(s)
      Tetsuo Otsubo
    • Journal Title

      J.Mater.Chem. Vol.12, No.9

      Pages: 2565-2575

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Synthesis of Pyrene-Bearing Oligothiophenes as Novel Light Emitting Materials and Their Application to Single-Organic-Layer Electroluminescence Devices2001

    • Author(s)
      Yoshio Aso
    • Journal Title

      Chemistry Letters

      Pages: 420-421

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Synthesis and Properties of a Series of the Longest Oligothiophenes up to the 48-mer2001

    • Author(s)
      Naoto Sumi
    • Journal Title

      Bulletin of the Chemical Society of Japan 74

      Pages: 979-988

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Spectral Properties of the Longest Oligothiophenes in the Oxidation States2001

    • Author(s)
      Hidetaka Nakanishi
    • Journal Title

      Synthetic Metals 119

      Pages: 413-414

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Pico- and Nano-second Laser Flash Photolysis Study on Photoinduced Charge Separation in Oligothiophene-C60 Dyad Molecules2001

    • Author(s)
      Mamoru Fujitsuka
    • Journal Title

      Research on Chemical Intermediates 27

      Pages: 73-88

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Synthesis and Properties of Higher-Order Tetrathiafulvalene Oligomers up to the Dodecamer2001

    • Author(s)
      Tadashi Kageyama
    • Journal Title

      European Journal of Organic Chemistry

      Pages: 2983-2987

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Electrochemical Properties of Self-Assembled Monolayers of Tripod-Shaped Molecules and their Applications to Organic Light-Emitting Diodes2001

    • Author(s)
      Lihua Zhu
    • Journal Title

      Chemical Communications

      Pages: 1830-1831

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Photoinduced Charge Separation and Recombination Processes in Fine Particles of Oligothiophene-C60 Dyad Molecules2001

    • Author(s)
      Mamoru Fujitsuka
    • Journal Title

      The Journal of Physical Chemistry B 105

      Pages: 9930-9934

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Synthesis and Photophysical Properties of [60]Fullerene-Oligo(thienylene-ethynylene) Dyads2001

    • Author(s)
      Yuko Obara
    • Journal Title

      Tetrahedron Letters 42

      Pages: 6877-6881

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Synthesis, Optical, and Conductive Properties of Long Oligothiophenes and Their Utilization as Molecular Wires2001

    • Author(s)
      Tetsuo Otsubo
    • Journal Title

      Bulletin of the Chemical Society of Japan 74

      Pages: 1789-1801

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Synthesis of Pyrene-Bearing Oligothiophenes as Novel Light Emitting Materials and Their Application to Single-Organic-Layer Electroluminescence Devices2001

    • Author(s)
      Yoshio Aso
    • Journal Title

      Chem.Lett. No.5

      Pages: 420-421

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Synthesis and Properties of a Series of the Longest Oligothiophenes up to the 48-mer2001

    • Author(s)
      Naoto Sumi
    • Journal Title

      Bull.Chem.Soc.Jpn. Vol.74, No.5

      Pages: 979-988

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Spectral Properties of the Longest Oligothiophenes in the Oxidation States2001

    • Author(s)
      Hidetaka Nakanishi
    • Journal Title

      Synth.Met. Vol.119

      Pages: 413-414

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Pico- and Nano-second Laser Flash Photolysis Study on Photoinduced Charge Separation in Oligothiophene-C60 Dyad Molecules2001

    • Author(s)
      Mamoru Fujitsuka
    • Journal Title

      Res.Chem.Intermed. Vol.27, No.1,2

      Pages: 73-88

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Synthesis and Properties of Higher-Order Tetrathiafulvalene Oligomers up to the Dodecamer2001

    • Author(s)
      Tadashi Kageyama
    • Journal Title

      Eur.J.Org.Chem. No.15

      Pages: 2983-2987

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Electrochemical Propertties of Self-Assembled Monolayers of Tripod-Shaped Molecules and their Applications to Organic Light-Emitting Diodes2001

    • Author(s)
      Lihua Zhu
    • Journal Title

      Chem.Commun. No.18

      Pages: 1830-1831

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Photoinduced Charge Separation and Recombination Processes in Fine Particles of Oligothiophene-C60 Dyad Molecules2001

    • Author(s)
      Mamoru Fujitsuka
    • Journal Title

      J.Phys.Chem.B Vol.105, No.41

      Pages: 9930-9934

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Synthesis and Photophysical Properties of [60]Fullerene-Oligo(thienylene-ethynylene) Dyads2001

    • Author(s)
      Yuko Obara
    • Journal Title

      Tetrahedron Lett. Vol.42

      Pages: 6877-6881

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Synthesis, Optical, and Conductive Properties of Long Oligothiophenes and Their Utilization as Molecular Wires2001

    • Author(s)
      Tetsuo Otsubo
    • Journal Title

      Bull.Chem.Soc.Jpn. Vol.74, No.10

      Pages: 1789-1801

    • Description
      「研究成果報告書概要(欧文)」より
  • [Book] 分子ナノテクノロジー(8章分担執筆)(松重和美、田中一義編)2002

    • Author(s)
      大坪徹夫
    • Total Pages
      232
    • Publisher
      化学同人
    • Description
      「研究成果報告書概要(和文)」より

URL: 

Published: 2006-07-11  

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