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2013 Fiscal Year Final Research Report

Research for fused aromatic molecules potential for super- and semi-conductors prepared by the photosensitizing condensation method

Research Project

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Project/Area Number 23350059
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Functional materials chemistry
Research InstitutionGunma University

Principal Investigator

YAMAJI Minoru  群馬大学, 理工学研究院, 准教授 (20220361)

Co-Investigator(Kenkyū-buntansha) OKAMOTO Hideki  岡山大学, 自然科学研究科, 准教授 (30204043)
KUBOZONO Yoshihiro  岡山大学, 自然科学研究科, 教授 (80221935)
Project Period (FY) 2011-04-01 – 2014-03-31
Keywords分子素子 / 光縮環反応 / 有機半導体 / 有機超伝導体 / 蛍光分子 / 電荷移動度
Research Abstract

Chemical formation of fused aromatic compounds requires a variety of steps and efforts. We have found a new method for synthesizing pure condensed aromatic compounds by UV light irradiation in solution. With this method, we have prepared polyaromatic fuzed compounds and five-membered aromatic compounds containing oxygen, nitrogen and sulfur atoms. Photophysical and photochemical properties of these compounds have been revealed for utilizing them as efficient luminescent materials. For the aim of applying them to electronic materials such as an electron transfer layer in field-effect transistors (FET), the electron mobility was measured. The photochemical mechanism of the photocondensation method was investigated by using laser flash photolysis techniques.

  • Research Products

    (29 results)

All 2014 2013 2012 2011 Other

All Journal Article (17 results) (of which Peer Reviewed: 17 results) Presentation (9 results) (of which Invited: 1 results) Remarks (1 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Two-Photon Chemistry from Upper Triplet States of Thymine2013

    • Author(s)
      V. Vendrell-Criado, G. M. Rodriguez-Muniz, M. Yamaji, V. Lhiaubet-Vallet, M. C. Cuquerella and M. A. Miranda
    • Journal Title

      J. Am. Chem. Soc

      Volume: 135 Pages: 16714-16719

    • Peer Reviewed
  • [Journal Article] S2 Fluorescence from picene vapor2013

    • Author(s)
      T. Itoh, M. Yamaji and H. Okamoto
    • Journal Title

      Chem. Phys. Lett

      Volume: 570 Pages: 26-28

    • Peer Reviewed
  • [Journal Article] Photothermal Tautomerization of a UV Sunscreen (4-tert-Butyl-4 ′-methoxydibenzoylmethane) in Acetonitrile Studied by Steady-State and Laser Flash Photolysis2013

    • Author(s)
      M. Yamaji and M. Kida
    • Journal Title

      J. Phys. Chem. A

      Volume: 117 Pages: 1946-1951

    • Peer Reviewed
  • [Journal Article] Emission and transient absorption measurements of substitution effects of C-C triple bonds on relaxation processes of the fluorescent state of naphthalenes2013

    • Author(s)
      M. Yamaji, H. Maeda, K. Minamida, T. Maeda, K. Asai, G.-I. Konishi and K. Mizuno
    • Journal Title

      Res. Chem. Intermed.

      Volume: 39 Pages: 321-345

    • Peer Reviewed
  • [Journal Article] Photochemical behaviors of a tethered 1,3-diketone derivative studied by transient absorption and time-resolved EPR measurements2013

    • Author(s)
      A. Kobayashi, M. Yamaji, S. Nakajima, K. Akiyama, S. Tero-Kubota, S. Kato and Y. Nakamura
    • Journal Title

      Chem. Phys. Lett.

      Volume: 555 Pages: 101-105

    • Peer Reviewed
  • [Journal Article] S2 fluorescence from picene vapor2013

    • Author(s)
      T. Itoh, M. Yamaji and H. Okamoto
    • Journal Title

      Chem. Phys. Lett.

      Volume: 570 Pages: 26-28

    • Peer Reviewed
  • [Journal Article] 5-[4-(Dimethylamino)phenyl]-2-benzamidopyraz ines : fluorescent dyes based on Cypridina oxyluciferin2013

    • Author(s)
      T. Hirano, T. Nakagawa, A. Kodaka, S. Maki, H. Niwa and M. Yamaji
    • Journal Title

      Res. Chem. Intermed

      Volume: 39 Pages: 233-245

    • Peer Reviewed
  • [Journal Article] Photochemical synthesis and electronic spectra of fulminene ([6]phenacene)2013

    • Author(s)
      H. Okamoto, M. Yamaji, S. Gohda, K. Sato, H. Sugino and K. Satake
    • Journal Title

      Res. Chem. Intermed.

      Volume: 39 Pages: 147-159

    • Peer Reviewed
  • [Journal Article] Substitution Effects of C-C Triple Bonds on Deactivation Processes from the Fluorescent State of Pyrene Studied by Emission and Transient Absorption Measurements2012

    • Author(s)
      M. Yamaji, H. Maeda, Y. Nanai and K. Mizuno
    • Journal Title

      ISRN Physical Chemistry

      Volume: 2012 Pages: 7

    • Peer Reviewed
  • [Journal Article] Substitution effects of C ≡C triple bonds on the fluorescent properties of perylenes studied by emission and transient absorption measurements2012

    • Author(s)
      M. Yamaji, H. Maeda, Y. Nanai and K. Mizuno
    • Journal Title

      Chem. Phys. Lett.

      Volume: 536 Pages: 72-76

    • Peer Reviewed
  • [Journal Article] Characteristics of [6]phenacene thin film field-effect transistor2012

    • Author(s)
      N. Komura, H. Goto, X. He, H. Mitamura, R. Eguchi, Y. Kaji, H. Okamoto, Y. Sugawara, S. Gohda, K. Sato and Y. Kubozono
    • Journal Title

      Appl. Phys. Lett

      Volume: 101 Pages: 083301/083301 -083301/083304

    • Peer Reviewed
  • [Journal Article] Facile Synthesis of Picene from 1,2-Di(1 -naphthyl)ethane by 9-Fluorenone-Sensitized Photolysis2011

    • Author(s)
      H. Okamoto, M. Yamaji, S. Gohda, Y. Kubozono, N. Komura, K. Sato, H. Sugino and K. Satake
    • Journal Title

      Org. Lett

      Volume: 13 Pages: 2758-2761

    • Peer Reviewed
  • [Journal Article] Photochemical and photophysical properties of dibenzoylmethane derivatives within protein2011

    • Author(s)
      M. Marin, V. Lhiaubet-Vallet, C. Paris, M. Yamaji and M. A. Miranda
    • Journal Title

      Photochem. Photobiol. Sci.

      Volume: 10 Pages: 1474-1479

    • Peer Reviewed
  • [Journal Article] Facile Synthesis of Picene from 1,2-Di(1 -naphthyl)ethane by 9-Fluorenone-Sensitized Photolysis2011

    • Author(s)
      H. Okamoto, M. Yamaji, S. Gohda, Y. Kubozono, N. Komura, K. Sato, H. Sugino and K. Satake
    • Journal Title

      Org. Lett.

      Volume: 13 Pages: 2758-2761

    • Peer Reviewed
  • [Journal Article] Metal-intercalated aromatic hydrocarbons : a new class of carbon-based superconductors2011

    • Author(s)
      Y. Kubozono, H. Mitamura, X.-S. Lee, X.-X. He, Y. Yamanari, Y. Takahashi, Y. Suzuki, Y. Kaji, R. Eguchi, K. Akaike, T. Kambe, H. Okamoto, A. Fujiwara, T. Kato, T.-I. Kosugi and H. Aoki
    • Journal Title

      Phys. Chem. Chem. Phys.

      Volume: 13 Pages: 16476-16493

    • Peer Reviewed
  • [Journal Article] Development of new aromatic molecule superconductors2011

    • Author(s)
      Y. Kubozono, T. Kambe, H. Okamoto and A. Fujiwara
    • Journal Title

      Fain Kemikaru

      Volume: 40 Pages: 5-13

    • Peer Reviewed
  • [Journal Article] Efficient Synthetic Photocyclization for Phenacenes Using a Continuous Flow Reactor

    • Author(s)
      H. Okamoto, T. Takane, S. Gohda, Y. Kubozono, K. Sato, M. Yamaji, and K. Satake
    • Journal Title

      Chem. Lett.

      Volume: (in press)

    • Peer Reviewed
  • [Presentation] Photochemical Synthesis of [n]Phenacenes : 9-Fluorenone Sensitized Photocyclization of 1, 2-Diarylethane2013

    • Author(s)
      H. Okamoto, M. Yamaji, S. Gohda, Y. Kubozono and K. Satake
    • Organizer
      2013 Korea-Japan Frontier Photoscience
    • Place of Presentation
      Seoul (Korea)
    • Year and Date
      2013-11-25
    • Invited
  • [Presentation] 過渡吸収と時間分解EPR測定による1, 3-ジケントン化合物の分子構造と光化学的性質の研究2013

    • Author(s)
      山路稔・ 中島悟・ 秋山公男・ 手老省三・ 加藤真一郎・ 中村洋介
    • Organizer
      2013光化学討論会
    • Year and Date
      2013-09-12
  • [Presentation] Mallory環化によるフェナセンの合成 : 光ファイバーマイクロリアクターを用いる合成の効率化2013

    • Author(s)
      岡本秀毅・ 郷田慎・ 柴田明菜・ 佐藤かおり・ 山路稔・ 佐竹恭介
    • Organizer
      2013光化学討論会
    • Place of Presentation
      松山
    • Year and Date
      2013-09-12
  • [Presentation] Photochemical synthesis and properties of [n]phenacenes2012

    • Author(s)
      M. Yamaji and H. Okamoto
    • Organizer
      7th Asian Photochemistry Conference
    • Place of Presentation
      Osaka (Japan)
    • Year and Date
      2012-11-12
  • [Presentation] Substituent Effects of C-C Triple Bond on Deactivation Processes of Fluorescence States of Naphthalene2012

    • Author(s)
      M. Yamaji, H. Maeda and K. Mizuno
    • Organizer
      Pyrene and Perylene Derivatives, 2nd International Conference on Element Innovation
    • Place of Presentation
      Kiryu (Japan)
    • Year and Date
      2012-10-19
  • [Presentation] 光化学反応によるフルミネン([6]フェナセン)の合成および電子スペクトル2012

    • Author(s)
      岡本秀毅・ 山路稔・ 郷田慎・ 佐藤かおり・ 杉野久子・ 佐竹恭介
    • Organizer
      2012基礎有機討論会
    • Place of Presentation
      京都
    • Year and Date
      2012-09-20
  • [Presentation] UVサンスクリーンの光熱異性化過程の㏿度論的研究2012

    • Author(s)
      木田真由美・ 山路稔
    • Organizer
      光化学討論会
    • Place of Presentation
      東京
    • Year and Date
      2012-09-13
  • [Presentation] 高励起三重項の光化学(その3)二段階二色レーザー光分解法による芳香族カルボニル化合物の高励起三重項状態のα結合解離過程2012

    • Author(s)
      山路稔・ 蔡喜臣・ 坂本雅典・ 藤塚守・ 真嶋哲朗
    • Organizer
      2012光化学討論会
    • Place of Presentation
      東京
    • Year and Date
      2012-09-13
  • [Presentation] Photochemical Synthesis for Organic Semi- and Superconductors : Synthesis and Electronic Spectra of Fulminene ([6]Phenacene)2011

    • Author(s)
      M. Yamaji
    • Organizer
      1st International Conference on Element Innovation
    • Place of Presentation
      Kiryu (Japan)
    • Year and Date
      2011-12-09
  • [Remarks]

    • URL

      http://photochem.chem-bio.st.gunma-u.ac.jp/~yamaji/

  • [Patent(Industrial Property Rights)] カルボニルフェナセン化合物, 有機発光材料, 有機半導体材料, 及びカルボニルフェナセン化合物の製造方法2014

    • Inventor(s)
      山路稔
    • Industrial Property Rights Holder
      群馬大学
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      特許願 2014-056846
    • Filing Date
      2014-03-19
  • [Patent(Industrial Property Rights)] 光重合開始剤2013

    • Inventor(s)
      山路稔
    • Industrial Property Rights Holder
      群馬大学
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      特許願 2013-191161
    • Filing Date
      2013-09-13

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Published: 2015-06-25  

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