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Development of liquid-crystalline polymer semiconductors having elastomeric properties

Research Project

Project/Area Number 22350080
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Functional materials/Devices
Research InstitutionKagawa University

Principal Investigator

FUNAHASHI Masahiro  香川大学, 工学部, 教授 (90262287)

Project Period (FY) 2010 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥17,810,000 (Direct Cost: ¥13,700,000、Indirect Cost: ¥4,110,000)
Fiscal Year 2012: ¥5,720,000 (Direct Cost: ¥4,400,000、Indirect Cost: ¥1,320,000)
Fiscal Year 2011: ¥5,720,000 (Direct Cost: ¥4,400,000、Indirect Cost: ¥1,320,000)
Fiscal Year 2010: ¥6,370,000 (Direct Cost: ¥4,900,000、Indirect Cost: ¥1,470,000)
Keywords液晶性半導体 / 液晶性高分子 / オリゴシロキサン / ペリレンテトラカルボン酸ビスイミド / 電子輸送 / n-型半導体 / 液晶 / エラストマー / 側鎖型液晶性高分子 / カルステッド触媒 / ペリレンテトラカルボン酸ジイミド / Time-of-Flight法
Research Abstract

In this study, liquid crystalline semiconductors based on perylene tetracarboxylic bisimide (PTCBI) cores have been studied. PTCBI derivatives bearing four alkenyl groups were synthesized and oligosiloxane chains were introduced at the terminals of the side chains using Karstedt catalyst. These compounds exhibit columnar phases at room temperature and do not crystallize even when they are cooled to -100 oC. They exhibit high electron mobilities in the columnar phases at room temperature and the electron mobility exceeds 0.1 cm2/Vs in ordered columnar phase of a compound. These compounds are soluble in various organic solvents except for alcohols. Thin films can be produced on glass substrates by a spin-coating method. Using friction transfer method, uniaxyally aligned thin films can be produced. LC PTCBI derivatives bearing polymerizable cyclotetrasiloxane moieties have been synthesized. The compound in which the cyclotetrasiloxane moieties are connected to the core via hexylene groups exhibits a disordered columnar phase at room temperature and the electron mobility is determined to be 2x10-4cm2/Vs at room temperature by the time -of-flight method. The compound is also soluble in various organic solvents and thin film can be produced by the spin-coating method. The compound polymerizes in the presence of trifluoromethane sulfonic acid. Now the polymerization condition is being investigated.

Report

(4 results)
  • 2012 Annual Research Report   Final Research Report ( PDF )
  • 2011 Annual Research Report
  • 2010 Annual Research Report
  • Research Products

    (63 results)

All 2013 2012 2011 Other

All Journal Article (21 results) (of which Peer Reviewed: 9 results) Presentation (35 results) (of which Invited: 5 results) Remarks (4 results) Patent(Industrial Property Rights) (3 results) (of which Overseas: 2 results)

  • [Journal Article] Temperature-independent hole mobility of a smectic liquid-crystalline semiconductor based on band-like conduction2013

    • Author(s)
      M. Funahashi, T. Ishii, A. Sonoda
    • Journal Title

      ChemPhysChem

      Volume: 14

    • Related Report
      2012 Final Research Report
  • [Journal Article] ナノ相分離を利用した新規液晶性半導体の電荷輸送2013

    • Author(s)
      舟橋正浩
    • Journal Title

      機能性材料

      Volume: 33(5) Pages: 4-11

    • Related Report
      2012 Final Research Report
  • [Journal Article] Time-of-Flight 法によるキャリア 移動 度の測 定2013

    • Author(s)
      舟橋正浩
    • Journal Title

      液晶

      Volume: 17(1) Pages: 55-66

    • NAID

      10031143707

    • Related Report
      2012 Final Research Report
  • [Journal Article] 電子機能材料としての液晶 - ナノ構造制御と電子機能の新展開2013

    • Author(s)
      舟橋正浩
    • Journal Title

      化学

      Volume: 68(1) Pages: 72-73

    • Related Report
      2012 Annual Research Report
  • [Journal Article] Liquid-crystalline perylene tetracarboxylic acid bisimide bearing oligosiloxane chains with high electron mobility and solubility2012

    • Author(s)
      M. Funahashi, A. Sonoda
    • Journal Title

      Liquid-crystalline perylene tetracarboxylic acid bisimide bearing oligosiloxane chains with high electron mobility and solubility

      Volume: 13 Pages: 1633-1640

    • Related Report
      2012 Final Research Report
  • [Journal Article] Design of liquid -crystalline electronic functional materials through nanosegregation2012

    • Author(s)
      M. Funahashi
    • Journal Title

      Proc. SPIE

      Volume: 8475,84750E

    • NAID

      40019332974

    • Related Report
      2012 Final Research Report
  • [Journal Article] High electron mobility in a columnar phase of liquid-crystalline perylene tetracarboxylic bisimide bearing oligosiloxane chains2012

    • Author(s)
      M. Funahashi, A. Sonoda
    • Journal Title

      J. Mater. Chem

      Volume: 22 Pages: 25190-25197

    • Related Report
      2012 Final Research Report
  • [Journal Article] Molecular Design and Electronic Functions of Nanostructured LC Semiconductors2012

    • Author(s)
      M. Funahashi
    • Journal Title

      Proceedings of IDW12

      Pages: 349-352

    • Related Report
      2012 Final Research Report
  • [Journal Article] ナノ相分離を利用した液晶性電子機能材料のデザイン2012

    • Author(s)
      舟橋正浩
    • Journal Title

      化学工業

      Volume: 63(6) Pages: 421-426

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
  • [Journal Article] Liquid-crystalline perylene tetracarboxylic acid bisimide bearing oligosiloxane chains with high electron mobility and solubility2012

    • Author(s)
      M. Funahashi and A. Sonoda
    • Journal Title

      Organic Electronics

      Volume: 13 Pages: 1633-1640

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] High electron mobility in a columnar phase of liquid-crystalline perylene tetracarboxylic bisimide bearing oligosiloxane chains2012

    • Author(s)
      M. Funahashi
    • Journal Title

      Proc. SPIE

      Volume: 8475

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] High electron mobility in a columnar phase of liquid-crystalline perylene tetracarboxylic bisimide bearing oligosiloxane chains2012

    • Author(s)
      M. Funahashi and A. Sonoda
    • Journal Title

      Journal of Matererials Chemistry

      Volume: 22 Pages: 25190-25197

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Molecular Design and Electronic Functions of Nanostructured LC Semiconductors2012

    • Author(s)
      M. Funahashi
    • Journal Title

      Proceedings of IDW12'

      Volume: 2012 Pages: 349-352

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Liquid-crystalline perylene tetracarboxylic diimide bearing oligosiloxane chains with a high electron mobility and solubility2012

    • Author(s)
      M.Funahashi, A.Sonoda
    • Journal Title

      Organic Electronics

      Volume: 13 Pages: 1633-1640

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Temperature-Independent Hole Mobility in Field-Effect Transistors Based on Liquid-Crystalline Semiconductors2011

    • Author(s)
      M. Funahashi, F. Zhang, and N. Tamaoki
    • Journal Title

      IEICE Transactions, Electronics: C

      Volume: E94C(11) Pages: 1720-1726

    • NAID

      10030190075

    • Related Report
      2012 Final Research Report
  • [Journal Article] Liquid-Crystalline Perylene and Phthalocyanine Derivatives Bearing Oligosiloxane Chains2011

    • Author(s)
      M. Funahashi
    • Journal Title

      Proceedings of IDW'11

      Pages: 553-556

    • Related Report
      2012 Final Research Report
  • [Journal Article] 電気伝導性を示すソフトマター - 柔らかい電子系への展開2011

    • Author(s)
      舟橋正浩
    • Journal Title

      まてりあ

      Volume: 50(6) Pages: 241-246

    • NAID

      10028253296

    • Related Report
      2012 Final Research Report
  • [Journal Article] Liquid-Crystalline Perylene and Phthalocyanine Derivatives Bearing Oligosiloxane chains2011

    • Author(s)
      M.Funahashi, N.Takeuchi, N.Tomita, T.Ishii, A.Sonoda
    • Journal Title

      Proceedings of IDW'11

      Volume: 2011 Pages: 553-556

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 電気伝導性を示すソフトマター柔らかい電子系への展開2011

    • Author(s)
      舟橋正浩
    • Journal Title

      まてりあ(日本金属学会学報)

      Volume: 50巻6号 Pages: 241-246

    • NAID

      10028253296

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] ナノ相分離を利用した液晶性π共役分子組織体の電子機能2011

    • Author(s)
      舟橋正浩
    • Journal Title

      高分子

      Volume: 60巻7号 Pages: 463-464

    • NAID

      10029059707

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 電気伝導性を示すソフトマター-柔らかい電子系への展開2011

    • Author(s)
      舟橋正浩
    • Journal Title

      まてりあ

      Volume: 50(印刷中)

    • NAID

      10028253296

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] オリゴシロキサン鎖を有するペリレンテトラカルボン酸ビスイミド誘導体の液晶性と電子輸送特性2013

    • Author(s)
      舟橋正浩; 竹内望美; 山岡美香; 苑田晃成
    • Organizer
      日本化学会第93回春季年会
    • Related Report
      2012 Final Research Report
  • [Presentation] N-Type LC Perylene Tetracarboxylic Bisimide Derivatives Bearing Oligosiloxane Moieties2013

    • Author(s)
      舟橋正浩; 竹内望美; 山岡美香; 苑田晃成 Bearing Oligosiloxane Moieties
    • Organizer
      7th International Conference on Molecular Electronics and Bioelectronics
    • Related Report
      2012 Final Research Report
  • [Presentation] 液晶性とナノ相分離を利用した有機半導体の機能化2012

    • Author(s)
      舟橋正浩
    • Organizer
      日本化学会第92回春季年会特別企画講演
    • Place of Presentation
      慶応大学(東京)
    • Year and Date
      2012-03-28
    • Related Report
      2011 Annual Research Report
  • [Presentation] New electronic functions of liquid-crystalline semiconductors produced by nanosegregation2012

    • Author(s)
      M.Funahashi
    • Organizer
      International Symposium on Self-Organizing Molecular Semiconductors
    • Place of Presentation
      Kuramae Hall, Tokyo Institute of Technology (Tokyo)
    • Year and Date
      2012-02-22
    • Related Report
      2011 Annual Research Report
  • [Presentation] Molecular Design and Electronic Functions of Nanostructured LC Semiconductors2012

    • Author(s)
      舟橋正浩
    • Organizer
      International Display Workshop 2012 (IDW12')
    • Related Report
      2012 Final Research Report
  • [Presentation] ナノ相分離を利用した液晶性電子材料の分子設計2012

    • Author(s)
      舟橋正浩
    • Organizer
      化学フェスタ
    • Related Report
      2012 Final Research Report
  • [Presentation] Synthesis and mesomorphic properties of new n-type liquid crystalline semiconductor based on perylene skeleton2012

    • Author(s)
      舟橋正浩; 竹内望美; 苑田晃成
    • Organizer
      IUMRS-ICEM 2012
    • Related Report
      2012 Final Research Report
  • [Presentation] 側鎖にオリゴシロキサン鎖を有するペリレンテトラカルボン酸ビスイミド誘導体のカラムナー相での高速電子輸送2012

    • Author(s)
      舟橋正浩
    • Organizer
      液晶討論会
    • Related Report
      2012 Final Research Report
  • [Presentation] オリゴシロキサン鎖を有するペリレンテトラカルボン酸ビスイミドの液晶性と電子輸送性2012

    • Author(s)
      舟橋正浩; 竹内望美; 苑田晃成
    • Organizer
      液晶討論会
    • Related Report
      2012 Final Research Report
  • [Presentation] オリゴシロキサン鎖を有する液晶性オリゴチオフェンの合成とナノ2012

    • Author(s)
      舟橋正浩; 富田直之; 苑田晃成
    • Organizer
      構造制御液晶討論会
    • Related Report
      2012 Final Research Report
  • [Presentation] 側鎖にオリゴシロキサン鎖を有する液晶性ペリレンテトラカルボン酸ビスイミド2012

    • Author(s)
      舟橋正浩; 苑田晃成
    • Organizer
      高分子討論会
    • Related Report
      2012 Final Research Report
  • [Presentation] High electron mobility exceeding 0.1 cm2/Vs in an ordered columnar phase of perylene tetracarboxylic bisimide derivatives bearing disiloxane chains2012

    • Author(s)
      舟橋正浩; 苑田晃成
    • Organizer
      IUMRS-ICEM 2012
    • Related Report
      2012 Final Research Report
  • [Presentation] Design of liquid-crystalline electronic functional materials through nanosegregation2012

    • Author(s)
      舟橋正浩
    • Organizer
      SPIE Organic Photonics + Electronics
    • Related Report
      2012 Final Research Report
  • [Presentation] New n-type liquid-crystalline perylene tetracarboxylic bisimide derivatives2012

    • Author(s)
      舟橋正浩
    • Organizer
      International Liquid Crystal Conference 2012
    • Related Report
      2012 Final Research Report
  • [Presentation] 高い電子移動度を示す液晶性ペリレンテトラカルボン酸ビスイミド(Liquid crystalline perylene tetracarboxylic bisimide with a high electron mobility)2012

    • Author(s)
      舟橋正浩; 苑田晃成
    • Organizer
      高分子学会年次大会
    • Related Report
      2012 Final Research Report
  • [Presentation] 液晶性とナノ相分離を利用した有機半導体の機能化2012

    • Author(s)
      舟橋正浩
    • Organizer
      日本化学会春季年会特別セッションエキゾティック自己組織化材料
    • Related Report
      2012 Final Research Report
  • [Presentation] New electronic functions of liquid-crystalline semiconductors produced by nanosegregation2012

    • Author(s)
      舟橋正浩
    • Organizer
      International Symposium on Self-Organizing Molecular Semiconductors
    • Related Report
      2012 Final Research Report
  • [Presentation] ミクロとマクロから見た液晶相における電気伝導2012

    • Author(s)
      舟橋正浩「」2012年7月19-21日
    • Organizer
      日本液晶学会液晶サマースクール
    • Place of Presentation
      武蔵野グランドホテル
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Design of liquid-crystalline electronic functional materials through nanosegregation,2012

    • Author(s)
      M. Funahashi,
    • Organizer
      SPIE Organic Photonics + Electronics
    • Place of Presentation
      San Diego, USA
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Molecular Design and Electronic Functions of Nanostructured LC Semiconductors2012

    • Author(s)
      M. Funahashi
    • Organizer
      International Display Workshop 2012
    • Place of Presentation
      Kyoto, Japan
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] ナノ相分離を利用した液晶性電子材料の分子設計2012

    • Author(s)
      舟橋正浩
    • Organizer
      化学フェスタ2012、2012年10月16日、
    • Place of Presentation
      東京工業大学蔵前ホール
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] ナノ相分離を利用した新規液晶性電子材料の開発2012

    • Author(s)
      舟橋正浩
    • Organizer
      物質・デバイス領域共同研究拠点事業「分子組織構造による光電子機能創成
    • Place of Presentation
      北海道大学電子科学研究所(札幌)
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Liquid-crystalline perylene tetracarboxylic acid bisimide derivatives bearing oligosiloxane chains2011

    • Author(s)
      舟橋正浩
    • Organizer
      MRSJシンポジウム
    • Place of Presentation
      横浜開港記念館(横浜)
    • Year and Date
      2011-12-20
    • Related Report
      2011 Annual Research Report
  • [Presentation] Electronic functions of π-conjugated liquid crystals2011

    • Author(s)
      舟橋正浩
    • Organizer
      MRSJシンポジウム
    • Place of Presentation
      横浜開港記念館(横浜)
    • Year and Date
      2011-12-19
    • Related Report
      2011 Annual Research Report
  • [Presentation] Liquid-crystalline perylene tetracarboxylic diimide bearing oligosiloxane chains with a high electron mobility and solubility2011

    • Author(s)
      M.Funahashi, N.Takeuchi, N.Tomita, T.Ishii, A.Sonoda
    • Organizer
      International Display Workshops 2011
    • Place of Presentation
      名古屋コンベンションセンター(名古屋)
    • Year and Date
      2011-12-08
    • Related Report
      2011 Annual Research Report
  • [Presentation] Nanostructures and electronic functions of liquid crystalline oligothiophene derivatives2011

    • Author(s)
      Masahiro Funahashi
    • Organizer
      Seminar of Malayan University
    • Place of Presentation
      Kuala Lumpur, Malaysia
    • Year and Date
      2011-11-11
    • Related Report
      2011 Annual Research Report
  • [Presentation] 液晶性オリゴチオフェンのナノ構造制御と電子機能-やわらかい有機半導体の開発2011

    • Author(s)
      舟橋正浩
    • Organizer
      日本化学会中・四国支部愛媛地区化学講演会
    • Place of Presentation
      愛媛大学工学部(松山)
    • Year and Date
      2011-09-14
    • Related Report
      2011 Annual Research Report
  • [Presentation] 液晶性π共役分子組織体とデバイスへの応用2011

    • Author(s)
      舟橋正浩
    • Organizer
      高分子学会高分子基礎物性研究会
    • Place of Presentation
      東京大学山上会館(招待講演)
    • Year and Date
      2011-03-04
    • Related Report
      2010 Annual Research Report
  • [Presentation] Liquid-crystalline perylene tetracarboxylic acid bisimide derivatives bearing oligosiloxane chains2011

    • Author(s)
      舟橋正浩
    • Organizer
      MRSJ シンポジウム
    • Related Report
      2012 Final Research Report
  • [Presentation] Electronic functions of π-conjugated liquid crystals2011

    • Author(s)
      舟橋正浩
    • Organizer
      MRSJ シンポジウム
    • Related Report
      2012 Final Research Report
  • [Presentation] Nanostructures and electronic functions of liquid crystalline oligothiophene derivatives2011

    • Author(s)
      舟橋正浩
    • Organizer
      マラヤ国立大学物理学科セミナー特別講演
    • Related Report
      2012 Final Research Report
  • [Presentation] 液晶性半導体のナノ構造化2011

    • Author(s)
      舟橋正浩
    • Organizer
      高分子学会有機エレクトロニクス研究会講演会
    • Related Report
      2012 Final Research Report 2011 Annual Research Report
  • [Presentation] 側鎖にオリゴシロキサン鎖を有する液晶性ペリレンテトラカルボン酸ビスイミド2011

    • Author(s)
      舟橋正浩
    • Organizer
      液晶討論会
    • Related Report
      2012 Final Research Report 2011 Annual Research Report
  • [Presentation] オリゴシロキサン部位を側鎖に有する液晶性ペリレンテトラカルボン酸ビスイミドの合成と物性2011

    • Author(s)
      舟橋正浩
    • Organizer
      高分子討論会
    • Related Report
      2012 Final Research Report 2011 Annual Research Report
  • [Presentation] 側鎖にオリゴシロキサン部位を有する液晶性ペリレンテトラカルボン酸2011

    • Author(s)
      舟橋正浩
    • Organizer
      第72回応用物理学会学術講演会
    • Related Report
      2012 Final Research Report
  • [Remarks]

    • URL

      http://www.eng.kagawa-u.ac.jp/~m-funa/Funahashi_2010_Top.html

    • Related Report
      2012 Final Research Report
  • [Remarks] 舟橋研究室 トップページ

    • URL

      http://www.eng.kagawa-u.ac.jp/~m-funa/Funahashi_2010_Top.html

    • Related Report
      2012 Annual Research Report
  • [Remarks] 舟橋研究室 研究業績

    • URL

      http://www.eng.kagawa-u.ac.jp/~m-funa/Funahashi_2010_publication.html

    • Related Report
      2012 Annual Research Report
  • [Remarks]

    • URL

      http://www.eng.kagawa-u.ac.jp/~m-funa/Funahashi_2010_Top.html

    • Related Report
      2011 Annual Research Report
  • [Patent(Industrial Property Rights)] ペリレンテトラカルボン酸ビスイミド誘導体、n-型半導体、n-型半導体の製造法、および、電子装置2013

    • Inventor(s)
      舟橋正浩
    • Industrial Property Rights Holder
      舟橋正浩
    • Industrial Property Rights Type
      特許
    • Filing Date
      2013-04-04
    • Related Report
      2012 Annual Research Report
    • Overseas
  • [Patent(Industrial Property Rights)] ペリレンテトラカルボン酸ビスイミド誘導体、n-型半導体、n-型半導体の製造法、および、電子装置2012

    • Inventor(s)
      舟橋正浩、竹内望美
    • Industrial Property Rights Holder
      香川大学
    • Filing Date
      2012-04-04
    • Related Report
      2012 Final Research Report
    • Overseas
  • [Patent(Industrial Property Rights)] ペリレンテトラカルボン酸ビスイミド誘導体、n-型半導体、n-型半導体の製造法、および、電子装置2011

    • Inventor(s)
      舟橋正浩
    • Industrial Property Rights Holder
      香川大学
    • Filing Date
      2011-04-04
    • Related Report
      2012 Final Research Report

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Published: 2010-08-23   Modified: 2019-07-29  

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