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Development of organic semiconducting materials with narrow HOMO-LUMO gaps for novel electronic devices

Research Project

Project/Area Number 16K05900
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Organic and hybrid materials
Research InstitutionInstitute of Physical and Chemical Research

Principal Investigator

Nakano Masahiro  国立研究開発法人理化学研究所, 創発物性科学研究センター, 基礎科学特別研究員 (80724822)

Project Period (FY) 2016-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2018: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2017: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2016: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywords有機機能性材料 / 有機半導体 / トランジスタ / 両極性 / 有機化学 / 半導体 / 両極性トランジスタ / 自己組織化
Outline of Final Research Achievements

The purpose of this study is development of organic semiconducting materials for ambipolar transistor devices with good air-stability and p/n balanced transfer properties. We synthesized novel pi-conjugated molecular skeletons, NDTI (naphthodithiophene diimide), PTI (perylenohitophene diimide), and PDTI (perylenodithiophene diimide), and by utilizing them, various semiconducting materials for amibipolar devices were developed. Particularly, PNDTI-DP-based transistor devices show high and balanced hole/electron mobilities under ambient conditions. Moreover, we reported PNDTI-DP-based complementary inverter devices with low-power consumption and good properties (GAIN: ~190, Vdd = 40 V).

Academic Significance and Societal Importance of the Research Achievements

有機両極性トランジスタは、これまで魅力的な応用が期待されながらも、材料の不足や不要なキャリア伝導による消費電力の増大という欠点のために有用性を活用できていなかった。そのような両極性トランジスタに関する研究を、材料開発とデバイス応用の両面から積極的に行うことが本研究の特色であり、開発した“有機両極性半導体”や“キャリア制御法”を用いた低消費電力NOTゲートは、エレクトロニクス分野において魅力的な材用や可能性を提供することにつながったと考えられる。

Report

(4 results)
  • 2018 Annual Research Report   Final Research Report ( PDF )
  • 2017 Research-status Report
  • 2016 Research-status Report
  • Research Products

    (26 results)

All 2019 2018 2017 2016 Other

All Int'l Joint Research (1 results) Journal Article (12 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 12 results,  Open Access: 3 results,  Acknowledgement Compliant: 7 results) Presentation (13 results) (of which Int'l Joint Research: 8 results,  Invited: 1 results)

  • [Int'l Joint Research] 浦項工科大学校(韓国)

    • Related Report
      2017 Research-status Report
  • [Journal Article] Two Isomeric Perylenothiophene Diimides: Physicochemical Properties and Applications in Organic Semiconducting Devices2019

    • Author(s)
      Nakano Masahiro, Nakano Kyohei, Takimiya Kazuo, Tajima Keisuke,
    • Journal Title

      Journal of Materials Chemistry C

      Volume: 7 Issue: 8 Pages: 2267-2275

    • DOI

      10.1039/c8tc05577g

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Solution-crystallized n-type organic thin-film transistors: An impact of branched alkyl chain on high electron mobility and thermal durability2018

    • Author(s)
      Kumagai Shohei, Nakano Masahiro, Takimiya Kazuo, Takeya Junichi
    • Journal Title

      Organic Electronics

      Volume: 62 Pages: 548-553

    • DOI

      10.1016/j.orgel.2018.06.029

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Air-stable and balanced split-gate organic transistors2018

    • Author(s)
      Yoo Hocheon, Nakano Masahiro, On Sungmin, Ahn Hyungju, Lee Han-Koo, Takimiya Kazuo
    • Journal Title

      Organic Electronics

      Volume: 63 Pages: 200-206

    • DOI

      10.1016/j.orgel.2018.09.022

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] 1.Thiophene-fused Naphthalene Diimides: New Building Blocks for Electron Deficient π-Functional Materials2018

    • Author(s)
      Takimiya Kazuo, Nakano Masahiro
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 91 Issue: 1 Pages: 121-140

    • DOI

      10.1246/bcsj.20170298

    • NAID

      130006309056

    • Related Report
      2017 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Bis(naphthothiophene diimide)indacenodithiophenes as Acceptors for Organic Photovoltaics2017

    • Author(s)
      Hamonnet Johan、Nakano Masahiro、Nakano Kyohei、Sugino Hiroyoshi、Takimiya Kazuo、Tajima Keisuke
    • Journal Title

      Chemistry of Materials

      Volume: 29 Issue: 22 Pages: 9618-9622

    • DOI

      10.1021/acs.chemmater.7b03733

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Control of major carriers in ambipolar polymer semiconductor by self-assembled monolayers2017

    • Author(s)
      中野 正浩、尾坂 格、瀧宮 和男
    • Journal Title

      Adv. Mater.

      Volume: 29 Issue: 1 Pages: 1602891-1602893

    • DOI

      10.1002/adma.201602893

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Naphthodithiophenediimide-Benzobisthiadiazole-Based Polymers: Versatile n-Type Materials for Field-Effect Transistors and Thermoelectric Devices2017

    • Author(s)
      Wang Yang、中野 正浩、瀧宮 和男
    • Journal Title

      Macromolecules

      Volume: 50 Issue: 3 Pages: 857-864

    • DOI

      10.1021/acs.macromol.6b02313

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Selective thionation of naphtho[2,3-b]thiophene diimide: Tuning of the optoelectronic properties and packing structure2017

    • Author(s)
      Wangquiao Chen、中野 正浩、瀧宮 和男
    • Journal Title

      Org. Chem. Front.

      Volume: 4 Issue: 5 Pages: 704-710

    • DOI

      10.1039/c6qo00871b

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Sodium Sulfide-Promoted Thiophene-Annulations: Powerful Tools for Elaborating Organic Semiconducting Materials2017

    • Author(s)
      中野 正浩、瀧宮 和男
    • Journal Title

      Chem. Mater.

      Volume: 29 Issue: 1 Pages: 256-264

    • DOI

      10.1021/acs.chemmater.6b03413

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] N,N'-Unsubstituted Naphthodithiophene Diimide (NDTI): Synthesis and Derivatization via N-Alkylation and -Arylation2016

    • Author(s)
      中野 正浩、澤本 尚典、結城 瑞恵 、瀧宮 和男
    • Journal Title

      Org. Lett.

      Volume: 18 Issue: 15 Pages: 3770-3773

    • DOI

      10.1021/acs.orglett.6b01785

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] N,N'-Bis(2-cyclohexylethyl)naphtho[2,3-b:6,7-b']dithiophene Diimides: Effects of Substituents2016

    • Author(s)
      中野 正浩、橋爪 大輔、瀧宮 和男
    • Journal Title

      Molecules

      Volume: 21 Issue: 8 Pages: 981-993

    • DOI

      10.3390/molecules21080981

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Naphtho[2,3-b]thiophene Diimide (NTI): a Mono-Functionalizable Core-Extended Naphthalene Diimide Building Block for Electron-Deficient Architectures2016

    • Author(s)
      Wangquiao Chen、中野 正浩、Kim Ji-Hoon、瀧宮 和男
    • Journal Title

      J. Mater. Chem. C.

      Volume: 4 Issue: 38 Pages: 8879-8883

    • DOI

      10.1039/c6tc03476d

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] チオフェン縮環ペリレンジイミドの開発と有機半導体材料への応用2018

    • Author(s)
      中野正浩、瀧宮和男
    • Organizer
      第45回典型元素討論会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Control of Major Carriers in an Ambipolar Polymer Semiconductor by Self- Assembled Monolayers2018

    • Author(s)
      Masahiro Nakano, Kazuo Takimiya
    • Organizer
      14th International Conference on Organic Electronics
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 自己組織化単分子膜を用いた両極性半導体のキャリア種制御2017

    • Author(s)
      中野正浩 瀧宮和男
    • Organizer
      日本化学会年次大会
    • Place of Presentation
      慶應義塾大学 (神奈川県横浜市)
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] 有機両極性半導体の開発と自己組織化単分子膜を用いたキャリア種制御2017

    • Author(s)
      中野正浩, 瀧宮和男
    • Organizer
      JIEP最先端実装技術シンポジウム2017
    • Related Report
      2017 Research-status Report
    • Invited
  • [Presentation] Thiophene-Fused Naphthalenediimides: Useful Building Blocks for the Development of Semiconducting Materials with Strong Electron Affinity2017

    • Author(s)
      Masahiro Nakano, Johan Hammonet, Wangqiao Chen, Kazuo Takimiya
    • Organizer
      CNRS & JSPS Project, the 1st Kickoff Meeting 2017
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] Thiophene-Fused Naphthalenediimides: Useful Building Blocks for electron Deficient pi-Conjugated Materials2017

    • Author(s)
      Masahiro Nakano, Johan Hammonet, Kazuo Takimiya
    • Organizer
      CNRS & JSPS Project, the 2nd Discussion Meeting 2017
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] チオフェン縮環ナフタレンジイミドを用いたn型半導体材料の開発2016

    • Author(s)
      中野正浩、金志勲、Chen Wangqiao、瀧宮和男
    • Organizer
      第42 回有機典型元素化学討論会
    • Place of Presentation
      仙台市民会館 (宮城県、仙台市)
    • Year and Date
      2016-12-08
    • Related Report
      2016 Research-status Report
  • [Presentation] Control of Major Carriers in an Ambipolar Polymer Semiconductor by Self-Assembled Monolayers2016

    • Author(s)
      Masahiro Nakano, Kazuo Takimiya
    • Organizer
      CEMSupra workshop 2016
    • Place of Presentation
      Nissinkan (Gunnma, tsumagoi)
    • Year and Date
      2016-12-05
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Thiophene-fused Naphthalene diimides: Synthesis, Electronic Properties, and Applications2016

    • Author(s)
      Mashiro Nakano, Ji-Hoon Kim, Kazuo Takimiya
    • Organizer
      2016 MRS Fall Meeting & Exibit
    • Place of Presentation
      Boston (U.S.A.)
    • Year and Date
      2016-11-27
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Thiophene-fused Naphthalene diimides: Synthesis, Electronic Properties, and Applications2016

    • Author(s)
      Mashiro Nakano, Ji-Hoon Kim, Kazuo Takimiya
    • Organizer
      第12回日中有機半導体会議
    • Place of Presentation
      早稲田大学 (東京都、新宿)
    • Year and Date
      2016-10-17
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] ナフトチオフェンジイミド(NTI)の開発とn型有機半導体材料への応用2016

    • Author(s)
      中野正浩, Ji-Hoon Kim, Chen Wangqiao, 尾坂格, 瀧宮和男
    • Organizer
      第77回応用物理学会秋季学術講演会
    • Place of Presentation
      朱鷺メッセ(新潟県、新潟市)
    • Year and Date
      2016-09-13
    • Related Report
      2016 Research-status Report
  • [Presentation] Control of Major Carriers in an Ambipolar Semiconductiong Polymer by Self-Assembled Monolayers2016

    • Author(s)
      Masahiro Nakano, Itaru Osaka, Kazuo Takimiya
    • Organizer
      2016 ICFPE
    • Place of Presentation
      Yamagata Univ. (Yamagata, Yamagata city)
    • Year and Date
      2016-09-06
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Control of Major Carriers in an Ambipolar Semiconductiong Polymer by Self-Assembled Monolayers2016

    • Author(s)
      Masahiro Nakano, Itaru Osaka, Kazuo Takimiya
    • Organizer
      ICSM 2016
    • Place of Presentation
      広州(China)
    • Year and Date
      2016-06-26
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research

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Published: 2016-04-21   Modified: 2022-07-19  

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