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Fabrication of nano scaled chemical devices based on rotaxane structure

Research Project

Project/Area Number 19H02696
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Review Section Basic Section 33010:Structural organic chemistry and physical organic chemistry-related
Research InstitutionThe University of Tokyo

Principal Investigator

Terao Jun  東京大学, 大学院総合文化研究科, 教授 (00322173)

Project Period (FY) 2019-04-01 – 2022-03-31
Project Status Completed (Fiscal Year 2021)
Budget Amount *help
¥17,550,000 (Direct Cost: ¥13,500,000、Indirect Cost: ¥4,050,000)
Fiscal Year 2021: ¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2020: ¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2019: ¥7,410,000 (Direct Cost: ¥5,700,000、Indirect Cost: ¥1,710,000)
Keywords分子配線 / 分子回路 / ロタキサン / 分子ワイヤ / 分子エレクトロニクス / ポルフィリン環状分子 / [3]カテナン / 超分子構造スイッチング / ポルフィリン / カテナン / 分子デバイス / 機能性共役分子 / シクロデキストリン / 電荷移動度 / 1分子センサ / 1分子伝導度測定 / 導電性高分子 / 有機半導体材料 / 燐光発光 / 高分子センサ材料 / 機能性高分子材料 / 機能性分子ワイヤ / 解重合 / 一酸化炭素 / 分子センサ
Outline of Research at the Start

本研究では高い電荷輸送特性を有する被覆型機能性共役分子を, nmのギャップを有する電極間で, 合成化学的手法によりビルドアップ的に繋ぎ合わせ,高分子デバイスの作製を目指す.即ち,種々の機能性官能基および遷移金属錯体部位を有するロタキサン型の機能性分子ワイヤの合成法の開発を行い,被覆型プラグ分子により表面修飾したナノ電極間で,共重合および錯化反応により,これらを効率的に繋ぎ合わせ,無機化合物にはない有機化合物ならではの物性を発現する発光素子・触媒素子・センサ等のケミカルデバイスの作製を目指す.

Outline of Final Research Achievements

We synthesized a bimetallo-type molecular wire having a ruthenium and a platinum complex, and succeeded in synthesizing a coated molecular sensor material having two thresholds and showing sigmoid-type bioresponsiveness. We also succeeded in measuring the monomolecular conductivity of coated conjugated molecules using the STM-BJ method. For precise single-molecule conduction measurement, we succeeded in switching the electrical conductivity by moving the electrodes by the break junction method and by structural isomerization of the spiropyran molecule by mechanics. Furthermore, for a single-molecule sensor, we created a single-molecule sensor having cyclodextrin as a molecular recognition site, and succeeded in distinguishing four amino acids and their enantiomers within a few μs by real-time conductivity measurement.

Academic Significance and Societal Importance of the Research Achievements

本研究ではビルドアップ型の分子配線法を新たに考案することで,同一骨格からなる分子の長距離配線のみならず様々な機能分子が導入された分子回路の作製が可能となるのが特徴である.また,本手法は従来の架橋法と異なり,被覆効果により複数の共役分子による高密度・並列配線が可能となり,高い信号強度の伝導特性と高い分子配線の再現性が期待される.さらに,被覆効 果により,共役鎖内での電荷移動のみが起こり,高い伝導特性が得られるとともに,共役分 子の並列配線において問題となるπ-π相互作用による凝集や共役鎖の熱ゆらぎが抑制され,nmスケールの分子架橋でも高いS/N比を実現可能となる.

Report

(4 results)
  • 2021 Annual Research Report   Final Research Report ( PDF )
  • 2020 Annual Research Report
  • 2019 Annual Research Report
  • Research Products

    (42 results)

All 2022 2021 2020 2019 Other

All Int'l Joint Research (2 results) Journal Article (27 results) (of which Int'l Joint Research: 7 results,  Peer Reviewed: 27 results,  Open Access: 18 results) Presentation (12 results) (of which Invited: 4 results) Remarks (1 results)

  • [Int'l Joint Research] RMIT(オーストラリア)

    • Related Report
      2019 Annual Research Report
  • [Int'l Joint Research] 北京大学(中国)

    • Related Report
      2019 Annual Research Report
  • [Journal Article] Effect of changing electronic states of molecules on frequency domain of graphene FETs2022

    • Author(s)
      Oketa Tomohiro、Ikuta Takashi、Masai Hiroshi、Tamaki Takashi、Terao Jun、Maehashi Kenzo
    • Journal Title

      Applied Physics Express

      Volume: 15 Issue: 4 Pages: 045001-045001

    • DOI

      10.35848/1882-0786/ac564d

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Principal Component Analysis of Surface-Enhanced Raman Scattering Spectra Revealing Isomer-Dependent Electron Transport in Spiropyran Molecular Junctions: Implications for Nanoscale Molecular Electronics2022

    • Author(s)
      Kobayashi Shuji、Kaneko Satoshi、Tamaki Takashi、Kiguchi Manabu、Tsukagoshi Kazuhito、Terao Jun、Nishino Tomoaki
    • Journal Title

      ACS Omega

      Volume: 7 Issue: 6 Pages: 5578-5583

    • DOI

      10.1021/acsomega.1c07105

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Precision synthesis of linear oligorotaxanes and polyrotaxanes achieving well-defined positions and numbers of cyclic components on the axle2022

    • Author(s)
      Masai Hiroshi、Oka Yuki、Terao Jun
    • Journal Title

      Chemical Communications

      Volume: 58 Issue: 11 Pages: 1644-1660

    • DOI

      10.1039/d1cc03507j

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Irradiation with UV Light Accelerates the Migita?Kosugi?Stille Coupling Reaction in Air2022

    • Author(s)
      Ishikawa Takumi、Murata Mako、Masai Hiroshi、Iwai Tomohiro、Terao Jun
    • Journal Title

      Chemistry Letters

      Volume: 51 Issue: 2 Pages: 124-126

    • DOI

      10.1246/cl.210665

    • NAID

      130008161615

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Linked Rotaxane Structure Restricts Local Molecular Motions in Solution to Enhance Fluorescence Properties of Tetraphenylethylene2022

    • Author(s)
      Miyagishi Hiromichi V.、Masai Hiroshi、Terao Jun
    • Journal Title

      Chemistry ? A European Journal

      Volume: 28 Issue: 6 Pages: 2021031-2021031

    • DOI

      10.1002/chem.202103175

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Solvatofluorochromic Contrast with Supramolecular Stereoisomers Using Linked Rotaxane Structures to Investigate Local Solvation in Excited Donor-Bridge-Acceptor Systems2022

    • Author(s)
      Shimada Sotaro、Miyagishi Hiromichi V.、Masai Hiroshi、Masui Yoichi、Terao Jun
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 95 Issue: 1 Pages: 163-168

    • DOI

      10.1246/bcsj.20210354

    • NAID

      130008159255

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Stochastic Binding Dynamics of a Photoswitchable Single Supramolecular Complex2022

    • Author(s)
      Su Dingkai、Zhou Shuyao、Masai Hiroshi、Liu Zihao、Zhou Ce、Yang Chen、Li Zhizhou、Tsuda Susumu、Liu Zhirong、Terao Jun、Guo Xuefeng
    • Journal Title

      Advanced Science

      Volume: 9 Issue: 13 Pages: 2200022-2200022

    • DOI

      10.1002/advs.202200022

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Electrical detection of ppb region NO<sub>2</sub> using Mg-porphyrin-modified graphene field-effect transistors2021

    • Author(s)
      Ikuta Takashi、Tamaki Takashi、Masai Hiroshi、Nakanishi Ryudai、Endo Kitaro、Terao Jun、Maehashi Kenzo
    • Journal Title

      Nanoscale Advances

      Volume: 3 Issue: 20 Pages: 5793-5800

    • DOI

      10.1039/d1na00519g

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Maximizing Conversion of Surface Click Reactions for Versatile Molecular Modification on Metal Oxide Nanowires2021

    • Author(s)
      Yamaguchi Rimon、Hosomi Takuro、Otani Masaya、Nagashima Kazuki、Takahashi Tsunaki、Zhang Guozhu、Kanai Masaki、Masai Hiroshi、Terao Jun、Yanagida Takeshi
    • Journal Title

      Langmuir

      Volume: 37 Issue: 17 Pages: 5172-5179

    • DOI

      10.1021/acs.langmuir.1c00106

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Rational Strategy for Space-Confined Seeded Growth of ZnO Nanowires in Meter-Long Microtubes2021

    • Author(s)
      R. Kamei, T. Hosomi, E. Kanao, M. Kanai, K. Nagashima, T. Takahashi, G. Zhang, T. Yasui, J. Terao, K. Otsuka, Y. Baba, T. Kubo and T. Yanagida
    • Journal Title

      ACS Applied Materials & Interfaces

      Volume: 13 Issue: 14 Pages: 16812-16819

    • DOI

      10.1021/acsami.0c22709

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A single-molecule electrical approach for amino acid detection and chirality recognition2021

    • Author(s)
      Liu Zihao、Li Xingxing、Masai Hiroshi、Huang Xinyi、Tsuda Susumu、Terao Jun、Yang Jinlong、Guo Xuefeng
    • Journal Title

      Science Advances

      Volume: 7 Issue: 10 Pages: 4365-4365

    • DOI

      10.1126/sciadv.abe4365

    • Related Report
      2021 Annual Research Report 2020 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Insulated conjugated bimetallopolymer with sigmoidal response by dual self-controlling system as a biomimetic material2020

    • Author(s)
      Masai Hiroshi、Yokoyama Takuya、Miyagishi Hiromichi V.、Liu Maning、Tachibana Yasuhiro、Fujihara Tetsuaki、Tsuji Yasushi、Terao Jun
    • Journal Title

      Nature Communications

      Volume: 11 Issue: 1 Pages: 408-408

    • DOI

      10.1038/s41467-019-14271-2

    • Related Report
      2020 Annual Research Report 2019 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Change in the rate of pseudo[1]rotaxane formation by elongating the alkyl-chain-substituted diphenylethynylene linked to permethyl α-cyclodextrin2020

    • Author(s)
      Ishino Saqura、Masai Hiroshi、Shimada Sotaro、Terao Jun
    • Journal Title

      Tetrahedron Letters

      Volume: 61 Issue: 27 Pages: 152061-152061

    • DOI

      10.1016/j.tetlet.2020.152061

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Suppression of Undesirable Isomerization and Intermolecular Reactions of Double Bonds by a Linked Rotaxane Structure2020

    • Author(s)
      Miyagishi Hiromichi V.、Masai Hiroshi、Terao Jun
    • Journal Title

      Chemistry ? An Asian Journal

      Volume: 15 Issue: 12 Pages: 1890-1895

    • DOI

      10.1002/asia.202000350

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Mechanical switching of current-voltage characteristics in spiropyran single-molecule junctions2020

    • Author(s)
      Tamaki Takashi、Minode Keigo、Numai Yuichi、Ohto Tatsuhiko、Yamada Ryo、Masai Hiroshi、Tada Hirokazu、Terao Jun
    • Journal Title

      Nanoscale

      Volume: - Issue: 14 Pages: 7527-7531

    • DOI

      10.1039/d0nr00277a

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Macroscopic Change in Luminescent Color by Thermally Driven Sliding Motion in [3]Rotaxanes2020

    • Author(s)
      Inamori Daiki、Masai Hiroshi、Tamaki Takashi、Terao Jun
    • Journal Title

      Chemistry A European Journal

      Volume: 26 Issue: 15 Pages: 3385-3389

    • DOI

      10.1002/chem.201905342

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Synthesis of Insulated Heteroaromatic Platinum?Acetylide Complexes with Color-Tunable Phosphorescence in Solution and Solid States2020

    • Author(s)
      Masai Hiroshi、Liu Maning、Tachibana Yasuhiro、Tsuda Susumu、Terao Jun
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 85 Issue: 5 Pages: 3082-3091

    • DOI

      10.1021/acs.joc.9b02967

    • Related Report
      2020 Annual Research Report 2019 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Co-porphyrin functionalized CVD graphene ammonia sensor with high selectivity to disturbing gases: hydrogen and humidity2020

    • Author(s)
      Sawada Kei, Tanaka Takahisa, Yokoyama Takamune, Yamachi Ryosuke, Oka Yuki, Masai Hiroshi, Chiba Yusuke, Terao Jun, Uchida Ken
    • Journal Title

      Japanese Journal of Applied Physics

      Volume: 59 Issue: SG Pages: SGGG09-SGGG09

    • DOI

      10.35848/1347-4065/ab6b80

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Complementary Color Tuning by HCl via Phosphorescence-to-Fluorescence Conversion on Insulated Metallopolymer Film and Its Light-Induced Acceleration2020

    • Author(s)
      Kaneko Shunichi、Masai Hiroshi、Yokoyama Takuya、Liu Maning、Tachibana Yasuhiro、Fujihara Tetsuaki、Tsuji Yasushi、Terao Jun
    • Journal Title

      Polymers

      Volume: 12 Issue: 1 Pages: 244-244

    • DOI

      10.3390/polym12010244

    • Related Report
      2020 Annual Research Report 2019 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Luminescent and mechanical enhancement of phosphorescent hydrogel through cyclic insulation of platinum-acetylide crosslinker2019

    • Author(s)
      Russell Go M.、Inamori Daiki、Masai Hiroshi、Tamaki Takashi、Terao Jun
    • Journal Title

      Polymer Chemistry

      Volume: 10 Issue: 39 Pages: 5280-5284

    • DOI

      10.1039/c9py00700h

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Revealing Charge‐ and Temperature‐Dependent Movement Dynamics and Mechanism of Individual Molecular Machines2019

    • Author(s)
      Zhou Ce、Li Xingxing、Masai Hiroshi、Liu Zihao、Lin Yuanwei、Tamaki Takashi、Terao Jun、Yang Jinlong、Guo Xuefeng
    • Journal Title

      Small Methods

      Volume: 3 Issue: 12 Pages: 1900464-1900464

    • DOI

      10.1002/smtd.201900464

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Two-step template method for synthesis of axis-length-controlled porphyrin-containing hollow structures2019

    • Author(s)
      Chiba Yusuke、Oka Yuki、Masai Hiroshi、Matsuda Wakana、Fujihara Tetsuaki、Tsuji Yasushi、Terao Jun
    • Journal Title

      Chemical Communications

      Volume: 55 Issue: 47 Pages: 6755-6758

    • DOI

      10.1039/c9cc02866h

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Rational Method of Monitoring Molecular Transformations on Metal-Oxide Nanowire Surfaces2019

    • Author(s)
      C. Wang, T. Hosomi, K. Nagashima, T. Takahashi, G. Zhang, M. Kanai, H. Zeng, W. Mizukami, N. Shioya, T. Shimoaka, Y. Aoki, J. Terao, T. Hasegawa and T. Yanagida
    • Journal Title

      Nano Lett.

      Volume: 19 Issue: 4 Pages: 2443-2449

    • DOI

      10.1021/acs.nanolett.8b05180

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Synthetic Methodology for Structurally defined and Unidirectional Insulated Molecular Wires via Iterative Intramolecular Slippage2019

    • Author(s)
      Sheng-Ying Chou, Hiroshi Masai, Susumu Tsuda, Jun Terao
    • Journal Title

      Chem. Asian J.

      Volume: 印刷中 Issue: 10 Pages: 1667-1671

    • DOI

      10.1002/asia.201801706

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Synthesis and Acid-Responsiveness of an Insulated p-Conjugated Polymer containing Spiropyrans in its Backbone2019

    • Author(s)
      Hiromichi V. Miyagishi, Takashi Tamaki, Hiroshi Masai, Jun Terao
    • Journal Title

      Molecules

      Volume: 24 Issue: 7 Pages: 1301-1301

    • DOI

      10.3390/molecules24071301

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Platinum-Acetylide Crosslinkers for Facile Preparation of Phosphorescent Commodity Polymer Networks with Defect-Free Chromophores2019

    • Author(s)
      Go M. Russell, Hiroshi Masai
    • Journal Title

      Mater. Let.

      Volume: 247 Pages: 182-184

    • DOI

      10.1016/j.matlet.2019.03.123

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Synthetic Methodologies for Structurally Defined Linked-[n]Rotaxanes with Permethylated Cyclodextrins: Platform for Functionalized Molecular Electronics2019

    • Author(s)
      Masai Hiroshi、Terao Jun
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 92 Issue: 3 Pages: 529-539

    • DOI

      10.1246/bcsj.20180349

    • NAID

      130007614664

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Presentation] 固定化ロタキサン構造を基軸とする機能性分子ワイヤの合成と物性2022

    • Author(s)
      寺尾潤
    • Organizer
      第37回シクロデキストリンシンポジウム
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] 分子建築学に基づく超分子型分子素子の合成と機能2022

    • Author(s)
      寺尾潤
    • Organizer
      名古屋大学大学院工学研究科有機・高分子化学専攻 講演会
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] 光重合を利用した光加工性材料の創製2021

    • Author(s)
      金子 隆、ラッセル 豪マーティン、正井 宏、寺尾 潤
    • Organizer
      日本化学会 第101春季春年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] 二種類の金属錯体テンプレートを鍵とする大員環カテナンの合成戦略2021

    • Author(s)
      遠田 雄大、坪田 隆之介、正井 宏、寺尾 潤
    • Organizer
      日本化学会 第101春季春年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] ピレン包接[3]ロタキサンにより架橋したゲルのサーモクロミック発光特性に及ぼす環動効果2021

    • Author(s)
      中川 智稀、石野 さくら、稲森 大貴、正井 宏、寺尾 潤
    • Organizer
      日本化学会 第101春季春年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] [1]ロタキサン構造を用いたソルバトフルオロクロミック材料の光物性制御2021

    • Author(s)
      島田 聡太朗、宮岸 拓路、正井 宏、寺尾 潤
    • Organizer
      日本化学会 第101春季春年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] 右田-小杉-Stilleカップリング反応の紫外光照射による加速効果2021

    • Author(s)
      石川 拓実、村田 茉子、正井 宏、岩井 智弘、寺尾 潤
    • Organizer
      日本化学会 第101春季春年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] 連結型ロタキサン構造の立体障害を利用したスチルベン誘導体の光異性化制御2020

    • Author(s)
      宮岸 拓路・正井 宏・寺尾 潤
    • Organizer
      日本化学会第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] [1]-ロタキサン型Ni(II)サレン錯体の酸刺激に対する被覆効果2020

    • Author(s)
      島田聡太朗、原田涼佑、正井宏、寺尾潤
    • Organizer
      日本化学会第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] 被覆型共役アンカー分子で修飾した金属酸化物表面の機能化2020

    • Author(s)
      周 聖頴・正井 宏・寺尾 潤
    • Organizer
      日本化学会第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] 分子建築学を駆使したナノスケールの超分子型分子素子の合成と機能2019

    • Author(s)
      寺尾 潤
    • Organizer
      触媒化学融合研究センター講演会
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Presentation] 分子建築学を基軸とする超分子型分子素子の開発2019

    • Author(s)
      寺尾 潤
    • Organizer
      中央大学応用化学科学術講演会
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Remarks] 自律型機能性ポリマー:生体を模倣した二段階調節機能を持った有毒ガス応答材料

    • URL

      https://www.u-tokyo.ac.jp/focus/ja/press/z0109_00327.html

    • Related Report
      2019 Annual Research Report

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Published: 2019-04-18   Modified: 2023-01-30  

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