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Aromatic Oligomer Micelles with High Uptake and Responsive Abilities

Research Project

Project/Area Number 21K18951
Research Category

Grant-in-Aid for Challenging Research (Exploratory)

Allocation TypeMulti-year Fund
Review Section Medium-sized Section 33:Organic chemistry and related fields
Research InstitutionTokyo Institute of Technology

Principal Investigator

Yoshizawa Michito  東京工業大学, 科学技術創成研究院, 教授 (70372399)

Project Period (FY) 2021-07-09 – 2023-03-31
Project Status Completed (Fiscal Year 2022)
Budget Amount *help
¥6,500,000 (Direct Cost: ¥5,000,000、Indirect Cost: ¥1,500,000)
Fiscal Year 2022: ¥3,250,000 (Direct Cost: ¥2,500,000、Indirect Cost: ¥750,000)
Fiscal Year 2021: ¥3,250,000 (Direct Cost: ¥2,500,000、Indirect Cost: ¥750,000)
Keywords芳香環ミセル / オリゴマー / 分子捕捉 / 安定化 / 水溶化 / 超分子化学
Outline of Research at the Start

本研究では、芳香環パネルを含むV型両親媒性分子の「連結」により、水中で新規な「芳香環オリゴマーミセル」を構築すると共に、その優れた“集合安定性”と“分子捕捉能”と“刺激応答能”を活用した材料の新創製技術を開拓する。まず、両親媒性オリゴマーを合成し、水中で高い集合安定性と幅広い分子捕捉能を有する芳香環オリゴマーミセルを構築する。さらに、優れた刺激応答能を導入し、革新的な機能性ミセルを創製する。

Outline of Final Research Achievements

We succeeded in the preparation of novel aromatic oligomer micelles in water, through the cross-linking of bent amphiphilic molecules bearing polyaromatic panels and in the development of a molecular technology for the creation of new materials in water, by the use of the aromatic oligomer micelles with excellent self-assembly stability, molecular capture ability, and encapsulation-response function. Actually, in this work, amphiphilic oligomers with multiple bent polyaromatic panels were newly designed and synthesized. By their self-assembly in water, the quantitative formation of aromatic oligomer micelles with high assembly stability and wide molecular uptake ability was achieved. Furthermore, unique optical properties were observed by efficient encapsulation of functional molecules and materials such as oligothiophenes.

Academic Significance and Societal Importance of the Research Achievements

水を媒体とした新材料の創製や新機能の開拓は、科学技術産業の更なる発展に重要である。水中の材料創製と機能開拓で最大の課題は、対象とする材料の「水溶化」である。大部分の材料は水に不溶であるため、直接的な官能基化が必須である。しかしながら、この方法の短所は、親水基導入のために複雑な合成ステップが必要で、導入された親水基による材料機能の低下リスクが発生し、官能基化後に元の構造を再生できない。本研究では、優れた捕捉能と応答能を有する芳香環オリゴマーミセルの創製に成功し、オリゴチオフェンなどの機能材料の高効率な水溶化とそれら特異な光物性などを解明した。

Report

(3 results)
  • 2022 Annual Research Report   Final Research Report ( PDF )
  • 2021 Research-status Report
  • Research Products

    (19 results)

All 2023 2022 2021 Other

All Int'l Joint Research (1 results) Journal Article (8 results) (of which Int'l Joint Research: 4 results,  Peer Reviewed: 8 results,  Open Access: 4 results) Presentation (8 results) (of which Int'l Joint Research: 2 results,  Invited: 8 results) Remarks (2 results)

  • [Int'l Joint Research] Tampere University(フィンランド)

    • Related Report
      2021 Research-status Report
  • [Journal Article] Aromatic micelles: toward a third-generation of micelles2023

    • Author(s)
      YOSHIZAWA Michito、CATTI Lorenzo
    • Journal Title

      Proceedings of the Japan Academy, Series B

      Volume: 99 Issue: 1 Pages: 29-38

    • DOI

      10.2183/pjab.99.002

    • ISSN
      0386-2208, 1349-2896
    • Year and Date
      2023-01-11
    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Realization of Stacked-Ring Aromaticity in a Water-Soluble Micellar Capsule2022

    • Author(s)
      Liu Si-Yu、Kishida Natsuki、Kim Jinseok、Fukui Norihito、Haruki Rie、Niwa Yasuhiro、Kumai Reiji、Kim Dongho、Yoshizawa Michito、Shinokubo Hiroshi
    • Journal Title

      Journal of the American Chemical Society

      Volume: 145 Issue: 4 Pages: 2135-2141

    • DOI

      10.1021/jacs.2c08795

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Caged bulky organic dyes in a polyaromatic framework and their spectroscopic peculiarities2022

    • Author(s)
      Ueda Mayuko、Kishida Natsuki、Catti Lorenzo、Yoshizawa Michito
    • Journal Title

      Chemical Science

      Volume: 13 Issue: 29 Pages: 8642-8648

    • DOI

      10.1039/d2sc02308c

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Aqueous polyaromatic receptors for biomolecules with high selectivity2022

    • Author(s)
      Catti Lorenzo、Sumida Ryuki、Yoshizawa Michito
    • Journal Title

      Coordination Chemistry Reviews

      Volume: 460 Pages: 214460-214470

    • DOI

      10.1016/j.ccr.2022.214460

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Preparation of a Multicarbazole‐Based Nanocapsule Capable of Largely Modulating Guest Spectroscopic Properties in Water2021

    • Author(s)
      Kudo Kohi、Ide Tomohito、Kishida Natsuki、Yoshizawa Michito
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 60 Issue: 19 Pages: 10552-10556

    • DOI

      10.1002/anie.202102043

    • Related Report
      2021 Research-status Report
    • Peer Reviewed
  • [Journal Article] An Aromatic Micelle‐Based Saccharide Cluster with Changeable Fluorescent Color and its Protein Interactions2021

    • Author(s)
      Narita Haruna、Catti Lorenzo、Yoshizawa Michito
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 60 Issue: 23 Pages: 12791-12795

    • DOI

      10.1002/anie.202102547

    • Related Report
      2021 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] An Aromatic Oligomer Micelle: Large Enthalpic Stabilization and Selective Oligothiophene Uptake2021

    • Author(s)
      Tsuchida Yamato、Aratsu Keisuke、Hiraoka Shuichi、Yoshizawa Michito
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 60 Issue: 23 Pages: 12754-12758

    • DOI

      10.1002/anie.202101453

    • Related Report
      2021 Research-status Report
    • Peer Reviewed
  • [Journal Article] Supramolecular Singlet Fission of Pentacene Dimers within Polyaromatic Capsules2021

    • Author(s)
      Catti Lorenzo、Narita Haruna、Tanaka Yuya、Sakai Hayato、Hasobe Taku、Tkachenko Nikolai V.、Yoshizawa Michito
    • Journal Title

      Journal of the American Chemical Society

      Volume: 143 Issue: 25 Pages: 9361-9367

    • DOI

      10.1021/jacs.0c13172

    • Related Report
      2021 Research-status Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Presentation] Aromatic Micelles from Molecular Design to Host Functions2022

    • Author(s)
      Michito Yoshizawa
    • Organizer
      RSC vertual Macrocyclic and Supramolecular Chemistry (vMASC) webinar series (online, UK)
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Development of Polyaromatic Receptors for Biomolecules with High Selectivity2022

    • Author(s)
      Michito Yoshizawa
    • Organizer
      Redox Week in Sendai 2022
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Polyaromatic Capsules from Molecular Design to Host Functions2022

    • Author(s)
      Michito Yoshizawa
    • Organizer
      World Distinguished Scholar Forum Lecture Online, East China Normal University
    • Related Report
      2022 Annual Research Report
    • Invited
  • [Presentation] Polyaromatic Capsules from Molecular Design to Host Function2022

    • Author(s)
      Michito Yoshizawa
    • Organizer
      Institut Le Bel Lecture
    • Related Report
      2022 Annual Research Report
    • Invited
  • [Presentation] Polyaromatic Capsules as Smart Nanocontainers in Water2022

    • Author(s)
      Michito Yoshizawa
    • Organizer
      ECPM Lecture, Universite de Strasbourg et CNRS, France
    • Related Report
      2022 Annual Research Report
    • Invited
  • [Presentation] 芳香環ミセル:水中で使える便利なナノ道具の開発を目指して2021

    • Author(s)
      吉沢道人
    • Organizer
      第71回 グリーンインキュベーションコンソーシアム(GIC)研修セミナー(NIMS, オンライン)
    • Related Report
      2021 Research-status Report
    • Invited
  • [Presentation] 分子カプセルによる硫黄および生体分子の捕捉2021

    • Author(s)
      吉沢道人
    • Organizer
      生理研研究会2021 生命を支える硫黄生物学の最前線(東北大 加齢医学研, オンライン)
    • Related Report
      2021 Research-status Report
    • Invited
  • [Presentation] 人工レセプターをつくる2021

    • Author(s)
      吉沢道人
    • Organizer
      第11回CSJ化学フェスタ (オンライン)
    • Related Report
      2021 Research-status Report
    • Invited
  • [Remarks] 吉沢・澤田研究室ホームページ

    • URL

      http://www.res.titech.ac.jp/~smart/nspace.html

    • Related Report
      2022 Annual Research Report
  • [Remarks] 東京工業大学 科学技術創成研究院 化学生命科学研究所 吉沢・澤田研究室

    • URL

      http://www.res.titech.ac.jp/~smart/nspace.html

    • Related Report
      2021 Research-status Report

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Published: 2021-07-13   Modified: 2024-01-30  

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