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Development of new polymeric materials based on poly(substituted methylene)s with a variety of densely packed side chain substituents

Research Project

Project/Area Number 18H02021
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Review Section Basic Section 35010:Polymer chemistry-related
Research InstitutionEhime University

Principal Investigator

Ihara Eiji  愛媛大学, 理工学研究科(工学系), 教授 (90243592)

Project Period (FY) 2018-04-01 – 2021-03-31
Project Status Completed (Fiscal Year 2020)
Budget Amount *help
¥17,810,000 (Direct Cost: ¥13,700,000、Indirect Cost: ¥4,110,000)
Fiscal Year 2020: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Fiscal Year 2019: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Fiscal Year 2018: ¥12,350,000 (Direct Cost: ¥9,500,000、Indirect Cost: ¥2,850,000)
Keywordsジアゾ酢酸エステル / ポリ(置換メチレン) / 官能基集積効果 / 機能性高分子 / パラジウム錯体 / 機能性子高分子
Outline of Final Research Achievements

We have succeeded in developing polymerization of diazoacetates as a new synthetic method for carbon-carbon main chain polymers, where ester substituents of the monomers are densely packed around the C-C main chain. The structural feature is expected to bring about unique functions and properties for the resulting polymers. In this project, using the polymerization of diazoacetates, we attempted to prepare new C-C main chain polymers with a variety of densely packed substituents and examine their utility as polymeric materials for various applications. As a result, we have confirmed that in many cases the dense packing of the substituents is quite effective for providing the polymers with useful functions and properties as polymeric materials.

Academic Significance and Societal Importance of the Research Achievements

研究代表者が独自に開発したジアゾ酢酸エステルの重合は、既存の重合法では合成が困難な高分子の合成を可能とする新しい高分子合成法として注目されている。この高分子合成法により得られる新しい高分子が工業的に有用な高分子材料として応用できれば、この一連の研究成果を一般社会の発展のために役立てることができる。本研究では、将来の高分子材料としての応用のために必要な基礎研究を実施し、各種の新しい高分子が特徴的な性質を示すことを明らかにするができた。

Report

(4 results)
  • 2020 Annual Research Report   Final Research Report ( PDF )
  • 2019 Annual Research Report
  • 2018 Annual Research Report
  • Research Products

    (19 results)

All 2021 2020 2019

All Journal Article (7 results) (of which Int'l Joint Research: 5 results,  Peer Reviewed: 7 results,  Open Access: 1 results) Presentation (12 results) (of which Int'l Joint Research: 2 results,  Invited: 4 results)

  • [Journal Article] Reactivity of poly(alkoxycarbonylmethylene)s under basic conditions: alkylation of main chain carbon atoms via a ketene silyl acetal-type intermediate and cleavage of the carbon?carbon main chain2021

    • Author(s)
      Shimomoto Hiroaki、Tsunematsu Shogo、Itoh Tomomichi、Ihara Eiji
    • Journal Title

      Polymer Chemistry

      Volume: 12 Issue: 5 Pages: 689-701

    • DOI

      10.1039/d0py01486a

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Pd-Initiated Polymerization of Dendron-Containing Diazoacetates to Afford Dendronized Poly(substituted methylene)s with Narrow Molecular Weight Distribution and Its Application to Synthesis of pH-Responsive Dendronized Polymers2020

    • Author(s)
      Shimomoto Hiroaki、Hohsaki Ryo、Hiramatsu Daisuke、Itoh Tomomichi、Ihara Eiji
    • Journal Title

      Macromolecules

      Volume: 53 Issue: 15 Pages: 6369-6379

    • DOI

      10.1021/acs.macromol.0c01029

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Effects of solvents, additives, and π-allyl ligand structures on the polymerization behavior of diazoacetates initiated by π-allylPd complexes2020

    • Author(s)
      Shimomoto Hiroaki、Nakajima Moemi、Watanabe Akihiro、Murakami Hirokazu、Itoh Tomomichi、Ihara Eiji
    • Journal Title

      Polymer Chemistry

      Volume: 11 Issue: 10 Pages: 1774-1784

    • DOI

      10.1039/c9py01654f

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Single-Component Polycondensation of Bis(alkoxycarbonyldiazomethyl)aromatic Compounds To Afford Poly(arylene vinylene)s with an Alkoxycarbonyl Group on Each Vinylene Carbon Atom2020

    • Author(s)
      Shimomoto Hiroaki、Moriya Taka-aki、Mori Takeshi、Itoh Tomomichi、Kanehashi Shinji、Ogino Kenji、Ihara Eiji
    • Journal Title

      ACS Omega

      Volume: 5 Issue: 10 Pages: 4787-4797

    • DOI

      10.1021/acsomega.9b03408

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Poly(β-keto enol ether) Prepared by Three-Component Polycondensation of Bis(diazoketone), Bis(1,3-diketone), and Tetrahydrofuran: Mild Acid-Degradable Polymers To Afford Well-Defined Low Molecular Weight Components2019

    • Author(s)
      Shimomoto Hiroaki、Mori Takeshi、Itoh Tomomichi、Ihara Eiji
    • Journal Title

      Macromolecules

      Volume: 52 Issue: 15 Pages: 5761-5768

    • DOI

      10.1021/acs.macromol.9b00653

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Polymerization of Alkyl Diazoacetates Initiated by Pd(Naphthoquinone)/Borate Systems: Dual Role of Naphthoquinones as Oxidant and Anionic Ligand for Generating Active Pd(II) Species2019

    • Author(s)
      Shimomoto Hiroaki、Ichihara Shohei、Hayashi Hinano、Itoh Tomomichi、Ihara Eiji
    • Journal Title

      Macromolecules

      Volume: 52 Issue: 18 Pages: 6976-6987

    • DOI

      10.1021/acs.macromol.9b00857

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Carbon-carbon main chain polymer with accumulated oligo(ethylene glycol)-substituted cyclotriphosphazenes: Study on the LCST-type phase separation of organic-inorganic poly(substituted methylene)s2019

    • Author(s)
      Shimomoto Hiroaki、Yamada Tomohiro、Itoh Tomomichi、Ihara Eiji
    • Journal Title

      Polymer Journal

      Volume: 52 Issue: 1 Pages: 51-56

    • DOI

      10.1038/s41428-019-0247-7

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Presentation] 重合後修飾によるポリ(アルコキシカルボニルメチレン)の主鎖炭素のアルキル化2020

    • Author(s)
      恒松 翔吾, 下元 浩晃, 伊藤 大道, 井原 栄治
    • Organizer
      第69回高分子学会年次大会
    • Related Report
      2020 Annual Research Report
  • [Presentation] ヒドロキシ基含有ジアゾカルボニル化合物と環状エーテルの縮合重合2020

    • Author(s)
      別宮 英明, 下元 浩晃, 伊藤 大道, 井原 栄治
    • Organizer
      第69回高分子学会年次大会
    • Related Report
      2020 Annual Research Report
  • [Presentation] ナフトキノン系配位子を有するPd錯体を用いたジアゾ酢酸エステルの重合2020

    • Author(s)
      下元 浩晃, 宮野 雄斗, 松村祐美, 伊藤 大道, 井原 栄治
    • Organizer
      第69回高分子討論会
    • Related Report
      2020 Annual Research Report
  • [Presentation] ポリ(アルコキシカルボニルメチレン)の重合後修飾:主鎖炭素のアルキル化と切断2020

    • Author(s)
      下元 浩晃, 恒松 翔吾, 伊藤 大道, 井原 栄治
    • Organizer
      第69回高分子討論会
    • Related Report
      2020 Annual Research Report
  • [Presentation] 炭素―炭素結合を主鎖骨格とするポリマーの新しい合成法:ジア ゾ酢酸エステルのC1 重合2020

    • Author(s)
      井原栄治
    • Organizer
      19-2高分子学会講演会
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Presentation] Pd-initiated C1 Polymerization of Diazoacetates2020

    • Author(s)
      Eiji Ihara
    • Organizer
      The 3rd Symposium of Metal-Carbene Consortium
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 炭素―炭素結合を主鎖骨格とするポリマーの新しい合成法: ジアゾ酢酸エステルのC1 重合2019

    • Author(s)
      井原栄治
    • Organizer
      2019 年度 日本化学会中国四国支部 香川地区化学講演会
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Presentation] Polycondensation of Bis(diazocarbonyl) Compounds2019

    • Author(s)
      Eiji Ihara
    • Organizer
      Japan Taiwan Bilateral Polymer Symposium 2019
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Pd錯体を用いたジアゾ酢酸エステルの立体特異性重合の試み:Pd(naphthoquinone)/borate開始剤系による重合と生成ポリ(置換メチレン)の物性調査2019

    • Author(s)
      下元 浩晃, 井原 栄治
    • Organizer
      第68回高分子討論会
    • Related Report
      2019 Annual Research Report
  • [Presentation] ナフトキノンないしその誘導体を配位子とするPd 錯体を用いた ジアゾ酢酸エステルの重合2019

    • Author(s)
      市原 将平、下元 浩晃、伊藤 大道、井原 栄治
    • Organizer
      第68回高分子年次大会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 光学活性らせんポリ(置換メチレン)の合成の試み2019

    • Author(s)
      青山 純也、下元 浩晃、伊藤 大道、井原 栄治
    • Organizer
      第68回高分子年次大会
    • Related Report
      2018 Annual Research Report
  • [Presentation] ビス(ジアゾケトン)・ビス(1,3-ジケトン)・テトラヒドロフランの 3 成分縮合重合による酸分解性ポリマーの合成2019

    • Author(s)
      森 豪志、下元 浩晃、伊藤 大道、井原 栄治
    • Organizer
      第68回高分子年次大会
    • Related Report
      2018 Annual Research Report

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Published: 2018-04-23   Modified: 2022-01-27  

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