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Monolignol polymerization in the presence of artificial lignin polymer

Research Project

Project/Area Number 24658156
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Wood science
Research InstitutionToyama Prefectural University

Principal Investigator

KISHIMOTO Takao  富山県立大学, 工学部, 准教授 (60312394)

Project Period (FY) 2012-04-01 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2014: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2013: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2012: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Keywordsリグニン / 脱水素重合 / モノリグノール / テンプレート / 鋳型 / 人工リグニンポリマー
Outline of Final Research Achievements

Biomimetic oxidations of sinapyl alcohol and sinapyl acetate were carried out with Ag2O to better understand the high frequency ofβ-O-4 structures in highly acylated natural lignins. The yield of the β-O-4-coupled products from sinapyl acetate was much higher than that from sinapyl alcohol. Computational calculations suggest that the Coulombic repulsion between Cβ and O4 in sinapyl acetate radicals was significantly reduced by the γacetyl group, contributing to the preferential formation of β-O-4 structures from sinapyl acetate. In addition, several β-O-4 type lignin model oligomers, including dimer, trimer, tetramer and pentamer were synthesized to use as templates during monolignol polymerization.

Report

(4 results)
  • 2014 Annual Research Report   Final Research Report ( PDF )
  • 2013 Research-status Report
  • 2012 Research-status Report
  • Research Products

    (7 results)

All 2015 2014 2013 2012 Other

All Journal Article (1 results) (of which Peer Reviewed: 1 results) Presentation (6 results)

  • [Journal Article] Biomimetic oxidative coupling of sinapyl acetate by silver oxide: preferential formation of β-O-4 type structures2015

    • Author(s)
      Takao Kishimoto, Nana Takahashi, Masahiro Hamada, and Noriyuki Nakajima
    • Journal Title

      Journal of Agricultural and Food Chemistry

      Volume: 63 Issue: 8 Pages: 2277-2283

    • DOI

      10.1021/jf506111q

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Presentation] 酸化銀によるシナピルアセテートの酸化カップリング2015

    • Author(s)
      岸本崇生、高橋奈々、濱田昌弘、中島範行
    • Organizer
      日本農芸化学会2015年度大会
    • Place of Presentation
      岡山
    • Year and Date
      2015-03-28
    • Related Report
      2014 Annual Research Report
  • [Presentation] β-O-4型リグニンモデルオリゴマーの合成研究2014

    • Author(s)
      板倉圭佑、岸本崇生、濱田昌弘、中島範行
    • Organizer
      第59回リグニン討論会
    • Place of Presentation
      福井
    • Year and Date
      2014-09-11 – 2014-09-12
    • Related Report
      2014 Annual Research Report
  • [Presentation] β-O-4型リグニンオリゴマーの合成研究2013

    • Author(s)
      板倉圭佑・岸本崇生・濱田昌弘・中島範行
    • Organizer
      第11回北陸若手化学者談話会
    • Place of Presentation
      福井
    • Related Report
      2013 Research-status Report
  • [Presentation] β-O-4型オリゴリグノールの合成研究2013

    • Author(s)
      板倉圭佑・岸本崇生・濱田昌弘・中島範行
    • Organizer
      第58回リグニン討論会
    • Place of Presentation
      香川
    • Related Report
      2013 Research-status Report
  • [Presentation] β-O-4型リグニンモデルオリゴマーの合成研究2012

    • Author(s)
      板倉圭佑・岸本崇生・濱田昌弘・中島範行
    • Organizer
      平成24年度有機合成化学北陸セミナー
    • Place of Presentation
      富山
    • Related Report
      2012 Research-status Report
  • [Presentation] β-O-4型リグニンオリゴマーの合成研究

    • Author(s)
      板倉圭佑・岸本崇生・濱田昌弘・中島範行
    • Organizer
      日本農芸化学会2013年度大会
    • Place of Presentation
      仙台
    • Related Report
      2012 Research-status Report

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Published: 2013-05-31   Modified: 2019-07-29  

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