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1994 Fiscal Year Final Research Report Summary

Synthesis of Functional Lignophenol Derivatives from Native Lignin bySelective Phenol Grafting

Research Project

Project/Area Number 05660187
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field 林産学
Research InstitutionMie University

Principal Investigator

FUNAOKA Masamitsu  Mie Univ., Fac.Bioresources, Assoc.Prof., 生物資源学部, 助教授 (50093141)

Co-Investigator(Kenkyū-buntansha) MITSUNAGA Toru  Mie Univ., Fac.Bioresources, Res.Assoc., 生物資源学部, 助手 (20219679)
Project Period (FY) 1993 – 1994
KeywordsLignin / Lignocellulosics / Phenol derivatives / Phase-separative reaction system / Phenolation / Lignophenol derivatives / Acid / Hydrolysis
Research Abstract

An original reaction system (the phase separative reaction system) has been designed for converting native lignins to highly phenolic, functional polymers (lignophenol derivatives). This system is composed of a phenol derivative and concentrated acid which are not miscible at room temperature. The key point of the lignin functionalization process including the phase separative system is that lignin and carbohydrates, which are totally different in structures and reactivities, are modified individually in the different phases : lignin is present in the organic phase and carbohydrates in the aqueous phase. Through the process, lignin was modified selectively at Calpha-positions of side chains, the most reactive sites, to give highly phenolic, light colored diphenylmethane type materials which still retained original interunit linkages formed by the dehydrogenative polymerization during the biosyntheses. The carbohydrates were swollen, followed by partial hydrolysis and dissolution in the acid solution, resulting in the perfect decomposition of interpenetrating polymer network structures in the cell wall. Therefore, the functionalization of lignin and the separation of resulting lignin from carbohydrates were quickly achieved at room temperature, independent of wood species. The molecular weights of lignophenol derivatives can be controlled by mild alkaline treatments. This is due to the selective cleavate of beta-aryl ether linkages with the participation of phenol derivatives introduced into Calpha-positions. Lignophenol derivatives had much higher affinities for proteins, compared with conventional lignin preparations. The lignophenol-protein complex was formed most effectively at the isoelectric point of used protein. Once the complex was formed between lignophenol derivatives and proteins, it was very stable at any pH.The enzymes immobilized on lignophenol derivatives had high activities.

  • Research Products

    (14 results)

All Other

All Publications (14 results)

  • [Publications] M.Funaoka: "A Refining and Structual Modification Process of Lignocellulosics at Room Temperature by Combined Hydrolysis-Phenolysis" Bull.Fac.Bioresources,Mie Univ.No.10. 117-130 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 浜口佳織: "クラフトパルプ残留リグニンの特性-膨潤-溶媒和プロセスによる評価-" 三重大生物資源紀要. No.11. 87-96 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 船岡正光: "天然リグニンのフェノール誘導体-濃酸2相系処理法による機能性リグノフェノール誘導体の合成" 熱硬化性樹脂. 15. 77-87 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Funaoka: "Functionalization of Lignocellulosics in the Phase-Separative System" Proceedings of '94 Cellulose R&D. 213-218 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Funaoka: "Conversion of Native Lignin to Highly Phenolic, Functional Polymer and Its Separation from Lignocellulosics" Biotechnology & Boiengineering. (発表予定). (1995)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Funaoka: "Characteristics of Lignin Structural Conversion on the Phase-Separative Reaction System Composed of Cresol and Sulfuric Acid" Holzforschung. (発表予定). (1995)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Funaoka: "Cellulosics:Pulp,Fibre and Environmental Aspects" Ellis Horwood, 509 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Lai: "Cellulosics:Chemical, Biochemical and Material Aspects" Ellis Horwood, 576 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Funaoka, S.Fukatsu, H.Sawai, M.Sago, K.Hamaguchi and J.Matsue: "A Refining and Structural Modification Process of Lignocellulosics at Room Temperature by Combined Hydrolysis-Phenolysis" Bull.Fac.Bioresources. No.10. 117-130 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M.Funaoka, M.Matsubara, N.Seki and I.Abe: "Functionalization of Lignocellulosics in the Phase-Separative System" Proceedings of '94 Cellulose R&D. 213-218 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M.Funaoka, M.Matsubara, N.Seki and S.Fukatsu: "Conversion of Native Lignin to Highly Phenolic, Functional Polymer and Its Separation from Lignocellulosics" Biotechnol. & Bioeng.(in press). (1995)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M.Funaoka, S.Fukatsu: "Characteristics of Lignin Structural Conversion in the Phase-Separative Reaction System Composed of Cresol and Sulfuric Acid" Holzforschung. (in press). (1995)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M.Funaoka, S.Fukatsu, J.Matsue and K.Hamaguchi: "A New Separation and Modificaion System of Phytomass Constituents. -S welling-Solvation Process- in "Cellulosics : Pulp, Fiber and Environmental Aspects"" Ellis Horwood. 69-74 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Z.Lai and M.Funaoka: "Analysis of Lignin Phenolic Units by a Combined Phenyl Nucleus Exchange-Periodate Oxidation Method, in "Cellulosics : Chemical, Biochemical and Material Aspects"" Ellis Horwood. 291-295 (1993)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 1996-04-15  

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