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Study on chemical conversion of highly condensed lignin into functional materials

Research Project

Project/Area Number 06660209
Research Category

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

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

Principal Investigator

YASUDA Seiichi  School of Agricultural Sciences, Nagoya University, Professor, 農学部, 教授 (80002070)

Co-Investigator(Kenkyū-buntansha) IMAI Takanori  School of Agricultural Sciences, Nagoya University, Assistant Professor, 農学部, 助手 (20252281)
FUKUSHIMA Kazuhiko  School of Agricultural Sciences, Nagoya University, Assistant Professor, 農学部, 助手 (80222256)
Project Period (FY) 1994 – 1995
Project Status Completed (Fiscal Year 1995)
Budget Amount *help
¥2,100,000 (Direct Cost: ¥2,100,000)
Fiscal Year 1995: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 1994: ¥1,500,000 (Direct Cost: ¥1,500,000)
KeywordsLignin / sulfuric acid lignin / phenolation / formylation / sulfonation / lignosulfonate / フェノール化 / スルホン化 / ホルミル化 / 機能性物質 / 縮合構造
Research Abstract

Sulfuric acid lignin (SAL) was selected as highly condensed lignin and was attempted to chemically convert into lignosulfonate as a functional material. Lignosulfonates have high dispersibility and caking, and are most available lignochemicals.
SAL is high molecular weight lignin with little reactive functional group. Therefore, the increase of the solubility by depolymerization and of the reactivity is necessary to convert SAL into functional materials. SAL was at first phenolized to activate, and phenolized SAL (PSAL) was obtained. Next PSAL was treated with formaldehyde to introduce a reactive hydroxymethyl group for sulfonation. Neutral sulfonation of the hydroxymethylated product gave soluble lignosulfonate in quantitative yield. A comparison of molecular wight distribution and sulfonic acid group content of the product with those of commercial lignosulfonates indicated the same extent of functionalyty.
In order to elucidate reaction mechanisms and side reactions in the above reactions, a lignin model compound with beta-aryl ether structure was selected, and the following results was obtained ; (1) selective phenolation of condensed structure, (2) secondary formation of diarylmethane structure in hydroxymethylation at higher temperature (120゚C), (3) higher reactivity of guaiacyl nucleus than p-hydroxyphenyl nucleus in hydroxymethylation, and (4) hygh yields in sulfonation.

Report

(3 results)
  • 1995 Annual Research Report   Final Research Report Summary
  • 1994 Annual Research Report
  • Research Products

    (4 results)

All Other

All Publications (4 results)

  • [Publications] S.Yasuda et al.: "Phenolization of red pine sulfuric acid lignin and guaiacyl lignin model in the presence of sulfuric acid" Mokuzai Gakkaishi. 35. 513-520 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Yasuda et al.: "Phenolation of red pine sulfuric acid lignin and guaiacyl lignin model in the presence of sulfuric acid." Mokuzai Gakkaishi. 35 (5). 513-520 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Yasuda et al.: "Phenolization of red pine sulfuric acid lignin and guaiacyl sulfuric acid lignin model in the presence of sulfuric acid" Mokuzai Gakkaishi. 35. 513-520 (1989)

    • Related Report
      1995 Annual Research Report
  • [Publications] 安田 征市 他: "Phenolization of red pine sulfuric acid lignin and guaiacyl sulfuric acid lignin model in the presence of sulfuric acid" Mokuzai Gakkaishi. 35. 513-520 (1989)

    • Related Report
      1994 Annual Research Report

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Published: 1994-04-01   Modified: 2016-04-21  

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