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Chemical Structures and Chemical Modification of Condensed Tannin.

Research Project

Project/Area Number 03660170
Research Category

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

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

Principal Investigator

ABE Isao  Mie University, Faculty of Bioresources, Professor, 生物資源学部, 教授 (20024581)

Co-Investigator(Kenkyū-buntansha) MITSUNAGA Tohoru  Mie University, Faculty of Bioresources, Assistant, 生物資源学部, 助手 (20219679)
Project Period (FY) 1991 – 1992
Project Status Completed (Fiscal Year 1992)
Budget Amount *help
¥2,100,000 (Direct Cost: ¥2,100,000)
Fiscal Year 1992: ¥800,000 (Direct Cost: ¥800,000)
Fiscal Year 1991: ¥1,300,000 (Direct Cost: ¥1,300,000)
KeywordsCondensed tannin / Phenolic pattern of condensed tannin / Characteristics of bark extractive / Ring-open of (+)-catechin / Phenol modification of tannin / 縮合型タンニンの構造解析 / 核交換反応 / 縮合型タンニンのフェノ-ル化機構 / 縮合型タンニンの化学修飾
Research Abstract

1. Chemical Analysis and Characteristics of Condensed Tannins. Appropriate compositions of the phenyl Nucleus-Exchange (NE) reagent, reaction temperature and the time were selected to evaluate the characteristics or the phenolic patterns of condensed tannins. Furthermore, the necessary care to be taken on determining the purity and the phenolic characteristics by the NE method were discussed by the use of a flavonol dimer isolated from Quebracho tannin. After then, Karamatsu barks extractives by the successive extraction were characterized, compared with Wattle and Quebracho tannins. The results obtained by the NE-method and the other analytical method indicated that the outer bark contained about twice of the extractives by weight, but involved the more amount of the destructive A-rings than the inner bark.
2. Mechanisms of the Phenolation and the NE-reaction for a Monomeric Model. The behavior of the phenolation and the NE-reaction in the phenol -BF_3 system for (+)-catechin was followed and further, three compounds formed during the reaction were isolated and identified. From the results, we discussed the mechanisms of the phenolation and the NE- reaction, and recognized the formation of the ring opening and phenolated flexible compound under the mild reaction conditions, indicating the convertible possibility of rigid structure of tannins to the flexible polyvalent phenol-polymers by the phenolation.
3. Chemical Modification of Condensed Tannin. In order to convert the rigid tannin molecules into the flexible and more uniform nucleophilic phenol-polymer by the phenolation, the effects of a kind of phenolic medium and the added amount of acid catalyst on the behavior of the phenolation were examined. The selective condition was 100g of resorcinol and 0.05mols of H_2SO_4, and 120C-2hrs. The rate of ionization and the reaction with a nucleophilic reagent of phenolized tannin obtained by such the conditions was much faster than that of original tannin preparation.

Report

(3 results)
  • 1992 Annual Research Report   Final Research Report Summary
  • 1991 Annual Research Report
  • Research Products

    (21 results)

All Other

All Publications (21 results)

  • [Publications] 阿部 勲: "縮合型タンニンの化学変性について" 第12回木材接着研究会 第21回木材の化学加工研究会 合同シンポジウム講演集. 27-32 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] 光永 徹・阿部 勲: "The Phenolation of Monomeric Compound of Condensed Tannins by Lewis Acid Catalyst." 木材学会誌. 38. 585-592 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] 光永 徹・阿部 勲: "縮合型タンニンの核交換メカニズムについて" 第41回日本木材学会大会研究発表要旨集. 177 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] 高橋 英樹・阿部 勲 光永 徹: "縮合型タンニンの構成フェノール核パターンについて" 第41回日本木材学会大会研究発表要旨集. 176 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] 中込 治・阿部 勲 光永 徹: "縮合型タンニンのフェノール化について" 第41回日本木材学会大会研究発表要旨集. 288 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] 光永 徹・野上 光康 阿部 勲: "縮合型タンニンのBF_3によるフェノール化反応-(+)-Catechinの複素環開環化合物-" 第42回日本木材学会大会研究発表要旨集. 436 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Abe, I.: "Chemical modifications for condensed tannin." Joint-Sympo. for Adhesion & Chemical Process. of Wood. 27-32 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Mitsunaga, T.; Abe, I.: "The phenolation of monomeric compound of condensed tannins by Lewis acid catalyst." Mokuzai Gakkaishi. 38. 585-592 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Mitsunaga, T.; Abe, I.: "On the phenyl nucleus-exchange mechanisms of condensed tannins." Annual meeting of Mokuzai Gakkai. 177 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Takahash, H.; Abe, I.; Mitsunaga, T.: "Phenolic nuclei of condensed tannins." Annual meeting of Mokuzai Gakkai. 176 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Nakagome, O.; Abe, I.; Mitsunaga, T.: "Phenols modification of condensed tannins." Annual meeting of Mokuzai Gakkai. 288 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Mitsunaga, T.; Nogami, T.; Abe, I.: "The formation mechanisms of ring-opened compound from (+)-catechin." Annual meeting of Mokuzai Gakkai. 436 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] 阿部 勲: "縮合型タンニンの化学変性について" 第12回木材接着研究会 第21木材の化学加工研究会 合同シンポジウム講演集. 27-32 (1991)

    • Related Report
      1992 Annual Research Report
  • [Publications] 光永徹・阿部勲: "The Phenolation of monomeric Compound of Coudensed Tamnins by Lewis Acid Catalyst." 木材学会誌. 38. 585-592 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] 光永徹,阿部勲: "縮合型タンニンの核交換反応メカニズムについて" 第41回日本木材学会大会研究発表要旨集. 177- (1991)

    • Related Report
      1992 Annual Research Report
  • [Publications] 高橋英樹,阿部勲,光永徹: "縮合型タンニンの構成フェノール核パターンについて" 第41回 日本木材学会大会研究発表要旨集. 176- (1991)

    • Related Report
      1992 Annual Research Report
  • [Publications] 中込治,阿部勲,光永徹: "縮合型タンニンのフェノール化について" 第41回 日本木材学会大会研究発表要旨集. 288- (1991)

    • Related Report
      1992 Annual Research Report
  • [Publications] 光永徹,野上光康,阿部勲: "縮合型タンニンのBF_3によるフェノール化反応 ー(+)-catechinの複素環開環化合物ー" 第42回 日本木材学会大会研究発表要旨集. 436- (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] 阿部 勲: "縮合型タンニンの化学変性について" 第12回木材接着剤 第21回木材の化学加工研究会 合同シンポジウム講演集. 27-32 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] 光永 徹: "縮合型タンニンの核交換反応メカニズムについて" 第41回日本木材学会大会研究発表要旨集. 177-177 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] 中込 冶: "縮合型タンニンのフェノ-ル化について" 第41回日本木材学会大会研究発表要旨集. 288-288 (1991)

    • Related Report
      1991 Annual Research Report

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Published: 1991-04-01   Modified: 2016-04-21  

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