• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Urethane formation from condensed tannins and biodegradability of the urethane

Research Project

Project/Area Number 10460145
Research Category

Grant-in-Aid for Scientific Research (B).

Allocation TypeSingle-year Grants
Section一般
Research Field 生物資源科学
Research InstitutionKYUSHU UNIVERSITY

Principal Investigator

SAKAI Kokki  KYUSHU UNIVERSITY, Faculty of Agriculture, Prof., 大学院・農学研究院, 教授 (30015656)

Co-Investigator(Kenkyū-buntansha) FUJITA Koki  KYUSHU UNIVERSITY, Faculty of Agriculture, Assist.Prof., 大学院・農学研究院, 助手 (90264100)
KONDO Ryuichiro  KYUSHU UNIVERSITY, Faculty of Agriculture, Assoc.Prof., 大学院・農学研究院, 教授 (80091370)
Project Period (FY) 1998 – 2000
Project Status Completed (Fiscal Year 2000)
Budget Amount *help
¥7,000,000 (Direct Cost: ¥7,000,000)
Fiscal Year 2000: ¥3,400,000 (Direct Cost: ¥3,400,000)
Fiscal Year 1999: ¥3,600,000 (Direct Cost: ¥3,600,000)
Keywordscondensed tannin / model compound / sugi bark / catechin / urethane formation / amine catalyst / dibutyl tin catalyst / hydroxyl group value / カテコール / フロログルシノール / カテコール錫錯体 / 樹皮成分 / ポリウレタン / 触媒
Research Abstract

(1) Simple tannin model compounds were treated with an equivalent phenyl isocyanate (PI) in the presence of DABCO (1,4-diazabicyclo[2,2,2]octane) or DBTDL (di-n-butyltin dilaurate) as a catalyst. It was found that DABCO catalyzed urethane formation from catechol-and resorcinol-types of hydroxyl groups, while DBTDL catalyzed that from alcoholic hydroxyl groups.
(2) PI reacted firstly with the hydroxyl groups in ring B and then with those in ring A of catechin, which was employed as a more relevant model, in the presence of DABCO catalyst, while hydroxyl groups in the position 3 of catechin did not react at all. On the contrary, reactivity of catechin with PI was dramatically suppressed in the presence of DBTDL catalyst, due to the formation of a dibutyltin-catechin complex, which precipitated and hence deactivated catechin.
(3) In order to liquefy sugi bark, a treatment with sodium bisulfite in an aqueous polyethylene glycol 400 was conducted. Both inner and outer bark liquefied extensively by the treatment at 250℃. At least a part of condensed tannin was degraded to monocyclic aromatic compounds like catechol and protocaechuic acid. A new method of hydroxyl group determination was developed.

Report

(4 results)
  • 2000 Annual Research Report   Final Research Report Summary
  • 1999 Annual Research Report
  • 1998 Annual Research Report
  • Research Products

    (24 results)

All Other

All Publications (24 results)

  • [Publications] J.J.Ge and K.Sakai: "Decomposition of Polyurethane Foams Derived from Condensed Tannin II.Hydrolysis and aminolysis of polyurethane foams"J.Wood Sci.. 44(2). 103-105 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] 坂井克己: "樹皮タンニンからの生分解性高分子素材の調製"木材工業. 54(6). 256-260 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Oyadomari,K.Ueno,K.Sakai et al.: "Effects of Tin-and Amine Ctalysts on the Urethane Formation from Bark-Tannin Model Compounds.June.1999 (Yokohama,Japan)"Proc.10th International Symp.Wood Pulping Chem.. Vol.I. 482-485 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] JJ Ge,W Zhong,ZR Guo,WJ Li,K Sakai: "Biodegradable Polyurethane Materials from Bark and Starch.I.Highly Resilient Foams"J Appl Polym Sci. 77. 2575-2580 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] 芦谷竜矢,氏家正嗣,長濱静男,上野智子,坂井克己: "スギ樹皮の抽出成分の特徴"木材学会誌. 47(印刷中). (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] 上野智子,耿興蓮,芦谷竜矢,親泊政二三,坂井克己: "スギ樹皮のポリエチレングリコール・バイサルファイト法による液化"木材学会誌. 47(印刷中). (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.Sakai: "Wood and Cellulosic Chemistry (Chemistry of Barkの章p243-273 分担執筆)"Marcel Dekker. 914 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] J.J.Ge and K.Sakai: "Decomposition of Polyurethane Foams Derived from Condensed Tannin II.Hydrolysis and aminolysis of polyurethane foams"J.Wood Sci.. 44(2). 103-105 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Oyadomari, K.Ueno, K.Sakai et al.: "Effects of Tin-and Amine Ctalysts on the Urethane Formation from Bark-Tannin Model Compounds"Proc.10th International Symp. Wood Pulping Chem.. Vol.I. 482-485 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.Sakai: "Preparation of biodegradable polymer materials from condensed tannins"Wood Industry. 54(6). 256-260 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] JJ Ge, W Zhong, ZR Guo, WJ Li, K Sakai: "Biodegradable Polyurethane Materials from Bark and Starch. I.Highly Resilient Foams"J.Appl.Polym.Sci.. 77. 2575-2580 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Ashitani, M.Ujiie, S.Nagahama, T.Ueno, K.Sakai: "Properties of Extractives from sugi bark"Mokuzai Gakkaishi. 47, (in press). (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Ueno, X.L.Geng, T.Ashitani, M.Oyadomari, K.Sakai: "Liquefaction of sugi bark with polyethylene glycol-bisulfite treatments"Mokuzai Gakkaishi. 47, (in press). (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.Sakai: "Wood and Cellulosic Chemistry (Chapter 7 Chemistry of Bark, p.243-273)"Marcel Dekker. 914 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] 芦谷竜矢,上野智子,坂井克己: "樹皮のグリコール-バイサルファイト法による液化反応の解析"第45回リグニン討論会講演集. 173-174 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] 上野智子,耿興蓮,芦谷竜矢,親泊政二三,坂井克己: "スギ樹皮のポリエチレングリコール・バイサルファイト法による液化"第45回リグニン討論会講演集. 127-130 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] JJ Ge,W Zhong,ZR Guo,WJ Li,K Sakai: "Biodegradable Polyurethane Materials from Bark and Starch.I.Highly Resilient Foams"J Appl Polym Sci. 77. 2575-2580 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] 坂井克己: "樹皮タンニンからの生分解性高分子素材の調製"木材工業. 54(6). 256-260 (1999)

    • Related Report
      2000 Annual Research Report
  • [Publications] K.Sakai: "Wood and Cellulosic Chemistry (Chemistry of Barkの章p243-273分担執筆)"Marcel Dekker. 914 (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] M.Oyadomari,K.Ueno,K.Sakai et al.: "Effects of Tin-and Amine Ctalysts on the Urethane Formation from Bark-Tannin Model Compounds.June.1999(Yokohama,Japan)"Proc. 10th International Symp. Wood Pulping Chem.. Vol.1. 482-485 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 上野智子、耿興蓮、坂井克己: "バイサルファイト法とアルカリ触媒法によるスギ樹皮の液化"第6回日本木材学会九州支部大会発表要旨集. 6巻別冊1号. 39-40 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 親泊政二三,坂井克己: "タンニンモデル化合物のウレタン化反応における触媒の効果(III) (+)カテキンを用いた検討"第50回日本木材学会大会発表要旨集. (発表予定). (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] J.J.Ge and K.Sakai: "Decomposition of Polyurethane Foams Derived from Condensed Tannin II. Hydrolysis and aminolysis of polyurethane foams" J.Wood Sci.44(2). 103-105 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] 新泊政二三,坂井克己: "タンニンモデル化合物のウレタン化反応における触媒の効果(II)" 第49回日本木材学会大会発表要旨集. 発表予定. (1999)

    • Related Report
      1998 Annual Research Report

URL: 

Published: 1999-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi