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Fundamental Studies on Molecular Design for Specialty Polymeric Materials by Ring-Opening Polymerization of Heterobicyclic Compounds

Research Project

Project/Area Number 63044062
Research Category

Grant-in-Aid for Overseas Scientific Survey.

Allocation TypeSingle-year Grants
SectionJoint Research
Research InstitutionNagoya University

Principal Investigator

OKADA Masahiko  Faculty of Agriculture, Nagoya University, Professor, 農学部, 教授 (20023103)

Co-Investigator(Kenkyū-buntansha) ホール ヘンリーキングストン ジュニ  アリゾナ大学, 化学科, 教授
SUMITOMO Hiroshi  Nagoya University, Emeritus Professor, 名誉教授 (70023372)
HALL H.K.Jr.  Department of Chemistry, University of Arizona, Professor
Project Period (FY) 1988 – 1989
Project Status Completed (Fiscal Year 1989)
Budget Amount *help
¥4,000,000 (Direct Cost: ¥4,000,000)
Fiscal Year 1989: ¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 1988: ¥2,000,000 (Direct Cost: ¥2,000,000)
KeywordsBicyclic Lactone / Bicyclic Lactam / Ring-Opening Polymerization / Polyester / Polyamide / Oligomer / Biodegradability
Research Abstract

1. Synthesis and Ring-Opening Polymerization of Novel Bicyclic Oxalactams
Two new bicyclic oxalactams, 2-oxa-5-azabicyclo[2.2.2]octan-6-one (2,5-BOL) and 2-oxa-6-aza-bicyclo[2.2.2]octan-5-one (2,6-BOL) were synthesized and their ring-opening polymerizabilities were examined. 2,5-BOL was anionically polymerized to give a polyamide having cis-2,5-linked tetrahydropyran rings in the main chain. 2,6-BOL did not undergo anionic polymerization, and afforded only a dimeric adduct in a low yield. In contrast, 2,6-BOL was easily polymerized with cationic initiators to give oligoethers containing 6-membered lactam rings in the main chain.
2. Synthesis of Polyesters Having Tetrahydropyran Rings in their Main Chains
Three 2,6-dioxabicyclo[2.2.2]octan-3-one derivatives having an ester group at 4-position were newly prepared. These monomers underwent cationic polymerization to produce polyesters having 2,5-linked tetrahydropyran rings in their backbones and the corresponding ester groups as the side chains. These polyesters showed much improved solubilities compared with the parent polyester. Hydrolysis of these polyesters were examined at 30 ゚C in a buffer solution at pH 7.2.

Report

(1 results)
  • 1989 Final Research Report Summary
  • Research Products

    (8 results)

All Other

All Publications (8 results)

  • [Publications] 岡田鉦彦: "ヘテロ双環化合物の開環重合" 有機合成化学協会誌. 47. 1040-1050 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] M.Okada: "Synthesis and Ring-Opening Polymerization of Novel Bicyclic Oxalactams.2-Oxa-6-azabicyclo[2.2.2]octan-5-one" Macromolecules. (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] M.Okada: "Synthesis and Ring-Opening Polymerization of Novel Bicyclic Oxalactams.2-Oxa-5-azabicyclo[2.2.2]octan-5-one" J.Polymer Science,Part A. (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] H.Sumitomo: "Ring-Opening Polymerization of Bicyclic Oxalactams.Telechelics,Macromers,and Block and Graft Copolymers,in “Frontiers of Macromolecular Science"" Blackwell Scientific Publications, 6 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] M. Okada: "Ring-Opening Polymerization of Heterobicyclic Compounds" J. Synth. Org. Chem., Jpn.47. 1040-1050 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] M. Okada: "Synthesis and Ring-Opening Polymerization of Novel Bicyclic Oxalactams. 2-Oxa-6-azabicyclo[2.2.2]octan-5-one" Macromolecules. in press.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] M. Okada: "Synthesis and Ring-Opening Polymerization of Novel Bicyclic Oxalactams. 2-Oxa-5-azabicyclo[2.2.2]octan-6-one" J. Polym. Sci.in press.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] H. Sumitomo: Ring-Opening Polymerization of Bicylic Oxalactams. TElechelics, Macromers, and Block and Graft Copolymers, in "Frontiers of Macromolecular Science". Backwell Scientific Publications, 6 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1989 Final Research Report Summary

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Published: 1988-04-01   Modified: 2016-11-11  

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