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1988 Fiscal Year Final Research Report Summary

Synthesis of Poly( -ketone) Using New Polymerization Reaction

Research Project

Project/Area Number 62470098
Research Category

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

Allocation TypeSingle-year Grants
Research Field 高分子合成
Research InstitutionTOHOKU UNIVERSITY

Principal Investigator

KOBAYASHI Shiro  Department of Molecular Chemistry and Engineering Faculty of Engineering, Tohoku University, 工学部, 教授 (10026198)

Co-Investigator(Kenkyū-buntansha) UYAMA Hiroshi  Department of Molecular Chemistry and Engineering Faculty of Engineering, Tohoku, 工学部, 助手 (70203594)
SUH Kyung-Do  Department of Molecular Chemistry and Engineering Faculty of Engineering, Tohoku, 工学部, 助手 (80196675)
SHODA Shin-ichiro  Department of Molecular Chemistry and Engineering Faculty of Engineering, Tohoku, 工学部, 講師 (10143364)
Project Period (FY) 1987 – 1988
KeywordsPoly(beca-ketone) / Isopropoxyacetylene / t-Butoxyacetylene / Transition metal catalyst / Poly(isoproxyacetylene)
Research Abstract

Poly(beta-ketones) are a class of biologically important polymers having keto groups alternatively in the carbon-carbon main chain. They are called "poly-ketides" or "acetogenins", which are involved as precursor in the biosynthesis of aromatic natural products in plants. The present study deals with synthesis of poly (beta-ketones) having a well-defined structure by a new method of polymerization followed by acid-hydrolysis of the product polymers.
Isopropoxyacetylene is polymerized in the presence of transition metal catalyst such as WCl_6 and MoCl_5 to give brownish materials. The structure of the isolated polymers has been confirmed as poly(isopropoxyacetylene) by NMR and IR spectroscopy. The polymerization of t-butoxyacetylene by WCl_6 catalyst gave polymer containing a small amount of an isomerized unit. The less acidic catalysts, W(OCH_6)_nCl_<6-n> (n=4,5), however, yielded desired polymer almost exclusively. The hydrolysis of poly(t-butoxyacetylene) was carried out in a mixture of hydrochloric acid and dioxane at room temperature. The IR spectrum of the product indicated that poly(t-butoxyacetylene) was easily hydrolyzed to afford the corresponding poly(beta-ketone) efficiently. On the other hand, poly (isopropoxy acetylene) was less reactive toward the acid hydrolysis.

  • Research Products

    (18 results)

All Other

All Publications (18 results)

  • [Publications] S.Kobayashi;M.Kaku;T.Saegusa: Macromolecules. 21. 334-338 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Kobayashi;M.Kaku;T.Saegusa: Macromolecules. 21. 1921-1925 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Kobayashi;S.Iwata;S.Shoda: Chem.Express. 4. 41-44 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Kobayashi;K-D,Suh;Y.Shirokura: Macromolecules. 22. (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Kobayashi;E.Masuda;S.Shoda;Y.Shimano: Macromolecules. 22. (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Kobayashi;H.Uyama;M.Ogaki;T.Yoshida;T.Saegusa: Macromolecules.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Kobayashi;J.Kadokawa;I-F.Yen;S.Shoda: Macromolecules.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Kobayashi;H.Uyama;N.Higuchi;T.Saegusa: Macromolecules.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 小林四郎,周徳元: "「無機物質とポリマーの相互作用」" 工学情報センター出版部, 275-310 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S. Kobayashi; M. Kaku; T. Saegusa: "Miscibility of Poly(2-oxazolines) with Commodity Polymers" Macromolecules. 21. 334-338 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S. Kobayashi; M. Kaku; T. Saegusa: "Grafting of 2-Oxazolines onto Cellulose and Cellulose Diacetate" Macromolecules. 21. 1921-1925 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S. Kobayashi; S. Iwata; S. Shoda: "Synthesis of Cyclic Germanium Enolates from Bis bis(trimetylsilyl)amido germanium(II) and , -Unsaturated Carbonyl Compounds" Chem. Express. 4. 41-44 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S. Kobayashi; K-D, Suh; Y. Shirokura: "Chelating Ability of Poly(Vinylamine): Effects of Polyamine Structure on Chelation" Macromolecules. 22. (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S. Kobayashi; E. Masuda; S. Shoda; Y. Shimano: "Synthesis of Acryl- and Methacryl-Type Macromonomers and Telechelics by Utilizing Living Polymerization of 2-Oxazoline" Macromolecules. 22. (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S. Kobayashi; H. Uyama; M Ogaki; T. Yoshida; T. Saegusa: "Synthesis of Telechelic Poly(tetrahydrofuran) Having Carboxyl Group by Using Ketene Silyl Acetal as Terminator" Macromolecules.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S. Kobayashi; J. Kadokawa; I-F, Yen; S. Shoda: "Hydrogen-Transfer Alternating Copolymerization of Vinylphosphonic Acid Monoethylester with Cyclic Phosphonites: A New Oxidation-Reduction Copolymerization" Macromolecules.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S. Kobayashi; H. Uyama; N. Higuchi; T. Saegusa: "Synthesis of a Nonionic Polymer Surfactant from Cyclic Imino Ethers by the Terminator Method" Macromolecules.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S. Kobayashi; T.Y. Chow: "Synthesis and Properties of Phosphorus- Containing Polymers" in "Interaction of Inorganic Substances and Polymers". Engineering Information Center Press., 275-310 (1988)

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

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Published: 1990-03-20  

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