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Development of New Methods for Chemical Synthesis of Biodegradable Polyesters

Research Project

Project/Area Number 07555598
Research Category

Grant-in-Aid for Scientific Research (A)

Allocation TypeSingle-year Grants
Section試験
Research Field 高分子合成
Research InstitutionKyoto Institute of Technology

Principal Investigator

KIMURRA Yoshiharu  Kyoto Institute of Technology・Faculty of Textile Science, Professor, 繊維学部, 教授 (10132276)

Co-Investigator(Kenkyū-buntansha) YAMAOKA Testuji  Kyoto Institute of Technology・Faculty of Textile Science, Lecturer, 繊維学部, 講師 (50243126)
MIYAMOTO Masatoshi  Kyoto Institute of Technology・Faculty of Textile Science, Associate Professor, 繊維学部, 助教授 (70149524)
Project Period (FY) 1995 – 1996
Project Status Completed (Fiscal Year 1996)
Budget Amount *help
¥1,200,000 (Direct Cost: ¥1,200,000)
Fiscal Year 1996: ¥1,200,000 (Direct Cost: ¥1,200,000)
KeywordsAliphatic Polyester / Poly (L-lactic acid) / Direct Polycondensation / beta-Butyrolactone / gamma-Valerolactone / Biodegradable Plastics / Biomedical Materials
Research Abstract

The structure-property relationships of one-and two-component aliphatic polyesters have been studied for developing new biodegradable polymers that can be readily synthesized by chemical synthesis. The following results have come out of this study. (1) Poly (L-lactic acid) (PLLA) with high degree of polymerization could successfully be prepared by direct melt-polycondensation of L-lactic acid. In this polycondensation, an oligomer with Mw=1,000-5,000 was first made from L-lactic acid and then subjected to thermal condensation at reduced pressure in the presence of silica-alumina heterogeneous catalyst system to from high polymers with molecular weight higher than 100,000. (2) PLLA with Mw=10,000-30,000 was prepared by similar direct polycondensation of methyl L-lactate, when special tin catalysts were used. With these successes low-cost manufacturing of PLLA should be performed in the near future. (3) Both gamma-valerolactone and gamma-butyrolactone, having no polymerizability, were co … More polymerized with beta-butyrolactone to form bacterially synthesized copolyalkanoates. (4) A-B-A block coply (ester-ethers) comprising PLLA as A and polyether (poly (oxyethlene/propylene) : Puluronic^<TM>) as B were synthesized, melt-spun to obtain biodegradable fibers. It was shown that the fibers have increased hydrolyzability and flexibility. (5) Solid state post-polymerization of L-lactide has been found to be effective for decreasing remaining monomer in the final polymerization product. This methos will contribute the practical manufacturing of PLLA based on the ring-opening polymerization of L-lactide. (6) It has been demonstrated that a two-component aliphatic polyester, poly (butylene succinate) (PBS), can be processed to high-strength fibers if its molecular weight is enough high. Enzymatic degradation of the PBS fibers was also studied by use of various lipases.
These synthetic methods should give new tools for manufacturing the biodegradable polyesters, whose applications covers not only commodity goods, but also biomedical materials. Less

Report

(3 results)
  • 1996 Annual Research Report   Final Research Report Summary
  • 1995 Annual Research Report
  • Research Products

    (24 results)

All Other

All Publications (24 results)

  • [Publications] C. W. Lee: "ポリエーテルセグメントを導入したポリ-L-ラクチドの合成およびその繊維物性" 高分子論文集. 52 (11). 692-697 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] C. W. Lee: "Synthesis and Properties of A-B-A Block Copoly (ester-ethers) Comprising Poly (L-lactide) (A) and Poly (oxypropylene-co-oxyethylene) (B) with Different Molecular Wight" Bull. Chem. Soc. Jpn.69. 1787-1795 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] C. W. Lee: "ポリオキシエチレン/オキシプロピレン共重合体をソフトセグメントとして導入したポリ-L-ラクチドの繊維物性及びその分解性" 繊維学会誌. 52. 405-411 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] T. Murayama: "Synthesis and Properties of High Molecular Weight Polylactic Acid Direct Melt Polycondensation" J. Biodegrad, Mater. Sci.7 (in print). (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] C. W. Lee: "Copolymerization of γ-Butyrolactone and B-Butyrolactone" Macromol. Chem. Phys.197 (in print). (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] C. W. Lee: "Copolymerization of γ-Valcrolactone and β-Butyrolactone" Eur. Polym. J.33 (in print). (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] C.W.Lee and Y.Kimura: "Synthesis and Properties of Poly (L-lactide) Including Polyether Segments." Kobunshi Ronbunshu. 52 (11). 692-697 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] C.W.Lee and Y.Kimura: "Properties and Degradability of the Fibers of Block Copoly (ester-ether) Comprising Poly (L-lactide) and Poly (oxyethylene-co-oxypropylene)." Sen'i Gakkaishi. 52 (8). 405-411 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] C.W.Lee and Y.Kimura: "Synthesis and Properties of A-B-A Block Copoly (ester-ethers) Comprising Poly (L-lactide) (A) and Poly (oxypropylene-co-oxyethylene) (B) with Different Molecular Weights." Bull. Chem. Soc. Jpn.69. 1787-1795 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] T.Murayama, Y.Yokomori, N.Yanagisawa, S.Tomioka, S.Konishi, and Y.Kimura: "Synthesis and Properties of High Molecular Weight Polylactic Acid by Direct Melt Polycondensation." J.Biodegrad.Mater.Sci.7, (in print). (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] C.W.Lee, R.Urakawa, and Y.Kimura: "Copolymerization of g-Butyrolactone and b-Butyrolactone." Macromol.Chem.Phys.197, (in print). (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] C.W.Lee, R.Urakawa, and Y.Kimura: "Copolymerization of g-Valerolactone and b-Butyrolactone." Eur.Polym.J.33 (in print). (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] C.W.Lee: "ポリエーテルセグメントを導入したポリ-L-ラクチドの合成およびその繊維物性" 高分子論文集. 52(11). 692-697 (1995)

    • Related Report
      1996 Annual Research Report
  • [Publications] C.W.Lee: "Synthesis and Properties of A-B-A Block Copoly(ester-ethers) Comprising Poly(L-lactide) (A) and Poly(oxypropylene-co-oxyethylene) (B) with Different Molecular Weight" Bull.Chem.Soc.Jpn.69. 1787-1795 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] C.W.Lee: "ポリオキシエチレン/オキシプロピレン共重合体をソフトセグメントとして導入したポリ-L-ラクチドの繊維物性及びその分解性" 繊維学会誌. 52. 405-411 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] T.Murayama: "Synthesis and Properties of High Molecular Weight Polylactic Acid by Direct Melt Polycondensation" J.Biodegrad.Mater.Sci.7(in print). (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] C.W.Lee: "Copolymerization of γ-Butyrolactone and β-Butyrolactone" Macromol.Chem.Phys.197(in print). (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] C.W.Lee: "Copolymerization of γ-Valcrolactone and β-Butyrolactone" Eur.Polym.J.33(in print). (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] C.W.Lee: "ポリエーテルセグメントを導入したポリ‐L‐ラクチドの合成およびその繊維物性" 高分子論文集. 52(11). 692‐697 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] C.W.Lee: "Copolymerization of γ‐Butyrolactone and β‐Butyrolactone" Macromol. Chem. Phys.197(submitted). (1996)

    • Related Report
      1995 Annual Research Report
  • [Publications] C.W.Lee: "Copolymerization of γ‐Valerolactone and β‐Butyrolactone" Macromol. Chem. Phys.197(submitted). (1996)

    • Related Report
      1995 Annual Research Report
  • [Publications] C.W.Lee: "Synthesis and Properties of A‐B‐A Block Copoly(ester‐ethers)Comprising Poly(L‐lactide)(A)and Poly(oxypropylene‐co‐oxyethylene)(B)with Different Molecular Weight" Bull. Chem. Soc. Jpn.69(in print). (1996)

    • Related Report
      1995 Annual Research Report
  • [Publications] C.W.Lee: "ポリオキシエチレン/オキシプロピレン共重合体をソフトセグメントとして導入したポリ‐L‐ラクチドの繊維物性及びその分解性" 繊維学会誌. 52(in print). (1996)

    • Related Report
      1995 Annual Research Report
  • [Publications] T.Murayama: "Synthesis and Properties of High Molecular Weight Polylactic Acid by Direct Melt Polycondensation" J. Biodegrad. Mater..6(Submitted). (1996)

    • Related Report
      1995 Annual Research Report

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Published: 1996-04-01   Modified: 2016-04-21  

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