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Chemical Synthesis of Biodegradable Polyesters Utilizing Sugar Biomasses.

Research Project

Project/Area Number 11217208
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionChubu University (2000-2002)
Nagoya University (1999)

Principal Investigator

OKADA Masahiko  Chubu University, College of Bioscience and Biotechnology, Professor, 応用生物学部, 教授 (20023103)

Co-Investigator(Kenkyū-buntansha) AOI Keigo  Nagoya University, School of Bioagricultural Sciences, Associate Professor, 大学院・生命農学研究科, 助教授 (30222467)
Project Period (FY) 1999 – 2002
Project Status Completed (Fiscal Year 2002)
Budget Amount *help
¥22,900,000 (Direct Cost: ¥22,900,000)
Fiscal Year 2002: ¥4,800,000 (Direct Cost: ¥4,800,000)
Fiscal Year 2001: ¥4,800,000 (Direct Cost: ¥4,800,000)
Fiscal Year 2000: ¥4,800,000 (Direct Cost: ¥4,800,000)
Fiscal Year 1999: ¥8,500,000 (Direct Cost: ¥8,500,000)
KeywordsBiodegradability / Polyester / Biomass / Sugara Diol / Chitin / Poly (ester amide) / Poly (ester carbonate) / Polycarbonate / 糖質バイオマス / ジアンヒドロヘキシトール / 重縮合 / 土中埋没試験 / 酵素分解 / ポリエステルカルボナート / ジアンヒドログルシトール / ジアンヒドロへキシトール / フラン
Research Abstract

1. Synthesis of Polyesters and Related Polymers Containing Sugar Diols : Series of polyesters, poly (ester amide) s, poly (ester carbonate) s, and polycarbontes were synthesized from sugar-based raw materials. Sugar diols such as 1, 4:3, 6-dianhydro-D-glucitol (DAG), 1, 4:3, 6-dianhydro-D-mannitol (DAM), 1, 4:3, 6-dianhydro-L-iditol (DAl) were chiefly employed as diol components in polycondensations. Dicarboxylic acid derivatives containing furan moieties were used as dicarboxylic acid components in some cases.
2. Biodegradability of Sugar-Based Polyesters and Related Polymers : The biodegradability of the sugar-based polyesters and the related polymers were examined by three different methods, i. e., soil burial degradation, activated sludge treatment, and enzymatic degradation tests. The biodegradability varied widely, depending on the molecular structure of the polymers. In general, polymers containing unsymmetrical DAG units showed higher biodegradability than the corresponding polymers containing symmetrical DAM and DAI units.
3. Synthesis of Chitin-graft-oligoesters and Related Polymer : Chitin-graft-oligoesters were prepared by the ring-opening polymerization of ε-caprolactone in the presence of partially deacetylated chitin (PDC) using water as a medium. A novel N-selective ester functionalized chitin derivative was prepared by a Michael-type nucleophilic addition of an amino group of PDC to ethyl acrylate in phosphate buffer/methanol. Poly (vinyl alcohol)-graft-oligoester was synthesized by the reaction of PVA and ε-caprolactone in DMSO. The biodegradability as well as the thermal and surface properties of these polymer films were examined in detail. On the basis of the present research, useful and important guidelines have been established for designing polyesters and related polymers having a controlled biodegradability from renewable sugar-based raw materials.

Report

(5 results)
  • 2002 Annual Research Report   Final Research Report Summary
  • 2001 Annual Research Report
  • 2000 Annual Research Report
  • 1999 Annual Research Report
  • Research Products

    (60 results)

All Other

All Publications (60 results)

  • [Publications] K.Aoi.: "Synthesis and Assembly of Novel Chitin Derivatives Having Amphiphilic Polyoxazoline Block Conolvmer as a Side Chain"Macromol.Chem.Phys. 200. 1112-1120 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] A.Takasu: "New Chitin-Based Polymer Hybrids, 4: Soil Burial Degradation Behavior of Poly(vinyl alcohol)/Chitin Derivative Miscible Blends"J.Appl.Polym.Sci.. 73. 1171-1179 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Okada: "Biodegradable Polymers Based on Renewable Resources. III. Copolyesters Composed of 1,4:3,6-Dianhydro-D-glucitol, 1,1-Bis(S-car-boxy-2-furyl)ethane, and Aliphatic"J.Appl.Polym.Sci.. 74. 3342-3350 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Sato: "Characterization of Chitin-Based Polymer Hybrids by Temperature Programmed Analytical Pyrolysis Techniques. 2. Chitin-graft poly(2-methyl-2-oxazoline) /Poly(vinyl alcohol)"Macromolecules. 33. 357-362 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] T.Seki: "Synthesis of Chitin Derivatives Having Peptide Side Groups by the Water-Soluble Active Ester Method"Macromol.Chem.Phys.. 201. 439-446 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Aoi: "Polypeptide-Synthetic Polymer Hybrids, 2. Miscibility of Poly(vinyl alcohol) with Polvsarcosine"Macromol.Chem.Phys.. 201. 1059-1066 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Aoi: "Synthesis of a Novel N-Selective Ester Functionalized Chitin Derivative and Water-soluble Carboxyethylchitin"Macromol.Chem.Phys.. 201. 1701-1708 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Okada: "Biodegradable Polymers Based on Renewable Resources. IV. Enzymatic Degradation ofPolyesters Composed of 1,4:3,6-Dianhydro-D-glucitol and Aliphatic Dicarboxylic Acid"J.Appl.Polym.Chem.. 77. 338-346 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Okada: "Biodegradable Polymers Based on Renewable Resources, V. Synthesis and BiodegradationBehavior of Poly(ester amides Composed of 1,4:3,6-Dianhydro-D-glucitol, α-Amino Acid"Appl.Polym.Sci.. 81. 2721-2734 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Sato: "A Novel Evaluation Method for Biodegradability of Poly(butylene succinate-co-butyleneadipate) by Pyrolysis-Gas Chromatography"Polym.Degrad.Stab.. 73. 327-334 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] S.Detchprohm: "Synthesis of a Novel Chitin Derivative Having Oligo(E-caprolactone) Side Chains in Aqueous Reaction Media"Macromol.Chem.Phys.. 202. 3560-3570 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Aoi: "Synthesis of a Poly(vinyl alcohol)-Based Graft Copolymer Having Poly(ε-caprolactone)Side Chains by Solution Polymerization"Macromol.Chem.Phys.. 203. 1018-1028 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Sato: "Determrnation of Degree of Substitution in N-Carboxyethylated Chitin Derivatives by Pyrolysis-Gas Chromaography in the Presence of Oxalic Acid"J.Anal.Appl.Pyrolysis. 64. 177-185 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Okada: "Biodegradable Polymers Based on Renewable Resources, VI. Synthesis and Biodegradability of Polyester carbonate)s Containing 1,4:3,6-Dianhydro-D-glucitol and"J.Appl.Polym.Sci.. 86. 872-880 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Aoi: "Nano-scale Molecular Shapes of Water-soluble Chitin Derivatives Having Monodisperse Poly(2-alkyl-2-oxazolinel Side Chains"Macromol.Chem.Phys.. 203. 2650-2657 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Okada: "Chemical Syntheses of Biodegradable Polymers"Prog.Polym.Sci.. 27. 87-135 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Okada: "Biodegradable Polymers from 1,4:3,6-Dianhydro-D-glucitol (Isosorbide) and Its Related Compounds"Current Trends in Polymer Science. 7. 57-70 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Yokoe: "Biodegradable Polymers Based on Renewable Resources, VII. Synthesis of Novel Random and Alternating Copolycarbonates from 1,4:3,6-Dianhydrohexitols and Aliphatic Diols"J.Polym.Sci. : Part A : Polym.Chem.. 40. 2312-2321 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] 岡田鉦彦: "グリーンプラスチック最新技術(第7章)"シーエムシー出版. 304 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] 岡田鉦彦: "生分解性高分子の改質技術と成型加工における課題と対策(第2章第4節)"技術情報協会(印刷中). (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Aoi, A.Takasu, M.Okada, T.Imae: "Synthesis and Assembly of Novel Chitin Derivatives Having Amphiphilic Polyoxazoline Blook Copolymer as a Side Chain"Macromol. Chem. Phys.. 200. 1112-1120 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] A.Takasu, K.Aoi, M.Tsuchiya, M.Okada: "New Chitin-Based Polymer Hybrids, 4 : Soil Burial Degradation Behavior of Poly (vinyl alcohol)/Chitin Derivative Miscible Blends"J. Appl. Polym. Sci.. 73. 1171-1179 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Okada, K.Tachikawa, K.Aoi: "Biodegradable Polymers Based on Renewable Resources. III. Copolyesters Composed of 1, 4:3, 6-Dianhydro-D-glucitol, 1, 1-Bis (5-car-boxy-2-furyl) ethane, and Aliphatic Dicarboxylic Acid Units"J. Appl. Polym. Sci.. 74. 3342-3350 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Sato, H.Ohtani, S.Tsuge, K.Aoi, A.Takasu, M.Okada: "Characterization of Chitin-Based Polymer Hybrids by Temperature Programmed Analytical Pyrolysis Techniques. 2. Chitin-graft-poly (2-methyl-2-oxazoline) /Poly (vinyl alcohol) Blends"Macromolecules. 33. 357-362 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] T.Seki, K.Aoi, M.Okada, Y.Shiogai: "Synthesis of Chitin Derivatives Having Peptide Side Groups by the Water-Soluble Active Ester Method"Macromol. Chem. Phys.. 201. 439-446 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Aoi, R.Nakamura, M.Okada: "Polypeptide-Synthetic Polymer Hybrids, 2. Miscibility of Poly (vinyl alcohol) with Polysarcosine"Macromol. Chem. Phys.. 201. 1059-1066 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Aoi, T.Seki, M.Okada, H.Sato, S.Mizutani, H.Ohtani, S.Tsuge, Y.Shiogai: "Synthesis of a Novel-N-Selective Ester Functionalized Chitin Derivative and Water-soluble Carboxyethylchitin"Macromol. Chem. Phys.. 201. 1701-1708 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Okada, K.Tsunoda, K.Tachikawa, K.Aoi: "Biodegradable Polymers Based on Renewable Resources. IV. Enzymatic Degradation of Polyesters Composed of 1, 4:3, 6-Dianhydro-D-glucitol and Aliphatic Dicarboxylic Acid Moieties"J. Appl. Polym. Chem.. 77. 338-346 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Okada, M.Yamada, M.Yokoe, K.Aoi: "Biodegradable Polymers Based on Renewable Resources, V. Synthesis and Biodegradation Behavior of Poly (ester amide) s Composed of 1, 4:3, 6-Dianhydro-D-glucitol, α-Amino Acid, and Aliphatic Dicarboxylic Acid Units"J. Appl. Polym. Sci.. 81. 2721-2734 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Sato, M.Furuhashi, D.Yang, H.Ohtani, S.Tsuge, M.Okada, K.Tsunoda, K.Aoi: "A Novel Evaluation Method for Biodegradability of Poly (butylene succinate-co-butylene adipate) by Pyrolysis-Gas Chromatography"Polym. Degrad. Stab.. 73. 327-334 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] S.Detchprohm, K.Aoi, M.Okada: "Synthesis of a Novel Chitin Derivative Having Oligo (ε-caprolactone) Side Chains in Aqueous Reaction Media"Macromol. Chem. Phys.. 202. 3560-3570 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Aoi, H.Aoi, M.Okada: "Synthesis of a Poly (vinyl alcohol)-Based Graft Copolymer Having Poly (ε-caprolactone) Side Chains by Solution Polymerization"Macuomol. Chem. Phys.. 203. 1018-1028 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Sato, S.Mizutani, H.Ohtani, S.Tsuge, K.Aoi, T.Seki, M.Okada: "Determination of Degree of Substitution in N-Carboxyethylated Chitin Derivatives by Pyrolysis-Gas Chromaography in the Presence of Oxalic Acid"J. Anal. Appl. Pyrolysis. 64. 177-185 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Okada, M.Yokoe, K.Aoi: "Biodegradable Polymers Based on Renewable Resources, VI. Synthesis and Biodegradability of Poly (ester carbonate) s Containing 1, 4:3, 6-Dianhydro-D-glucitol and Sebacic Acid Unis"J. Appl. Polym. Sci.. 86. 872-880 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Aoi, A.Takasu, M.Odada, T.Imae: "Nano-scale Molecular Shapes of Water-soluble Chitin Derivatives Having Monodisperse Poly (2-alkyl-2-oxazoline) Side Chains"Macromol. Chem. Phys.. 203. 2650-2657 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Okada: "Chemical Syntheses of Biodegradable Polymers"Prog. Polym. Sci.. 27. 87-135 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Okada, K.Aoi: "Biodegradable Polymers from 1, 4:3, 6-Dianhydro-D-glucitol (Isosorbide) and Its Related Compounds"Current Trends in Polymer Science. 7. 57-70 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Yokoe, K.Aoi, M.Okada: "Biodegradable Polymers Based on Renewable Resources, VII. Synthesis of Novel Random and Alternating Copolycarbonates from 1, 4:3, 6-Dianhydrohexitols and Aliphatic Diols"J. Polym. Sci. : Part A : Polym. Chem.. 40. 2312-2321 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Okada: "Synthesis of Biodegradable Plastics Utilizing Natural Products, Newest Techniques for Green Plastics"CMC. 95 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Okada: "Biodegradabie Polymers Using Sugar Diols Problems and Measures in Modification Techniques and Processing in Biodegradable Plastics"Joho-Gijyutsu Kyoukai.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Okada: "Biodegradable Polymers from 1,4:3,6-Dianhydro-D-glucitol (Isosorbide) and Its Related Compounds"Current Trends in Polymer Science. 7. 57-70 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] K.Aoi: "Nano-Scale Molecular Shapes of Water-Soluble Chitin Derivatives Having Monodisperse Poly(2-alkyl-2-oxazoline) Side Chain"Macromolecular Chemistry and Physics. 203・18. 2650-2657 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] M.Okada: "Biodegradable Polymers Based on Renewable Resources, VI. Synthesis and Biodegradability of Poly(ester carbonate)s Containing 1,4:3,6-Dianhydro-D-glucitol and Sebacic Acid Units"Journal Applied Polymer Science. 86・4. 872-880 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] K.Aoi: "Synthesis of a Poly(vinyl alcohol)-Based Graft copolymer Having Poly(ε-Caprolactone) Side Chains by solution Polymerization"Macromolecular Chemistry and Physics. 203・7. 1018-1028 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] 岡田 鉦彦(分担執筆): "グリーンプラスチック最新技術 第7章 天然物を利用する生分解性プラスチックの合成"シー・エム・シー出版. 304 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] M.Okada: "Biodegradable Polymers Based on Renewable Resources, VI. Synthesis and Biodegradability of Poly(ester carbonate)s Containing 1,4:3,6-Dianhydro-D-glucitol and Sebacic Acid Units"Journal of Applied Polymer Science. (印刷中). (2002)

    • Related Report
      2001 Annual Research Report
  • [Publications] M.Okada: "Chemical Synthesis of Biodegradable Polymers"Progress in Polymer Science. 27・1. 87-133 (2002)

    • Related Report
      2001 Annual Research Report
  • [Publications] M.Okada: "Biodegradable Polymers Based on Renewable Resources. V. Synthesis and Biodegradation Behavior of Poly(ester amide)s Composed of 1,3,6-Dianhydro-D-glucitol, α-Amino Acids, and Aliphatic Dicarboxylic Acid Units"Journal of Applied Polymer Science. 81・11. 2721-2734 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] H.Sato: "A Novel Evaluation Method for Biodegradability of Poly(butylene succinate-co-butylene adipate) by Pyrolysis-Gas Chromatography"Polymer Degradation and Stability. 73・2. 327-334 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] S.Detchprohm: "Synthesis of a Novel Chitin Derivative Having Oligo(ε-caprolactone) Side Chains in Aqueous Reaction Media"Macromolecular Chemistry and Physics. 202・18. 3560-3570 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] M.Okada: "Biodegradable Polymers Based on Renewable Resources, V. Synthesis and Biodegradation Behavior of Poly (ester amide)s Composed of 1,3,6-Dianhydro-D-glucitol, α-Amino Acids, and Aliphatic Dicarboxylic Aoid Units"Journal of Applied Polymer Science. (印刷中). (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] M.Okada: "Biodegradable Polymers Based on Renewable Resources. IV. Enzymatic Degradation of Polyesters Composed of 1,4 : 3,6-Dianhydro-D-glucitol and Aliphatic Dicarboxylic Acid Moieties"Journal of Applied Polymer Science. 77・2. 338-346 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] N.Nomura: "A Catalytic Approach for Cationic Living Polymerization : Sc(OTf)_3-Catalyzed Ring-Opening Polymerization of Lactones"Macromolecules. 22・5. 1497-1499 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] K.Aoi: "DNA-Based Polymer Hybrids, Part 1. Compatibility and Physical properties of Poly(vinyl alcohol)/DNA Sodium salt Blend"Polymer. 41・8. 2847-2853 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] T.Seki: "Synthesis of Chitin Derivatives Having Peptied Side Groups by the Water-Soluble Active Ester Method"Macromolecular Chemistry and Physics. 201・4. 439-446 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] K. Aoi: "Synthesis and Assembly of Novel Chitin Derivatives Having Amphiphilic Polyoxazoline Block Copolymer as a Side Chain"Macromolecular Chemistry and Physics. 200(5). 1112-1120 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] A. Takasu: "New Chitin-Based Polymer Hybrids 4 : Soil Burial Degradation Behavior of Poly(vinyl alcohol)/Chitin Derivative Miscible Blends"Journal of Applied Polymer Science. 73(7). 1171-1179 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] M. Okada: "Biodegradable Polymers Based on Renewable Resources III Copolyesters Composed of 1,4 : 6,6-Dianhydro-D-glucitol, 1,1-Bis (5-carboxy-2-furyl)etane, and Aliphatic Dicarboxylic Acid Units"Journal of Applied Polymer Science. 74(14). 3342-3350 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T. Seki: "Synthesis of Chitin Derivatives Having Peptide Side Groups by the Water- Soluble Active Ester Method"Macromolecular Chemistry and Physics. (in press). (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] M. Okada: "Biodegradable Polymers Based on Renewable Resources. IV. Enzymatic Degradation of Polyesters Composed of 1, 4 ; 3, 6-Diangydro-D-glucitol and Aliphatic Dicarboxylic Acid Moieties"Journal of Applied Polymer Science. (in press). (2000)

    • Related Report
      1999 Annual Research Report

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Published: 1999-04-01   Modified: 2018-03-28  

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