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Development of Biodegradable Nylons

Research Project

Project/Area Number 07555673
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section試験
Research Field 高分子合成
Research InstitutionKogakuin University

Principal Investigator

HASHIMOTO Kazuhiko  Kogakuin Univ., Faculty of Eng., Professor, 工学部, 教授 (20023484)

Co-Investigator(Kenkyū-buntansha) KURAMOCHI Tomohiro  Kogakuin Univ., Faculty of Eng., Assoc.Professor, 工学部, 助教授 (40100292)
KIMURA Masato  Nagoya Univ., Faculty of Agri., Professor, 農学部, 教授 (20092190)
Project Period (FY) 1995 – 1996
Project Status Completed (Fiscal Year 1996)
Budget Amount *help
¥700,000 (Direct Cost: ¥700,000)
Fiscal Year 1996: ¥700,000 (Direct Cost: ¥700,000)
KeywordsNylon4 / Biodegradable Polymer / Polyamides / Hydrophilicity / Compost / Actinimycetes / Microorganism / Hydrolysis / 糖酸 / グルカル酸 / 水酸基 / 微生物分解
Research Abstract

Synthetic polyamides, nylons, especially those having relatively simple repeating units, are generally hard to be decomposed under natural environmental conditions either through biological or through hydrolytic processes. This research is concerned with the degradability of three kinds of polyamides prepared from 2-pyrrolidone (1), epsilon-caprolactam, and a bicyclic lactam, 8-oxa-6-azabicyclo[3,2,1]octan-7-one (2). The anionic polymerization of 1 catalyzed by potassium t-butoxide at 30゚C gave high molecular weight nylon 4. The bicyclic lactam 2 has both of five- and seven-membered lactam-rings and its quasi-living anionic polymerization in dimethylsulfoxide gives a monodisperse and well-dified polyamide having a tetrahydropyran ring in the repeating unit (3). Films of nylon4, nylon6, and polyamide 3 were supplied to soil burial tests in several kinds of soils, the soil composted for more than 10 years in university farm (pH,7.5 ; Soil 1), the noncomposted soil in the same farm (pH,5. … More 9 ; Soil 2), the soil in the campus of the university (pH,4.5 ; Soil 3), and its sterilized soil (pH,4.5 ; Soil 4). Among them, the film of nylon4 was found to be decomposedin Soil and disappeared with 4 months. The solution viscosity of nylon4 recovered during the tests did not irrespective of their weight loss. In a phosphate buffer (pH,7.5) both of weight and solution viscosty of the recovered nylon4 film did not change. Therefore it was degraded probably through biological processes by microorganisms in Soil 1. On the other hand, the molecular weight of polyamide 3 decreased in all the burial tests, and its weight also duced during the tests in the acid soils for 6 months. The decrease rate of the molecular weight in Soil 1 was similar to that in the phosphate buffer (pH,7.5). This suggests that the degradation of 3 in the soils proceeded through the hydrolysis. The solution viscosity of nylon 6 recovered after the soil burial tests l the acid soils (Soil 2, Soil 3, Soil 4) was found to decreases slightly. But in the neutral conditions not only its solution viscosity but also its weight did not change. In the soil burial tests of the nylon6 film blended with nylon4, only the nylon4 phase was degraded and its residual part was formed with nylon6. From these results, nylon4 is inferred to be biodegradable in the farm soil and polyamide 3 to be hydrolyzable. In fact, one of actinimetes was found to degrade nylon4 film. Less

Report

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

    (23 results)

All Other

All Publications (23 results)

  • [Publications] K.Hashimoto,T.Hamano,and M.Okada,: "Degradation of Several Polyamides in Soils" J.Appl.Polym.Sci. 54(10). 1579-1583 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] K.Hashimoto,K.Hotta,M.Okada,and S.Nagata: "Synthesis of Monodisperse Polyamides by Living Anionic Polymerization of β-Lactams in the mixture of N,N-Dimethylacetamide and lithium chloride" J.Polym.Sci.,Part A:Polym.Chem.33(12). 1995-1999 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] K.Hashimoto,S.Wibullucksanakul,and M.Okada,: "Synthesis of Polyurethanes from Saccharide-Derived Diols and Diisocyanates and Their Hydsrolyzability" Macro.Chem.Phys.197(1). 136-147 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] S.Wibullucksanakul,K.Hashimoto,and M.Okada,: "Swelling Behavior and Controlled Release of New Hydrolyzable Poly(ether urethane)Gels Derivred from Saccharide and L-Lysine Derivatives" Macro.Chem.Phys.197(6). 1864-1876 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] S.Wibullucksanakul,K.Hashimoto,and M.Okada,: "Hydrolysis and Release Behavior of Hydrolyzable Poly(ether urethane)Gels Derived from Saccharide-,L-Lysine,and Poly(propylene glycol)" Macro.Chem.Phys.198(in press). (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] K.Hashimoto,T.Oi,J.Yasuda,K.Hotta,and M.Okada,: "Molecular Weight Distribution of the Polyamides Obtained in Anionic Polymerization of Methyl-Substituted β-Lactams" J.Polym.Sci.,Part A:Polym.Chem.34(4)(in press). (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] K.Hashimoto: "Polymeric Materials Encyclopedia" CRC Press,Boca Raton(Florida), 6(519-524) (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] K.Hashimoto, T.Hamano, and M.Okada: "Degradation of Several Polyamides in Soils" J.Appl.Polym.Sci.54 (10). 1579-1583 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] K.Hashimoto, K.Hotta, M.Okada, and S.Nagata: "Synthesis of Monodisperse Polyamides by Living Anionic Polymerization of beta-Lactams in the mixture of N,N-Dimethyl-acetamide and lithium chloride" J.Polym.Sci., Part A : Polym.Chem.33 (12). 1995-1999 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] K.Hashimoto, S.Wibullucksanakul, and M.Okada: "Synthesis of Polyurethanes from Saccharide-Derived Diols and Diisocyanates and Their Hydrolyzability" Macro.Chem.Phys.197 (1). 136-147 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] S.Wibullucksanakul, K.Hashimoto, and M.Okada: "Swelling Behavior and Controlled Release of New Hydrolyzable Poly (ether urethane ) Gels Derived from Saccharide and L-Lysine Derivatives and Poly (ethylene glycol)" Macro.Chem.Phys.197 (6). 1864-1876 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] S.Wibullucksanakul, K.Hashimoto and M.Okada: "Hydrolysis and Release Behavior of Hydrolyzable Poly (ether urethane) Gels Derived from Saccharide-, L-Lysine, and Poly (prolylene glycol)" Macro.Chem.Phys.198 (in press). (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] K.Hashimoto, T.Oi, J.Yasuda, K.Hotta, and M.Okada: "Molecular Weight Distribution of the Polyamides Obtained in Anionic Polymerization of Methyl-Substituted beta-Lactams and Aminolysis of Their N-Benzoyl Lactams" J.Polym.Sci., Part A : Polym.Chem.34 (4) (in press). (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] K.Hashimoto: Polymeric Materials Encyclopedia. CRC Press, Boca Raton (Florida), 519-524 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] K.Hashimoto,S.Wibullucksanakul,and M.Okada,: "Synthesis of Polyurethanes from Saccharide-Derived Diols and Diisocyanates and Their Hydsrolyzability" Macro.Chem.Phys.197(1). 136-147 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] S.Wibullucksanakul,K.Hashimoto,and M.Okada,: "Swelling Behavior and Controlled Release of New Hydrolyzable Poly(ether urethane)Gels Derivred from Saccharide and L-Lysine Derivatives and Poly(ethylene glycol)" Macro.Chem.Phys.197(6). 1864-1876 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] S.Wibullucksanakul,K.Hashimoto,and M.Okada,: "Hydrolysis and Release Behavior of Hydrolyzable Poly(ether urethane)Gels Derived from Saccharide-,L-Lysine,and Poly(propylene glycol)" Macro.Chem.Phys.198(in press). (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] K.Hashimoto,T.Oi,J.Yasuda,K.Hotta,and M.Okada: "Molecular Weight Distribution of the Polyamides Obtained in Anionic Polymerization of Methyl-Substituted β-Lactams and Aminolysis of Their N-Benzoyl Lactams" J.Polym.Sci.,Part A:Polym.Chem.34(4)(in press). (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] K.Hashimoto: "Polymeric Materials Encyclopedia" CRC Press,Boca Raton(Florida), 6 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] 橋本和彦, 森 健一, 岡田鉦彦: "分子内環化を用いる双環ラクタムの合成における置換基の一時的導入" 工学院大学研究報告. 78. 49-54 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] K. Hashimoto, S. Wibullucksanakul, and M. Okada,: "Macromolecular Synthisis from Saccharic Lactones." J. Polym. Sci., Part A: Polym. Chem.33(9). 1495-1503 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] K. Hashimoto, K. Hotta, M. Okada, and S. Nagata: "Synthesis of Monodeisperse polyamides by Living Anionic Polymerization of β-Lactams" J. Polym. Sci., Part A: Polym. Chem.33(12). 1995-1999 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] K. Hashimoto, S. Wibullucksanakul, and M. Okada,: "Synthesis of Polyurethanes from Saccharide-Derived Diols and Diisocyanates and Their Hydsrolyzability" Macro. Chem. Phys.197(1). 136-147 (1996)

    • Related Report
      1995 Annual Research Report

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

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