Polymers and Environment I. Synthesis and Degradability of Polyesters Having Cyclic Ether Moieties in Their Main Chains.

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Other Title
  • ポリマーと環境　Ｉ　環状エーテル構造を主鎖にもつポリエステルの合成と分解性
  • カンジョウ エーテル コウゾウ オ シュサ ニ モツ ポリエステル ノ ゴウセ

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Description

The present article describes synthesis and degradability of a series of polyesters having tetrahydropyran or tetrahydrofuran rings in their main chains. Most of these polyesters were prepared by ring-opening polymerization of bicyclic oxa1actones and the rest were prepared by polycondensation of the corresponding hydroxy carboxylic acids. Spontaneous hydrolysis of these polyesters was examined in a neutral phosphate buffer solution at ambient temperature. Polyesters of an ether-ester type with tetrahydropyran rings in the backbones were hardly hydrolyzed, whereas polyesters of an ether-ester type with tetrahydrofuran rings in the backbones were hydrolyzed, although very gradually. In contrast, polyesters of acetal-ester types with tetrahydropyran rings in the main chains were re1atively easily hydrolyzed, eventually giving the corresponding hydroxytetrahydropyran carboxylic acids. The hydrolysis rates were varied depending on the linkage-modes comecting tetrahydropyran rings, besides the hydrophilicity or hydrophobicity of the pendant groups. Biodegradability of these polyesters was assessed by degradation tests both in soil and in an activated sludge. Polyesters of acetal-ester types were degraded in soil as well as in the activated sludge. Quantitative determination of carbon dioxide evolved during the treatment of the hydrolysates in the activated sludge showed that the polyesters with out pendant alkoxycarbonyl groups were biodegradable and that the polyester having 2, 6-linked tetrahydropyran rings in the backbone was most readily susceptible to biodegradation.

Journal

  • KOBUNSHI RONBUNSHU

    KOBUNSHI RONBUNSHU 50 (10), 703-713, 1993

    The Society of Polymer Science, Japan

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