トリメチレンカーボネート/ラクトン共重合体の調製と生分解挙動

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タイトル別名
  • Preparation and Biodegradation Behavior of Copolymers of Trimethylene Carbonate with Lactones
  • トリメチレンカーボネート ラクトン キョウ ジュウゴウタイ ノ チョウセイ ト

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Random and block copolymers of cyclic trimethylene carbonate (TMC) with lactone [ε-caprolactone (CL) or δ-valerolactone (VL)] were synthesized for the first time in this study using a weak cationic catalyst [AlEt3/H2O (1 : 0.75)]. Elimination of carbonic acid from TMC unit did not occur during (co) polymerization, thus making it possible to obtain high molecular weight carbonate (co) polymers in high yield, with no ether linkage in the main chains. Measurement of NMR and thermal properties of the polymers indicated that these copolymers could be prepared separately.<BR>The degradability of (co) polymers by enzymes [lipoprotein lipase and cholesterol esterase (both from Pseudomonas sp.)] was examined and that of TMC/lactone copolymers was generally more extensive compared to the TMC (or lactone) homopolymer and the degradability of random copolymers was greater than that of block copolymers. The greater degradability of polymers by lipoprotein lipase than that by cholesterol esterase was particularly evident for TMC-rich block copolymers, suggesting substrate specificity of the lipase for TMC unit to exceed that of esterase.<BR>Water-soluble products of TMC/CL (=17/83) random copolymer degraded by lipoprotein lipase were fractionated using HPLC and a fraction collector. The 1H NMR spectra of the products indicated the TMC/CL copolymer to ultimately be degraded into 1, 3-propanediol and 6-hydroxycaproic acid.

収録刊行物

  • 日本油化学会誌

    日本油化学会誌 47 (11), 1251-1260,1280, 1998

    公益社団法人 日本油化学会

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