We have prepared the polyesterethers from cyclic ethers [ethylene oxide (EO), oxetane (OX), tetrahydrofuran (THF)] and lactones [δ-valerolactone (VL) and ε-caprolactone (CL)] in one-pot synthesis. Then, we have investigated the effect of the ether unit on the enzymatic degradation of the polymers obtained by cholesterol esterase. The measurements of NMR and thermal properties for the copolymers revealed that the chain sequences of EO/lactone copolymers were block, while those of THF/lactone and OX/VL copolymers were random. The block copolymers of OX with CL were prepared in two-pot synthesis, because each homopolymer was formed in a one-pot method. The introduction of (hydrophilic) ether unit into aliphatic polyester (
viz., polylactone) chains resulted in the increase in enzymatic degradation. Further, it was found that the (enzymatic) degradability of random copolymers was greater than that of block copolymers. This result was confirmed by examining the degradability of DXO copolymers [DXO; 1, 5-dioxepane-2-one; corresponding to the alternating unit of EO and β-propiolactone (PL)]. Namely, the enzymatic degradation of (more random) DXO/PL copolymers was greater than that of EO/PL (random) copolymers. However, DXO/PL random copolymers were inferior to the PL homopolymer in thermal properties, Hence, we have synthesized diblock and triblock copolymers of DXO with lactone (VL or CL), and studied the enzymatic degradation of these block copolymers. Triblock copolymers showed a good degradability without much decreasing in the thermal properties.
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