Novel β-Benzyloxy-Substituted Copolymers of Seven-Membered Cyclic Carbonate: Ring-Opening Polymerization with L-Lactide, ε-Caprolactone and Trimethylenecarbonate

Abstract

To prepare novel biodegradable copolymers with functional substituents that are distributed statistically or randomly over the macromolecule chain and have improved characteristics compared to homopolymers, we conducted a series of synthetic experiments with a novel cyclic monomer, 5-(benzyloxy)-1,3-dioxepan-2-one (4). This compound was synthesized, and its homopolymer, as well as its copolymers with L-lactide, ε-caprolactone and trimethylene carbonate, were prepared in a polymerization solution with stannous octoate as the initiator. The formation of the copolymers was confirmed using NMR spectroscopy and DSC data. The distribution of the monomeric units of the substituted 7CC in the copolymers with L-lactide and ε-caprolactone is random, as it is close to a statistical distribution. The copolymer with TMC is a gradient copolymer due to the different rates of monomer polymerization. The copolymer with a composition of 10(ε-CL):1(carbonate 4) can be considered a promising polymer after the deprotection of the hydroxy group for the inoculation of the functional substituents due to its convenience of preparation and properties similar to those of poly(ε-caprolactone).

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