The
preparation of a novel class of ε-caprolactone (CL) monomers,
modified at the β-position of the ester function, is described.
The efficient thia-Michael addition to cyclohex-2-en-1-one and subsequent
Baeyer–Villiger oxidation provided the regioselectively modified
CL monomers. To enable a sustainable Baeyer–Villiger oxidation,
several reaction procedures were investigated. In order to test a
controlled ring-opening polymerization of the prepared monomers, the
kinetics were studied and the monomer to initiator ratios were varied
in order to prepare poly(ε-caprolactone)s with different molecular
weights and different side groups.
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