Zinc and Magnesium Complexes Bearing Oxazoline-Derived Ligands and Their Application for Ring Opening Polymerization of Cyclic Esters.

Abstract

A family of different substituents aza(oxazoline) ligand-based zinc and magnesium complexes were synthesized. These complexes can catalyze ring opening polymerization of ε-caprolactone (ε-CL) and lactide (LA) to produce poly-ε-caprolactone and polylactide with good conversions. Polymerization studies showed that the zinc complexes 1a–4a had moderate activity toward LA and ε-CL polymerization. In situ IR spectroscopy research of zinc complexes showed that the N-donor group-substituted complexes had higher activity than that of the O-ether donor group. The substituted analogies and the flexibility of the amino backbone had a distinct influence on the activity of LA and ε-CL polymerization. The alternates of zinc with magnesium produced complexes 5a–8a, which achieved an obviously increased polymerization activity. Among these magnesium complexes, 7a showed the highest activity in the polymerization of LA. At [M]/[cat] = 1000, the reaction progress was stabilized in 5 min with up to 97% conversion of a monomer at ambient temperature.