Syntheses of Biodegradable and Biorenewable Polylactides Initiated by Aluminum Complexes Bearing Porphyrin Derivatives by the Ring-Opening Polymerization of Lactides

Dongni Li, Bo Gao, Qian Duan
Journal of Biomaterials Science. Polymer Edition 2019 April 8, : 1-10
Three aluminum alkyl complexes bearing porphyrin derivatives were synthesized by pyrrole derivatives and benzaldehyde derivatives. These complexes were characterized by NMR and elemental analysis. These complexes are used for racemic-lactide polymerization. In the ring-opening polymerization of racemic lactide, complex 3(2,3,7,8,12,13,17,18-octamethyl-5,10,15,20-tetraphenylporphyrin aluminum methyl, R1 =H, R2 =Me in Scheme 2) with isopropanol showed the highest stereoselectivity, and an isotactic polylactide with a Pm of 0.68 was obtained. The polymerization kinetics with complex 3 as catalyst was studied in detail. The kinetics of the polymerization data indicated that the rate of polymerization initiated by complex 3 had first-order dependency on monomer and catalyst. There is a linear relationship between lactide conversion and the number average molecular weight of PLA.

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