Investigation and Comparison of Catalytic Methods to Produce Green CO₂-Containing Monomers for Polycarbonates

Abstract

The preparation of CO2-containing polymers with improved degradation properties is still very challenging. An elegant method for preparing these polymers is to use CO2-containing monomers in ring-opening polymerizations (ROP) which are particularly gentle and energy-saving methods. However, cyclic carbonates are required for this which are not readily available. This paper therefore aims to present the optimization and comparison of two synthesis methods to obtain cyclic carbonates for ROP. Within this work, cyclic styrene carbonate was synthesized from readily available raw materials by using a Jacobsen catalyst for the reaction of styrene oxide and carbon dioxide or an organocatalyst for the transesterification of methyl carbonate with 1-phenyl-1,2-ethanediol. The latter performed with 100% selectivity to the desired styrene carbonate, which was succesfully tested in ROP, producing an amorphous thermoplastic polymer with a TG of 185 °C.

Keywords

• CO₂-containing monomers
• ring-opening polymerization
• cyclic styrene carbonate
• polystyrene carbonate
• green chemistry
• bifunctional catalyst system