Abstract

Epoxides derived from 1,4-cyclohexadiene (CHD), the latter produced from renewable resources via self-metathesis of plant oil derivatives, are applied as key substrates in ring-opening copolymerizations to produce aliphatic polycarbonates and polyesters.

Highlights

  • Polycarbonates (PC) are important commodity materials, widely applied in electronics, construction, and as rigid plastics

  • Epoxides are applied in ring-opening copolymerization (ROCOP) with anhydrides, utilizing similar catalysts as for epoxide/CO2 ROCOP.[11]. This allows the production of polyesters and, in particular, is an attractive controlled polymerization route to semi-aromatic polyesters with improved thermal properties.11f Various authors have reported the ROCOP using anhydrides from renewable resources, including maleic or succinic anhydride.11b,d,f,g,12 phthalic anhydride, which is attractive as it yields thermally resistant aromatic moieties in the polymer backbone, can be produced from carbohydrate derived biomass.[13]

  • The development of a bio-derived route to cyclohexene oxide is of interest, as the monomer is widely applied in various ringopening copolymerization reactions, including epoxide/CO2 to produce polycarbonates or epoxide/anhydride to produce polyesters

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Summary

Introduction

Polycarbonates (PC) are important commodity materials, widely applied in electronics, construction, and as rigid plastics. Aliphatic polycarbonates, produced by the metal catalysed alternating ring-opening copolymerization (ROCOP) of CO2/epoxides (Fig. 1), are attracting considerable attention as semi-renewable polymers.[2] The use of carbon dioxide as a monomer (or generally reagent) is attractive, because it is inexpensive, non-toxic, abundant, renewable and a common waste product of many industrial processes.

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