Versatile cross-linked fatty acid-based polycarbonate networks obtained by thiol–ene coupling reaction

Abstract

Bio-sourced polycarbonate networks have been synthesized from an alkene-functional fatty-acid based polycarbonate precursor. Cross-linked networks were created using the radical thiol–ene coupling reaction. The resulting polycarbonate materials exhibited versatile properties either influenced by the structure of the cross-linker or the cross-linker/olefin unit ratio. Indeed, the storage modulus above the glass transition temperature could be modulated from 0.9 to 8.9 MPa only by changing the type of cross-linker, i.e. 1,9-nonanedithiol vs. 1,4-benzenedimethanethiol. The cross-linker/olefin unit ratio was also shown to largely impact the polycarbonate networks properties. An elongation at break of nearly 200% was reached when a low cross-linker/olefin ratio was applied. Moreover, functional polycarbonate networks bearing pendant thiol groups were obtained when an excess of dithiol was used with respect to olefin groups.