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

Pierre-Luc Durand (1, 2) , Guillaume Chollet (3) , Etienne Grau (1, 2) , Henri Cramail (4, 2)

1 LCPO - Laboratoire de Chimie des Polymères Organiques
2 Team 2 LCPO : Biopolymers & Bio-sourced Polymers
3 ITERG - Institut des Corps Gras
4 LCPO - Laboratoire de Chimie des polymères organiques

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.

Domains: Polymers

Pierre-Luc Durand, Guillaume Chollet, Etienne Grau, Henri Cramail. Versatile cross-linked fatty acid-based polycarbonate networks obtained by thiol–ene coupling reaction. RSC Advances, 2019, 9 (1), pp.145-150. ⟨10.1039/c8ra07157h⟩. ⟨hal-01972917⟩