posted on 2018-02-06, 17:22authored byPierre-Luc Durand, Antoine Brège, Guillaume Chollet, Etienne Grau, Henri Cramail
Fatty
acids were used as precursors for the synthesis of photosensitive
polycarbonate materials. In order to avoid multistep reactions, a
simple and straightforward methodology toward the synthesis of photosensitive
monomers has been developed. Hence, a fatty acid–based cyclic
carbonate bearing an unsaturation was synthesized and subsequently
polymerized in a controlled manner (Đ = 1.07)
by organo-catalyzed ring-opening polymerization (ROP). A thio-cinnamate
derivative was then readily synthesized via a one-pot reaction and
grafted onto the polycarbonate backbone by thiol–ene reaction.
The content of photoresponsive cinnamoyl moiety grafted on the polycarbonate
was tunable with the reaction time. Such functionalized polycarbonates
could be crosslinked (by UV irradiation at 365 nm) and partially decrosslinked
(irradiated at 254 nm) and exhibit versatile properties ranging from
rather tough materials to elastomeric networks with respect to the
content of the photosensitive cinnamoyl moiety grafted on the polymer.