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The Michael addition reaction is a versatile methodology for the efficient coupling of electron poor olefins with a multitude of nucleophiles. Such reaction has been identified to fulfill criteria of a “click” reaction: high yielding, simple to perform, can be conducted in easily removable or benign solvents... Taking into account the advantages of this click reaction, acrylate based films were synthetized via a two-step approach including an off-stoichiometric Michael addition and a further photopolymerization of the residual acrylate functions. The orthogonality of this two-stage system makes it particularly attractive for the handling and the processing of the material. Nevertheless, one could question the properties of the crosslinked materials. Therefore, kinetic profiles and thermomechanical properties were investigated and compared to the ones obtained for conventional free radical photopolymerization of acrylates.