Macrophotoinitiators containing thioxanthone (TX) moieties as side chains were synthesized by using "double click chemistry" strategy; combining in-situ 1,3-dipolar azide-alkyne [3 + 2] and thermoreversible Diels-Alder (DA) [4 + 2] cycloaddition reactions. For this purpose, thioxanthone-anthracene (TX-A), N-propargyl-7-oxynorbornene (PON), and polystyrene (PS) with side-chain azide moieties (PS-N 3 ) were reacted in N,N-dimethylformamide (DMF) for 36 h at 120 °C. In this process, PON acted as a "click linker" since it contains both protected maleimide and alkyne functional groups suitable for 1,3-dipolar azide-alkyne and Diels-Alder click reactions, respectively. This way, the aromacity of the central phenyl unit of the anthracene moiety present in TX-A was transformed into TX chromophoric groups. The resulting polymers possess absorption characteristics similar to the parent TX. Their capabilities to act as photoinitiator for the polymerization of monoand multifunctional monomers, namely methyl methacrylate (MMA) and 1,1,1-tris(hydroxymethyl)propane triacrylate (TPTA) were also examined.
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