Procedures are presented for the synthesis of a series of dicarbonate oligomers with either methacrylate or p-vinylphenoxy end-groups as polymerizable units. In addition, the synthesis route is given for a novel precursor of p-vinylphenoxy-type carbonates, namely, p-nitrophenyl 3-pvinylphenoxypropyl carbonate. Polymerization of the new oligomers was studied by differential scanning calorimetry (DSC). The bis(p-vinylphenoxy) dicarbonates were polymerized by thermally induced cationic polymerization, and the corresponding dimethacrylates by free-radically initiated photopolymerization.
Five novel photocrosslinkable oligomers were evaluated with regard to polymerization and acidcatalysed degradation. The oligomers include either a methacrylate or p-vinylphenoxy unit as the polymerizable moiety. A carbonate functionality susceptible to acid-catalysed degradation is also incorporated. This work shows that it is possible to formulate an oligomer-based photo-curable coating which can be polymerized to an insoluble matrix. In the case of the styrene-type dicarbonates, no pure coatings can be studied at room temperature, and at elevated temperatures cationic polymerization competes with degradation. They can, however, be degraded to soluble products at reasonable temperatures if the system is exposed to a strong acid catalyst.
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