The preparation of high conversion polymeric systems containing eugenol residues and their rheological characterization.

Copolymeric systems bearing eugenol covalently linked to the macromolecular chains have been prepared and characterised in terms of thermal, rheological and in vitro behaviour. Eugenyl methacrylate (EgMA) and ethoxyeugenyl methacrylate (EEgMA) were polymerized and copolymerized with ethyl methacrylate (EMA) in a wide range of feed composition by bulk at high conversion. Glass transition temperature (Tg) increased with the content of EgMA in the copolymer whereas Tg decreased with the content of EEgMA. The presence of any of the eugenyl monomers in the copolymer increased the thermal stability of the materials. Rheological analysis showed that EMA-co-EgMA copolymers present a higher density of crosslinking or entanglements among the chains compared with EMA-co-EEgMA materials, and copolymers containing more than 40% EgMA exhibited a pseudo-solid like behaviour with G' relatively independent of the frequency. The average molecular weight between cross-links (Mc) for the latter copolymers was in the order of 10(4) Da. For EEgMA copolymers, tan delta was lower than unity and G' showed a gradual and slight dependency with frequency over the whole range of composition. In vitro behaviour showed a higher hydrophilicity of the EEgMA containing copolymers manifested in higher water sorption values, lower water contact angle values and higher surface free energy due to an increase in polarity. All systems presented a good cytocompatibility with human fibroblasts assessed through direct and indirect assays.