Synthesis and characterization of ammonium containing cyclocarbonates and polyurethanes there from

Using a three steps procedure a water soluble cationic bis-cyclocarbonate was prepared. Aminolysis was attempted in water but was not successful because of rapid hydrolysis of the starting cyclocarbonate in these basic conditions. Non-isocyanate polyurethanes (linear and crosslinked) were then prepared in acetonitrile with high yields. The resulting materials exhibited good thermal properties (T-deg > 230 degree celsius) and Tg > 60 degree celsius. The presence of the cationic moiety led to hydrophilic materials with swelling rate of 45% and a plastification effect was observed with Tg decreasing down to -28 degree celsius. Further, considering ammonium characteristics, antibacterial properties were assessed. Surface adhesion test showed a 99,9% inhibition towards gram-positive and gramnegative bacteria for the polyurethane thermoset. Acute toxicity was evaluated on the bis-cyclocarbonate oligomer confirming its innocuity in the studied concentration range.

Automated summary

A water soluble cationic bis-cyclocarbonate was prepared through a three steps procedure, and non-isocyanate polyurethanes were prepared in acetonitrile with high yields. The resulting materials exhibited good thermal properties and hydrophilic properties. The polyurethane thermoset showed high inhibition towards bacteria, and the bis-cyclocarbonate oligomer was found to be harmless to organisms.