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 prepa...

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Bibliographic Details
Published in:Reactive & functional polymers 2024-01, Vol.194, p.105777, Article 105777
Main Authors: Tapia, Luis Miguel Nuñez, Thebault, Pascal, Bischoff, Laurent, Ledoux, Alain, Defontaine, Florian, Lesouhaitier, Olivier, Burel, Fabrice
Format: Article
Language:English
Subjects:
Chemical Sciences
Engineering Sciences
Life Sciences
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Summary: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 (Tdeg > 230 °C) and Tg > 60 °C. 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 °C. Further, considering ammonium characteristics, antibacterial properties were assessed. Surface adhesion test showed a 99,9% inhibition towards gram-positive and gram-negative bacteria for the polyurethane thermoset. Acute toxicity was evaluated on the bis-cyclocarbonate oligomer confirming its innocuity in the studied concentration range.
ISSN:1381-5148
DOI:10.1016/j.reactfunctpolym.2023.105777