Rapid room-temperature polymerization of bio-based multiaziridine-containing compounds
Chen, Jason S.
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Successful Michael addition under mild reaction conditions resulted in the grafting of 2-methyl aziridine onto acrylated epoxidized soybean oil, and the aziridine content was titrated as 0.00413 mol g−1. Multiaziridine-containing acrylated epoxidized soybean oil (AESO-AZ) was then subjected to rapid room-temperature polymerization with succinic acid, citric acid, and an isosorbide-based diacid, respectively. The polyacids were added to AESO-AZ at stoichiometric ratios. The resulting polymeric materials were cast into films in order to investigate their thermo-mechanical properties. Differential scanning calorimetry (DSC), dynamic mechanical analysis (DMA), thermogravimetric analysis (TGA), and tensile stress–strain tests were performed. The glass transition temperatures (Tg) of the samples suggested that increased functionality of the carboxylic acid groups in the polyacids may have effectively increased Tg, while the rigid rings in isosorbide did not have significant impact on Tg. This work illustrates the feasibility of synthesizing bio-based multiaziridine-containing compounds that can be used as the monomer for rapid polymerization with bio-based polyacids at ambient temperature.