Non-Isocyanate Polyurethanes from Carbonated Soybean Oil Using Monomeric or Oligomeric Diamines To Achieve Thermosets or Thermoplastics

• DOI: 10.1021/acs.macromol.5b02467
• Publication Date: 2016-03-01T15:00:35Z
• Authors: L. Poussard; J. Mariage; B. Grignard; C. Detrembleur; C. Jérôme; C. Calberg; B. Heinrichs; J. De Winter; P. Gerbaux; J.-M. Raquez; L. Bonnaud; Ph. Dubois
• Keywords: 02 engineering and technology; 0210 nano-technology

Fully bio- and CO2-sourced non-isocyanate polyurethanes (NIPUs) were synthesized by reaction of carbonated soybean oil (CSBO) either with biobased short diamines or amino-telechelic oligoamides derived from fatty acids to achieve respectively thermoset or thermoplastic NIPUs. Biobased carbonated vegetable oils were first obtained by metal-free coupling reactions of CO2 with epoxidized soybean oils under supercritical conditions (120 °C, 100 bar) before complete characterization by FTIR, 1H NMR, and electrospray ionization mass spectroscopy (ESI-MS). In a second step, biobased NIPUs were produced by melt-blending of the so-produced cyclocarbonated oil with the biobased aminated derivatives. The thermal and mechanical properties of resulting polymers were found to be depending on the cyclocarbonated vegetable oil/amine ratio. More precisely, short diamines and CSBO led to the formation of cross-linked NIPUs, and the resulting tensile and thermal properties were poor. In contrast, elastomeric NIPUs derived f...