Organocatalytic synthesis of novel renewable non-isocyanate polyhydroxyurethanes

Novel fully renewable AA-BB type non-isocyanate polyhydroxyurethanes were synthesized by the classical reaction between a diamine and a dicyclocarbonate. Sebacic acid was first reacted with an excess of glycerol carbonate, in presence of DCC and DMPA, leading to a renewable dicyclocarbonate monomer. Then, this monomer was reacted with several renewable diamines, in presence of 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), as organocatalyst, to afford linear and branched polymers. The obtained materials exhibited T-g values varied from -27 to -8 degrees C, T-m values varying from 100 to 165 degrees C, and thermal stabilities above 200 degrees C. (c) 2015 Wiley Periodicals, Inc.