Bio-Based Aliphatic Polyurethanes Through ADMET Polymerization in Bulk and Green Solvent

A new route to ,-diene urethane monomer is proposed by converting 10-undecenoic acid into the corresponding acyl azide, followed by urethanization with 10-undecenol. ADMET polymerizations of this ,-diene urethane monomer as well as other bio-based ,-dienes bearing various organic functions (ester, carbonate, ether, amide) were carried out in bulk and solution conditions. A screening of the most commonly used metathesis catalysts allows to evaluate their tolerance toward the urethane function as well as toward Polarclean, a green and nontoxic high boiling point solvent. The influence of the nature of the central organic function in these ,-diene monomers on the thermomechanical properties is investigated.