Renewable Beta‐Elemene Based Cyclic Carbonates for the Preparation of Oligo(hydroxyurethane)s

Abstract

Abstract Conversion of β‐elemene into new β‐elemene dicarbonates through epoxidation and halide salt‐catalyzed CO 2 cycloaddition reactions is reported. Step‐growth polyaddition of this dicarbonate to five different, commercial diamines was investigated under neat conditions at 150 °C yielding non‐isocyanate‐based low molecular weight oligo(hydroxyurethane)s with 1.3≤ M n ≤6.3 kDa and 1.3≤ Ð ≤2.1, and with glass transition temperatures ranging from −59 to 84 °C. The preparation of one selected polyhydroxyurethane material, obtained in the presence of Jeffamine® D‐2010 was scaled‐up to 43 g. The latter, when combined in a formulation using Irgacure® 2100 and Laromer® LR 9000 allowed the preparation of coatings that were analyzed with several techniques showing the potential of these biobased oligourethanes towards the preparation of commercially relevant materials.