Terpene-Derived Carvyl Acetate Dicarbonate: A Novel Monomer for Biobased Nonisocyanate Poly(hydroxyurethane) Thermoplastics and Thermosets.

New thermoplastic nonisocyanate poly(hydroxyurethanes) (NIPUs) have been designed by polyaddition reactions of carvyl acetate dicarbonate (CADC) with a range of commercial diamines, yielding thermoplastic nonisocyanate poly(hydroxyurethanes) with moderate molecular weights and glass transition temperatures (Tg) ranging from -30.5 to 62 °C. Thermal curing of the Jeffamine-derived poly(hydroxyurethane) with the polyacrylate compound LAROMER LR 9000 resulted in the formation of sticky thermoset materials, showing potential for adhesive applications. In addition, curing of bis(glydycyl ether dicarbonate) (BGDC)/CADC blends with polyethylene imine (PEI) enables the formation of tailor-made NIPU thermosets with high stiffness, tensile strength, and low elongation at break.