Reactive jojoba and castor oils-based cyclic carbonates for biobased polyhydroxyurethanes

Syntheses of novel biobased PolyHydroxyUrethane (PHU) have been performed from Jojoba and castor oil. Cyclic carbonate monomers with various functionality were synthesized from both jojoba and castor oils. Pendant cyclic carbonate groups were obtained by a two-step reaction: thiol-ene coupling with thioglycolic acid followed by esterification with glycerin carbonate. These novel cyclic carbonate monomers exhibited higher reactivity than previous intra-chain plant oil-based cyclic carbonates. Di-functional jojoba oil-based cyclic carbonate was synthesized for the first time. PHUs were obtained by aminolysis of plant oil-based cyclic carbonates with various aliphatic and aromatic diamines. Structured linear and cross-linked PHUs were obtained with Tg ranging from - 45 to 20 degrees C. The different PHU materials were characterized by SEC, FTIR, DSC, ATG and DMA measurements. These results showed the potentiality of this environmentally friendly approach to prepare plant oils-based PHU materials with interesting performances.