Self-Metathesis of 10-Undecen-1-Ol with Ru-Amine-Based Complex for Preparing the Soft Segment and Chain Extender of Novel Castor Oil-Based Polyurethanes

Self-metathesis of the terminal olefin in 10-undecen-1-ol was conducted in the presence of [RuCl₂(PPh₃)₂(perhydroazepine)] complex and ethyl diazoacetate (EDA) to form a bioderived diol. The diol was utilized as soft segment and chain extender in polyurethane reactions with castor oil. Polymers with high M_w and M_n values and PDI's of 2 and 3 were obtained. The viscoelastic material parameters (G′, G″ and η*) were studied as a function of angular frequency at different temperatures and diol/castor oil compostions. Newtonian behavior was observed for these materials. T_g values were more negative when increasing the diol percentage because the material became more viscoelastic. At only 10 wt% of the diol, an adhesive characteristic was observed in the castor oil-based polyurethane. Modifying the castol oil-based polyurethane with 10 wt% of the diol was able to modify the rigid polyurethane, providing an adhesive characteristic to castor oil-based polyurethane.