Novel bio-based propylene-derived phthalonitrile compounds: Synthesis, curing behavior and thermal properties

Abstract

Bio-based bisphenol compounds were prepared using eugenol from biomass as the initial raw material. A reaction of nucleophilic substitution takes place with 4-nitrophthalonitrile in an environmentally friendly solvent to produce bio-based propenyl-derived phthalonitrile monomers. The effective preparation of compounds was proven using hydrogen and carbon nuclear magnetic resonance and fourier transform infrared spectroscopy (FT-IR). By employing the process of free radical catalysis, it is possible to directly cure the novel phthalonitrile monomers without the need for a specific small molecule curing agent. The cured resin was reported to have high glass transition temperature, good thermal stability, and processing properties by FT-IR, differential scanning calorimetry, thermogravimetric analyzer, dynamic mechanical analyzer, and rheometer techniques. The flexural test and scanning electron microscopy results show that both resins have a consistent, flawless structure and improved mechanical properties. Eugenol is derived from sustainable biomass, offering an environmentally friendly approach to utilizing biological monophenols effectively. It provides the benefits of carbon reduction and renewability, making it a valuable and eco-conscious resource.