A new chemical architecture from oleic acid, consisting of a diol structure containing pendant furan rings, denoted the furan oligomer (FO) was synthesized and fully characterized. The FO was integrated into a linear rapeseed-based polyurethane (PU) backbone and cross-linked through a Diels-Alder (DA) reaction by using pendant furan rings and a short polypropylene oxide-based bismaleimide. This is the first time that a thermoreversible PU network based on vegetable oil has been reported. The effects of varying proportions of FO in linear and cross-linked systems, by DA, were studied. These materials were analyzed by classic characterization techniques. The stability and recyclability of the cross-linked materials were shown by successive reprocessing cycles and reanalyzing the mechanical properties. Self-healing properties were macroscopically exhibited and investigated by tensile tests on healed materials. The resulting cross-linked materials present a large range of properties, such as tunable mechanical and thermoresponsive behavior, good thermal recyclability, and self-healing abilities.
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