A Novel Reprocessable and Recyclable Acrylonitrile–Butadiene Rubber Based on Dynamic Oxime-Carbamate Bond

The covalent cross-linked rubber has outstanding mechanical properties and chemical resistance, making it possible for a wide range of applications. Towards efforts to resource waste and environmental pollution, rubber recycling is a concerning problem. However, it is a big challenge to endow the most widely used commercial rubber systems with recyclability. In this paper, a novel reprocessable and recyclable acrylonitrile–butadiene rubber (NBR) is developed by introducing oxime-carbamate bonds into the raw NBR. Amidoxime NBR is prepared by a nucleophilic addition reaction of hydroxylamine hydrochloride and raw NBR, and then cross-linked amidoxime NBR using different amounts of toluene diisocynate (TDI). Results show that the obtained material exhibits good reprocessable property; the repairing efficiency exceeds 90% after two remoldings. In addition, it also has better mechanical properties: A tensile strength reaching a maximum value of 4.85 MPa when TDI cross-linker is 15.36 wt%, which is superior to vulcanized NBR (3.18 MPa).