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Updated: Jan 28, 2026

The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry
Published on: August 25, 2016
A Novel Reprocessable and Recyclable Acrylonitrile-Butadiene Rubber Based on Dynamic Oxime-Carbamate Bond
Wenyan Wang1, Qingfei Song1, Qing Liu1
1Northwestern Polytechnical University, School of Science, MOE Key Laboratory of Material Physics and Chemistry under Extraordinary Conditions, Xi'an, 710072, Shaanxi, China.
Abstract:
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).
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