A novel functional polyether-based elastomer with a benzoxazine structure in its main chain was successfully synthesized via a 1,3-dipolar cycloaddition reaction. Benefitting from a facile one-pot synthesis strategy, the elastomer was prepared at low temperature (808C) and was characterized clearly afterward. The azide-terminated polyether and acetylene-terminated benzoxazine were used as the soft and hard segments, respectively, in the polymer chain. Because the triazole rings served as stable linkage between the soft and hard segments, the elastomer possessed good thermal stability (the 5% weight loss temperature could exceed 3508C) compared to traditional elastomers, such as polyurethane. The rigid benzoxazine rings provided the product with good mechanical properties (the tensile strength of the elastomer could exceed 30 MPa). Furthermore, the ring-opening polymerization of oxazine rings in the structure gifted the elastomer with possibility of thermally induced structural transformation. The thermally induced structural transformation could conveniently realize the conversion of the elastomer to a thermosetting resin. V C 2015 Wiley Periodicals, Inc. J. Appl.Polym. Sci. 2016, 133, 42820.