Bis(nitroamino-1,2,4-triazolates): N-bridging strategy toward insensitive energetic materials

Modern energetic motifs for military and civilian applications are most often evaluated using various criteria, for example, energetic properties, production costs, and safety issues. Given this background, the design of energetic materials requires a deep understanding of both detonation performance and molecular stability. Here a new family of energetic bis(nitroamino-1,2,4-triazolates), which exhibit good thermal stabilities, excellent detonation properties, and low sensitivities, has been designed. Furthermore, two hydroxylammonium bis(azolates) with pyrazole and tetrazole backbones were synthesized, and they exhibit energetic properties analogous to the triazoles. This work highlights the application potential of N-bridged bis(azolates) as promising energetic materials. Explosive: Energetic bis(nitroamino-1,2,4-triazolates) were prepared by an N-bridging strategy and exhibited good thermal stabilities, excellent detonation properties, and low sensitivities. A detailed study involving different azole scaffolds showed that bis(triazolates) compete well with bis(tetrazolates) and bis(pyrazolates) with respect to energetic properties and molecular stabilities.