Stabilization of an intramolecular hydrogen-bond block in an s-triazine insensitive high-energy material

Abstract

The simultaneous incorporation of N-oxide and nitramine is a significant approach for improving the oxygen balance, density and detonation performance of energetic materials. Herein, an intramolecular hydrogen-bond block was stabilized in novel s-triazine energetic materials. Meanwhile, as the first instance of successful N-oxidation in the s-triazine backbone, the as-synthesized energetic compounds exhibited multipurpose applications. Compound 4 showed detonation performance comparable to that of FOX-12 but more insensitive and thermally stable (IS > 80 J, T_d: 275 °C). Compound 5 presented excellent physical and detonation properties similar to RDX, including high densities (up to 1.86 g cm⁻³), high energetic performances (calculated detonation velocity: 8762 m s⁻¹) and low mechanical sensitivities (IS = 40 J) superior to those of RDX, demonstrating promise as a novel insensitive highly energetic material.