Synthesis and characterization of imidazo[1,2‐d][1,2,4]oxadiazole‐functionalized furazan energetic compounds

Abstract

Two novel oxygen‐containing imidazo[1,2‐d][1,2,4]oxadiazole heterocycle compounds 2 and 3 were successfully synthesized by oxidation of the aminofurazan group. Compounds 2 and 3 were fully characterized by Fourier Transform Infrared, multinuclear NMR spectroscopy, elemental analysis, and single‐crystal X‐ray diffraction. Their properties were evaluated by measured density, impact, and friction sensitivities, calculated heat of formation, and detonation performances. Compound 2 has high density (1.87 g cm−3), good detonation velocity and pressure (D:8690 m s−1, P: 33.3 GPa), acceptable sensitivity (IS: 12 J, FS: 144 N), and its overall performance is comparable to RDX. Compound 3 has a better sensitivity (IS: 28 J, FS: 252 N), but the detonation performance is average (D:8008 m s−1, P: 27.4 GPa), which may be caused by its low packing index (70.9%) affecting its density (1.78 g cm−3).