Comparative study on 1,2,3-triazole based azo- and triazene-bridged high-nitrogen energetic materials

Two different 1,2,3-triazole based energetic compounds, featuring with azo (-N[dbnd]N-) and triazene (-N[dbnd]N–NH-) bridge were investigated. All newly synthesized compounds were fully characterized by multinuclear NMR spectroscopy, infrared spectroscopy, elemental analysis, and single-crystal X-ray diffraction. Comparative study indicated that both of them are insensitive to the external mechanic stimuli, however, the other key energetic properties of azo compound (E)-1,2-bis(2-methyl-5-nitro-2H-1,2,3-triazol-4-yl)diazene(2), e.g., density, detonation velocity and pressure are superior to those of triazene compound (E)-5,5'-(triaz-1-ene-1,3-diyl)bis(2-methyl-4-nitro-2H-1,2,3-triazole) (1). This work gives a revelation on the two different types nitrogen-bridged energetic materials, especially in rarely triazene-bridge type explosives.