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 N-) and triazene (-N 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. A comparative study on 1,2,3-triazole based azo and triazene-bridged high-nitrogen energetic materials is described. The key properties indicate that azo functionalized compound shows more favorable performance in friction sensitivity, thermal stability, density and detonation detonation performance.