TACOT-derived new nitrogen rich energetic compounds: synthesis, characterization and properties

Abstract

The nitrogen-rich structures 2,4,8,10-tetranitrobenzo [4′,5′][1,2,3]triazolo[2′,1′:2,3][1,2,3]triazolo[4,5-b]pyridin-6-ium-5-ide (7) and 2,4-diazido-8,10dinitrobenzo[4′,5′][1,2,3]triazolo [2′,1′:2,3][1,2,3]triazolo[4,5-b]pyridin-6-ium-5-ide (8) were designed, synthesized and characterized via IR spectroscopy, elemental analysis, differential scanning calorimetry (DSC) and single-crystal X-ray diffraction analysis. The decomposition temperatures of 7 and 8 were determined to be 366 °C and 181 °C, respectively. The detonation velocities and pressures of 7 and 8 were calculated using EXPLO 5 (V6.04) based on their experimental densities and calculated heats of formation, which were determined to be 7670 m s⁻¹, 24.19 GPa for 7 and 7167 m s⁻¹, 19.70 GPa for 8, respectively. The sensitivities towards impact and friction of 7 and 8 are 9 J, >360 N and 5 J, 240 N, respectively. Meanwhile, compound 8 possesses a higher nitrogen content (47.76%), moderate decomposition temperature and excellent positive heat of formation at 1053 kJ mol⁻¹. This study suggests 7 is a potential thermally stable explosive and 8 is a nitrogen-rich high energetic material.