1,2,4,5-Dioxadiazine-functionalized [N–NO2]− furazan energetic salts†
Abstract
The 1,2,4,5-dioxadiazine ring was introduced as a bridge connecting two nitraminofurazan moieties to form energetic salts based on 3,6-bis(4-nitramino-1,2,5-oxadiazol-3-yl)-1,2,4,5-dioxadiazine (H2BNOD). Eight nitrogen-rich energetic salts based on the BNOD anion were synthesized and fully characterized by NMR (1H NMR, 13C NMR, 15N NMR), IR and elemental analysis. Furthermore, H2BNOF (5), ammonium (6), hydroxylammonium (8) and 4-amino-1,2,4-triazolium salts (13) were analyzed by single-crystal X-ray diffraction. The densities of the salts were in the range of 1.730 (13) to 1.914 g cm−3 (8). These salts showed much better thermal stabilities and mechanical sensitivities than their precursor, H2BNOD. The decomposition temperatures of the salts ranged from 114 (6) to 197 °C (9). The impact sensitivities of the energetic salts were between 1.5 and 4.5 J, and their friction sensitivities ranged from 53 to >144 N. Their detonation pressures and detonation velocities were calculated to be in the range of 26.3 (12) to 38.1 GPa (8), and 7754 (12) to 9095 m s−1 (8), respectively.