1,2,4,5-Dioxadiazine-functionalized [N-NO₂]^- furazan energetic salts

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.