The Synthesis and Study of Compounds Based on 3,4‐Bis(aminofurazano)furoxan

Abstract

AbstractN‐trinitroethylamino functionalization products of 4,4′′‐diamino‐[3,3′:4′,3′′‐ter(1,2,5‐oxadiazole)] 2′‐oxide (i) and energetic salts of 4,4′′‐bis(nitroamino)‐[3,3′:4′,3′′‐ter(1,2,5‐oxadiazole)] 2′‐oxide (4) were synthesized. These compounds were characterized by multinuclear NMR, IR, and elemental analyses. The structures of 4′′‐amino‐4‐((2,2,2‐trinitroethyl)amino)‐[3,3′:4′,3′′‐ter(1,2,5‐oxadiazole)] 2′‐oxide (1), 4,4′′‐bis((2,2,2‐trinitroethyl)amino)‐[3,3′:4′,3′′‐ter (1,2,5‐ oxadiazole)] 2′‐oxide (2), dihydroxylammonium (2′‐oxido‐[3,3′:4′,3′′‐ter(1,2,5‐oxadiazole)]‐4,4′′‐diyl)bis(nitroamide) (5), diguanidium (2′‐oxido‐[3,3′:4′,3′′‐ter(1,2,5‐oxadiazole)]‐4,4′′‐diyl)bis(nitroamide) (6) and diaminoguanidium (2′‐oxido‐[3,3′:4′,3′′‐ter(1,2,5‐oxadiazole)]‐4,4′′‐diyl)bis(nitroamide) (7) were further confirmed by single‐crystal X‐ray structure analyses. Among all these new compounds, compounds 2, 5 and 4,4′′‐bis(nitro(2,2,2‐trinitroethyl)amino)‐[3,3′:4′,3′′‐ter(1,2,5‐ oxadiazole)] 2′‐oxide (3), exhibit favorable measured densities (1.83‐1.90 g cm‐1), good thermal stabilities (167.3‐171.3 oC, except 3, 108.6 oC), acceptable sensitivities (IS, 3.6‐14.2 J; FS, 100‐240 N) and excellent detonation performance (D, 8935‐9407 m s‐1; P, 35.9‐40.5 GPa). Furthermore, compound 2 shows good compatibilities with the traditional explosives. These indicate that compounds 2, 3 and 5 could be used as high detonation performance energetic materials.