Di(1H-tetrazol-5-yl)methanone oxime and 5,5′-(hydrazonomethylene)bis(1H-tetrazole) and their salts: a family of highly useful new tetrazoles and energetic materials

Abstract

A family of new nitrogen-rich energetic tetrazoles, di(1H-tetrazol-5-yl)methanone oxime and 5,5′-(hydrazonomethylene)bis(1H-tetrazole), was synthesized in very good yields from inexpensive starting materials. These tetrazoles have excellent thermal stabilities and very high nitrogen content as well as very acceptable impact and friction sensitivities and were employed as precursors to nitrogen-rich energetic salts. The hydrazinium and hydroxyl ammonium salts of 5,5′-(hydrazonomethylene)bis(1H-tetrazole) exhibit excellent detonation velocities (9050 m s⁻¹ and 8839 m s⁻¹, respectively) as well as very good detonation pressures and thermal stabilities. The new compounds may have the potential to replace current nitrogen-rich energetic materials.