Nitroimino-tetrazolates and Oxy-nitroimino-tetrazolates

Highly energetic 1,1′-ethylenebis(oxy)bis(5-nitroimino-tetrazolate) salts were obtained by reacting equimolar quantities of the acidic 1,1′-ethylenebis(oxy)bis(5-nitroimino-tetrazole) and energetic bases in aqueous solution. Addtionally, metathesis of silver 1,1′-ethylenebis(oxy)bis(5-nitroimino-tetrazolate) with diaminoguanidinium chloride or triaminoguanidinium chloride gave the corresponding oxy-nitroimino-tetrazolate salt. These salts were fully characterized using IR and multinuclear NMR spectroscopy, elemental analysis, and differential scanning calorimetry (DSC), and, in some cases, 2·2H2O, 8·2H2O, 10, 13·2H2O and 14, with single crystal X-ray structuring. The heats of formation for all compounds were calculated with Gaussian 03 and then combined with measured densities to determine detonation pressures (P) and velocities (D) of the energetic materials (Cheetah 5.0). The impact sensitivities of all salts were found to be less than those of the parent compounds. The physical and detonation properties of these oxy-nitroimino-tetrazolate salts are comparable to the analogous newly prepared diaminoguanidinium and triaminoguanidinium 1,1′-ethylenebis(5-nitroimino-tetrazolate)s.