Three new compounds based on 4,4′-azo-1,2,4-triazol-5-one: Synthesis, crystal structure and thermal properties

Abstract

A series of guanidine salts of 4,4′-azo-1,2,4-triazol-5-one with guanidine(1), aminoguanidine(2), diaminoguanidine(3) and triaminoguanidine(4) was prepared. Compounds 2―4 were characterized by infrared(IR) spectroscopy, elemental analysis and single-crystal X-ray diffraction. Thermal decomposition processes of compounds 1―4 were investigated by differential scanning calorimetry(DSC), and all the compounds showed good thermal stability up to 190 °C. Moreover, these four guanidine salts are more unstable with the increasing number of amino groups. Thermal stability parameters(T _{e, 0} and T _b) and thermodynamic functions(ΔS ^≠, ΔH ^≠ and ΔG ^≠) for compounds 1―4 were calculated. The constant-volume combustion heats(Δ_c U) for compounds 2―4 were determined and tended to increase with the increase of the number of amino groups. The calculated standard molar enthalpy of formation(Δ_f H _m ⁰) of compounds 2―4 are–541.04,–178.67 and–83.08 kJ/mol, respectively. The impact sensitivities results indicate these four energetic salts are less sensitive than 1,3,5-trinitrotriazacyccohexane(RDX) and 1,3,5,7-tetranitrotetraqza-cyclo-octane(HMX).

Keywords

4,4′-Azo-1,2,4-triazol-5-one / High-nitrogen energetic compound / X-Ray diffraction / Thermal property

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