Three New Compounds Based on 4,4'-Azo-1,2,4-triazol-5-one: Synthesis, Crystal Structure and Thermal Properties

doi:10.1007/s40242-016-6114-6

Abstract

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℃. 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_cU) for compounds 2-4 were determined and tended to increase with the increase of the number of amino groups. The calculated standard molar enthalpies of formation(Δ_fH⁰m) of compounds 2-4 are -541.04, -178.67 and -83.08 kJ/mol, respectively. The impact sensitivities results indicate that these four energetic salts are less sensitive than 1,3,5-trinitrotriazacyccohexane(RDX) and 1,3,5,7-tetranitrotetraqza-cyclo-octane(HMX).

Key words: 4,4'-Azo-1,2,4-triazol-5-one, High-nitrogen energetic compound, X-Ray diffraction, Thermal property

GUO Jiajia, HUANG Jie, SONG Jirong, MIAO Kanghua, CAO Wenli. Three New Compounds Based on 4,4'-Azo-1,2,4-triazol-5-one: Synthesis, Crystal Structure and Thermal Properties[J]. Chemical Research in Chinese Universities, 2016, 32(5): 812-817.

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