Theoretical studies on a series of 1,2,3-triazoles derivatives as potential high energy density compounds

Abstract

Based on the full-optimized molecular geometric structures at B3LYP/6-31G* and B3P86/6-31G* levels, the densities (q), detonation velocities (D), and pressures (P) for a series of 1,2,3-triazole derivatives, as well as their thermal stabilities, were investigated to look for high energy density compounds (HEDCs). The heats of formation (HOFs) are also calculated via designed isodesmic reactions. The calculations on the bond dissociation energies (BDEs) indicate that the BDEs of the initial scission step are between 53 and 70 kcal/mol, and 4-nitro-1,2,3-triazole is the most reactive compound, while 1-(2 0 ,4 0 -dinitrophenyl)-5-nitro-1,2,3-triazole is the least reactive compound for 1,2,3-triazole derivatives studied. The condensed phase heats of formation are also calculated for the title compounds. These results would provide basic information for the further studies of HEDCs. The detonation data of 1-(3 0 ,4 0 -dinitrophenyl)-4-nitro-1,2,3-triazole and 1-(2 0 ,4 0 -dinitrophenyl)-4-nitro-1,2,3-triazole show that they meet the requirement for HEDCs.

Interplay of thermochemistry and Structural Chemistry, the Journal (volume 22, 2011, issues 1–3) and the discipline

“…By using DFT, the heats of formation and thermal stabilities of several 1,2,3-triazole derivatives have been calculated by Li et al [159] providing information on high energy density compounds. There are few 1,2,3-triazoles with measured enthalpies of formation.…”