Theoretical Investigation of 4,4′,6,6′‐Tetra(azido)azo‐1,3,5‐triazine‐N‐oxides and the Effects of N→O Bonding on Organic Azides

Abstract

A family of 4,4',6,6'-tetra(azido)azo-1,3,5-triazine-N-oxides was designed and investigated by theoretical method. The effects of the N→O bond on the properties of TAAT-N-oxides, such as density, heat of formation, and detonation performance, were discussed. By comparison with the bond-dissociation energy of the weakest bond and the electrostatic potentials, the effects of the N→O bond on the stability and impact sensitivity of organic azides were also discussed. The results show that the introduction of N→O bonds at the appropriate positions increases the oxygen balance and density of the compounds, while it has little effect on the stability and impact sensitivity. Consequently, their introduction results in energetic compounds with improved detonation performances.

Comparison of 1‐Ethyl‐5H‐tetrazole and 1‐Azidoethyl‐5H‐tetrazole as Ligands in Energetic Transition Metal Complexes

“…Over 95 %o fa ll missile launches,s hooting, and explosions within the police forces or military are done exclusively for training purposes in "friendly" areas, [4] leading to an ongoing research for new and more ecofriendly energetic materials. [5][6][7][8][9][10] Since the discovery of phenyl azide in 1864, [11] azido organic compounds have attracted the attention of chemists due to their unique characteristics. The initial postulationo fC urtius and Hantzsch for the structurald etermination of organic azides suggested acyclic 1H-triazirine structure.…”

Energetic salts based on 1-amino-1,2,3-triazole and 3-methyl-1-amino-1,2,3-triazole

“…The detonation parameters were calculated by Kamlet-Jacobs (K-J) equations. 40,49,52,53 Table 4 shows that for salts 2-5 and 8-12, the calculated detonation pressures (P) fall in the range 21.2-37.3 GPa, which is comparable to that of TNT (19.5 GPa) and RDX (35.2 GPa). The detonation velocities (D) range from 7239 m s À1 (comparable to TNT, 6881 m s À1 ) to 9082 m s À1 (comparable to RDX, 8977 m s À1 ).…”

Formyl azido substituted nitro hexaazaisowurtzitane – synthesis, characterization and energetic properties

“…By using the calculated densities and heats of formation, detonation velocities and pressures of 6 and 7 were calculated using the K-J equation [39][40][41][42] and Explo5.05. 43 Detonation parameters of compounds 2, 3, RDX and e-HNIW were also measured using the same method for comparison.…”