Synthesis and computational assessment of a new thermally stable 6,6′-(diazene-1,2-diyl)bis(4,5,7-trinitrobenzo[c][1,2,5]oxadiazole 1-oxide) (DADBTNBO) energetic compound with high performance

Abstract

A new organic energetic compound 6,6'-(diazene-1,2-diyl)bis(4,5,7-trinitrobenzofuroxan) (DADBTNBF) is introduced where its computational assessments show that it is a thermally stable explosive with high detonation performance. Herein, the DADBTNBF explosive with high yield and purity is synthesized in 2 steps. The synthesis mechanisms of these steps were investigated. The products of these steps are identi ed using infrared (IR) spectroscopy, nuclear magnetic resonance (NMR), and elemental analysis.The high purity of DADBTNBF was con rmed by the results of 1 HNMR, 13 CNMR, and elemental analysis. The characterization of the DADBTNBF explosive was determined using X-ray diffraction (XRD), scanning electron microscopy (SEM), and transmission electron microscopy (TEM) analyses. Then, signi cant properties of DADBTNBF including heat of detonation, detonation pressure and velocity, adiabatic exponent, Gurney velocity of explosives, speci c impulse, and impact sensitivity were calculated by reliable predictive methods. The predicted results show that introducing the furoxan group in DADBTNBF can provide higher density, detonation, and combustion performance in comparison to hexanitrostilbene (HNS) as a heat-resistant high explosive. The predicted detonation velocity, detonation pressure, heat of detonation, and speci c impulse of DADBTNBF are 8.8 km.s -1 , 375 kbar, 5.64 kJ.g -1 and 2.46 N.s.g -1 , respectively, which are greater than those estimated for HNS, i.e. 7.6 km.s -1 , 244 kbar, 3.12 kJ.g -1 and 2.24 N.s.g -1 , respectively. Thus, DADBTNBF may give better detonation and combustion performance than that of the HNS. Moreover, the thermal stability and impact sensitivity of DADBTNBF are predicted to be slightly lower than HNS. Thus, it is expected to use DADBTNBF instead of HNS for application in military ordnance, aeronautic and astronautic areas, and puncturing deep petroleum wells.