Prediction of Explosive Performance Properties ofz-DBBD and Its Isomers by Quantum Chemical Computations

Theoretical studies have been performed on TACOT, its benzofuroxan derivative z-DBBD, and three different isomers of z-DBBD. The corrected absolute and relative total energies of the geometry-optimized structures were calculated at the theoretical level of B3LYP/6-31G(d,p). The bond dissociation energies were correlated with sensitivity. Mulliken electronegativities (χM) and chemical hardness (η) were obtained by employing frontier molecular orbitals at the HF/6-31G(d,p)//B3LYP/6-31G(d,p) theoretical level. Detonation performance analyses for z-DBBD (4,11-dinitro[1 Molchanova , M. S. , T. S. Pivina , E. A. Arnautova , and N. S. Zefirov . 1999 . Computer-aided search for high-density energetic compounds among hydrogen-free heterocycles . Journal of Molecular Structure (Theochem) , 465 : 11 – 24 .[Crossref], [Web of Science ®] , [Google Scholar],2 Kamlet , M. J. and S. F. Jacobs . 1968 . Chemistry of detonations. I. A simple method for calculating detonation properties of C H N O explosives . Journal of Chemical Physics , 48 : 23 – 25 .[Crossref], [Web of Science ®] , [Google Scholar],5 Kamlet , M. J. and H. J. Hurwitz . 1968 . Chemistry of detonations. IV. Evaluation of a simple predictional method for detonation velocities of C-H-N-O explosives . Journal of Chemical Physics , 48 : 3685 – 3692 .[Crossref], [Web of Science ®] , [Google Scholar]]-oxadiazolo[3,4-e][1 Molchanova , M. S. , T. S. Pivina , E. A. Arnautova , and N. S. Zefirov . 1999 . Computer-aided search for high-density energetic compounds among hydrogen-free heterocycles . Journal of Molecular Structure (Theochem) , 465 : 11 – 24 .[Crossref], [Web of Science ®] , [Google Scholar],2 Kamlet , M. J. and S. F. Jacobs . 1968 . Chemistry of detonations. I. A simple method for calculating detonation properties of C H N O explosives . Journal of Chemical Physics , 48 : 23 – 25 .[Crossref], [Web of Science ®] , [Google Scholar],5 Kamlet , M. J. and H. J. Hurwitz . 1968 . Chemistry of detonations. IV. Evaluation of a simple predictional method for detonation velocities of C-H-N-O explosives . Journal of Chemical Physics , 48 : 3685 – 3692 .[Crossref], [Web of Science ®] , [Google Scholar]]oxadiazolo[3′,4′:4,5]benzotriazolo-[2,1-a]benzotriazol-6-ium inner salt 1,8-dioxide), its presently considered isomers, and TACOT were performed. The results showed that the performance of all compounds (compounds 1–4) was as good as that of RDX. The power index results showed that z-DBBD and its isomers were better than TACOT, RDX, and HMX. Compounds 1–4 are all reasonable candidates for high-energy-density materials (HEDMs).