3rd International Conference on Chemo and BioInformatics, Kragujevac, September 25-26. 2025. (pp. 644-647)
АУТОР(И) / AUTHOR(S): Jelena Radovanović, Dušan Veljković, Gvozden Tasić, Marija Ječmenica Dučić, Ivan Lazović, Ana Cumbo
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DOI: 10.46793/ICCBIKG25.644R
САЖЕТАК / ABSTRACT:
Tetranitro derivatives of naphthalene and anthracene have been recognized as promising candidates for highly energetic materials (HEM), as aromaticity contributes to the stabilization of the electronic structure, making these molecules potentially less sensitive while maintaining high energetic performance. The influence of the surrounding medium on molecular geometry and electronic properties has been identified as one of the key factors directly affecting explosive sensitivity. In nitroaromatic compounds, the C–NO₂ bond is considered a trigger bond, as it represents the most likely site for the initiation of chemical decomposition under external stimuli. It has been shown that the dihedral angle, which determines the position of the nitro group relative to the molecular plane, is one of the critical structural parameters that directly affects the stability of the C–NO₂ bond and, consequently, the sensitivity of the molecule. Solvents that induce greater torsional deformations can increase sensitivity, while those that preserve planarity contribute to greater stability of nitroaromatic explosives. In this study, a computational analysis of solvent effects was performed using Density Functional Theory (DFT), specifically the B3LYP functional and 6-31G(d,p) basis set. The aim was to evaluate how solvent polarity influences the deviation of nitro groups and thereby affects molecular sensitivity. Furthermore, frontier molecular orbitals (HOMO and LUMO energies), energy gap, and dipol moments were calculated to provide a comprehensive understanding of solvent-induced conformational changes and their potential link to sensitivity. These parameters enable the assessment of electronic stability in different environments and represent a valuable tool for predicting the behavior of high-energy materials under real-world conditions. These results could be of great importance for improving existing and developing new classes of highly energetic materials with enhanced detonation characteristics.
КЉУЧНЕ РЕЧИ / KEYWORDS:
HEM, molecular sensitivity, DFT, solvent, molecular modelling
ПРОЈЕКАТ / ACKNOWLEDGEMENT:
This research is funded by the Ministry of Education and Ministry of Science, Technological Development and Innovation, Republic of Serbia, Grants: No. 451-03-136/2025-03/2017 and 451- 03-136/2025-03/200168.
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