Реферат: The evolution of energetic materials science presents new challenging tasks associated with the creation of advanced technologies for sustainable development of the future. In this work, a set of new heat-resistant high-energy materials incorporating the polynitrophenyl-1,2,5-oxadiazole scaffold enriched with azo/azoxy moieties have been designed and synthesized. Due to a smart combination of explosophoric groups and 1,2,5-oxadiazole rings, the prepared high-energy substances have excellent thermal stability (up to 300 °C), good densities (up to 1.75 g cm–3), high enthalpies of formation (340–538 kJ mol–1), and high combined nitrogen–oxygen content (63–68%). In-depth structural analysis revealed the presence of strong intra- and intermolecular hydrogen bonds in aminodinitrophenyl derivatives, which in combination with the small deviation of electrostatic potential values explains the low mechanical sensitivity of these materials. At the same time, trinitrophenyl-1,2,5-oxadiazoles incorporating three adjacent non-coplanar nitro groups demonstrated higher sensitivity to impact, albeit retaining complete insensitivity to friction. The overall performance of the thus prepared high-energy substances exceeds that of the known heat-resistant explosive hexanitrostilbene. Therefore, the newly synthesized family of energetic polynitrophenyl-1,2,5-oxadiazoles provides a fruitful foundation for the creation of the advanced heat-resistant energetic materials of the future.

Библиографическая ссылка: Deltsov I.D. , Vinogradov D.B. , Monogarov K.A. , Fershtat L.L.
Azobis(polynitrophenyl-1,2,5-oxadiazoles) as Heat-Resistant Friction-Insensitive Energetic Materials
Journal of Organic Chemistry. 2025. V.90. N1. P.733–741. DOI: 10.1021/acs.joc.4c02678 WOS OpenAlex

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