Azobis(polynitrophenyl-1,2,5-oxadiazoles) as Heat-Resistant Friction-Insensitive Energetic Materials DOI
Ilya Deltsov, Dmitry B. Vinogradov, Константин А. Моногаров

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 13, 2024

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

Language: Английский

Azobis(polynitrophenyl-1,2,5-oxadiazoles) as Heat-Resistant Friction-Insensitive Energetic Materials DOI
Ilya Deltsov, Dmitry B. Vinogradov, Константин А. Моногаров

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 13, 2024

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

Language: Английский

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