Oxadiazole Alliance with an Aminodinitrophenyl Scaffold: En Route to Heat-Resistant Friction-Insensitive Energetic Materials

Oxadiazole Alliance with an Aminodinitrophenyl Scaffold: En Route to Heat-Resistant Friction-Insensitive Energetic Materials Full article

Journal

Organic Letters
ISSN: 1523-7060 , E-ISSN: 1523-7052

Output data

Year: 2025, Volume: 27, Number: 39, Pages: 11033–11037 Pages count : DOI: 10.1021/acs.orglett.5c03404

Authors

Deltsov Ilya D. ¹ , Vinogradov Dmitry B. ¹ , Monogarov Konstantin A. ² , Fershtat Leonid L. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., Moscow 119991, Russian Federation
2	Semenov Federal Research Center for Chemical Physics RAS, 4 Kosygina Str., 119991 Moscow, Russian Federation

A set of new energetic materials composed of 1,2,5-oxadiazole moieties coupled with the 4-amino-3,5-dinitrophenyl scaffold through the 1,2,4-oxadiazole linker was designed and synthesized. Synthesized energetic substances exhibit high densities (1.66–1.74 g cm–3), positive enthalpies of formation (17–572 kJ mol–1), and high combined nitrogen–oxygen content (61–67%). Advantageously, newly prepared materials showed high thermal stability (up to 251 °C) and complete insensitivity to friction while retaining good detonation velocities (6.9–7.2 km s–1). Overall, fine modulation of oxadiazole and nitroaromatic scaffolds represents a good strategy for an assembly of balanced and heat-resistant energetic materials.

Deltsov I.D. , Vinogradov D.B. , Monogarov K.A. , Fershtat L.L.
Oxadiazole Alliance with an Aminodinitrophenyl Scaffold: En Route to Heat-Resistant Friction-Insensitive Energetic Materials
Organic Letters. 2025. V.27. N39. P.11033–11037. DOI: 10.1021/acs.orglett.5c03404 WOS Scopus OpenAlex

Web of science:	WOS:001575440800001
Scopus:	2-s2.0-105017748341
OpenAlex:	W4414342130

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