Oxadiazole Alliance with an Aminodinitrophenyl Scaffold: En Route to Heat-Resistant Friction-Insensitive Energetic Materials
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<sup>-3</sup>), positive enthalpies of formation (17-572 kJ mol<sup>-1</sup>), 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<sup>-1</sup>). Overall, fine modulation of oxadiazole and nitroaromatic scaffolds represents a good strategy for an assembly of balanced and heat-resistant energetic materials.
Authors
- Ilya D. Deltsov (ORCID: https://orcid.org/0000-0002-6329-2341)
- Константин А. Моногаров (ORCID: https://orcid.org/0000-0002-0955-5999)
- Леонид Л. Ферштат (ORCID: https://orcid.org/0000-0002-0203-1025)
- Dmitry B. Vinogradov (ORCID: https://orcid.org/0000-0002-5107-9383)
Institutions
- Semenov Institute of Chemical Physics (RU)
- N.D. Zelinsky Institute of Organic Chemistry (RU)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-09-19
- DOI
- https://doi.org/10.1021/acs.orglett.5c03404
- Citations
- 2
- Primary Topic
- Energetic Materials and Combustion
- Type
- article
- Field-Weighted Citation Impact
- 1.73