Simple and energetic: Novel combination of furoxan and 1,2,4-triazole rings in the synthesis of energetic materials
Alexander А. Larin, Ivan V. Ananyev, Ekaterina V. Dubasova, Fedor E. Teslenko, Константин А. Моногаров, Dmitry V. Khakimov, Chunlin He, Siping Pang, Галина А. Газиева, Леонид Л. Ферштат
Abstract
Two novel representatives of energetic (1,2,4-triazolyl)furoxans were prepared from the readily available (furoxanyl)amidrazones. Synthesized compounds were thoroughly characterized with IR and multinuclear NMR spectroscopy, elemental analysis and X-ray diffraction data. Analysis of structural features supported by quantum-chemical calculations revealed the main reasons for experimentally observed difference in thermal stability and mechanical sensitivity of both compounds. It was found that 3-cyano-4-(1H-1,2,4-triazol-3-yl)furoxan is more thermally stable (Td: 229 °C) than 4-azido-3-(1H-1,2,4-triazol-3-yl)furoxan (Td: 154 °C) and the latter compound is also more sensitive to impact and friction. In addition, both heterocyclic assemblies have high detonation parameters (vD: 7.0–8.0 km·s−1; p: 22–29 GPa) exceeding those of benchmark explosives trinitrotoluene and hexanitrostilbene which enable their usability for various energetic applications.