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Fused Tricyclic Furazano[3,4-e][1,2,4]triazolo[4,3-a]Pyrazines as Heat-Resistant Insensitive Energetic Materials
Stepan V Portnov1,2, Alexander D Shuvaev1, Igor N Melnikov3
1N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prosp. 47, Moscow 119991 Russian Federation.
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Fused nitrogen heterocycles emerged recently as promising scaffolds for the design of small-molecule energetic materials. Herein, we present the synthetic route to a series of new furazano[3,4-e][1,2,4]triazolo[4,3-a]pyrazines demonstrating outstanding thermal stability (the decomposition onset above 300 °C) and low mechanical sensitivity. Moreover, a favorable combination of high crystal densities (1.68-1.84 g cm-3) and high enthalpies of formation (240-960 kJ mol-1) results in decent detonation parameters of the synthesized compounds (7.1-8.5 km s-1) unveiling new prospects in smart materials design.
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