| Autor: |
Khoranyan TE; N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prosp. 47, Moscow 119991, Russian Federation., Larin AA; N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prosp. 47, Moscow 119991, Russian Federation., Suponitsky KY; A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova Str. 28, Moscow 119991, Russian Federation., Ananyev IV; A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova Str. 28, Moscow 119991, Russian Federation.; N.S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Leninsky prosp. 31, Moscow 119991, Russian Federation., Melnikov IN; N. N. Semenov Federal Research Centre for Chemical Physics, Russian Academy of Sciences, Kosygin Str. 4, Moscow 119991, Russian Federation., Kosareva EK; N. N. Semenov Federal Research Centre for Chemical Physics, Russian Academy of Sciences, Kosygin Str. 4, Moscow 119991, Russian Federation., Muravyev NV; N. N. Semenov Federal Research Centre for Chemical Physics, Russian Academy of Sciences, Kosygin Str. 4, Moscow 119991, Russian Federation., Dalinger IL; N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prosp. 47, Moscow 119991, Russian Federation., Pivkina AN; N. N. Semenov Federal Research Centre for Chemical Physics, Russian Academy of Sciences, Kosygin Str. 4, Moscow 119991, Russian Federation., Fershtat LL; N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prosp. 47, Moscow 119991, Russian Federation. |
| Abstrakt: |
Nitrogen heterocyclic scaffolds retain their leading position as valuable building blocks in material science, particularly for the design of small-molecule energetic materials. However, the search for more balanced combinations of directly linked heterocyclic cores is far from being exhausted and aims to reach ideally balanced high-energy substances. Herein, we present the synthetic route to novel pyrazole-furoxan framework enriched with nitro groups and demonstrate a promising set of properties, viz., good thermal stability, acceptable mechanical sensitivity, and high detonation performance. In-depth crystal analysis showed that the isomers having lower-impact sensitivity values in both types of regioisomeric pairs are those with the exocyclic furoxan oxygen atom being closer to the pyrazole ring. Owing to the favorable combination of high crystal densities (1.83-1.93 g cm -3 ), positive oxygen balance to CO (up to +13.9%), and high enthalpies of formation (322-435 kJ mol -1 ), the synthesized compounds show high calculated detonation velocities (8.4-9.1 km s -1 ) and excellent metal accelerating abilities. The incorporation of the 3-nitrofuroxan moiety increases the thermal stability (by ca. 20 °C) and decreases the mechanical sensitivity of target hybrid materials in both types of regioisomeric pairs. Simultaneously, the detonation performance of 3-nitrofuroxans is almost identical to that of 4-nitrofuroxans, highlighting the potential of the regioisomeric tunability in the future design of energetic materials. |
