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Novel energetic aminofurazans with a nitro-NNO-azoxy group
Affiliation:1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation;2. Moscow Chemical Lyceum, 109457 Moscow, Russian Federation;3. N. N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, 119991 Moscow, Russian Federation;4. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991 Moscow, Russian Federation;5. G. V. Plekhanov Russian University of Economics, 117997 Moscow, Russian Federation;6. Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432 Chernogolovka, Moscow Region, Russian Federation
Abstract:Novel energetic azoxy- and azofurazans bearing nitro-NNO- azoxy and amino groups were synthesized using the ammonolysis of some known (nitro-NNO-azoxy)furazans. 3-Amino-4-{[4′-(nitro-NNO-azoxy)f urazan-3′-yl]-NNO- azoxy}furazan displays the highest melting point (114 °C, decomp.) among the known (nitro-NNO-azoxy)furazans, optimal density (1.80 g cm−3), high experimental enthalpy of formation (639 kcal kg−1) and mechanical sensitivity on the level of PETN. In terms of the specific impulse level, the model solid composite propellant formulations based on this compound outperform similar formulations based on RDX, HMX or CL-20 by 7–12 s.
Keywords:azoxy compounds  furazans  nucleophilic substitution  combustion calorimetry  enthalpy of formation  X-ray diffraction analysis  differential scanning calorimetry
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