N. E. Leonov, S. E. Semenov, M. S. Klenov, A. M. Churakov, Yu. A. Strelenko, A. N. Pivkina, I. V. Fedyanin, D. B. Lempert, T. S. Kon'kova, Yu. N. Matyushin, E. A. Miroshnichenko, V. A. Tartakovsky, “Novel energetic aminofurazans with a nitro-<i>NNO</i>-azoxy group”, Mendeleev Commun., 2021, Volume 31, Issue 6,Pages <nobr>789

This article is cited in 20 papers

Communications

Novel energetic aminofurazans with a nitro-NNO-azoxy group

N. E. Leonov^a, S. E. Semenov^ab, M. S. Klenov^a, A. M. Churakov^a, Yu. A. Strelenko^a, A. N. Pivkina^c, I. V. Fedyanin^de, D. B. Lempert^f, T. S. Kon'kova^c, Yu. N. Matyushin^c, E. A. Miroshnichenko^c, V. A. Tartakovsky^a

^a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
^b Moscow Chemical Lyceum, Moscow, Russian Federation
^c N.N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Moscow, Russian Federation
^d G.V. Plekhanov Russian University of Economics, Moscow, Russian Federation
^e A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
^f Institute of Problems of Chemical Physics, Russian Academy of Sciences, 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.

Language: English

DOI: 10.1016/j.mencom.2021.11.006

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