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Issue 35, 2018
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Energetic salts of 4-nitramino-3-(5-dinitromethyl-1,2,4-oxadiazolyl)-furazan: powerful alliance towards good thermal stability and high performance

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Abstract

Two different methods were developed to synthesize 4-amino-3-(5-acetic acid methyl ester-1,2,4-oxadiazolyl)-furazan (1), the precursor to prepare 4-nitramino-3-(5-dinitromethyl-1,2,4-oxadiazolyl)-furazanate, in scalable good yields. In four steps, three energetic salts were obtained with an overall yield of ∼50% and show promising characteristics of typical secondary explosives. The structure of the diammonium salt (2a) was confirmed by X-ray single crystal diffraction. It has a high crystal density of 1.840 g cm−3 at 150 K and a measured density of 1.804 g cm−3 at room temperature. All of the compounds were fully characterized by infrared spectroscopy (IR), 1H NMR, and 13C NMR spectroscopy as well as elemental analysis. Compound 2b and 2c exhibit better sensitivities and comparable detonation properties relative to HMX, showing great promise as replacements.

Graphical abstract: Energetic salts of 4-nitramino-3-(5-dinitromethyl-1,2,4-oxadiazolyl)-furazan: powerful alliance towards good thermal stability and high performance

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Supplementary files

Article information


Submitted
28 Jun 2018
Accepted
20 Aug 2018
First published
20 Aug 2018

J. Mater. Chem. A, 2018,6, 16833-16837
Article type
Communication
Author version available

Energetic salts of 4-nitramino-3-(5-dinitromethyl-1,2,4-oxadiazolyl)-furazan: powerful alliance towards good thermal stability and high performance

C. He, G. H. Imler, D. A. Parrish and J. M. Shreeve, J. Mater. Chem. A, 2018, 6, 16833
DOI: 10.1039/C8TA06199H

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