Issue 23, 2016

N-Oxides light up energetic performances: synthesis and characterization of dinitraminobisfuroxans and their salts

Abstract

4,4′-Diamino-[3,3′-bi(1,2,5-oxadiazole)]-5,5′-dioxide and 4,4′-diamino-[3,3′-bi(1,2,5-oxadiazole)]-2,2′-dioxide were nitrated in 100% HNO3 at −10 °C to give 4,4′-dinitramino-[3,3′-bi(1,2,5-oxadiazole)]-5,5′-dioxide (3) and 4,4′-diamino-[3,3′-bi(1,2,5-oxadiazole)]-2,2′-dioxide (4). Nine nitrogen-rich salts were prepared and were characterized by infrared and multinuclear NMR spectroscopy, elemental analysis, differential scanning calorimetry (DSC) and X-ray single crystal diffraction in some cases. Their detonation properties were evaluated by EXPLO 5 code using the measured density and calculated heat of formation. The sensitivities were determined by standard BAM methods. Several of the new molecules exhibit detonation and other properties which compete with or exceed those of HMX.

Graphical abstract: N-Oxides light up energetic performances: synthesis and characterization of dinitraminobisfuroxans and their salts

Supplementary files

Article information

Article type
Communication
Submitted
30 Eph 2016
Accepted
19 Mey 2016
First published
19 Mey 2016

J. Mater. Chem. A, 2016,4, 8969-8973

N-Oxides light up energetic performances: synthesis and characterization of dinitraminobisfuroxans and their salts

C. He, Y. Tang, L. A. Mitchell, D. A. Parrish and J. M. Shreeve, J. Mater. Chem. A, 2016, 4, 8969 DOI: 10.1039/C6TA03619H

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