Issue 14, 2018

Synthesis and properties of 5,5′-dinitramino-3,3′-bi(1,2,4-oxadiazole) and its energetic salts

Abstract

In order to develop high energy density materials, 5,5′-dinitramino-3,3′-bi(1,2,4-oxadiazole) (3, DNABO), a new heterocyclic energetic compound, was synthesized by the simple nitration of 5,5′-diamino-3,3′-bi(1,2,4-oxadiazole) (2) with 95% fuming nitric acid. By treating compound 3 with two equivalents of energetic bases or their salts, a series of energetic salts 4–10 based on nitrogen-rich cations were readily obtained. Among them, the hydroxylammonium salt (5) shows the best comprehensive properties (5: d = 1.879 g cm−3; Td = 190 °C; P = 36.2 GPa; vD = 8916 m s−1). In addition, the guanidinium salt (7) possesses excellent thermal stability with an onset decomposition temperature of 317 °C.

Graphical abstract: Synthesis and properties of 5,5′-dinitramino-3,3′-bi(1,2,4-oxadiazole) and its energetic salts

Supplementary files

Article information

Article type
Paper
Submitted
08 Apr 2018
Accepted
14 May 2018
First published
16 May 2018

New J. Chem., 2018,42, 11390-11395

Synthesis and properties of 5,5′-dinitramino-3,3′-bi(1,2,4-oxadiazole) and its energetic salts

Y. Cao, H. Huang, X. Lin, J. Yang and X. Gong, New J. Chem., 2018, 42, 11390 DOI: 10.1039/C8NJ01683F

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