Syntheses and Promising Properties of Dense Energetic 5,5′-Dinitramino-3,3′-azo-1,2,4-oxadiazole and Its Salts

Yongxing Tang, Haixiang Gao, Lauren A. Mitchell, Damon A. Parrish, Jean'Ne M. Shreeve

Research output: Contribution to journalArticlepeer-review

51 Scopus citations

Abstract

A planar energetic molecule with high density, 5,5′-dinitramino-3,3′-azo-1,2,4-oxadiazole (4), was obtained by the nitration of 5,5′-diamino-3,3′-azo-1,2,4-oxadiazole using 100 % nitric acid. In addition, selected nitrogen-rich salts were prepared. Of them, the neutral compound 4 and its hydroxylammonium salt, 6, were further confirmed by single-crystal X-ray diffraction. Physicochemical and energetic properties including density, thermal stability, and sensitivity were investigated. The energetic performance from the calculated heats of formation and experimental densities indicates that many of them have potential applications as energetic materials. Just plane dense and full of energy: A dense compound with a planar structure, 5,5′-dinitramino-3,3′-azo-1,2,4-oxadiazole, has been synthesized, as have its energetic salts. Some of them were found to have potential applications as energetic compounds.

Original languageEnglish (US)
Pages (from-to)3200-3203
Number of pages4
JournalAngewandte Chemie - International Edition
Volume55
Issue number9
DOIs
StatePublished - Feb 24 2016

Bibliographical note

Publisher Copyright:
© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords

  • azo bridge
  • energetic materials
  • nitramino group
  • oxadiazole
  • planar structure

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