Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 32, Pages 11787-11790Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja406629g
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Funding
- ONR [N00014-12-1-0536, N00014-11-AF-0-0002]
- Defense Threat Reduction Agency [HDTRA 1-11-1-0034]
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The syntheses and full characterization of two new halogenated 1,1-diamino-2,2-dinitroethene (FOX-7) compounds and three halogenated azo-bridged FOX-7 derivatives are described. Some of these new structures demonstrate properties that approach those of the commonly used secondary explosive RDX (cyclo-1,3,5-trimethylene-2,4,6-trinitramine). All the compounds display hypergolic properties with common hydrazine-based fuels and primary aliphatic amines (ignition delay times of 2-53 ms). This is a new role that has yet to be reported for FOX-7 and its derivatives. Their physical and energetic properties have been investigated. All compounds were characterized by single-crystal X-ray crystallography, elemental analysis, infrared spectra, and differential scanning calorimetry. These new molecules as energetic materials and hypergolic oxidizers contribute to the expansion of the chemistry of FOX-7.
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