Bis(1,2,4-oxadiazole)bis(methylene) Dinitrate: A High-Energy Melt-Castable Explosive and Energetic Propellant Plasticizing Ingredient

Discussed herein is the synthesis of bis­(1,2,4-oxadiazole)­bis­(methylene) dinitrate, determination of its crystal structure by X-ray diffractometry, calculations of its explosive performance, and sensitivity measurements. Steps taken to optimize the synthesis process and to improve yields of the d...

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Bibliographic Details
Published in:Organic process research & development 2018-06, Vol.22 (6), p.736-740
Main Authors: Johnson, Eric C, Sabatini, Jesse J, Chavez, David E, Sausa, Rosario C, Byrd, Edward F. C, Wingard, Leah A, Guzmàn, Pablo E
Format: Article
Language:English
Subjects:
INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
MATERIALS SCIENCE
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Summary:Discussed herein is the synthesis of bis­(1,2,4-oxadiazole)­bis­(methylene) dinitrate, determination of its crystal structure by X-ray diffractometry, calculations of its explosive performance, and sensitivity measurements. Steps taken to optimize the synthesis process and to improve yields of the dinitrate are also discussed. Bis­(1,2,4-oxadiazole)­bis­(methylene) dinitrate has a calculated detonation pressure 50% higher than that of TNT. The dinitrate compound exhibits a relatively high decomposition temperature that is rarely observed for nitrate-based compounds. The dinitrate was found to have lower sensitivities to impact and friction compared with RDX. It is believed that intramolecular hydrogen bonding observed in the crystal lattice assists in the relatively high thermal stability and relatively low sensitivity of the material.
ISSN:1083-6160
1520-586X
DOI:10.1021/acs.oprd.8b00076