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

Journal Article · · Organic Process Research & Development
Here, we discuss 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. Finally, 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.
Research Organization:
Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)
Sponsoring Organization:
USDOE National Nuclear Security Administration (NNSA), Office of Defense Programs (DP) (NA-10)
Grant/Contract Number:
89233218CNA000001
OSTI ID:
1484644
Report Number(s):
LA-UR--18-24152
Journal Information:
Organic Process Research & Development, Journal Name: Organic Process Research & Development Journal Issue: 6 Vol. 22; ISSN 1083-6160
Publisher:
ACS PublicationsCopyright Statement
Country of Publication:
United States
Language:
English

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Cited By (6)

1‐AminoTriazole Transition‐Metal Complexes as Laser‐Ignitable and Lead‐Free Primary Explosives journal October 2018
Bis(1,2,4‐oxadiazolyl) Furoxan: A Promising Melt‐Castable Eutectic Material of Low Sensitivity journal January 2019
The High‐Pressure Characterization of Melt‐Castable Energetic Materials: 3,3′‐Bis‐Oxadiazole‐5,5′‐Bis‐Methylene Dinitrate journal October 2018
Tetrazolium Nitrate Anion Based Salts as Potential Melt‐Castable Explosives journal December 2019
Efficient synthesis of N -methyltetranitropyrrole: A stable, insensitive and high energy melt-castable material journal January 2019
A Family of Energetic Materials Based on 1,2,4-Oxadiazole and 1,2,5-Oxadiazole Backbones With Low Insensitivity and Good Detonation Performance journal February 2020


Figures / Tables (7)


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