Synthesis and Characterization of the Potential Melt‐Castable Explosive 3‐(1,2,4‐Oxadiazolyl)‐5‐Nitratomethyl Isoxazole

Abstract

The synthesis of 3‐(1,2,4‐oxadiazolyl)‐5‐nitratomethyl isoxazole (C6H4N4O5), its physical properties, and its theoretical performances are described. This energetic material was found to have a melting point range of 76.6–79.2 °C, and a thermal onset decomposition temperature of 184.5 °C. These thermal features put this material into the standalone melt‐castable explosive class. The material was found to have TNT performance, and was found to be insensitive to impact, friction, and electrostatic discharge, despite having a nitric ester functionality. A critical reaction in making this molecule was the desymmetrization of diaminoglyoxime. The optimization of this transformation is described. Previous reports of this desymmetrization were found to be inaccurate, as the desymmetrization reaction produces a co‐crystal of mono‐ and bi‐1,2,4‐oxadiazole products.

Document Details

Document Type
Pub Defense Publication
Publication Date
Jun 01, 2021
Source ID
10.1002/cplu.202100175

Entities

People

  • Christopher W. Miller
  • Edward F. C. Byrd
  • Eric C. Johnson
  • Jesse J Sabatini
  • Joshua A. Orlicki
  • Rosario C. Sausa
  • Tristen A. Reid

Organizations

  • United States Army
  • United States Army Combat Capabilities Development Command

Tags

Readers

  • Polymer Science and Technology
  • Rocket Propulsion.
  • Systems Analysis and Design