Energetic Materials with Promising Properties: Synthesis and Characterization of 4,4′-Bis(5-nitro-1,2,3-2H-triazole) Derivatives†
This work was supported by the Office of Naval Research (N00014-12-1-0536) and the Defense Threat Reduction Agency (HDTRA 1-11-1-0034). We are indebted to Dr. Orion Berryman for crystal structures (NSF—CHE1337908).
Graphical Abstract
The hunt for high energy: Derivatives of 4,4′-bis(5-nitro-1,2,3-2H-triazole) were synthesized by different functionalization strategies. Competitive detonation properties were achieved and compared to reported analogues of fully carbon-nitrated bis(azole) compounds.
Abstract
Using a variety of functionalization strategies, derivatives of 4, 4′-bis(5-nitro-1,2,3-2H-triazole) were designed, synthesized, and characterized. The isomers were separated, their structures were confirmed with single-crystal X-ray analysis, and their properties were determined by differential scanning calorimetry, density, impact sensitivity, heat of formation, and detonation velocity and pressure (calculated by EXPLO5 V6.01). Those materials were found to exhibit superior detonation performance when compared with the other fully carbon-nitrated bis(azoles).
