Investigation of the Synthesis and Energetic Properties of an ANTA-Based Energetic Plasticizer

Abstract

Energetic plasticizers are being sought for their use in energetic formulations when combined with explosives. An energetic plasticizer based on the insensitive highly explosive 3-amino-5-nitro-l,2,4-triazole (ANTA) was synthesized and characterized by spectroscopy, X-ray crystallography, thermal analyses, and safety testing. Lastly, density functional theory calculations were employed to examine the observed selectivity among the three nucleophilic ring nitrogen atoms of ANTA toward electrophiles such as ANTA acrylate; this selectivity was found to be a combination of steric, electronic, and hydrogen bonding effects.