Multipurpose Energetic Materials by Shuffling Nitro Groups on a 3,3′‐Bipyrazole Moiety

Abstract

A family of 3,3′‐bipyrazole‐based energetic compounds having C‐NO2/N‐NO2 functionalities was synthesized by using various nitrating conditions. These nitro derivatives of bipyrazole are significantly more dense and energetic compared to the corresponding nitropyrazole analogues while maintaining the desired thermal stability and sensitivity. Depending on the number and nature of energetic nitro groups (C‐NO2/N‐NO2), different classes of energetic materials, such as green primary explosives, high‐performance secondary explosives and heat‐resistant explosives, were obtained. All the compounds were thoroughly characterized by IR, NMR [1H, 13C{1H}, 15N], elemental analysis, and differential scanning calorimetry (DSC). Four were also structurally characterized with single‐crystal X‐ray diffraction studies. Heats of formation and detonation performance were calculated using Gaussian 03 and EXPLO5 v6.01 programs, respectively.

Document Details

Document Type
Pub Defense Publication
Publication Date
Oct 24, 2018
Source ID
10.1002/chem.201804418

Entities

People

  • Chunlin He
  • Damon A. Parrish
  • Dheeraj Kumar
  • Gregory H Imler
  • Jean'ne Shreeve
  • Yongxing Tang

Organizations

  • Defense Threat Reduction Agency
  • Indian Institute of Technology Kanpur
  • M J Murdock Charitable Trust
  • Office of Naval Reactors
  • United States Naval Research Laboratory
  • University of Idaho

Tags

Fields of Study

  • Chemistry

Readers

  • Molecular Genetics
  • Quantum Chemistry
  • Rocket Propulsion.