A Halogen‐Free Green High Energy Density Oxidizer from H‐FOX

Abstract

Reaction of H‐FOX (1‐hydrazinyl‐2,2‐dinitroethenamine) with 2,2,2‐trinitroethanol resulted in an unexpected compound, 1,1′‐methylenebis[3‐(2,2,2‐trinitroethyl)urea] (5), which when treated with acetic anhydride and 100 % nitric acid gave an N‐NO2 derivative, 1,1′‐methylenebis[1‐nitro‐3‐(2,2,2‐trinitroethyl)urea] (6) in good yield. Compound 6 exhibits a good oxygen balance (+20.4 %), density (d = 1.87 g/cm3) and excellent detonation performance (vD = 8910 m/s; P = 35.8 GPa) as well as acceptable stability and sensitivity, which suggests it as an attractive replacement for ammonium perchlorate (AP).

Document Details

Document Type
Pub Defense Publication
Publication Date
May 09, 2019
Source ID
10.1002/ejoc.201900415

Entities

People

  • Damon A. Parrish
  • Dheeraj Kumar
  • Jean'ne Shreeve
  • Lauren A. Mitchell
  • Srinivas Dharavath
  • Yongxing Tang

Organizations

  • Defense Threat Reduction Agency
  • Indian Institutes of Technology
  • Office of Naval Research
  • United States Naval Research Laboratory
  • University of Idaho
  • University of Minnesota

Tags

Fields of Study

  • Chemistry

Readers

  • Analytical Chemistry
  • Mathematics or Statistics
  • Rocket Propulsion.