Molecular Mechanics Calculations for Nitro and Amino Substituted Conjugated Systems Containing Oxygen and Nitrogen

Abstract

The Army is interested in developing new energetic materials which are highly resistant to initiation by heat and shock. Some of the most stable energetic materials known to man can be characterized as nitroaromatics. However, molecules like TNT and TATB do not have enough energy to make good propellants. One way to increase the energy of a molecule is to achieve a more favorable oxygen balance. Thus it would seem reasonable to consider aromatic systems which incorporate oxygen or nitrogen into the aromatic ring. Nitro and amino substituted pyridines, diazines, triazines, tetrazines, pyrroles and furans are investigated. First the heat of formation for these new materials is computed using additivity rules and an estimate of the propellant performance is made. Then the method of molecular mechanics is used to calculate the structure and properties of the various isomers of these molecules. It is found that nitro groups placed next to each other increases the steric energy while an amine group placed between nitro groups stabilizes the system. Diamiontrinitropyridine seems to be particularly attractive candidate molecule for use in low vulnerability propellants.

Open PDF

Document Details

Document Type
Technical Report
Publication Date
Apr 01, 1991
Accession Number
ADA233928

Entities

People

  • T. Vladimiroff

Organizations

  • United States Army Armament Research, Development and Engineering Center

Tags

DTIC Thesaurus Topics

  • Aromatic Compounds
  • Azines
  • Chemical Compounds
  • Chemical Synthesis
  • Chemistry
  • Computational Chemistry
  • Energetic Materials
  • Explosive Testing
  • First Principles Calculations
  • Heat Of Formation
  • Insensitive Explosives
  • Materials
  • Mechanics
  • Molecules
  • Nitrogen
  • Propellants
  • Triazines

Readers

  • Agricultural Chemistry/Soil Science
  • Organic Chemistry