Photochemical Degradation of Composition B and Its Components

Abstract

Products of photodecomposition of 2,4,6-trinitrotoluene (TNT) have been observed as a coating on TNT particles and as a fine powdered residue surrounding TNT particles on ranges receiving limited rainfall. The significance of photolysis of explosive formulations on training ranges is unknown. Therefore, photolysis of a common explosive formulation, Composition B, and its components in a soil matrix were evaluated. Objectives included determination of photolysis rates, effects of light intensity and duration, effects of moisture on photolysis, and identification of photolysis products. Irradiations were performed in laboratory microcosms under controlled conditions. Solutions, solids, and both solutions and solid explosives spiked into soils were irradiated. Two approaches were used to characterize products: liquid chromatography/mass spectrometry and a combination of solid and liquid state 13C and 15N nuclear magnetic resonance (NMR), and liquid state 1H NMR. Irradiation of TNT in the aqueous phase generated dramatically more photolysis products than were previously reported. The most prominent nitrogen-containing functional groups, exclusive of unreacted nitro groups, were azoxy, amide, nitrile, and azo nitrogens. Results suggest that Composition B photolysis, particularly the TNT component, generates a dynamic mixture of products and ions beginning on the solid surfaces before dissolution, and increasing once in solution phase.

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Document Details

Document Type
Technical Report
Publication Date
Sep 01, 2007
Accession Number
ADA472238

Entities

People

  • Denise K. Macmillan
  • Judith C. Pennington
  • Kevin A. Thorn
  • Larry G. Cox
  • Randy D. Laubscher
  • Sally Yost

Organizations

  • Engineer Research and Development Center

Tags

Communities of Interest

  • Biomedical
  • Weapons Technologies

DTIC Thesaurus Topics

  • Chemical Shifts
  • Chemical Synthesis
  • Chemistry
  • Chromatography
  • Decomposition
  • Ecology
  • Explosives
  • Light Sources
  • Liquid Chromatography
  • Magnetic Resonance
  • Mass Spectrometry
  • Materials
  • Munitions
  • Nuclear Magnetic Resonance
  • Organic Chemistry
  • Resonance
  • Spectrometry

Readers

  • Agricultural Chemistry/Soil Science
  • Organic Chemistry