Self-Remediating Energetic Fills Based on Cyclic Dinitroureas

Abstract

(U//FOUO)Unexploded ordnance (UXO) resulting from munitions failures creates significant safety and environmental hazards. Smaller munitions, such as BLU-97 bomblets, are notorious for their tendency to dud (Pellerin, 2006). A typical submunition fill, such as PBXN-107, uses cyclotrimethylenetrinitramine (RDX) in an acrylate binder as the main explosive component. RDX is persistent in the environment and is prevalent on and near Department of Defense (DoD) training ranges (Pennington et al., 2006; Jenkins et al., 2006). The Environmental Protection Agency (EPA) has issued a drinking water guideline limit for RDX of 2 g/L. As a potential solution to the persistent environmental problems of UXO, cyclic N,N-dinitrourea derivatives may provide an attractive replacement for currently used energetics like RDX. Many cyclic N,N-dinitrourea derivatives have similar explosive performance parameters to RDX but are more hydrolytically reactive. The objective of this project was to develop and characterize an energetic fill formulation incorporating cyclic N,N-dinitrourea derivatives as a replacement for currently used energetics like cyclotrimethylenetrinitramine (RDX). This energetic fill would readily decompose into benign products when exposed to moisture (i.e., high humidity or precipitation).Three cyclic N,N-dinitrourea derivatives were investigated for use in self-remediating energetic fills; tetranitroglycoluril (TNGU), hexanitrohexaazatricyclododecanedione (HHTDD), and 2,4,8,10-tetranitro-2,4,8,10-tetraazaspiro[5.5]undecane-3,9-dione (TNSUK). TNGU was chosen for scale-up because of its straightforward synthesis, rapid degradation under humid conditions, relative stability in dry conditions, and explosive performance greater than RDX (detonation pressure and detonation velocity.

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Document Details

Document Type
Technical Report
Publication Date
Dec 01, 2016
Accession Number
AD1039159

Entities

People

  • Andrew D. Nelson
  • Anna Merritt
  • Hung Hoang
  • Joshua Carter
  • Kenny Young
  • Lawrence Baldwin
  • Robert Chapman
  • Roxanne L. Quintana

Organizations

  • Naval Air Warfare Center, Weapons Division

Tags

Communities of Interest

  • Biomedical
  • Counter IED
  • Weapons Technologies

DTIC Thesaurus Topics

  • Alkanes
  • Chemical Synthesis
  • Chemistry
  • Composite Materials
  • Critical Temperature
  • Energetic Materials
  • Environment
  • Environmental Protection
  • Explosives
  • Magnetic Resonance
  • Materials Laboratories
  • Materials Science
  • Materials Testing
  • Nuclear Magnetic Resonance
  • Organic Chemistry
  • Plastic Bonded Explosives
  • Unexploded Ammunition

Readers

  • Munitions and Ordnance Engineering
  • Organic Chemistry
  • Solar Photovoltaics and Thermoelectric Devices.