New Generation Agent Defeat Weapons: Energetic N,N'-Ethylene-Bridged Polyiodoazoles

Chemistry. 2017 Nov 27;23(66):16753-16757. doi: 10.1002/chem.201704798. Epub 2017 Nov 6.

Abstract

Sodium salts of iodine-rich pyrazole and imidazole with 1-(2-bromoethyl)-5-aminotetrazole are useful precursors for energetic N,N'-ethylene-bridged polyiodoazoles. Compounds 1-3 were characterized with IR, and 1 H and 13 C NMR spectroscopy as well as elemental analyses. The molecular structures of 1 and 2 were confirmed by using single crystal X-ray diffraction. Heats of formation were calculated using Gaussian 03 and detonation properties and biocidal efficiency were calculated with CHEETAH 7. The decomposition products of 1-3 destroy microbes more effectively than some previously reported biocides since the thermal decomposition occurs at below 400 °C without addition of oxidizer or combustion adjuvant.

Keywords: N, N′-ethylene-bridged; agent defeat weapons; energetic materials; heterocycles; polyiodoazoles.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Bacteria / drug effects
  • Carbon-13 Magnetic Resonance Spectroscopy
  • Crystallography, X-Ray
  • Ethylenes / chemistry*
  • Iodine / chemistry
  • Molecular Conformation
  • Proton Magnetic Resonance Spectroscopy
  • Spectrophotometry, Infrared
  • Tetrazoles / chemistry*

Substances

  • Anti-Bacterial Agents
  • Ethylenes
  • Tetrazoles
  • 5-amino-1H-tetrazole
  • Iodine