Energetic salts based on dipicrylamine and its amino derivative

Haifeng Huang, Zhiming Zhou*, Jinhong Song, Lixuan Liang, Kai Wang, Dan Cao, Wenwen Sun, Xuemin Dong, Min Xue

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

39 Citations (Scopus)

Abstract

Energetic salts based on dipicrylamine and its amino derivative were synthesized. All salts were fully characterized by multinuclear NMR spectroscopy (1H, 13C), vibrational spectroscopy (IR), and elemental analysis. Ethylenediammonium di-DPA (DPA=dipicrylamine) and 1,3- diaminoguanidinium DPA were further confirmed by single-crystal X-ray diffraction. These salts exhibit reasonable physical properties, such as high densities (1.71-1.81gcm-3), good thermal stabilities (T d=155-285°C), and low solubilities in water. The impact sensitivity of 1-methyl-3,4,5-triamino-1,2,4-triazolium DPA is lower than that of 2,4,6-trinitrotoluene (TNT), and for some other energetic salts their impact sensitivities are comparable to that of TNT. Based on experimental densities and theoretical calculations carried out by using the Gaussian03 suite of programs, all the salts have calculated detonation pressures (22.5-27.8GPa) and velocities (7226-7917ms-1) that exceed those of conventional TNT. The toxicities of these salts measured by luminescent bacteria toxicity tests are much lower than that of TNT, and two binary eutectic mixtures with melting points that fall between 70 and 100°C were identified. A salty solution: Energetic salts based on dipicrylamine and its amino derivative (see figure) exhibit high density, good thermal stability, and low solubility in water. Predicted detonation pressures (22.5-27.8GPa) and velocities (7226-7917ms -1) are higher than that of 2,4,6-trinitrotoluene (TNT); measured toxicities are lower than that of TNT.

Original languageEnglish
Pages (from-to)13593-13602
Number of pages10
JournalChemistry - A European Journal
Volume17
Issue number48
DOIs
Publication statusPublished - 25 Nov 2011

Keywords

  • density functional calculations
  • detonation performance
  • dipicrylamine
  • energetic salts
  • explosives

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