Synthesis and Characterization of New Melt-cast Energetic Salts: Dipotassium and Diaminoguanidinium N,N′-Dinitro-N,N′-Bis(3-dinitromethyl-furazanate-4-yl)methylenediamine

Qing Ma, Hao Gu, Jinglun Huang, Dabin Liu*, Jinshan Li, Guijuan Fan

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Diaminoguanidinium N,N′-dinitro-N,N′-bis(3-dinitromethyl-furazanate-4-yl)methylenediamine (5), a new melt-cast energetic salt, was designed and synthesized via metathesis reaction from dipotassium N,N′-dinitro-N,N′-bis(3-dinitromethyl-furazanate-4-yl)methylenediamine (4) by using condensation of 3-amino-4-chloroximinofurazan (1), followed by a mixture of fuming nitric acid and trifluoroacetic anhydride and then KI reduction. The target products were thoroughly characterized by NMR spectroscopy, vibrational spectroscopy (IR), elementary analysis, and differential scanning calorimetry (DSC). Single-crystal X-ray diffraction was employed for analyzing the crystal structure of 5. Compound 4 not only exhibits two-stages in decomposition properties but also behaves sensitivities as primary explosive (IS: 2.5 J, FS: 216 N). Compound 5 exhibits excellent thermal stability (onset m.p. 113 °C, onset dec. 282 °C) which is superior to those of RDX and approach those of TNT. Different from RDX, 5 exhibits better impact and friction sensitivity (IS: 20 J, FS: 128 N). Worth noting that, the detonation velocity of 5 (D: 8500 m s−1) is comparable with that of RDX.

Original languageEnglish
Pages (from-to)90-95
Number of pages6
JournalPropellants, Explosives, Pyrotechnics
Volume43
Issue number1
DOIs
StatePublished - Jan 2018
Externally publishedYes

Keywords

  • energetic salt
  • furazan
  • gem-dinitromethyl
  • melt-cast
  • synthesis

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