A Facile and Versatile Synthesis of Energetic Furazan-Functionalized 5-Nitroimino-1,2,4-Triazoles

Zhen Xu, Guangbin Cheng, Hongwei Yang*, Xuehai Ju, Ping Yin, Jiaheng Zhang, Jean'ne M. Shreeve

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

142 Citations (Scopus)

Abstract

An analogue-oriented synthetic route for the formulation of furazan-functionalized 5-nitroimino-1,2,4-triazoles has been explored. The process was found to be straightforward, high yielding, and highly efficient, and scalable. Nine compounds were synthesized and the physicochemical and energetic properties, including density, thermal stability, and sensitivity, were investigated, as well as the energetic performance (e.g., detonation velocities and detonation pressures) as evaluated by using EXPLO5 code. Among the new materials, compounds 4–6 and 11 possess high densities, acceptable sensitivities, and good detonation performances, and thereby demonstrate the potential applications as new secondary explosives.

Original languageEnglish
Pages (from-to)5877-5881
Number of pages5
JournalAngewandte Chemie - International Edition
Volume56
Issue number21
DOIs
Publication statusPublished - 15 May 2017
Externally publishedYes

Keywords

  • X-ray diffraction
  • density functional calculations
  • energetic materials
  • heterocycles
  • structure elucidation

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