Synthesis of high-nitrogen compound of 4,4',6,6'-tetra(azido) azo-1,3,5-triazine

Xiao Tong Li*, Si Ping Pang, Yong Zhong Yu, Yun Jun Luo

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

4,4',6,6'-Tetra(azido) azo-1,3,5-triazine(TAAT) was synthesized with cyanuric chloride and hydrazine hydrate as primary materials. This synthesis is a four-step process including coupling, hydrazinolysis, diazotization and oxidation in turn. Each reaction process, especially the oxidizing reaction is described in details. The investigation indicates that chlorine can transform 94% 4,4',6,6'-tetra(azido)hydrazo-1,3,5-triazine into TAAT but N-bromosuccinimide just transforms 84%. The DSC, IR, NMR and elemental analysis determine the structure of TAAT and its intermediates. The characterization of DSC shows TAAT decomposes at 198°C. A free radical mechanism is presented to interpret the oxidizing reaction.

Original languageEnglish
Pages (from-to)485-489
Number of pages5
JournalHanneng Cailiao/Chinese Journal of Energetic Materials
Volume15
Issue number5
Publication statusPublished - Oct 2007

Keywords

  • 4,4',6,6'-tetra(azido)azo-1,3, 5-triazine
  • High-nitrogen compound
  • Mechanism
  • Organic chemistry

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