Synthesis, characterization and thermal decomposition mechanism of 4, 4', 6, 6,-Tetra (azido) azo-1, 3, 5-triazine (TAAT)

Yuchuan Li, Xuejiao Zhang, Geng Fu, Siping Pang, Changlu Zhao*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

4,4',6,6'-Tetra (azido) azo-l,3,5-triazine (TAAT) was synthesized from 4,4',6,6'-tetra(azido)hydrazo-l,3,5-triazine (TAHT) by the oxidative reaction with trichloroisocyanuric acid (TCI), dichloroisocyanuric acid (DCI), sodium dichloroisocyanurate (SDCI), sodium dibromoisocyanurate (SDBI), N-chlorosuccinide (NCS), N-bromosuccinide (NBS), Cl2, Br2 and sodium hypochlorite (NaClO) with the yields of 72%-93%. Its structure was characterized by FT-IR, 13C NMR, MS techniques and elemental analysis. The effects of different oxidants on oxidation reaction of hydrazo group were investigated, the oxidation mechanism of TAHT was proved and a thermal decomposition mechanism of TAAT was presented based on the results of DSC and FTIR with a dynamic heating process from 50 °C to 600 °C.

Original languageEnglish
Pages (from-to)1484-1489
Number of pages6
JournalChinese Journal of Organic Chemistry
Volume31
Issue number9
Publication statusPublished - Sept 2011

Keywords

  • Diazoimido compound
  • Mechanism
  • Oxidation reaction
  • Synthesis
  • Thermal decomposition
  • Triazine

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