Synthesis and properties of energetic oxidizer N-oxides 3, 3′-azo-bis(6-amino-1, 2, 4, 5-tetrazine)

Yi Fen Luo*, Qun Zhou, Bo Zhou Wang, Hui Li, Cheng Zhou, Ji Zhen Li, Xue Zhong Fan

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


A high energetic oxidizer N-oxides of 3, 3′-azo-bis(6-amino-1, 2, 4, 5-tetrazine)(DAATO3.5) was synthesized via the two-step oxidation reactions of potassium permanganate and hydrogen peroxide/trifluoroacetic anhydride, using 3, 6-diamino-1, 2, 4, 5-tetrazine as starting material. The total yield of DAATO3.5 was 53.1%. Its structure was characterized by FT-IR, NMR and elemental analysis. The reaction mechanism for H2O2/(CF3CO)2O oxidation was studied. The optimum conditions of the reaction were determined as: 3, 3′-azo-bis(6-amino-1, 2, 4, 5-tetrazine)(DAAT)/(CF3CO)2O/ H2O2=1/12.5/11(molar ratio), reaction time, 20 h and reaction temperature, 20~25°C. The thermal behavior of DAATO3.5 was studied by DSC and TG-DTG. Results show that DAATO3.5 has an exothermic decomposition peak at 254.6°C, indicating a better stability. The main properties of DAATO3.5 was tested and followed as: density 1.840 g·cm-3, friction sensitivity 100%(90°), impact sensitivity 100% (10 kg, 25 cm).

Original languageEnglish
Pages (from-to)7-11
Number of pages5
JournalHanneng Cailiao/Chinese Journal of Energetic Materials
Issue number1
StatePublished - Feb 2014
Externally publishedYes


  • Organic chemistry
  • Oxidizer
  • Property
  • Synthesis


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