Citation: Sheng Lili, Shan Zixing, Guo Xiaoyan, Yang Rongjie. Synthesis, Characterization and Thermal Behavior of Bis(dialkyl-5-aminotetrazolium) Dodecadodecaborates[J]. Chinese Journal of Organic Chemistry, ;2018, 38(8): 2093-2100. doi: 10.6023/cjoc201712022 shu

Synthesis, Characterization and Thermal Behavior of Bis(dialkyl-5-aminotetrazolium) Dodecadodecaborates

a.
School of Materials Science & Engineering, Beijing Institute of Technology, Beijing 100081
b.
Chemistry and Molecular Science College, Wuhan University, Wuhan 430072

Corresponding author: Yang Rongjie, yrj@bit.edu.cn
Received Date: 15 December 2017
Revised Date: 20 March 2018
Available Online: 3 August 2018
Fund Project: Project supported by the Fund of PLAʼs Equipment Development Department

Figures(4)

We tried combining dodecahydrodecaborane anion (B₁₂H₁₂^2-) with aminotetrazole cation into a series of new borohydrino-tetrazolium salt as a kind of energetic materials. Firstly, by using 1-or 2-5-aminotetrazole (5-ATZ) as the raw material, dialkylated 5-aminotetrazolium iodide was synthesized via dialkylation reaction with methyl iodide and ethyl iodide. And then, the dialkylated 5-aminotetrazolium iodides was used to react with potassium dodecylhydrodecaborate in an aqueous solution by metathesis. Finally, eleven novel bis(dialkyl-5-aminotetrazolium) dodecahydrododecaborates were synthesized. All of them were in yield of above 70%, and their chemical properties were stable under the conditions of purification and drying. These compounds have been characterized by FT-IR, ¹H NMR, ¹³C NMR, ¹¹B NMR, mass spectrometry, and elemental analysis. In inspecting their thermal properties using differential scanning calorimetry (DSC) and thermogravimetric analysis (TG) technologies, the results showed that eleven kinds of bis(dialkyl-5-aminotetrazolium) dodecahydrododecaborates have higher thermal stability and the thermal decomposition temperatures of them are mostly above 200℃. In molecular structures, their thermal stability decrease with the increase of the 4-position alkyl when the 1-position alkyl maintains the same. The rapid thermal decomposition of the five compounds, 1, 4-dimethyl, 1-methyl-4-ethyl, 1, 3-dimethyl, 1-methyl-3-ethyl, and 1-ethyl-3-methyl, occurred before the melting, and the rapid thermal decomposition of the other 6 compounds occurred after the crystals melting. These high-energetic compounds are of great importance in developing new high-performance propellants.
- dodecadodecaborate,
- tetrazolium,
- dialkyl-5-aminotetrazole,
- energetic material,
- synthesis,
- thermal property
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