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Synthesis, Characterization and Quantum Chemisitry Study of an Energetic Tetraaza Macrocyclic Compound(TFFA)
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(Xi′an Modern Chemistry Research Institute, Xi′an 710065, China)

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    Abstract:

    An energetic tetraaza macrocyclic compound, tetrafurazano[3, 4-c:3′′, 4′′-g: 3′′′, 4′′′-k:3′′′′′, 4′′′′′-o] furoxano[3′, 4′-c:3′′′′, 4′′′′-m][1, 2, 9, 10]tetraazacyclohexadeoctylene(TFFA)was synthesized by oxidation reaction from 3, 4-bis(4′-aminofurazano-3′-yl)furoxan(DATF) and trichloroisocyanuric acid as starting materials with a yield of 52.3%.Its structure was characterized by 1H NMR, 13C NMR, FT-IR, MS and elemental analysis. The reaction mechanism of DATF oxidation by trichloroisocyanuric acid was preliminarily discussed. The thermal behavior of TFFA was studied by DSC and TG-DTG. The structure of TFFA was optimized by B3LYP method with 6-31G** basis set. On the basis of vibrational analysis, the relationship between the thermodynamics properties and temperatures was obtained. The detonation properties of TFFA were predicted by Kamlet-Jacobs formula. Results show that thermal decomposition peak temperature of TFFA is at 215.2 ℃, which demonstrates that TFFA possesses good thermal stability and the density, detonation velocity, detonation pressure and explosion heat are 1.86 g·cm-3, 8775 m·s-1, 38.92 GPa and 7015 kJ·kg-1, respectively.

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王锡杰,廉鹏,王伯周,等.四氮杂大环含能化合物(TFFA)合成、表征与量子化学研究[J].含能材料,2015,23(2):106-112.
WANG Xi-jie, LIAN Peng, WANG Bo-zhou, et al. Synthesis, Characterization and Quantum Chemisitry Study of an Energetic Tetraaza Macrocyclic Compound(TFFA)[J]. Chinese Journal of Energetic Materials,2015,23(2):106-112.

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History
  • Received:November 07,2013
  • Revised:May 16,2014
  • Adopted:May 20,2014
  • Online: February 09,2015
  • Published: February 12,2015