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2 Central European Journal of Energetic Materials

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Synthesis, Structure and Energetic Properties of a Catenated N6, Polynitro Compound: 1,1’-Azobis(3,5-dinitropyrazole)

Li Y.-N., Shu Y.-J., Wang Y.-L., Wang B.-Z., Zhang S.-Y., Bi F.-Q.

Central European Journal of Energetic Materials

2017

Vol. 14, no. 2

321--335

A nitrogen-rich, polynitro energetic compound with an N,N-azo linkage, 1,1’-azobis(3,5-dinitropyrazole) (ABDNP), has been synthesized by an oxidative coupling reaction of 1-amino-3,5-dinitropyrazole with different oxidizing agents. The target compound was characterized by IR spectroscopy, 1H and 13C nuclear magnetic resonance spectroscopy, elemental analysis, mass spectra, X-ray diffraction and differential scanning calorimetry (DSC). The DSC results show that 1,1’-azobis(3,5-dinitropyrazole) decomposes at a relatively high onset temperature (202.9 °C), which indicates that 1,1’-azobis(3,5-dinitropyrazole) has acceptable thermal stability. The energetic properties were obtained, with a measured density and heat of formation matched by theoretically computed values based on the B3LYP method.

Synthesis and Property of 1,4-Diamino-3,6- dinitropyrazolo[4,3-c]pyrazole and Its Derivatives

Li Y.-N., Wang B.-Z., Shu Y.-J., Zhang S.-Y., Lian P.

Central European Journal of Energetic Materials

2016

Vol. 13, no. 2

321--331

A synthetic procedure has been developed for the synthesis of 1,4-diamino- 3,6-dinitropyrazolo[4,3-c]pyrazole (DADNP) via N-amination reaction. Its derivatives, 4,4’-(triaz-1-ene-1,3-diyl)bis(1-amine-3,6-dinitropyrazolo[4,3-c] pyrazole) (TBADNP) and 1,4-dinitramino-3,6-dinitropyrazolo[4,3-c]pyrazole (DNADNP), were first designed and synthesized by the diazotization and nitrification of amino group, and their structures were characterized by IR, 1H NMR, 13C NMR, elementary analysis and MS. The thermal properties of target compounds were studied by means of differential scanning calorimetry (DSC) and thermogravimetry (TG). The thermal decomposition peak temperatures of DADNP, TBADNP and DNADNP are 227, 236 and 288 °C, respectively. Results show that the derivatives of 1,4-diamino-3,6-dinitropyrazolo[4,3-c]pyrazole have better thermal stability.