Preparation and Thermal Decomposition Mechanism of 1,4-Diamino-3,6-dinitropyrazolo[4,3-c]pyrazole

被引：0

作者：

Li Y.-N. ^{[1
]}

Hu J.-J. ^{[1
]}

Chen T. ^{[1
]}

Zhang Y.-Y. ^{[1
]}

Wang B. ^{[1
]}

Chang P. ^{[1
]}

Wang B.-Z. ^{[1
]}

机构：

[1] Xi'an Modern Chemistry Research Institute, Xi'an

来源：

Hanneng Cailiao/Chinese Journal of Energetic Materials | 2019年 / 27卷 / 12期

关键词：

1,4-diamino-3,6-dinitropyrazolo[4,3-c]pyrazole(DADNP); Energetic materials; Synthesis; Thermal decomposition mechanism;

D O I：

10.11943/CJEM2018344

中图分类号：

学科分类号：

摘要：

1,4-Diamino-3,6-dinitropyrazolo[4,3-c]pyrazole(DADNP) was synthesized by N-amination reaction, and its structure was characterized by NMR, IR, MS and element analysis. The thermal decomposition kinetics and mechanism were studied by means of different heating rate differential scanning calorimetry(DSC), rapid-scan fourier transform infrared spectroscopy(RSFTIR) and thermogravimetry-mass spectrometer(TG-MS) coupling technique. The results show that the apparent activation energy and pre-exponential constant of the exothermic decomposition reaction of DADNP obtained by Kissinger method are 166.45 kJ•mol-1, 1016.53 s-1. The decomposition of DADNP includes two stages, which begins with the rupture of C─NO2 with subsequent loss of NO2 under electron impact and heating condition, respectively. In the first stage of decomposition, the rupture of one C─NO2 and one pyrazole ring in DADNP molecule with the release of NO2 and N2H2 occur under electron impact condition, whereas the homolysis of two C─NO2 bonds occur with the loss of two molecular NO2 under heating condition. © 2019, Editorial Board of Chinese Journal of Energetic Materials. All right reserved.

引用

页码：1025 / 1030

页数：5

共 23 条

[1] Singh R.P., Gao H.X., Meshri D.T., Et al., Nitrogen-rich heterocycles, Struct Bond, 125, pp. 35-83, (2007)
[2] Klapotke T.M., New nitrogen-rich high explosives, Struct Bond, 125, pp. 85-121, (2007)
[3] Hou K.H., Ma C.M., Liu Z.L., Synthesis, characterization and theoretical study of 2-azido-4-nitroimidazole based energetic salts, Chin Chem Lett, 25, 3, pp. 438-440, (2014)
[4] Wang Y.L., Zhao F.Q., Ji Y.P., Et al., Synthesis and thermal behaviors of 4-amino-3, 5-dinitro-1H-pyrazole, J Anal Appl Pyrol, 98, pp. 231-235, (2012)
[5] Klapotke T.M., Piercey D.G., 1, 1'-Azobis(tetrazole): a highly energetic nitrogen-rich compound with a N10 chain, Inorg Chem, 50, 7, pp. 2732-2734, (2011)
[6] Li Y.N., Zhang Z.Z., Zhou Y.S., Et al., Study on the synthesis, structure characterization and thermal performance of 3, 4-disubstituted furoxano derivatives, Acta Chimica Sinic, 69, 6, pp. 701-708, (2011)
[7] Li Y.C., Cai Q., Li S.H., Et al., 1, 1'-Azobis-1, 2, 3-triazole: a high-nitrogen compound with stable N8 structure and photochromism, J Am Chem Soc, 132, 35, pp. 12172-12173, (2010)
[8] Tang Y.X., Yang H.W., Wu B., Et al., Synthesis and characterization of a stable, catenated N11 energetic salt, Angew Chem Int Ed, 52, 1, pp. 1-4, (2013)
[9] Li Y.N., Zhang Z.Z., Ge Z.X., Et al., Study of furoxan derivatives for energetic applications, Chin J Chem, 31, 4, pp. 520-524, (2013)
[10] Thottempudi V., Gao H.X., Shreeve J.M., Trinitromethyl-substituted 5-nitro- or 3-azo-1, 2, 4-triazoles: synthesis, characterization, and energetic properties, J Am Chem Soc, 133, 16, pp. 6464-6471, (2011)

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