Synthesis and Properties of 5-Methyl-4-nitro-1H-pyrazol-3-(2H)-one and its Energetic Ion Compounds

被引：0
作者：
Deng M.-C. [1 ]
Wang Y. [1 ]
Zhang W.-Q. [1 ]
Zhang Q.-H. [1 ]
机构：
[1] Institute of Chemical Materials, CAEP, Mianyang
来源：
Hanneng Cailiao/Chinese Journal of Energetic Materials | 2017年 / 25卷 / 08期
关键词：
5-methyl-4-nitro-1H-pyrazol-3-(2H)-one(MNPO); Energetic ion compounds; Single crystal structure; Synthesis;
D O I：
10.11943/j.issn.1006-9941.2017.08.005
中图分类号：
学科分类号：
摘要：
A new energetic compound 5-methyl-4-nitro-1H-pyrazol-3-(2H)-one (MNPO) was synthesized with total yield of 68%, using ethyl 3-oxobutanoate as raw material. Corresponding ion salts were prepared via. metathesis reaction and neutralization reaction by the reactions of MNPO with a series of high nitrogen cation. Their structures were characterized by single-crystal X-ray diffraction, Fourier transform infrared(FT-IR) spectroscopy, nuclear magnetic resonance(1H NMR, 13C NMR)spectrometry, elemental analyses and other means. Their thermal decomposition temperatures were measured by thermogravimetry(TG) and differential scanning calorimetry(DSC). Their detonation performances were calculated with Explo5 v6.02 software. Results show that the crystal of MNPO belongs to orthorhombic system, and its space group is Pbca with crstal parameters of a=71495(18) nm, b=1.1639(3) nm, c=1.3834(3) nm, V=1.1512(5) nm3 and Z=8. For energetic ion salts of MNPO with densities of 1.62-1.74 g·cm-3, their decomposition temperatures are in the range of 181-272℃, theoretical detonation velocities are greater than 7000 m·s-1 and detonation pressures are greater than 15 GPa. The measured impact and friction sensitivities are low, in which, the impact sensitivity of ammonium salt of MNPO is 28 J and the friction sensitivity 240 N. © 2017, Editorial Board of Chinese Journal of Energetic Materials. All right reserved.
引用
收藏
页码：646 / 650
页数：4
相关论文
共 13 条
  • [1] Tian J.-J., Zhang Q.-H., Li J.-S., Recent advances in energetic molecule synthesis, Chinese Journal of Energetic Materials(Hanneng Cailiao), 24, 1, pp. 1-9, (2016)
  • [2] Lee K.Y., 3-Nitro-1,2,4-triazole-5-one, a less sensitive explosive, Journal of Energetic Materials, 5, 1, pp. 27-33, (1987)
  • [3] Lee K.Y., 3-Nitro-1,2,4-triazole-5-one, a less sensitive explosive, (1988)
  • [4] Veera M.B., Dabir S.V., Tusha K.G., Damavarapu R., 2,4,6-Triamino-1,3,5-trinitrobenzene (TATB) and TATB-based formulations-a review, Journal of Hazardous Materials, 181, 1, pp. 1-8, (2010)
  • [5] Nadezhda B., Kristin K.A., Alan P., Energetic Materials: α-NTO Crystallizes as a fourcomponent triclinic Twin, Acta Crystallographica Section B: Structural Science, B61, pp. 577-584, (2005)
  • [6] Bi F.-Q., Fan X.-Z., Xu C., Et al., Review on insentive non-metallic energetic ionic compounds of tetrazolate anions, Chinese Journal of Energetic Materials(Hanneng Cailiao), 20, 6, pp. 805-811, (2012)
  • [7] Zhao X.X., Li S.H., Wang Y., Et al., Design and synthesis energetic materials towards high density and positive oxygen balance by N-dinitromethyl functionalization of nitroazoles, Journal of Materials Chemistry A, 4, 15, pp. 5495-5504, (2016)
  • [8] Donald H., Brooke J., David T., Et al., Lattice potential energy estimation for complex ionic salts from density measurements, Inorganic Chemistry, 41, 9, pp. 2364-2367, (2002)
  • [9] Dorofeeva O.V., Ryzhova O.N., Suntsova M.A., Accurate prediction of enthalpies of formation of organic azides by combining G4 theory calculations with an isodesmic reaction scheme, The Journal of Physical Chemistry A, 117, 31, pp. 6835-6845, (2013)
  • [10] Head M., Pople J.A., MP2 energy evaluation by direct methods, Chemical Physics Letters, 153, 6, pp. 503-506, (1988)
12