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Acta Chimica Sinica >

2012 , Vol. 0 >Issue 04: 471 - 478

DOI: https://doi.org/10.6023/A1106081

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Synthesis, Crystal Structure and Thermal Analysis of Two New Energetic Compounds (AIM)NO3 and (AIM)(HTNR)稨2O

  • Tang Zhan ,
  • Yang Li ,
  • Qiao Xiaojing ,
  • Zhang Tonglai ,
  • Zhang Jianguo ,
  • Liang Yanhui
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  • State Key Laboratory of Explosion Science and Technology, Beijing Institute of Technology, Beijing 100081

Received date: 2011-06-08

  Revised date: 2011-09-08

  Online published: 2011-11-01

Supported by

Project supported by the Foundation of State Key Laboratory of Explosion Science and Technology (Beijing Institute of Technology) of China (No. ZDKT10-01b, ZDKT08-01), Program for New Century Excellent Talents in University (No. NCET-10-0051).

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Abstract

Two new energetic compounds (AIM)NO3 and (AIM)(HTNR)·H2O have been prepared directly by reacting 2-azidoimidazolium with HNO3 and 2,4,6-trinitroresorcinol (TNR). Single crystals suitable for X-ray measurement were obtained. The compounds were characterized by elemental analysis, fourier transform infrared (FTIR) spectra, single crystal X-ray diffraction, differential scanning calorimetry (DSC), and thermogravimetry-differential thermogravimetry (TG-DTG) analysis. (AIM)NO3 belongs to a monoclinic system with P21/c space group and cell parameters of a＝17.034(3) Å, b＝6.5214(13) Å, c＝13.095(3) Å, β＝111.78(3)°, V＝1350.8(5) nm3; Dc＝1.693 g/cm3. The compound is formed by AIM+ and NO3-, and belongs to an ionic compound. There are a lot of intramolecular and intermolecular hydrogen bonds existing in the compound, which makes the compound more stable. (AIM)(HTNR)·H2O belongs to a triclinic system with P1 space group and cell parameters of a＝6.4900(13) Å, b＝7.4286(15) Å, c＝15.401(3) Å, α＝101.57(3)°, β＝98.56(3)°, γ＝99.89(3)°, V＝703.6(2) Å3; Dc＝1.757 g/cm3. The compound is formed by AIM+ and HTNR-, and belongs to an ionic compound. Under nitrogen atmosphere with a heating rate of 10 ℃/min, the thermal decomposition of the title compounds show that there is only one exothermic process with released gas, respectively. Sensitivities of the title compounds have been studied and the result show that (AIM)NO3 has good flame sensitivity.

Key words： 2-azidoimidazolium; nitric acid; 2,4,6-trinitroresorcinol (TNR); crystal structure; thermal analysis; sensitivity

Cite this article

Tang Zhan , Yang Li , Qiao Xiaojing , Zhang Tonglai , Zhang Jianguo , Liang Yanhui . Synthesis, Crystal Structure and Thermal Analysis of Two New Energetic Compounds (AIM)NO3 and (AIM)(HTNR)稨2O[J]. Acta Chimica Sinica, 2012 , 0(04) : 471 -478 . DOI: 10.6023/A1106081

References

1 Jochen, K.; Stefan L. Propellants, Explos., Pyrotech. 2002, 27, 111.  

2 Hiskey, M. A.; Goldman, N.; Stine, J. R. J. Energ. Mater. 1998, 16, 119.  

3 Zhou, Y.; Long, X.-P.; Wang, X.; Shu, Y.-J.; Tian, A.-M. Chin. J. Energ. Mater. 2006, 14, 315 (in Chinese). (周阳, 龙新平, 王欣, 舒远杰, 田安明, 含能材料, 2006, 14, 315.)

4 Huynh, M. H. V.; Hiskey, M. A.; Pollard, C. J.; Montoya, D. P.; Hartline, E. L.; Gilardi, R. D. J. Energ. Mater. 2004, 22, 217.  

5 Neutz, J.; Grosshardt, O.; Schaufele, S.; Schweikert, W. Propellants, Explos., Pyrotech. 2003, 28, 181.  

6 Churakov, A. M.; Smirnov, O. Y.; Ioffe, S. L.; Strelenko, Y. A.; Tartakovsky, V. A. Eur. J. Org. Chem. 2002, 14, 2342.

7 Ali, A. N.; Son, S. F.; Hiskey, M. A.; Naud, D. L. J. Propul. Power 2004, 20, 120.  

8 Chavez, D.; Hiskey, M. A.; Naud, D. L. J. Pyrotech. 1999, 10, 17.

9 Zhang, J.-G.; Zhang, T.-L.; Lu, Z.; Yu, K.-B. Acta Chim. Sinica 1999, 57, 1233 (in Chinese). (张建国, 张同来, 陆政, 郁开北, 化学学报, 1999, 57, 1233.)

10 Zhang, T.-L.; Zhang, J.-G.; Zhang, Z.-G.; Yu, K.-B. Acta Chim. Sinica 2000, 58, 533 (in Chinese). (张同来, 张建国, 张志刚, 郁开北, 化学学报, 2000, 58, 533.)

11 Zhang, J.-G.; Zhang, T.-L. Acta Chim. Sinica 2000, 58, 1563 (in Chinese). (张建国, 张同来, 化学学报, 2000, 58, 1563.)

12 Ma, G.-X.; Zhang, T.-L.; Zhang, J.-G.; Yu, K.-B. Z. Anorg. Allg. Chem. 2004, 630, 423.  

13 Zhang, J.-P.; Lin, Y.-Y.; Zhang, W.-X.; Chen, X.-M. J. Am. Chem. Soc. 2005, 127, 14162.  

14 Huang, Y.; Gao, H.; Twamley, B.; Shreeve, J. M. Eur. J. Inorg. Chem. 2008, 16, 2560.

15 Galvez-Ruiz, J. C.; Holl, G.; Karaghiosoff, K.; Klap?tke, T. M.; Loehnwitz, K.; Mayer, P.; Noeth, H.; Polborn, K.; Rohbogner, C. J.; Suter, M.; Weigand, J. J. Inorg. Chem. 2005, 44, 4237.  

16 Hammerl, A.; Klap?tke, T. M.; Noth, H.; Warchhold, M.; Holl, G.; Kaiser, M.; Ticmanis, U. Inorg. Chem. 2001, 40, 3570.  

17 Klap?tke, T. M.; Mayer, P.; Schulz, A.; Weigand, J. J. Propellants, Explos., Pyrotech. 2004, 29, 325.  

18 Yang, S.-Q.; Xu, S.-L.; Lei, Y.-P. Chin. J. Energ. Mater. 2006, 14, 475 (in Chinese). (阳世清, 徐松林, 雷永鹏, 含能材料, 2006, 14, 475.)

19 Xue, H.; Gao, Y.; Twamley, B.; Shreeve, J. M. Chem. Mater. 2005, 17, 191.  

20 Singh, R. P.; Ga, H.; Meshri, D. T.; Shreeve, J. M. Struct. Bonding 2007, 125, 35.

21 Hammerl, A.; Klap?tke, T. M.; Mayer, P.; Weigand, J. J.; Holl, G. Propellants, Explos., Pyrotech. 2005, 30, 17.  

22 Cui, Y.; Zhang, T.-L.; Zhang, J.-G.; Yang, L.; Hu, X.-C.; Zhang, J. J. Mol. Struct. 2008, 889, 177.  

23 Jadhav, H. S.; Talawar, M. B.; Sivabalan, R.; Dhavale, D. D.; Asthana, S. N.; Krishnamurthy, V. N. J. Hazard. Mater. 2007, 143, 192.  

24 Gao, G.-P. Chin. J. Explos. Propellants 1999, 22, 63 (in Chinese). (高桂萍, 火炸药学报, 1999, 22, 63.)

25 Melendez, E.; Vilarrasa, Y. J. Anales de Quimica 1974, 70, 966.

26 Alcalde, E.; Claramunt, R. M. Tetrahedron Lett. 1975, 18, 1523.

27 Santiago, O.; Jaume, V. D. J. Heterocycl. Chem. 1978, 16, 685.

28 Hammerl, A.; Klap?tke, T. M. Inorg. Chem. 2002, 41, 906.  

29 Sheldrick, G. M. SHELXS 97, Program for the Solution of Crystal Structures, University of G?ttingen, 1990.  

30 Sheldrick, G. M. SHELXL 97, Program for Crystal Structure Refinement from Diffraction Data, University of G?ttingen, 1997.  

31 Liu, Z.-T.; Lao, Y.-L. Initiating Explosive Experimental, Press of Beijing Institute of Technology, Beijing, 1995, pp. 238～250 (in Chinese). (刘自汤, 劳允亮, 起爆药实验, 北京理工大学出版社, 北京, 1995, 238～250.)
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