Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Synthesis, Structure and Thermal Properties of Bifurazano[3,4-b:3',4'-f]furoxano[3'',4''-d]oxacyclohetpatriene (BFFO)

  • Zhou, Yanshui (Xi'an Modern Chemistry Research Institute) ;
  • Xu, Kangzhen (Department of Chemical Engineering, Northwest University) ;
  • Wang, Bozhou (Xi'an Modern Chemistry Research Institute) ;
  • Zhang, Hang (Department of Chemical Engineering, Northwest University) ;
  • Qiu, Qianqian (Department of Chemical Engineering, Northwest University) ;
  • Zhao, Fengqi (Xi'an Modern Chemistry Research Institute)
  • Received : 2012.06.26
  • Accepted : 2012.07.15
  • Published : 2012.10.20
Download PDF
⟨ Previous Next ⟩

Abstract

A novel energetic compound, bifurazano[3,4-b:3',4'-f]furoxano[3'',4''-d] oxacyclohetpatriene (BFFO), was synthesized through special etherification and its structure was determined by single crystal X-ray diffraction. The crystal of $BFFO{\cdot}H_2O$ is monoclinic, space group P2(1)/c with crystal parameters of a = $9.324(4){\AA}$, b = $9.727(4){\AA}$, c = $10.391(4){\AA}$, ${\beta}=106.305(6)^{\circ}$, V = $904.5(6){\AA}^3$, Z = 4, ${\mu}=0.17mm^{-1}$, F(000) = 512 and $D_c=1.866g\;cm^{-3}$. Spectroscopic properties and thermal behaviors of BFFO were studied. BFFO presents good detonation properties.

Keywords

References

  1. Kinney, R.; Harwood, H. J. J. Am. Chem. Soc. 1927, 49, 514. https://doi.org/10.1021/ja01401a029
  2. Olofson, R. A.; Michelman, J. S. J. Org. Chem. 1965, 30, 1854. https://doi.org/10.1021/jo01017a034
  3. Sheremetev, A. B.; Kulagina, V. O.; Ivanova, E. A. J. Org. Chem. 1996, 61, 1510. https://doi.org/10.1021/jo9514937
  4. Talawar, M. B.; Sivabalan, R.; Senthilkumar, N.; Prabhu, G.; Asthana, S. N. J. Hazard. Mater. 2004, 113, 11. https://doi.org/10.1016/j.jhazmat.2004.05.016
  5. Li, Z. X.; Tang, S. Q. Chin. J. Energ. Mater. 2006, 14, 77 (in Chinese).
  6. Zhang, X. G.; Zhu, H.; Zhang, W.; Zhang, J. Q.; Yang, S. Q. Chemical Propellants & Polymeric Materials 2005, 4, 1 (in Chinese).
  7. Williams, G. K.; Brill, T. B. Combust Flame 1998, 114, 569. https://doi.org/10.1016/S0010-2180(97)00330-1
  8. Sheremetev, A. B.; Aleksandrova, N. S.; Dmitrive, D. E.; Averkiev, B. B.; Antipinc, M. Y. J. Heterocycl. Chem. 2005, 42, 519. https://doi.org/10.1002/jhet.5570420408
  9. Sheremetev, A. B.; Ivanova, E. A.; Kulagina, V. O.; Averkiev, B. B.; Antipinc, M. Y. J. Heterocycl. Chem. 2005, 42, 803. https://doi.org/10.1002/jhet.5570420509
  10. Averkiev, B. B.; Timofeeva, T. V.; Sheremetev, A. B.; Shatunovab, E. V.; Antipinc, M. Y. Acta Crystallogr. C 2004, 60, 520. https://doi.org/10.1107/S010876810401451X
  11. Sheremetev, A. B.; Palysaeva, N. V.; Struchkova, M. I. Mendeoeev Commun. 2010, 20, 350. https://doi.org/10.1016/j.mencom.2010.11.017
  12. Shaposhnikov, S. D.; Perkatyi, A. Y.; Yankovsky, A. S.; Melnikova, S. F.; Tselinsky, I. V. New Trends in Research of Energetic Materials; Proceedings of the seminar, Pardubice, Czech Republic, 2007; 317.
  13. Sheremetev, A. B.; Kharitonova, O. V. Mendeoeev Commun. 1992, 2, 157. https://doi.org/10.1070/MC1992v002n04ABEH000183
  14. Zhou, S. Base of Explosion Chemistry; Beijing Institute of Technology Press: 2005 (in Chinese).
  15. Ou, Y. X. Explosives; Beijing Institute of Technology Press: 2006 (in Chinese).
  16. Ma, H. X.; Song, J. R.; Zhao, F. Q.; Hu, R. Z.; Xiao, H. M. J. Phys. Chem. A 2007, 111, 8642. https://doi.org/10.1021/jp073092o
  17. Chen, H. X.; Chen, S. S.; Li, L. J.; Jiao, Q. Z.; Wei, T. Y.; Jin, S. H. J. Hazard. Mater. 2010, 175, 569. https://doi.org/10.1016/j.jhazmat.2009.10.043

Cited by

  1. Synthesis and Characteristics of Bis(nitrofurazano)furazan (BNFF), an Insensitive Material with High Energy-Density vol.39, pp.6, 2014, https://doi.org/10.1002/prep.201400057
  2. A green high-initiation-power primary explosive: synthesis, 3D structure and energetic properties of dipotassium 3,4-bis(3-dinitromethylfurazan-4-oxy)furazan vol.5, pp.71, 2015, https://doi.org/10.1039/C5RA09822J
  3. A comparative study of two difurazanyl ethers vol.123, pp.2, 2016, https://doi.org/10.1007/s10973-015-5048-4
  4. Dissolution properties of potassium salt of bis(dinitromethyl)difurazanyl ether in N-methyl pyrrolidone and water vol.124, pp.3, 2016, https://doi.org/10.1007/s10973-016-5292-2
  5. Synthesis of Nitro, Dinitro, and Polynitroalkylamino Derivatives of Trifurazanoxide pp.0022152X, 2017, https://doi.org/10.1002/jhet.2920
  6. A New Synthetic Route for 3,3′-Bis(fluorodinitromethyl)difurazanyl Ether (FOF-13) and Its Energetic Properties vol.34, pp.1, 2016, https://doi.org/10.1080/07370652.2014.1001917
  7. -Oxides light up energetic performances: synthesis and characterization of dinitraminobisfuroxans and their salts vol.4, pp.23, 2016, https://doi.org/10.1039/C6TA03619H