Skip to main content
SpringerLink
Log in

Synthesis and Thermodynamic Properties of M2L[M=Li, Na; L=3,6-Bis(1H-1,2,3,4-tetrazol-5-yl-amino)-1,2,4,5-tetrazine]

  • Published:
Chemical Research in Chinese Universities Aims and scope

Abstract

Two novel energetic alkalic metal salts of 3,6-bis(1H-1,2,3,4-tetrazol-5-yl-amino)-1,2,4,5-tetrazine (BTATz), Li2(BTATz)·6H2O(compound 1) and Na2(BTATz)·2H2O(compound 2), have been synthesized by the reac-tion of BTATz with lithium hydroxide or sodium hydroxide in dimethylsulfoxide(DMSO) solution, respectively, and their structures were characterized by means of elemental analysis and Fourier transform infrared spectrometry(FTIR). Moreover, the single-crystal structure of compound 1 was determined by single crystal X-ray diffraction. It crystal-lizes in the monoclinic space group P1/c. Furthermore, their thermal decomposition behaviors were investigated by means of differential scanning calorimetry(DSC) and thermogravimetry-differential thermal gravimetry(TG-DTG). The results show that the exothermic decomposition peak temperatures for compounds 1 and 2 were 642.65 and 644.46 K, respectively, and the kinetic equations of the main exothermic decomposition were also derived from non-isothermal method. Additionally, the thermal safety of the two compounds was evaluated by calculating self-accelerating decomposition temperature(TSADT) and critical temperature of thermal explosion(Tb). The results(the TSADT and Tb values are 605.43 and 635.69 K for compound 1; 607.38 and 638.96 K for compound 2) reveal that the two compounds exhibit better thermal safety than BTATz.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Dippold A., Klapotke T. M., Martin F. A., Z. Anorg. Allg. Chem., 2011, 637, 1181

    Article  CAS  Google Scholar 

  2. Huang H. F., Zhou Z. M., Liang L. X., Song J. R., Wang K., Cao D., Bian C. M., Sun W. W., Xue M., Z. Anorg. Allg. Chem., 2012, 638, 392

    Article  CAS  Google Scholar 

  3. Myers T. W., Bjorgaard J. A., Brown K. E., Chavez D. E., Hanson S. K., Scharff R. J., Tretiak S., Veautheir J. M., J. Am. Chem. Soc., 2016, 138, 4685

    Article  CAS  Google Scholar 

  4. Ren Y. H., Li W., Zhang X. B., Zhao F. Q., Yi J. H., Ma H. X., Xu K. Z., Song J. R., Chin. J. Appl. Chem., 2013, 30, 1036

    CAS  Google Scholar 

  5. Zhang J. G., Liang Y. H., Feng J. L., Wang K., Zhang T. L., Zhang Z. N., Yang L., Z. Anorg. Allg. Chem., 2012, 638, 1212

    Article  CAS  Google Scholar 

  6. Yi J. H., Zhao F. Q., Ren Y. H., Wang B. Z., Zhou C., Ren X. N., Xu S. Y., Hao H. X., Hu R. Z., J. Therm. Anal. Calorium, 2011, 104, 1029

    Article  CAS  Google Scholar 

  7. Wang Y. L., Zhao F. Q., Xu K. Z., Ji Y. P., Yi J. H., Chen B., An T., Inorg. Chim. Acta, 2013, 405, 505

    Article  CAS  Google Scholar 

  8. Hickey M. A., Chavez D. E., Naud D., Preparation of 3,3′-Azobis(6-amino-1,2,4,5-tetrazine), US6342589P, 2002

    Google Scholar 

  9. Hickey M. A., Chavez D. E., Naud D., 3,6-Bis(1H-1,2,3,4-tetrazol- 5-ylamino)-1,2,4,5-tetrazine or Salt Thereof, US6657059P, 2003

    Google Scholar 

  10. Yue S. T., Yang S. Q., Chin. J. Energy. Mater., 2004, 12, 155

    CAS  Google Scholar 

  11. Wang B. Z., Lai W. P., Liu Q., Lian P., Xue Y. Q., Chin. J. Org. Chem., 2008, 28, 422

    Google Scholar 

  12. Saikia A., Sivabalan R., Polke B. G., Gore G. M., Singh A., Rao A. S., Sikder A. K., J. Hazard. Mater., 2009, 170, 306

    Article  CAS  Google Scholar 

  13. Zhang X. G., Zhu H., Yang S. Q., Zhang W., Zhao F. Q., Liu Z. R., Pan Q., Chin J. Prop. Technol., 2007, 28, 322

    Google Scholar 

  14. Li N., Zhao F. Q., Luo Y., Mao H. C., Xiao L. B., Gao H. X., An T., Hu R. Z., J. Solution Chem., 2014, 43, 1250

    Article  CAS  Google Scholar 

  15. Yi J. H., Zhao F. Q., Wang B. Z., An T., Wang Y., Gao H. X., J. Therm. Anal. Calor, 2014, 115, 1227

    Article  CAS  Google Scholar 

  16. Naud D., Hiskey M. A., Proc. Combust. Inst., 2000, 28, 919

    Article  Google Scholar 

  17. Hickey M. A., Chavez D. E., Naud D., Low-smoke Pyrotechnic Compositions, US 6312537P, 2001

    Google Scholar 

  18. Li S. W., Zhao F. Q., Yuan C., Luo Y., Gao Y., Chin. J. Solid Rocket Tech., 2002, 25, 36

    CAS  Google Scholar 

  19. Hickey M. A., Chavez D. E., Naud D., Propellant Containing 3,6-Bis(1H-1,2,3,4-tetrazol-5-yl-amino)-1,2,4,5-tetrazine or Salts Thereof, US6458227P, 2002

    Google Scholar 

  20. Wu B., Yang H. W., Tang Y. X., Wang Z. X., Lu C. X., Cheng G. B., J. Energ. Mater., 2015, 33, 180

    Article  CAS  Google Scholar 

  21. Ma C., Huang J., Ma H. X., Xu K. Z., Lv X. Q., Song J. R., Zhao N. N., He J. Y., Zhao Y. S., J. Mol. Struct., 2013, 1036, 521

    Article  CAS  Google Scholar 

  22. Zhou T. H., Wang X. H., Xu K. Z., Song J. R., Zhao F. Q., Inorg. Chim. Acta, 2016, 453, 149

    Article  CAS  Google Scholar 

  23. Guo J. J., Huang J., Song J. R., Miao K. H., Cao W. L., Chem. Res. Chinese Universities, 2016, 32(5), 812

    Article  CAS  Google Scholar 

  24. Wang Y. L., Zhao F. Q., Ji Y. P., Yi J. H., Wang W., Xu S. Y., An T., Pei Q., Chem. Res. Chinese Universities, 2014, 30(3), 468

    Article  Google Scholar 

  25. Wang S. W., Wu B. D., Yang L., Zhang T. L., Zhou Z. N., Zhang J. G., Chem. Res. Chinese Universities, 2012, 28(4), 585

    CAS  Google Scholar 

  26. Wang Y. L., Zhao F. Q., Ji Y. P., Pan Q., Yi J. H., An T., Wang W., Yu T., Lu X. M., J. Anal. Appl. Pyrol., 2012, 98, 231

    Article  CAS  Google Scholar 

  27. Jin X. H., Hu B. C., Liu Z. L., J. Braz. Chem. Soc., 2015, 26, 124

    CAS  Google Scholar 

  28. Li W., Ren Y. H., Zhao P. Q., Zhang X. B., Ma H. X., Yu K. Z., Wang B. Z., J. Functional Mater., 2013, 22, 3326

    Google Scholar 

  29. Yi J. H., Zhao F. Q., Wang B. Z., Liu Q., Zhou C., Hu R. Z., Xu S. Y., Zhang L. Y., Ren X. N., J. Hazard. Mater., 2010, 181, 432

    Article  CAS  Google Scholar 

  30. Zhang X. B., Ren Y. H., Li W., Zhao F. Q., Wang B. Z., Song J. R., Chem. Res. Chinese Universities, 2013, 29(4), 627

    Article  Google Scholar 

  31. Zhang X. B., Ren Y. H., Li W., Zhao F. Q., Yi J. H., Wang B. Z., Song J. R., J. Coord. Chem., 2013, 66, 2051

    Article  CAS  Google Scholar 

  32. Liu Q., Yang B., Yang J., Ren Y. H., Zhang X. B., Ma H. X., Xu K. Z., Zhao F. Q., Hu R. Z., J. Coord. Chem., 2017, 70, 2249

    Article  CAS  Google Scholar 

  33. Zhang X. B., Study of High Nitrogen TetrazineBTATz Metal Salts/complexes, Northwest Universities, Xi’an, 2013

    Google Scholar 

  34. Hu Y., Theoretical Study on the Interaction Between s-Tetrazine Compounds, Northwest Universities, Xi’an, 2010

    Google Scholar 

  35. Dolomanov O. V., Bourhis L. J., Gildea R. J., Howard J. A., Pusch-mann H., J. Appl. Cryst., 2009, 42, 339

    Article  CAS  Google Scholar 

  36. Sheldrick G. M., Acta Cryst., 2015, 71, 3

    Google Scholar 

  37. Zhao F. Q., Hu R. Z., Gao H. X., Ma H. X., New Development in hazardous Materials Research, Nova Science Publishers Inc., New York, 2006, 4

  38. Ren Y. H., Li D., Yi J. H., Zhao F. Q., Ma H. X., Xu K. Z., Song J. R., Bull. Korean Chem. Soc., 2010, 31, 1988

    Article  CAS  Google Scholar 

  39. Ma H. X., Song J. R., Zhao F. Q., Hu R. Z., Xiao H. M., J. Chem. Phys., 2007, 111, 8642

    Article  CAS  Google Scholar 

  40. Xu K. Z., Song J. R., Zhao F. Q., Chao Z. H., Ma H. X., Hu R. Z., Gao H. X., Huang J., Acta Chim. Sinica, 2007, 65, 2827

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Chemical Engineering, Northwest University, Xi’an, 710069, P. R. China

    Wenhui Zhang, Qing Liu, Yinghui Ren, Bin Yang, Xianbo Zhang, Chao Zhang & Haixia Ma

  2. Xi’an Modern Chemistry Research Institute, Xi’an, 710065, P. R. China

    Fengqi Zhao & Rongzu Hu

Authors
  1. Wenhui Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Qing Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yinghui Ren
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Bin Yang
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Xianbo Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Chao Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Haixia Ma
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. Fengqi Zhao
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. Rongzu Hu
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Yinghui Ren.

Additional information

Supported by the National Natural Science Foundation of China(Nos.21101127, 21673179) and the National Defense Pre-Research Foundation of China(No.9140A28020111BQ3401).

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Zhang, W., Liu, Q., Ren, Y. et al. Synthesis and Thermodynamic Properties of M2L[M=Li, Na; L=3,6-Bis(1H-1,2,3,4-tetrazol-5-yl-amino)-1,2,4,5-tetrazine]. Chem. Res. Chin. Univ. 34, 254–259 (2018). https://doi.org/10.1007/s40242-018-7294-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s40242-018-7294-z

Keywords

Search

Navigation