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Theoretical study on polynitro imidazo [4, 5-e] oxadiazolo [3, 4-b] pyrazine compounds

  • Peng Lian
  • Song Chen
  • Yao-xuan Zhang
  • Chao Kang
  • Xin-chen Fan
  • Wei-Peng Lai
Original Paper
  • 21 Downloads

Abstract

The B3PW91/6-31G** theoretical method was carried out to optimize the structure of 12 polynitro imidazo [4,5-e] oxadiazolo [3,4-b] pyrazine compounds (two structural type). The influence of nitro groups on the structure, oxygen balance, density, heat of formation, detonation performances, and charge were investigated. The results showed that the oxygen balance, density, heat of formation, detonation velocity, detonation pressure, and detonation heat increased with different relationships when the number of nitro groups increased. The contribution of the dinitroethylene group to energy was greater than that of the nitroimino group. On the whole, the sensitivity of all compounds increased with the number of -NO2 groups, and the second type of compound is more sensitive because of more nitro groups. The alkaline of the amine will decrease with the increasing number of -NO2 groups, and nitrification action will become more difficult.

Graphical abstract

Polynitro imidazo [4, 5-e] oxadiazolo [3, 4-b] pyrazine compoundsᅟ

Keywords

Polynitro imidazo [4,5-e] oxadiazolo [3,4-b] pyrazine Theoretical study Performance Structure Charge 

Notes

Acknowledgments

This study was supported by the National Natural Science Foundation of China (Nos. 21503160 and 21403162).

References

  1. 1.
    Fischer N, Fischer D, Klapötke TM, Piercey DG, Stierstorfer J (2012) J Mater Chem 22:20418CrossRefGoogle Scholar
  2. 2.
    Dippold AA, Klapötke TM (2013) J Am Chem Soc 135:9931CrossRefGoogle Scholar
  3. 3.
    Lin Q-H, Li Y-C, Qi C, Liu W, Wang Y, Pang S-P (2013) J Mater Chem A 1:6776CrossRefGoogle Scholar
  4. 4.
    Feng L-L, Cao D-L, Wang J-L, Liu P-H, Zhang N (2015) Chin J Energ Mater 23(4):376Google Scholar
  5. 5.
    Lu M-J (2000) Chin J Explos Propellants 23(1):23Google Scholar
  6. 6.
    Peng Z-J, Wan D-Z (1980) Acta Armamentarii 3:23Google Scholar
  7. 7.
    Willer RL, Moore DW (1985) J Org Chem 50(25):5123CrossRefGoogle Scholar
  8. 8.
    Liu Y-Z, Yu Z-Y, Yu J-Y (2008) Chin J Energ Mater 16(3):356Google Scholar
  9. 9.
    Tselinskii IV, Mel'nikova SF, Romanova TV (1997) Russ J Org Chem 33(11):1656Google Scholar
  10. 10.
    Huo H, Wang B-Z, Lian P, Lai W-P, Li H, Ge Z-X (2014) Chin J Energ Mater 22(2):274Google Scholar
  11. 11.
    Yu Z-Y, Chen B-H, Yu J-Y, Li W-J (2004) Chin J Energ Mater 12(1):34Google Scholar
  12. 12.
    Liang R, Yu Z-Y, Jiao G-L, Yu J-Y (2006) Chin J Energ Mater 14(4):262Google Scholar
  13. 13.
    Wilier RL (1983) Propellants Explos Pyrotechnics 8:65CrossRefGoogle Scholar
  14. 14.
    Dagley IJ, Flippenanderson JL (1994) Aust J Chem 47(11):2033CrossRefGoogle Scholar
  15. 15.
    Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson GA, Nakatsuji H, Caricato M, Li X, Hratchian HP, Izmaylov AF, Bloino J, Zheng G, Sonnenberg JL, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Vreven T, Montgomery Jr JA, Peralta JE, Ogliaro F, Bearpark M, Heyd JJ, Brothers E, Kudin KN, Staroverov VN, Kobayashi R, Normand J, Raghavachari K, Rendell A, Burant JC, Iyengar SS, Tomasi J, Cossi M, Rega N, Millam JM, Klene M, Knox JE, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Martin RL, Morokuma K, Zakrzewski VG, Voth GA, Salvador P, Dannenberg JJ, Dapprich S, Daniels AD, Farkas O, Foresman JB, Ortiz JV, Cioslowski J, Fox DJ (2009) Gaussian 09. Gaussian, Inc, WallingfordGoogle Scholar
  16. 16.
    Politzer P, Martinez J, Murray JS, Concha MC, Toro-Labbé A (2009) Mol Phys 107:2095CrossRefGoogle Scholar
  17. 17.
    Qiu L, Xiao HM, Gong XD, Ju XH, Zhu WH (2007) J Hazard Mater 141:280CrossRefGoogle Scholar
  18. 18.
    Rice BM, Hare JJ, Byrd EFC (2007) J Phys Chem A 111:10874CrossRefGoogle Scholar
  19. 19.
    Atkins PW (1982) Physical chemistry. Oxford University Press, OxfordGoogle Scholar
  20. 20.
    Politzer P, Ma YG, Lane P, Concha MC (2005) Inter J Quantum Chem 105:341CrossRefGoogle Scholar
  21. 21.
    Politzer P, Murray JS, Grice ME, Desalvo M, Edward M (1997) Mol Phys 91:923CrossRefGoogle Scholar
  22. 22.
    Kamlet MJ, Jacobs SJ (1968) J Chem Phys 48:23CrossRefGoogle Scholar
  23. 23.
    Wu X (1986) Proceedings of the 8th symposium (international) on detonation, Albuquerque, pp 796–804Google Scholar
  24. 24.
    Mader CL (1987) Technical report ISPBKW. Mader Consulting Co., HonoluluGoogle Scholar
  25. 25.
    Politzer P, Murray JS (2016) Propellants Explos Pyrotechnics 41:414CrossRefGoogle Scholar

Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2019

Authors and Affiliations

  1. 1.State Key Laboratory of Fluorine & Nitrogen ChemicalsXi’an Modern Chemistry Research InstituteXi’anChina

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