Modern Organic Chemistry Research
Decomposition Mechanisms of Nitrogen Rich Pyrotechnics, DHT, DIAT and DAAT
Download PDF (531.7 KB) PP. 105 - 111 Pub. Date: August 3, 2017
Author(s)
- Ayşegül Gümüş
Yuzuncu Yil University, Faculty of Science, Department of Chemistry, 65080, Van, Turkey - Rıdvan Uygur
Yuzuncu Yil University, Faculty of Science, Department of Chemistry, 65080, Van, Turkey - Selçuk Gümüş*
Yuzuncu Yil University, Faculty of Science, Department of Chemistry, 65080, Van, Turkey
Abstract
Keywords
References
[1] T. Brinck and K.D. Oyler, Green Primary Explosives, KTH Royal Institute of Technology, Sweden, 2014.
[2] L.E. Fried, M.R. Manaa, P.F. Pagoria, and R.L. Simpson, "Design and Synthesis of Energetic Materials," Annu. Rev. Mater. Res. vol. 31, pp. 291–321, 2001.
[3] L. Qiu, W.H. Zhu, J.J. Xiao, W. Zhu, H.M. Xiao, H. Huang, and J.S. Li, "Molecular dynamics simulations of trans-1,4,5,8-tetranitro-1,4,5,8–tetraazadecalin-based polymer-bonded explosives," J. Phys. Chem. B, vol. 111, pp. 1559–1566, 2007.
[4] X.J. Xu, W.H. Zhu, and H.M. Xiao, "DFT Studies on the Four Polymorphs of Crystalline CL-20 and the Influences of Hydrostatic Pressure on ε-CL-20 Crystal," J. Phys. Chem. B, vol. 111, pp. 2090–2097, 2007.
[5] L. Turker, and S. Varis, "A Review Of Polycyclic Aromatic Energetic Materials," Polycycl. Aromat. Compd. vol. 29, pp. 228–266, 2009.
[6] Y.H. Joo, and J. M. Shreeve, "Energetic mono-, di-, and tri-substituted nitroiminotetrazoles," Angew. Chem. Int. Ed. vol. 48, pp. 564–567, 2009.
[7] T. Wei, W.H. Zhu, X.W. Zhang, Y.F. Li, and H.M. Xiao, "Molecular design of 1,2,4,5-tetrazine-based high-energy density materials," J. Phys. Chem. A, vol. 113, pp. 9404–9412, 2009.
[8] M.B. Talawar, R. Sivabalan, T. Mukundan, H. Muthurajan, A.K. Sikder, B.R. Gandhe, and A.S. Rao, "Environmentally compatible next generation green energetic materials (GEMs)," J. Hazard. Mater. vol. 161, pp. 589–607, 2009.
[9] P. Ravi, G.M. Gore, S.P. Tewari, and A.K. Sikder, "Quantum chemical studies on the fused nitroazoles," J. Mol. Struct. (THEOCHEM) vol. 955, pp. 171–177, 2010.
[10] T.M. Klap?tke and G. Steinhauser, "“Green” Pyrotechnics: A Chemists' Challenge," Angew. Chem. Int. Ed. vol. 47, pp. 3330–3347, 2008.
[11] X.W. Zhang, W.H. Zhu, T. Wei, C.C. Zhang, and H.M. Xiao, "Densities, Heats of Formation, Energetic Properties, and Thermodynamics of Formation of Energetic Nitrogen-Rich Salts Containing Substituted Protonated and Methylated Tetrazole Cations: A Computational Study," J. Phys. Chem. C, vol. 114, pp. 13142–13152, 2010.
[12] T. Wei, J.J. Zhang, W.H. Zhu, X.W. Zhang, and H.M. Xiao, "A comparison of high-level theoretical methods to predict the heats of formation of azo compounds," J. Mol. Struct. (THEOCHEM) vol. 956, pp. 55–60, 2010.
[13] X.W. Zhang, W.H. Zhu, and H.M. Xiao, "Theoretical studies on heats of formation, detonation properties, and bond dissociation energies of monofurazan derivatives," Int. J. Quantum. Chem. vol. 110, pp. 1549–1558, 2010.
[14] W.H. Zhu, C.C. Zhang, T. Wei, and H.M. Xiao, "Theoretical studies of furoxan-based energetic nitrogen-rich compounds," Struct. Chem. vol. 22, pp. 149–159, 2011.
[15] T.M. Klap?tke, F.A. Martin, and J. Stierstorfer, "C2N14 - A new energetic and highly sensitive binary azidotetrazole," Angew. Chem. Int. Ed. vol. 50, pp. 4227–4229, 2011.
[16] P. Ravi, G.M. Gore, S.P. Tewari, and A.K. Sikder, "Quantum Chemical Studies On The Structure And Detonation Properties Of The Fused Polynitrodiazoles: New High Energy Density Molecules," Int. J. Quantum. Chem. vol. 111, pp. 4352–4362, 2011.
[17] W.H. Zhu, Q.L. Yan, J.S. Li, B.B. Cheng, Y.L. Shao, X.L. Xia, and H.M. Xiao, "Prediction of the properties and thermodynamics of formation for energetic nitrogen-rich salts composed of triaminoguanidinium cation and 5-nitroiminotetrazolate-based anions," J. Comput. Chem. vol. 33, pp. 1781–1789, 2012.
[18] T. Wei, J.Z. Wu, C.C. Zhang, W.H. Zhu, and H.M. Xiao, "Characterization of nitrogen-bridged 1,2,4,5-tetrazine-, furazan-, and 1H-tetrazole-based polyheterocyclic compounds: heats of formation, thermal stability, and detonation properties," J. Mol. Model. vol. 18, pp. 3467–3479, 2012.
[19] J. Neutz, O. Grosshardt, S. Schaufele, H. Schuppler, and W. Schweikert, "Synthesis, characterization and thermal behaviour of guanidinium-5-aminotetrazolate (GA)-a new nitrogen-rich compound," Propellants Explos. Pyrotech. vol. 28, pp. 181–188, 2003.
[20] J.A. Ciezak, and S.F. Trevino, "The inelastic neutron scattering spectra of 3-amino- 5-nitro-1,2,4-2H-triazole: experiment and DFT calculations," Chem. Phys. Lett. vol. 403, pp. 329–333, 2005.
[21] M.H.V. Huynh, M.A. Hiskey, C.J. Pollard, D.P. Montoya, E.L. Hartline, and R.D. Gilardi, "4,4’,6,6’-Tetra-substituted hydrazo- and azo-1,3,5-triazines," J. Energ. Mater. vol. 22, pp. 217–229, 2004.
[22] M.H.V. Huynh, M.A. Hiskey, D.E. Chavez, D.L. Naud, and R.D. Gilardi, "Synthesis, characterization, and energetic properties of diazido heteroaromatic high-nitrogen C–N compound," J. Am. Chem. Soc. vol. 127, pp. 12537–12543, 2005.
[23] K.E. Gutowski, R.D. Rogers, and D.A. Dixon, "Accurate thermochemical properties for energetic materials applications. II. Heats of formation of imidazolium-, 1,2,4-triazolium, and tetrazolium-based energetic salts from isodesmic and lattice energy calculations," J. Phys. Chem. B, vol. 111, pp. 4788–4800, 2007.
[24] M.B. Talawar, R. Sivabalan, N. Senthilkumar, G. Prabhu, and S.N. Asthana, "Synthesis, characterization and thermal studies on furazan- and tetrazine-based high energy materials," J. Hazard. Mater. vol. 113, pp. 11–25, 2004.
[25] T. Wei, W. Zhu, X. Zhang, Y. Li, and H. Xiu, "Molecular design of 1,2,4,5-tetrazine-based high-energy density materials," J Phys Chem A, vol. 113, pp. 9404–9412, 2009.
[26] H. J. Marcus, and A. Remanick, "The Reaction of Hydrazine with 3,6-Diamino-s-tetrazine," J. Org. Chem. vol. 28, pp. 2372–2375, 1963.
[27] J. C. Oxley, J. L. Smith, and H. Chen, "Thermal decomposition of high-nitrogen energetic compounds - Dihydrazido-S-tetrazine salts," Thermochimica Acta, vol. 384, pp. 91–99, 2002.
[28] V.P. Sinditskii, V.Yu. Egorshev, G.F. Rudakov, A.V. Burzhava, S.A. Filatov, and L.D. Sang, "Thermal behavior and combustion mechanism of high-nitrogen energetic materials DHT and BTATz," Thermochimica Acta, vol. 535, pp. 48–57, 2012.
[29] M. Friedrich, J. C. Gulvez-Ruiz, T. M. Klap?tke, P. Mayer, and B. Weber, J. J. Weigand, "BTA Copper Complexes," Inorg. Chem. vol. 44, pp. 8044 – 8052, 2005.
[30] Q. Wu, W. Zhu, and H. Xiao, "An ab initio molecular dynamics study of thermal decomposition of 3,6-di(azido)-1,2,4,5-tetrazine," Phys.Chem.Chem.Phys., vol. 16, pp. 21620–21628, 2014.
[31] Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A.; et al. Gaussian 09; Wallingford, CT, Gaussian Inc., 2009.
[32] D.E. Chavez, M.A. Hiskey, M.H. Huynh, D.L. Naud, S.F. Son, and B.C. Tappan, "The combustion properties of novel high-nitrogen energetic materials," J Pyrotechnics, vol. 23, pp. 70–80, 2006.