Computer Simulation of Thermal Decomposition Mechanism for Compounds with Nitroguanidine Fragment

• Autorzy: Bakhmatova E. A. , Korolev V. L. , Pivina T. S. , Porollo A. A.
• Języki publikacji: EN

Abstrakty

EN

The application efficiency of energetic compounds depends on the set of their characteristics. The most important of them is a thermal stability, which is connected with the thermal decomposition mechanism of compounds. Nitroguanidine and its analogs have been of interest as an example of energetic compounds. However, currently there is no general view for the thermolysis of nitroguanidine analogs. Having labile hydrogen atoms, theoretically, nitroguanidine and its analogs may exist in different tautomeric forms. Meanwhile, there are no experimental evidences if this or other tautomeric form domination during a decomposition process. In order to fill this gap, the simulation of mechanism of all nitroguanidine tautomers and 3-nitramine-1,2,4-triazole thermal decomposition was carried out. Subsequent evaluation of different tautomeric forms in terms of thermodynamic stability and activation energy for initial steps of their decomposition reactions has been conducted using DFT approach (B3LYP/6-31G*). Thermochemical preferences of some decomposition pathways have been determined.

Słowa kluczowe

EN

nitroguanidine; 1,2,4-triazole; simulation of mechanism; decomposition reaction

• Czasopismo: Central European Journal of Energetic Materials
• Rocznik: 2006
• Tom: Vol. 3, nr 4
• Strony: 3--12
• Opis fizyczny: Bibliogr. 13 poz.

Twórcy

autor

Bakhmatova E. A.

autor

Korolev V. L.

autor

Pivina T. S.

autor

Porollo A. A.

• Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, Moscow 119991, Russia,

Bibliografia

• [1] Porollo A. A., Lushnikov D. E., PivinaT. S.,IvshinV. P., Computer Representation and Generation of Possible Pathways for Thermal Decomposition Reactions of Organic Compounds, J. Mol. Struct. (TEOCHEM), 1997, 391, 117-124.
• [2] Porollo A. A., Lushnikov D. E., Pivina T. S., Ivshin V. P., Zefirov N. S., Computer Simulation of Thermal Decomposition Reactions of Alkyl Nitrates, Russian Chemical Bulletin, 1999,48, 1845-1857.
• [3] Porollo A. A., Petukhova T. V., Ivshin V. P., Pivina T. S., Lushnikov D. E., Azetidine and its mono-, di- and tri-nitro substituted derivatives: computer modeling of decomposition reactions, in: Proc.30th International Annual Conference of ICT, Karlsruhe, Germany, 1999, 15/1-3.
• [4] PivinaT. S., PorolloA. A., Petukhova T. V., Ivshin V. P., Basic scheme for computer simulation of decomposition reactions for energetic compounds, in: Proc. 5'h International Symposium on Special Topics in Chemical Propulsion (5-ISICP), Italy, 2000, 343-344.
• [5] Petukhova T. V, Porollo A. A., Korolev V. L., Ivshin V. P., SurikovaY. N., Pivina T. S., Computer Modeling of Decomposition Reactions for Varies Representatives of Nitroamines, in: Proc. 33rd International Annual Conference of ICT, Karlsruhe, Germany, 2002, 60/1-10.
• [6] Koch W., Holthausen M. C., A Chemists s Guide to Density Functional Theory, Wiley-VCH, Weinheim 2001, p. 300.
• [7] Clark T., Computational Chemistry (In Russian), Mir, Moscow 1990, p. 383.
• [8] Programme Complex «Gaussian-98» of the Computer Centre for Chemical Investigations, Russian Academy of Sciences.
• [9] Politzer P., Grice M. E., Seminario J. M., Density Funcyional Analysis of a Decomposition of 4-Nitro-l,2,3-Tnazole Throught the Evolution of N2, Int. J. Quant. Chem., 1997, 61, 389-392.
• [10] ManelisG. B., NazinG. M.,RubtsovYu. I., StruninV.A., Thermal Decomposition and Combustion of Explosives and Powders, Nauka, Moscow 1996, p. 223.
• [11] Davis T. L., Abrams A.-J. J., Urea series. Transformations of Nitroguanidine, Proc. Am. Acad. Arts ScL, 1926, 67, 437-457.
• [12] Bakhmatova E. A., Petukhova X V, Korolev V. L,, Pivina T. S., Ivshin V. P., Computer Simulation of Nitramine-l,2,4-Triazoles Decomposition Reactions, in: Proc. 8th Seminar "New Trends in Research of Energetic Materials", Pardubice, the Czech Republic, 2005, 130-137.
• [13] Gao A., Reingold A. L., Brill T. B,, Thermal Decomposition of Energetic Materials. 47. A Tiger Linkage Study of High-Nitrogen Content. Nitraminotetrazoles and Nitramino-l,2,4-triazoles, Propel/ants, Explos., Pyrotech., 1991,16(3), 97-104.