Study on the Tetrazine's C-N Heterocyclic Derivatives

• Autorzy: Zhou Y. , Shu Y. , Long X. P. , Wang X. , Tian A.
• Języki publikacji: EN

Abstrakty

EN

31 tetrazine's C-N heterocyclic derivativesbhave been investigated by density functional theory. Their optimized geometry structures, electronic structures, conjugation, molecular total energiesand heatsof formation(HOF) were calculated at the B3LYP/6-311G(d,p) level. The results show that most of the species keep a planar structure and exist considerable conjugation over the whole molecule, whichbenhances the stability of these derivatives.There aregood linear relationshipamongthe molecular total energy, HOF and N atoms in these species. Our study shows most of the species have high HOFs and relative stabilities. The HOFof these compounds are between 571.2KJ/mol and 827.2KJ/mol, so theymay bbe potential candidatesfor energetic materials.

Słowa kluczowe

EN

tetrazine; C-N heterocycle; theoretical study; heat of formation

• Wydawca: Sieć Badawcza Łukasiewicz - Instytut Przemysłu Organicznego
• Czasopismo: Central European Journal of Energetic Materials
• Rocznik: 2007
• Tom: Vol. 4, nr 1-2
• Strony: 67--81
• Opis fizyczny: Bibliogr. 16 poz.

Twórcy

autor

Zhou Y.

autor

Shu Y.

autor

Long X. P.

autor

Wang X.

autor

Tian A.

• Institute of Chemical Materials, China Academy of Engineering Physics, Mianyang 621900, China,

Bibliografia

• [1] Sikder A. K., Sikder, A Review of Advanced High Performance, Insensitive and Thermally Stable Energetic Materials Emerging for Military and Space Applications, J. Hazard. Mater., 2004, A112(1-2), 1-15.
• [2] Feuer H., Nielsen A. T., Nitro Compounds; VCH, New York, Weinheim, Cambridge 1990.
• [3] Nielsen A. T., Nitrocarbons, VCH, New York, Weinheim, Cambridge 1995.
• [4] Kohler J., Meyer R., Explosivstoffe, 7th ed., Wiley-VCH, Weinheim 1991.
• [5] Zhang M.-X., Eaton R E., Gilardi R., Hepta- and Octanitrocubanes, Chem. Int. Ed, 2000, 39(2), 401-404.
• [6] Hammerl Anton, Klapotke Thomas M,, Schwerdtfeger P., Azolylpentazoles as High-Energy Materials: A Computational Study, Chem. Eur. J., 2003, 9, 5511 -5519.
• [7] Hammerl A., Klapo'tke T. M., Noth H. et al., Synthesis, Structure, Molecular Orbital and Valence Bond Calculations for Tetrazole Azide, CHN7, Propellants, Explos., Pyrotech., 2003,25(4), 165-173,
• [8] Parr R. G., Yang W., Density-functional Theory of Atoms and Molecules; Oxford University Press, New York 1989.
• [9] Becke A. D., Density-functional Thermochemistry. III. The Role of Exact Exchange, J. Chem. Phys., 1993, 98, 5648.
• [10] Lee C., Yang W., Parr R. G., Development of the Colle-Salvetti Correlation-energy Formula into a Functional of the Electron Density, Phys. ReV. B., 1988, 37(2), 785-789.
• [11] Carpenter J. E., Weinhold F., Analysis of the Geometry of the Hydroxymethyl Radical by the "Different Hybrids for Different Spins" Natural Bond Orbital Procedure,J. Mol. Struct. (THEOCHEM), 1988,169, 41-62.
• [12] Reed A. E., CurtissL. A., Weinhold F., Intermolecular Interactions from a Natural Bond Orbital, Donor-acceptor Viewpoint, Chem. ReV., 1988, 88(6), 899-926.
• [13] Foster J. P., Weinhold F., Natural Hybrid Orbitals, J. Am. Chem. Soc., 1980, 102, 7211-7218.
• [14] Reed A. E., Weinstock R. B., Weinhold F., Natural Population Analysis, J. Chem. Phys., 1985,53(2), 735-746.
• [15] Frisch M. J., Trucks G. W., Schlegel H. B., Scuseria G. E., Robb M. A., Cheeseman J. R., Zakrzewski V. G., Montgomery J. A. Jr., Stratmann R. E., Burant J. C., Dapprich S., Millam J. M., Daniels A. D., Kudin K. N., Strain M. C., Farkas O., Tomasi J., Barone V., Cossi M., Cammi R., Mennucci B., Pomelli C., Adamo C., Clifford S.,Ochterski J., Petersson G. A., Ayala P. V., Cui Q., MorokumaK., Malick D. K., Rabuck A. D., Raghavachari K., Foresman J. B., Cioslowski J., Ortiz J. V, Stefanov B. B., Liu G., Liashenko A., Piskorz P, Komaromil., Gomperts R., Martin R. L., Fox D. J., Keith T., Al-Laham M, A., Peng C. Y., Nanayakkara A., Gonzalez C., Challacombe M., Gill P. m.W., Johnson B., Chen W., Wong M. W., Andres J. L., Gonzalez C., Head-Gordon M., Replogle E. S., Pople J. A., Gaussian 98 Revision A. 11, Gaussian Inc.: Pittsburgh PA2001.
• [16] Lias S. G., Libman J. F, Levine R. D., J. Phys.Chem. Ref. Data. 1984,13, 695.