DFT Studies on a Series of Nitramines Containing Pyridine Ring

REFERENCES

• Hiskey, M., D. Chavez, and l.N. Darren. Proceedings of 27th International Pyrotechnics Seminar USA, 2000, Colorado, pp. 3–14.
   Google Scholar
• Huynh, M.V., M.A. Hiskey, and E.L. Ernest. “Polyazido High-Nitrogen Compounds: Hydrazo- and Azo-1,3,5-triazine.” Angewandte Chemie International Edition 43 (2004): 4924–8.
   PubMed Web of Science ®Google Scholar
• Ali, A.N., S.F. Son, M.A. Hiskey, and D. Naud,. “Novel High Nitrogen Propellant Use in Solid Fuel Micropropulsion.” Journal of Propulsion and Power 20 (2004): 120–6.
   Web of Science ®Google Scholar
• Huang, M. and H.Z. Li. “Review on Synthesis of High-nitrogen Energetic Compounds.” Chinese Journal of Energy Materials 14 (2006): 457–62.
   Google Scholar
• Yang, S.H. Q., S.L. Xu, and Y.P. Lei. “Development on Nitrogen Heterocyclic Energetic Compounds.” Chinese Journal of Energy Materials 14 (2006): 475–84.
   Google Scholar
• Zhou, Y., X.P. Long, and X. Wang. “Development on High-Nitrogen Energetic Compounds.”Chinese Journal of Energy Materials 14 (2006): 315–20.
   Google Scholar
• Li, X.T., S.P. Pang, and Y.J. Luo. “New Advances in N-Oxidation of Nitrogen-Containing Heterocyclic Compounds.” Chinese Journal of Energy Materials 27 (2007): 1050–9.
   Google Scholar
• Hiskey, M., and D. Chavez. Insensitive High-Nitrogen Compound. NTIS No: DE220012776133, 2001.
   Google Scholar
• Wang, G.X., and H.M. Xiao. “Theoretical Studies on Densities, Detonation Velocities and Pressures and Electric Spark Sensitivities of Energetic Materials.” Acta Chimica Sinica 65 (2007): 517–24
   Web of Science ®Google Scholar
• Ritter, H., and H.H. Licht. “Synthesis and Reactions of Dinitrated Amino and Diaminopyridines.” Journal of Heterocyclic Chemistry 32 (1995): 585–90.
   Web of Science ®Google Scholar
• Hollins, R.A., L.M. Merwin, and R.A. Nissan. “Amnonitropyridines and their N-oxides.” Journal of Heterocyclic Chemistry 33 (1996): 895–904.
   Web of Science ®Google Scholar
• Ritter, H. and H.H. Licht. “2,4,6-Trinitropyridine and Related Compounds: Synthesis and Characterization.” Propellants. Explosives Pyrotechnics 13 (1988): 25–9.
   Google Scholar
• Cheng, J. and Q.Z. Yao. “Novel Synthesis of 2,6-Diamino-3,5-dinitropyridine-1-oxide.” Chinese Journal of Energy Materials 28 (2008): 1943–47.
   Google Scholar
• Chavez, D.E., M.A. Hiskey, and R.D. Gilardi. “3,3’-Azo-bis(6-amino-1,2,4,5-tetrazine): a Novel High-Nitrogen Energetic Material.” Angewandte Chemie International Edition. 39 (2000): 1791–93.
   PubMed Web of Science ®Google Scholar
• Turker, L. and T. Atalar, “Quantum Chemical Study on 5-nitro-2,4-dihydro 3H-1,2,4-triazol-3-one (NTO) and Some of its Constitutional Isomers.” Journal of Hazardous Materials 137 (2006): 1333–44.
   PubMed Web of Science ®Google Scholar
• Johnson, M.A. and T.N. Truong. “Importance of Polarization in Simulations of Condensed Phase Energetic Materials.” J. Phy. Chem. B. 103 (1999) 9392–9393.
   Web of Science ®Google Scholar
• Zeman, S., W.A. Trcinski, and R.A. Matyas. “DFT Study on Nitrotriazines.” Journal of Hazardous Materials 154 (2008): 192–8.
   PubMed Web of Science ®Google Scholar
• Turker, L. “Structure-Impact Sensitivity Relation of Certain Explosive Compounds.” Journal of Engineering Materials 27 (2009): 94–109.
   Web of Science ®Google Scholar
• Turker, L., T. Atalar, S. Gumus, and Y.C. amur, “A DFT Studies on Tetrazines.” Journal of Hazardous Materials 167 (2009): 440–8.
   PubMed Web of Science ®Google Scholar
• Fried, L.E., M.R. Manaa, P.F. Pagoria, and R.L. Simpson. “Design and Synthesis of energetic Materials.” Annual Review of Materials Research 31 (2001): 291–321.
   Web of Science ®Google Scholar
• Liu, H., H.C. Du, G.X. Wang, and X.D. Gong. “Theoretical Studies on the Structures, Densities, Detonation Properties and Pyrolysis Mechanism of Energetic Compounds Containing Pyridine ring.” Structural Chemistry 23 (2012): 479–86.
   Web of Science ®Google Scholar
• Liu, H., H.C. Du, G.X. Wang, Y. Liu, and X.D. Gong. “Molecular Design of New Nitramine Explosives:1,3,5,7-tetranitro-8-(nitromethyl)-4-imidazolino[4,5-b]4-imidazolino-[4,5-e]pyridine and its N-oxide.” Journal of Molecular Modeling 18 (2012): 1325–31.
   PubMed Web of Science ®Google Scholar
• Liu, H., F. Wang, G.X. Wang, and X.D. Gong. “Theoretical Investigations on the Crystal Structure, Density, Detonation Properties, and Sensitivity of the Derivatives of PYX.” Journal of Computtion Chemistry 33 (2012): 1790–6.
   PubMed Web of Science ®Google Scholar
• Liu, H., F. Wang, G.X. Wang, and X.D. Gong. “Theoretical Studies of -NH2 and -NO2 Substituted Dipyridines.” Journal of Molecular Modeling 18 (2012): 4639–47.
   PubMed Web of Science ®Google Scholar
• Liu, H., F. Wang, G.X. Wang, and X.D. Gong. “Theoretical studies on 2-(5-amino-3-nitro- 1,2,4-triazolyl) -3,5-dinitropyridine (PRAN) and its Derivatives.” Journal of Physical Organic Chemistry 26 (2013): 30–6.
   Web of Science ®Google Scholar
• Liu, H., F. Wang, G.X. Wang, and X.D. Gong. “Theoretical Studies on the Structures, Densities, Detonation Properties and Thermal Stability of 2,4,6-trinitropyridine N-oxide (TNPyO) and its Derivatives.” Molecular Simulation 39 (2013): 123–8.
   Web of Science ®Google Scholar
• Liu, H. and X.D. Gong, “Comparative Theoretical Studies of Substituted Bridged Bipyridines and their N-oxides.” Structural Chemistry 24 ( 2103): 471–80.
   Web of Science ®Google Scholar
• Qiu, L., H.M. Xiao, W.H. Zhu, X.H. Ju, and X.D. Gong. “Theoretical Study on the High Energy Density Compound Hexanitrohexaazatricyclotetradecanedifuroxan.” Chinese Journal of Chemistry 24 (2006): 1538–46.
   Web of Science ®Google Scholar
• Ghule, V.D., P.M. Jadhav, R.S. Patil, S. Radhakrishnan, and T. Soman. “Quantum-Chemical studies on Hexaazaisowurtzitanes.” The Journal of Physical Chemistry A 114 (2010): 498–503.
   PubMed Web of Science ®Google Scholar
• Talawar, M.B., R. Sivabalan, T. Mukundan, H. Muthurajan, A.K. Sikder, B.R. Gandhe, and A.S. Rao. “Environmentally Compatible Next Generation Green Energetic Materials (GEMs).” Journal of Hazardous Materials 161 (2009): 589–607.
   PubMed Web of Science ®Google Scholar
• Muller, J.E. G., F. Bardaji, and A. Polonius. “6-Nitro-1-deazapurine.” Acta Crystallographica E62 (2006): o223–o225.
   Google Scholar
• Lee, C., W. Yang, and R.G. Parr. “Development of the Colle–Salvetti correlation-energy Formula into a Functional of the Electron Density.” Physical Reviews B 37 (1988): 785–9.
   PubMed Web of Science ®Google Scholar
• Becke, A.D. “Density-Functional Thermochemistry. III. The Role of Exact Exchange.” The Journal of Chemical Physics 98 (1993): 5648–52.
   Web of Science ®Google Scholar
• Hariharan, P.C. and J.A. Pople. “The Influence of Polarization Functions on Molecular Orbital Hydrogenation Energies.” Theoretica Chimica Acta 28 (1973): 213–22.
   Google Scholar
• Xiao, H.M., X.J. Xu, and L. Qiu. Theoretical Design of High Energy Density Materials. (Beijing: Science Press, 2008).
   Google Scholar
• Chen, Z.X., J.M. Xiao, H.M. Xiao, and Y.N. Chiu. “Studies on Heats of Formation for Tetrazole Derivatives with Density Functional Theory B3LYP Method.” Journal of Physical Chemistry A 103 (1999): 8062–6.
   Web of Science ®Google Scholar
• Zhang, J. and H.M. Xiao. “Computational Studies on the Infrared Vibrational Spectra, Thermodynamic Properties, Detonation Properties and Pyrolysis Mechanism of Octanitrocubane.” Journal of Chemical Physics 116 (2002): 10674–83.
   Web of Science ®Google Scholar
• Xu, X.J., H.M. Xiao, X.H. Ju, X.D. Gong, and W.H. Zhu. “Computational Studies on Polynitrohexaazaadmantanes as Potential High Energy Density Materials (HEDMs).”Journal of Physical.Chemistry A 110 (2006): 5929–33.
   PubMed Web of Science ®Google Scholar
• Wang, G.X., X.D. Gong, Y. Liu, and H.M. Xiao. “Theoretical Studies on the Structures, Density, Detonation Properties, Pyrolysis Mechanisms and Impact Sensitivity of Nitro Derivatives of Phenols.” International Journal of Quantum Chemistry 110 (2010): 1691–1701.
   Web of Science ®Google Scholar
• Frisch, M.J., G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, V.G. Zakrzewski, J.A. Montgomery, Jr, R.E. Stratmann, J.C. Burant, S. Dapprich, J.M. Millam, A.D. Daniels, K.N. Kudin, M.C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G.A. Petersson, P.Y. Ayala, Q. Cui, K. Morokuma, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J. Cioslowski, J.V. Ortiz, A.G. Baboul, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, C. Gonzalez, M. Challacombe, P.M. W. Gill, B. Johnson, W. Chen, M.W. Wong, J.L. Andres, M. Head-Gordon, E.S. Replogle, and J.A. Pople, Gaussian 03, Revision C.02. (Wallingford, CT: Gaussian, 2004).
   Google Scholar
• Lide, D.R. CRC Handbook of Chemistry and Physics. (Boca Raton, FL: CRC Press, 2003).
   Google Scholar
• Curtiss, L.A., K. Raghavachari, P.C. Redfern, and J.A. Pople. “Assessment of Gaussian-2 and Density Functional Theories for the Computation of Enthalpies of Formation.”Journal of Chemical Physics 106 (1997): 1063–79.
   Web of Science ®Google Scholar
• Rice, B.M., S.V. Pai, and J. Hare. “Predicting Heats of Formation of Energetic Materials using Quantum Mechanical Calculations.” Combustion and Flame 118 (1999): 445–8.
   Web of Science ®Google Scholar
• Politzer, P., Y. Ma, P. Lane, and M.C. Concha. “Computational Prediction of Standard Gas, Liquid, and Solid-Phase Heats of Formation and Heats of Vaporization and Sublimation.” International Journal of Quantum Chemistry 105 (2005): 341–7.
   Web of Science ®Google Scholar
• Keshavarz, M.H. “A DFT Theoretical Study of Heats of Formation and Detonation Properties of Nitrogen-Rich Explosives.” Journal of Hazardous Materials 136 (2006): 145–50.
   PubMed Web of Science ®Google Scholar
• Byrd, E.F. C. and B.M. Rice. “Improved Prediction of Heats of Formation of Energetic Materials using Quantum Mechanical Calculations.” Journal of Physical Chemistry A 110 (2006): 1005–13.
   PubMed Web of Science ®Google Scholar
• Jaidann, M., S. Roy, H. Abou-Rachid, and L.S. Lussier. “A DFT Theoretical Study of Heats of Formation and Detonation Properties of Nitrogen-Rich Explosives.” Journal of Hazardous Materials 176 (2010): 165–73.
   PubMed Web of Science ®Google Scholar
• Politzer, P., J. Martinez, J.S. Murray, M.C. Concha, and A. Toro-Labbé. “A.Toro-Labbé, An Electrostatic Interaction Correction for Improved Crystal Density Prediction.” Molecular Physics 107 (2009): 2095–2101.
   Web of Science ®Google Scholar
• Gong, X.D. “Potden v.2.0,” Nanjing University of Science and Technology, Nanjing, 2007.
   Google Scholar
• Kamlet, M.J. and S.J. Jacobs. “Chemistry of Detonations. I. Simple method for calculating Detonation Properties of Carbon-Hydrogen-Nitrogen-Oxygen Explosives.” Journal of Chemical Physics 48 (1968): 23–35.
   Web of Science ®Google Scholar
• Zhang, X.H. and Z.H. Yun. Explosive Chemistry. (Beijing: National Defence Industry Press, 1989).
   Google Scholar
• Politzer, P., P. Lane, and J.S. Murray. “Computational Characterization of a Potential Energetic Compound: 1,3,5,7-tetranitro-2,4,6,8-tetraazacubane.” Central Europoean Journal of Energy Materials 8 (2011): 39–52.
   Web of Science ®Google Scholar
• Materials Studio 4.4, Accelrys Inc., San Diego, CA, 2008.
   Google Scholar
• Ceperley, D.M., and B. Alder. “Ground State of the Electron Gas by a Stochastic Method.” Journal of Physical Review Letters 45 (1980): 566–9.
   Web of Science ®Google Scholar
• Perdew, J.P. and A. Zunger. “Self-Interaction Correction to Density-Functional Approximations for Many-Electron Systems.” Physical Review B. 23 (1981): 5048–79.
   Web of Science ®Google Scholar
• Vanderbilt, D. “Soft Self-Consistent Pseudopotentials in a Generalized Eigenvalue Formalism.” Physical Review B 41 (1990): 7892–5.
   PubMed Web of Science ®Google Scholar
• Perdew, J.P. and A. Zunger. “Self-Interaction Correction to Density-Functional Approximations for Many-Electron Systems.” Physical Review B 23 (1981): 5048–79
   Web of Science ®Google Scholar
• Fischer, T.H. and J. Almlof. “General Methods for Geometry and Wave Function Optimization.”J. Phys. Chem. 96 (1992) 9768–9774.
   Web of Science ®Google Scholar
• Kresse, G. and J. Furthmuller. “Efficient Iterative Schemes for ab initio Total-Energy Calculations using a Plane-Wave Basis Set.”Physal Review B 54 (1996): 11169–82.
   PubMed Web of Science ®Google Scholar
• Pospíšil, M., P. Vávra, M.C. Concha, J.S. Murray, and P. Politzer. “A Possible Crystal Volume Factor in the Impact Sensitivities of Some Energetic Compounds.” Journal of Molecular Modeling 16 (2010): 895–901.
   PubMed Web of Science ®Google Scholar
• Rice, B.M. and J.J. Hare. “A Quantum Mechanical Investigation of the Relation between Impact Sensitivity and the Charge Distribution in Energetic Molecules.” Journal of Physical Chemistry A 106 (2002): 177–83.
   Web of Science ®Google Scholar
• Zhu, W.H. and H.M. Xiao. “Ab initio Study of Electronic Structure and Optical Properties of Heavy-Metal Azides: TlN3, AgN3, and CuN3.”Journal of Computational Chemistry 29 (2008): 176–84.
   PubMed Web of Science ®Google Scholar
• Luty, T., P. Ordon, and C.J. Eckhardt, “A Model for Mechanochemical Transformations: Applications to Molecular Hardness, Instabilities, and Shock Initiation of Reaction.”Journal of Chemical Physics 117 (2002): 1775–85.
   Web of Science ®Google Scholar
• Liu, Y., X.D. Gong, L.J. Wang, and G.X. Wang, “Effect of Hydrostatic Compression on Structure and Properties of 2-diazo-4,6-dinitrophenol Crystal: Density Functional Theory Studies.” Journal of Physical Chemistry C 115 (2011): 11738–48.
   Web of Science ®Google Scholar
• Wang, F., H.C. Du, H. Liu, and X.D. Gong.”Density Functional Theory Study of High-Pressure Effect on Crystalline 4,4′,6,6′-tetra(azido)hydrazo-1,3,5-triazine.” Journal of Computational Chemistry 33 (2012): 1820–30.
   PubMed Web of Science ®Google Scholar
• Mujica, A., A. Rubio, A. Munoz, and R.J. Needs,”High-Pressure Phases of Group-IV, III–V, and II–VI Compounds.” Reviews of Modern Physics 75 (2003): 863–912.
   Web of Science ®Google Scholar