title: 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.
abstract: Two new nitramine compounds containing pyridine, 1,3,5,7-tetranitro-8-(nitromethyl) -4-imidazolino[4,5-b]4-imidazolino-[4,5-e]pyridine and its N-oxide 1,3,5,7-tetranitro-8- (nitromethyl)-4-imidazolino[4,5-b]4-imidazolino-[4,5-e]pyridine-4-ol were proposed. Density functional theory (DFT) has been employed to study the molecular geometries, electronic structures, infrared spectra, and thermodynamic properties at the B3LYP/6-31G* level. Their detonation performances evaluated using the Kamlet-Jacobs equations with the calculated densities and heats of formation are superior to those of HMX. The predicted densities of them were ca. 2 g cm(-3), detonation velocities were over 9 km s(-1), and detonation pressures were about 40 GPa, showing that they may be potential candidates of high energy density materials (HEDMs). The natural bond orbital analysis indicated that N-NO(2) bond is the trigger bond during thermolysis process. The stability of the title compounds is slightly lower than that of 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12- hexaazaisowurtzitane (CL-20). The results of this study may provide basic information for the molecular design of new HEDMs.
authors: Department of Chemistry, Nanjing University of Science and Technology, Nanjing 210094, China. lhgbx@yahoo.com.cn
authors: Hui
authors: H
authors: Liu
authors: Hongchen
authors: H
authors: Du
authors: Guixiang
authors: G
authors: Wang
authors: Yan
authors: Y
authors: Liu
authors: Xuedong
authors: X
authors: Gong
mesh_terms: D000814:Aniline Compounds / Q000737:chemistry*; D003497:Cyclic N-Oxides / Q000138:chemical synthesis / Q000737:chemistry*; D053834:Explosive Agents / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D009578:Nitrobenzenes / Q000737:chemistry*; D009593:Nitroimidazoles / Q000138:chemical synthesis / Q000737:chemistry*; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry*; D013816:Thermodynamics
chemical_list: D000814:Aniline Compounds; D003497:Cyclic N-Oxides; D053834:Explosive Agents; D009578:Nitrobenzenes; D009593:Nitroimidazoles; D011725:Pyridines; C015384:nitramine