School of Chemical Engineering, Nanjing University of Science & Technology, Nanjing 210094, People's Republic of China.
J Mol Model. 2013 Aug;19(8):3403-10. doi: 10.1007/s00894-013-1869-x. Epub 2013 May 18.
The pyrazole-pyridine derivatives were optimized to obtain their molecular geometries and electronic structures at the DFT-B3LYP/6-31G(d,p) and DFT-B3P86/6-31G(d,p) levels. Molecular mechanics (MM) calculations were performed for the title compounds. Heats of formation (HOFs) were predicted through designed isodesmic reactions. Detonation performance was evaluated by using the Kamlet-Jacobs equations based on the calculated densities and heats of formation. The thermal stability of the title compounds was investigated via the bond dissociation energies (BDEs). The simulation results reveal that the compound with one pyrazole ring that is fully nitro-substituted performs similarly to the famous explosive HMX, and the compound with two pyrazole rings that are fully nitro-substituted outperforms HMX. According to the quantitative standard of energetics and stability as high energy density materials (HEDMs), the compound with two pyrazole rings that are fully nitro-substituted essentially satisfies this requirement.
将吡唑吡啶衍生物进行优化，以在 DFT-B3LYP/6-31G(d,p) 和 DFT-B3P86/6-31G(d,p) 水平上获得其分子几何形状和电子结构。对标题化合物进行分子力学（MM）计算。通过设计等电子反应预测生成热（HOFs）。根据计算得到的密度和生成热，利用 Kamlet-Jacobs 方程评估爆轰性能。通过键离解能（BDEs）研究标题化合物的热稳定性。模拟结果表明，一个吡唑环完全被硝基取代的化合物与著名的炸药 HMX 性能相似，而两个吡唑环完全被硝基取代的化合物则优于 HMX。根据高能密度材料（HEDM）的能量学和稳定性的定量标准，两个吡唑环完全被硝基取代的化合物基本上满足这一要求。
