Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (5): 1362-1371.DOI: 10.6023/cjoc201812001 Previous Articles     Next Articles



王万军a,b, 李欢a, 潘仁明a, 朱卫华a   

  1. a 南京理工大学化工学院 南京 210094;
    b 中国科学院上海有机化学研究所 上海 200032
  • 收稿日期:2018-12-01 修回日期:2019-02-11 发布日期:2019-02-19
  • 通讯作者: 王万军
  • 基金资助:


Molecular Design of High Energy Density Materials with Bis(3,4,5-substituted-pyrazolyl)methane Derivatives

Wang Wanjuna,b, Li Huana, Pan Renminga, Zhu Weihuaa   

  1. a School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094;
    b Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032
  • Received:2018-12-01 Revised:2019-02-11 Published:2019-02-19
  • Contact: 10.6023/cjoc201812001
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 51603103).

A series of bis(3,4,5-substituted pyrazolyl)methane derivatives were designed as candidates of high energy density materials (HEDMs). The heats of formation (HOFs), electronic structure, energetic properties and thermal stabilities were studied using density functional theory (DFT) method. The difluoroamino groups could increase energy gaps of electronic structure, density and detonation properties among the title compounds. Bis[3,5-bis(difluoroamino)-4-nitropyrazolyl]methane (C2) had excellent properties of potential HEDM. Its crystal density (ρ, 2.11 g/cm3) and impact sensitivity (h50, 6.8 J) were even higher than those of hexanitrohexaazaisowurtzitane (CL-20), meanwhile its detonation velocity (D, 9.80 km/s) and detonation pressure (P, 46.62 GPa) were very close to CL-20.

Key words: bis(3,4,5-substituted pyrazolyl)methane derivatives, high energy density materials, density functional theory, heats of formation, detonation properties, bond dissociation energy