Citation: Wang Wanjun, Li Huan, Pan Renming, Zhu Weihua. Molecular Design of High Energy Density Materials with Bis(3, 4, 5-substituted-pyrazolyl)methane Derivatives[J]. Chinese Journal of Organic Chemistry, ;2019, 39(5): 1362-1371. doi: 10.6023/cjoc201812001 shu

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

Wang Wanjun ^a,b, ,
Li Huan ^a ,
Pan Renming ^a ,
Zhu Weihua ^a

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 Date: 1 December 2018
Revised Date: 11 February 2019
Available Online: 19 May 2019
Fund Project: Project supported by the National Natural Science Foundation of China (No. 51603103)the National Natural Science Foundation of China 51603103

Figures(6)

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.
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