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

doi:10.6023/cjoc201812001

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

Articles

双(3,4,5-取代吡唑基)甲烷衍生物高能量密度材料的分子设计

王万军^a,b, 李欢^a, 潘仁明^a, 朱卫华^a

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 E-mail:wangwj@sioc.ac.cn
基金资助:
国家自然科学基金（No.51603103）资助项目.

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:2018-12-01 Revised:2019-02-11 Published:2019-02-19
Contact: 10.6023/cjoc201812001 E-mail:wangwj@sioc.ac.cn
Supported by:
Project supported by the National Natural Science Foundation of China (No. 51603103).

1. Molecular Design of High Energy Density Materials with Bis(3,4,5-substituted-pyrazolyl)methane Derivatives.PDF(1672KB)

Abstract

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

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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]. Chin. J. Org. Chem., 2019, 39(5): 1362-1371.

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双(3,4,5-取代吡唑基)甲烷衍生物高能量密度材料的分子设计

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

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