Citation: Wang Wanjun, Li Huan, Pan Renming, Zhu Weihua. Molecular Design and Property Prediction for a Series of 3, 3-Bis(difluoroamino)-1, 5-substituted-pentane Derivatized as Energetic Plasticizers[J]. Chinese Journal of Organic Chemistry, ;2019, 39(1): 170-176. doi: 10.6023/cjoc201808024 shu

Molecular Design and Property Prediction for a Series of 3, 3-Bis(difluoroamino)-1, 5-substituted-pentane Derivatized as Energetic Plasticizers

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

Corresponding author: Wang Wanjun, wangwj@sioc.ac.cn
Received Date: 20 August 2018
Revised Date: 22 October 2018
Available Online: 30 January 2018
Fund Project: Project supported by the National Natural Science Foundation of China (No. 51603103)the National Natural Science Foundation of China 51603103

Figures(7)

3, 3-Bis(difluoroamino)-1, 5-dinitratopentane was used as energetic plasticizer with improving energy properties and low glass transition temperature. To obtain more new difluoroamino energetic compounds with similar sturctures, a series of 3, 3-bis(difluoroamino)-1, 5-substituted-pentane derivatives were designed as candidates of novel energetic plasticizers. The heats of formation (HOFs), electronic structure, energy property and thermal stability were studied using density functional theory (DFT) method. The difluoroamino groups can increase energy gaps of electronic structure, density and detonation properties among the title compounds. Especially, 1, 3, 3, 5-tetra(difluoroamino)pentane (S₃) has given outstanding values of potential energetic plasticizer. Its crystal density (1.91 g/cm³), detonation velocity (9.01 km/s), detonation pressure (37.31 GPa) and impact sensitivity (h₅₀ 29.83 cm) are very close to those of cyclotetramethylenetetranitramine (HMX). Furthermore, S₃ can be synthesized via some mature processes in five steps.
- difluoroamino pentane,
- density functional theory,
- heats of formation,
- detonation properties,
- bond
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