含能增塑剂用系列3,3-二(二氟氨基)-1,5-取代戊烷衍生物的分子设计和性能预测
收稿日期: 2018-08-20
修回日期: 2018-10-22
网络出版日期: 2018-11-30
基金资助
国家自然科学基金（No.51603103）资助项目.
Molecular Design and Property Prediction for a Series of 3,3-Bis(difluoroamino)-1,5-substituted-pentane Derivatized as Energetic Plasticizers
Received date: 2018-08-20
Revised date: 2018-10-22
Online published: 2018-11-30
Supported by
Project supported by the National Natural Science Foundation of China (No. 51603103).
3，3-二（二氟氨基）-1，5-二硝酸酯基戊烷是一种高能低玻璃化转变温度的含能增塑剂.为了获得更多此类结构的新型二氟氨基含能化合物，设计了一系列3，3-二（二氟氨基）-1，5-取代戊烷衍生物作为新型含能增塑剂的候选品种.采用泛函密度理论（DFT）法研究了生成热、电子结构、能量特性和热稳定性.二氟氨基基团能增加标题化合物之间电子结构、密度和爆轰性质的能隙.特别是1，3，3，5-四（二氟氨基）戊烷（S3）具有作为潜在含能增塑剂的显著价值.其晶体密度（1.91 g/cm3）、爆速（9.01 km/s）、爆压（37.31 GPa）和冲击灵敏度（h50 29.83 cm）均与奥克托今（HMX）非常接近.此外，S3可以通过一些成熟的过程5步合成得到.
王万军 , 李欢 , 潘仁明 , 朱卫华 . 含能增塑剂用系列3,3-二(二氟氨基)-1,5-取代戊烷衍生物的分子设计和性能预测[J]. 有机化学, 2019 , 39(1) : 170 -176 . DOI: 10.6023/cjoc201808024
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.
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