Synthesis and Characterization of Fluorodinitrobenzenes with Tunable Melting Point: Potential Low Sensitive Energetic Plasticizer and Melt‐Cast Carrier†,Chinese Journal of Chemistry

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Synthesis and Characterization of Fluorodinitrobenzenes with Tunable Melting Point: Potential Low Sensitive Energetic Plasticizer and Melt‐Cast Carrier†
Chinese Journal of Chemistry ( IF 5.5 ) Pub Date : 2020-07-18 , DOI: 10.1002/cjoc.202000355
Yunlu Li _{1,

2,

3} , Peng Chen _{1,

2} , Yan Liu _{1,

2} , Ping Yin _{1,

2} , Chunlin He _{1,

2,

3} , Siping Pang ₁

Affiliation

In order to explore the effects of fluoro substituents on the energy and safety of energetic compounds, a series of fluorodinitrobenzenes including 1,3‐difluoro‐2,4‐dinitrobenzene (1), 1,5‐difluoro‐2,4‐dinitrobenzene (2), 1,2,3‐trifluoro‐4,6‐dinitrobenzne (3) and 1,3,5‐trifluoro‐2,4‐dinitrobenzene (4) were prepared. All the compounds were fully characterized. The structures of 2 and 3 were further confirmed by single crystal X‐ray diffraction analysis. The results show that these compounds exhibit comparable detonation properties (D = 6703‐6978 m·s^–1, and p = 21.3—23.7 GPa) to those of 2,4,6‐trinitrotoluene (TNT) due to the significantly increased density of fluorine introduced. Low sensitivity (IS > 40 J, and FS > 360 N) of these compounds along with different melting points make them potential candidates for different allocation. Among them, 1 and 4 with the melting point of 42.5 °C and 55.2 °C, respectively, show promise for application in the field of energetic plasticizer. Compounds 2 and 3 are potential low sensitive melt‐cast carrier due to their similar melting point and superior detonation performance to that of TNT.

中文翻译：

熔点可调的氟二硝基苯的合成与表征：潜在的低灵敏度高能增塑剂和熔体熔体载体†

为了探索氟取代基对高能化合物的能量和安全性的影响，一系列的氟二硝基苯包括1,3-二氟-2,4-二硝基苯（1），1,5-二氟-2-2,4-二硝基苯（2），制备了1,2,3-三氟-4,6-二硝基苯（3）和1,3,5-三氟-2,4-二硝基苯（4）。所有化合物均已充分表征。2和3的结构通过单晶X射线衍射分析进一步确定。结果表明，这些化合物具有可比的爆炸性能（D = 6703-6978 m·s ^–1，p= 21.3-23.7 GPa），因为引入的氟的密度显着增加。这些化合物的低灵敏度（IS> 40 J，FS> 360 N）以及不同的熔点使其成为潜在的候选物，可用于不同的分配。其中，熔点分别为42.5°C和55.2°C的1和4具有在高能增塑剂领域中应用的前景。化合物2和3具有潜在的低敏熔铸载体，因为它们的熔点和爆炸性能与TNT相似，且爆炸性强。

更新日期：2020-07-18

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