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Syntheses and Properties of Methoxy and Nitrile Functionalized Imidazolium Tris(pentafluoroethyl)trifluorophosphate Ionic Liquids
Journal of Chemical & Engineering Data ( IF 2.6 ) Pub Date : 2018-03-02 00:00:00 , DOI: 10.1021/acs.jced.7b00281
Julius Kim A. Tiongson 1 , Dwight Angelo V. Bruzon 2, 3 , Giovanni A. Tapang 3 , Imee Su Martinez 1, 2
Affiliation  

An alternative and more benign method was employed to synthesize tris(pentafluoroethyl)trifluorophosphate (FAP) ionic liquids (ILs). Ion exchange chromatography was used instead of the typical electrochemical fluorination developed by Ignat’ev and co-workers. The resulting procedure is simple and can be readily performed, as the use of corrosive hydrofluoric acid and the production of toxic and explosive byproducts were circumvented. Functionalization of the alkyl group of the imidazolium cation with a methoxy and a nitrile moiety was employed to observe changes in properties. The success of the synthesis was confirmed by 1H, 19F, and 31P NMR, IR, and UV–vis spectroscopy techniques. Quantitative product yields of approximately 80% (w/w) were obtained. The water content and viscosity values of the synthesized FAP-based ILs were found to be lower compared to other fluorine-containing ionic liquids. Thermal analyses resulted in high thermal degradation temperatures greater than 573.15 K. Electrochemical analyses showed potential windows of values greater than 5.0 V, indicating electrochemical stability. On the basis of the basic properties observed, the FAP-based ILs synthesized in this study may be useful as gas absorbents, electrolytes, and other applications, especially those involving extended temperature ranges.

中文翻译:

甲氧基和腈官能化的咪唑三(五氟乙基)三氟磷酸盐离子液体的合成及性能

采用了另一种更温和的方法来合成三(五氟乙基)三氟磷酸盐(FAP)离子液体(ILs)。使用离子交换色谱法代替了Ignat'ev及其同事开发的典型的电化学氟化法。由于避免了使用腐蚀性氢氟酸以及避免产生有毒和爆炸性副产物的情况,因此所产生的过程非常简单且易于执行。咪唑阳离子的烷基具有甲氧基和腈部分的官能化用于观察性质的变化。1 H,19 F和31证实了合成的成功核磁共振,红外和紫外可见光谱技术。获得约80%(w / w)的定量产物产率。发现与其他含氟离子液体相比,合成的基于FAP的IL的水含量和粘度值更低。热分析导致较高的热降解温度大于573.15K。电化学分析显示电位窗口值大于5.0 V,表明电化学稳定性。根据观察到的基本特性,本研究中合成的基于FAP的ILs可用作气体吸收剂,电解质和其他应用,尤其是涉及扩展温度范围的那些。
更新日期:2018-03-02
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