Exploring Fluorous Affinity by Liquid Chromatography

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• 作者：Martina Catani ; Roberta Guzzinati ; Nicola Marchetti ; Luisa Pasti ; Alberto Cavazzini
• 刊名：Analytical Chemistry
• 出版年：2015
• 出版时间：July 7, 2015
• 年：2015
• 卷：87
• 期：13
• 页码：6854-6860
• 全文大小：339K
• ISSN：1520-6882

文摘

Terms such as 鈥渇luorous affinity鈥?and 鈥渇luorophilicity鈥?have been used to describe the unique partition and sorption properties often exhibited by highly fluorinated organic compounds, that is molecules rich in sp³ carbon鈥揻luorine bonds. In this work, we made use of a highly fluorinated stationary phase and a series of benzene derivatives to study the effect of one single perfluorinated carbon on the chromatographic behavior and adsorption properties of molecules. For this purpose, the adsorption equilibria of 伪,伪,伪-trifluorotoluene, toluene, and other alkylbenzenes have been studied by means of nonlinear chromatography in a variety of acetonitrile/water eluents. Our results reveal that one single perfluorinated carbon is already enough to induce a drastic change in the adsorption properties of molecules on the perfluorinated stationary phase. In particular, it has been found that adsorption is monolayer if the perfluoroalkyl carbon is present but that, when this unit is missing, molecules arrange as multilayer stack structures. These findings can contribute to the understanding of molecular mechanisms of fluorous affinity.