Porous alumina-based fluorous liquid membranes: Dependence of transport on fluorous solvent

Yang, Yanhong; Vaidyanathan, Nithya; Weber, Stephen G.

doi:10.1016/j.jfluchem.2009.08.007

Cited by 5 publications

(4 citation statements)

References 39 publications

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“…Notably, the partitioning of fluorinated solutes into fluorous media is preferred even without specific interactions, due to weak van der Waals interactions per molecular contact area . This unique property renders fluorocarbons to be the basis of a distinctive platform for selective extraction and transport. , In many cases, covalent modification of reaction participants with fluorous tags facilitates product purification and catalyst recycling in synthetic chemistry. − Fluorous-supported liquid membranes have been recognized as promising platforms for sensors and separations. − As alternative fluorous media, perfluoropolymers attracted our attention given their potential value for selective transport. Dimensionally stable perfluoropolymers are promising matrices for membrane separations due to their low activation energy of diffusion and unique solubility/partitioning behavior .…”

Section: Introductionmentioning

confidence: 99%

“…[29][30][31][32] Fluorous-supported liquid membranes have been recognized as promising platforms for sensors and separations. [33][34][35][36] As alternative fluorous media, perfluoropolymers attracted our attention given their potential value for selective transport. Dimensionally stable perfluoropolymers are promising matrices for membrane separations due to their low activation energy of diffusion and unique solubility/partitioning behavior.…”

Section: Introductionmentioning

confidence: 99%

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Properties and Transport Behavior of Perfluorotripentylamine (FC-70)-Doped Amorphous Teflon AF 2400 Films

2010

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Teflon AF 2400 films are known to imbibe solvents, making films in the presence of solvents less fluorous than they might otherwise be. Herein, we demonstrate that doping films with perfluorotripentylamine (Fluorinert FC-70) maintains the fluorous nature of Teflon AF 2400 and improves transport selectivity for fluorine-containing organic compounds. Density measurements on the FC-70-doped films reveal that free volume decreases dramatically as the dopant concentration increases (0-12 wt %) and then increases to approach that of pure FC-70. Remarkably, films from 0 to 12 wt % FC-70 have the same w/v concentration of Teflon AF 2400, indicating that FC-70 fills the free volume of Teflon AF 2400. This is consistent with the observed increased storage modulus and significant decrease (compared to undoped films) of solute diffusion coefficients in the same range of FC-70 concentrations. In contrast, FC-70 at concentrations greater than 12 wt % dilutes Teflon AF 2400, leading to a decrease of storage modulus and dramatic increase in solute diffusion coefficients. Sorption of chloroform decreases from 11.8 g of chloroform/100 g of film (pure Teflon film) to 3.8 g of chloroform/100 g of film (27 wt % FC-70-doped Teflon film), less than the solubility of chloroform in pure FC-70 (4.06 g of chloroform/100 g of FC-70). Solute partition coefficients from chloroform to FC-70-doped films generally decrease with increased dopant concentration. However, within a series of toluenes and nitrobenzenes, selectivity for F-containing solutes over analogous H-containing solutes increases as dopant concentration increases if the substitution is on the aromatic ring but not if it is on the methyl group (toluene). Transport (partitioning × diffusion) rates, as they involve both thermodynamic and kinetic factors, are not simply related to composition.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Properties and Transport Behavior of Perfluorotripentylamine (FC-70)-Doped Amorphous Teflon AF 2400 Films

2010

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“…7 A variety of such compounds have been developed and are used in many application fields, such as the electronics industry, aerospace engineering, medical sciences, the cosmetic industry and phase transfer catalysis. 1,[8][9][10][11][12] Besides their immiscibility with typical common oils, fluorous compounds benefit from a very high chemical inertness. These properties are also crucial for ion-selective electrodes (ISEs) [13][14][15][16] with fluorous sensing membranes, which have been developed recently.…”

Section: Introductionmentioning

confidence: 99%

Chemical stability and application of a fluorophilic tetraalkylphosphonium salt in fluorous membrane anion-selective electrodes

et al. 2010

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The highly fluorophilic phosphonium salt (R f8 (CH 2 ) 2 )(R f6 (CH 2 ) 2 ) 3 P + I À , 1, was used to provide cationic sites for anion-selective electrodes based on fluorous sensing membranes. The electrodes exhibited the theoretically expected ''Nernstian'' response slopes, and their selectivities for different anions were determined. For environmental analysis, the selective detection of perfluorooctanesulfonate and perfluorooctanoate is of particular interest. While previously reported electrodes based on a fluorophilic methyltriarylphosphonium salt suffered from OH À interference to the extent that OH À selectivities could not be determined, and general base catalysis caused decomposition of the phosphonium sites in the presence of weakly basic anions, electrode membranes based on 1 are much more robust. A loss of sensor response is only observed when the fluorous membranes doped with 1 are exposed to 0.1 M hydroxide solutions for 24 h. NMR and mass spectrometry show that the fluorophilic tetraalkylphosphonium cation of 1 decomposes under these extreme conditions to give two trialkylphosphine oxides and perfluoroalkylethanes. Interestingly, this decomposition is much slower than the base catalyzed exchange of the hydrogens in a position to the phosphonium center, which in the presence of D 2 O results in the quantitative formation of the octadeuterated tetraalkylphosphonium cation. While formation of a pentacoordinated transition state in the decomposition of 1 is likely, no pentavalent complexes of the phosphonium ion with OH À could be observed by NMR spectroscopy.

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“…Earlier studies suggest that the use of PFH as a surface modifier excipient leads to surface modification due to its low surface tension (11.91 N m −1 ). Furthermore, the material also displays desirable properties that assist in nanosphere solidification, transparency, and low miscibility with hydrogenated organic solvents . Hence, the combined use of PFH with inert gas (for gas/liquid interface) in microfluidic systems not only provides several opportunities to fabricate nanoscale particles but also has demonstrated biocompatibility.…”

Section: Introductionmentioning

confidence: 99%

Polymer nanospheres formed by a microfluidic technique with Evans blue dye

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2015

Polymers for Advanced Techs

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In this work, the V‐shaped microfluidic junction (VMJ) device technique with gas/liquid interface was used to prepare textured polymer nanospheres from bubble bursting for drug delivery. The polymer/dye solution, N2 gas, and a volatile liquid, perfluorohexane (PFH) were simultaneously fed using the tubes into the VMJ device. A high‐pressure injection of N2 gas into the VMJ interacts with PFH and ethanol leading to the preparation of a microbubble system. Once bubbles are ejected from the VMJ outlet, nanospheres calve from the parent bubble. The collection temperature and the N2 gas pressure play a key role in the mechanism by which nanospheres are formed. In addition, the volatile liquid, PFH, is described as a significant surface modifier. The influence of the N2 gas pressure, collection temperature, and the volatile liquid flow rates on nanospheres size distribution and surface roughness were investigated using scanning electron microscopy. The results revealed that the N2 gas pressure and collection temperature are crucial in tailoring the size distribution of the nanospheres and that the nanospheres textured with PFH had significantly rougher surface. Nanospheres coated with Evans blue dye were prepared, and those collected at high temperature exhibited a very different dye release profile compared with those collected at lower temperatures. Copyright © 2015 John Wiley & Sons, Ltd.

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Porous alumina-based fluorous liquid membranes: Dependence of transport on fluorous solvent

Cited by 5 publications

References 39 publications

Properties and Transport Behavior of Perfluorotripentylamine (FC-70)-Doped Amorphous Teflon AF 2400 Films

Properties and Transport Behavior of Perfluorotripentylamine (FC-70)-Doped Amorphous Teflon AF 2400 Films

Chemical stability and application of a fluorophilic tetraalkylphosphonium salt in fluorous membrane anion-selective electrodes

Polymer nanospheres formed by a microfluidic technique with Evans blue dye

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