Recent advances in supported ionic liquid membrane technology

Novel processes based on supported liquid membranes have been proposed as effective methods for the selective separation of different chemical species in dilute streams, such as metal ions, organic compounds or biologically important compounds and gas mixtures. However, the industrial use of supported liquid membranes based on conventional liquids is limited by their relative instability and short lifetime. The use of ionic liquids as a liquid membrane phase could overcome these inconveniences due to their negligible vapour pressure and the possibility of minimizing their solubility in the surrounding phases by adequate selection of the cation and anion. The possibility of designing suitable ionic liquids for specific separation problems has also opened up new potential fields of industrial application of supported ionic liquid membranes. In this review an overview is given of recent advances in supported membranes based on ionic liquids, including issues such as methods of preparation, transport mechanisms, configurations, stability, fields of application and process intensification using supported ionic liquid membranes.

[1]  Collin R. Becker,et al.  Low Pressure Hydrocarbon Solubility in Room Temperature Ionic Liquids Containing Imidazolium Rings Interpreted Using Regular Solution Theory , 2005 .

[2]  David R. Luebke,et al.  Experimental investigation of the permeability and selectivity of supported ionic liquid membranes for CO2/He separation at temperatures up to 125 °C , 2007 .

[3]  F. Hernández‐Fernández,et al.  Tailoring supported ionic liquid membranes for the selective separation of transesterification reaction compounds , 2009 .

[4]  Q. Gan,et al.  An Experimental Study of Gas Transport and Separation Properties of Ionic Liquids Supported on Nanofiltration Membranes , 2006 .

[5]  Wenchuan Wang,et al.  Screening of ionic liquids to capture CO2 by COSMO-RS and experiments , 2008 .

[6]  F. J. Alguacil,et al.  Facilitated transport of vanadium (V) by supported liquid membranes , 2005 .

[7]  J. Crespo,et al.  Highly selective transport of organic compounds by using supported liquid membranes based on ionic liquids. , 2002, Angewandte Chemie.

[8]  D. Gin,et al.  Synthesis and Performance of Polymerizable Room-Temperature Ionic Liquids as Gas Separation Membranes , 2007 .

[9]  M. Rubio,et al.  Highly selective transport of transesterification reaction compounds through supported liquid membranes containing ionic liquids based on the tetrafluoroborate anion , 2010 .

[10]  Paul Scovazzo,et al.  Solubility, Diffusivity, and Permeability of Gases in Phosphonium-Based Room Temperature Ionic Liquids: Data and Correlations , 2007 .

[11]  Jason E. Bara,et al.  Interpretation of CO2 Solubility and Selectivity in Nitrile-Functionalized Room-Temperature Ionic Liquids Using a Group Contribution Approach , 2008 .

[12]  S. Stolte,et al.  Lipophilicity parameters for ionic liquid cations and their correlation to in vitro cytotoxicity. , 2007, Ecotoxicology and environmental safety.

[13]  F. J. Alguacil,et al.  Application of pseudo-emulsion based hollow fiber strip dispersion (PEHFSD) for recovery of Cr(III) from alkaline solutions , 2009 .

[14]  C. Godínez,et al.  Removal of Metal Ions from Aqueous Solutions by Extraction with Ionic Liquids , 2010 .

[15]  V. Pino,et al.  Determination of water pollutants by direct-immersion solid-phase microextraction using polymeric ionic liquid coatings. , 2010, Journal of chromatography. A.

[16]  K. Scott,et al.  Reactor Studies of Supported Ionic Liquids: Rhodium-catalysed Hydrogenation of Propene , 2005 .

[17]  F. Hernández‐Fernández,et al.  Prediction of the selectivity in the recovery of transesterification reaction products using supported liquid membranes based on ionic liquids , 2008 .

[18]  J. Crespo,et al.  Studies on the selective transport of organic compounds by using ionic liquids as novel supported liquid membranes. , 2002, Chemistry.

[19]  Luísa A. Neves,et al.  Gas permeation studies in supported ionic liquid membranes , 2010 .

[20]  R. Baltus,et al.  Experimental Measurement of the Solubility and Diffusivity of CO2 in Room-Temperature Ionic Liquids Using a Transient Thin-Liquid-Film Method , 2007 .

[21]  Nándor Nemestóthy,et al.  Study on gas separation by supported liquid membranes applying novel ionic liquids , 2009 .

[22]  F. Tomás-Alonso,et al.  On the development of an integrated membrane process with ionic liquids for the kinetic resolution of rac-2-pentanol , 2008 .

[23]  F. J. Alguacil,et al.  Pseudo-emulsion based hollow fiber with strip dispersion pertraction of iron(III) using (PJMTH+)2(SO42−) ionic liquid as carrier , 2010 .

[24]  H. Matsuyama,et al.  An attempt for the stabilization of supported liquid membrane , 2000 .

[25]  W. Ensinger,et al.  Sr/Y separation by supported liquid membranes based on nuclear track micro filters , 2003 .

[26]  H. Ohno,et al.  Development of new class of ion conductive polymers based on ionic liquids , 2004 .

[27]  Anthony G. Fane,et al.  Comparison of liquid-membrane processes for metal separations , 1999 .

[28]  Hideto Matsuyama,et al.  CO2 separation facilitated by task-specific ionic liquids using a supported liquid membrane , 2008 .

[29]  F. Hernández‐Fernández,et al.  Enhancement of activity and selectivity in lipase‐catalyzed transesterification in ionic liquids by the use of additives , 2007 .

[30]  João G. Crespo,et al.  Electrical impedance spectroscopy characterisation of supported ionic liquid membranes , 2006 .

[31]  Š. Schlosser,et al.  Pertraction of lactic acid through supported liquid membranes containing phosphonium ionic liquid , 2008 .

[32]  Jason E. Bara,et al.  Gas separations in fluoroalkyl-functionalized room-temperature ionic liquids using supported liquid membranes , 2009 .

[33]  B. Scrosati,et al.  New, ionic liquid-based membranes for lithium battery application , 2009 .

[34]  Dianne E. Wiley,et al.  Reducing the Cost of CO2 Capture from Flue Gases Using Membrane Technology , 2008 .

[35]  G. Voth,et al.  Molecular dynamics simulations of imidazolium-based ionic liquid/water mixtures: Alkyl side chain length and anion effects , 2010 .

[36]  M. Reis,et al.  Supported liquid membranes using ionic liquids: study of stability and transport mechanisms , 2004 .

[37]  I. Sun,et al.  Nafion membrane-supported ionic liquid–solid phase microextraction for analyzing ultra trace PAHs in water samples , 2006 .

[38]  Charles F. Kulpa,et al.  Toxicity and antimicrobial activity of imidazolium and pyridinium ionic liquids , 2005 .

[39]  J. Brennecke,et al.  Ionic liquids: Innovative fluids for chemical processing , 2001 .

[40]  F. Hernández‐Fernández,et al.  A SEM-EDX study of highly stable supported liquid membranes based on ionic liquids , 2007 .

[41]  Patricia Luis,et al.  Facilitated transport of CO2 and SO2 through Supported Ionic Liquid Membranes (SILMs) , 2009 .

[42]  F. Hernández‐Fernández,et al.  Kinetic resolution of 1-phenylethanol integrated with separation of substrates and products by a supported ionic liquid membrane , 2009 .

[43]  F. Hernández‐Fernández,et al.  Synthesis of flavour esters using free Candida antarctica lipase B in ionic liquids , 2008 .

[44]  Kenneth R. Seddon,et al.  Ionic liquids. Green solvents for the future , 2000 .

[45]  Jing-fu Liu,et al.  Direct determination of chlorophenols in environmental water samples by hollow fiber supported ionic liquid membrane extraction coupled with high-performance liquid chromatography. , 2007, Journal of chromatography. A.

[46]  James D. Kinder,et al.  Study of the incorporation of protic ionic liquids into hydrophilic and hydrophobic rigid-rod elastomeric polymers , 2006 .

[47]  R. Sheldon.  Catalytic reactions in ionic liquids. , 2001, Chemical communications.

[48]  K. Seddon,et al.  Ionic liquids: designer solvents for green synthesis , 2002 .

[49]  F. Hernández‐Fernández,et al.  On the importance of the nature of the ionic liquids in the selective simultaneous separation of the substrates and products of a transesterification reaction through supported ionic liquid membranes , 2008 .

[50]  M. Matsumoto,et al.  Application of supported ionic liquid membranes using a flat sheet and hollow fibers to lactic acid recovery , 2010 .

[51]  P. Scovazzo,et al.  Gas permeabilities, solubilities, diffusivities, and diffusivity correlations for ammonium-based room temperature ionic liquids with comparison to imidazolium and phosphonium RTIL data , 2009 .

[52]  J. Bakos,et al.  Enantioselective hydrogenation in ionic liquids: Recyclability of the [Rh(COD)(DIPAMP)]BF4 catalyst in [bmim][BF4] , 2006 .

[53]  K. Bélafi-Bakó,et al.  Enzymatic production of isoamyl acetate in an ionic liquid-alcohol biphasic system , 2008 .

[54]  R. Noble,et al.  Facilitated transport separation of benzene and cyclohexane with poly(vinyl alcohol)-AgNO3 membranes , 1997 .

[55]  Paul Scovazzo,et al.  Determination of the upper limits, benchmarks, and critical properties for gas separations using stabilized room temperature ionic liquid membranes (SILMs) for the purpose of guiding future research , 2009 .

[56]  J. Crespo,et al.  Liquid membranes using ionic liquids: the influence of water on solute transport , 2005 .

[57]  L. Neves,et al.  Design and characterisation of Nafion membranes with incorporated ionic liquids cations , 2010 .

[58]  F. Tomás-Alonso,et al.  Improvement in the separation efficiency of transesterification reaction compounds by the use of supported ionic liquid membranes based on the dicyanamide anion. , 2009 .

[59]  João G. Crespo,et al.  Stability of supported ionic liquid membranes as studied by X-ray photoelectron spectroscopy , 2005 .

[60]  Andrew L. Ferguson,et al.  Diffusivities of Gases in Room-Temperature Ionic Liquids: Data and Correlations Obtained Using a Lag-Time Technique , 2005 .

[61]  H. Strathmann,et al.  Stability of supported liquid membranes: State of the art , 1996 .

[62]  Thanh Wang,et al.  Hollow fiber supported ionic liquid membrane microextraction for determination of sulfonamides in environmental water samples by high-performance liquid chromatography. , 2009, Journal of chromatography. A.

[63]  R. Noble,et al.  Regular Solution Theory and CO2 Gas Solubility in Room-Temperature Ionic Liquids , 2004 .

[64]  Paul Scovazzo,et al.  Gas separations using non-hexafluorophosphate [PF6]− anion supported ionic liquid membranes , 2004 .

[65]  L. Neves,et al.  Separation of biohydrogen by supported ionic liquid membranes , 2009 .

[66]  R. Sheldon,et al.  Cross-linked Candida antarctica lipase B is active in denaturing ionic liquids , 2007 .

[67]  M. Matsumoto,et al.  Vapor permeation of hydrocarbons through supported liquid membranes based on ionic liquids , 2009 .

[68]  M. Abraham,et al.  LFER correlations for room temperature ionic liquids: Separation of equation coefficients into individual cation-specific and anion-specific contributions , 2008 .

[69]  M. Doyle,et al.  High‐Temperature Proton Conducting Membranes Based on Perfluorinated Ionomer Membrane‐Ionic Liquid Composites , 2000 .

[70]  F. Hernández‐Fernández,et al.  A novel application of supported liquid membranes based on ionic liquids to the selective simultaneous separation of the substrates and products of a transesterification reaction , 2007 .

[71]  C. Pretti,et al.  Acute toxicity of ionic liquids for three freshwater organisms: Pseudokirchneriella subcapitata, Daphnia magna and Danio rerio. , 2009, Ecotoxicology and environmental safety.

[72]  P. Izák,et al.  Selective removal of acetone and butan-1-ol from water with supported ionic liquid-polydimethylsiloxane membrane by pervaporation. , 2008 .

[73]  D. R. Prabhu,et al.  Transport of Americium(III) through a supported liquid membrane containing N,N,N¿,N¿-tetraoctyl-3-oxapentane diamide (TODGA) in n-dodecane as the carrier , 2006 .

[74]  Paul Scovazzo,et al.  Correlations of Low-Pressure Carbon Dioxide and Hydrocarbon Solubilities in Imidazolium-, Phosphonium-, and Ammonium-Based Room-Temperature Ionic Liquids. Part 2. Using Activation Energy of Viscosity , 2008 .

[75]  Tom Welton,et al.  Room-temperature ionic liquids: solvents for synthesis and catalysis. 2. , 1999, Chemical reviews.

[76]  Ping Sun,et al.  Ionic liquids in analytical chemistry. , 2010, Analytica chimica acta.

[77]  Jung Min Lee,et al.  Preparation of supported ionic liquid membranes (SILMs) for the removal of acidic gases from crude natural gas , 2009 .

[78]  M. Stadtherr,et al.  Octanol–water partition coefficients of imidazolium-based ionic liquids , 2005 .

[79]  Á. Irabien,et al.  Zero solvent emission process for sulfur dioxide recovery using a membrane contactor and ionic liquids , 2009 .

[80]  G. Muthuraman,et al.  Transport of textile dye in vegetable oils based supported liquid membrane , 2006 .

[81]  Jason E. Bara,et al.  Bulk-fluid solubility and membrane feasibility of rmim-based room-temperature ionic liquids , 2006 .

[82]  M. Gomes,et al.  Solubility of carbon dioxide, ethane, methane, oxygen, nitrogen, hydrogen, argon, and carbon monoxide in 1-butyl-3-methylimidazolium tetrafluoroborate between temperatures 283 K and 343 K and at pressures close to atmospheric , 2006 .

[83]  M. Grätzel,et al.  Hydrophobic, Highly Conductive Ambient-Temperature Molten Salts. , 1996, Inorganic chemistry.

[84]  H. Takeuchi,et al.  Some observations on the stability of supported liquid membranes , 1987 .

[85]  M. Goto,et al.  Enzyme-facilitated enantioselective transport of (S)-ibuprofen through a supported liquid membrane based on ionic liquids. , 2003, Chemical communications.

[86]  Nándor Nemestóthy,et al.  Gas separation properties of supported liquid membranes prepared with unconventional ionic liquids , 2010 .

[87]  W. Walkowiak,et al.  Removal of chromium(VI) from aqueous solutions by polymer inclusion membranes. , 2002, Water research.

[88]  A. P. de los Ríos,et al.  Preparation of supported ionic liquid membranes: Influence of the ionic liquid immobilization method on their operational stability , 2009 .

[89]  P. Izák,et al.  Solute transport from aqueous mixture throught supported ionic liquid membrane by pervaporation , 2006 .

[90]  F. Hernández‐Fernández,et al.  Integrated reaction/separation processes for the kinetic resolution of rac -1 -phenylethanol using supported liquid membranes based on ionic liquids , 2007 .

[91]  Randall J. Bernot,et al.  Acute and chronic toxicity of imidazolium‐based ionic liquids on Daphnia magna , 2005, Environmental toxicology and chemistry.

[92]  M. Rubio,et al.  Stabilization of native penicillin G acylase by ionic liquids , 2007 .

[93]  W. Walkowiak,et al.  Removal of chromium(III) from acidic aqueous solution by polymer inclusion membranes with D2EHPA and Aliquat 336 , 2010 .

[94]  F. J. Alguacil,et al.  Pseudo-emulsion membrane strip dispersion (PEMSD) pertraction of chromium(VI) using CYPHOS IL101 ionic liquid as carrier. , 2010, Environmental science & technology.

[95]  H. Ohno,et al.  Ionic conductivity of polymer gels deriving from alkali metal ionic liquids and negatively charged polyelectrolytes , 2004 .

[96]  R. Noble,et al.  Physically Gelled Ionic Liquids: Solid Membrane Materials with Liquidlike CO2 Gas Transport , 2009 .

[97]  Paul Scovazzo,et al.  Correlations of Low-Pressure Carbon Dioxide and Hydrocarbon Solubilities in Imidazolium-, Phosphonium-, and Ammonium-Based Room-Temperature Ionic Liquids. Part 1. Using Surface Tension , 2008 .

[98]  Steve Greenbaum,et al.  New membranes based on ionic liquids for PEM fuel cells at elevated temperatures , 2008 .

[99]  M. Matsumoto,et al.  Selective separation of aromatic hydrocarbons through supported liquid membranes based on ionic liquids , 2005 .

[100]  G. Schmidt-naake,et al.  Modification of Nafion Membranes by Impregnation with Ionic Liquids , 2008 .

[101]  M. Matsumoto,et al.  Comparison of solvent extraction and supported liquid membrane permeation using an ionic liquid for concentrating penicillin G , 2007 .

[102]  P. Scovazzo,et al.  Long-term, continuous mixed-gas dry fed CO2/CH4 and CO2/N2 separation performance and selectivities for room temperature ionic liquid membranes , 2009 .

[103]  Jared L. Anderson,et al.  Polymeric ionic liquids as selective coatings for the extraction of esters using solid-phase microextraction. , 2008, Journal of chromatography. A.

[104]  E. Rodríguez-Castellón,et al.  Physical―chemical and electrical characterizations of membranes modified with room temperature ionic liquids: Age effect , 2009 .

[105]  Qunsheng Li,et al.  UNIFAC Model for Ionic Liquids , 2009 .

[106]  R. Noble,et al.  Diffusion and Solubility Measurements in Room Temperature Ionic Liquids , 2006 .

[107]  M. Goto,et al.  Transport of organic acids through a supported liquid membrane driven by lipase-catalyzed reactions. , 2003, Journal of bioscience and bioengineering.

[108]  Joan F. Brennecke,et al.  High temperature separation of carbon dioxide/hydrogen mixtures using facilitated supported ionic liquid membranes ! , 2008 .

[109]  A. Rodríguez,et al.  Toxicity and biodegradability of imidazolium ionic liquids. , 2008, Journal of hazardous materials.