Ether- and alcohol-functionalized task-specific ionic liquids: attractive properties and applications
Top Cited Papers
Open Access
- 28 March 2012
- journal article
- review article
- Published by Royal Society of Chemistry (RSC) in Chemical Society Reviews
- Vol. 41 (10), 4030-4066
- https://doi.org/10.1039/c2cs15362a
Abstract
In recent years, the designer nature of ionic liquids (ILs) has driven their exploration and exploitation in countless fields among the physical and chemical sciences. A fair measure of the tremendous attention placed on these fluids has been attributed to their inherent designer nature. And yet, there are relatively few examples of reviews that emphasize this vital aspect in an exhaustive or meaningful way. In this critical review, we systematically survey the physicochemical properties of the collective library of ether- and alcohol-functionalized ILs, highlighting the impact of ionic structure on features such as viscosity, phase behavior/transitions, density, thermostability, electrochemical properties, and polarity (e.g. hydrophilicity, hydrogen bonding capability). In the latter portions of this review, we emphasize the attractive applications of these functionalized ILs across a range of disciplines, including their use as electrolytes or functional fluids for electrochemistry, extractions, biphasic systems, gas separations, carbon capture, carbohydrate dissolution (particularly, the (ligno)celluloses), polymer chemistry, antimicrobial and antielectrostatic agents, organic synthesis, biomolecular stabilization and activation, and nanoscience. Finally, this review discusses anion-functionalized ILs, including sulfur- and oxygen-functionalized analogs, as well as choline-based deep eutectic solvents (DESs), an emerging class of fluids which can be sensibly categorized as semi-molecular cousins to the IL. Finally, the toxicity and biodegradability of ether- and alcohol-functionalized ILs are discussed and cautiously evaluated in light of recent reports. By carefully summarizing literature examples on the properties and applications of oxy-functional designer ILs up till now, it is our intent that this review offers a barometer for gauging future advances in the field as well as a trigger to spur further contemplation of these seemingly inexhaustible and—relative to their potential—virtually untouched fluids. It is abundantly clear that these remarkable fluidic materials are here to stay, just as certain design rules are slowly beginning to emerge. However, in fairness, serendipity also still plays an undeniable role, highlighting the need for both expanded in silico studies and a beacon to attract bright, young researchers to the field (406 references).Keywords
This publication has 391 references indexed in Scilit:
- The Presence of Functional Groups Key for Biodegradation in Ionic Liquids: Effect on Gas SolubilityChemSusChem, 2010
- Improving enzymatic production of diglycerides by engineering binary ionic liquid medium systemNew Biotechnology, 2009
- On the Chemical Stabilities of Ionic LiquidsMolecules, 2009
- Regenerating cellulose from ionic liquids for an accelerated enzymatic hydrolysisJournal of Biotechnology, 2009
- Newly Synthesized Water Soluble Cholinium-Purpurin Photosensitizers and Their Stabilized Gold Nanoparticles as Promising Anticancer AgentsInternational Journal of Molecular Sciences, 2008
- Synthesis of Silver Nanoparticles Using Hydroxyl Functionalized Ionic Liquids and Their Antimicrobial ActivityInternational Journal of Molecular Sciences, 2008
- A group contribution method for viscosity estimation of ionic liquidsFluid Phase Equilibria, 2008
- Solubilities of CO2 in hydroxyl ammonium ionic liquids at elevated pressuresFluid Phase Equilibria, 2007
- The Hildebrand solubility parameters, cohesive energy densities and internal energies of 1-alkyl-3-methylimidazolium-based room temperature ionic liquidsChemical Communications, 2005
- Criteria to Design Green Enzymatic Processes in Ionic Liquid/Supercritical Carbon Dioxide SystemsBiotechnology Progress, 2004