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This article deals with the literature on ionic liquids, with the focus on nomenclature, preparation, and handling of the second‐generation ionic liquids. In the older (and some current) literature, ionic liquids are sometimes called liquid organic salts, fused salts, molten salts, ionic melts, NAILs (nonaqueous ionic liquids), room‐temperature ionic liquids, OILs (organic ionic liquids) and ionic fluids. Their most prominent feature, namely the potential of tuning their physical properties to suit a particular application, is discussed in detail. In addition, areas in which ionic liquids are already applied, and in which their properties promise favorable application in transition‐metal catalyzed reactions, are reviewed. In recent years, many ionic liquids have emerged as environmentally benign alternatives to volatile organic compounds (VOCs, such as trichloromethane, ethanenitrile and dimethylmethanamide), which cause emissions and effectively damage the ecological balance. The merit of ionic liquids, in this respect, is their negligibly small vapor pressure; therefore they are easily retained in a process. This concept has been realized, especially in preparative chemistry, as shown in many examples in this article: when used as solvents in catalytic processes, separation of the solvent (and the catalyst) from the product is facilitated, and recycling is easily possible.
The article contains sections titled: 1. Introduction 2 Physical and Chemical Properties 2.1. Introduction 2.2. Melting Point 2.3. Density 2.4. Viscosity 2.5. Thermal Stability 2.6. Electrochemical Window 3 Synthesis/Production 3.1. Introduction 3.2. Synthesis 3.2.1. Lewis Acid‐Based ILs 3.2.2. Anion Metathesis 3.2.3. Synthesis of Chloride Free ILs 3.2.4. Preparation with Microwaves 3.3. Producers of Ionic Liquids 4 Applications 4.1 Potential Applications 4.1.1. Solvents for Synthesis and Catalysis 4.1.1.2 Solvents for Catalysis 4.1.1.3 Polymer Synthesis 4.1.1.4 Biocatalysis 4.1.2. Electrochemical Applications 4.1.3. Analytical Applications 4.1.4. Separations 4.1.4.1 Liquid Separations 4.1.4.2 Gas Separations 4.1.5. Fluid Applications: Thermal Fluids and Lubricants 4.2. Applications in Pilot Plants and Industry 4.2.1. Reactions 4.2.1.1. Acid Scavenging 4.2.1.2. Production of 2,5‐dihydrofuran 4.2.1.3. Chlorination of Alcohols/Cleavage of Ethers 4.2.1.4. Hydrosilylation 4.2.1.5. Fluorination 4.2.1.6. Dimerization and Oligomerization of Olefins 4.2.2. Separations 4.2.2.1 Extractive Distillation 4.2.2.2. Extraction of Aromatic Hydrocarbons 4.2.3. Electroplating/Polishing 4.2.4. ILs as Performance Chemicals 4.2.4.1 Compatibilizers for Pigment Pastes 4.2.4.2. Antistatic Additives for Cleaning Fluids 4.2.5. ILs in Gas Processing 4.2.5.1. Storage of Gases 4.2.5.2. Ionic Compressor 5 Analysis 6 Toxicology and Occupational Health 6.1. (Eco)toxicology 6.2. Mutagenicity 6.3. Safety and Corrosion 7 References The common definition of an ionic liquid (IL), or a room temperature ionic liquid (RTIL), is that it is a liquid composed entirely of ions, which is fluid below 100 °C. Ionic liquids are generally much denser (ρ = 1 − 1.6 g/cm 3 ) and more viscous (η = 10 − 500 mPa · s) than conventional solvents. Ionic liquids can be stable up to temperatures of 500 °C. They can easily be synthesized and the variability of the cation and anion may be used to adjust the properties of the ionic liquids. Therefore, the possibility arises to optimize an ionic liquid for a specific application by stepwise tuning the relevant solvent properties. For this reason ionic liquids have been referred to as “designer solvents”. The potential to use ionic liquids as novel solvents or fluids for a diverse range of applications has become increasingly apparent. The intrinsic nonvolatile nature of ILs provides an opportunity to reduce, or even completely eliminate, hazardous and toxic emissions to the atmosphere, thus providing the promise for significant environmental benefits. In synthesis and catalysis, ILs have been used as solvents (or solvents and catalysts), with the greatest current effort on using the ILs as alternatives to volatile organic compounds (VOCs). Electrochemical studies have utilized the fact that ILs are liquids rather than solids to provide liquid electrolytes without needing to add an additional solvent. Ionic liquids are also used in separations, replacing volatile solvents. The number of applications on pilot‐plant and commercial scale is still limited, but growing. Although ionic liquids are also known as “green solvents”, this is not always true. They can be corrosive, flammable, or toxic. Due to their nonvolatile nature, ionic liquids are generally considered as having a low impact on the environment and human health, and thus recognized as solvents for green chemistry. However, the impact of ionic liquids on aquatic ecosystems is important given their mild to high solubility in water. Before ionic liquids will be widely used in industry, the effects of ILs on the aquatic environment must be known.
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