Phosphonium ionic liquids based on bulky phosphines: synthesis, structure and properties (original) (raw)
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Phosphonium-Based Ionic Liquids Analogues and Their Physical Properties
Journal of Chemical & Engineering Data, 2010
New ionic liquids analogues, that is, deep eutectic solvents (DESs), have been successfully synthesized. These DESs have been synthesized by the reaction of phosphonium-based salts with different hydrogen bond donors. Many of these DESs have melting temperatures lower than 100°C. Preliminary laboratory results showed that these DESs can be used in different applications, for example, electrochemical processes, separation of sugars, and so forth. Melting temperature, density, viscosity, pH, conductivity, and dissolved oxygen content of the novel phosphonium-based DESs were measured as a function of temperature. It was found that the type of the salt and hydrogen bond donor and the mole ratio of both compounds have a paramount effect on the studied properties.
Applications of phosphonium-based ionic liquids in chemical processes
Journal of The Iranian Chemical Society, 2020
Among ionic liquids, phosphonium-based ionic liquids (PILs) are quite elegant. These categories of ionic liquids represent some merits over other types of ionic liquids such as imidazolium-and pyridinium-based ionic liquids. PILs have more thermal and chemical stability than other reported ILs. These influential characteristics connected with PILs make them as potential structures for varied applications in academic and industrial processes. In recent years, however, PILs become popular because of relatively low cost of their synthesis (the rate of phosphonium salt formation is faster than those of nitrogen-based salts, implying higher productivity and lower cost in industrial manufacturing of PILs) as well as their good thermal stability, beneficial for high-temperature operation. Room temperature ionic liquids (RTILs) have numbers of Dedication: This review article is dedicated to Professor Davood Azarifar (Professor of Organic Chemistry) for his 40-year career at Bu-Ali Sina University, who has been a rigorous and enthusiastic teacher of all of the authors.
Journal of Molecular Liquids, 2020
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Alkyltrioctylphosphonium chloride ionic liquids: synthesis and physicochemical properties
Dalton Transactions, 2011
14, is presented. The cynosure of this work is the manner in which the variable chain length impacts the physical properties, such as melting points/glass transitions, thermal stability, density and viscosity. Experimental density and viscosity data were interpreted using QPSR correlations and group contribution methods. We present the first example of an empirical alternation effect for ionic liquids.
Ionic liquids and organic ionic plastic crystals utilizing small phosphonium cations
Journal of Materials Chemistry, 2011
The development of new liquid and solid state electrolytes is paramount for the advancement of electrochemical devices such as lithium batteries and solar cells. Ionic liquids have shown great promise in both these applications. Here we demonstrate the use of phosphonium cations with small alkyl chain substituents, in combination with a range of different anions, to produce a variety of new halide free ionic liquids that are fluid, conductive and with sufficient thermal stability for a range of electrochemical applications. Walden plot analysis of the new phosphonium ionic liquids shows that these can be classed as ''good'' ionic liquids, with low degrees of ion pairing and/or aggregation, and the lithium deposition and stripping from one of these ionic liquids has been demonstrated. Furthermore, for the first time phosphonium cations have been used to form a range of organic ionic plastic crystals. These materials can show significant ionic conductivity in the solid state and thus are of great interest as potential solid-state electrolyte materials.
Cyclic phosphonium ionic liquids
Beilstein Journal of Organic Chemistry, 2014
Ionic liquids (ILs) incorporating cyclic phosphonium cations are a novel category of materials. We report here on the synthesis and characterization of four new cyclic phosphonium bis(trifluoromethylsulfonyl)amide ILs with aliphatic and aromatic pendant groups. In addition to the syntheses of these novel materials, we report on a comparison of their properties with their ammonium congeners. These exemplars are slightly less conductive and have slightly smaller self-diffusion coefficients than their cyclic ammonium congeners.
Thermophysical properties of phosphonium-based ionic liquids
Fluid Phase Equilibria, 2015
Experimental data for density, viscosity, refractive index and surface tension of four phosphonium-based ionic liquids were measured in the temperature range between (288.15 and 353.15) K and at atmospheric pressure. The ionic liquids considered include tri(isobutyl) methylphosphonium tosylate, [P i 1 ][Tos], tri(butyl) methylphosphonium methylsulfate, [P 4441 ][CH 3 SO 4 ], tri(butyl) ethylphosphonium diethylphosphate, [P 4442 ][(C 2 H 5 O) 2 PO 2 ], and tetraoctylphosphonium bromide, [P 8888 ] [Br]. Additionally, derivative properties, such as the isobaric thermal expansion coefficient, the surface thermodynamic properties and the critical temperatures for the investigated ionic liquids were also estimated and are presented and discussed. Group contribution methods were evaluated and fitted to the density, viscosity and refractive index experimental data.