Investigation of Surface and Solubility Properties of N-Vinylimidazolium Tetrahalogenidoferrate(III) Magnetic Ionic Liquids Using Density Functional Theory

Abstract

N-Vinyl-3-alkylimidazolium tetrahalogenidoferrate­(III) ([VRIM]­[FeX4], X4 = Cl3Br, Cl4) and N-vinyl-3-esterimidazolium tetrachloroferrate­(III)­([VEIM]­[FeCl4]) magnetic ionic liquids were synthesized. They were characterized by 1H NMR, Raman, electrospray ionization mass spectrometry, differential scanning calorimetry and thermogravimetric analysis. Through Gaussian09/B3LYP/LANL2DZ density functional theory, the interaction energies of ion pairs and dipole moment of [VRIM]­[FeX4] and [VEIM]­[FeCl4] were obtained. The relationships between the surface tensions and temperature, molecular structure, and interaction energies of ion pairs along with the relationships between the solubility and molecular structure, common solvents, and interaction energies of ion pairs were discussed systematically. The relationship between the surface tensions and solubility parameter for [VRIM]­[FeX4] was expressed by using a Hildebrand–Scoff equation. And the hydrophilic–lipophilic balance (HLB) values of [VRIM]­[FeX4] were obtained by a solubility parameter. The results showed that surface tension decreased linearly with temperature and decreased with the elongation of alkyl chain length on cation and the decrease of interaction energies of ion pairs; With decreasing dielectric constant of solvent, the solubility of the title magnetic ionic liquids increased first and then decreased; with the elongation of alkyl chain length, the interaction energies of ion pairs and HLB value decreased, and the solubility in polar solvents had a decreasing trend.

Iron-Based Ionic Liquids for Magnetic Resonance Imaging Application

“…As a result, the endothermic peak indicates absorption of heat, and the exothermic peak will rise when heat is released. Depending on the nature of peaks, glass transition temperature (T g ), melting point (T m ), crystallization transition (T c ) and heat capacity can be calculated [71,[75][76][77]. Since, T g values are less than 100°C and fulfilled the criteria of an IL [78], therefore our product will be called as paramagnetic ionic liquids (PMILs).…”

Organocatalytic Ring-Opening Polymerization of ε-Caprolactone Using bis(N-(N′-butylimidazolium)alkane Dicationic Ionic Liquids as the Metal-Free Catalysts: Polymer Synthesis, Kinetics and DFT Mechanistic Study

“…Following the general procedure in the aforementioned section, 1,8-bis(imidazole-1-yl)octane (6c) (5.00 g, 20.30 mmol), 1-bromobutane (5.0 mL, 46…”

“…The uniqueness of this catalyst lays on the acidity and basicity level flexibility as it can be systematically tailored using different types of cations and anions [40,42,43]. ILs have been widely explored in the various inter-disciplinary research areas in the field of organic synthesis, catalysis, biocatalysis, material science, separation process, sensing system, chemical engineering, medicine, green chemistry, and electrochemistry [44][45][46][47][48]. Furthermore, ionic liquid also plays an important role and is widely studied as a catalyst in polymer synthesis.…”

[(18‐Crown‐6)K][Fe(1)Cl(1)4]0.5[Fe(2)Cl(2)4]0.5: A Multifunctional Molecular Switch of Dielectric, Conductivity and Magnetic Properties

“…For example, the K + cation fits into the [18‐crown‐6] cavity, resulting in a typical planar (K + )([18]crown‐6) structure . On the other hand, the tetrahalogenferrate (FeX 4 − ) as anion has been studied most in magnetic ionic liquid, clusters, and some condensed materials . It showed good response to external magnetic field.…”

“…It showed good response to external magnetic field. Most of the magnetic ionic liquids (MILs) were paramagnetic due to the high‐spinning of FeX 4 − . And in condensed solid, for example, the compounds of κ‐(BETS) 2 FeX 4 ( X=Cl, Br; BETS=bis(ethylenedithio)tetraselenafulvalene ), exhibit sharp thermal anomalies which are associated with antiferromagnetic transitions of the 3d electrons in the anion layers .…”