Dicationic Ionic Liquid

A type of MCM-41 supported dicationic imidazolium ionic liquid nanocatalyst has been synthesized and found to be competent for the synthesis of 2-oxazolidinones through the sustainable chemical conversion of CO2 with aziridines. It was shown that the highest efficiency was achieved in the cycloaddition of a series of aziridines and CO2 in the presence of a catalytic amount of the solid catalyst MCM-41@ILLaCl4 under mild conditions. Merits of this meticulously designed protocol are the use of a novel supported ionic liquid catalyst, the easy work-up process, good to excellent yields, a short reaction time, and purification without column chromatography...

A series of imidazolium-based symmetrical and asymmetrical dicationic ionic liquids (DcILs) with alkyl spacers of different length and with [FeCl3 Br]- as counter ion have been synthesized. The synthesized DcILs are characterized by using FTIR and Raman spectroscopy as well as mass spectrometry, along with single-crystal XRD analysis. Physicochemical properties such as solubility, thermal stability and magnetic susceptibility are also measured. These compounds show low melting points, good solubility in water and organic solvents, thermal stability, and paramagnetism...

We synthesized various phosphonium- and ammonium-based ionic liquids (ILs), using benzenesulfonate (BS) and 4-methylbenzenesulfonate (MBS) to establish the criteria for designing an ideal draw solute in a forward osmosis (FO) system. Additionally, the effects of monocationic, dicationic, and anionic species on FO performance were studied. Monocationic compounds ([P4444 ][BS], [P4444 ][MBS], [N4444 ][BS], and [N4444 ][MBS]) were obtained in one step via anion exchange. Dicationic compounds ([(P4444 )2 ][BS], [(P4444 )2 ][MBS], [(N4444 )2 ][BS], and [(N4444 )2 ][MBS]) were prepared in two steps via a Menshutkin SN2 reaction and anion exchange...

A few studies on CO2 capture using dicationic ionic liquids (DILs) show that they are more promising absorbents for CO2 capture than monocationic ILs (MILs). Ion-ion, ion-CO2 and DIL molecule-CO2 interactions are important for understanding the performance-structure-property relationships for the rational design of DILs for CO2 capture applications. However, the role of these interactions in determining CO2 solubility in DILs is unclear. In this study, we used DFT methods to understand these interactions in three selected DILs)considering the effects of alkyl side chain length and symmetry in cations (by exploring different aspects, such as the electronic and geometrical structures, topological properties and the strength and nature of interactions, charge transfer, etc...

Two couples of dicationic ionic liquids, featuring pyrrolidinium and piperidinium cations and different linker chains, were prepared and characterized. 1,1'-(propane-1,3-diyl)bis(1-methylpyrrolidinium) bromide, 1,1'-(octane-1,8-diyl)bis(1-methylpyrrolidinium) bromide, 1,1'-(propane-1,3-diyl)bis(1-methylpiperidinium) bromide, and 1,1'-(octane-1,8-diyl)bis(1-methylpiperidinium) bromide were synthesized in quantitative yields and high purity and thermally characterized through TGA and DSC analysis. In this study, we propose a preliminary comparative evaluation of the effect of the linker chain length and of the size of the aliphatic ammonium ring on the thermal and solubility properties of bromide dicationic ionic liquids...

The present study has been undertaken with an objective to find out a suitable medium for the long-term stability and storage of the ct -DNA structure in aqueous solution. For this purpose, the potential of a pyrrolidinium-based dicationic ionic liquid (DIL) in stabilizing ct -DNA structure has been investigated by following the DNA-DIL interaction. Additionally, in order to understand the fundamental aspects regarding the DNA-DIL interaction in a comprehensive manner, studies are also done by employing structurally similar monocationic ionic liquids (MILs)...

Ionic liquids (ILs) are widely applied in many bioprocesses involving microorganisms due to their unique properties. In this work, the toxicity of imidazolium and pyrrolidinium ionic liquids towards E. coli., a bacterium for which there are limited toxicity data in the literature, was determined. For its simplicity, the nephelometry method was used to estimate ionic liquid toxicity values. The influence of the cation and the alkyl chain length of the cation and anion was analysed. Pyrrolidinium cations were seen to be less toxic than imidazolium cations, while an increase in the alkyl chain length of both pyrrolidinium and imidazolium cations increased the toxicity...

Ionic liquids based on doubly charged cations, often termed dicationic ionic liquids (DILs), offer robust physicochemical properties and low toxicity than conventional monocationic ionic liquids. In this design-based study, we used solid-state NMR spectroscopy to provide the interaction mechanism of two DILs, 1, n -bis(3-alkylimidazolium-1-yl) alkane dibromide ([C2 n (C7- n IM)2 ]2+ ·2Br- , n = 1, 6), with 1-palmitoyl-2-oleoyl- sn -glycero-3-phosphocholine (POPC) and 1-palmitoyl-2-oleoyl- sn -glycero-3-phospho-(1'- rac -glycerol) (POPG) phospholipid membranes, to explain the low toxicity of DILs toward HeLa, Escherichia coli , Bacillus subtilis , and Saccharomyces cerevisiae cell lines...

Pesticide wastewater is difficult to treat, and it is necessary to develop a new anode material electrochemical oxidation to efficiently degrade pesticide wastewater. DIL-PbO2 -Ti/BDD electrodes with better electrocatalytic oxidation performance were obtained by using dicationic ionic liquid (DIL) for assisted electrodeposition of PbO2 modified boron-doped diamond (BDD) electrodes. At a current density of 100 mA cm-2 and a temperature of 25 °C, the DIL-PbO2 -Ti/BDD electrode was used as anode and titanium plate as cathode...

Here, we report a simple procedure that drastically reduces the electrochemical E (FeI /Fe0 ) and E 0cat of the commercially available iron(III) tetraphenylporphyrin chloride (FeIII TPP·Cl) catalyst via a synergetic effect with the imidazolium dications of the ionic liquid electrolyte. This procedure enhanced the performance of catalytic systems in the electrochemical production of CO and enabled us to perform different tandem CO2 reduction-carbonylation reactions under mild conditions.

Four ionic liquids (ILs) based on the bis(trifluoromethanesulfonyl)imide (NTf2 ) anion were synthesized and characterized concerning their thermal stability, the occurrence of low temperature phase transitions and their volatility. All these physical quantities are highly important for possible applications. Both monocationic and dicationic ILs were considered. All ILs exhibit thermal stability exceeding 350 °C, an extremely high value, due to the presence of the NTf2 anion. Monocationic ILs can undergo crystallization, and they melt at 1 and 38 °C...

Green analytical chemistry aims at developing analytical methods with minimum use and generation of hazardous substances for the protection of human health and the environment. To address this need, a green analytical protocol has been developed for the analysis of anionic compounds integrating electromembrane extraction (EME), dual-channel nanoelectrospray ionization (nanoESI), and a miniature mass spectrometer. Haloacetic acids (HAAs) have attracted considerable public concern due to their adverse effects on human health and were selected as model analytes for method development...

Dicationic imidazolium-based ionic liquids with amino acid anions, such as IonL-phenylalanine (IonL-Phe), have been proposed as a multifunctional coating for titanium (Ti) dental implants. However, there has been no evaluation of the biocompatibility of these Ti coatings in the oral environment. This study aims to evaluate the effects of IonL-Phe on early healing and osseointegration of Ti in multiple rat demographics. IonL-Phe-coated and uncoated Ti screws were implanted into four demographic groups of rats to represent biological variations that could affect healing: young males (YMs) and females (YFs), ovariectomized (OVXFs) females, and old males (OMs)...

Mono-cationic ionic liquids (MILs) have been widely utilized for the treatment of lignocelluloses. However, the hydrophilic property of MILs increases the difficulty of isolating sugars and their reuse, which limits their industrial application. In the present study, a series of dicationic ionic liquids (DILs) were synthesized with totally different di-cations and di-anions. An alternating miscibility of DILs with water was observed depending on the dealing temperature. The functional DILs exhibiting hydrophobic and acidic properties were investigated for the treatment of corn stalk...

Poly(norbornene)s and poly(ionic liquid)s are two different classes of attractive materials, which are known for their structural tunability and thermal stabilities, and have been extensively studied as gas separation membranes. The incorporation of ionic liquids (ILs) into the poly(norbornene) through post-polymerization has resulted in unique materials with synergistic properties. However, direct polymerization of norbornene-containing IL monomers as gas separation membranes are limited. To this end, a series of norbornene-containing imidazolium-based mono- and di-cationic ILs (NBM-mIm and NBM-DILs) with different connectivity and spacer lengths were synthesized and characterized spectroscopically...

In this work, we successfully synthesized high thermal stable 1,n- bis ( N -( N '-butylimidazolium)alkane bis hexafluorophosphates (1,n- bis [Bim][PF6 ], n = 4, 6, 8, and 10) catalysts in 55-70% yields from imidazole which were applied as non-toxic DILs catalysts with 1-butanol as initiator for the bulk ROP of ε -caprolactone (CL) in the varied ratio of CL/ n BuOH/1,4- bis [Bim][PF6 ] from 200/1.0/0.25-4.0 to 700/1.0/0.25-4.0 by mol%. The result found that the optimal ratio of CL/ n BuOH/1,4- bis [Bim][PF6 ] 400/1...

In recent times, ionic liquid-based (ILs) electrolytic system has emerged as suitable alternative to the conventional organic solvent-based electrolytic system. However, since, anion of ILs is known to form aggregates in the presence of lithium-ions (Li+ ), and this can influence the transport properties of Li+ ion in a significant manner, it is, therefore, important to understand how lithium-ions influence the structure and dynamics of ILs. With this objective, in the present study, intermolecular interaction, structural organization, and dynamics of monocationic ILs (MILs) and dicationic IL (DIL) have been studied in the absence and presence of lithium salt...

A novel montmorillonite clay (MMT) bionanocomposite modified with chitosan (CH), carboxymethyl cellulose (CMC), and benzylimidazolium based dicationic ionic liquid with tetraethylene glycol linker (DIL) was fabricated on stainless steel wire by in situ process. The MMT-CH-CMC-DIL coated solid-phase microextraction (SPME) fiber was examined for the determination of organochlorine pesticides (OCPs) in real samples by HS-SPME-GC method using mass spectrometry (MS) and electron capture detector (ECD). Under optimized conditions, the proposed method exhibited low limits of detection (0...

Novel dicationic pyridinium ionic liquids tethering amphiphilic long alkyl side chains and fluorinated counter anions have been successfully synthesized by means of the quaternization of the dipyridinium hydrazone through its alkylation with different alkyl halides. The resulting halogenated di-ionic liquids underwent a metathesis reaction in order to incorporate some fluorinated counter anions in their structures. The structures of all the resulting di-ionic liquids were characterized by several spectroscopic experiments...

A manifestation of hydrogen bonding between the dication and anions attributed to their relative position of the anions around the cation can influence both the conformational equilibrium and the physical properties of ionic liquids. With this view, we studied the electronic structure and normal frequencies using density functional theory calculations to analyze the hydrogen-bonding interactions in dicationic ionic liquids. The conformers are distinguished based on the hydrogen-bonding sites of the cation and anion...