244193-50-8

Usage

Conductivity

1.18 mS/cm (20 °C)

Chemical Properties

Clear yellow to orange viscous liquid

InChI:InChI=1/C10H19N2.BF4/c1-3-4-5-6-7-12-9-8-11(2)10-12;2-1(3,4)5/h8-10H,3-7H2,1-2H3;/q+1;-1

Upstream product

• 85100-78-3 1-hexyl-3-methyl-1-imidazolium bromide 
• 544-10-5 1-Chlorohexane 
• 111-25-1 1-bromo-hexane 
• 13755-29-8 sodium tetrafluoroborate 
• 171058-17-6 1-hexyl-3-methylimidazol-1-ium chloride 
• 616-47-7 1-methyl-1H-imidazole 
• 14104-20-2 silver tetrafluoroborate 

Relevant academic research and scientific papers

Excess molar properties for binary systems of CnMIM-BF 4 ionic liquids with alkylamines in the temperature range (298.15 to 318.15) K. Experimental results and theoretical model calculations

The experimental densities ρ and speeds of sound u for pure 1-hexyl-3-methylimidazolium tetrafluoroborate ([C6mim][BF 4]), 1-octyl-3-methylimidazolium tetrafluoroborate ([C 8mim][BF4]), butylamine (BA), and octylamine (OA) from (293.15 to 323.15) K and binary mixtures of the ionic liquids (ILs) with amines at (298.15, 308.15, and 318.15) K have been reported. The isentropic compressibilities, κS, Rao's molar sound functions, R, intermolecular free lengths, Lf, excess molar volumes, VmE, and excess isentropic compressibilities, κSE for binary mixtures were derived. The VmE and κSE of the binary mixtures are negative and decrease with increasing temperature, with the exception of VmE being positive for [C6mim][BF4] and [C8mim] [BF4] + OA in the high IL mole fraction region. The Prigogine-Flory-Patterson (PFP) theory has been applied to interpret the u and VmE data.

Influence of ionic liquid counterions on activity and selectivity of ethylene trimerization using chromium-based catalysts in biphasic media

In recent years ionic liquids (ILs) have attracted much interest because of their widespread use in various fields. Several trimerization and oligomerization catalysts have been evaluated in ILs with different organic–inorganic hybrid structures. High catalytic activity and selectivity, easy product separation, and recycling of the catalyst are the advantages of a biphasic catalyst system compared to the homogeneous catalysts. In this study, the influence of IL counter-anions on activity and selectivity of the ethylene trimerization catalysts based on Cr-SNS-R was investigated. All synthesized materials were characterized using Fourier-transform infrared spectroscopy, 1H NMR, 13C NMR, UV–Vis. spectroscopy, thin-layer chromatography, and elemental analysis (CHNS). In ethylene trimerization reaction, the dodecyl substituent in the SNS ligand exhibited better activity and selectivity than the butyl substituent. The results revealed that the presence of BF4? as a counter-anion in the IL led to an increase in activity and selectivity compared to Br? and I? counter-anions. It was found that the BF4? counter-anion plays a conclusive role in the development of 1-hexene activity and selectivity to a maximum amount of 71,132 g1-C6/(gCr × h) and more than 99percent, respectively. Finally, the catalyst was reused thrice without losing its 1-hexene selectivity.

White-light emission from HMIMBF4-TiO4(A) colloidal hybrid electrolyte and surface modification of TiO2 using ionic liquid in hybrid optoelectronic devices

White-light emission from the colloidal hybrid electrolyte 1-hexyl-3-methylimidazolium tetrafluoroborate (HMIMBF4)-TiO2(A) is discussed herein. The HMIMBF4-TiO2(A) hybrid electrolyte showed an increase in the lifetime as compared to bare anatase TiO2 (TiO2(A)). The blue emission at 420 nm from HMIMBF4 is attributed to the π-π? transition of the imidazolium moiety, and strong green and yellow emissions at 517 and 568 nm, respectively, are due to defect emissions of TiO2 NPs. In the HMIMBF4-TiO2(A) colloidal hybrid electrolyte, the combination of blue emission from the ionic liquid and defect emission from TiO2 NPs produced intense white light. Fabricated HyLEDs showed enhanced device efficiency by the surface modification of rutile TiO2 (TiO2(R)) using HMIMBF4 ionic liquid. HMIMBF4, with a thickness of 250/850 nm, exhibited maximum current efficiency (ηc-cd A-1) of 322.22/361.53, power efficiency (ηp-lm W-1) of 6.2/7.1, external quantum efficiency (ηex-%) of 322.22/361.53 and luminance (ηL-cd m-2) of 70.14/1490.95. Spontaneously aligned dipole polarization within the ionic liquid HMIMBF4 layer reduced the electron injection barrier and led to enhanced device efficiencies.

Quantum dots in which ionic liquids are ion-bonded and their preparation method

A quantum dot particle in which an ionic liquid is ion-bonded is disclosed. The quantum dot particle includes a quantum dot having a core/shell nanostructure; and an ionic liquid compound represented by following Chemical Formula 1, bonded to the surface of the quantum dot, wherein the quantum dot and the ionic liquid compound form an ionic bond: wherein, R1 and R2 are each independently a branched or unbranched hydrocarbon group having 1 to 22 carbon atoms, and X? is a monovalent anion, wherein the hydrocarbon group includes a saturated or unsaturated group and may include one or more hetero atoms.

Various metal organic frameworks combined with imidazolium, quinolinum and benzothiazolium ionic liquids for removal of three antibiotics from water

In this research, imidazolium, quinolinum and benzothiazolium based ionic liquids (ILs) were immobilized on a metal organic framework (MOF) by solvent impregnation or capillary action. The synthesized IL@MOF composite materials were characterized by FTIR, XRD, SEM and TGA methods and then applied in removal of tetracyclines (TCs) from aqueous samples. The presence of ionic liquids significantly improved the adsorption efficiency of the metal organic framework, with 82% or higher removal percentage was obtained for the three target TCs while the pristine MOFs adsorption efficiency was below 50%. This could be attributed to the ability of ILs to make complex interaction with target drugs via multiple intermolecular forces. Experimental results revealed the effects of three significant factors including pH, temperature and solid-liquid ratio, and optimum adsorption efficiency could be achieved at pH 8 and 30 °C when solid-liquid ratio = 1:2 was adopted. The adsorption kinetics was properly fitted with pseudo-second order model and Redlich-Peterson model could be used to describe the adsorption isotherm for three antibiotics; moreover, the adsorption was an endothermic and spontaneous process in nature. Finally, the adsorbed TCs could be desorbed efficiently and the performance of the IL@MOF sorbent was further verified by actual water samples.

The one-pot synthesis of butyl-1H-indol-3-alkylcarboxylic acid derivatives in ionic liquid as potent dual-acting agent for management of BPH

Based on the SAR of both α1-AR antagonists and 5α-reductase (5AR) inhibitors, the dual-acting agent 4-(1-(4-(4-(2-methoxyphenyl)piperazin-1-yl)butyl)-1H-indol-3-yl)butanoic acid 4aaa was designed against BPH and synthesized by two steps of N-alkylation. One-pot protocol towards 4aaa was newly developed. With IL [C6min]Br as solvent, the yield of 4aaa was increased to 75.1% from 16.0% and the reaction time was shortened in 1.5 h from 48 h. 25 derivatives structurally based on arylpiperazine and indolyl butyric acid with alkyl linker were prepared. The protocol was futher extended to get another 14 derivatives wherein O-alkylation was involved, and applied to the synthesis of biologically efficient molecules DPQ and Aripiprazole. Expectedly, compound 4aaa exhibited dual inhibition of α1-AR and 5α-reductase, and exhibited no obvious cytotoxicity against human cells. The pharmacokinetic properties of 4aaa was also determined.

Interactions of CO2 with the homologous series of СnMIMBF4 ionic liquids studied in situ ATR-FTIR spectroscopy: spectral characteristics, thermodynamic parameters and their correlation

In this work, in situ ATR-FTIR spectroscopy was used to study the interaction of CO2 and a series of 1-alkyl-3-methylimidazolium tetrafluoroborate СnMIMBF4 (n = 2, 4, 6, 8, 10) ionic liquids. A detailed analysis of the infrared spectra acquired from ionic liquids and sorbed СО2 was performed as ionic liquids with different the alkyl chain lengths were subjected to changing pressures of СО2 and temperature. With a longer alkyl chain length, an increase in the shift of the CH stretching vibrations bands of alkyl groups and BF stretching vibrations of BF4? anions is observed during CO2 sorption. This indicates the disaggregation of alkyl chains and anions. There is a correlation with the position of the wavenumber of the ν3 asymmetric stretching CO2 band and the length of the alkyl chain. It was found that some of the CO2 adsorbed by ionic liquids does not interact with the ionic liquid but is “free” in the bulk of the alkyl chains. For the first time, ATR-FTIR spectroscopy was used to determine the thermodynamic parameters of CO2 sorption in ionic liquids. It was demonstrated that the values of enthalpy and entropy obtained by analysis of the ATR-FTIR spectra are consistent the data obtained by other methods. A correlation was found between the enthalpy of sorption of CO2 and the wavenumber of the ν3 band. This opens up the possibility of using CO2 as an IR-sensitive probe molecule to characterize the acid-base properties of ionic liquids and determine the enthalpy of CO2 sorption.

Deciphering the anthelmintic activity of benzimidazolium salts by experimental and in-silico studies

Inspired from the facts that majority of the drug administrated in the form of salts and “poison is in the dose”; herein, we have synthesized and characterized 1-methyl-3-alkylbenzimidazolium and 1-methyl-3-alkylimidazolium derived ionic salts with varying N-alkyl chains and different anions. These ionic salts were evaluated for their vermicidal activity (VA) and cell viability test against the Pheretima posthuma and A549 cell lines (human alveolar basal epithelial cells), respectively. The morphological changes in the test organism were visualized by the Scanning Electron Spectroscopy (SEM) to get the mechanistic insight. Furthermore, results were compared with VA of 1-methyl-3-alkylimidazolium derivatives to establish their structure-activity-relationship (SAR) of the fused benzene ring in 1-methyl-3-alkylimidazolium. The current findings suggested that the activity of these salts depends on the nature of N-alkyl side-chain, anionic moieties, varying partial charge on quaternary nitrogen (due to different anions) lipophilicity and types of cationic core fused with imidazolium ring. These findings were complemented by the quantitative-structure-activity-relationship (QSAR), molecular docking approaches to unfold the features accountable for their activities and binding patterns of the ligand-receptor complex respectively. ADME/T assessment of the ionic salts shows that twelve compounds qualified the ADMET profiling test & encompasses the drug-likeness features.

Self-assembly and lower critical solution temperature properties of supramolecular block copolymer/ionic liquid complexes depending on the alkyl chain length of imidazolium rings

We report the liquid crystalline (LC) assembly and lower critical solution temperature (LCST) properties of wedge-shaped block copolymer (BCP)/1-alkyl-3-methylimidazolium tetrafluoroborate ([CnMIM][BF4], n = 2, 4, 6) complexes (1–3) depending on the alkyl chain length of the ionic liquids (ILs). In contrast to the crystalline BCP, all of the ionic samples showed LC phases. 1 with [C2MIM][BF4] exhibited a hexagonal columnar phase, and 3 with [C6MIM][BF4] exhibited a gyroid phase. Interestingly, a temperature-dependent transformation from columnar phase to gyroid phase was revealed for 2 with [C4MIM][BF4]. The phase difference may be explained by the supramolecular shape change that was dependent on the alkyl chain length of the ILs. The LCST behavior was characterized using the differential scanning calorimetry, turbidity observations, and the X-ray diffraction techniques. Notably, the primary d-spacing began to decrease at the clouding temperature (Tc). 3 showed the highest Tc at 130 °C, which is greater than the temperature of the order-to-disorder transition. The results demonstrate that the subtle variation in the IL structure affects the morphological and LCST properties.

Directed Phase Transfer of an FeII4L4 Cage and Encapsulated Cargo

Supramolecular capsules can now be prepared with a wide range of volumes and geometries. Consequently, many of these capsules encapsulate guests selectively by size and shape, an important design feature for separations. To successfully address practical separations problems, however, a guest cannot simply be isolated from its environment; the molecular cargo must be removed to a separate physical space. Here we demonstrate that an FeII4L4 coordination cage 1 can transport a cargo spontaneously and quantitatively from water across a phase boundary and into an ionic liquid layer. This process is triggered by an anion exchange from 1[SO4] to 1[BF4]. Upon undergoing a second anion exchange, from 1[BF4] to 1[SO4], the cage, together with its encapsulated guest, can then be manipulated back into a water layer. Furthermore, we demonstrate the selective phase transfer of cationic cages to separate a mixture of two cages and their respective cargoes. We envisage that supramolecular technologies based upon these concepts could ultimately be employed to carry out separations of industrially relevant compounds.