497258-85-2Relevant articles and documents
The use of acidic task-specific ionic liquids in the formation of high surface area mesoporous silica
Pujari, Ajit A.,Chadbourne, Jessica J.,Ward, Antony J.,Costanzo, Lorenzo,Masters, Anthony F.,Maschmeyer, Thomas
, p. 1997 - 2000 (2009)
The acidic ionic liquids 1-alkyl-3-methylimidazolium hydrogen sulfate [CnMIM]HSO4 (n = 8, 10, 12, 16) were synthesised using a one-pot method and then used as new acidic templates to generate high surface area ordered mesoporous sili
Concentration-dependent apparent partition coefficients of ionic liquids possessing ethyl- and bi-sulphate anions
Jain, Preeti,Kumar, Anil
, p. 1105 - 1113 (2016/01/09)
This study deals with the concentration dependent apparent partition coefficients log P of the ethyl and bisulfate-based ionic liquids. It is observed that the bisulfate-based ionic liquids show different behaviour with respect to concentration as compared to ethyl sulphate-based ionic liquids. It is significant and useful analysis for the further implementation of alkyl sulfate based ionic liquids as solvents in extraction processes. The log P values of the ethyl sulphate-based ionic liquids were noted to vary linearly with the concentration of the ionic liquid, whereas a flip-flop trend with the concentration for the log P values of the bisulphate-based ionic liquids was observed due to the difference in hydrogen bond accepting basicity and possibility of aggregate formation of these anions. The π-π interactions between the imidazolium and pyridinium rings were seen to affect the log P values. The alkyl chain length of anions was also observed to influence the log P values. The hydrophobicity of ionic liquid changes with the alkyl chain in the anion in the order; [HSO4]- 4]- 4]-.
Dual functionality of amphiphilic 1-alkyl-3-methylimidazolium hydrogen sulfate ionic liquids: Surfactants with catalytic function
Nowicki, Janusz,?uczak, Justyna,Stańczyk, Dorota
, p. 11591 - 11601 (2016/02/09)
A series of amphiphilic 1-alkyl-3-methylimidazolium hydrogen sulfate ionic liquids were synthesized. Acidic hydrogen sulfate ionic liquids with the alkyl chains C6-C14 are characterized by good surface properties. Their surface properties (adsorption and micellization parameters, degree of ionization of micelles, Krafft temperatures and thermodynamic parameters) were determined. Synthesized ionic liquids were applied as a co-catalyst in an oxirane ring opening reaction in epoxidized fatty acid methyl esters (FAME). Their co-catalytic activities were determined and discussed as a function of their structure and surface properties. It was found that the co-catalytic properties, both conversion and selectivity, of alkylimidazolium hydrogen sulfate ionic liquids noticeably depended on the alkyl chain lengths, and in consequence their properties.
Facile aromatic nucleophilic substitution (SNAr) reactions in ionic liquids: An electrophile-nucleophile dual activation by [Omim]Br for the reaction
Zhang, Xiao,Lu, Guo-Ping,Cai, Chun
supporting information, p. 5580 - 5585 (2016/10/21)
A facile aromatic nucleophilic substitution (SNAr) reaction in recyclable [Omim]Br under relatively mild conditions has been described. An electrophile-nucleophile dual activation by [Omim]Br is also discovered based on control experiments, 1H NMR and IR spectroscopies. This chemistry provides an efficient and metal-free approach for the generation of Caryl-X (XS, N, O) bonds, many of which are significant synthetic intermediates or drugs, making this methodology attractive to both synthetic and medicinal chemistry.
The efficient hydroxyalkylation of phenol with formaldehyde to bisphenol F over a thermoregulated phase-separable reaction system containing a water-soluble Bronsted acidic ionic liquid
Wang, Qing,Wu, Zhi Min,Li, Yongfei,Tan, Ying,Liu, Ning,Liu, Yuejin
, p. 33466 - 33473 (2014/08/18)
The efficient hydroxyalkylation of phenol with formaldehyde to bisphenol F over a thermoregulated phase-separable reaction system containing a water-soluble Bronsted acidic ionic liquid was studied. The reaction system containing the water-soluble IL showed thermoregulated biphasic behavior with change of the alkyl chain length of IL, temperature and water amount. Four types of imidazolium-, ammonium-, phosphonium- and pyridinium-based water-soluble ionic liquids with different anions of dihydrogen phosphate [H2PO4]-, acetate [CH3COO] - and hydrogen sulfate [HSO4]- were used as both Bronsted acidic catalysts and thermoregulated solvents. Among them, [C6MIM][HSO4] gave a high yield of 80.5% and a selectivity of 96.9% for bisphenol F, and the optimal reaction conditions were stirring speed 450 rpm, phenol-formaldehyde ratio 6:1, IL catalyst molar concentration 12.5%, reaction temperature 90 °C and reaction time 1 h. [C 6MIM][HSO4] could be recovered by simple decantation and could retain its original activity even after six recycling-uses [C nMIM][HSO4] with the alkyl chain length n = 6 found to be the most suitable for the synthesis of bisphenol F because of both the formation of a thermoregulated monophasic reaction system at 90 °C to enhance the reaction efficiency and as a thermoregulated phase-transition solvent to facilitate its recovery from the reaction system. the Partner Organisations 2014.
Acidic-functionalized ionic liquid as an efficient, green, and metal-free catalyst for benzylation of sulfur, nitrogen, and carbon nucleophiles to benzylic alcohols
Chu, Xue-Qiang,Jiang, Ran,Fang, Yi,Gu, Zheng-Yang,Meng, Hua,Wang, Shun-Yi,Ji, Shun-Jun
, p. 1166 - 1174 (2013/02/25)
A series of HSO4- functionalized ILs was synthesized and used as efficient, green, and metal-free catalysts for benzylation. Notably, the catalytic system has wide substrate scopes and the ionic liquid catalysts were applied to investigate three different types of nucleophiles to give the desired benzylation products with moderate to excellent yields.
SBA-15-functionalized sulfonic acid confined acidic ionic liquid: A powerful and water-tolerant catalyst for solvent-free esterifications
Karimi, Babak,Vafaeezadeh, Majid
supporting information; experimental part, p. 3327 - 3329 (2012/04/23)
Incorporating a hydrophobic Bronsted acid ionic liquid (HBAIL) inside the nanospaces of SBA-15-Pr-SO3H led to a hydrophobic super Bronsted acid catalyst, which showed excellent catalytic performance in direct esterification of alcohols and carboxylic acids at ambient temperature under solvent-free conditions. The Royal Society of Chemistry 2012.
ALKYLATION CATALYZED BY BINARY MIXTURES OF ACID AND IONIC LIQUID
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Page/Page column 7, (2011/01/11)
An alkylation catalyst can include: a Br?nsted acid ionic liquid; and a strong Br?nsted acid that is not considered an ionic liquid. The Br?nsted acid ionic liquid can be selected from the group consisting of [BMIm]HSO4, [MBSIm]HSO4, [MBSIm]OTf, [MPSIm]OTf, and [OMIm]HSO4 or the like. In one aspect, the strong Br?nsted acid is selected from the group consisting of sulfuric acid, hydrochloric acid (HCl), hydrobromic acid (HBr), HF, hydrogen iodide (HI), phosphoric acid, trifluoromethanesulfonic (triflic) acid. In one aspect, the strong Br?nsted acid is present at more than about 50 wt % of the composition; however, the Br?nsted acid can vary from about 10 wt % to about 99 wt %, more preferably about 20 wt % to about 90 wt %, and most preferably about 40 wt % to about 80 wt %.
Improved 1-butene/isobutane alkylation with acidic ionic liquids and tunable acid/ionic liquid mixtures
Tang, Shengwei,Scurto, Aaron M.,Subramaniam, Bala
, p. 243 - 250 (2011/05/07)
A new process for 1-butene/isobutane alkylation to yield C 8-alkylates is described using binary mixtures of certain acidic imidazolium ionic liquids (ILs) and strong acids such as sulfuric or trifluoromethanesulfonic (triflic) acid. Equivalent or better conversion (>95%), C8-alkylates selectivity (>70%) and trimethylpentane/ dimethylhexane selectivity (TMP/DMH > 7) were achieved with the IL/acid mixtures over the pure acids themselves. Six types of substituted 3-methyl-imidazolium ionic liquids were investigated, wherein acidity is imparted via either the cation with sulfonic acid groups or the anion (hydrogen sulfate) or both. Long-term studies up to 30+ recycles indicate that the catalyst stability was increased by sometimes greater than 30+% with the IL/acid mixtures over the pure acid. The ionic liquid is believed to tune the acidity, solubility, and interfacial properties, resulting in these enhanced results. In addition, this concept could also be applicable to Friedel-Crafts alkylation, acylation chemistries, or other acid-catalyzed reactions.
