4303-67-7Relevant articles and documents
Aggregation behavior of zwitterionic surface active ionic liquids with different counterions, cations, and alkyl chains
Sun, Panpan,Shi, Lijuan,Lu, Fei,Zheng, Liqiang
, p. 27370 - 27377 (2016)
A group of zwitterionic surface active ionic liquids (SAILs) with different counterions, cations and alkyl chains, 3-(1-alkyl-3-imidazolio)propanesulfonate β-naphthalene sulfonate, (CnIPS-Nsa, n = 12, 14), 3-(1-dodecyl-3-imidazolio)propanesulfonate benzenesulfonate (C12IPS-Bsa), and dodecyl-N,N-dimethylammonio-3-propane sulfonate β-naphthalene sulfonate (SB-12-Nsa), were synthesized. Their aggregation behaviors in aqueous solutions were systematically investigated by surface tension, dynamic light scattering (DLS) and 1H NMR spectroscopy. Surface tension and DLS results illustrated that the surface properties, micelle size, and micellization behavior of zwitterionic SAILs in aqueous solutions are significantly affected by the anion type, anionic structure and the hydrophobicity of the alkyl chain. The SAILs with more hydrophobic anions and long alkyl chains are expected to favor the micellization. The steric hindrance and hydrophobicity of the cations, as well as the binding strength of the cations with the anions, also play important roles in the aggregation of zwitterionic SAILs. Additionally, the micelle formation mechanism was acquired by detailed analysis of the 1H NMR spectra. The existence of π-π stacking between imidazolium and counterions was proved. The enhanced π-π stacking and hydrophobic effect of Nsa- can promote the aggregation of zwitterionic SAILs. Density functional theory (DFT) calculations illustrated that the negative interaction energy of the complexes were C12IPS-Bsa/H2O > SB-12-Nsa/H2O > C12IPS-Nsa/H2O > C14IPS-Nsa/H2O. It is more difficult to form micelles in complexes with more negative interaction energy. The counterion electronegativity of Nsa- is smaller than that of Bsa-, which favors the formation of micelles.
Synthesis and assessment of new cationic gemini surfactants as inhibitors for carbon steel corrosion in oilfield water
El-Taib Heakal,Deyab,Osman,Nessim,Elkholy
, p. 47335 - 47352 (2017)
Three gemini surfactants were synthesized having the same length of terminal chain but differing in the spacer chain length and they were evaluated as corrosion inhibitors for carbon steel in oilfield water using weight loss, EIS, potentiodynamic polarization and open-circuit potential measurements. These measurements revealed that the synthesized materials have served as effective mixed-type corrosion inhibitors. Their adsorption on a carbon steel surface was well described by means of the Langmuir adsorption isotherm. The activation parameters for the dissolution of carbon steel in solutions of oilfield water in the absence and presence of these inhibitors were calculated. The effect of immersion time on the stability and durability of protective films adsorbed on a carbon steel surface was studied using weight loss method. Ex situ inspection, i.e. post-exposure analysis, for the treated carbon steel surface has been performed using SEM, EDX and FT-IR tools.
Ionic conduction and dielectric response of poly(imidazolium acrylate) ionomers
Choi, U Hyeok,Lee, Minjae,Wang, Sharon,Liu, Wenjuan,Winey, Karen I.,Gibson, Harry W.,Colby, Ralph H.
, p. 3974 - 3985 (2012)
We use X-ray scattering to investigate morphology and dielectric spectroscopy to study ionic conduction and dielectric response of imidazolium-based single-ion conductors with two different counterions [hexafluorophosphate (PF6-) or bis(trifluoromethanesulfonyl)imide (F3CSO2NSO 2CF3- = Tf2N-)] with different imidazolium pendant structures, particularly tail length (n-butyl vs n-dodecyl). A physical model of electrode polarization is used to separate ionic conductivity of the ionomers into number density of conducting ions and their mobility. Tf2N- counterions display higher ionic conductivity and mobility than PF6- counterions, as anticipated by ab initio calculations. Ion mobility is coupled to polymer segmental motion, as these are observed to share the same Vogel temperature. Ionomers with the n-butyl tail impart much larger static dielectric constant than those with the n-dodecyl tail. From the analysis of the static dielectric constant using Onsager theory, there is more ionic aggregation in ionomers with the n-dodecyl tails than in those with the n-butyl tails, consistent with X-ray scattering, which shows a much stronger ionic aggregate peak for the ionomers with dodecyl tails on their imidazolium side chains.
Synthesis of triethoxysilane imidazolium based ionic liquids and their application in the preparation of mesoporous ZSM-5
Kore, Rajkumar,Srivastava, Rajendra
, p. 11 - 15 (2012)
Triethoxysilane containing imidazole based ionic liquids were synthesized. These ionic liquids were utilized as a structure directing agent for the synthesis of mesoporous ZSM-5. ZSM-5 was characterized by a complementary combination of X-ray diffraction, N2 adsorption/desorption, Scanning electron microscopy, Transmission electron microscopy, Temperature programmed desorption techniques, Infrared spectroscopy and Nuclear Magnetic Resonance spectroscopy. The resultant zeolites were mesoporous and showed unique characteristics of a fully crystalline microporous MFI zeolite framework. Mesoporous ZSM-5 synthesized from imidazole based ionic liquids exhibited higher catalytic activity than conventional ZSM-5 in alkylation and cracking reactions. Significantly high catalytic activity of the mesoporous ZSM-5 suggests that large external surface area and accessible acid sites are beneficial for catalytic reactions involving large organic molecules.
The structure – Activity correlation in the family of dicationic imidazolium surfactants: Antimicrobial properties and cytotoxic effect
Gumerova, Syumbelya K.,Kotenko, Alla A.,Kulik, Natalia V.,Mikhailov, Vasilii A.,Mirgorodskaya, Alla B.,Prokopyeva, Tatiana M.,Sapunova, Аnastasiia S.,Sinyashin, Oleg G.,Voloshina, Alexandra D.,Zakharova, Lucia Ya
, (2020)
Background: The development of new effective microbicide surfactants and the search for the structure–biological activity relationship is an important and promising problem. Surfactants containing imidazolium fragment attract attention of researchers in the field of chemotherapy, because these compounds often exhibit high antimicrobial activity. The aim of this work is to identify the newly synthesized surfactants from the viewpoint of their potential usefulness in pharmacology and medicine. For this purpose, a detailed study of antimicrobial, hemolytic and cytotoxic activity of dicationic alkylimidazolium surfactants of the m-s-m (Im) series with a variable length of a hydrocarbon tail (m = 10, 12) and a spacer fragment (s = 2, 3, 4) was carried out. Methods: Aggregation of surfactants in solutions was estimated by tensiometry and conductivity. Antimicrobial activity was determined by the serial dilution technique. Cytotoxic effects of the test compounds on human cancer and normal cells were estimated by means of the multifunctional Cytell Cell Imaging system. Cell Apoptosis Analysis was made by flow cytometry. Results: The test compounds show high antimicrobial activity against a wide range of test microorganisms and do not possess high hemolytic activity. Importantly, some of them display a bactericidal activity comparable to ciprofloxacin fluoroquinolone antibiotic against Gram-positive bacteria, including methicillin-resistant strains of S. aureus (MRSA). The cytotoxicity of the compounds against normal and tumor human cell lines has been tested as well, with cytotoxic effect and selectivity strongly controlled by structural factor and kind of cell line. Superior results were revealed for compound 10–4-10 (Im) in the case of HuTu 80 cell line (duodenal adenocarcinoma), for which IC50 value at the level of doxorubicin and a markedly higher selectivity index (SI 7.5) were demonstrated. Flow cytometry assay shows apoptosis-inducing effect of this compound on HuTu 80 cells, through significant changes in the potential of mitochondrial membrane. Major conclusions: Antibacterial properties are shown to be controlled by alkyl chain length, with the highest activity demonstrated by surfactants with decyl tail, with the length of the spacer fragment showing practically no effect. The results indicate that the mechanism of cytotoxic effect of the compounds can be associated with the induction of apoptosis via the mitochondrial pathway. General significance: Selectivity against pathogenic microorganisms and low toxicity against eukaryotic cells allow considering dicationic imidazolium surfactants as new effective antimicrobial agents. At the same time, high selectivity against some cancer cell lines indicates the prospect of their using as components of new anticancer drugs.
Ruthenium complex immobilized on supported ionic-liquid-phase (SILP) for alkoxycarbonylation of olefins with CO2
Xia, Shi-Ping,Ding, Guang-Rong,Zhang, Rui,Han, Li-Jun,Xu, Bao-Hua,Zhang, Suo-Jiang
supporting information, p. 3073 - 3080 (2021/05/05)
In this study, the heterogeneously catalyzed alkoxycarbonylation of olefins with CO2based on a supported ionic-liquid-phase (SILP) strategy is reported for the first time. An [Ru]@SILP catalyst was accessed by immobilization of ruthenium complex on a SILP, wherein imidazolium chloride was chemically integrated at the surface or in the channels of the silica gel support. An active Ru site was generated through reacting Ru3(CO)12with the decorated imidazolium chloride in a proper microenvironment. Different IL films, by varying the functionality of the side chain at the imidazolium cation, were found to strongly affect the porosity, active Ru sites, and CO2adsorption capacity of [Ru]@SILP, thereby considerably influencing its catalytic performance. The optimized [Ru]@SILP-A-2 displayed enhanced catalytic performance and prominent substrate selectivity compared to an independent homogeneous system under identical conditions. These findings provide the basis for a novel design concept for achieving both efficient and stable catalysts in the coupling of CO2with olefins.
A Remarkable Fluorescence Quenching Based Amplification in ATP Detection through Signal Transduction in Self-Assembled Multivalent Aggregates
Biswas, Rakesh,Naskar, Sumit,Ghosh, Surya,Das, Mousumi,Banerjee, Supratim
supporting information, p. 13595 - 13600 (2020/10/06)
Signal transduction is essential for the survival of living organisms, because it allows them to respond to the changes in external environments. In artificial systems, signal transduction has been exploited for the highly sensitive detection of analytes. Herein, a remarkable signal transduction, upon ATP binding, in the multivalent fibrillar nanoaggregates of anthracene conjugated imidazolium receptors is reported. The aggregates of one particular amphiphilic receptor sensed ATP in high pm concentrations with one ATP molecule essentially quenching the emission of thousands of receptors. A cooperative merging of the multivalent binding and signal transduction led to this superquenching and translated to an outstanding enhancement of more than a millionfold in the sensitivity of ATP detection by the nanoaggregates; in comparison to the “molecular” imidazolium receptors. Furthermore, an exceptional selectivity to ATP over other nucleotides was demonstrated.
Synthesis of Ionic Liquids as Novel Nanocatalysts for Fixation of Carbon Dioxide with Epoxides by Using a Carbon Dioxide Balloon
Zhang, Pu,Zhiani, Rahele
, p. 2254 - 2266 (2020/02/18)
Abstract: In the present study, the nanocatalyst of imidazolium based ionic liquids (ILs) is synthesized for the fixation of carbon dioxide (CO2) under moderate conditions by utilizing a balloon of CO2 with commercially available epoxides. IL incorporated porous dendritic fibrous nanosilica (DFNS) catalyst (IL/DFNS) was designed and synthesized. The synthesized catalyst was characterized using N2 absorption desorption isotherm, XPS, SEM, EDX, TGA, HR-TEM, and AFM. For cyclic carbonate, an environmental friendly catalyst of porous IL/DFNS indicate highly impressive catalytic efficiency from CO2 through CO2 fixation and epoxides under mild condition. Attendance of polar hydroxyl and anion exchange nature groups of IL frame work to high surface area is known as the main aspect to be reliable for elevated catalytic efficiency and also advance in stability of catalyst and providing a proper recyclability. Graphic Abstract: [Figure not available: see fulltext.].
