- Degradation of polycarbonate to produce bisphenol A catalyzed by imidazolium-based DESs under metal-and solvent-free conditions
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Bisphenol A (BPA) is an important chemical raw material, but the traditional preparation process of BPA is costly and complicated, so it is necessary to find an efficient and environmentally friendly method for the production of BPA. Deep eutectic solvents (DESs) have attracted widespread attention due to their low cost, low toxicity, low melting point, non-volatilization, easy preparation, recyclablility and biodegradability. In this work, a series of imidazolium-based DESs were synthesized and used for the degradation of polycarbonate (PC), and BPA was obtained from the methanolysis of PC catalyzed by DESs under metal- and solvent-free conditions. It was found that imidazolium-based DES [EmimOH]Cl-2Urea showed excellent catalytic activity and reusability. Under the optimized reaction conditions (the mass ratio of DES to PC is 0.1?:?1, the molar ratio of CH3OH to PC is 5?:?1, 120 °C, reaction time 2 h), the PC conversion and BPA yield were almost 100% and 98%, respectively. Moreover, the kinetics of methanolysis catalyzed by [EmimOH]Cl-2Urea was investigated in the temperature range 100-120 °C, and the results indicated that it is a pseudo-first order reaction with an activation energy of 133.59 kJ mol-1. In addition, a possible catalytic mechanism of PC methanolysis is proposed.
- Huang, Wenwen,Wang, Hui,Hu, Weiyue,Yang, Daoshan,Yu, Shitao,Liu, Fusheng,Song, Xiuyan
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- Synthesis, structure and properties of imidazolium-based energetic ionic liquids
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A series of imidazolium energetic ionic liquids (EILs) 2a, 3a-f, and 4a-f with a nitrooxyethyl or hydroxyethyl side chain in their cations were easily synthesized starting from N-methylimidazole via quaternization, nitration, and metathesis reactions. The EILs and intermediates were fully characterized by FT-IR, UV/Vis, ESI-MS, 1H NMR, 13C NMR, or elemental analysis. Compounds 3a, 3b, and 4b were further studied through single crystal X-ray diffraction. Solubility experiment shows that all the EILs have good solubilities in most polar solvents. The thermal properties of the EILs were investigated via differential scanning calorimetry (DSC) and thermo-gravimetric analysis (TGA). All the EILs have a very wide liquid temperature range over 100 °C. DSC data show that all the energetic compounds are typical ionic liquids with glass transition temperatures from -77 °C to -12 °C and melting temperatures below 100 °C. TGA data indicate that the new ionic liquids possess good thermal stabilities with decomposition temperatures above 165 °C, except for compounds 3d, 4c, and 4d. Generally, the introduction of a nitrooxy group lowered the melting points and decomposition temperatures, but increased the glass transition temperatures of the EILs. The energetic properties of the EILs were further estimated by Kamlet-Jacobs formula. The detonation velocities of ionic liquids 2a and 4a-f are 6.84-7.63 km s-1, which are between those of TNT and RDX. The detonation pressures of ionic liquids 2a, 3e, 4a, 4b, 4d, and 4e are better than that of TNT. Besides, energetic data show that the introduction of a nitrooxy group improved the energetic properties of the new ionic liquids.
- Yang, Haijun,Liu, Yuejia,Ning, Hongli,Lei, Jianlei,Hu, Gang
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- Thermochromism, stability and thermodynamics of cobalt(ii) complexes in newly synthesized nitrate based ionic liquid and its photostability
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In this work a 1-(2-hydroxyethyl)-3-methylimidazolium nitrate ionic liquid, [HO(CH2)2mim]NO3, has been synthesized in order to serve as a new thermochromic material upon addition of cobalt(ii) ions. Spectrophotometric measurements of a series of cobalt(ii) nitrate and cobalt(ii) chloride solutions in [HO(CH2)2mim]NO3 at 298.15, 308.15, 318.15, 328.15, and 338.15 K, were performed. Based on the recorded spectra, the overall stability constants and thermodynamic parameters for the cobalt(ii) associations with chloride and nitrate ions were calculated. The thermodynamic calculations suggest that thermochromism is not observed in the ionic medium due to a small entropy change during the replacement of nitrate with chloride ions in the co-ordination sphere of cobalt(ii). The absence of the molecular solvent was also the reason for the lack of thermochromism. Thus, cobalt(ii) solutions in [HO(CH2)2mim]NO3 and water mixtures were studied as a new and green medium that can be used for the auto-regulation of the light intensity and shade protection. The investigated system with water upon addition of cobalt(ii) was found to be a far more efficient and responsive thermochromic medium for all of the studied systems up until now. The structure of [HO(CH2)2mim]NO3 was confirmed by both 1H NMR and IR spectroscopy. Also, the efficiency of different advanced oxidation processes (UV-induced photolysis, UV/H2O2 photolysis, heterogeneous photocatalysis using TiO2 Degussa P25 and TiO2 with 7.24%, w/w Fe catalysts) for [HO(CH2)2mim]NO3 degradation were investigated. The reaction intermediates formed during the photo-oxidation process were identified using LC-ESI-MS/MS and 1H NMR techniques. This journal is
- Bani, Nemanja,Vrane, Milan,Abramovi, Biljana,Csandi, Jnos,Gaduri, Slobodan
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- Solubility and diffusion of H2S and CO2 in the ionic liquid 1-(2-Hydroxyethyl)-3-methylimidazolium tetrafluoroborate
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The solubilities and diffusion coefficients of hydrogen sulfide and carbon dioxide gases in the ionic liquid (IL) 1-(2-hydroxyethyl)-3-methylimidazolium tetrafluoroborate ([hemim][BF4]), at temperatures ranging from (303.15 to 353.15) K and pressures up to 1.1 MPa, were determined. The solubility data were correlated using the Krichevsky-Kasarnovsky equation, and Henry's law constants at different temperatures were obtained. From the solubility data, the partial molar thermodynamic functions of solution such as Gibbs energy, enthalpy, and entropy were calculated. The diffusion coefficients were obtained for H2S and CO2 using a semi-infinite volume approach, and a correlation equation with temperature is presented for each gas. A comparison showed that the solubility of H2S was about three times its magnitude, and its diffusion coefficient is of the same order of magnitude as that of CO2 in the IL studied in this work.
- Shokouhi, Mohammad,Adibi, Mina,Jalili, Amir Hossein,Hosseini-Jenab, Masih,Mehdizadeh, Ali
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- Cluster Formation through Hydrogen Bond Bridges across Chloride Anions in a Hydroxyl-Functionalized Ionic Liquid
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Several recent studies of hydroxyl-functionalized ionic liquids (ILs) have shown that cation-cation interactions can be dominating these materials at the molecular level when the anion involved is weakly interacting. The hydrogen bonds between the like ions led to the formation of interesting chain-like, ring-like, or distinct dimeric (i. e. two ion pairs) supermolecular clusters. In the present work, vibrational spectroscopy (ATR-IR and Raman) and density functional theory (DFT) calculations of the hydroxyl-functionalized imidazolium ionic liquid C2OHmimCl indicate that anion-cation hydrogen bonding interactions are dominating, leading to the formation of distinct dimeric ion pair clusters. In this arrangement, the Cl? anions function as a bridge between the cations by establishing bifurcated hydrogen bonds with the OH group of one cation and the C(2)-H of another cation. Cation–cation interactions, on the other hand, do not play a significant role in the observed clusters.
- Panja, Sumit Kumar,Haddad, Boumediene,Debdab, Mansour,Kiefer, Johannes,Chaker, Yassine,Bresson, Serge,Paolone, Annalisa
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- Hydroxyl-functionalized ionic liquid: a novel efficient catalyst for chemical fixation of CO2 to cyclic carbonate
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A series of hydroxyl-functionalized ionic liquids (HFILs) were synthesized and characterized. They showed efficient reactivity and reusability toward the coupling of epoxide and CO2 without any additional co-catalyst and organic solvent. Highest activity and selectivity were achieved in the presence of 1-(2-hydroxyl-ethyl)-3-methylimidazolium bromide (HEMIMB) in comparison with other similar catalysts investigated. The relationship between the higher catalytic reactivity and OH-functional group was proposed.
- Sun, Jian,Zhang, Suojiang,Cheng, Weiguo,Ren, Junyi
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- Nickel and palladium complexes of enolatefunctionalised N-heterocyclic carbenes
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The reaction of chloroethyltrimethylsilylether with 1-methylimidazole furnishes an ionic liquid that undergoes methanolysis to crystalline 2-hydroxyethylimidazolium chloride (crystal structure presented). Conversion to defined hydroxyethylimidazol-2-ylidene nickel complexes failed, but was accomplished with 1-methyl-3-acetophenyl-imidazolium bromide. The bis(NHC{n-ary intersection}O-) nickel(II) chelate is formed, rather than a methallylnickel monochelate, but with nickelocene a monochelate NiCp complex was detected. The bulky 1-(2,6-diisopropylphenyl)-3-(2'-phenyl-enolato)-imidazol-2-ylidene allylpalladium chloride was obtained in pure form. Attempts to generate catalysts for ethylene oligomerization by in situ techniques have failed so far whereas P{n-ary intersection}O- ligands, comparable by the P-C diagonal relationship, provide active catalysts.
- Shanmuganathan, Saravanakumar,Kuehl, Olaf,Jones, Peter G.,Heinicke, Joachim
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- Preparation and characterization of new room temperature ionic liquids
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A new series [CnOmmim][X] of imidazolium cation-based room temperature ionic liquids (RTILs), with ether and alcohol functional groups on the alkyl side-chain has been prepared. Some physical properties of these RTILs were measured, namely solubility in common solvents, viscosity and density. The solubility of LiCl, HgCl2 and LaCl3 in room temperature ionic liquids was also determined. The features of the solid-liquid phase transition were analysed, namely the glass transition temperature and the heat capacity jump associated with the transition from the non-equilibrium glass to the metastable supercooled liquid. These properties were compared with those reported for the 1-n-alkyl-3-methylimidazolium [Cnmim][X] series. While the density and solid-liquid phase transition properties are similar for both series, the new RTILs present a considerably lower viscosity and an increased ability to dissolve HgCl2 and LaCl3 (up to 16 times higher).
- Branco, Luis C.,Rosa, Joao N.,Moura Ramos, Joaquim J.,Afonso, Carlos A. M.
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- A new approach to N-3 functionalized 3,4-dihydropyrimidine-2(1H)-ones with 1,2,4-oxadiazole group as amide isostere via ionic liquid-phase technology
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New N-3 functionalized 3,4-dihydropyrimidine-2(1H)-ones with 1,2,4-oxadiazole group as amide isostere were synthesized in six steps by ionic liquid-phase organic synthesis (IoLiPOS) methodology from ILP bound acetoacetate. The 3,4-dihydropyrimidine-2(1H)-
- Legeay, Jean Christophe,Vanden Eynde, Jean Jacques,Bazureau, Jean Pierre
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- Synthesis and characterization of 1-(hydroxyethyl)-3-methylimidazolium sulfate and chloride ionic liquids
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We have used the imidazole as a starting compound for the preparation of a new ionic liquid 1-(hydroxyethyl)-3-methylimidazolium sulfate, with a yield of 98% in the two-steps synthesis. This new ionic liquid at room temperature exhibits a greater chemical activity. For the first step, we change the previous synthetic route using 2-chloroethanol as starting material, and with 1-methylimidazole to prepare the 1-(hydroxyethyl)-3-methylimidazolium chloride [EtOHMIM+][Cl?]. In the second stage, we have exchanged the anion Cl? with HSO4 ?. The ionic liquid shows reasonably high conductivity and thermal stability up to 340?°C. Our samples are characterized by 1H NMR, 13C NMR and FT-IR. The physical characteristics of the ionic liquid, such as solvation capacity were studied using a thermo-gravimetric Analyzer (NETZSCH DSC 204 F1) in the range of 40–400?°C. The results show that the ILs may be used as polyelectrolyte for electrochemical applications.
- Chaker, Yassine,Ilikti, Hocine,Debdab, Mansour,Moumene, Taqiyeddine,Belarbi, El Habib,Wadouachi, Anne,Abbas, Ouissam,Khelifa, Brahim,Bresson, Serge
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- A design of experiment approach for ionic liquid-based extraction of toxic components-minimized essential oil from Myristica fragrans houtt
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The effect of the addition of ionic liquids (ILs) during the hydrodistillation of Myristica fragrans Houtt. (nutmeg) essential oil was studied. The essential oil of M. fragrans is characterized by the presence of terpenes, terpenoids, and of phenylpropanoids, such as methyl eugenol and safrole, that are regarded as genotoxic and carcinogenic. The aim of the work was to determine the best ionic liquid to improve the yield of the extraction of M. fragrans essential oil and decrease the extraction of toxic phenylpropanoids. Six ILs, namely 1,3-dimethylimidazolium chloride (1), 1,3-dimethylimidazolium dimethylphosphate (2), 1-(2-hydroxyethyl)-3-methylimidazolium chloride (3), 1-(2-hydroxyethyl)-3-methylimidazolium dimethylphosphate (4), 1-butyl-3-methylimidazolium chloride (5), and 1-butyl-3-methylimidazolium dimethylphosphate (6), were prepared by previously reported, innovative methods and then tested. An experimental design was used to optimize the extraction yield and to decrease the phenylpropanoids percentage using the synthesized ILs. The influence of the molarity of ILs was also studied. MODDE 12 software established 0.5 M 1-butyl-3-methylimidazolium chloride as the best co-solvent for the hydrodistillation of M. fragrans essential oil.
- Lanari, Daniela,Marcotullio, Maria Carla,Neri, Andrea
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- Vapor pressures of the 1-butyl-3-methylimidazolium bromide + water, 1-butyl-3-methylimidazolium tetrafluoroborate + water, and 1-(2-hydroxyethyl)-3- methylimidazolium tetrafluoroborate + water systems
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This work presents the vapor pressures of the following binary imidazolium-based ionic liquid (IL) + water solutions: 1-butyl-3- methylimidazolium bromide ([bmim] [Br]) + water, 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF4]) + wate
- Kim, Ki-Sub,Park, Seung-Yeob,Choi, Sukjeong,Lee, Huen
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- Synthesis, vibrational and thermal properties of new functionalized 1- (2-hydroxyethyl) -3-methylimidazolium dihydrogenophosphate ionic liquid
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Very recently, the hydroxyl-functionalized ionic liquids have gained immense interest and were developed for a number of interesting applications. In this work and for the first time new hydroxyl-functionalized namely; 1-(hydroxyethyl)-3-methylimidazolium dihydrogenophosphate ionic liquid [EtOHMIM+][H2PO4?] was synthesized in our laboratory. The synthesis is based on an alkylation reaction of 1-methylimidazole followed by anion exchange. The obtained IL is characterized by 1H-NMR, 13C-NMR spectroscopy. Their experimental vibrational spectroscopy have been investigated using Infrared and Raman spectroscopy, based on the infrared (IR) and Raman spectroscopies results, complete vibrational assignments have been performed. Besides, thermal properties of this hydroxyl-functionalized IL were investigated by using following techniques, (i) Thermogravimetric Analysis (TGA) and Derivative Thermogravimetry (DTG) in the temperature range from 20 to 600 C°, (ii) differential scanning calorimetry (DSC) from-100 °C to 200 °C. The thermogravimetry analysis was coupled with mass spectrometry in order to assess the influence of anion on the measured property.
- Zaoui, Tayeb,Debdab, Mansour,Haddad, Boumediene,Belarbi, El Habib,Chaker, Yassine,Rahmouni, Mustapha,Bresson, Serge,Baeten, Vincent
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- Ionic-liquid-supported total synthesis of sansalvamide A peptide
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A facile and efficient total synthesis of bioactive sansalvamide A peptide has been accomplished, including the-ionic-liquid supported method and final PyBOP-promoted ring closure. Copyright Taylor & Francis Group, LLC.
- Chen, Ling,Zheng, Mingfang,Zhou, Yu,Liu, Hong,Jiang, Hualiang
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- Ionic liquid supported synthesis of β-lactam library in ionic liquid batch
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An efficient and general ionic liquid supported synthesis of cis-β-lactam library via multistep reactions have been successfully carried out in a single ionic liquid batch. The method exhibited the advantages over soluble and insoluble polymeric support strategies, such as high loading capacity, avoiding of large excesses of reagents and easy purification. Also, the products were obtained in good yields and purities.
- Tao, Xiao-Le,Lei, Ming,Wang, Yan-Guang
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- Merging structural frameworks of imidazolium, pyridinium, and cholinium ionic liquids with cinnamic acid to tune solution state behavior and properties
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Solubility in water, interactions with the solvent medium and tuning of molecular conformation in the liquid phase are the key issues to discover new biologically active molecules and to understand the mechanisms of their action. In the present article, we report synthesis, structural and biological activity studies, and computational modeling of new ionic compounds. Structural frameworks of well-known imidazolium, pyridinium and cholinium ionic liquids (ILs) were combined with naturally occurring cinnamic acid (CA), which is known to possess a wide spectrum of biological activity. Different combinations of these two structural elements (IL and Cin (cinnamic moiety)) allowed modulating the solubility, physicochemical properties and biological activity of the resulting molecules. A significant increase in the biological activity was achieved for the three studied hybrid molecules - [C4mim-Cin][Cl], [C4py–Cin][Cl], and [C4mim-Cin][Cin]. Multiparameter cytotoxicity mapping was performed to visualize the biological activity of the 28 studied molecules. Detailed experimental investigation and molecular dynamics simulation were performed to gain insight into the structure–activity relationship. Of note, a folding conformational change in the structure of [Cnmim-Cin][Cl] hybrid molecules in solution resulted in a substantial change in chemical reactivity, with the activation energy of the hydrolysis reaction decreasing from 32.1 to 23.9 kcal/mol.
- Ananikov, Valentine P.,Egorova, Ksenia S.,Gordeev, Evgeniy G.,Posvyatenko, Alexandra V.,Seitkalieva, Marina M.,Strukova, Elena N.,Vavina, Anna V.
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- Design, synthesis and characterization of new energetic phthalate plasticizers based on imidazolium ionic liquids
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In this study, a new class of energetic phthalate plasticizers based on imidazolium ionic liquids (ILs) were synthesized. The structure of the synthesized compounds was confirmed by 1HNMR, 13CNMR, and FT-IR. The thermal stability of nitrocellulose (NC)/plasticizer blends was also evaluated by thermogravimetric analysis (TGA). The compatibility of the NC with three synthesized energetic plasticizers was studied by differential scanning calorimetry (DSC), scanning electron microscope (SEM), and density functional theory (DFT) methods. The glass transition temperatures of the NC/synthesized plasticizer blends were determined by DSC and showed desirable lowering of glass transition temperature with a single peak and low temperature, which indicates the compatibility of NC with the synthesized IL plasticizers. The SEM images of plasticized films show smooth surfaces which are resulted from the good compatibility of the plasticizers with NC. The predicted relative trend of interaction energies between NC and plasticizers is well correlated with the corresponding trend of Tg of NC/plasticizer blend. In addition, molecular electrostatic potential (MEP) calculations were performed for all plasticizers/NC. Total electron density for the DEP/NC, 3a/NC, 3b/NC and 3c/NC samples are respectively 0.0388, 0.0942, 0.0944 and 0.0823. There is a very good regression (R2 = 0.9126) between these values and the calculated values of the interactions energy. Graphical abstract: In this study, a new class of energetic phthalate plasticizers based on imidazolium ionic liquids were synthesized. The compatibility of NC with these energetic plasticizers was studied by differential scanning calorimetry (DSC) and density functional theory (DFT) methods.[Figure not available: see fulltext.]
- Fareghi-Alamdari, Reza,Mousavi Nodoushan, Seyed Amanollah,Zekri, Negar
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- Synthesis and characterization of physicochemical properties of imidazolium-based ionic liquids and their application for simultaneous determination of sulfur compounds
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Three types of imidazolium-based ionic liquids (IMILs) were synthesized and characterized by 13C and 1H NMR, FT-IR, and elemental analysis. Thermal stability and physicochemical properties of prepared IMILs were measured in the temperature range of 283.15 to 363.15 K. The physicochemical results revealed the entirely temperature-dependent properties and quietly decreasing through increasing the temperature. Electrochemical studies of the IMILs were also performed at the surface of screen-printed electrode cells. Consideration of these properties and determining the unique abilities of IMILs will help researchers through modern applications like liquid-liquid extraction, particular tasks of scavenging and removal of hydrogen sulfide and thiols from petroleum matrices.
- Shoja, Seyed Mohammad Reza,Abdouss, Majid,Beigi, Ali Akbar Miran
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- Ionic liquid-immobilized proline(s) organocatalyst-catalyzed one-pot multi-component Mannich reaction under solvent-free condition
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A highly efficient clean and simple methodology has been established for the one-pot Mannich reaction using ionic liquid-immobilized proline(s) organocatalyst under solvent-free conditions. The three components comprising substituted acetophenones, substituted aromatic aldehydes and substituted aromatic amines underwent Mannich reactions in the presence of 7?mol% of ionic liquid-immobilized proline(s) organocatalyst to provide β-amino carbonyl compounds in 2–3?h at room temperature with excellent yields. This methodology provides several advantages such as mild reaction conditions, short reaction time, low catalyst loading percentage, multi-component approach, transition metal-free and solvent-free synthesis. The ionic liquid-immobilized proline(s) organocatalyst was recycled and reused five times without a significant loss of its catalytic activity.
- Prabhakara,Maiti, Barnali
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p. 2381 - 2401
(2020/01/31)
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- Hydroxy-containing ionic liquids as catalysts in the synthesis of organic carbonates from epoxides and CO2
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Hydroxy-containing ionic liquids such as triethyl(3-hydroxypropyl)ammonium, 1-(3-hydroxypropyl)-3-methylimidazolium, 3-(2-hydroxyethyl)-1-methylimidazolium, and 1-(3-hydroxypropyl)pyridinium chlorides were used as catalysts for the addition of carbon diox
- Chowdhury, B.,Davankov, V. A.,Lyubimov, S. E.,Zvinchuk, A. A.
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p. 1598 - 1600
(2020/09/23)
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- A kind of biocompatible ionic liquid and its preparation and use
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The invention discloses biocompatible ionic liquid and a preparation method and application thereof. The biocompatible ionic liquid is a compound with a general formula shown in the specification. The invention also protects a method for preparing the compound. The compound can be used as a medium in a biocatalytic reaction. The invention further discloses application of the compound serving as the biocompatible ionic liquid. After being dissolved in the biological ionic liquid [CmOHMIM] [CnOHSO3], Lipase shows extremely high catalytic activity, so that the ionic liquid has high biocompatibility and can be applied to the field of biochemical engineering and the technical field of Western medicine preparation. Meanwhile, the method is simple and convenient in process, the raw materials are low in price and readily available, the requirements on production equipment and environment conditions are low, and the biocompatible ionic liquid is high in purity, high in yield and suitable for large-scale industrial production.
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Paragraph 0036; 0037; 0038; 0043; 0044; 0045
(2017/10/28)
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- In-situ-generated palladium nanoparticles in novel ionic liquid: an efficient catalytic system for Heck–Matsuda coupling
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Abstract: A green, convenient, ecological and recyclable method comprising dual functionalized, task-specific, ionic liquid (IL)-triggered, in situ-generated Pd nanoparticles (NPs) and their catalytic application for Heck–Matsuda coupling of olefins is described. Both arenediazonium tetrafluoroborate and silica sulphate salts are coupled with olefins under ligand-free and aerobic conditions at ambient temperature furnishing excellent yields of products. The Ionic liquid used acts as a reducing as well as stabilizing agent for in situ-generated Pd NPs. The formed NPs were characterized by transmission electron microscopy (TEM) analysis, having a size below 50?nm, and exhibited high catalytic activity. The catalytic system can be reused for eight times effectively without any significant loss of activity. The method was found to be highly stereo-specific, giving exclusively the ‘E’ isomer.
- Gaikwad,Undale,Patil,Pore,Korade,Kamble
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p. 4445 - 4458
(2017/07/22)
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- Cleavage of Hg-C Bonds of Organomercurials Induced by ImOHSe via Two Distinct Pathways
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We show that the N-methylimidazole-based selone ImOHSe having an N-CH2CH2OH substituent has the remarkable ability to degrade methylmercury by two distinct pathways. Under basic conditions, ImOHSe converts MeHgCl into biologically inert HgSe nanoparticles and Me2Hg via the formation of an unstable intermediate (MeHg)2Se (pathway I). However, under neutral conditions, in the absence of any base, ImOHSe facilitates the cleavage of the Hg-C bond of MeHgCl at room temperature (23 °C), leading to the formation of a stable cleaved product, the tetracoordinated mononuclear mercury compound (ImOHSe)2HgCl2 and Me2Hg (pathway II). The initial rate of Hg-C bond cleavage of MeHgCl induced by ImOHSe is almost 2-fold higher than the initial rate observed by ImMeSe. Moreover, we show that ImYSe (Y = OH, Me) has an excellent ability to dealkylate Me2Hg at room temperature. Under acidic conditions, in the presence of excess ImYSe, the volatile and toxic Me2Hg further decomposes to the tetracoordinated mononuclear mercury compound [(ImYSe)4Hg]2+. In addition, the treatment of ImOHSe with MeHgCys or MeHgSG in phosphate buffer (pH 8.5) afforded water-soluble Hg(SeS) nanoparticles via unusual ligand exchange reactions, whereas its derivative ImOMeSe or ImMeSe, lacking the N-CH2CH2OH substituent, failed to produce Hg(SeS) nanoparticles under identical reaction conditions.
- Banerjee, Mainak,Roy, Gouriprasanna
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supporting information
p. 12739 - 12750
(2017/11/14)
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- Ionization basis for activation of enzymes soluble in ionic liquids
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Background: The complex interactions between electrolytes and proteins have been studied for more than a century. However, understanding is not yet complete and does not provide a basis for predicting the activity of enzymes in ionic media. The use of ionic liquids (ILs) as reaction medium has opened up new opportunities for better understanding of the mechanism of enzymatic catalysis. Although a number of properties of ILs have been correlated with enzyme function, these relationships are not completely understood at a molecular level. Methods: We propose that ILs must be able to promote ionization of protein ionizable groups in order to dissolve active enzymes. The biocompatible IL need to possess a functional group with large donor number and acceptor number in both cationic and anionic units, each of which is based on a high dielectric constant lead structure. We designed and synthesized two series of ILs and determined their ionizing-dissociating abilities and activities of lipases soluble in these new ILs. Results: The results showed that the ionizing-dissociating abilities of ILs paralleled the catalytic activity trend of lipases dissolved in the ILs. The activities of lipases soluble in the newly designed ILs were comparable to those in water. Conclusions: We can conclude that ionizing-dissociating abilities of an IL can be used as a basis for predicting the activity of enzymes soluble in the IL. General significance Ionization basis for activation of enzymes gives a deeper understanding of the behavior of enzymes in non-aqueous media at a molecular level.
- Ou, Guangnan,He, Biyan,Halling, Peter
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p. 1404 - 1408
(2016/04/20)
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- Highly efficient synthesis of dimethyl carbonate from methanol and carbon dioxide using IL/DBU/SmOCl as a novel ternary catalytic system
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Excellent yield of dimethyl carbonate (DMC) was obtained by direct physical or chemical adsorption of carbon dioxide on [EmimOH][NTf2] ionic liquid (IL) in the presence of samarium oxychloride (SmOCl) and 1,8-diazabicyclo[2.2.2]undec-7-ene (DBU) as a super base. The novel ternary catalyst system consisting of [EmimOH][NTf2], DBU, and SmOCl was found to appreciably convert methanol (13.01%) to DMC with excellent selectivity (99.13%). The adsorption of CO2 on IL in the presence of DBU was analyzed by 13C experiment. Moreover, catalytic reactivity of SmOCl and OH-functional group was proved by a predictable mechanism. Various parameters such as reaction temperature, pressure, reaction time, and reusability of catalyst were investigated to maximize DMC yield.
- Chaugule, Avinash A.,Bandhal, Harshad A.,Tamboli, Ashif H.,Chung, Wook-Jin,Kim, Hern
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- A perfluoroalkyl sulfonic acid based on anionic sulfonic acid functionalized ionic liquid and its preparation method
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The invention discloses a sulfonic acid functionalized ionic liquid based on a perfluoro alkyl sulfonic acid radical negative ion and its preparation method, and the structural formula of the ionic liquid is represented by a formula as shown in the specification, wherein m represents 3 or 4, n represents a 1-9 integer, and R is-CH3,-CH2CH3 or-(CH2) 3CH3. The preparation method is as follows: using a substance, which is obtained by reaction of a nitrogen-containing heterocyclic compound with ethylene chlorohydrins, or choline chloride as a precursor; then performing replacement reaction of the precursor and a perfluoro alkyl sulfonate to replace Cl for CF3 (CF2) nSO3 to obtain an intermediate; using sultone and-OH in the intermediate positive ion for performing ring-opening reaction to introduce a sulfonic acid group to obtain the target ionic liquid. The ionic liquid prepared by the method is lower in viscosity, stronger in designable property, and green in synthesis process compared with sulfonic acid functionalized ionic liquids in the prior art, and can be used as a substitute for a traditional liquid acid catalyst, is wider in use range, and has good industrial application prospects.
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Paragraph 0030-0032
(2016/10/17)
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- Method for preparing high-added-value chemical product through catalysis of glycerin
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The invention discloses a method for preparing a high-added-value chemical product through catalysis of glycerin. According to the synthesis method, the fact that activated glycerin is converted into a high-added-value glycerin derivative is taken as a target, activating reaction is carried out in a hydroxyl functionalized ionic liquid system, and glycerin conversion rate data is obtained through a nuclear magnetic characterization means, so that the activation degree of glycerin is evaluated. The preparation method provided by the invention is simple and mild in reaction conditions and replaces a conventional method taking metal as a catalyst; since an ionic liquid catalytic reaction system is used, so that good environment friendliness and repeatability are realized, an ionic liquid preparation process is environment-friendly and good atom economy is realized.
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Paragraph 0040-0043
(2017/03/21)
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- IONIC COMPOUNDS HAVING A SILYLOXY GROUP
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There is provided an ionic compound having attached thereto a silyloxy group. There is also provided methods of making this ionic compound as well as electrolytes, electrochemical cells and capacitors comprising this ionic compound.
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Paragraph 0311; 0312; 0313; 0314
(2015/04/15)
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- Efficient absorption of ammonia with hydroxyl-functionalized ionic liquids
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Ammonia (NH3) emitted from the ammonia synthesis process is a kind of waste chemical resource and a major environmental pollutant. The traditional water scrubbing method suffers from high energy consumption due to the concentrated NH3 from aqueous ammonia. Therefore, it is desirable to develop novel absorbents for the efficient, reversible and environmentally-friendly recovery of NH3. In this paper, a series of hydroxyl-functionalized imidazolium ILs ([EtOHmim]X, X = [NTf2], [PF6], [BF4], [DCA], [SCN] and [NO3]) were designed and prepared. Their physical properties and NH3 absorption capacities under different temperatures and pressures were systematically investigated. The effects of hydroxyl cation, anionic structures, pressure and temperature on absorption performance were sufficiently studied. In addition, the absorption mechanism was investigated in detail by spectral analysis and quantum chemistry calculations. Compared with conventional IL [Emim]X, a higher absorption capacity was achieved by introducing the hydroxyl group on the imidazolium cation. The mechanism results showed the fascinating absorption performance of the task-specific ILs was attributed to the stronger hydrogen bonding interaction between NH3 and the H atom of the hydroxyl group. Considering the excellent absorption performance, high thermal stability, and super reversibility, this type of IL provides great improvement over conventional IL and shows their enormous potential in NH3 recovery.
- Li, Zhijie,Zhang, Xiangping,Dong, Haifeng,Zhang, Xiaochun,Gao, Hongshuai,Zhang, Suojiang,Li, Jianwei,Wang, Congmin
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p. 81362 - 81370
(2015/10/06)
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- Chemical Detoxification of Organomercurials
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Organomercurials including methylmercury are ubiquitous environmental pollutants and highly toxic to humans. Now it could be shown that N-methylimidazole based thiones/selones having an N-CH2CH2OH substituent are remarkably effective in detoxifying various organomercurials to produce less toxic HgE (E=S, Se) nanoparticles. Compounds lacking the N-CH2CH2OH substituent failed to produce HgE nanoparticles upon treatment with organomercurials, suggesting that this moiety plays a crucial role in the detoxification by facilitating the desulfurization and deselenization processes. This novel way of detoxifying organomercurials may lead to the discovery of new compounds to treat patients suffering from methylmercury poisoning. Getting rid of mercury: Insoluble HgE (E=S, Se) nanoparticles (NPs) are formed under physiologically relevant conditions when organomercurials are treated with N-methylimidazole-based thiones/selones having an N-CH2CH2OH substituent. Compounds lacking the N-CH2CH2OH substituent failed to produce HgE NPs upon treatment with organomercurials under identical reaction conditions. A novel pathway of detoxifying various organomercurials is described.
- Banerjee, Mainak,Karri, Ramesh,Rawat, Kuber Singh,Muthuvel, Karthick,Pathak, Biswarup,Roy, Gouriprasanna
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supporting information
p. 9323 - 9327
(2015/08/06)
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- 1-methyl-3-(2-(Sulfooxy)Ethyl)-1H-imidazol-3-ium thiocyanate as a novel, green, and efficient bronsted acidic ionic liquid-promoted regioselective thiocyanation of aromatic and heteroaromatic compounds at room temperature
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An efficient and simple method for the preparation of 1-methyl-3-(2- (sulfooxy)ethyl)-1H-imidazol-3-ium thiocyanate ([Msei]SCN) as a Bronsted acidic ionic liquid (BAIL) is described, and it is used in the highly efficient regioselective thiocyanation of aromatic and heteroaromatic compounds via a green and simple protocol. [Msei]SCN as a novel IL and thiocyanation agent, H2O2 as a mild and environmentally friendly oxidant, and H2O:ethanol(1:4) as a solvent were used. This procedure provided the target thiocyanates in high yield and very short reaction time. [Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental files: Additional figures.]
- Sajjadifar, Sami,Hosseinzadeh, Hossein,Ahmadaghaee, Saied,Rezaee Nezhad, Eshagh,Karimian, Saaid
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p. 333 - 342
(2014/03/21)
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- Liquid-liquid equilibrium data for {Heptane + aromatic + 1-(2-Hydroxyethyl)-3-methylimidazolium Bis(trifluoromethylsulfonyl)imide ([hemim][NTf2])} ternary systems
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1-(2-Hydroxyethyl)-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ionic liquid ([hemim][NTf2]) was synthesized as a new functionalized ionic liquid to study the effect of addition of the hydroxyl group to the imidazolium cation on aliphatic/aromatic separations. For this purpose, liquid-liquid equilibrium (LLE) data for {heptane + toluene or benzene + 1-(2-hydroxyethyl)-3-methylimidazolium bis (trifluoromethylsulfonyl)imide ([hemim][NTf2])} systems were measured at 313.2 K and atmospheric pressure. The measured LLE data were correlated using three basically distinct thermodynamic models; that is, nonrandom two-liquid (NRTL), Othmer-Tobias, and Hand correlations. Results show that there is good agreement between correlated and experimental data. Our experimental results indicate that the addition of the hydroxyl group to imidazolium cation significantly enhances the performance of the ionic liquid in terms of selectivity.
- Ebrahimi,Ahmadi,Safekordi,Fateminasab,Mehdizadeh
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p. 197 - 204
(2014/03/21)
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- Desulfurization of hydrocarbons by ionic liquids and preparation of ionic liquids
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The present invention relates to an improved desulfurization process using an ionic liquid compound of general formula C+A?, where C+ represents an organic cation such as alkyl-pyridinium, di-alkyl imidazolium and tri-alkyl imidazolium; and A? is an anion of halides of iron (III), such as, for example, FeCl4?. The desulfurization process is also improved when producing the ionic liquid compound by heating the reactants using microwave energy. The ionic liquids can be used to desulfurize hydrocarbon mixtures by a liquid-liquid extraction.
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Page/Page column
(2014/09/16)
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- Inhibition of lactoperoxidase-catalyzed oxidation by imidazole-based thiones and selones: A mechanistic study
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Herein, we describe the synthesis and biomimetic activity of a series of N,N-disubstituted thiones and selones that contain an imidazole pharmacophore. The N,N-disubstituted thiones do not show any inhibitory activity towards LPO-catalyzed oxidation reactions, but their corresponding N,N-disubstituted selones exhibit inhibitory activity towards LPO-catalyzed oxidation reactions. Substituents on the N atom of the imidazole ring appear to have a significant effect on the inhibition of LPO-catalyzed oxidation and iodination reactions. Selones 16, 17, and 19, which contain methyl, ethyl, and benzyl substituents, exhibit similar inhibition activities towards LPO-catalyzed oxidation reactions with IC50 values of 24.4, 22.5, and 22.5 μM, respectively. However, their activities are almost three-fold lower than that of the commonly used anti-thyroid drug methimazole (MMI). In contrast, selone 21, which contains a N-CH2CH2OH substituent, exhibits high inhibitory activity, with an IC50 value of 7.2 μM, which is similar to that of MMI. The inhibitory activity of these selones towards LPO-catalyzed oxidation/iodination reactions is due to their ability to decrease the concentrations of the co-substrates (H2O2 and I 2), either by catalytically reducing H2O2 (anti-oxidant activity) or by forming stable charge-transfer complexes with oxidized iodide species. The inhibition of LPO-catalyzed oxidation/iodination reactions by N,N-disubstituted selones can be reversed by increasing the concentration of H2O2. Interestingly, all of the N,N-disubstituted selones exhibit high anti-oxidant activities and their glutathione peroxidase (GPx)-like activity is 4-12-fold higher than that of the well-known GPx-mimic ebselen. These experimental and theoretical studies suggest that the selones exist as zwitterions, in which the imidazole ring contains a positive charge and the selenium atom carries a large negative charge. Therefore, the selenium moieties of these selones possess highly nucleophilic character. The 77Se NMR chemical shifts for the selones show large upfield shift, thus confirming the zwitterionic structure in solution. Stop, in the name of love: The inhibition of lactoperoxidase (LPO)-catalyzed reactions by a series of N,N-disubstituted thiones and selones that contain an imidazole pharmacophore is described. The inhibitory activity not only depends on the substituent that is attached to the nitrogen atom, but also on the nature of the chalcogen atom. The inhibition of LPO activity by selones is due to their ability to scavenge the substrate, hydrogen peroxide. Copyright
- Roy, Gouriprasanna,Jayaram,Mugesh, Govindasamy
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p. 1910 - 1921
(2013/09/02)
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- Electrodeposition of zinc coatings from the solutions of zinc oxide in imidazolium chloride/urea mixtures
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To solve the inherent disadvantages in conventional processes for electrodeposition of zinc, it's necessary to develop more high-efficiency and environmentally friendly electrolytes. In this work, it was found that the dissolution of ZnO was remarkably enhanced in some imidazolium chloride by the addition of urea, and the solubility of ZnO in 1:1 [Amim]Cl/urea mixture was as high as 8.35 wt% at 373.2 K. Electrochemical measurements showed that zinc could be readily electrodeposited from the solutions of ZnO. Bright, dense and well adherent zinc coatings with good purity were obtained from 0.6 M solution of ZnO in 1:1 [Amim]Cl/urea at 323.2?343.2 K. It's expected that the solutions of ZnO in imidazolium chloride/urea mixtures have the potential to replace the traditional electrolytes, especially toxic zinc chloride-based ones for zinc electroplating, as well as preparation of zinc materials. Science China Press and Springer-Verlag Berlin Heidelberg 2012.
- Zheng, Yong,Dong, Kun,Wang, Qian,Zhang, Suo Jiang,Zhang, Qin Qin,Lu, Xing Mei
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p. 1587 - 1597
(2012/11/07)
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- Synthesis and fluorescence properties of α,α'-bis(substituted- benzylidene)cycloalkanones catalyzed by 1-methyl-3(2-(sulfooxy)ethyl)-1h- imidazol-3-ium chloride
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-Bis(substituted-benzylidene)cycloalkanones were synthesized via a solvent-free cross-aldol condensation of aromatic aldehydes with cycloalkanones in the presence of a catalytic amount 1-methyl-3(2-(sulfooxy)ethyl)-1H-imidazol- 3-ium chloride at room temperature with excellent yields. The screening for optical properties indicated that the size of cycloalkanone has an influence on the fluorescence emission of products. Products coming from cyclohexanone have stronger fluorescence emission than those from cyclopentanone. Copyrigh
- Wan, Yu,Chen, Xiu-Mei,Pang, Li-Ling,Ma, Rui,Yue, Cai-Hui,Yuan, Rui,Lin, Wei,Yin, Wei,Bo, Rong-Cheng,Wu, Hui
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experimental part
p. 2320 - 2328
(2010/09/10)
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- Liquid chromatography and characterization of ether-functionalized imidazolium ionic liquids on mixed-mode reversed-phase/cation exchange stationary phase
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A new series [CnOmmim]Cl of imidazolium cation-based ionic liquids (ILs), with an ether functional group on the alkyl side-chain, has been prepared. The possibility of analyzing the ionic liquids by high performance liquid chromatography (HPLC) was investigated on mixed-mode reversed/cation exchange stationary phase with the aqueous-acetonitrile mobile phase. Elution parameters, such as retention factor, selectivity and column efficiency, were studied as functions of mobile phase composition and pH. The ILs were characterized by elemental analysis, and infrared, UV and 1H, 13C NMR spectroscopy.
- Leinaite, Jeena,K?imenkovs, Igors,Kviesis, Jorens,Zas, Dzintars,Kreimanis, Juris Pauls
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experimental part
p. 1335 - 1340
(2011/11/14)
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- Synthesis and application of ionic liquid phase-supported β-aminocrotonate for access to asymmetric 1,4- dihydropyridines
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Ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-l,4-dihydropyridine-3, 5dicarboxylate or nitrendipine was prepared in four steps with high overall yield from ionic liquid phase bound b-aminocrotonate. The asymmetric 1,4-dihydropyridine scaffolds were built using a sequential approach according to ionic liquid-phase organic synthesis (IoLiPOS) methodology.
- Bazureau, Jean Pierre,Legeay, Jean-Christophe,Carrie, Daniel,Paquin, Ludovic,Jacques, Jean,Eynde, Vanen
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scheme or table
p. 91 - 96
(2010/06/19)
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- Synthesis of 2,4,5-triaryl-5H-chromeno[4,3-b]pyridines under microwave radiation
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(Chemical Equation Presented) 2,4,5-Triaryl-5H-chromeno[4,3-b]pyridines were synthesized from a three-component cascade reaction of 2′- hydroxyacetophenone, aromatic aldehyde, and ammonium acetate catalyzed by 2-1′-methylimidazolium-3-yl-1-ethyl sulfate u
- Wu, Hui,Wan, Yu,Chen, Xiu-Mei,Chen, Cai-Fa,Lu, Lei-Lei,Xin, Hai-Qiang,Xu, Hua-Hong,Pang, Li-Ling,Ma, Rui,Yue, Cai-Hui
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experimental part
p. 702 - 707
(2009/12/01)
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- Synthesis and luminescence of 14-aryl-or alkyl-14h-dibenzo[a,j]xanthenes catalyzed by 2-1'-methylimidazolium-3-yl-1-ethyl sulfate
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A facile and efficient synthesis of 14-aryl or alkyl-14H-dibenzo[a,j] xanthenes has been accomplished by treatment of-naphthol with aryl or alkyl aldehydes catalyzed by 2-1'-methylimidazolium-3-yl-1-ethyl sulfate in ionic liquid [BMIM][BF4] at 80C. The lu
- Wu, Hui,Chen, Xiu-Mei,Wan, Yu,Xin, Hai-Qiang,Xu, Hua-Hong,Yue, Cai-Hui,Pang, Li-Ling,Ma, Rui
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experimental part
p. 3762 - 3771
(2009/12/24)
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- Separation of ethyl acetate and ethanol by room temperature ionic liquids with the tetrafluoroborate anion
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Liquid-liquid equilibrium data are presented for mixtures of 1-ethyl-3-methylimidazolium tetrafluoroborate ([emim]BF4) or 1-(2-hydroxyethyl)-3-methylimidazolium tetrafluoroborate ([C2OHmim] BF4) or 1-ethyl-2,3-dimethylimidazolium tetrafluoroborate ([edmim]BF4) or 1-(2-hydroxyethyl)-2,3-dimethylimidazolium tetrafluoroborate ([C2OHdmim]BF4) + ethanol + ethyl acetate at 298.15 K. The distribution ratio and selectivity values, derived from the tie line data, show that [C2OHmim]BF4 has better extraction capacity than other studied ionic liquids and that a hydroxyl group on the cation and a CH3 group at the 2-position can obviously affect the interaction between the ionic liquid and ethanol. The experimental results show that [C2OHmim]BF4 is potentially a candidate to separate ethyl acetate and ethanol by liquid-liquid extraction. The experimental tie lines were correlated with the NRTL equation.
- Hu, Xuesheng,Li, Yingxia,Cui, Dannan,Chen, Biaohua
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experimental part
p. 427 - 433
(2009/12/25)
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- Ionic-liquid-supported synthesis of amines and derivatives
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Amine precursors such as glycines protected at nitrogen with a Boc or formyl group were grafted by esterification on the hydroxylated arms of 1-(2-hydroxyethyl)-3-methylimidazolium hexafluorophosphates or tetrafluoroborates. The cleavage of the Boc group was then realized at room temperature by successively treating acetonitrile solutions of the thus formed glycinates with methanol and acetyl chloride (two equivalents each). Interestingly, the resulting glycinate hydrochlorides were converted into the corresponding amines during the removal of the solvent. Ugi reaction of one of these ionic-liquid-grafted amines with phthalaldehydic acid and tert-butyl isocyanide, followed by cleavage, furnished a phthalimidine. Georg Thieme Verlag Stuttgart.
- Debdab, Mansour,Mongin, Florence,Bazureau, Jean Pierre
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p. 4046 - 4052
(2008/03/11)
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- Liquid-liquid equilibria of the system 1-(2-hydroxyethyl)-3- methylimidozolium tetrafluoroborate or 1-(2-hydroxyethyl)-2,3- dimethylimidozolium tetrafluoroborate + water + 1-butanol at 293.15 K
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Liquid-liquid equilibrium data are presented for mixtures of 1-(2-hydroxyethyl)-3-methylimidazolium tetrafluoroborate ([C2OHmim] BF4) or 1-(2-hydroxyethyl)-2,3-dimethylimidazolium tetrafluoroborate ([C2OHdmim]BF4/sub
- Hu, Xuesheng,Yu, Jiang,Liu, Huizhou
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p. 691 - 695
(2007/10/03)
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- Ionic liquid phase technology supported the three component synthesis of Hantzsch 1,4-dihydropyridines and Biginelli 3,4-dihydropyrimidin-2(1H)-ones under microwave dielectric heating
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A microwave dielectric heating assisted liquid phase synthesis of 1,4-dihydropyridines, 3,4-dihydropyrimidin-2(1H)-ones, pyridines and polyhydroquinolines using task-specific ionic liquid as a soluble support was described. The efficiency of the ionic liquid phase organic synthesis (IoLiPOS) methodology was demonstrated by using a one-pot three component condensation. The structure of the intermediates in each step was verified routinely by spectroscopic analysis and, after cleavage the target compounds were obtained in good yields and high purities.
- Legeay, Jean-Christophe,Vanden Eynde, Jean Jacques,Bazureau, Jean Pierre
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p. 12386 - 12397
(2007/10/03)
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- Microwave-assisted liquid-phase synthesis of methyl 6-amino-5-cyano-4-aryl- 2-methyl-4H-pyran-3-carboxylate using functional ionic liquid as soluble support
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A microwave-assisted liquid-phase synthesis of methyl 6-amino-5-cyano-4- aryl-2-methyl-4H-pyran-3-carboxylate was developed using functional ionic liquid as soluble support. IL-bound acetoacetate was treated with arylidenemalononitriles to give supported 4H-pyran derivatives. After cleavage, the target compounds were obtained in good yields and high purities without chromatographic purification.
- Yi, Fengping,Peng, Yanqing,Song, Gonghua
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p. 3931 - 3933
(2007/10/03)
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- PEG-supported imidazolium chloride: A highly efficient and reusable reaction medium for the Heck reaction
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Abstract: Pd(OAc)2 in [PEGmim][Cl] constituted a highly efficient and recyclable catalytic system for the Heck reaction of aryl bromides and activated aryl chlorides in the absence of ligands. Georg Thieme Verlag Stuttgart.
- Wang, Liang,Zhang, Yuhong,Xie, Chunsong,Wang, Yanguang
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p. 1861 - 1864
(2007/10/03)
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- Efficient combination of task-specific ionic liquid and microwave dielectric heating applied to one-pot three component synthesis of a small library of 4-thiazolidinones
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The first report of the use of task-specific ionic liquid as synthetic equivalent of ionic liquid-phase matrice for the preparation of a small library of 4-thiazolidinones is reported in this paper. The starting (ethyleneglycol)ionic liquid-phase is funct
- Fraga-Dubreuil, Joan,Bazureau, Jean Pierre
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p. 6121 - 6130
(2007/10/03)
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- Ecofriendly fast synthesis of hydrophilic poly(ethyleneglycol)-ionic liquid matrices for liquid-phase organic synthesis
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New, hydrophilic poly(ethyleneglycol)-ionic liquids have been synthesized and investigated, based on 1,3-disubstituted imidazolium cations and fluorinated anions (BF4-, PF6-, (CF3SO2)2N-, or NTf2-). A series of typical solvent-free reactions have been safely realized using a focused microwave reactor for the preparation of imidazolium chloride precursors in yields ranging from 73 to 94% followed by quantitative anion metathesis exchanges. The poly(ethyleneglycol)-ionic liquid matrices were also characterized by NMR (1H, 13C), mass spectrometry (MS), and their dynamic viscosity was determined at 25°C. These poly(ethyleneglycol)-ionic liquid phases (PEG-ILPs) as task-specific ionic liquids are promising tools for synthetic applications in liquid-phase combinatorial chemistry.
- Fraga-Dubreuil, Joan,Famelart, Marie-Helene,Bazureau, Jean Pierre
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p. 374 - 378
(2013/09/06)
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- Grafted ionic liquid-phase-supported synthesis of small organic molecules
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The preparation and applications in the Knoevenagel and 1,3-dipolar cycloaddition reactions of new grafted soluble liquid phases derived from imidazolium ionic liquids are described. Good yields and high regioselectivity are the features observed with these unconventional liquid phases.
- Fraga-Dubreuil, Joan,Bazureau, Jean Pierre
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p. 6097 - 6100
(2007/10/03)
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