61755-34-8Relevant articles and documents
Degradation of polycarbonate to produce bisphenol A catalyzed by imidazolium-based DESs under metal-and solvent-free conditions
Huang, Wenwen,Wang, Hui,Hu, Weiyue,Yang, Daoshan,Yu, Shitao,Liu, Fusheng,Song, Xiuyan
, p. 1595 - 1604 (2021)
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.
Thermochromism, stability and thermodynamics of cobalt(ii) complexes in newly synthesized nitrate based ionic liquid and its photostability
Bani, Nemanja,Vrane, Milan,Abramovi, Biljana,Csandi, Jnos,Gaduri, Slobodan
, p. 15515 - 15525 (2014)
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
Cluster Formation through Hydrogen Bond Bridges across Chloride Anions in a Hydroxyl-Functionalized Ionic Liquid
Panja, Sumit Kumar,Haddad, Boumediene,Debdab, Mansour,Kiefer, Johannes,Chaker, Yassine,Bresson, Serge,Paolone, Annalisa
, p. 936 - 940 (2019)
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.
Nickel and palladium complexes of enolatefunctionalised N-heterocyclic carbenes
Shanmuganathan, Saravanakumar,Kuehl, Olaf,Jones, Peter G.,Heinicke, Joachim
, p. 992 - 998 (2010)
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.
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
Legeay, Jean Christophe,Vanden Eynde, Jean Jacques,Bazureau, Jean Pierre
, p. 1063 - 1068 (2007)
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)-
A design of experiment approach for ionic liquid-based extraction of toxic components-minimized essential oil from Myristica fragrans houtt
Lanari, Daniela,Marcotullio, Maria Carla,Neri, Andrea
, (2018)
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.
Synthesis, vibrational and thermal properties of new functionalized 1- (2-hydroxyethyl) -3-methylimidazolium dihydrogenophosphate ionic liquid
Zaoui, Tayeb,Debdab, Mansour,Haddad, Boumediene,Belarbi, El Habib,Chaker, Yassine,Rahmouni, Mustapha,Bresson, Serge,Baeten, Vincent
, (2021)
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.
Ionic liquid supported synthesis of β-lactam library in ionic liquid batch
Tao, Xiao-Le,Lei, Ming,Wang, Yan-Guang
, p. 5143 - 5146 (2007)
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.
Design, synthesis and characterization of new energetic phthalate plasticizers based on imidazolium ionic liquids
Fareghi-Alamdari, Reza,Mousavi Nodoushan, Seyed Amanollah,Zekri, Negar
, (2021/08/16)
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.]
