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Dicationic Ionic Liquid

Clarissa P Frizzo, Caroline R Bender, Paulo R S Salbego, Carla A A Farias, Thayanara C da Silva, Sílvio T Stefanello, Tássia L da Silveira, Félix A A Soares, Marcos A Villetti, Marcos A P Martins
Partition constants ( K D ° ), molecular dynamics ( T 1 , T 2 , and DOSY measurements), thermal stability, and toxicity of dicationic ionic liquids (ILs) were determined. The dicationic ILs derived from 1, n -bis(3-methylimidazolim-1-yl)octane, [BisOct(MIM)2 ][2X] (in which X = Cl, Br, NO3 , SCN, BF4 , and NTf2 ), were evaluated to verify the influence of anion structure on the IL properties. A monocationic IL [Oct(MIM)][Br] was also monitored for comparison. In general, the solubility of the ILs followed the anion free energy of hydration (Δ G °hyd )...
January 31, 2018: ACS Omega
Rui Lv, Shuya Cui, Yangmei Zou, Li Zheng
Two thermoregulated dicationic ionic liquids were synthesized and applied for effective extraction of the common dye malachite green oxalate (MG). The extraction parameters such as amount of ionic liquids, pH of water phase, extraction time, cooling time, and centrifugal time on the extraction efficiency were investigated systematically. It revealed that the dye has been successfully extracted into the ionic liquids, with high extraction efficiency higher than 98%, and recovery of 98.2%-100.8%, respectively...
2018: Journal of Analytical Methods in Chemistry
M G Montalbán, G Víllora, P Licence
Data presented in this article are related with the research paper entitled "Ecotoxicity assessment of dicationic versus monocationic ionic liquids as a more environmentally friendly alternative" [1]. The present article describes the synthesis steps and characterization data of a set of twenty-six imidazolium, pyrrolidinium and pyridinium-based ionic liquids (ILs) or molten salts: nine monocationic and seventeen dicationic. Specifically, the chemical structure of the compounds was confirmed by 1 H NMR, 13 C NMR and 19 F NMR spectroscopy and mass spectrometry (MS)...
August 2018: Data in Brief
Mohsen Talebi, Rahul A Patil, Leonard M Sidisky, Alain Berthod, Daniel W Armstrong
The authors would like to call the reader's attention to the fact that the original publication included some corrections needed to be addressed.
July 2018: Analytical and Bioanalytical Chemistry
Yingna Zhang, Hui Tang, Peiyi Wu
The thermal-induced phase transition behavior of a LCST-type poly(ionic liquid) (PIL) aqueous solution with gemini-cationic structure, poly[(1,8-octanediyl-bis(tri-n-butylphosphonium)4-styrene sulfonate)] (P[SS-P2]), was investigated in this paper. Based on the calorimetric measurements, a unique dependence of transition points on concentration was found in P[SS-P2] aqueous solution compared to its mono-cationic PIL and [SS-P2] aqueous solution. Optical microscopy showed that globular microscopic droplets were formed during the phase transition, suggesting that gemini dications and the possible dynamic ionic bonds may facilitate the liquid-liquid phase separation (LLPS) in P[SS-P2] aqueous solution...
May 30, 2018: Soft Matter
Norbert S Chilingarov, Maksim S Zhirov, Anna M Shmykova, Ekaterina A Martynova, Lev M Glukhov, Elena A Chernikova, Leonid M Kustov, Vitaliy Yu Markov, Vitaliy A Ioutsi, Lev N Sidorov
The evaporation of a dicationic ionic liquid, 1,3-bis(3-methylimidazolium-1-yl)propane bis(trifluoromethanesulfonyl)amide ([C3 (MIm)2 2+ ][Tf2 N- ]2 ), was studied by Knudsen effusion mass spectrometry. Its evaporation is accompanied by a partial thermal decomposition producing monocationic ionic liquids, 1,3-dimethylimidazolium and 1-(2-propenyl)-3-methylimidazolium bis(trifluoromethanesulfonyl)amides, as volatile products. This decomposition does not affect the vaporization characteristics of [C3 (MIm)2 2+ ][Tf2 N- ]2 , which were established to be as follows...
May 17, 2018: Journal of Physical Chemistry. A
Debashis Majhi, Sudipta Seth, Moloy Sarkar
With an aim to understand the behavior in terms of the intermolecular interactions, structure and dynamics of dicationic and monocationic ionic liquids (ILs), two imidazolium-based dicationic ionic liquids (DILs), 1,8-bis-(3-methylimidazolium-1-yl)octane bis-(trifluoromethylsulfonyl)amide ([C8 (mim)2 ][NTf2 ]2 ), 1,9-bis-(3-methylimidazolium-1-yl)nonane bis-(trifluoromethylsulfonyl)amide ([C9 (mim)2 ][NTf2 ]2 ), and one monocationic ionic liquid (MIL), 1-butyl-3-methyl imidazolium bis(trifluoromethylsulfonyl)amide ([C4 (mim)][NTf2 ]), have been investigated through combined fluorescence, electron paramagnetic resonance (EPR), NMR and fluorescence correlation spectroscopy (FCS)...
March 14, 2018: Physical Chemistry Chemical Physics: PCCP
Rahul A Patil, Mohsen Talebi, Alain Berthod, Daniel W Armstrong
The rapid expansion in the study and use of ionic liquids (ILs) is a result of their unique properties including negligible volatility, high thermal stability, and ability to dissolve disparate compounds. However, because ILs have infinitely variable structures (often referred to as "tunability"), these properties can differ considerably. Herein, we focus on the thermal stability of 15 bis-/dicationic ionic liquids. Specifically, their thermal breakdown products are examined to determine the structural linkages, bonds, or atoms most susceptible to thermally induced changes and whether such changes occur before possible volatilization...
July 2018: Analytical and Bioanalytical Chemistry
Jiale Yang, Chen Fan, Dandan Kong, Gang Tang, Wenbing Zhang, Hongqiang Dong, You Liang, Deng Wang, Yongsong Cao
Five novel ionic liquids (ILs), 1,3-dibutylimidazolium bromide [BBMIm][Br], 1-pentyl-3-butylimidazolium bromide [BPMIm][Br], 1-hexyl-3-butylimidazolium bromide [BHMIm][Br], 1,1'-(butane-1,4-diyl)bis(3-butylimidazolium) bromide [C4 (BMIm)2 ][Br2 ], and 1,1'-(butane-1,4-diyl)bis(3-methylimidazolium) bromide [C4 (MIm)2 ][Br2 ], were prepared and used in situ to react with bis(trifluoromethane)sulfonamide lithium salt to extract the myclobutanil, tebuconazole, cyproconazole, and prothioconazole from water samples...
February 2018: Analytical and Bioanalytical Chemistry
Carla Rizzo, Francesca Arcudi, Luka Đorđević, Nadka Tzankova Dintcheva, Renato Noto, Francesca D'Anna, Maurizio Prato
Hybrid diimidazolium-based ionogels were obtained by dispersing nitrogen-doped carbon nanodots (NCNDs) in ionic liquid (IL) solutions and by using dicationic organic salts as gelators. The properties of the NCND-ionogels were studied in terms of thermal stability, mechanical strength, morphology, rheological, and microscopic analyses. Insights into the formation of the hybrid soft material were attained from kinetics of sol-gel phase transition and from estimating the size of the aggregates, obtained from opacity and resonance light-scattering measurements...
February 27, 2018: ACS Nano
M G Montalbán, G Víllora, P Licence
One of the reasons why ionic liquids have received growing interest from researchers is their environmentally interesting characteristics, such as their negligible vapour pressure and their good chemical and thermal properties. In particular, dicationic ionic liquids whose thermal and electrochemical stability is higher than that of monocationic ionic liquids have begun to gain attention during recent years. In this work, monocationic and dicationic ionic liquids were synthesized, characterized and tested for their toxicity, which was assessed using the luminescent bacterium Vibrio fischeri...
April 15, 2018: Ecotoxicology and Environmental Safety
Amir Sada Khan, Zakaria Man, Mohamad Azmi Bustam, Asma Nasrullah, Zahoor Ullah, Ariyanti Sarwono, Faiz Ullah Shah, Nawshad Muhammad
In the present research work, dicationic ionic liquids, containing 1,4-bis(3-methylimidazolium-1-yl) butane ([C4 (Mim)2 ]) cation with counter anions [(2HSO4 )(H2 SO4 )0 ], [(2HSO4 )(H2 SO4 )2 ] and [(2HSO4 )(H2 SO4 )4 ] were synthesised. ILs structures were confirmed using1 H NMR spectroscopy. Thermal stability, Hammett acidity, density and viscosity of ILs were determined. Various types of lignocellulosic biomass such as rubber wood, palm oil frond, bamboo and rice husk were converted into levulinic acid (LA)...
February 1, 2018: Carbohydrate Polymers
Pavan P K Sandhu, Izabelle M Gindri, Danyal A Siddiqui, Danieli C Rodrigues
In the present work, dicationic imidazolium-based ionic liquids (ILs) were investigated as multi-functional coatings on a zirconia (ZrO₂) surface to prevent biofilm formation and enhance the wear performance of zirconia while maintaining the material's compatibility with host cells. ILs containing phenylalanine and methionine were synthesized and deposited on zirconia. Intermolecular interactions driving IL deposition on zirconia were studied using X-ray photoelectron spectroscopy (XPS). Anti-biofilm activity and cell compatibility were evaluated in vitro after one and seven days, and wear performance was tested using a pin-on-disk apparatus...
December 13, 2017: Journal of Functional Biomaterials
Mohsen Talebi, Rahul A Patil, Leonard M Sidisky, Alain Berthod, Daniel W Armstrong
Twelve bis- or dicationic ionic liquids (ILs) including eight based on imidazolium, a single one based on phosphonium, and three based on pyrrolidinium cationic units were prepared with the bis(trifluoromethyl sulfonyl) imide anion. The two identical cationic moieties were attached by different alkyl spacers having three or five carbons and differing alkyl substituents attached to the spacer. The SLB-IL111 column, as the most polar commercial stationary phase known, was included in the study for comparison...
July 2018: Analytical and Bioanalytical Chemistry
Majid Moosavi, Fatemeh Khashei, Elaheh Sedghamiz
In this work, the structural and dynamical properties of two imidazolium-based geminal dicationic ionic liquids (GDILs), i.e. [Cn (mim)2 ][NTf2 ]2 with n = 3 and 5, have been studied to obtain a fundamental understanding of the molecular basis of the macroscopic and microscopic properties of the bulk liquid phase. To achieve this purpose, molecular dynamics (MD) simulation, density functional theory (DFT) and atoms in molecule (AIM) methods were used. Interaction energies, charge transfers and hydrogen bonds between the cation and anions of each studied GDIL were investigated by DFT calculations and also AIM...
December 20, 2017: Physical Chemistry Chemical Physics: PCCP
Qing Liu, Ya-Mei He, Xuexiang Weng, Ai-Jun Wang, Pei-Xian Yuan, Ke-Ming Fang, Jiu-Ju Feng
Herein, reduced graphene oxide supported porous PtAg alloy nanoflowers (PtAg NFs/rGO) were synthesized by a simple one-pot aqueous method using pyridinium-based dicationic ionic liquid (1,4-bis(pyridinium)butane dibromide, Bpb-2Br) as the new structure-director and stabilizing agent. The products were characterized by a series of techniques. The obtained nanocomposite had more positive onset potential (1.03 V) for oxygen reduction reaction (ORR) in alkaline electrolyte than those of commercial Pt/C (50 wt%, 0...
March 1, 2018: Journal of Colloid and Interface Science
Mohamad Shariff Shahriman, Muggundha Raoov Ramachandran, Nur Nadhirah Mohamad Zain, Sharifah Mohamad, Ninie Suhana Abdul Manan, Suhaila Mohd Yaman
In this present study, magnetic nanoparticles (MNPs) nanocomposites modified with polyaniline (PANI) coated newly synthesised dicationic ionic liquid (DICAT) forming MNP-PANI-DICAT were successfully synthesised as new generation material for magnetic solid phase extraction (MSPE). MNP-PANI-DICAT was characterised by FT-IR NMR, CHN, BET, SEM, TEM, and VSM techniques and the results were compared with MNP-PANI and native MNP. This new material was applied as a magnetic adsorbent for the pre-concentration and separation of polycyclic aromatic hydrocarbons (PAHs) due to the π-π interaction between polyaniline shell and dicationic ionic liquid (DICAT) with PAHs compounds...
February 1, 2018: Talanta
Rukan Genc, Melis Ozge Alas, Ersan Harputlu, Sergej Repp, Nora Kremer, Mike Castellano, Suleyman Gokhan Colak, Kasim Ocakoglu, Emre Erdem
Multi-colored, water soluble fluorescent carbon nanodots (C-Dots) with quantum yield changing from 4.6 to 18.3% were synthesized in multi-gram using dated cola beverage through a simple thermal synthesis method and implemented as conductive and ion donating supercapacitor component. Various properties of C-Dots, including size, crystal structure, morphology and surface properties along with their Raman and electron paramagnetic resonance spectra were analyzed and compared by means of their fluorescence and electronic properties...
September 11, 2017: Scientific Reports
Yunxiao Zhang, Tao Cai, Wangji Shang, Dan Liu, Qiang Guo, Shenggao Liu
A novel environmentally friendly bis-functional dicationic ionic liquid containing chelated orthoborate was synthesized and polycondensed with glutamic acid in order to synthesize inorganic-organic carbon dots (CD/IL) consisting of an ionic liquid moiety inserted in the carbon skeleton. The obtained CD/IL was found to be a new kind of nitrogen/boron-codoped nanomaterial, one with a mean particle diameter of 2.66 nm. CD/IL was verified to be a high-performance lubricant additive: in particular, the anti-wear and friction-reducing properties of poly(ethylene glycol) (PEG) were improved by 89...
September 28, 2017: Dalton Transactions: An International Journal of Inorganic Chemistry
Francieli Isa Ziembowicz, Caroline Raquel Bender, Clarissa Piccinin Frizzo, Marcos Antonio Pinto Martins, Thiane Deprá de Souza, Carmen Luisa Kloster, Irene Teresinha Santos Garcia, Marcos Antonio Villetti
Alkylimidazolium salts are an important class of ionic liquids (ILs) due to their self-assembly capacity when in solution and due to their potential applications in chemistry and materials science. Therefore, detailed knowledge of the physicochemical properties of this class of ILs and their mixtures with natural polymers is highly desired. This work describes the interactions between a homologous series of mono- (Cn MIMBr) and dicationic imidazolium (Cn (MIM)2 Br2 ) ILs with cellulose ethers in aqueous medium...
September 7, 2017: Journal of Physical Chemistry. B
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