1 butyl 3 methylimidazolium chloride

Manufactured by Merck Group

Sourced in United States, Germany

1-butyl-3-methylimidazolium chloride is a chemical compound that functions as an ionic liquid. It is a colorless, viscous liquid at room temperature. The core function of this product is to serve as a solvent and reaction medium for various chemical processes.

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Lab products found in correlation

15 protocols using 1 butyl 3 methylimidazolium chloride

Synthesis and Characterization of Ionic Liquid-Based Nanocomposites

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ILs of 1-butyl-3-methylimidazolium chloride
(CAS
R.N. 79917-90-1, BmimCl) and 1-methyl-3-octylimidazolium chloride
(CAS R.N. 64697-40-1, OmimCl) were obtained from Sigma-Aldrich. The
mass fraction purities of the two ILs were ≥97% and 97%, respectively.
FeCl₃·6H₂O and Fe₂O₃ nanoparticles (average size: < 50 nm) were also purchased from
Sigma-Aldrich. In addition, carbon-coated iron (C-Fe) nanoparticles
(NPs) were purchased from Sigma-Aldrich and utilized for cathode preparation.
Sodium carboxymethyl cellulose (CMC, Dow Wolff Cellulosics), the
conductive carbon black (Super C45, Super C60, IMER Graphite and Carbon),
and graphite were also utilized for electrode preparation. Glass fiber
was utilized as a separator in cells.

Zhao Y., Zhen Y, & Boström T. (2022). Rechargeable Iron-Ion Battery Using a Pure Ionic Liquid Electrolyte. ACS Omega, 7(28), 24082-24090.

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Bacterial Cellulose Production from Acetobacter xylinum

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Lyophilized culture of Acetobacter xylinum was purchased form All-Russian collection of industrial microorganisms (National Bioresource Center, GosNIIgenetika, Moscow, Russia) and cultivated as described further. 1-butyl-3-methylimidazolium chloride (Sigma-Aldrich, Buchs SG, Switzerland, CAS 79917-90-1, purity > 98%) and choline chloride (Glentham Life Sciences Ltd., Corsham, UK, CAS 67-48-1, purity > 99%) were dried under vacuum at 60 °C for at least 24 h before use. N,N′-methylene-bis-acrylamide (Sigma-Aldrich, St. Louis, MO, USA, CAS 110-26-9, purity > 99.5%), acrylic acid (Sigma-Aldrich, CAS 67-48-1, purity > 99%) and 2-hydroxy-2-methylpropiophenone (Sigma-Aldrich, Milan, Italy, CAS 7473-98-5, purity > 97%) were used as received. Peptone and D-mannitol (CAS 69-65-8) were obtained from LenReaktiv (Saint Petersburg, Russia), yeast extract from Research Center for Pharmacotherapy (Saint Petersburg, Russia) and NaOH (CAS 1310-73-2) from NevaReaktiv (Saint Petersburg, Russia).

Smirnov M.A., Fedotova V.S., Sokolova M.P., Nikolaeva A.L., Elokhovsky V.Y, & Karttunen M. (2021). Polymerizable Choline- and Imidazolium-Based Ionic Liquids Reinforced with Bacterial Cellulose for 3D-Printing. Polymers, 13(18), 3044.

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Synthesis of Metal Complexes

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All chemicals of reagent grade quality were obtained from commercial sources and used without further purification. CoSO₄·6H₂O (50.0 mmol), Ce(NO₃)₃·6H₂O (50.0 mmol), NiSO₄·6H₂O (50.0 mmol), and CuSO₄·5H₂O (50.0 mmol) were purchased from Merck (Milipore, Darmstadt, Germany). 1-Hydroxyethane-1,1-diphosphonic acid, sodium hydroxide, 1-butyl-3-methylimidazolium trifluoromethanesulfonate, 1-butyl-3-methylimidazolium nitrate, 1-butyl-3-methylimidazolium chloride, 1-hexyl-3-methyl-imidazolium chloride, 2,6-dimethylphenol, and 4,4′-dihydroxybiphenyl were obtained from Sigma-Aldrich Chemie GmbH (München, Germany), and urea from Alfa Aesar (Karlsruhe, Germany).

Lupa L., Tolea N.S., Iosivoni M., Maranescu B., Plesu N, & Visa A. (2024). Performance of ionic liquid functionalized metal organic frameworks in the adsorption process of phenol derivatives. RSC Advances, 14(7), 4759-4777.

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Polymer Electrolyte Membrane Fabrication

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PBI (purity > 99.95%, MW 51000, with the molecular formula: (C₂₀H₁₂N₄)_n) was purchased from Danish Power Systems (Danish Power Systems, Kvistgaard, Denmark). LiCl, N,N-dimethylacetamide (DMAc) 99.8%, 1-butyl-3-methylimidazolium chloride (BMIM–Cl), 1-butyl-3-methylimidazolium bromide (BMIM–Br), 1-butyl-3-methylimidazolium iodide (BMIM–I), 1-butyl-3-methylimidazolium tetrafluoroborate (BMIM–BF₄), 1-butyl-3-methylimidazolium hexafluorophosphate (BMIM–PF₆), 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide (BMIM–NTf₂), and 1-butyl-3-methylimidazolium thiocyanate (BMIM–NCS) were purchased from Sigma–Aldrich (Sigma–Aldrich Química SL, Madrid, Spain). N,N–Dimethylacetamide (DMAc, 99.5% extra pure) and phosphoric acid (extra pure, 85% solution in water) were purchased from Acros Organics (Fisher Scientific SL, Madrid, Spain).

Escorihuela J., García-Bernabé A., Montero Á., Sahuquillo Ó., Giménez E, & Compañ V. (2019). Ionic Liquid Composite Polybenzimidazol Membranes for High Temperature PEMFC Applications. Polymers, 11(4), 732.

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Synthesis of Photocurable Polymer Composites

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Ethylene glycol methyl ether acrylate (MEA), 1-butyl-3-methylimidazolium chloride ([BMIM]Cl), isobornyl acrylate (IBA), polyethylene (glycol) diacrylate (PEGDA, molecular weight 200), and photo-initiator 2,4,6-trimethylbenzoyl diphenylphosphine oxide (TPO) were purchased from Sigma-Aldrich, 3-sulfopropyl acrylate potassium salt (K[SPA]), methoxyphenol (MEHQ), and 1,6-hexanediol diacrylate (HDDA) were purchased from Shanghai Aladdin, and photo-initiator benzophenone (BP) was purchased from Shanghai Macklin. All chemicals were used as received without further purification.

Li C., Cheng J., He Y., He X., Xu Z., Ge Q, & Yang C. (2023). Polyelectrolyte elastomer-based ionotronic sensors with multi-mode sensing capabilities via multi-material 3D printing. Nature Communications, 14, 4853.

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Ionic Liquid-Based Polymer Composites

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All reagents and solvents were used as purchased
without further purification. Tricarballylic acid (TCA), 1-butyl-3-methyl
imidazolium acetate ([BMIm][Acet]), 1-methyl imidazole, and 1-butyl-3-
methyl imidazolium chloride ([BMIm][Cl]) were purchased from Sigma
Aldrich (St. Louis, MO). Bisphenol A Dyglycidyl ether (DGEBA), tetrahydrofuran
(THF), dichloromethane (DCM), ethylene glycol (EG), glycerol (Gly),
1-bromohexane, and 1-bromooctane were purchased from VWR (Radnor,
PA). PX-35 milled carbon fibers (length = 150–200 μm,
diameter = 7.2 μm, lineal resistivity = 0.0761 Ω/cm) were
generously provided by Zoltek Company (Bridgeton, MO).

Pérez R.L., Ayala C.E., Opiri M.M., Ezzir A., Li G, & Warner I.M. (2021). Recycling Thermoset Epoxy Resin Using Alkyl-Methyl-Imidazolium Ionic Liquids as Green Solvents. ACS Applied Polymer Materials, 3(11), 5588-5595.

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Imidazolium-Based Ionic Liquids and Surfactants for Enhanced Oil Recovery

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For this study, we have employed four different imidazolium based ILs with variation in alkyl chain length, that were purchased from Sigma Aldrich and used as such. They are namely, 1-butyl-3-methylimidazolium chloride [C₄mim]⁺[Cl]⁻, 1-hexyl-3-methylimidazolium chloride [C₆mim]⁺[Cl]⁻, 1-octyl-3-methylimidazolium chloride [C₈mim]⁺[Cl]⁻, and 1-decyl-3-methylimidazolium chloride [C₁₂mim]⁺[Cl]⁻. Fig. 1 shows the chemical structures of the ILs with their corresponding abbreviations.
In addition to this, we also studied four various surfactants from different categories, they are namely, alpha-olefin sulfonate (AOS, Al-Biariq petrochemical Industries Co. Ltd) from anionic, cetyltrimethylammonium bromide (CTAB, Sigma Aldrich) from cationic, fluorosurfactant capstone (FS-31, DuPont Co. Ltd) from nonionic, and 3-(N,N-dimethylmyristylammonio) propanesulfonate (betaine; Sigma Aldrich) from zwitterionic category.
In order to emulate the typical Saudi Arabian reservoirs, we have formulated three various brine fluids with variations in salt compositions and used them for this study. They are namely, seawater (SW: TDS = 67 500 ppm), low salinity formation water (LS: TDS = 138 000 ppm) and high salinity formation water (FW: TDS = 241 000 ppm).
Indiana limestone outcrop sample was used for the dynamic foaming experiments. The petrophysical property of the core sample is listed in Table 1.

Sakthivel S, & Babu Salin R. (2021). Imidazolium based ionic liquid stabilized foams for conformance control: bulk and porous scale investigation. RSC Advances, 11(47), 29711-29727.

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Synthesis and Characterization of N-Substituted Cyclic Carbonates

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Lactic acid solution (≥85%), 1-butyl-3-methylimidazolium chloride (≥99%), ethylene glycol (≥99%), polyethylene glycol 8000 (USP), 4-dodecylbenzenesulfonic acid (≥95%), acetic acid (≥99%), 3-methacryloxypropyltrimethoxysilane (>98%), and 1,8-diazabicyclo[5.4.0]undec-7-ene (≥99%) were purchased from Sigma Aldrich (St. Louis, MO, USA). Clevios^TM PH-1000 (PEDOT:PSS) was purchased from Heraeus (Hanau, Germany). Amberlyst^TM A-26 (OH-form) and analytical grade solvents were purchased from Fisher Scientific (Hampton, NH, USA). Deuterated solvents were purchased from Deutero (Kastellaun, Germany). The N-substituted eight membered cyclic carbonates: 6-methyl-1,3,6-dioxazocan-2-one (8MC) and 6,6′-(ethane-1,2-diyl)bis(1,3,6-dioxazocan-2-one) bis-8MC were synthesized using the previously reported procedures [19 (link),20 (link)]. ILs were prepared using Amberlyst^TM A-26 (OH-form) exchange resin following the procedure in the literature [21 (link)], ILs were stored inside a N₂ filled glovebox (H₂O and O₂ < 5 ppm). ¹H- and ¹³C-NMR spectra were recorded with a Bruker Avance DPX 300 spectrometer. The NMR chemical shifts were reported as δ in parts per million (ppm) relative to the traces of non-deuterated solvent. Fourier transform infrared-attenuated total reflection (FTIR-ATR) spectroscopy was performed with a Bruker Alpha.

Y. Yuen A., Porcarelli L., H. Aguirresarobe R., Sanchez-Sanchez A., del Agua I., Ismailov U., G. Malliaras G., Mecerreyes D., Ismailova E, & Sardon H. (2018). Biodegradable Polycarbonate Iongels for Electrophysiology Measurements. Polymers, 10(9), 989.

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Carbonized PANMA/PVP Nanofibers from Coal

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Poly (acrylonitrile-co-methyl acrylate) (PANMA) (acrylonitrile weight percentage: ~94%) and polyvinylpyrrolidone (PVP) (360,000 g/mol) were purchased from Sigma–Aldrich (St. Louis, MO, USA). PANMA acted as C- and N- source precursor, and PVP acted as a sacrificial material. Standard Reference Material^® 2682c subbituminous coal (referred as 2682 coal) from Wyodak–Anderson coal seam (powder river basin, PRB Coal), and Standard Reference Materials^® 2684c bituminous coal (referred as 2684 coal) from Pittsburgh coal seam were purchased from National Institution of Standards and Technology (NIST) (Gaithersburg, MD, USA). Figure 1 lists four ILs (>98.0% HPLC and <1.0% H₂O impurity) used in coal extraction: 1-butyl-2,3-dimethylimidazolium chloride (C₄m₂imCl), 1-ethyl-3-methylimidazolium chloride (C₂mimCl), 1-Hexyl-3-methylimidazolium chloride (C₆mimCl) and 1-Butyl-3-methylimidazolium chloride (C₄mimCl), which were purchased from Sigma–Aldrich (St. Louis, MO, USA) and used as extraction solvents without further purification. 1-Methyl-2-pyrrolidinone (NMP) (99.5%) (Sigma–Aldrich) was used as a solvent to obtain coal char from coal/ILs solution through a centrifuge. N,N-Dimethylformamide (DMF, 99.8%) (Sigma–Aldrich) was used as an organic solvent to dissolve PANMA, PVP and coal precursors for electrospinning process.

Tan S., Kraus T.J., Helling M.R., Mignon R.K., Basile F, & Li-Oakey K.D. (2021). Investigation on the Mass Distribution and Chemical Compositions of Various Ionic Liquids-Extracted Coal Fragments and Their Effects on the Electrochemical Performance of Coal-Derived Carbon Nanofibers (CCNFs). Nanomaterials, 11(3), 664.

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Antifungal Susceptibility Testing with Ionic Liquids

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1-butyl-3-methylimidazolium chloride ([C₄MIM][Cl]), 1-dodecyl-3-methylimidazolium iodide ([C₁₂MIM][I]), fluconazole and amphotericin B were purchased from Sigma-Aldrich (United States). 1-hexadecyl-3-methylimidazolium chloride ([C₁₆MIM][Cl]) was purchased from Acros (United States). The chemical structures of three ionic liquids used in this study are given in Supplementary Information (Supplementary Figure S1). Stock solutions (100 mmol l^–1) of ionic liquids were prepared in sterile, ultrapure water and stored at room temperature until further use. Stock solutions of fluconazole (32 mmol l^–1) and amphotericin B (13 mmol l^–1) were prepared, respectively, in ethanol and dimethyl sulfoxide (DMSO). These stock solutions were stored at 4°C until use.

Reddy G.K, & Nancharaiah Y.V. (2020). Alkylimidazolium Ionic Liquids as Antifungal Alternatives: Antibiofilm Activity Against Candida albicans and Underlying Mechanism of Action. Frontiers in Microbiology, 11, 730.

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