34311-90-5

Usage

Uses

Used in Chemical Reactions and Processes:
1-vinyl-3-butylimidazolium bromide is used as a solvent and electrolyte for its ability to facilitate various chemical reactions and processes. Its unique properties contribute to its effectiveness in these applications.
Used in Organic Synthesis:
1-vinyl-3-butylimidazolium bromide is used as a catalyst in organic synthesis, where it aids in the acceleration of chemical reactions, leading to more efficient and cleaner synthesis processes.
Used in Pharmaceutical Research:
1-vinyl-3-butylimidazolium bromide is being researched for its potential applications in the pharmaceutical industry, where its unique properties may contribute to the development of new drugs and drug delivery systems.
Used in Electrochemistry:
In the field of electrochemistry, 1-vinyl-3-butylimidazolium bromide is utilized for its potential to improve the performance of electrochemical devices, such as batteries and fuel cells, due to its stability and conductivity.
Used in Materials Science:
1-vinyl-3-butylimidazolium bromide is also being explored in materials science for its potential to enhance the properties of various materials, such as polymers and composites, through its incorporation into their structures.

Upstream product

• 1072-63-5 1-vinylimidazole 
• 109-65-9 1-bromo-butane 
• 4316-42-1 1-Butylimidazole 
• 593-60-2 Vinyl bromide 

Downstream Products

• 758716-72-2 1-butyl-3-vinylimidazolium bis(trifluoromethylsulfonyl)azanide 

Relevant academic research and scientific papers

Ionic liquid-doped and p-NIPAAm-based copolymer (p-NIBIm): Extraordinary drug-entrapping and -releasing behaviors at 38-42 °c

Ionic liquid (IL)-doping of the temperature responsive p-NIPAAm was achieved by radical copolymerization of N-isopropyl acryl amide (NIPAAm; 90 mol%) and 1-butyl-3-vinylimidazolium bromide ([BVIm]Br; 10 mol%) to give a new temperature responsive copolymer (p-NIBIm). The as-prepared p-NIBIm copolymer showed a highly increased zeta potential value and optimal LCST (lower critical solution temperatures) value, respectively, +9.8 mV at pH = 7 and 38.2 °C, compared to those (+0.3 mV at pH = 7 and 32.1 °C) of p-NIPAAm. The temperature-dependent size change of the p-NIBIm micelles was determined in the range from 25 to 45 °C by SEM under dry conditions and by a zeta sizer under wet conditions, showing a certain size contraction from 253 ± 12.1 to 90.5 ± 7.8 nm in diameter (about 95.4% of volume contraction). The thermo-sensitive behavior to entrap BSA protein at body temperature (37 °C) and to release the protein between 38-42 °C (near the LCST) were also tested by sizing of the complexes of p-NIBIm/BSA using a zeta sizer and also by a colorimetric assay (Bio-Rad DC Protein Assay), resulting in a maximum entrapment of 1.02 mg BSA for 1.0 mg of the polymer at body temperature (37 °C) and in a maximum release of 0.73 mg BSA for 1.0 mg of the polymer (about 73% release of the entrapped amount) in the temperature range of 38-42 °C. Toxicity of the p-NIBIm micelles (in the range of -1) without drug for human embryonic kidney (HEK 293) cells was minimal in vitro. These results revealed that the IL-doped and temperature responsive co-polymeric systems have a very high applicability as a novel delivery system for charged (or polar) molecules as a natural (or synthetic) drug and DNA. This journal is the Partner Organisations 2014.

Ionic Liquid Functionalized Gel Polymer Electrolytes for Stable Lithium Metal Batteries

Metallic lithium (Li) is regarded as the ideal anode material in lithium-ion batteries due to its low electrochemical potential, highest theoretical energy density and low density. There are, however, still significant challenges to be addressed such as Li-dendrite growth and low interfacial stability, which impede the practical application of Li metal anodes. In order to circumvent these shortcomings, herein, we present a gel polymer electrolyte containing imidazolium ionic liquid end groups with a perfluorinated alkyl chain (F-IL) to achieve both high ionic conductivity and Li ion transference number by fundamentally altering the solubility of salt within the gel electrolyte through Lewis-acidic segments in the polymer backbone. Moreover, the presence of F-IL moieties decreased the binding affinity of Li cation towards the glycol chains, enabling a rapid transfer of Li cation within the gel network. These structural features enabled the immobilization of anions on the ionic liquid segments to alleviate the space-charge effect while promoting stronger anion coordination and weaker cation coordination in the Lewis-acidic polymers. Accordingly, we realized a high Li ion conductivity (9.16×10?3 S cm?1) and high Li ion transference number of 0.69 simultaneously, along with a good electrochemical stability up to 4.55 V, while effectively suppressing Li dendrite growth. Moreover, the gel polymer electrolyte exhibited stable cycling performance of the Li|Li symmetric cell of 9 mAh cm?2 for more than 1800 hours and retained 86.7 % of the original capacity after 250 cycles for lithium-sulfur (Li-S) full cell.

Highly selective recognition of L-phenylalanine with molecularly imprinted polymers based on imidazolyl amino acid chiral ionic liquid

Several amino acid chiral ionic liquids were introduced as functional monomers to prepare molecularly imprinted polymers for specific recognition of L-phenylalanine. Among them, the imprinted polymers L-Phe@MIPs based on [ViImC3][L-Pro] showed the best selective recognition ability for L-phenylalanine. A series of experiments such as dynamic adsorption, static adsorption, and competitive adsorption were conducted to investigate the specific recognition ability and adsorption capacity of the L-Phe@MIPs. It is found that the adsorption efficiency to L-phenylalanine on L-Phe@MIPs was 3.11 times higher than that to D-phenylalanine. All the results demonstrated that the L-Phe@MIPs possessed good recognition and relatively high adsorption efficiency for L-phenylalanine. Besides, the recovery of L-phenylalanine was above 98%, and the L-Phe@MIPs exhibited good reusability.

Synthesis of polymeric ionic liquid microsphere/Pt nanoparticle hybrids for electrocatalytic oxidation of methanol and catalytic oxidation of benzyl alcohol

Herein, we present a facile approach for the synthesis of polymeric ionic liquids (PILs) microspheres for metal scavenging and catalysis. Crosslinked poly(1-butyl-3-vinylimidazolium bromide) microspheres with the diameter of about 200 nm were synthesized via miniemulsion polymerization, in which 1,4-di(vinylimidazolium) butane bisbromide was added as the crosslinker. Anion exchange of PIL microspheres with Pt precursor and followed by the reduction of Pt ions produced PIL microsphere supported Pt nanoparticle hybrids. The synthesized Pt nanoparticles with a diameter of about 2 nm are uniformly dispersed and strongly bound to the surface of PIL microspheres. The catalytic performances of PIL/Pt nanoparticle hybrids were evaluated for both the electrocatalytic oxidation of methanol and oxidation of benzyl alcohol. The PIL/Pt nanoparticle hybrids show better electrocatalytic activity towards the electrooxidation of methanol than pure Pt nanoparticles. Furthermore, they are effective and easily reusable catalysts for the selective oxidation of benzyl alcohol in aqueous reaction media, demonstrating that the synthesized PIL microspheres are suitable scaffolds for heterogeneous catalysts Pt. Copyright

Bis-imidazolium based poly(ionic liquid) electrolytes for quasi-solid-state dye-sensitized solar cells

Bis-imidazolium based poly(ionic liquid), poly(1-butyl-3-(1- vinylimidazolium-3-hexyl)-imidazolium bis(trifluoromethanesulfonyl)imide) (Poly[BVIm][HIm][TFSI]) and mono-imidazolium based poly(ionic liquid), poly(1-butyl-3-vinylimidazolium bis(trifluoromethanesulfonyl)imide) (Poly[BVIm][TFSI]), were synthesized and dissolved in room temperature ionic liquids (ILs) to form quasi-solid-state electrolytes for dye-sensitized solar cells (DSSCs), without using any volatile organic solvent. Compared with mono-imidazolium based poly[BVIm][TFSI], bis-imidazolium based poly[BVIm][HIm][TFSI] electrolytes showed a higher thermal stability and conductivity due to the charge transport networks formed in the gel electrolytes via the π-π stacked imidazolium rings. The DSSCs based on the poly[BVIm][HIm][TFSI] gel electrolyte showed a superior long-term stability and yielded a power conversion efficiency of 5.92% under the simulated air mass 1.5 solar spectrum illumination at 100 mW cm-2. This study offered a feasible method to fabricate quasi-solid-state DSSCs in future practical applications.

Phosphoric acid doped hydrophobic ionic liquid-based composite membranes for anhydrous proton exchange membrane application

In this study, phosphoric acid doped hydrophobic ionic liquid-based composite membranes are successfully synthesized and characterized. 1-Vinyl-3-butylimidazolium bis(trifluoromethylsulfonyl)-imide ([VBIm][NTf2]) was synthesized and used as hydrophobic phase in the composite membranes. The H3PO4 uptake of the composite membranes increases with the increasing content of [VBIm][NTf2] and then decreases. The resultant composite membranes showed good thermal stability, mechanical properties and high proton conductivity (up to the order of 10-2 S cm-1 at 180 °C) at high temperatures under anhydrous conditions. The results of this study suggest that this type of PEMs have good perspectives for high temperature proton exchange membrane fuel cell applications.

Design and synthesis of thermoresponsive ionic liquid polymer in acetonitrile as a reusable extractant for separation of tocopherol homologues

We report the design and development of a series of novel ionic liquid polymers (PILs) which possess thermoresponsive properties in organic solvent. The PILs were synthesized via reversible addition-fragmentation chain transfer (RAFT) copolymerization of 1-vinyl-3-butylimidazolium bromide and N-isopropylacrylamide, followed by anion exchange of bromide to amino acid d-alanine. The PILs possessed 0.36-0.76 molar fraction of ionic liquid with number-average molecular weight of 2.70-8.17 kg/mol and polydispersity index ranging between 1.12 and 1.25. The copolymerizations followed first-order reaction kinetics, and they were well-controlled, as indicated by the linear increase of molecular weight with monomer conversion. The PILs were thermoresponsive in acetonitrile with upper critical solution temperatures (UCST) varying from 25.7 to 34.8 °C, owing to the introduction of anion of amino acid. The PILs could be completely precipitated out by lowering the solution temperature. The PIL/acetonitrile solutions were used as extract phase for separation of tocopherol homologues in hexane. The distribution coefficient of δ-tocopherol between the extract and raffinate phases (Dδ) and the selectivity coefficient of δ-tocopherol to α-tocopherol (Sδ/α) reached as high as 7.86 and 13.0, respectively, while Dβγ was 3.63 and Sβγ/α was 6.0. The mole ratio of α-tocopherol in the raffinate phase increased from 0.08 to 0.27 after one stage extraction. The PILs could be reused for multiple extraction cycles with negligible change in the tocopherol distribution and selectivity coefficients. The thermoresponsivity of the PILs is of great benefit by eliminating the normally required back extraction steps. This work demonstrates the potential of thermoresponsive polymers for use in high performance separation of natural products.

Physicochemical characterization of paramagnetic ionic liquids 1-vinyl-3-alkylimidazolium tetrahalogenidoferrate(III) [VRIM][FeCl mBr4 - M]

Using microwave-assisted synthesis method, a series of paramagnetic ionic liquids comprising 1-vinyl-3-alkylimidazolium VRIM+ cation and tetrahalogenidoferrate (III) FeClmBr4 - m- anion were designed and synthesized. The structure was analyzed using 1H NMR and Raman spectroscopy. Ultraviolet-visible absorption spectra, thermal stability, magnetic susceptibility, viscosity, ionic conductivity, and solubility were characterized. Results show that elongation of the alkyl chain leads to replacement of bromides with a small amount of chlorides in the anion, shifting of UV maximum absorption peaks to shorter wavelengths, reduction of ionic conductivity, and solubility in polar solvents, as well as increase in fluidity, magnetic susceptibility, and solubility in nonpolar solvents.

Crosslinked poly(1-butyl-3-vinylimidazolium bromide): A super efficient receptor for the removal and storage of iodine from solution and vapour phases

A crosslinked poly(ionic liquid), with over 200% saturation capacity for iodine uptake from aqueous solutions and the vapour phase, has been prepared by crosslinking co-polymerisation of the ionic liquid monomer 1-butyl-3-vinylimidazolium bromide, and its utility in iodine immobilisation is demonstrated.

Pore structure controllable synthesis of mesoporous poly(ionic liquid)s by copolymerization of alkylvinylimidazolium salts and divinylbenzene

By chain radical copolymerizations of imidazolium-type ionic liquids and divinylbenzene, mesoporous poly(ionic liquid)s with tunable pore structures were synthesized. The pore size and copolymer composition involving the ionic liquid and divinylbenzene can be controlled through varying the solvents. A series of 3-alkyl-1-vinylimidazolium bromide ionic liquids with different carbon chain lengths of 4, 6, 8, 12 and 16 in the alkyl groups were used in the synthesis, which is significant for the formation of pore structures. The obtained poly(ionic liquid)s were characterized by BET, CHN elemental analysis, FT-IR and UV-vis spectra. The results indicated that poly(ionic liquid)s with varied mesopores and compositions can be facilely achieved in this system. CO 2 sorption capability and sorption-desorption cycling were tested, showing superior adsorption capability for CO2 and durable sorption properties.