93457-69-3

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Chemical Properties

White powder

InChI:InChI=1/C9H20N.BrH/c1-3-4-7-10(2)8-5-6-9-10;/h3-9H2,1-2H3;1H/q+1;/p-1

Upstream product

• 120-94-5 1-Methylpyrrolidine 
• 109-65-9 1-bromo-butane 
• 78-93-3 butanone 
• 109-69-3 n-Butyl chloride 
• 71-36-3 butan-1-ol 

Downstream Products

• 367522-96-1 1-butyl-1-methylpyrrolidinium trifluoromethanesulfonate 
• 1057745-51-3 N-butyl-N-methylpyrrolidinium (fluorosulfonyl)(trifluoromethanesulfonyl)imide 
• 223437-11-4 1-butyl-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide 

Relevant academic research and scientific papers

Multifunctional hydrogel based on ionic liquid with antibacterial performance

Biocompatible antibacterial hydrogels as novel dressing materials have been a widely researched method in modern medical technology. Here, we designed and prepared a new type of multifunctional antibacterial hydrogels that used poly(vinyl alcohol) (PVA)-tetrahydroxyborate anion (B(OH)4 ?) hydrogel as a vector and pyrrolidinium ionic liquids (ILs) as antibacterial drugs. The formation of borate ester bonds between PVA and B(OH)4 ? as dynamic network junctions endows hydrogels with multiple functions. Moreover, the as-prepared hydrogel exhibited effective anti-microbial activity against Escherichia coli and Staphylococcus aureus. Our results indicated that the hydrogels containing ILs with longer alkyl chain exhibited more pronounced antibacterial properties. The moisture retention, self-healing, syringeability and multiresponse behavior together with the antibacterial properties of the hydrogels make them ideal candidates as multifunctional dressing materials for joint skin wound healing.

Investigation of the N-butyl-N-methyl pyrrolidinium trifluoromethanesulfonyl-N-cyanoamide (PYR14TFSAM) ionic liquid as electrolyte for Li-ion battery

A new asymmetrical anion, trifluoromethanesulfonyl-N-cyanoamide (TFSAM?), was paired with N-butyl-N-methyl pyrrolidinium (PYR14+) to prepare PYR14TFSAM. It has been investigated for Li-ion battery application and compared to its PYR14+ analogs paired with either the dicyanamide anion (DCA?) or other anions (i.e. bis(trifluoromethanesulfonyl) imide (TFSI?), bis(fluorosulfonly)imide (FSI?), trifluoromethanesulfonyl-fluorosulfonyl imide (FTFSI?)). The conductivity of PYR14TFSAM is not only higher than that of PYR14TFSI, but also higher than that of PYR14FTFSI with 3.8 mS cm?1 at 20 °C and 12.6 mS cm?1 at 60 °C. In addition, the ionic liquid does not crystallize and exhibits a viscosity similar to that of PYR14FSI (and even lower above 30 °C, which also results in a higher conductivity at high temperature). Compared to PYR14DCA, PYR14TFSAM has a higher anodic stability, more compatible with state-of-the-art cathodes such as NCM, even though the PYR14DCA electrolyte also allowed surprisingly good cycling results of NCM cathode considering its low anodic stability. PYR14TFSAM also allows Li+ (de-)/insertion into graphite, using vinylene carbonate as additive. When used in conventional Li-ion electrolyte solvents, it leads to moderate conductivity (as compared with LiFSI or LiTFSI), although much higher than LiDCA. Additionally, it is shown that, even in EC/DMC-based electrolyte, LiTFSAM does not induce Al corrosion at 4.2 V.

Tuning ionic liquids for hydrate inhibition

Pyrrolidinium cation-based ionic liquids were synthesized, and their inhibition effects on methane hydrate formation were investigated. It was found that the ionic liquids shifted the hydrate equilibrium line to a lower temperature at a specific pressure,

Synergistic antimicrobial activity of N-methyl substituted pyrrolidinium–based ionic liquids and melittin against Gram-positive and Gram-negative bacteria

Abstract: In pharmaceutical industry, the prodrug approaches and drug-drug conjugates are being now vastly used to optimize the efficacy of the drugs for multipurpose. The combination or conjugation of antimicrobials agents with natural antimicrobials may

Chemical Vapor Deposition of Ionic Liquids for the Fabrication of Ionogel Films and Patterns

Film deposition and high-resolution patterning of ionic liquids (ILs) remain a challenge, despite a broad range of applications that would benefit from this type of processing. Here, we demonstrate for the first time the chemical vapor deposition (CVD) of ILs. The IL-CVD method is based on the formation of a non-volatile IL through the reaction of two vaporized precursors. Ionogel micropatterns can be easily obtained via the combination of IL-CVD and standard photolithography, and the resulting microdrop arrays can be used as microreactors. The IL-CVD approach will facilitate leveraging the properties of ILs in a range of applications and microfabricated devices.

Evaluation of ionic liquids as electrolytes for vanadium redox flow batteries

Non-aqueous redox flow batteries (NARFBs) are promising electrochemical energy storage devices due to their wide electrochemical potential windows, generally >2 V of organic solvents. This study aims to investigate the suitability of ionic liquids (ILs) as electrolytes for NARFBs containing a vanadium metal complex. The electrochemistry of a single-component NARFBs employing vanadium (III) acetylacetonate (V(acac)3) was studied in 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, [C4mim][NTF2], and 1-butyl-1-methylpyrrolidinium bis(trifluoromethanesulfonyl)imide, [C4mpyr][NTF2], electrolytes. The electrochemical kinetics of the anodic and cathodic reactions was measured using cyclic voltammetry. The VII/VIII and VIII/VIV couples were quasi-reversible and together yielded a cell potential of 2.2 V in both ILs. Charge/discharge characteristics show that a coulombic efficiency for cycles 1–50 ranged from 88 to 92% using a V(acac)3/[C4mpyr][NTF2] cell.

Controlling the reactions of 1-bromogalactose acetate in methanol using ionic liquids as co-solvents

The reactions of an acetobromogalactose in mixtures of methanol and one of seven different ionic liquids with varying constituent ions were studied. In general, small amounts of ionic liquid in the reaction mixture led to increases in the rate constant compared to methanol, whilst large amounts of ionic liquid led to decreases in the rate constant; this outcome differs significantly from previous reactions proceeding through this mechansim. Temperature dependent kinetic studies indicated that the dominant interaction driving these changes was between the ionic liquid and the transition state of the process. Through considering solvent parameters of ionic liquids, a relationship was found between the changes in the rate constant and both the hydrogen bond accepting ability and polarisability of the solvent, indicating that the interactions affecting reaction outcome are both specific and non-specific in nature; once more, these interactions were different to those observed in previous similar reactions. By changing the amount of ionic liquid in the reaction mixture, additional products not seen in the molecular solvent case were observed, the ratios of which are dependent on the anion of the ionic liquid and the proportion of ionic liquid in the reaction mixture. This demonstrates the importance of considering solvent effects on both the rate and product determining steps and the potential application of such changes is discussed.

Electrolyte and a battery with said electrolyte

An electrolyte for a lithium-ion battery, and a battery incorporating the electrolyte. The electrolyte includes a lithium salt, a non-aqueous organic solvent which includes a carbonate-based solvent, a flame retardant, a film former, and a stabilizing medium. The flame retardant includes PYR1RPF6 (N-Methyl-N-alkylpyrrolidinium Hexafluorophosphate Salt).

N, N - dialkyl pyrrolidine pressure concentrated water ion liquid preparation method and its application (by machine translation)

The invention relates to a N, N - dialkyl pyrrolidine pressure concentrated water ion liquid preparation method and its application, the method to N - alkyl pyrrolidine and alkyl alcohol as raw material through the electrolysis mode, in the electrolytic cell is provided with a cation exchange membrane, cation exchange membrane into the cathode with the anode compartment of the electrolytic aluminum, electrolytic taken out after completion of the cathode electrolyte, separation and purification, to obtain N, N - dialkyl pyrrolidines pressure concentrated water ionic liquid, the preparation method is simple, mild condition, purity and high yield. The N, N - dialkyl pyrrolidine pressure concentrated water ionic liquid as solvent, in order to chlorine methyl pyridine hydrochloride and ammonia as raw material, synthetic three-pyridine methyl amine compound, the preparation of yield and high purity, without follow-up separation, low cost, environmental protection, the ionic liquid can be used repeatedly, is suitable for industrial production. (by machine translation)

Understanding the effects of ionic liquids on a unimolecular substitution process: Correlating solvent parameters with reaction outcome

A unimolecular substitution process was studied in five different ionic liquids, with systematic variation of either the cation or anion, in order to determine the factors leading to the increase in the rate constant for the process relative to acetonitrile. It was found that both components of the ionic liquid, and the proportion of the salt in the reaction mixture, affect the rate constant. Activation parameters determined for the process suggest that there is a balance between interactions of the components of the ionic liquid with both starting material and transition state. A correlation was found between the rate constant and a combination of Kamlet-Taft solvent parameters; with the polarisability of the solvent being the most significant factor. As this reaction proceeds through both unimolecular and bimolecular pathways, competition experiments determined that the unimolecular pathway for the reaction can be favoured using small amounts of ionic liquid in the reaction mixture, demonstrating the potential to control reaction mechanisms using ionic liquids.