56511-17-2

Usage

Uses

Used in Electrochemical Applications:
1-BUTYL-1-METHYLPYRROLIDINIUM IODIDE is used as a hydrophobic ionic liquid for enhancing the performance of electrochemical systems. Its hydrophobic properties contribute to improved stability and efficiency in these applications.
Used as a Lewis-base Ionic Liquid:
1-BUTYL-1-METHYLPYRROLIDINIUM IODIDE is utilized as a Lewis-base ionic liquid, which allows it to participate in various chemical reactions and processes. Its ability to act as a Lewis base makes it a valuable component in the synthesis of new compounds and materials.

Upstream product

• 767-10-2 1-butylpyrrolidine 
• 74-88-4 methyl iodide 
• 120-94-5 1-Methylpyrrolidine 
• 542-69-8 1-iodo-butane 
• 3470-96-0 N-butylsuccinimide 

Downstream Products

• 370865-80-8 1-butyl-1-methylpyrrolidinium dicyanamide 
• 223437-11-4 1-butyl-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide 

Relevant academic research and scientific papers

Effect of alkyl chain length and temperature on volumetric, acoustic and apparent molar properties of pyrrolidinium based ionic liquids in acetonitrile

Detailed analysis of volumetric and acoustic properties of the dilute solution of ionic liquids (ILs) and acetonitrile play a significant role in the potential engineering field and process design. Moreover, these studies can provide relevant knowledge about the types and scope of the intermolecular interactions governed between the solute and solvent. In this work, three iodide based pyrolidium ILs, i.e. 1-butyl-1-methyl pyrrolidinium iodide, [BMPY]I and 1-methyl-1-pentyl pyrrolidinium iodide, [PeMPY]I and 1-hexyl-1-methyl pyrrolidinium iodide, [HMPY]I were synthesized and studied their density and sound velocity in acetonitrile as a function of molality in the range of 0.05–0.4 mol·kg?1 and temperature in the range from 293.15 to 328.15 K at atmospheric pressure. The impact of chain length of cation and temperature were premeditated by using well-known volumetric and acoustic factors. In addition, by employing the experimental data, the apparent molar volume (V?), apparent molar isentropic compression (Ks,?), and limiting apparent molar expansion (Eφ∞) were calculated. Further, the apparent molar properties at infinite dilution were examined by using Redlich-Mayer type equations. Furthermore, measured and calculated properties have been analysed to understand the solute-solvent interaction in studied systems. For the studied systems, infinite dilution apparent molar properties were increased with cationic chain length on the ILs, however, decreased with temperature.

Simple organic structure directing agents for synthesizing nanocrystalline zeolites

The synthesis of the ZSM-5 and beta zeolites in their nanosized form has been achieved by using simple alkyl-substituted mono-cationic cyclic ammonium cations as OSDA molecules. The particular combination of a cyclic fragment and a short linear alkyl-chain group (preferentially C4) within the monocationic OSDA molecules allows directing the crystallization of nanosized zeolites with excellent solid yields (above 90%). Interestingly, the formation of the nanosized ZSM-5 and beta zeolites mostly depends on the size and nature of the cyclic fragment of the OSDA molecule, resulting in all cases in nanocrystalline solids with homogeneous distributions of particle sizes (～10-25 nm) and controlled Si/Al molar ratios (～15-30). The achieved nanosized ZSM-5 and beta zeolites have been extensively characterized by different techniques to study their physico-chemical properties, such as chemical composition, pore accessibility or Br?nsted acidity, among others. Moreover, the catalytic properties of the nanosized ZSM-5 and beta zeolites have been evaluated for different chemical reactions, including methanol-to-olefins (MTO) in the case of ZSM-5, and alkylation of benzene with propylene to obtain cumene and oligomerization of light olefins to liquid fuels in the case of beta, observing in all cases improved catalytic activity and product selectivity towards target products when compared to related catalysts.

Polyethylene glycol-functionalized siloxane hybrid gel polymer electrolytes for lithium ion batteries

The compatibility of diacrylate terminated polyethylene glycol-block-polydimethylsiloxane-blockpolyethylene glycol was examined with an ionic liquid solution, 1 M LiTFSI in N-butyl-Nmethylpyrrolidinium bis(trifluoromethylsulfonyl)imide, and through mild UV-curing, hybrid gel polymer electrolytes were fabricated for lithium ion battery application. Obtained hybrid gel polymer electrolytes exhibited good ionic conductivity, electrochemical stability, thermal stability, and mechanical pliancy and the polyethylene glycol domains functioned to increase the ionic dissociation to improve ion conduction compared with gel polymer electrolytes fabricated with a conventional organic crosslinker. Lithium ion battery cell tests with these hybrid gel polymer electrolytes revealed that these hybrid gel polymer electrolytes hold promise as next generation electrolytes.

Hybrid ionogel electrolytes derived from polyhedral oligomeric silsesquioxane for lithium ion batteries

Inorganic-organic hybrid ionogels fabricated with 1 M LiTFSI in N-butyl-N-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide (BMPTFSI) crosslinked with a fully methacryl-substituted Polyhedral Oligomeric Silsesquioxane (T8-MMA-POSS) were investigated as gel polymer electrolytes for lithium ion batteries. The effect of T8-MMA-POSS on physical properties of the ionogels was characterized in terms of dimensional stability, ion transport behaviour, and thermal stability. A mere 5 wt% concentration of the cross-linker was able to produce non-flowing hybrid ionogels, leading to high ionic conductivity with good mechanical properties. The lithium battery cell fabricated with ionogels revealed high specific capacity and excellent cycling performance with high Coulombic efficiency at elevated temperature, demonstrating that hybrid ionogels could be a promising candidate electrolyte for use in lithium ion batteries.

Hybrid ionogel electrolytes for high temperature lithium batteries

Hybrid ionogels fabricated using 1 M LiTFSI in N-butyl-N-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide (BMPTFSI) crosslinked with ladder-like structured poly(methacryloxypropyl)silsesquioxane (LPMASQ) were investigated as high temperature ionogel electrolytes for lithium ion batteries. In addition to the exceedingly low crosslinker concentration (～2 wt%) required to completely solidify the ionic liquids, which provided high ionic conductivities comparable to the liquid state ionic liquid, these hybrid ionogels exhibited superior thermal stabilities (>400°C). Rigorous lithium ion battery cells fabricated using these hybrid ionogels revealed excellent cell performance at various C-rates at a variety of temperatures, comparable with those of neat liquid electrolytes. Moreover, these hybrid ionogels exhibited excellent cycling performance during 50 cycles at 90°C, sustaining over 98% coulombic efficiency. Highly advantageous properties of these hybrid ionogels, such as high ionic conductivity in the gel state, thermal stability, excellent C-rate performance, cyclability and non-flammability, offer opportunities for applications as high temperature electrolytes.

Synthesis of traditional and ionic polymethacrylates by anion catalyzed group transfer polymerization

The hydrophobic ionic liquid 1-butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide was successfully used as solvent in group transfer polymerization of traditional methacrylates (methyl methacrylate, n-butyl methacrylate, and benzyl methacrylate) and of ionic liquid methacrylates (ILMAs). This demonstrates that this ionic liquid makes reaction conditions, which do not require the use of ultra-dried solvents. The ILMAs were N-[2-(methacryloyloxy)ethyl]-N,N-dimethyl-N-alkylammonium bis(trifluoromethylsulfonyl)imides bearing methyl, ethyl, propyl, butyl, or hexyl substituents. Increasing size of the alkyl substituent at the cation results in decreasing glass transition temperature in case of both ionic liquid methacrylates and polymers derived of them. Furthermore, the glass transition temperature is significantly higher for these polymers compared with the ionic liquid methacrylates, and the effect of glass transition temperature reduction with increasing size of the alkyl substituent is stronger for the polymers. A mechanism was proposed explaining the catalytic function of the ionic liquid used as solvent for polymerization.

ANTISTATIC AGENT AND PLASTIC COMPOSITION COMPRISING THE SAME

Disclosed is a salt formed of a pyrrolidinium cation or pyrrolidinium derivative cation and a perfluoroalkylsulfone-based anion. An antistatic agent comprising the above salt and a plastic composition comprising the above antistatic agent are also disclosed.

Nucleophilicity in ionic liquids. 2.1 Cation effects on halide nucleophilicity in a series of bis(trifluoromethylsulfonyl)imide ionic liquids

In this work, the nucleophilicities of chloride, bromide, and iodide have been determined in the ionic liquids [bmim] [N(Tf)2], [bm2im][N(Tf)2], and [bmpy][N(Tf)2] (where bmim = 1-butyl-3-methylimidazolium, bm2im = 1-butyl-2,3-dimethylimidazolium, bmpy = 1-butyl-l-methylpyrrolidinium, and N(Tf)2 = bis(trifluoromethylsulfonyl)imide). It was found that in the [bmim]+ ionic liquid, chloride was the least nucleophilic halide, but that changing the cation of the ionic liquid affected the relative nucleophilicities of the halides. The activation parameters ΔH?, ΔS?, and ΔG? have been estimated for the reaction of chloride in each ionic liquid, and compared to a similar reaction in dichloromethane, where these parameters were found for reaction by both the free ion and the ion pair.

Pyrrolidinium imides: A new family of molten salts and conductive plastic crystal phases

A new family of molten salts is reported, based on the N-alkyl, N-alkyl pyrrolidinium cation and the bis-(trifluoromethane sulfonyl)imide anion. Some of the members of the family are molten at room temperature, while the smaller and more symmetrical members have melting points around 100 °C. Of the room-temperature molten salt examples, the methyl butyl derivative exhibits the highest conductivity; at 2 × 10-3 S/cm this is the highest molten salt conductivity observed to date at room temperature among the ammonium salts. This highly conductive behavior is rationalized in terms of the role of cation planarity. The salts also exhibit multiple crystalline phase behavior below their melting points and exhibit significant conductivity in at least their higher temperature crystal phase. For example, the methyl propyl derivative (mp = 12 °C) shows ion conductivity of 1 × 10-6 S/cm at 0 °C in its higher temperature crystalline phase.