1-Allyl-3-vinylimidazolium bromide
[CAS# 1072788-73-8]

Identification

• Classification: Organic raw materials >> Heterocyclic compound >> Imidazoles
• Name: 1-Allyl-3-vinylimidazolium bromide
• Synonyms: 1-ethenyl-3-prop-2-enylimidazol-3-ium;bromide
• Molecular Formula: C₈H₁₁BrN₂
• Molecular Weight: 215.09
• CAS Registry Number: 1072788-73-8
• SMILES: C=CC[N+]1=CN(C=C1)C=C.[Br-]

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319
• Precautionary Statements: P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Discovory and Applicatios

1-allyl-3-vinylimidazolium bromide is an ionic liquid that has attracted much attention due to its unique physicochemical properties and wide applications in scientific research and industrial processes. As a part of the imidazolium ionic liquid family, this compound is characterized by stability, low volatility, and high ionic conductivity.

The discovery of 1-allyl-3-vinylimidazolium bromide can be attributed to the continuous research on ionic liquids, which began in the mid-20th century and gained great momentum in the late 1990s. Researchers were interested in developing environmentally friendly alternatives to traditional solvents, which led to the synthesis of various ionic liquids. The synthesis of 1-allyl-3-vinylimidazolium bromide involves the reaction of 1-allylimidazole with vinyl bromide to produce a compound with allyl and vinyl functional groups.

The chemical formula of 1-allyl-3-vinylimidazolium bromide is C8H11BrN2, and the molecular weight is 215.1 g/mol. The presence of allyl and vinyl groups in its structure allows for polymerization and copolymerization, which expands its potential applications. Its ionic nature provides excellent solvation properties, especially for polar and ionic compounds, making it a versatile solvent and reaction medium.

1-Allyl-3-vinylimidazolium bromide is highly valued in green catalysis. As an ionic liquid, it provides a non-volatile and recyclable medium for various catalytic reactions, reducing environmental impact. It is particularly effective in homogeneous catalysis, improving reaction rates and selectivity by dissolving reactants and catalysts.

The vinyl group of the compound enables it to act as both a monomer and a catalyst in polymerization reactions. This facilitates the formation of ionic polymers with unique properties, such as enhanced thermal stability and ionic conductivity, which can be used in advanced materials and electrochemical applications.

1-Allyl-3-vinylimidazolium bromide is used as an electrolyte in batteries and supercapacitors due to its high ionic conductivity and thermal stability. It improves the efficiency and safety of these energy storage devices, helping to develop next-generation batteries with longer life and higher energy density. The compound has excellent solubility properties, making it suitable for electrodeposition processes, facilitating the uniform deposition of metals and alloys on a variety of substrates. This is particularly beneficial in the manufacture of electronic components and coatings.

Its ability to dissolve a variety of biopolymers, such as cellulose and chitin, makes it very useful in renewable material processing. This ability supports the development of sustainable materials and bio-based products that reduce dependence on fossil fuels.

1-allyl-3-vinylimidazolium bromide is used in extraction processes to isolate specific compounds from complex mixtures. Its selectivity and efficiency in dissolving the target molecule improves the purity and yield of the extracted material, making it useful in pharmaceutical and natural product chemistry.

By polymerizing 1-allyl-3-vinylimidazolium bromide, researchers can create ionic liquid polymers with unique properties. These materials are being investigated for use in fuel cells, membranes, and sensors, where their ionic nature and thermal stability offer significant advantages. The compound's ability to stabilize nanoparticles and promote their uniform distribution makes it valuable in the synthesis of nanomaterials. These nanomaterials can be used in catalysis, electronics, and medicine.

The future of 1-allyl-3-vinylimidazolium bromide research lies in further exploring its potential in sustainable technologies, advanced materials, and biopolymer processing. Ongoing research aims to optimize its synthesis, enhance its properties, and expand its application in various industries.