1-Allyl-3-vinylimidazolium chloride
[CAS# 100894-64-2]

Identification

• Classification: Organic raw materials >> Heterocyclic compound >> Imidazoles
• Name: 1-Allyl-3-vinylimidazolium chloride
• Synonyms: 1-ethenyl-3-prop-2-enylimidazol-3-ium;chloride
• Molecular Formula: C₈H₁₁ClN₂
• Molecular Weight: 170.64
• CAS Registry Number: 100894-64-2
• SMILES: C=CC[N+]1=CN(C=C1)C=C.[Cl-]

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335
• Precautionary Statements: P302+P352-P305+P351+P338

Discovory and Applicatios

1-allyl-3-vinylimidazolium chloride is an ionic liquid with promising applications in various scientific and industrial fields. The compound belongs to the family of imidazolium ionic liquids, which have unique physicochemical properties such as low volatility, high thermal stability, and excellent solvency.

The discovery of 1-allyl-3-vinylimidazolium chloride can be traced back to the extensive exploration of ionic liquids that began in the mid-20th century. However, there was a surge of interest in it in the late 1990s and early 2000s as researchers sought environmentally friendly alternatives to traditional organic solvents. The synthesis of 1-allyl-3-vinylimidazolium chloride involves the reaction of 1-allylimidazole with vinyl chloride, resulting in a compound with both allyl and vinyl functional groups, enhancing its versatility.

The chemical formula of 1-allyl-3-vinylimidazolium chloride is C8H11ClN2, and its molecular weight is 170.64 g/mol. The presence of allyl and vinyl groups in its structure allows for polymerization and copolymerization, thus expanding its potential applications. Its ionic nature provides excellent solubility properties, especially for polar and ionic compounds.

The most important application of 1-allyl-3-vinylimidazolium chloride is green catalysis. As an ionic liquid, it provides a non-volatile and recyclable medium for various catalytic reactions, minimizing the impact on the environment. It is particularly useful in homogeneous catalysis because it is able to dissolve reactants and catalysts, thereby increasing reaction rates and selectivity. The vinyl group of this compound allows it to act as both a monomer and a catalyst in polymerization reactions. It helps form ionic polymers with unique properties, such as enhanced thermal stability and ionic conductivity, which are very useful in advanced materials and electrochemical applications.

Due to its high ionic conductivity and thermal stability, 1-allyl-3-vinylimidazolium chloride is used as an electrolyte in batteries and supercapacitors. 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 excellent solubility properties of this compound make 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.

It is able to dissolve a variety of biopolymers, such as cellulose and chitin, making it valuable in the processing of renewable materials. This ability supports the development of sustainable materials and bio-based products that reduce dependence on fossil fuels. 1-allyl-3-vinylimidazolium chloride can be used in extraction processes to separate specific compounds from complex mixtures. Its selectivity and efficiency in dissolving target molecules improves the purity and yield of the extracted material, making it useful in pharmaceutical and natural product chemistry.

By polymerizing 1-allyl-3-vinylimidazolium chloride, 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 is valuable in the synthesis of nanomaterials because it can stabilize nanoparticles and promote their uniform distribution. These nanomaterials can be used in catalysis, electronics, and medicine.

The future of 1-allyl-3-vinylimidazolium chloride 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 applications in various industries.