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Acryloyloxyethyltrimethyl ammonium chloride
[CAS# 44992-01-0]

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Identification
ClassificationChemical reagent >> Organic reagent >> Amine salt (ammonium salt)
NameAcryloyloxyethyltrimethyl ammonium chloride
Synonyms[2-(Acryloyloxy)ethyl]trimethylammonium chloride
Molecular StructureCAS # 44992-01-0, Acryloyloxyethyltrimethyl ammonium chloride
Molecular FormulaC8H16NO2.Cl
Molecular Weight193.67
CAS Registry Number44992-01-0
EC Number256-176-6
SMILESC[N+](C)(C)CCOC(=O)C=C.[Cl-]
Properties
Density1.132 g/mL
Refractive index1.478
Flash point>110 °C
Safety Data
Hazard Symbolssymbol   GHS07 Warning  Details
Risk StatementsH302-H317-H319-H332  Details
Safety StatementsP261-P264-P264+P265-P270-P271-P272-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P317-P321-P330-P333+P317-P337+P317-P362+P364-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Acute toxicityAcute Tox.4H302
Eye irritationEye Irrit.2H319
Skin sensitizationSkin Sens.1H317
Acute toxicityAcute Tox.4H332
SDSAvailable
up Discovery and Applications
Acryloyloxyethyltrimethylammonium chloride, with the chemical formula C7H14ClNO2, is a quaternary ammonium compound used primarily as a cationic monomer in polymer chemistry. It is derived by the reaction of acryloyl chloride with ethyltrimethylammonium hydroxide, leading to the formation of this monomer. Acryloyloxyethyltrimethylammonium chloride is commonly used in the synthesis of cationic copolymers and polymers due to its ability to introduce cationic functionality into the polymer structure.

The compound was developed as part of a broader effort to create monomers that could impart specific properties to polymers, such as improved water solubility and enhanced electrostatic interactions. These properties make acryloyloxyethyltrimethylammonium chloride valuable in various applications, particularly in the production of water-soluble polymers.

One of the major applications of acryloyloxyethyltrimethylammonium chloride is in the production of flocculants and coagulants used in water treatment. The cationic nature of the polymer products allows them to interact with anionic substances, helping to remove impurities from water and wastewater. The polymer formed from this monomer is capable of aggregating particles in suspension, making it easier to separate and remove them from water.

In addition to water treatment, acryloyloxyethyltrimethylammonium chloride is also used in the manufacture of personal care products such as hair care formulations, shampoos, and conditioners. The cationic polymers derived from this monomer provide conditioning effects by interacting with negatively charged sites on hair fibers, improving smoothness and reducing static.

Furthermore, acryloyloxyethyltrimethylammonium chloride has applications in the textile industry, where it is used in the production of durable press finishes. The cationic polymers formed from this monomer can bind to negatively charged surfaces such as cotton fibers, providing enhanced wrinkle resistance and softness to textiles.

The compound is also utilized in the field of medical devices and drug delivery systems. In this context, its cationic properties are exploited to facilitate interactions with negatively charged biological molecules, such as cell membranes and DNA, allowing for targeted drug delivery and gene therapy applications.

In summary, acryloyloxyethyltrimethylammonium chloride is an important monomer used in the synthesis of cationic polymers with diverse applications in water treatment, personal care products, textiles, and drug delivery systems. Its ability to introduce cationic functionality into polymer chains makes it valuable for a wide range of industrial and pharmaceutical applications.

References

2024. Injectable and printable nanocellulose-crosslinked quaternary chitosan blends for potential wound healing. Cellulose, 31(14).
DOI: 10.1007/s10570-024-06117-y

2023. An Experimental and Computational Evaluation of the Interaction Between Intelligent Ampholyte Acrylamide/Acrylic Acid/2-(Acryloyloxy)ethyl Trimethylammonium Chloride Hydrogel and Dyes. Journal of Polymers and the Environment, 32(4).
DOI: 10.1007/s10924-023-03067-7

2022. Versatile Production of New Multi-functional and Composite Nanomaterials by Means of Cold Plasma - Liquid Interactions. Advances in Nanocomposite Materials for Environmental and Energy Harvesting Applications.
DOI: 10.1007/978-3-030-94319-6_2
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