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3-Chloro-2-hydroxypropyltrimethyl ammonium chloride
[CAS# 3327-22-8]

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Identification
ClassificationSurfactant >> Cationic surfactant >> Quaternary ammonium salt type
Name3-Chloro-2-hydroxypropyltrimethyl ammonium chloride
Synonyms(+/-)-(3-Chloro-2-hydroxypropyl)trimethylammonium chloride
Molecular StructureCAS # 3327-22-8, 3-Chloro-2-hydroxypropyltrimethyl ammonium chloride
Molecular FormulaC6H15Cl2NO
Molecular Weight188.10
CAS Registry Number3327-22-8
EC Number222-048-3
SMILESC[N+](C)(C)CC(CCl)O.[Cl-]
Properties
Melting point191-193 °C
Safety Data
Hazard Symbolssymbol   GHS08 Warning  Details
Risk StatementsH351-H412  Details
Safety StatementsP203-P273-P280-P318-P391-P405-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
CarcinogenicityCarc.2H351
Chronic hazardous to the aquatic environmentAquatic Chronic2H411
Chronic hazardous to the aquatic environmentAquatic Chronic3H412
Skin irritationSkin Irrit.2H315
Eye irritationEye Irrit.2H319
Specific target organ toxicity - single exposureSTOT SE3H335
SDSAvailable
up Discovery and Applications
3-Chloro-2-hydroxypropyltrimethylammonium chloride, commonly abbreviated as CHPTAC, is a versatile quaternary ammonium compound. It has attracted widespread attention for its wide range of applications in various industries including textiles, paper, and personal care products.

The discovery of CHPTAC is associated with the development of cationic modification techniques in the mid-20th century. These techniques seek to enhance the properties of natural and synthetic polymers by introducing cationic groups. CHPTAC is an important reagent for this purpose due to its ability to react with hydroxyl groups in various matrices and impart cationic properties.

The chemical formula of CHPTAC is C6H15Cl2NO and its molecular weight is 188.1 g/mol. Its structure consists of a trimethylammonium group attached to a chlorohydroxypropyl group. This structure makes CHPTAC highly reactive with hydroxyl groups in cellulose and other polysaccharides, forming a stable ether bond. This reactivity is essential for its widespread use in modifying natural polymers.

CHPTAC is widely used in the textile industry to modify natural fibers such as cotton, wool, and cellulose. By introducing cationic groups, CHPTAC improves the dyeability of these fibers with anionic dyes, resulting in brighter and more vivid colors. Additionally, it enhances the shrinkage and wrinkle resistance of fabrics, thus improving the overall quality and durability of fabrics.

In the paper industry, CHPTAC is used to produce cationic starches and wet-strength resins. Cationic starches help improve the strength, retention, and drainage properties of paper during the papermaking process. Wet-strength resins, on the other hand, impart water resistance to paper products, making them suitable for applications such as packaging and tissue.

CHPTAC is also used as a flocculant in water treatment processes. Its cationic nature enables it to neutralize negatively charged colloidal particles in water, facilitating their aggregation and subsequent removal. This application is essential in ensuring the purity and safety of drinking water and treating industrial wastewater.

In the personal care industry, CHPTAC is used as a conditioning agent in hair care products. It helps improve wet combing and manageability of hair, reduces static electricity, and enhances the overall feel and appearance of hair. CHPTAC-modified polymers are also used in skin care products to improve their texture and moisturizing properties.

CHPTAC is used as a drilling fluid additive in the oil and gas industry. It helps stabilize clay particles in drilling muds, preventing them from swelling and causing blockages. Such applications are critical to ensuring the efficiency and safety of drilling operations.

The versatility and effectiveness of CHPTAC continues to drive research into new applications and improvements to existing ones. Future developments focus on enhancing the environmental sustainability of CHPTAC production and applications. Innovations in green chemistry could lead to more environmentally friendly methods of synthesizing and utilizing this compound.

References

2024. Chemical Crosslinking, Acid Hydrolysis, Oxidation, Esterification, and Etherification of Starch. Advanced Research in Starch.
DOI: 10.1007/978-981-99-9527-1_2

2024. Waste-to-Value-Added Customized Cationic Banana Starch for Potential Flocculant Application. Journal of Polymers and the Environment.
DOI: 10.1007/s10924-024-03349-8

2024. Salt-Free Dyeing of Cellulosic Fibers. Sustainable Textiles: Production, Processing, Manufacturing & Chemistry.
DOI: 10.1007/978-3-031-51362-6_2
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