CAS 100-20-9: Terephthaloyl chloride

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Terephthaloyl chloride

Terephthalaldehyde chloride is a water-insoluble, white solid that is soluble in organic solvents. It forms a protective layer on metal surfaces and plastics, preventing corrosion and microbial growth. Terephthalaldehyde chloride has been shown to be effective against Escherichia coli, Klebsiella pneumoniae, Bacillus subtilis, Pseudomonas aeruginosa, Staphylococcus aureus, and Salmonella enterica. Terephthalaldehyde chloride's antimicrobial activity is attributed to its acid complex with phosphorus pentoxide and electrochemical impedance spectroscopy data indicate that it reacts with the anionic sites of bacterial cell walls. Terephthalaldehyde chloride does not react with human serum proteins or ester linkages; however, it has toxic effects on mice at high doses.

Terephthaloyl chloride acts as a monomer with p-phenylenediamine used in the preparation of polymer viz. poly paraphenylene terephthalamide. It is an active component in performance polymers and aramid fibers, which gives flame resistance, chemical resistance, temperature stability, light weight, and very high strength. It is also used as an effective water scavenger, utilized to stabilize isocyanates and urethane prepolymers. Further, it is used in the preparation of liquid crystalline thermosets by thermal cyclotrimerization of dicyanate compounds of ring substituted bis(4-hydroxyphenyl) terepthalates. In addition to this, it is involved in the condensation reaction with difunctional alfa, μ-diaminopolystyrene to get chain-extended polystyrene containing amide bonds along the polymer backbone. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications Terephthaloyl chloride is used as a cross-linking agent to create polymers from various types of monomers. E0 References Edwards-Lévy, F., et al.: Int. J. Pharm., 103, 253 (1994); Lee, J., et al.: Biomacromolecules, 7, 1729 (2006); So, Y.: J. Polym. Sci. Pol. Chem., Turska, E., et al.: J. Appl. Polym. Sci., 20, 1849 (1976)