Terephthaloyl chloride (
TCL,
1,4-benzenedicarbonyl chloride) is the acid chloride of
terephthalic acidTerephthalic acid is the organic compound with formula C6H42. This colourless solid is a commodity chemical, used principally as a precursor to the polyester PET, used to make clothing and plastic bottles. Several billion kilograms are produced annually...
and is one of two
monomerA monomer is an atom or a small molecule that may bind chemically to other monomers to form a polymer; the term "monomeric protein" may also be used to describe one of the proteins making up a multiprotein complex...
s used to make
KevlarKevlar is the registered trademark for a para-aramid synthetic fiber, related to other aramids such as Nomex and Technora. Developed at DuPont in 1965, this high strength material was first commercially used in the early 1970s as a replacement for steel in racing tires...
, the other being
p-phenylenediaminep-Phenylenediamine is an organic compound with the formula C6H42. This derivative of aniline is a colorless solid, but typically samples can contain yellowish impurities arising from oxidation. It is mainly used as a component of engineering polymers and composites. It is also an ingredient in...
. Its CAS reference number is 100-20-9 and its chemical formula is
8422.
TCL is used as a key component in performance polymers and
aramidAramid fibers are a class of heat-resistant and strong synthetic fibers. They are used in aerospace and military applications, for ballistic rated body armor fabric and ballistic composites, in bicycle tires, and as an asbestos substitute. The name is a portmanteau of "aromatic polyamide"...
fibers, where it imparts flame resistance, chemical resistance, temperature stability, light weight, and very high strength. TCL is also an effective water scavenger, used to stabilize isocyanates and urethane prepolymers.
TCL is a white crystalline solid at room temperature, soluble in common organic solvents. Its melting point is 81.5-83 °C, its boiling point is 265 °C. It is corrosive.
TCL is used for making various copolymers and
aramidAramid fibers are a class of heat-resistant and strong synthetic fibers. They are used in aerospace and military applications, for ballistic rated body armor fabric and ballistic composites, in bicycle tires, and as an asbestos substitute. The name is a portmanteau of "aromatic polyamide"...
polymers such as
TwaronTwaron is the brandname of Teijin Aramid for a para-aramid. It is a heat-resistant and strong synthetic fibre developed in the early 1970s by the Dutch company AKZO, division Enka, later Akzo Industrial Fibers. The research name of the para-aramid fibre was originally Fiber X, but it was soon...
and
kevlarKevlar is the registered trademark for a para-aramid synthetic fiber, related to other aramids such as Nomex and Technora. Developed at DuPont in 1965, this high strength material was first commercially used in the early 1970s as a replacement for steel in racing tires...
: