Terephthaloyl chloride
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| Names | |
|---|---|
| Preferred IUPAC name
Benzene-1,4-dicarbonyl dichloride[1] | |
| Other names
Terephthaloyl dichloride[1] 1,4-Benzenedicarbonyl chloride Benzene-1,4-dicarbonyl chloride Terephthalic acid dichloride Terephthaloyl dichloride p-Phthalyl chloride TCL | |
| Identifiers | |
100-20-9  | |
| 3D model (Jmol) | Interactive image |
| ChemSpider | 7207 |
| ECHA InfoCard | 100.002.572 |
| PubChem | 7488 |
| UNII | G247CO9608  |
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| Properties | |
| C8H4Cl2O2 | |
| Molar mass | 203.02 g/mol |
| Density | 1.34 g/cm3 |
| Melting point | 81.5 to 83 °C (178.7 to 181.4 °F; 354.6 to 356.1 K) |
| Boiling point | 265 °C (509 °F; 538 K) |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| verify (what is ?) | |
| Infobox references | |
Terephthaloyl chloride (TCL, 1,4-benzenedicarbonyl chloride) is the acid chloride of terephthalic acid and is one of two monomers used to make Kevlar(R), the other being p-phenylenediamine. Its CAS reference number is 100-20-9 and its chemical formula is C8H4Cl2O2.
TCL is used as a key component in performance polymers and aramid 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 aramid polymers such as Heracron, Twaron and Kevlar(R):
References
- 1 2 Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 797. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.