3D model (JSmol)
|Molar mass||214.216 g/mol|
|Density||1.1215 g/cm3 at 87 °C|
|Melting point||83 °C (181 °F; 356 K)|
|Boiling point||306 °C (583 °F; 579 K)|
|Solubility||soluble in ethanol, diethyl ether, carbon tetrachloride, acetic acid|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|what is ?)(|
Diphenyl carbonate is an acyclic carbonate ester. It is both as a monomer in combination with bisphenol A in the production of polycarbonate polymers and a product of the decomposition of polycarbonates.
World production capacity of diphenyl carbonate was 254,000 tonnes in 2002, and phosgenation of phenol is the most significant route. Phosgenation of phenol can proceed under various conditions. The net reaction is as follows:
- 2 PhOH + COCl2 → PhOCO2Ph + 2 HCl
The use of toxic phosgene can be avoided by the oxidative carbonylation of phenol with toxic carbon monoxide:
- 2 PhOH + CO + [O] → PhOCO2Ph + H2O
Dimethyl carbonate can also be transesterified with phenol:
- CH3OCO2CH3 + 2 PhOH → PhOCO2Ph + 2 MeOH
Polycarbonates can be prepared by transesterifying diphenyl carbonate with bisphenol A, and phenol is a co-product. Phosgene is avoided as a result in this particular process. These polycarbonates may be recycled by reversing the process: transesterifying the polycarbonate with phenol to yield diphenyl carbonate and bisphenol A.
- Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, FL: CRC Press, pp. 3–238, ISBN 0-8493-0594-2
- Wittcoff, Harold; Reuben, B. G.; Plotkin, Jeffrey S. (2004), Industrial Organic Chemicals, Wiley-IEEE, p. 278, ISBN 978-0-471-44385-8, retrieved 2009-07-20
- ASM International (2003), Characterization and Failure Analysis of Plastics, ASM International, p. 369, ISBN 978-0-87170-789-5, retrieved 2009-07-20
- "Diphenyl Carbonate" (PDF). IPSC Inchem. Retrieved 2012-08-01.
- Hans-Josef Buysch, "Carbonic Esters", Ullmann's Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH, doi:10.1002/14356007.a05_197/full