4,4'-Difluorobenzophenone
| 4,4'-Difluorobenzophenone | |
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| Identifiers | |
| CAS number | 345-92-6 |
| ChemSpider | 9206  |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C13H8OF2 |
| Molar mass | 218.20 g/mol |
| Appearance | Colorless Solid |
| Melting point |
107.5–108.5 °C |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
4,4’-Difluorobenzophenone is an organic compound with the formula of (FC6H4)2CO. This a colorless solid is commonly used as a precursor to PEEK, or polyetherether ketone, a so-called high performance polymer. Because PEEK is resistant to attack, it is commonly used in carbon fiber coatings and cable insulation.
[edit] Synthesis
4,4’-Difluorobenzophenone is prepared by the acylation of fluorobenzene with p-fluorobenzoyl chloride. The conversion is typically conducted in the presence of an aluminium chloride catalyst in a petroleum ether solvent.[1]
- FC6H5C(O)Cl + C6H5F → (FC6H4)2CO + HCl
[edit] Uses
The polymer PEEK is generated from the reaction of 4,4'-difluorobenzophenone with the salts of 1,4-benzenediol.[2]
- C6H4(ONa)2 + (FC6H4)2CO → 1/n[(C6H4O2)(C13H8O)]n + 2 NaF
[edit] References
- ^ R.D. Dunlop and John H. Gardner (1933). "Preparation of Fluorbenzophenones". J. Am. Chem. Soc. 55 (4): 1665–1666. doi:10.1021/ja01331a058.
- ^ David Parker, Jan Bussink, Hendrik T. van de Grampe, Gary W. Wheatley, Ernst-Ulrich Dorf, Edgar Ostlinning, Klaus Reinking "Polymers, High-Temperature" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002.
