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4,4'-Difluorobenzophenone

4,4’-Difluorobenzophenone is an organic compound with the formula of (FC<sub>6</sub>H<sub>4</sub>)<sub>2</sub>CO. This 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.

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.

FC<sub>6</sub>H<sub>4</sub>C(O)Cl + C<sub>6</sub>H<sub>5</sub>F → (FC<sub>6</sub>H<sub>4</sub>)<sub>2</sub>CO + HCl

Uses

The polymer PEEK is generated from the reaction of 4,4'-difluorobenzophenone with the salts of 1,4-benzenediol.

C<sub>6</sub>H<sub>4</sub>(ONa)<sub>2</sub> + (FC<sub>6</sub>H<sub>4</sub>)<sub>2</sub>CO → 1/n[(C<sub>6</sub>H<sub>4</sub>O<sub>2</sub>)(C<sub>13</sub>H<sub>8</sub>O)]<sub>n</sub> + 2 NaF

References