4,4'-difluorobenzophenone
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4,4’-Difluorobenzophenone is an
organic compound Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
with the
formula In science, a formula is a concise way of expressing information symbolically, as in a mathematical formula or a ''chemical formula''. The informal use of the term ''formula'' in science refers to the general construct of a relationship betwe ...
of (FC6H4)2CO. This colorless solid is commonly used as a precursor to
PEEK Polyether ether ketone (PEEK) is a beige coloured organic thermoplastic polymer in the polyaryletherketone (PAEK) family, used in engineering applications. It was invented in November 1978 and brought to market in the early 1980s by part of I ...
, 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 In chemistry, acylation is a broad class of chemical reactions in which an acyl group () is added to a substrate. The compound providing the acyl group is called the acylating agent. The substrate to be acylated and the product include the foll ...
of
fluorobenzene Fluorobenzene is an aryl fluoride and the simplest of the fluorobenzenes, with the formula C6H5F, often abbreviated Phenyl group, PhF. A colorless liquid, it is a precursor to many fluorophenyl compounds. Preparation PhF was first reported in 18 ...
with ''p''-fluorobenzoyl chloride. The conversion is typically conducted in the presence of an
aluminium chloride Aluminium chloride, also known as aluminium trichloride, is an inorganic compound with the formula . It forms a hexahydrate with the formula , containing six water molecules of hydration. Both the anhydrous form and the hexahydrate are col ...
catalyst in a petroleum ether
solvent A solvent (from the Latin language, Latin ''wikt:solvo#Latin, solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a Solution (chemistry), solution. A solvent is usually a liquid but can also be a solid, a gas ...
. :FC6H4C(O)Cl + C6H5F → (FC6H4)2CO + HCl


Uses

The polymer PEEK is generated from the reaction of 4,4'-difluorobenzophenone with the salts of 1,4-benzenediol.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. :C6H4(ONa)2 + (FC6H4)2CO → 1/n C6H4O2)(C13H8O)sub>n + 2 NaF


References

{{DEFAULTSORT:Difluorobenzophenone, 4,4'- 4-Fluorophenyl compounds Benzophenones