4,4'-Difluorobenzophenone
Encyclopedia
4,4’-Difluorobenzophenone is an organic compound
Organic compound
An organic compound is any member of a large class of gaseous, liquid, or solid chemical compounds whose molecules contain carbon. For historical reasons discussed below, a few types of carbon-containing compounds such as carbides, carbonates, simple oxides of carbon, and cyanides, as well as the...

 with the formula
Chemical formula
A chemical formula or molecular formula is a way of expressing information about the atoms that constitute a particular chemical compound....

 of (FC6H4)2CO. This a colorless solid is commonly used as a precursor to PEEK
PEEK
Polyether ether ketone is a colourless organic polymer thermoplastic used in engineering applications.-Synthesis:PEEK polymers are obtained by step-growth polymerization by the dialkylation of bisphenolate salts. Typical is the reaction of 4,4'-difluorobenzophenone with the disodium salt of...

, 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
Acylation
In chemistry, acylation is the process of adding an acyl group to a compound. The compound providing the acyl group is called the acylating agent....

 of fluorobenzene
Fluorobenzene
Fluorobenzene is the chemical compound with the formula C6H5F, often abbreviated PhF. This species is a derivative of benzene, with a single fluorine atom attached. Its melting point is 44 °C lower than that of benzene, indicative of the remarkable effect of fluorination on the intermolecular...

 with p-fluorobenzoyl chloride. The conversion is typically conducted in the presence of an aluminium chloride
Aluminium chloride
Aluminium chloride is the main compound of aluminium and chlorine. It is white, but samples are often contaminated with iron trichloride, giving it a yellow colour. The solid has a low melting and boiling point. It is mainly produced and consumed in the production of aluminium metal, but large...

 catalyst in a petroleum ether solvent
Solvent
A solvent is a liquid, solid, or gas that dissolves another solid, liquid, or gaseous solute, resulting in a solution that is soluble in a certain volume of solvent at a specified temperature...

.
FC6H5C(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.
C6H4(ONa)2 + (FC6H4)2CO → 1/n[(C6H4O2)(C13H8O)]n + 2 NaF
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