4,4′-Dihydroxybenzophenone (DHBP) is an organic compound with the formula (HOC6H4)2CO. This off-white solid is a precursor to, or a degradation product of, diverse commercial materials. DHBP has a typical bisphenol structure. Like many other bisphenols and derivatives, it is a potential endocrine disruptor.
Synthesis 4,4′-Dihydroxybenzophenone is prepared by the rearrangement of p-hydroxyphenylbenzoate:
HOC6H4CO2C6H5 → (HOC6H4)2CO
Alternatively, p-hydroxybenzoic acid can be converted to p-acetoxybenzoyl chloride. This acid chloride reacts with phenol to give, after deacetylation, 4,4′-dihydroxybenzophenone.
Uses The main application of 4,4′-dihydroxybenzophenone is as a UV light stabilizer. It and its derivatives are found in cosmetics, plastics, films, adhesives and coatings, optical fiber, and printed circuit boards. It is the precursor to certain polycarbonate polymers.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.
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