Chemistry: electrical and wave energy – Processes and products – Processes of treating materials by wave energy
Patent
1989-03-15
1990-07-24
Niebling, John F.
Chemistry: electrical and wave energy
Processes and products
Processes of treating materials by wave energy
20415797, 20415799, 2041581, B01J 1908
Patent
active
049433580
ABSTRACT:
It is desired to find an alternative way to produce benzophenones or substituted benzophenones which does so selectively and avoids the problems of previous methods that use, for example, large amounts of an aluminium chloride catalyst or nitric acid.
In the invention process, a diphenyl methane starting material (DPM) in a hydrophobic phase is oxidized in a photolytic process by contact with an aqueous phase containing greater than 1 mole of HBr and at least 1.5 moles of H.sub.2 O.sub.2, both per mole of DPM, the radiation being capable of dissociating bromine to its radicals, and especially using light of wavelength 600 to 250 nm. Preferably, a reaction temperature of around 50.degree. to 65.degree. C., is used, the organic solvent comprising a suitably boiling chlorinated carbon or hydrocarbon. The H.sub.2 O.sub.2 is introduced progressively into the reaction mixture. The benzophenone product is recovered substantially in the organic phase, whereas most of the bromine/bromide is retained in the aqueous phase which can be re-employed in a subsequent oxidation of DPM, possibly after restoration of the bromide to its initial concentration.
In a modification to the process, by suitably controlling the mole ratios of bromide and H.sub.2 O.sub.2 to DPM at about 1:1:1, and preferably using a reaction temperature of about ambient to 35.degree. C., the DPM can be substituted by a single bromine atom on the methane carbon also with good selectively, instead of being oxidized to the benzophenone.
REFERENCES:
patent: 4165268 (1979-08-01), Marti
patent: 4191621 (1980-03-01), Riethmann
G. E. Robinson and J. M. Vernon, "Photochemical Phenylation and Oxidation of Halogen-Substituted Diphenylmethanes in Benzene", J. Chem. Soc., (C), 1979, pp. 2586-2591.
Dear Kenneth M.
Turner Philip J.
Hsing Ben C.
Interox Chemicals Limited
Niebling John F.
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