Potapenko E. Catalytic oxidation alkylarenes and their oxygenated derivatives of ozone in the liquid phase

The thesis deals with the laws of the liquid phase oxidation of alkylarenes and their oxygenated derivatives of ozone in order to search for new catalytic systems and the development of highly efficient methods for the synthesis of aromatic carboxylic acids, ketones and naphthoquinones. The reaction of ozone with alkylarenes is accompanied by preferential destruction of the aromatic system and the yield of the products of oxidation of the alkylgroup is quite low. Changing the direction of the reaction towards oxidation of ?-CH-bond of the side chain is possible by using a catalyst system "compounds TM - acetic acid - strong acid". Under these conditions, methyl- and etilarenes are oxidised with high selectivity at 20 - 60 ° C to form aromatic carboxylic acids and ketones respectively. The introduction of NaBr into the catalytic system increases reaction rate and selectivity. The effect of ozone on oxygen-containing oxidation products of alkylarenes depends on the nature of the functional group. In the ozonation of aromatic alcohols the main direction of the reaction is the oxidation of -CH(OH) R-group, and in the case of aldehydes - the destruction of the aromatic system. The relationship of selective and destructive directions of acetophenone ozonation is determined by the oreaction conditions: in acetic acid the aromatic ring is attacked and in the system "CH3COOH - H2SO4" the carbonyl group being attacked. On the basis of the investigations, the optimal conditions of oxidation process and the methods of synthesis of oxygen-containing compounds in the series of benzene and naphthalene have been determined. Keywords: ozone, oxidation, alkylarenes, catalyst, manganese acetate(II), cobalt acetate(II), selectivity, kinetics, mechanisms.