Rf. Parton et al., CYCLOHEXANE OXIDATION WITH TERTIARY-BUTYLHYDROPEROXIDE CATALYZED BY IRON-PHTHALOCYANINES HOMOGENEOUSLY AND OCCLUDED IN Y-ZEOLITE, Journal of molecular catalysis. A, Chemical, 113(3), 1996, pp. 445-454
Oxidation of cyclohexane to cyclohexanol and cyclohexanone at room tem
perature is achieved on iron phthalocyanine complexes encapsulated in
Y zeolites with tertiary butyl hydroperoxide as oxygen atom donor. Sor
ption measurements show a high preference of the catalyst for polar re
agents and products like acetone, cyclohexanol, cyclohexanone and tert
iary butyl hydroperoxide. Therefore, the mode of addition of peroxide
and the use of solvent have a strong influence on the reaction rate. A
fed-batch type set-up with slow addition of the peroxide to the react
ion mixture is proven to be the best system, minimizing the decomposit
ion reaction of the peroxide and maximizing its selective oxidation re
action, Conversion of cyclohexane with iron-phthalocyanines encapsulat
ed in Y zeolites is relatively high (up to 25%) with efficiencies betw
een 40 and 10% and high selectivities for cyclohexanone (95%). Cyclohe
xanol is converted up to 70% with efficiencies around 70%, because the
alcohol function is more sensitive to oxidation and sorption effects
favor cyclohexanol compared to cyclohexane. The iron-phthalocyanine Y
zeolites are regenerable for both reactions. Activities obtained by th
e zeolite encapsulated iron-phthalocyanines are higher than the homoge
neous complexes which are oxidatively destroyed under reaction conditi
ons and therefore not regenerable.