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Alumina‐Catalyzed Epoxidation with Hydrogen Peroxide: Recycling Experiments and Activity of Sol‐Gel Alumina
Author(s) -
Cesquini Renato G.,
de S. e Silva Juliana M.,
Woitiski Camile B.,
Mandelli Dalmo,
Rinaldi Roberto,
Schuchardt Ulf
Publication year - 2002
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/1615-4169(200209)344:8<911::aid-adsc911>3.0.co;2-t
Subject(s) - chemistry , hydrogen peroxide , catalysis , oxalic acid , cyclohexene , cyclohexene oxide , yield (engineering) , peroxide , monomer , inorganic chemistry , selectivity , organic chemistry , polymer , materials science , metallurgy
Abstract Commercial alumina looses some activity after the first epoxidation reaction of ( S )‐limonene with hydrogen peroxide, but maintains a good activity and a very high selectivity in the subsequent three reactions. After this its activity is strongly reduced, probably due to structural modifications. Aluminas obtained by sol‐gel methods are normally less active than the commercial alumina. However, the use of monomeric aluminum sec ‐butoxide and of oxalic acid to form stable alumina mesophases allows a very active alumina to be obtained, which catalyses the epoxidation of the less reactive cyclohexene with hydrogen peroxide in 98% yield. Close to 50% of the active oxygen is used up in the formation of molecular oxygen.