Isopropylation of naphthalene by isopropyl alcohol over USY catalyst: an investigation in the high-pressure fixed-bed flow reactor

Abstract

Catalytic performances of USY, H-mordenite, dealuminated H-mordenite, and H-MCM-22 zeolite catalysts in the isopropylation of naphthalene by isopropyl alcohol with decalin or cyclohexane as a solvent were compared in a high-pressure fixed-bed flow reactor. For the USY catalyst, reaction conditions, such as reaction temperature and pressure, reactant ratio and space velocity, and solvent concentration and type, were controlled to investigate in detail the effect of reaction conditions on the catalytic activity. Over H-mordenite, it was found that 2,6-diisopropylnaphthalene (2,6-DIPN) could be selectively synthesized with a 2,6-/2,7-DIPN ratio of 2.46, and dealumination could enhance not only the selectivity of 2,6-DIPN, with a 2,6-/2,7-DIPN ratio of 2.67, but also the conversion of naphthalene, which was 27.4%, three times as high as that over the unmodified one at 6 h of reaction time on stream. However, neither the H-mordenite or the dealuminated one were catalytically stable and the selectivity of DIPN was at a very low level of less than 12%. In contrast, over the USY catalyst, a high and stable conversion of about 90%, a high selectivity of DIPN of more than 40%, and a considerable 2,6-/2,7-DIPN ratio of 1.46 could be achieved by adjusting the reaction conditions, although no shape selectivity was observed on USY. On the other hand, only a low 2,6-/2,7-DIPN ratio of 0.47 with a low conversion of about 30% was revealed over H-MCM-22, which indicates that the reaction takes place on the external surface of this zeolite. An attempt has been made to explain the catalytic activity, selectivity, and stability in relation to the zeolite structures, product properties, and reaction conditions.