Results
Title

Gas-phase Beckmann rearrangement of cyclododecanone oxime on Al,B-MCM-41 mesoporous materials.

Authors

Conesa, Tomas David; Luque, Rafael; Campelo, Juan Manuel; Luna, Diego; Marinas, Jose Maria; Romero, Antonio Angel

Abstract

Gas-phase Beckmann rearrangement of cyclododecanone oxime (Cdox) to ω-laurolactam is reported for the first time on Al,B-MCM-41 catalysts. The Cdox conversion was studied by using a temperature programmed reaction experiment in the 325–450 °C temperature range employing 0.15 M Cdox in toluene/acetone solution. The oxime conversion increased gradually with reaction temperature from ca. 90% at 325 °C to ca. 95% at 450 °C, whereas the yield of the desired product ω-laurolactam decreased. The optimal reaction temperature was 375 °C, which balanced the conversion of Cdox, selectivity to ω-laurolactam and catalyst lifetime. In parallel, liquid-phase experiments were carried out under conventional heating. Weak and medium strength acid sites, higher strong acid B/L ratios and adequate pore diameter of untreated Al,B-MCM-41 materials favored an optimal performance for the gas-phase Beckmann rearrangement of Cdox, clearly improving the conversion, selectivity to ω-laurolactam and catalyst lifetime in gas-phase with respect to the conventional liquid-phase reactions.

Subjects

BECKMANN rearrangement; CATALYSTS; TOLUENE; ACETONE; LIQUID phase epitaxy; OXIMES

Publication

Journal of Materials Science, 2009, Vol 44, Issue 24, p6741

ISSN

0022-2461

Publication type

Academic Journal

DOI

10.1007/s10853-009-3601-x