Cyclohexanol Production via Esterification of Cyclohexene with Formic Acid and Subsequent Hydration of the EsterReaction Kinetics

Abstract

An alternative to current production routes to cyclohexanol, the esterification of cyclohexene with formic acid and subsequent splitting of the ester can overcome many of the drawbacks associated with conventional processes. The process that is being considered could be carried out in a reactive distillation column. To develop such a process, reliable data on liquid−liquid and vapor−liquid phase-splitting behavior and on reaction kinetics is of high importance. The current publication focuses on the reaction kinetic aspects of such a process. Reaction kinetic data for the three equilibrium reactions are being presented

Comparative research on three types of MIL-101(Cr)-SO3H for esterification of cyclohexene with formic acid

“…In addition, although direct hydration is highly selective, increasing economic benets to a certain extent and reducing the possibility of danger in the two traditional production processes, it allows only a very low conversion per pass, because of slightly exothermic and equilibrium limited. 5 To overcome the main problem of the thermodynamic equilibrium limitation of the direct hydration reaction of cyclohexene, the indirect hydration of cyclohexene was born out, which is a two-step process using formic acid as a reactive entrainer. [6][7][8][9] In the rst step, cyclohexene react with formic acid to produce cyclohexylformate, which is an electrophilic addition esterication, 10 needing acid catalyst to increase the conversion rate of cyclohexene.…”

“…In the second step, the ester readily hydrolyzes to produce cyclohexanol. Steyer et al 5,6,11 simulates the indirect hydration process using two distillation towers. Sulfonic-acid resin Amberlyst-15 catalyzed the esterication of cyclohexene with formic acid in the rst distillation tower, the hydrolysis of cyclohexyl formate occurred in the second column.…”

“…Previous studies have shown that the hydrolysis reaction of ester occurs easily, the addition esterication of cyclohexene with formic acid by acid catalyst is the key step to realize the indirect hydration. 5 Sulfonic acid is a very strong organic acid, which acidity is similar to that of general inorganic acids. Sulfonic-acid resin Amberlyst-15 (ref.…”

Cyclohexene esterification--hydrogenation for green and efficient production of cyclohexanol

“…Furthermore, the energy requirement is very high. 17,18 Hence, Freund and co-workers concluded that unless a right catalyst can be developed, this process is economically not viable. 19 Herein, we report a novel cyclohexene esterification-hydrogenation process for the production of cyclohexanol (Scheme 2).…”

Production of Cyclohexyl Acetate u sing Batch Reactor and Reactive Chromatography

“…By using acid and salt catalyst there was formation of side reactions and also reaction required higher temperature. Reference [4] studied production of cyclohexanol, the esterification of cyclohexene with formic acid. Reactive distillation column was used for this purpose.…”