VLE and LLE Data Set for the System Cyclohexane + Cyclohexene + Water + Cyclohexanol + Formic Acid + Formic Acid Cyclohexyl Ester

Abstract

The six-component system cyclohexene + water + cyclohexanol + cyclohexane + formic acid + formic acid cyclohexyl ester is currently being studied with the aim of carrying out the reaction of cyclohexene and water to cyclohexanol in a reactive distillation (RD) column. Because the direct reaction path of cyclohexene hydration is strongly limited by slow reaction rates with the known catalysts, an intermediate ester-formation step with formic acid was included in the studies. The challenge that this six-component system poses for a reactive separator such as an RD column lies in the liquid-liquid phase splitting behavior. This adds a third effect besides reaction and distillation. Cyclohexane is included in these studies to represent any inert C 6 components present under industrial conditions. To be able to design an RD column, measurements were conducted of the liquid-liquid and vapor-liquid equilibria, and appropriate NRTL parameters matching both vapor-liquid and liquid-liquid phase splitting behavior were identified.

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

“…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.…”

Measurements and Correlation of Isobaric Vapor–Liquid Equilibria for the Binary Systems of Cyclohexanol + Cyclohexyl Formate and Cyclopentanol + Cyclopentyl Formate under Various Pressures

“…points: ■, Barluenga et al; ×, Carlson et al. ; ⧫, Knight et al; ▲, Steyer et al; ●, this work; red solid line, parameters of Ant. eq, this work.…”

“…Unfortunately, the data for most of the systems are measured at a single temperature of 295 K (LLE measurements) or under atmospheric pressure (VLE measurements). Thus, the prediction of the data by the models , is limited for its use under different conditions, especially for VLE data due to a strong influence of temperature on the data. For this reason, a new VLE data set for CHOL + CHF system was performed in this work, and the data were fitted by NRTL and UNIQUAC models to prove the suitability of the published model , for data under lower pressures.…”

“…Thus, the prediction of the data by the models , is limited for its use under different conditions, especially for VLE data due to a strong influence of temperature on the data. For this reason, a new VLE data set for CHOL + CHF system was performed in this work, and the data were fitted by NRTL and UNIQUAC models to prove the suitability of the published model , for data under lower pressures. In addition, according to our best knowledge VLE data of the system containing CPOL and CPF are not presented in the literature.…”

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

“…Many solid acid catalysts, such as silica-supported HPA (HSiW) or H 3 PW 12 O 40 , sulfated zirconia, and ion-exchange resins, have been used for the esterification of olefins with acids. [22][23][24] Amberlyst 15 is a commercially available, strongly acidic macroreticular polymeric resin based on crosslinked styrene, which is one of the most frequently used ion-exchange resins in acid-catalyzed reactions. 22 In particular, Saha and Sharma reported that Amberlyst 15 was more active than the Amberlite IR-120 genular resin, Engelhard F-24 acid-treated clay, and homogeneous p -toluene sulphonic acid catalysts in cyclohexene esterification with formic acid.…”