Kinetic study of the zeolite membrane-assisted transesterification reaction with methanol removal

Ikeda, Ayumi; Matsuura, Wakako; Abe, Chie; Hasegawa, Yasumichi

doi:10.1016/j.cep.2022.108778

Cited by 11 publications

(9 citation statements)

References 21 publications

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“…Here, the molecular size against the pore size of FAU-type zeolite is discussed. The permeation fluxes from the quaternary vapor permeation tests for the mixture of methanol, 1-hexanol, methyl hexanoate, and hexyl hexanoate as the simulant transesterification reaction solution was evaluated, and hexyl hexanoate was not detected in the permeation stream [ 10 ]. The fluxes of 1-hexanol and methyl hexanoate were less than ten thousandth and thirty thousand of methanol flux, respectively, which suggests the order of the molecular size is 1-hexanol < methyl hexanoate < hexyl hexanoate.…”

Section: Resultsmentioning

confidence: 99%

“…The vapor exposure tests used the same apparatus for the transesterification reaction as the previous report [ 10 ]. 40 g of a single-component test solution (methanol, 1-hexanol, methyl hexanoate, hexyl hexanoate, hexyl methyl ether, or hexyl ether) was added into the separable flask and stirred at 600 rpm at 373 K for 8 h. The membrane was placed 1 cm above the liquid surface and the inside of the membrane was evacuated using a rotary pump.…”

Section: Methodsmentioning

confidence: 99%

“…Selective removal of methanol from the reaction system increases the conversion. In several transesterification reactions, conversion was shown to be increased by methanol removal using permselective FAU-type zeolite membranes in the authors’ previous reports [ 8 , 9 , 10 ]. In the transesterification of methyl hexanoate and 1-hexanol at the initial molar ratio = 1, the conversion was increased from 57% to 78% at 373 K [ 10 ].…”

Section: Introductionmentioning

confidence: 95%

“…In several transesterification reactions, conversion was shown to be increased by methanol removal using permselective FAU-type zeolite membranes in the authors’ previous reports [ 8 , 9 , 10 ]. In the transesterification of methyl hexanoate and 1-hexanol at the initial molar ratio = 1, the conversion was increased from 57% to 78% at 373 K [ 10 ]. However, the methanol flux was lower than the predicted methanol flux by the separation performance of the quaternary vapor permeation test with simulant reaction solutions.…”

Section: Introductionmentioning

confidence: 95%

“…Over the last decade, transesterification reaction with methanol permselective membrane was reported and the conversion of methyl ether increased by shifting chemical equilibrium with methanol removal [ 8 , 9 , 10 , 11 , 12 ]. In the transesterification reaction where the reaction substrate is methyl ester, the methyl ester reacts with alcohol, causing the main chains to swap to form an ester with a large molecular weight and methanol.…”

Section: Introductionmentioning

confidence: 99%

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Evaluation of FAU-type Zeolite Membrane Stability in Transesterification Reaction Conditions

et al. 2023

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The transesterification conversion of methyl ether can be enhanced by the removal of the byproduct methanol using methanol permselective faujasite (FAU-type) zeolite membranes. However, the authors previously observed that the methanol flux during the transesterification reaction was lower than the predicted flux. Therefore, this study investigated the stability of FAU-type zeolite membranes in the presence of organic components associated with the transesterification reaction of methyl hexanoate and 1-hexanol. The stability was defined in terms of changes in methanol permeance and zeolite structure. The effect of reaction components (methanol, 1-hexanol, methyl hexanoate, and hexyl hexanoate) on the FAU-type zeolite structure and the methanol permeation performance of the FAU-type zeolite membranes were evaluated to find the component causing the lower methanol flux. From these results, two esters were found to adsorb strongly on the FAU-type zeolite. The methanol flux of the FAU-type zeolite membrane was examined after vapor exposure of each of the four reaction chemicals at 373 K for 8 h. In the case of methyl hexanoate and hexyl hexanoate vapor exposure, the methanol flux was reduced by about 75% compared to the initial flux of 15 kg m−2 h−1. These results indicated methanol permeation performance was inhibited by the adsorption of esters.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 95%

Section: Introductionmentioning

confidence: 95%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Evaluation of FAU-type Zeolite Membrane Stability in Transesterification Reaction Conditions

et al. 2023

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Production of esters with numerous applications: Kinetics of Dowex 50W catalyzed transesterification of methyl acetate with three‐ and four‐carbon structured alcohols

Albusairi,

Almusallam,

Ali

et al. 2024

Can J Chem Eng

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In this investigation, a strongly acidic exchange resin was used for the transesterification of methyl acetate with n‐propanol, n‐butanol, and iso‐butanol. Kinetic and equilibrium experiments for the three systems were conducted using a temperature‐controlled batch reactor setup. The effects of the following operating parameters on the transesterification were explored: reaction temperature, catalyst loading, and methyl acetate‐to‐alcohol molar ratio. The conversion of the limiting reactant in the reaction mixture increased with increasing reaction temperature, catalyst loading, and varying reactant proportions from 1:1 to other ratios. It was found that excess methyl acetate would result in higher limiting reactant conversion than using excess alcohol with the same initial molar proportionality between the excess and the limiting reactants. It was found that an increase in the chain length of the alcohol and/or branching suppressed the conversion of the reactants owing to steric hindrance. To mathematically correlate the data, several kinetic models were tested, and the Eley–Rideal model was selected. Accordingly, a reaction mechanism was proposed.

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Transesterification reactions as a means to produce esters: A critical review

Devale,

Mahajan

2024

Can J Chem Eng

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Esters are important chemicals used in fine and bulk chemical industry with numerous applications: solvents, paints, varnishes, dyes, and cosmetics. Ester formation is dominated mainly by Fischer esterification and transesterification. Fischer reaction is generally used for ester production, but in certain cases, transesterification can be used with advantage. It is useful when the acid is less soluble in the alcohol or in the solvent used, thus forming two layers. Water formation creates purification problems during esterification reactions due to azeotrope formation and transesterification can be useful in such cases. Commercially, cheaply available methyl and ethyl esters can be conveniently used as raw materials for value added ester production by transesterification. Transesterification is also useful when the parent acids are highly reactive and pose difficulty in separation. Transesterifications are slow reactions and a catalyst is used: acids and bases, ion exchange resins, zeolites, and clays. Homogeneous catalysts were used in the past which are now replaced by their heterogeneous counterparts. Heterogeneous catalysts offer added advantages like reusability, lesser corrosion, and ease of separation. Transesterification can be commercially used to produce a number of esters of industrial importance like acrylics and biodiesel. This review considers all these aspects in considerable detail. A large literature set was scanned and its judicious extract is presented.

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Kinetic study of the zeolite membrane-assisted transesterification reaction with methanol removal

Cited by 11 publications

References 21 publications

Evaluation of FAU-type Zeolite Membrane Stability in Transesterification Reaction Conditions

Evaluation of FAU-type Zeolite Membrane Stability in Transesterification Reaction Conditions

Production of esters with numerous applications: Kinetics of Dowex 50W catalyzed transesterification of methyl acetate with three‐ and four‐carbon structured alcohols

Transesterification reactions as a means to produce esters: A critical review

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