Kinetic study of methyl oleate epoxidation under phase transfer catalysis by heat flow measurement

Jabbour, Michael G.; Talouba, Imed Ben; Balland, Laurent; Mouhab, Nordine

doi:10.1007/s10973-022-11560-9

Cited by 3 publications

(7 citation statements)

References 31 publications

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“…The expressions of the kinetic constants k 1 and k 2 , app obtained are given in the form of the Arrhenius law, with E , the activation energy of the reaction in J·mol –1 , and A , the pre-exponential factor in m 3 ·mol –1 ·s –1 for the kinetics of reaction and in s –1 for that of reaction . The kinetic constants are expressed in a heterogeneous medium, contrary to our previous work where these constants were expressed in a pseudohomogeneous medium Figure shows the best agreement between the experimental power and conversion profiles and those calculated.…”

Section: Resultscontrasting

confidence: 68%

“…The value of MTSR at different temperatures is shown in Table . MTSR is higher than that obtained in PTC alone …”

Section: Resultscontrasting

confidence: 61%

“…The reactor has a temperature control system (between −20 and +165 °C) and an RTCal measurement technology based on thermal flow sensors located on the wall of the reactor vessels. The temperature regulation includes a thermostatic group, which takes care of the various regulation modes thanks to a fluid (Rhodorsil 47 V20) . An associated software automatically records operating conditions and thermal power released or absorbed by the reaction mixture.…”

Section: Methodsmentioning

confidence: 99%

“…Several methods have been developed to solve this problem, such as the use of an organic solvent, the irradiation of the medium by high-frequency ultrasonic waves, microwaves, or epoxidation by catalysts. This last method includes W-based catalysts (e.g., supported tungsten oxides, phosphotungstic acid, or quaternary ammonium salt) and Ti-based zeolites (e.g., TS-1 and Ti-Beta), which using aqueous H 2 O 2 solution could be regarded as a more appropriate and green oxidant for economic and environmental reasons. , …”

Section: Introductionmentioning

confidence: 99%

“…One of the most promising methods today for reducing reaction time is by phase-transfer catalysis (PTC). In our previous work, this time is reduced by a factor of 5 . The latter requires the use of catalytic amounts of a phase-transfer agent, in most cases quaternary ammonium salts or crown ethers.…”

Section: Introductionmentioning

confidence: 99%

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Kinetic Study of the Epoxidation Intensification of Methyl Oleate by Phase-Transfer Catalysis in a Micellar Medium

Jabbour,

Ben Talouba,

Balland

et al. 2023

Ind. Eng. Chem. Res.

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The aim of this work is to investigate the potential combination of phase-transfer catalysis (PTC) and microemulsions for the rapid epoxidation reaction of the double bonds present in methyl oleate, a monounsaturated vegetable oil. The reaction takes place in the presence of a quaternary ammonium salt, hydrogen peroxide, sodium tungstate, and phosphoric acid without solvents to which a nonionic surfactant is added. Two surfactants were tested: polysorbate 80 and Triton X-100. The results show that the coupling of PTC and micellar catalysis (MC) has reduced the reaction time by almost half of the epoxidation by PTC in the absence of surfactants. This intensification can be attributed to the behavior of the reaction medium formed by micelles playing the role of nanoreactors. The estimation of mass-transfer and chemical kinetic parameters was performed using the thermal power profile measured in a calorimetric reactor RC1-RTCal. Mass balance is evaluated using the main epoxidation reaction and that of the catalyst regeneration, whereas the mass-transfer kinetics between phases is determined by using a double film model. The activation energy of the epoxidation reaction was found to be 44 kJ·mol–1. Safety parameters, maximum temperature of synthesis reaction, and T D24 (temperature at which time to maximum rate is 24 h) were also determined, and their corresponding results demonstrated that this epoxidation process remains thermally safe.

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Section: Resultscontrasting

confidence: 68%

“…The value of MTSR at different temperatures is shown in Table . MTSR is higher than that obtained in PTC alone …”

Section: Resultscontrasting

confidence: 61%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Kinetic Study of the Epoxidation Intensification of Methyl Oleate by Phase-Transfer Catalysis in a Micellar Medium

Jabbour,

Ben Talouba,

Balland

et al. 2023

Ind. Eng. Chem. Res.

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Biphasic Catalysis for Sustainable Alkene Epoxidation

Hegelmann,

Schmidt,

Cokoja

2023

Encyclopedia of Inorganic and Bioinorganic Chemistry

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This article highlights the epoxidation of alkenes by molecular catalysts in biphasic liquid–liquid media. We showcase strategies for a precise control of the phase behavior of both the catalyst and the substrate, which is dominated by phase‐transfer‐enabling surfactants. The focus is set on the rationale of phase transfer and the efficiency of catalyst recycling. Principally, it is possible to transfer the catalyst to either the aqueous or the organic phase, depending on the type of surfactant and on the requirements for the reaction, for example, catalyst activity versus catalyst recycling. We present these two basic concepts with respect to the type of phase transfer and the interactions between catalyst and surfactant, the catalyst activity, and the possibility for efficient and green catalyst recycling.

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Biphasic phase-transfer catalysis: epoxidation of vegetable oils by surface active ionic liquids in water

Hegelmann,

Bohórquez,

Luibl

et al. 2024

React. Chem. Eng.

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Kinetic study of methyl oleate epoxidation under phase transfer catalysis by heat flow measurement

Cited by 3 publications

References 31 publications

Kinetic Study of the Epoxidation Intensification of Methyl Oleate by Phase-Transfer Catalysis in a Micellar Medium

Kinetic Study of the Epoxidation Intensification of Methyl Oleate by Phase-Transfer Catalysis in a Micellar Medium

Biphasic Catalysis for Sustainable Alkene Epoxidation

Biphasic phase-transfer catalysis: epoxidation of vegetable oils by surface active ionic liquids in water

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