Determination of kinetics of percarboxylic acids synthesis in a microreactor by mathematical modeling

Ebrahimi, Fatemeh; Kolehmainen, Eero; Лаари, Арто; Haario, Heikki; Semenov, D.; Турунен, Илкка

doi:10.1016/j.ces.2011.11.028

Cited by 18 publications

(14 citation statements)

References 15 publications

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“…Based on the results from flow experiments, they developed several kinetic models. 261 A laminar flow model with velocity distribution in the radial direction had the best accuracy according to the Markov chain Monte Carlo analysis.…”

Section: Oxidation Processes In Flow By Means Of Hydrogen Peroxidementioning

confidence: 99%

Liquid phase oxidation chemistry in continuous-flow microreactors

et al. 2016

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Continuous-flow liquid phase oxidation chemistry in microreactors receives a lot of attention as the reactor provides enhanced heat and mass transfer characteristics, safe use of hazardous oxidants, high interfacial areas, and scale-up potential. In this review, an up-to-date overview of both technological and chemical aspects of liquid phase oxidation chemistry in continuous-flow microreactors is given. A description of mass and heat transfer phenomena is provided and fundamental principles are deduced which can be used to make a judicious choice for a suitable reactor. In addition, the safety aspects of continuous-flow technology are discussed. Next, oxidation chemistry in flow is discussed, including the use of oxygen, hydrogen peroxide, ozone and other oxidants in flow. Finally, the scale-up potential for continuous-flow reactors is described.

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Section: Oxidation Processes In Flow By Means Of Hydrogen Peroxidementioning

confidence: 99%

Liquid phase oxidation chemistry in continuous-flow microreactors

et al. 2016

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“…It is known that performic acid is susceptible to decomposition into carbon dioxide, water, and oxygen even at room temperature after a certain time. 56 Upon heating at temperatures of >50 °C, the rate of the decomposition is increased drastically, 49,50,52,57 and at temperatures of >80 °C it may even explode at certain concentrations. 43 Under optimized flow conditions, only 10% excess of performic acid was required to achieve the quantitative oxidation of the model substrate.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…Because of the potential explosion hazard, batch reactions involving the use of peracids as oxidants are typically carried out at room temperature or under gentle heating . In contrast, due to the small channel dimensions, continuous flow reactors are capable of safe operation within such explosive regimes, − and the generation of hazardous percarboxylic acids in microreactor environments can therefore be safely achieved. ,, Recently, we reported a telescoped continuous flow process for the synthesis of chiral key intermediates of γ-aminobutyric acid-derived active pharmaceutical ingredients . In the last step of the process, the desired carboxylic acids were obtained by an unprecedented performic acid-mediated aldehyde oxidation.…”

Section: Introductionmentioning

confidence: 99%

Sustainable Aldehyde Oxidations in Continuous Flow Using in Situ-Generated Performic Acid

Prieschl

Ötvös

Kappe

2021

ACS Sustainable Chem. Eng.

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The oxidation of aldehydes is one of the most prevalent methods for the synthesis of a diverse range of carboxylic acids. We herein present a performic acid generator and its application for aldehyde oxidations under continuous flow conditions. Low molecular weight performic acid, an environmentally benign and inexpensive oxidant, was readily formed in situ from formic acid and hydrogen peroxide. The safety hazards typically encountered when manipulating this potentially explosive reagent were eliminated, while at the same time a clean and efficient access to valuable carboxylic acids was ensured. By taking advantage of concentrated or even neat aldehyde streams, the amount of organic solvents utilized, and thus waste formation, was successfully minimized as demonstrated by E-factors in the range of 5−18. The process proved applicable for a wide range of aromatic as well as aliphatic aldehydes, while its synthetic utility and stability were corroborated by scale-out experiments leading to multigram-scale syntheses.

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“…Continuous‐flow reactors can operate within the explosive regime minimizing risks due to the small channel dimensions and the small amounts of hazardous material accumulated in the reactor, which it is generated and consumed in situ . In this context, the generation of hazardous percarboxylic acids in microreactor environments has also been described . We therefore decided to explore the reaction of oripavine with H 2 O 2 in HCOOH at higher temperatures.…”

Section: Resultsmentioning

confidence: 99%