Novel kinetics model for third-liquid phase-transfer catalysis system of the “complex” carbanion: Competitive role between catalytic cycles

Zhao, Qiangqiang; Sun, Jie; Liu, Baojiang; He, Ji‐Huan

doi:10.1016/j.cej.2015.06.037

Cited by 9 publications

(14 citation statements)

References 45 publications

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“…At the lower end of the reactor, a drain valve (19) was installed. Three feed vessels (24,25,26) were used to store each phase feed. Three single piston pumps (21,22,23) with pulse dampeners were used to pump each phase at the respective inlets.…”

Section: Methodsmentioning

confidence: 99%

“…Additionally, there are reactions like esterification of potassium 4-methoxyphenylacetate [16], sodium benzoate [17], synthesis of n-butyl salicylate by esterification of sodium salicylate [18], benzoylation of sodium 4-acetylphenoxide [19], 4-chloro-3-methylphenol sodium salt [20], synthesis of butyl salicylate [21], benzyl salicylate [22], and ultrasound-assisted synthesis of dialkyl peroxides [23]. Recently, the Horner−Wadsworth−Emmons (HWE) reaction was studied using an L-L-L PTC system [24][25][26].…”

Section: Introductionmentioning

confidence: 99%

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Design and Development of Novel Continuous Flow Stirred Multiphase Reactor: Liquid–Liquid–Liquid Phase Transfer Catalysed Synthesis of Guaiacol Glycidyl Ether

Margi

Yadav

2020

Processes

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Phase transfer catalysed (PTC) reactions are used in several pharmaceutical and fine chemical industrial processes. We have developed a novel stirred tank reactor (Yadav reactor) to conduct batch and continuous liquid–liquid–liquid (L-L-L) PTC reactions. The reactor had a provision of using three independent stirrers for each phase, thereby having complete control over the rate of mass transfer across the two interfaces. In the continuous mode of operation, the top and bottom phases were continuously fed into the reactor while the middle phase was used as a batch. All three stirrers were used independently, thereby having independent control of mass transfer resistances. The reactor in a batch mode showed higher conversion and selectivity compared to a conventional batch reactor. L-L-L PTC reaction in the continuous mode was successfully performed without loss of the middle catalyst phase and with steady conversion and selectivity. The reaction of guaiacol with epichlorohydrin was conducted as a model reaction, with a 76% conversion of epichlorohydrin, 85% selectivity of guaiacol glycidyl ether, and the middle catalyst phase was stable throughout the process.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Design and Development of Novel Continuous Flow Stirred Multiphase Reactor: Liquid–Liquid–Liquid Phase Transfer Catalysed Synthesis of Guaiacol Glycidyl Ether

Margi

Yadav

2020

Processes

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“…phenyl benzoate (Yang and Huang, 2006a), dibenzyl sulfide and benzyl mercaptan (Maity et al, 2009), thioester (Simion et al, 2010), distyryl derivates (Zhao et al, 2015a). However, its drawbacks are also obvious, for instance, the homogeneous catalyst is normally not reused and a large quantity of water is required to wash the organic phase (Zhao et al, 2015b).…”

Section: Reaction System 5: Epoxidation Of Vegetable Oil By Percarboxylic Acid Generated In Situmentioning

confidence: 99%

Development and implementation of systematic model-development strategy using model-based experimental design

Jiang

Portha

Commenge

et al. 2019

Chemical Engineering Research and Design

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“…36 However, it is not clear whether this "TLPTC" system was true TLPTC system, suited for HWE reactions of "moderately acidic" and "weakly acidic" phosphonates and a relatively high yield could be obtained for benzaldehydes bearing EWGs. Scheme 1.…”

Section: Introductionmentioning

confidence: 98%

Third-Liquid Phase Transfer Catalysis for Horner–Wadsworth–Emmons Reactions of “Moderately Acidic” and “Weakly Acidic” Phosphonates

Zhao

Yang

Shen

2016

Ind. Eng. Chem. Res.

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Horner-Wadsworth-Emmons (HWE) reaction was investigated in green thirdliquid phase-transfer catalysis (TLPTC) system. With 6% equiv of the catalyst and 50% NaOH aqueous solution, the third phase was generated. In this TLPTC system, HWE reactions of benzaldehydes bearing electron-donating group with "weakly" or "moderately" acidic phosphonates proceeded in high yield (>90%) with all E-isomer product (stilbene). Teraoctyl ammonium bromide (TOAB) afforded a high yield of 93% for HWE reaction of benzaldehydes with electron-withdrawing groups. It was found that the ratio of E-stilbene to Z-stilbene was also influenced by the steric hindrance of the achiral quaternary ammonium salt catalyst. The isolated yield and geometric selectivity for HWE reaction kept unchanged in four consecutive runs of both the third and the aqueous phase. Highly efficient and practical hydroxide-initiated TLPTC system was developed for HWE reaction.

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Novel kinetics model for third-liquid phase-transfer catalysis system of the “complex” carbanion: Competitive role between catalytic cycles

Cited by 9 publications

References 45 publications

Design and Development of Novel Continuous Flow Stirred Multiphase Reactor: Liquid–Liquid–Liquid Phase Transfer Catalysed Synthesis of Guaiacol Glycidyl Ether

Design and Development of Novel Continuous Flow Stirred Multiphase Reactor: Liquid–Liquid–Liquid Phase Transfer Catalysed Synthesis of Guaiacol Glycidyl Ether

Development and implementation of systematic model-development strategy using model-based experimental design

Third-Liquid Phase Transfer Catalysis for Horner–Wadsworth–Emmons Reactions of “Moderately Acidic” and “Weakly Acidic” Phosphonates

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