Construction Kit for the Solvent Selection in Homogeneous Catalyzed Reactions

Behr, Arno; Wintzer, Andreas

doi:10.1002/cite.201100032

Cited by 17 publications

(6 citation statements)

References 118 publications

(21 reference statements)

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“…These products have a better solubility in the polar catalyst phase, which makes an effective separation of product and catalyst impossible . This is why TMS systems have been used to synthesize only nonpolar products up to now . The aim of this work is to extend the scope of the TMS concept to the synthesis of moderately polar and polar products.…”

Section: Methodsmentioning

confidence: 99%

Overcoming Phase‐Transfer Limitations in the Conversion of Lipophilic Oleo Compounds in Aqueous Media—A Thermomorphic Approach

et al. 2016

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A new process concept has been developed for recycling transition-metal catalysts in the synthesis of moderately polar products via aqueous thermomorphic multicomponent solvent systems. This work focuses on the use of "green" solvents (1-butanol and water) in the hydroformylation of the bio-based substrate methyl 10-undecenoate. Following the successful development of a biphasic reaction system on the laboratory scale, the reaction was transferred to a continuously operated miniplant to demonstrate the robustness of this innovative recycling concept for homogenous catalysts.

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Section: Methodsmentioning

confidence: 99%

Overcoming Phase‐Transfer Limitations in the Conversion of Lipophilic Oleo Compounds in Aqueous Media—A Thermomorphic Approach

et al. 2016

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“…The main challenge considering TMSs in homogeneous catalysis is to find the best compromise betweenr eaction objectives, such as high selectivity and high yield, as well as separation objectives, such as low catalyst leaching and suitable downstream processing. [46,47] As stated previously,T MSs are highly specialized extraction technology based on basic thermodynamic fundamentals, namely,l iquid-liquid equilibria (LLE). By combining homogeneously catalyzed reactions with conventional extraction, as presentedi nF igure 3a,t here is only one single liquid phase present during the reaction and an extraction agent is added subsequently to selectively extract onec omponent from the reaction mixture, so that the recovery andr ecycling of the catalyst is enabled.…”

Section: Thermodynamicsmentioning

confidence: 99%

Section: Fundamentalsmentioning

confidence: 99%

Thermomorphic Multiphase Systems: Switchable Solvent Mixtures for the Recovery of Homogeneous Catalysts in Batch and Flow Processes

Bianga

Künnemann

Gaide

et al. 2019

Chemistry A European J

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Over the past 20 years, thermomorphic multiphase systems (TMS) have been used as a versatile and elegant strategy for the recovery and recycling of homogeneous transition‐metal catalysts, in both batch‐scale experiments and continuously operated processes. TMS ensure a homogeneous reaction in a monophasic reaction mixture at reaction temperature and the recovery of the homogeneous transition‐metal catalyst through liquid–liquid separation at a lower separation temperature. This is achieved by using at least two solvents, which have a highly temperature‐sensitive miscibility gap. The suitability of commercially available solvents makes this approach highly interesting from an industrial point of view. For the first time, herein, all studies in the area of TMS are reviewed, with the aim of providing a concise and integral representation of this approach for homogeneous catalyst recovery. In addition to the discussion of examples from the literature, the thermodynamic fundamentals of the temperature‐dependent miscibility of solvents are also presented. This review also gives key indicators to compare different TMS approaches, for instance. In this way, new solvent combinations and in‐depth research, as well as improvements to existing approaches, can be addressed and promoted.

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“…[15] Ziel dieser Arbeit ist es,d ie Anwendung des TML-Konzepts in der homogenen Katalyse auf Synthesen mittelpolarer bis polarer Produkte auszuweiten. Als Modellreaktion wurde die Hydroformylierung von 10-Undecensäuremethylester (1,S chema 2), der leicht durch pyrolytische Spaltung von Rizinolsäuremethylester gewonnen werden kann, [16] untersucht.…”

Section: Methodsunclassified

Überwindung von Phasentransportlimitierungen in der Umsetzung lipophiler Oleoverbindungen in wässrigen Medien – ein temperaturgesteuerter Ansatz

et al. 2016

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In dieser Forschungsarbeit wird ein neues Verfahrenskonzept zur Katalysatorabtrennung von Übergangsmetallkomplexen bei der Synthese mittelpolarer Produkte mit neu entwickelten wässrigen thermomorphen Mehrkomponenten-Lçsungsmittelsystemen vorgestellt. Ein Schwerpunkt der Prozessentwicklung liegt in der Nutzung von "grünen" Lçsungsmitteln (1-Butanol und Wasser) zur Hydroformylierung des biobasierten Substrats 10-Undecensäuremethylester.N achd er erfolgreichen Entwicklung eines zweiphasigen Reaktionssystems im Labormaßstab wurded ie Reaktion in eine kontinuierlichb etriebene Anlage überführt, in der die Robustheit des neuen wässrigen Katalysatorrecyclingkonzepts demonstriert wird.Abbildung 5. Hydroformylierung von 10-Undecensäuremethylester und Katalysatorrecycling im diskontinuierlich betriebenen Druckautoklaven, Bedingungen: n UME = 70 mmol, n RhðacacÞðCOÞ2 = 0.035 mmol, n SulfoXantphos = 0.175 mmol, p = 20 bar,CO:H 2 = 1:1, T Reaktion = 140 8 8C, T Separation = 25 8 8C, t = 1.5 h, m n-Butanol = 37.6 g, m H2O = 37.6 g.Abbildung 6. Vereinfachtes Verfahrensfließbild der Miniplant zur Hydroformylierung von 10-Undecensäuremethylester.Abbildung 7. Hydroformylierung im kontinuierlichen Miniplantbetrieb; Bedingungen: p = 20 bar,C O:H 2 = 1:1, T Reaktion = 140 8 8C, T Separation = 5 8 8C, w n-Butanol :w H2 O = 1:1, m H2O = 300 g, m RhðacacÞðCOÞ2 = 0.275 mmol, n SulfoXantphos = 1.375 mmol, _ n UME = 100.4 mmol h À1 , _ V nÀButanol = 34.4 gh À1 .

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Construction Kit for the Solvent Selection in Homogeneous Catalyzed Reactions

Cited by 17 publications

References 118 publications

Overcoming Phase‐Transfer Limitations in the Conversion of Lipophilic Oleo Compounds in Aqueous Media—A Thermomorphic Approach

Overcoming Phase‐Transfer Limitations in the Conversion of Lipophilic Oleo Compounds in Aqueous Media—A Thermomorphic Approach

Thermomorphic Multiphase Systems: Switchable Solvent Mixtures for the Recovery of Homogeneous Catalysts in Batch and Flow Processes

Überwindung von Phasentransportlimitierungen in der Umsetzung lipophiler Oleoverbindungen in wässrigen Medien – ein temperaturgesteuerter Ansatz

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