Homogeneous Reactions in Supercritical Carbon Dioxide Using a Catalyst Immobilized by a Microporous Silica Membrane

Broeke, L.J.P. van den; Goetheer, Earl; Verkerk, Arjan W.; Wolf, Elwin de; Deelman, Berth‐Jan; Koten, Gerard van; Keurentjes, J.T.F.

doi:10.1002/1521-3773(20011203)40:23<4473::aid-anie4473>3.0.co;2-0

Cited by 31 publications

(16 citation statements)

References 15 publications

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“…Hence, R preferably adsorbs through C=C on the catalyst surface and the selectivity is shifted to P2. Supercritical carbon dioxide is completely miscible with hydrogen, 28 leading to an increase in hydrogen concentration at the catalyst. Thus, the influence of hydrogen pressure has been considered to be an important factor to direct the activity and selectivity of the reaction.…”

Section: Resultsmentioning

confidence: 99%

Completely selective hydrogenation of trans-cinnamaldehyde to cinnamyl alcohol promoted by a Ru–Pt bimetallic catalyst supported on MCM-48 in supercritical carbon dioxide

2003

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Supercritical carbon dioxide (scCO 2 ) is a unique reaction medium for the selective hydrogenation of cinnamaldehyde using a well-defined Ru-Pt bimetallic catalyst supported on MCM-48. The reaction is completely selective to the unsaturated alcohol in supercritical carbon dioxide. The selectivity to the desired unsaturated alcohol shows a significant pressure dependence. By varying the pressure at the constant reaction temperature of 323 K, we are able to optimize the selectivity of cinnamyl alcohol to 100%. This is a particularly dramatic enhancement compared to that in organic solvents and under solventless conditions, where Ru-Pt bimetallic catalyst produces cinnamyl alcohol along with hydrocinnamaldehyde and 3-phenylpropanol. More importantly, the excellent physicochemical properties of the scCO 2 medium provide a significant influence on the selectivity, which goes beyond that of simple solvent replacement only.

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Section: Resultsmentioning

confidence: 99%

Completely selective hydrogenation of trans-cinnamaldehyde to cinnamyl alcohol promoted by a Ru–Pt bimetallic catalyst supported on MCM-48 in supercritical carbon dioxide

2003

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“…Neither Rh, nor ligand was found in the permeate and the membrane was stable enough for use in the hydrogenation of 1-butene in supercritical CO 2 at 353 K under a pressure of 20 MPa. 256,257 In another approach to increase rejection of homogeneous catalysts, micelle forming amphiphiles were simply added to a Rh-catalysed hydrogenation reaction mixture. The hydrophobic ligand was well retained by the formed hydrophobic micelles, but the more hydrophilic metal permeated rather fast through the membrane.…”

Section: Enlarged Catalystsmentioning

confidence: 99%

Solvent resistant nanofiltration: separating on a molecular level

2008

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Over the past decade, solvent resistant nanofiltration (SRNF) has gained a lot of attention, as it is a promising energy- and waste-efficient unit process to separate mixtures down to a molecular level. This critical review focuses on all aspects related to this new burgeoning technology, occasionally also including literature obtained on aqueous applications or related membrane processes, if of relevance to understand SRNF better. An overview of the different membrane materials and the methods to turn them into suitable SRNF-membranes will be given first. The membrane transport mechanism and its modelling will receive attention in order to understand the process and the reported membrane performances better. Finally, all SRNF-applications reported so far - in food chemistry, petrochemistry, catalysis, pharmaceutical manufacturing - will be reviewed exhaustively (324 references).

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“…This was demonstrated using CO 2soluble rhodium complexes bearing fluorinated, bulky phosphine ligands that were retained by a dead-end microporous silica membrane. 45 The system has been applied in the semi-continuous hydrogenation of 1-butene achieving 12 000 TON within 32 hours of operation. In situ spectroscopy and trace analysis of the product suggested high levels of retention of both metal and ligand by the membrane.…”

Section: Concepts Using Solid Phases and Scfsmentioning

confidence: 99%

Continuous flow organometallic catalysis: new wind in old sails

2011

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Organometallic catalysis is a powerful tool for chemical synthesis, and the field still evolves at a high pace continuously improving efficiencies and opening up new possibilities. However, despite increasing use in specialty and fine chemical production issues of catalyst recovery still hamper broader application and prevent tapping the full potential of this technology on industrial scale. Even though scientists have tackled this problem for decades practicable methods remained scarce. In this contribution we analyse the major challenges of performing organometallic catalysis in continuous flow from a conceptual point of view, and exemplify for recently developed concepts based on near- and supercritical fluids how the integration of molecular and engineering principles can offer new solutions to this persistent problem.

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Homogeneous Reactions in Supercritical Carbon Dioxide Using a Catalyst Immobilized by a Microporous Silica Membrane

Cited by 31 publications

References 15 publications

Completely selective hydrogenation of trans-cinnamaldehyde to cinnamyl alcohol promoted by a Ru–Pt bimetallic catalyst supported on MCM-48 in supercritical carbon dioxide

Completely selective hydrogenation of trans-cinnamaldehyde to cinnamyl alcohol promoted by a Ru–Pt bimetallic catalyst supported on MCM-48 in supercritical carbon dioxide

Solvent resistant nanofiltration: separating on a molecular level

Continuous flow organometallic catalysis: new wind in old sails

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