Comparison of two nanofiltration membrane reactors for a model reaction of olefin metathesis achieved in toluene

Abstract

Comparison of two nanofiltration membrane reactors for a model reaction of olefin metathesis achieved in toluene. Separation and Purification Technology, Elsevier, 2013, 116, pp.46-60 AbstractThe recent commercialisation of nanofiltration membranes resistant toward organic solvents is a real opportunity for fine chemistry. This study deals with different ways of integration of organic solvent nanofiltration for a specific type of reactions known as olefin metathesis and shows the use of two nanofiltration membrane reactors both running in cross-flow filtration mode (0.1 m.s -1 ). They are used either in semi-continuous or continuous mode. A model ring closing metathesis reaction is chosen for the demonstration. A commercially available precatalyst, namely Grubbs-Hoveyda II, as well as a commercial polyimide membrane (Starmem 122, MWCO 220 g.mol -1 ) are used. Firstly, nanofiltration of the single pre-catalyst allows establishing that the highest retention is obtained with a 40 bar pressure. Secondly, this pressure is used with the two membrane reactors before testing other conditions. Finally, interests and limitations of the two reactors are discussed.

Coupling Rhodium‐Catalyzed Hydroformylation of 10‐Undecenitrile with Organic Solvent Nanofiltration: Toluene Solution versus Solvent‐Free Processes

“…The first and second catalyst uses allowed achieving high conversions but the activity significantly dropped during the third reaction. The second one, in line with process intensification, consists in a membrane reactor where the reaction medium is in contact with the membrane (semi‐continuous or continuous mode), so that the reaction and OSN are performed with the same set‐up. For instance, the use of a membrane reactor with a Starmem 122 membrane (Polyimide, PI, MET‐Evonik) for a ring‐closing metathesis process at room temperature in toluene highlighted that the continuous process allowed using less solvent than the discontinuous one but with a slightly lower conversion . Such design required membrane materials of high stability in solvent at the reaction temperature and thus would be of limited applications.…”

“…For instance, the use of a membrane reactor with a Starmem 122 membrane (Polyimide, PI, MET-Evonik) for a ring-closing metathesis process at room temperature in toluene highlighted that the continuous process allowed using less solvent than the discontinuous one but with a slightly lower conversion. [34] Such design required membrane materials of high stability in solvent at the reaction temperature and thus would be of limited applications. Following the first approach, Dreimann et al reported on a batch process for the hydroformylation of 1-dodecene conducted at 90°C in toluene using a Rh-catalyst complex combined with different ligands.…”

Volume intensified dilution of a ring‐closing metathesis in ethyl acetate by means of a membrane‐assisted process in solvent recycle

“…The performance of the membranes is characterized by their solute rejection and permeance. 24 The use of membranes in RCM reactions has already been reported in the literature [28][29][30][31][32][33][34][35][36] with the emphasis being placed upon separation of catalyst from reaction products of very small molecular mass and in general in post-reaction processing situations. In contrast the focus of this work is the in-line solvent recycling with the aim of reducing the solvent volumes required for the macrocyclization.…”

Fabrication of Solvent-Resistant Nanofiltration Membrane via Interfacial Polymerization Based on Cellulose Acetate Membrane

“…In this way, membrane could have more efficient separation processes in organic solvents and the energy cost of the operation can be saved compared to some traditional processes like distillation. Therefore, the potential of SRNF now has made itself to be applied in catalysis [16] [17] [18], food processing [19] [20], chemistry industry [21] [22] and the membrane bioreactors (MBR) [23].…”