Continuous hydroformylation of 1-decene in an aqueous biphasic system enabled by methylated cyclodextrins
| Autor: | Sébastien Tilloy, Jens M. Dreimann, D. Lange, Kai U. Künnemann, Thomas Seidensticker, Lasse Schurm, Dieter Vogt, Eric Monflier |
|---|---|
| Přispěvatelé: | Faculty of Chemistry and Chemical Biology, TU Dortmund University, Otto-Hahn-Straße 6, 44227 Dortmund, Germany., UCCS Équipe Catalyse Supramoléculaire, Unité de Catalyse et Chimie du Solide - UMR 8181 (UCCS), Université d'Artois (UA)-Centrale Lille-Institut de Chimie du CNRS (INC)-Université de Lille-Centre National de la Recherche Scientifique (CNRS)-Université d'Artois (UA)-Centrale Lille-Institut de Chimie du CNRS (INC)-Université de Lille-Centre National de la Recherche Scientifique (CNRS), Centrale Lille Institut (CLIL)-Université d'Artois (UA)-Centrale Lille-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Lille-Centrale Lille Institut (CLIL)-Université d'Artois (UA)-Centrale Lille-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Lille |
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
chemistry.chemical_classification
Aqueous solution 010405 organic chemistry Chemistry [CHIM.ORGA]Chemical Sciences/Organic chemistry Inorganic chemistry 010402 general chemistry 01 natural sciences Pollution Aldehyde Decene 0104 chemical sciences Catalysis Autoclave chemistry.chemical_compound Environmental Chemistry [CHIM]Chemical Sciences Chemoselectivity TPPTS Hydroformylation ComputingMilieux_MISCELLANEOUS |
| Zdroj: | Green Chemistry Green Chemistry, 2020, 22 (12), pp.3809-3819. ⟨10.1039/D0GC00820F⟩ Green Chemistry, Royal Society of Chemistry, 2020, 22 (12), pp.3809-3819. ⟨10.1039/D0GC00820F⟩ |
| ISSN: | 1463-9262 1463-9270 |
| Popis: | For the first time, randomly methylated β-cyclodextrin was applied as the mass transfer agent in a continuous process. Considering the example of the Rh-catalyzed hydroformylation of 1-decene, process development was shown, where cyclodextrin was used together with a catalyst system that was continuously recovered and recycled using an aqueous biphasic system. In initial experiments, water-soluble and commercially available Rh/TPPTS and Rh/sulfoxantphos catalyst systems were scaled up from 50 ml into 1000 ml high-pressure autoclave systems to demonstrate their scalability. Both these systems were compared, and they afforded excellent chemoselectivity (>99%) toward the desired linear aldehyde product. In particular, higher regioselectivity (up to 31) was achieved for the Rh/sulfoxantphos system. Investigations regarding the long-term stability of the mass transfer agent and both catalyst systems were carried out in a continuously operated miniplant process. It was shown that the process could be successfully operated under the steady state for over 200 h with chemoselectivity of >97% toward the desired aldehyde product. Simultaneously, extremely low Rh leaching (total: 0.59%) was observed over the entire period of 200 h. |
| Databáze: | OpenAIRE |
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