Continuous hydroformylation of 1-decene in an aqueous biphasic system enabled by methylated cyclodextrins

Article abstract of DOI:10.1039/d0gc00820f

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 (>99percent) 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 >97percent toward the desired aldehyde product. Simultaneously, extremely low Rh leaching (total: 0.59percent) was observed over the entire period of 200 h.

Full text of DOI:10.1039/d0gc00820f

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Schurm, D. Lange, T. Seidensticker, S. Tilloy, E. Monflier, D. Vogt and J. M. Dreimann, Green Chem., 2020,
DOI: 10.1039/D0GC00820F.
Volume 20
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Paul T. Anastas et al.
The Green ChemisTREE: 20 years after taking root with the 12
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