Details
| Original language | English |
|---|---|
| Pages (from-to) | 3622-3633 |
| Number of pages | 12 |
| Journal | Catalysis Science and Technology |
| Volume | 12 |
| Issue number | 11 |
| Publication status | Published - 25 Apr 2022 |
| Externally published | Yes |
Abstract
Feasibility of oxidative cleavage of methyl oleate in a homogeneous reaction, facilitating the subsequent recovery of the catalyst from a single phase, is a challenge. Using the high molecular catalyst phosphotungstic acid (2880 Da) as an affordable catalyst offers potential for membrane separation. To gain insight into side-reactions, the intermediate methyl 9,10-dihydroxystearate was first applied as a model substrate. Thus, the stability of the intermediate methyl 9,10-epoxystearate and the vicinal diol was significantly improved under reaction conditions. Oxidative cleavage of the vicinal diol as a stable intermediate is very promising reaching an overall selectivity of 90% and a selectivity towards the cleavage carboxylic acids of 80%, considering dilution and acidity as the most important parameters. Retention of the catalyst via organic solvent nanofiltration was investigated and we retained 94% of the catalyst in the monophasic system as the first step towards a process concept for a product purification or catalyst recycling strategy.
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In: Catalysis Science and Technology, Vol. 12, No. 11, 25.04.2022, p. 3622-3633.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - From tandem to catalysis - organic solvent nanofiltration for catalyst separation in the homogeneously W-catalyzed oxidative cleavage of renewable methyl 9,10-dihydroxystearate
AU - Vondran, Johanna
AU - Peters, Marc
AU - Schnettger, Alexander
AU - Sichelschmidt, Christian
AU - Seidensticker, Thomas
N1 - Publisher Copyright: © 2022 The Royal Society of Chemistry.
PY - 2022/4/25
Y1 - 2022/4/25
N2 - Feasibility of oxidative cleavage of methyl oleate in a homogeneous reaction, facilitating the subsequent recovery of the catalyst from a single phase, is a challenge. Using the high molecular catalyst phosphotungstic acid (2880 Da) as an affordable catalyst offers potential for membrane separation. To gain insight into side-reactions, the intermediate methyl 9,10-dihydroxystearate was first applied as a model substrate. Thus, the stability of the intermediate methyl 9,10-epoxystearate and the vicinal diol was significantly improved under reaction conditions. Oxidative cleavage of the vicinal diol as a stable intermediate is very promising reaching an overall selectivity of 90% and a selectivity towards the cleavage carboxylic acids of 80%, considering dilution and acidity as the most important parameters. Retention of the catalyst via organic solvent nanofiltration was investigated and we retained 94% of the catalyst in the monophasic system as the first step towards a process concept for a product purification or catalyst recycling strategy.
AB - Feasibility of oxidative cleavage of methyl oleate in a homogeneous reaction, facilitating the subsequent recovery of the catalyst from a single phase, is a challenge. Using the high molecular catalyst phosphotungstic acid (2880 Da) as an affordable catalyst offers potential for membrane separation. To gain insight into side-reactions, the intermediate methyl 9,10-dihydroxystearate was first applied as a model substrate. Thus, the stability of the intermediate methyl 9,10-epoxystearate and the vicinal diol was significantly improved under reaction conditions. Oxidative cleavage of the vicinal diol as a stable intermediate is very promising reaching an overall selectivity of 90% and a selectivity towards the cleavage carboxylic acids of 80%, considering dilution and acidity as the most important parameters. Retention of the catalyst via organic solvent nanofiltration was investigated and we retained 94% of the catalyst in the monophasic system as the first step towards a process concept for a product purification or catalyst recycling strategy.
UR - http://www.scopus.com/inward/record.url?scp=85129961526&partnerID=8YFLogxK
U2 - 10.1039/d1cy02317a
DO - 10.1039/d1cy02317a
M3 - Article
AN - SCOPUS:85129961526
VL - 12
SP - 3622
EP - 3633
JO - Catalysis Science and Technology
JF - Catalysis Science and Technology
SN - 2044-4753
IS - 11
ER -