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dc.contributor.author
Coumans, Ferdy J.A.G.
dc.contributor.author
Mitchell, Sharon
dc.contributor.author
Schütz, Jan
dc.contributor.author
Medlock, Jonathan
dc.contributor.author
Perez-Ramirez, Javier
dc.date.accessioned
2019-11-01T17:38:28Z
dc.date.available
2018-11-25T11:54:43Z
dc.date.available
2018-11-26T07:55:20Z
dc.date.available
2019-11-01T17:38:28Z
dc.date.issued
2018-11-30
dc.identifier.issn
2470-1343
dc.identifier.other
10.1021/acsomega.8b02234
en_US
dc.identifier.uri
http://hdl.handle.net/20.500.11850/305924
dc.identifier.doi
10.3929/ethz-b-000305924
dc.description.abstract
The synthesis of hydroxenin monoacetate, a key intermediate in the manufacture of vitamin A, relies on the undesirable use of stoichiometric amounts of organic bases such as pyridine. Although the final product (vitamin A acetate) can be produced from hydroxenin diacetate, using the monoacetylated intermediate improves the overall process yield. Aiming to identify more efficient, environmentally benign alternatives, this work first studies the homogeneous acetylation reaction using pyridine. The addition of the base is found to enhance the rate of hydroxenin monoacetate formation, confirming its catalytic role, but also yields non-negligible amounts of hydroxenin diacetate. On the basis of these insights, Mg- and Al-containing hydrotalcites are explored because of their broad scope as base catalysts and the ability to finely tune their properties. The reaction kinetics are greatly enhanced via controlled thermal activation, forming high surface area mixed metal oxides displaying Lewis basic sites. In contrast, a Brønsted basic material synthesized by the reconstruction of a mixed oxide performs similarly to the as-synthesized hydrotalcite. Variation of the Mg/Al ratio from 1 to 3 has no significant impact, but activity losses are observed at higher values because of a reduced number of basic sites. After optimizing the reaction conditions, hydroxenin monoacetate yields >60% are obtained in five consecutive cycles without the need for any intermediate treatment. The findings confirm the potential of hydrotalcite-derived materials as highly selective catalysts for the production of vitamins with reduced levels of organic waste.
en_US
dc.format
application/pdf
en_US
dc.language.iso
en
en_US
dc.publisher
American Chemical Society
en_US
dc.rights.uri
http://rightsstatements.org/page/InC-NC/1.0/
dc.title
Hydrotalcite-Derived Mixed Oxides for the Synthesis of a Key Vitamin A Intermediate Reducing Waste
en_US
dc.type
Journal Article
dc.rights.license
In Copyright - Non-Commercial Use Permitted
dc.date.published
2018-11-12
ethz.journal.title
ACS Omega
ethz.journal.volume
3
en_US
ethz.journal.issue
11
en_US
ethz.journal.abbreviated
ACS Omega
ethz.pages.start
15293
en_US
ethz.pages.end
15301
en_US
ethz.version.deposit
publishedVersion
en_US
ethz.identifier.wos
ethz.identifier.scopus
ethz.publication.place
Washington, DC
en_US
ethz.publication.status
published
en_US
ethz.leitzahl
ETH Zürich::00002 - ETH Zürich::00012 - Lehre und Forschung::00007 - Departemente::02020 - Dep. Chemie und Angewandte Biowiss. / Dep. of Chemistry and Applied Biosc.::02516 - Inst. f. Chemie- und Bioingenieurwiss. / Inst. Chemical and Bioengineering::03871 - Pérez-Ramírez, Javier / Pérez-Ramírez, Javier
en_US
ethz.leitzahl.certified
ETH Zürich::00002 - ETH Zürich::00012 - Lehre und Forschung::00007 - Departemente::02020 - Dep. Chemie und Angewandte Biowiss. / Dep. of Chemistry and Applied Biosc.::02516 - Inst. f. Chemie- und Bioingenieurwiss. / Inst. Chemical and Bioengineering::03871 - Pérez-Ramírez, Javier / Pérez-Ramírez, Javier
en_US
ethz.date.deposited
2018-11-25T11:54:55Z
ethz.source
FORM
ethz.eth
yes
en_US
ethz.availability
Open access
en_US
ethz.rosetta.installDate
2018-11-26T07:55:25Z
ethz.rosetta.lastUpdated
2022-03-29T00:11:33Z
ethz.rosetta.exportRequired
true
ethz.rosetta.versionExported
true
ethz.COinS
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