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Optimization of Cyclohexanol and Cyclohexanone Yield in the Photocatalytic Oxofunctionalization of Cyclohexane over Degussa P-25 under Visible Light

The sustainable transformation of basic chemicals into organic compounds of industrial interest using mild oxidation processes has proved to be challenging. The production of cyclohexanol and cyclohexanone from cyclohexane is of interest to the nylon manufacturing industry. However, the industrial o...

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Autores principales: Henríquez, Adolfo, Melin, Victoria, Moreno, Nataly, Mansilla, Héctor D., Contreras, David
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6630937/
https://www.ncbi.nlm.nih.gov/pubmed/31208090
http://dx.doi.org/10.3390/molecules24122244
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author Henríquez, Adolfo
Melin, Victoria
Moreno, Nataly
Mansilla, Héctor D.
Contreras, David
author_facet Henríquez, Adolfo
Melin, Victoria
Moreno, Nataly
Mansilla, Héctor D.
Contreras, David
author_sort Henríquez, Adolfo
collection PubMed
description The sustainable transformation of basic chemicals into organic compounds of industrial interest using mild oxidation processes has proved to be challenging. The production of cyclohexanol and cyclohexanone from cyclohexane is of interest to the nylon manufacturing industry. However, the industrial oxidation of cyclohexane is inefficient. Heterogeneous photocatalysis represents an alternative way to synthesize these products, but the optimization of this process is difficult. In this work, the yields of photocatalytic cyclohexane conversion using Degussa P-25 under visible light were optimized. To improve cyclohexanol production, acetonitrile was used as an inert photocatalytic solvent. Experiments showed that the use of the optimized conditions under solar light radiation did not affect the cyclohexanol/cyclohexanone ratio. In addition, the main radical intermediary produced in the reaction was detected by the electronic paramagnetic resonance technique.
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spelling pubmed-66309372019-08-19 Optimization of Cyclohexanol and Cyclohexanone Yield in the Photocatalytic Oxofunctionalization of Cyclohexane over Degussa P-25 under Visible Light Henríquez, Adolfo Melin, Victoria Moreno, Nataly Mansilla, Héctor D. Contreras, David Molecules Article The sustainable transformation of basic chemicals into organic compounds of industrial interest using mild oxidation processes has proved to be challenging. The production of cyclohexanol and cyclohexanone from cyclohexane is of interest to the nylon manufacturing industry. However, the industrial oxidation of cyclohexane is inefficient. Heterogeneous photocatalysis represents an alternative way to synthesize these products, but the optimization of this process is difficult. In this work, the yields of photocatalytic cyclohexane conversion using Degussa P-25 under visible light were optimized. To improve cyclohexanol production, acetonitrile was used as an inert photocatalytic solvent. Experiments showed that the use of the optimized conditions under solar light radiation did not affect the cyclohexanol/cyclohexanone ratio. In addition, the main radical intermediary produced in the reaction was detected by the electronic paramagnetic resonance technique. MDPI 2019-06-15 /pmc/articles/PMC6630937/ /pubmed/31208090 http://dx.doi.org/10.3390/molecules24122244 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Henríquez, Adolfo
Melin, Victoria
Moreno, Nataly
Mansilla, Héctor D.
Contreras, David
Optimization of Cyclohexanol and Cyclohexanone Yield in the Photocatalytic Oxofunctionalization of Cyclohexane over Degussa P-25 under Visible Light
title Optimization of Cyclohexanol and Cyclohexanone Yield in the Photocatalytic Oxofunctionalization of Cyclohexane over Degussa P-25 under Visible Light
title_full Optimization of Cyclohexanol and Cyclohexanone Yield in the Photocatalytic Oxofunctionalization of Cyclohexane over Degussa P-25 under Visible Light
title_fullStr Optimization of Cyclohexanol and Cyclohexanone Yield in the Photocatalytic Oxofunctionalization of Cyclohexane over Degussa P-25 under Visible Light
title_full_unstemmed Optimization of Cyclohexanol and Cyclohexanone Yield in the Photocatalytic Oxofunctionalization of Cyclohexane over Degussa P-25 under Visible Light
title_short Optimization of Cyclohexanol and Cyclohexanone Yield in the Photocatalytic Oxofunctionalization of Cyclohexane over Degussa P-25 under Visible Light
title_sort optimization of cyclohexanol and cyclohexanone yield in the photocatalytic oxofunctionalization of cyclohexane over degussa p-25 under visible light
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6630937/
https://www.ncbi.nlm.nih.gov/pubmed/31208090
http://dx.doi.org/10.3390/molecules24122244
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