Partial and Total Solvent-Free Limonene’s Hydrogenation: Metals, Supports, Pressure, and Water Effects

Bio-based solvents menthene and menthane were obtained through limonene’s partial and total hydrogenation under various catalytic conditions. Heterogeneous catalysts based on different active metals and supports (carbon, alumina, and silica) were systematically tested for solvent-free total and part...

Full description

Saved in:
Bibliographic Details
Main Authors: Fanta J. Ndongou Moutombi, Anne-Sylvie Fabiano-Tixier, Olivier Clarisse, Farid Chemat, Mohamed Touaibia
Format: Article
Language:English
Published: Wiley 2020-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2020/5946345
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1849467923223019520
author Fanta J. Ndongou Moutombi
Anne-Sylvie Fabiano-Tixier
Olivier Clarisse
Farid Chemat
Mohamed Touaibia
author_facet Fanta J. Ndongou Moutombi
Anne-Sylvie Fabiano-Tixier
Olivier Clarisse
Farid Chemat
Mohamed Touaibia
author_sort Fanta J. Ndongou Moutombi
collection DOAJ
description Bio-based solvents menthene and menthane were obtained through limonene’s partial and total hydrogenation under various catalytic conditions. Heterogeneous catalysts based on different active metals and supports (carbon, alumina, and silica) were systematically tested for solvent-free total and partial hydrogenation of limonene under high and low hydrogen pressure. Influences of these catalysts on the formation of menthene, menthane, and cymene, a dehydrogenated product, were determined. The impact of water addition on the conversion and selectivity of the catalysts was also investigated. Amongst all tested catalysts, Rh/Alumina which was never tested for total and partial hydrogenation of limonene was the most effective as 1-menthene was quantitatively produced at low pressure (0.275 MPa) while menthane was mostly obtained at a higher pressure (2.75 MPa). Water addition on Rh/Alumina favoured menthene production even at high pressure. To propose menthane, menthene, and menthane/menthene mixture as an alternative to fossil-based solvents such as n-hexane for the extraction of natural products, β-carotene, vanillin, and rosmarinic acid solubilizations have been investigated. If a modeling approach using COSMO-RS software predicted a comparable solubilization of these 3 compounds for the 3 solvents, experimental assays revealed that menthene solubilizes β-carotene, vanillin, and rosmarinic acid three to five times better than n-hexane.
format Article
id doaj-art-e0ee83fe15924e46a69918faef7551e8
institution Kabale University
issn 2090-9063
2090-9071
language English
publishDate 2020-01-01
publisher Wiley
record_format Article
series Journal of Chemistry
spelling doaj-art-e0ee83fe15924e46a69918faef7551e82025-08-20T03:25:59ZengWileyJournal of Chemistry2090-90632090-90712020-01-01202010.1155/2020/59463455946345Partial and Total Solvent-Free Limonene’s Hydrogenation: Metals, Supports, Pressure, and Water EffectsFanta J. Ndongou Moutombi0Anne-Sylvie Fabiano-Tixier1Olivier Clarisse2Farid Chemat3Mohamed Touaibia4Department of Chemistry and Biochemistry, Université de Moncton, Moncton, NB, CanadaUniversité d’Avignon, INRA, UMR408, GREEN Extraction Team, F-84000 Avignon, FranceDepartment of Chemistry and Biochemistry, Université de Moncton, Moncton, NB, CanadaUniversité d’Avignon, INRA, UMR408, GREEN Extraction Team, F-84000 Avignon, FranceDepartment of Chemistry and Biochemistry, Université de Moncton, Moncton, NB, CanadaBio-based solvents menthene and menthane were obtained through limonene’s partial and total hydrogenation under various catalytic conditions. Heterogeneous catalysts based on different active metals and supports (carbon, alumina, and silica) were systematically tested for solvent-free total and partial hydrogenation of limonene under high and low hydrogen pressure. Influences of these catalysts on the formation of menthene, menthane, and cymene, a dehydrogenated product, were determined. The impact of water addition on the conversion and selectivity of the catalysts was also investigated. Amongst all tested catalysts, Rh/Alumina which was never tested for total and partial hydrogenation of limonene was the most effective as 1-menthene was quantitatively produced at low pressure (0.275 MPa) while menthane was mostly obtained at a higher pressure (2.75 MPa). Water addition on Rh/Alumina favoured menthene production even at high pressure. To propose menthane, menthene, and menthane/menthene mixture as an alternative to fossil-based solvents such as n-hexane for the extraction of natural products, β-carotene, vanillin, and rosmarinic acid solubilizations have been investigated. If a modeling approach using COSMO-RS software predicted a comparable solubilization of these 3 compounds for the 3 solvents, experimental assays revealed that menthene solubilizes β-carotene, vanillin, and rosmarinic acid three to five times better than n-hexane.http://dx.doi.org/10.1155/2020/5946345
spellingShingle Fanta J. Ndongou Moutombi
Anne-Sylvie Fabiano-Tixier
Olivier Clarisse
Farid Chemat
Mohamed Touaibia
Partial and Total Solvent-Free Limonene’s Hydrogenation: Metals, Supports, Pressure, and Water Effects
Journal of Chemistry
title Partial and Total Solvent-Free Limonene’s Hydrogenation: Metals, Supports, Pressure, and Water Effects
title_full Partial and Total Solvent-Free Limonene’s Hydrogenation: Metals, Supports, Pressure, and Water Effects
title_fullStr Partial and Total Solvent-Free Limonene’s Hydrogenation: Metals, Supports, Pressure, and Water Effects
title_full_unstemmed Partial and Total Solvent-Free Limonene’s Hydrogenation: Metals, Supports, Pressure, and Water Effects
title_short Partial and Total Solvent-Free Limonene’s Hydrogenation: Metals, Supports, Pressure, and Water Effects
title_sort partial and total solvent free limonene s hydrogenation metals supports pressure and water effects
url http://dx.doi.org/10.1155/2020/5946345
work_keys_str_mv AT fantajndongoumoutombi partialandtotalsolventfreelimoneneshydrogenationmetalssupportspressureandwatereffects
AT annesylviefabianotixier partialandtotalsolventfreelimoneneshydrogenationmetalssupportspressureandwatereffects
AT olivierclarisse partialandtotalsolventfreelimoneneshydrogenationmetalssupportspressureandwatereffects
AT faridchemat partialandtotalsolventfreelimoneneshydrogenationmetalssupportspressureandwatereffects
AT mohamedtouaibia partialandtotalsolventfreelimoneneshydrogenationmetalssupportspressureandwatereffects