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Selective methoxylation of limonene over ion-exchanged and acid-activated clays

2013Journal article Open access
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dc.contributor.authorCatrinescu, C.
dc.contributor.authorFernandes, C.
dc.contributor.authorCastilho, P.
dc.contributor.authorBreen, C.
dc.contributor.authorCarrott, M.M.L. Ribeiro
dc.contributor.authorCansado, I.P.P.
dc.date.accessioned2021-03-31T09:23:50Z
dc.date.available2021-03-31T09:23:50Z
dc.date.issued2013
dc.description.abstractIn this study, we report the use of clay-based catalysts in the methoxylation of limonene, for the selective synthesis of -terpinyl methyl ether. Na-SAz-1, Ca-SWy-2 and Sap-Ca source clays and a montmorillonite (SD) from Porto Santo,Madeira Archipelago, Portugal weremodified by (i) ion-exchange with Al, Fe, Ni and Na and (ii) acid activation, to produce catalysts with markedly different acidic and textural properties. The lack of activity of Ni2+-SAz-1 (with Lewis acidity maximized), provided evidence that the process occurs preferentially on Brönsted acid sites. The catalysts based on the high layer-charge SAz-1 montmorillonite proved to be the most active. Ion-exchange with Al3+, followed by thermal activation at 150 ◦C, afforded the highest number of Brønsted acid sites located in the clay gallery and this coincided with the maximum catalytic activity. The influence of various reaction conditions, to maximize limonene conversion and selectivity, was studied over Al-SAz-1. When the reaction was performed for 20 h at 40◦ C, the conversion reached 71% with 91% selectivity to the mono-ether. Mild acid activation (1 M HCl, 30 min, reflux) of the raw SAz-1 clay leads to a material with a good catalytic behaviour (slightly inferior to Al-SAz-1), while any increase in the severity of the acid-treatment (6 M HCl, 30 min, reflux), caused a marked decrease in catalytic activity.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationCatrinescu, C., Fernandes, C., Castilho, P., Breen, C., Carrott, M. R., & Cansado, I. P. P. (2013). Selective methoxylation of limonene over ion-exchanged and acid-activated clays. Applied Catalysis A: General, 467, 38-46.pt_PT
dc.identifier.doi10.1016/j.apcata.2013.07.012pt_PT
dc.identifier.urihttp://hdl.handle.net/10400.13/3228
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherElsevierpt_PT
dc.relationStrategic Project - UI 619 - 2011-2012
dc.relationCLAYCATS4 - Clay catalysts for biomass conversion
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/pt_PT
dc.subjectIon-exchanged clayspt_PT
dc.subjectAcid-activated clayspt_PT
dc.subjectCatalysispt_PT
dc.subjectLimonenept_PT
dc.subjectMethoxylationpt_PT
dc.subjectTerpinyl methyl etherpt_PT
dc.subject.pt_PT
dc.subjectFaculdade de Ciências Exatas e da Engenhariapt_PT
dc.subjectCentro de Química da Madeira
dc.titleSelective methoxylation of limonene over ion-exchanged and acid-activated clayspt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleStrategic Project - UI 619 - 2011-2012
oaire.awardTitleCLAYCATS4 - Clay catalysts for biomass conversion
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/PEst-OE%2FQUI%2FUI0674%2F2014/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/PEst-OE%2FQUI%2FUI0619%2F2011/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/PTDC%2FCTM-CER%2F121295%2F2010/PT
oaire.citation.endPage46pt_PT
oaire.citation.startPage38pt_PT
oaire.citation.titleApplied Catalysis A: Generalpt_PT
oaire.citation.volume467pt_PT
oaire.fundingStream5876
oaire.fundingStream6817 - DCRRNI ID
oaire.fundingStream3599-PPCDT
person.familyNameFernandes
person.familyNameCastilho
person.givenNameCesar
person.givenNamePaula C
person.identifierA-4412-2013
person.identifier.ciencia-id6D15-8C69-A2E0
person.identifier.orcid0000-0001-9289-9962
person.identifier.orcid0000-0002-8303-4286
person.identifier.scopus-author-id14064572200
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsopenAccesspt_PT
rcaap.typearticlept_PT
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relation.isAuthorOfPublicationd84fd917-438e-43bf-ac6f-256562481c05
relation.isAuthorOfPublication.latestForDiscovery482857a3-4e6d-4453-bfc1-afb17ff8ce2a
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