Publication
Kinetic study of Friedel-Crafts acylation reactions over hierarchical MCM-22 zeolites
| Summary: | Friedel-Crafts acylation was studied under mild conditions using hierarchical MCM-22 zeolites prepared by desilication and by desilication + acid treatment, using furan, pyrrole and anisole as substrates, and acetic anhydride as acylating agent. Enhanced catalysis was observed for furan and anisole, especially at short reaction times. Kinetic results modelling using non-linear regressions applied to a simplified Langmuir-Hinshelwood equation showed that desilication treatment followed by acid treatment improved kinetics (higher k and TOF). A QSPR methodology using nine substrate and zeolite descriptors was applied to model kinetics and adsorption. For both processes, the best QSPR model equations lead to the same descriptors, namely, Bronsted acidity, as zeolite's feature, and both van der Waals volume and Dimroth-Reichardt E-T(N) parameter (related to dipolarity and Lewis acidity) as substrates' characteristics. Normalization of descriptors allowed quantification of each descriptor's relative importance leading to a better understanding of the catalytic and adsorption processes. |
|---|---|
| Main Authors: | Aleixo, Rodrigo |
| Other Authors: | Elvas Leitao, Ruben; Martins, Filomena; Carvalho, Ana; Brigas, Amadeu; Martins, Angela; Nunes, Nelson |
| Subject: | Hierarchical MCM-22 Friedel-Crafts acylation reactions Kinetic modelling Non-linear regressions QSPR methodology |
| Year: | 2017 |
| Country: | Portugal |
| Document type: | article |
| Access type: | restricted access |
| Associated institution: | Instituto Politécnico de Lisboa |
| Language: | English |
| Origin: | Repositório Científico do Instituto Politécnico de Lisboa |
| _version_ | 1866887326677860352 |
|---|---|
| author | Aleixo, Rodrigo |
| author2 | Elvas Leitao, Ruben Martins, Filomena Carvalho, Ana Brigas, Amadeu Martins, Angela Nunes, Nelson |
| author2_role | author author author author author author |
| author_facet | Aleixo, Rodrigo Elvas Leitao, Ruben Martins, Filomena Carvalho, Ana Brigas, Amadeu Martins, Angela Nunes, Nelson |
| author_role | author |
| contributor_name_str_mv | RCIPL |
| country_str | PT |
| creators_json_txt | [{\"Person.name\":\"Aleixo, Rodrigo\"},{\"Person.name\":\"Elvas Leitao, Ruben\",\"Person.identifier.orcid\":\"0000-0002-2196-412X\"},{\"Person.name\":\"Martins, Filomena\",\"Person.identifier.orcid\":\"0000-0003-4189-1228\"},{\"Person.name\":\"Carvalho, Ana\",\"Person.identifier.orcid\":\"0000-0002-3144-2800\"},{\"Person.name\":\"Brigas, Amadeu\"},{\"Person.name\":\"Martins, Angela\",\"Person.identifier.orcid\":\"0000-0003-1637-478X\"},{\"Person.name\":\"Nunes, Nelson\",\"Person.identifier.orcid\":\"0000-0003-4499-0379\"}] |
| datacite.contributors.contributor.contributorName.fl_str_mv | RCIPL |
| datacite.creators.creator.creatorName.fl_str_mv | Aleixo, Rodrigo Elvas Leitao, Ruben Martins, Filomena Carvalho, Ana Brigas, Amadeu Martins, Angela Nunes, Nelson |
| datacite.date.Accepted.fl_str_mv | 2017-06-01T00:00:00Z |
| datacite.date.available.fl_str_mv | 2017-11-29T10:28:51Z |
| datacite.date.embargoed.fl_str_mv | 2017-11-29T10:28:51Z |
| datacite.rights.fl_str_mv | http://purl.org/coar/access_right/c_16ec |
| datacite.subjects.subject.fl_str_mv | Hierarchical MCM-22 Friedel-Crafts acylation reactions Kinetic modelling Non-linear regressions QSPR methodology |
| datacite.titles.title.fl_str_mv | Kinetic study of Friedel-Crafts acylation reactions over hierarchical MCM-22 zeolites |
| dc.contributor.none.fl_str_mv | RCIPL |
| dc.creator.none.fl_str_mv | Aleixo, Rodrigo Elvas Leitao, Ruben Martins, Filomena Carvalho, Ana Brigas, Amadeu Martins, Angela Nunes, Nelson |
| dc.date.Accepted.fl_str_mv | 2017-06-01T00:00:00Z |
| dc.date.available.fl_str_mv | 2017-11-29T10:28:51Z |
| dc.date.embargoed.fl_str_mv | 2017-11-29T10:28:51Z |
| dc.format.none.fl_str_mv | application/pdf |
| dc.identifier.none.fl_str_mv | http://hdl.handle.net/10400.21/7611 |
| dc.language.none.fl_str_mv | eng |
| dc.publisher.none.fl_str_mv | Elsevier Science |
| dc.rights.none.fl_str_mv | http://purl.org/coar/access_right/c_16ec |
| dc.subject.none.fl_str_mv | Hierarchical MCM-22 Friedel-Crafts acylation reactions Kinetic modelling Non-linear regressions QSPR methodology |
| dc.title.fl_str_mv | Kinetic study of Friedel-Crafts acylation reactions over hierarchical MCM-22 zeolites |
| dc.type.none.fl_str_mv | http://purl.org/coar/resource_type/c_6501 |
| description | Friedel-Crafts acylation was studied under mild conditions using hierarchical MCM-22 zeolites prepared by desilication and by desilication + acid treatment, using furan, pyrrole and anisole as substrates, and acetic anhydride as acylating agent. Enhanced catalysis was observed for furan and anisole, especially at short reaction times. Kinetic results modelling using non-linear regressions applied to a simplified Langmuir-Hinshelwood equation showed that desilication treatment followed by acid treatment improved kinetics (higher k and TOF). A QSPR methodology using nine substrate and zeolite descriptors was applied to model kinetics and adsorption. For both processes, the best QSPR model equations lead to the same descriptors, namely, Bronsted acidity, as zeolite's feature, and both van der Waals volume and Dimroth-Reichardt E-T(N) parameter (related to dipolarity and Lewis acidity) as substrates' characteristics. Normalization of descriptors allowed quantification of each descriptor's relative importance leading to a better understanding of the catalytic and adsorption processes. |
| dirty | 0 |
| eu_rights_str_mv | restrictedAccess |
| format | article |
| fulltext.url.fl_str_mv | https://repositorio.ipl.pt/bitstreams/59e3a23b-fa17-446d-afb4-8879afeab604/download |
| id | ripl_be81d2bfdf9dff1a20dce8cb6df7d7b9 |
| identifier.url.fl_str_mv | http://hdl.handle.net/10400.21/7611 |
| instacron_str | ipl |
| institution | Instituto Politécnico de Lisboa |
| instname_str | Instituto Politécnico de Lisboa |
| language | eng |
| network_acronym_str | ripl |
| network_name_str | Repositório Científico do Instituto Politécnico de Lisboa |
| oai_identifier_str | oai:repositorio.ipl.pt:10400.21/7611 |
| organization_str_mv | urn:organizationAcronym:ipl |
| person_str_mv | Aleixo, Rodrigo Elvas Leitao, Ruben Elvas Leitao, Ruben https://www.ciencia-id.pt/F41B-8A26-88D4 F41B-8A26-88D4 http://orcid.org/0000-0002-2196-412X 0000-0002-2196-412X Martins, Filomena Martins, Filomena https://www.ciencia-id.pt/7F12-A33A-EBAB 7F12-A33A-EBAB http://orcid.org/0000-0003-4189-1228 0000-0003-4189-1228 Carvalho, Ana Carvalho, Ana https://www.ciencia-id.pt/8011-6264-7957 8011-6264-7957 http://orcid.org/0000-0002-3144-2800 0000-0002-3144-2800 Brigas, Amadeu Martins, Angela Martins, Angela https://www.ciencia-id.pt/781F-79D3-9070 781F-79D3-9070 http://orcid.org/0000-0003-1637-478X 0000-0003-1637-478X Nunes, Nelson Nunes, Nelson https://www.ciencia-id.pt/1B16-7872-5A09 1B16-7872-5A09 http://orcid.org/0000-0003-4499-0379 0000-0003-4499-0379 |
| publishDate | 2017 |
| publisher.none.fl_str_mv | Elsevier Science |
| reponame_str | Repositório Científico do Instituto Politécnico de Lisboa |
| repository_id_str | urn:repositoryAcronym:ripl |
| service_str_mv | urn:repositoryAcronym:ripl |
| spelling | engElsevier Sciencept_PTFriedel-Crafts acylation was studied under mild conditions using hierarchical MCM-22 zeolites prepared by desilication and by desilication + acid treatment, using furan, pyrrole and anisole as substrates, and acetic anhydride as acylating agent. Enhanced catalysis was observed for furan and anisole, especially at short reaction times. Kinetic results modelling using non-linear regressions applied to a simplified Langmuir-Hinshelwood equation showed that desilication treatment followed by acid treatment improved kinetics (higher k and TOF). A QSPR methodology using nine substrate and zeolite descriptors was applied to model kinetics and adsorption. For both processes, the best QSPR model equations lead to the same descriptors, namely, Bronsted acidity, as zeolite's feature, and both van der Waals volume and Dimroth-Reichardt E-T(N) parameter (related to dipolarity and Lewis acidity) as substrates' characteristics. Normalization of descriptors allowed quantification of each descriptor's relative importance leading to a better understanding of the catalytic and adsorption processes.application/pdfpt_PTKinetic study of Friedel-Crafts acylation reactions over hierarchical MCM-22 zeolitesAleixo, RodrigoPersonalElvas Leitao, RubenDSpacehttp://dspace.org/items/440b7129-d4d9-4225-a936-ca694c0984b6DSpacehttp://dspace.org/items/440b7129-d4d9-4225-a936-ca694c0984b6Elvas LeitaoRubenCiência IDhttps://www.ciencia-id.ptF41B-8A26-88D4ORCIDhttp://orcid.org0000-0002-2196-412XResearcher IDhttps://www.researcherid.comD-2452-2009Scopus Author IDhttps://www.scopus.com55667178200PersonalMartins, FilomenaDSpacehttp://dspace.org/items/a2fde0f8-54f8-445d-9015-315e0e4ba68bDSpacehttp://dspace.org/items/a2fde0f8-54f8-445d-9015-315e0e4ba68bmartinsfilomenaCiência IDhttps://www.ciencia-id.pt7F12-A33A-EBABORCIDhttp://orcid.org0000-0003-4189-1228Researcher IDhttps://www.researcherid.comE-6287-2012Scopus Author IDhttps://www.scopus.com17342433200PersonalCarvalho, AnaDSpacehttp://dspace.org/items/5d0d14e6-8215-4437-9957-ca9185c04b66DSpacehttp://dspace.org/items/5d0d14e6-8215-4437-9957-ca9185c04b66CarvalhoAnaCiência IDhttps://www.ciencia-id.pt8011-6264-7957ORCIDhttp://orcid.org0000-0002-3144-2800Scopus Author IDhttps://www.scopus.com55611516400Brigas, AmadeuPersonalMartins, AngelaDSpacehttp://dspace.org/items/61c012c2-e555-4d7e-8fad-27b1facc34caDSpacehttp://dspace.org/items/61c012c2-e555-4d7e-8fad-27b1facc34caMartinsAngelaCiência IDhttps://www.ciencia-id.pt781F-79D3-9070ORCIDhttp://orcid.org0000-0003-1637-478XResearcher IDhttps://www.researcherid.comB-1775-2012Scopus Author IDhttps://www.scopus.com7203013509PersonalNunes, NelsonDSpacehttp://dspace.org/items/3541747c-0373-4a73-b1f3-77095e675385DSpacehttp://dspace.org/items/3541747c-0373-4a73-b1f3-77095e675385NunesNelsonCiência IDhttps://www.ciencia-id.pt1B16-7872-5A09ORCIDhttp://orcid.org0000-0003-4499-0379Researcher IDhttps://www.researcherid.comA-8516-2012Scopus Author IDhttps://www.scopus.com11540776800HostingInstitutionOrganizationalRCIPLe-mailmailto:rcaap@sp.ipl.ptrcaap@sp.ipl.ptISSNIsPartOf2468-8231DOIIsPartOf10.1016/j.mcat.2017.03.0072017-11-29T10:28:51Z2017-062017-06-01T00:00:00ZHandlehttp://hdl.handle.net/10400.21/7611http://purl.org/coar/access_right/c_16ecrestricted accessHierarchical MCM-22Friedel-Crafts acylation reactionsKinetic modellingNon-linear regressionsQSPR methodology1049825 bytesliteraturehttp://purl.org/coar/resource_type/c_6501journal articlehttp://purl.org/coar/access_right/c_16ecapplication/pdffulltexthttps://repositorio.ipl.pt/bitstreams/59e3a23b-fa17-446d-afb4-8879afeab604/downloadJournal of Molecular Catalysis A: Chemical434183175 |
| spellingShingle | Kinetic study of Friedel-Crafts acylation reactions over hierarchical MCM-22 zeolites Aleixo, Rodrigo Hierarchical MCM-22 Friedel-Crafts acylation reactions Kinetic modelling Non-linear regressions QSPR methodology |
| status | SINGLETON |
| subject.fl_str_mv | Hierarchical MCM-22 Friedel-Crafts acylation reactions Kinetic modelling Non-linear regressions QSPR methodology |
| title | Kinetic study of Friedel-Crafts acylation reactions over hierarchical MCM-22 zeolites |
| title_full | Kinetic study of Friedel-Crafts acylation reactions over hierarchical MCM-22 zeolites |
| title_fullStr | Kinetic study of Friedel-Crafts acylation reactions over hierarchical MCM-22 zeolites |
| title_full_unstemmed | Kinetic study of Friedel-Crafts acylation reactions over hierarchical MCM-22 zeolites |
| title_short | Kinetic study of Friedel-Crafts acylation reactions over hierarchical MCM-22 zeolites |
| title_sort | Kinetic study of Friedel-Crafts acylation reactions over hierarchical MCM-22 zeolites |
| topic | Hierarchical MCM-22 Friedel-Crafts acylation reactions Kinetic modelling Non-linear regressions QSPR methodology |
| topic_facet | Hierarchical MCM-22 Friedel-Crafts acylation reactions Kinetic modelling Non-linear regressions QSPR methodology |
| url | http://hdl.handle.net/10400.21/7611 |
| visible | 1 |