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Photochemistry of 4-chlorophenol on cellulose and silica

dc.contributor.authorSilva, José P. da
dc.contributor.authorFerreira, Luís F. Vieira
dc.contributor.authorSilva, Abílio M. da
dc.contributor.authorOliveira, A. S.
dc.date.accessioned2015-06-22T14:13:52Z
dc.date.available2015-06-22T14:13:52Z
dc.date.issued2003
dc.description.abstractThe photochemistry of 4-chlorophenol (4-CP) was studied on silica and cellulose, using time-resolved diffuse reflectance techniques and product degradation analysis. The results have shown that the photochemistry of 4-CP depends on the support, on the concentration, and also on the sample preparation method. Transient absorption and photoproduct results can be understood by assuming the formation of the carbene 4-oxocyclohexa-2,5-dienylidene in both supports. On cellulose, at concentrations lower than 10 mumol g(-1), the carbene leads to the unsubstituted phenoxyl radical, and phenol is the main degradation product. At higher concentrations a new transient resulting from phenoxyl radicals coupling was also observed, and dihydroxybiphenyls are also formed. The reaction of the carbene with ground-state 4-CP was also detected through the formation of 5-chloro-2,4'-dihydroxybiphenyl. 4-Chlorophenoxyl radical and degradations products resulting from its coupling were also detected. Oxygen has little effect on the photochemistry of 4-CP on cellulose. On silica the transient benzoquinone O-oxide was formed in the presence of oxygen. Benzoquinone and hydroquinone are the main degradation products. In well-dried samples the formation of hydroquinone is reduced. At higher concentrations the same products as detected on cellulose were observed. 4-CP undergoes slow photochemical decomposition under solar radiation in both supports. The same main degradation products were observed in these conditions.
dc.identifier.doihttps://dx.doi.org/10.1021/es026448c
dc.identifier.issn0013-936X
dc.identifier.urihttp://hdl.handle.net/10400.1/6580
dc.language.isoeng
dc.peerreviewedyes
dc.publisherAmerican Chemical Society
dc.relation.isbasedonP-000-ET2
dc.titlePhotochemistry of 4-chlorophenol on cellulose and silica
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage4803
oaire.citation.issue20
oaire.citation.startPage4798
oaire.citation.titleEnvironmental Science and Technology
oaire.citation.volume37
person.familyNameDa Silva
person.givenNameJosé Paulo
person.identifier.ciencia-id3413-C4F4-73F7
person.identifier.orcid0000-0002-6458-7328
person.identifier.ridA-4606-2008
person.identifier.scopus-author-id7201733236
rcaap.rightsrestrictedAccess
rcaap.typearticle
relation.isAuthorOfPublicatione2004fa2-a47d-44b0-b11c-fc95fe51cbf9
relation.isAuthorOfPublication.latestForDiscoverye2004fa2-a47d-44b0-b11c-fc95fe51cbf9

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