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dc.creatorDostanić, Jasmina
dc.creatorLončarević, Davor
dc.creatorZlatar, Matija
dc.creatorVlahović, Filip
dc.creatorJovanović, Dušan M.
dc.date.accessioned2019-05-30T07:39:05Z
dc.date.available2018-10-05
dc.date.issued2016
dc.identifier.issn0304-3894
dc.identifier.urihttp://cer.ihtm.bg.ac.rs/handle/123456789/2910
dc.description.abstractA series of arylazo pyridone dyes was synthesized by changing the type of the substituent group in the diazo moiety, ranging from strong electron-donating to strong electron-withdrawing groups. The structural and electronic properties of the investigated dyes was calculated at the M062X/6-31 + G(d,p) level of theory. The observed good linear correlations between atomic charges and Hammett sigma(p) constants provided a basis to discuss the transmission of electronic substituent effects through a dye framework. The reactivity of synthesized dyes was tested through their decolorization efficiency in TiO2 photocatalytic system (Degussa P-25). Quantitative structure activity relationship analysis revealed a strong correlation between reactivity of investigated dyes and Hammett substituent constants. The reaction was facilitated by electron-withdrawing groups, and retarded by electron-donating ones. Quantum mechanical calculations was used in order to describe the mechanism of the photocatalytic oxidation reactions of investigated dyes and interpret their reactivities within the framework of the Density Functional Theory (DFT). According to DFT based reactivity descriptors, i.e. Fukui functions and local softness, the active site moves from azo nitrogen atom linked to benzene ring to pyridone carbon atom linked to azo bond, going from dyes with electron-donating groups to dyes with electron-withdrawing groups.en
dc.publisherElsevier Science Bv, Amsterdam
dc.relationinfo:eu-repo/grantAgreement/MESTD/Integrated and Interdisciplinary Research (IIR or III)/45001/RS//
dc.rightsembargoedAccess
dc.sourceJournal of Hazardous Materials
dc.subjectArylazo pyridone dyesen
dc.subjectSubstituent effecten
dc.subjectPhotocatalysisen
dc.subjectHammett equationen
dc.subjectDFT-ab initio calculationsen
dc.subjectFukui functionsen
dc.titleQuantitative structure-activity relationship analysis of substituted arylazo pyridone dyes in photocatalytic system: Experimental and theoretical studyen
dc.typearticle
dc.rights.licenseBY-NC-ND
dcterms.abstractДостанић, Јасмина; Јовановић, Душан М.; Влаховиц, Ф; Златар, Матија; Лончаревић, Давор;
dc.citation.volume316
dc.citation.spage26
dc.citation.epage33
dc.citation.other316: 26-33
dc.citation.rankaM21
dc.description.otherThis is peer-reviewed version of the manuscript: [https://doi.org/10.1016/j.jhazmat.2016.05.015]
dc.description.other[http://cer.ihtm.bg.ac.rs/handle/123456789/1851]
dc.identifier.pmid27209516
dc.identifier.doi10.1016/j.jhazmat.2016.05.015
dc.identifier.rcubConv_3564
dc.identifier.fulltexthttp://cer.ihtm.bg.ac.rs/bitstream/id/7048/j.jhazmat.2016.05.015.pdf
dc.identifier.scopus2-s2.0-84968867079
dc.identifier.wos000379564700004
dc.type.versionacceptedVersion


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