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Synthesis, structure and solvatochromic properties of 3-cyano-4,6-diphenyl-5-(3- and 4-substituted phenylazo)-2-pyridones
Sinteza, struktura i solvatohromna svojstva 3-cijano-4,6-difenil-5-(3- i 4-supstituisanih fenilazo)-2-piridona
dc.creator | Alimmari, Adel S. | |
dc.creator | Marinković, Aleksandar | |
dc.creator | Mijin, Dušan | |
dc.creator | Valentić, Nataša | |
dc.creator | Todorović, Nina | |
dc.creator | Ušćumlić, Gordana | |
dc.date.accessioned | 2021-03-10T11:16:19Z | |
dc.date.available | 2021-03-10T11:16:19Z | |
dc.date.issued | 2010 | |
dc.identifier.issn | 0352-5139 | |
dc.identifier.uri | http://TechnoRep.tmf.bg.ac.rs/handle/123456789/1598 | |
dc.description.abstract | A series of some new pyridone arylazo dyes was synthesized from the corresponding diazonium salts and 3-cyano-4,6-diphenyl-2-pyridone using the classical reaction for the synthesis of the azo compounds. The structures of these dyes were confirmed by UV-Vis, FT-IR and 1H-NMR spectroscopic techniques. The solvatochromism of the dyes was evaluated with respect to visible absorption properties in various solvents. The effects of solvent dipolarity/polarizability and solvent/solute hydrogen bonding interactions were analyzed by means of the linear solvation energy relationship concept proposed by Kamlet and Taft. The 2-pyridone/2-hydroxypiridine tautomeric equilibration was found to depend on the substituents as well as on the solvents. | en |
dc.description.abstract | Serija novih piridonskih arilazo boja je sintetisana reakcijom odgovarajućih diazonijum soli i 3-cijano-4,6-difenil-2-piridona primenom klasične sinteze azo jedinjenja. Struktura sintetisanih boja je potvrđena na osnovu podataka dobijenih iz UV, FT-IR i 1H-NMR spektara. Solvatohromna svojstva boja su procenjena u odnosu na njihovu apsorpciju u vidljivom delu spektra u različitim rastvračima. Efekti rastvarača, dipolarnost/polarizabilnost i vodonične interakcije rastvarač/rastvorak, su analizirane primenom linearne korelacije solvatohromnih efekata predložene od strane Kamlet-a i Taft-a. Tautomerna ravnoteža 2-piridon/2-hidroksipiridin zavisi kako od efekata supstituenta tako i od uticaja rastvarača. | sr |
dc.publisher | Serbian Chemical Society, Belgrade | |
dc.relation | info:eu-repo/grantAgreement/MESTD/MPN2006-2010/142063/RS// | |
dc.rights | openAccess | |
dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/4.0/ | |
dc.source | Journal of the Serbian Chemical Society | |
dc.subject | arylazo pyridone dyes | en |
dc.subject | absorption spectra | en |
dc.subject | solvent effect | en |
dc.subject | substituent effect | en |
dc.subject | tautomeric equilibration | en |
dc.title | Synthesis, structure and solvatochromic properties of 3-cyano-4,6-diphenyl-5-(3- and 4-substituted phenylazo)-2-pyridones | en |
dc.title | Sinteza, struktura i solvatohromna svojstva 3-cijano-4,6-difenil-5-(3- i 4-supstituisanih fenilazo)-2-piridona | sr |
dc.type | article | |
dc.rights.license | BY-NC-ND | |
dc.citation.epage | 1032 | |
dc.citation.issue | 8 | |
dc.citation.other | 75(8): 1019-1032 | |
dc.citation.rank | M23 | |
dc.citation.spage | 1019 | |
dc.citation.volume | 75 | |
dc.identifier.fulltext | http://TechnoRep.tmf.bg.ac.rs/bitstream/id/13465/710.pdf | |
dc.identifier.rcub | https://hdl.handle.net/21.15107/rcub_technorep_1598 | |
dc.identifier.scopus | 2-s2.0-77956426927 | |
dc.identifier.wos | 000281683900001 | |
dc.type.version | publishedVersion |