Synthesis, spectral properties and DFT/TDDFT study on novel methyl heteroazulene derivative

2012
journal article
article
cris.lastimport.scopus2024-04-07T17:51:05Z
dc.abstract.enPaper introduces new heteroazulene derivative, 10-methoxy-6-methyl-6 H -5,6,7-triazadibenzo[ f,h ] naphtho[3,2,1- cd ]azulene (MMTNA), including chemical aspects of its synthesis likewise optical absorption and fl uorescence spectra measured in several organic solvents of different polarity. The obtained experimental results are subjected to the quantum-chemical analysis based on DFT/TDDFT/PCM calculations at the B3LYP/6-31 þ G(d,p) level of theory. MMTNA demonstrates insigni fi cant sol- vatochromism of both fi rst absorption and fl uorescence bands caused mainly by a weakly polar feature of its ground and lowest excited states. Despite this the emission bands appears to be considerably red shifted with respect to relevant fi rst absorption bands resulting thus to a substantial Stokes shift. Its origin is dominated by the conformational relaxation in the excited state whereas the solvent relaxation has practically no in fl uence on the emission spectra. Low sensitivity to the host environment makes MMTNA dye perspective for a number of applications, particularly in those cases when a high stability of the emission wavelength (color) is demanded.pl
dc.affiliationWydział Chemii : Zakład Chemii Fizycznej i Elektrochemiipl
dc.contributor.authorGąsiorski, Pawełpl
dc.contributor.authorDanel, Krzysztof S.pl
dc.contributor.authorMatusiewicz, Marekpl
dc.contributor.authorUchacz, Tomasz - 162425 pl
dc.contributor.authorKityk, Andriy V.pl
dc.date.accessioned2015-09-04T07:07:51Z
dc.date.available2015-09-04T07:07:51Z
dc.date.issued2012pl
dc.description.number1-3pl
dc.description.physical1538-1543pl
dc.description.points45pl
dc.description.volume93pl
dc.identifier.doi10.1016/j.dyepig.2011.07.014pl
dc.identifier.eissn1873-3743pl
dc.identifier.issn0143-7208pl
dc.identifier.urihttp://ruj.uj.edu.pl/xmlui/handle/item/15339
dc.languageengpl
dc.language.containerengpl
dc.rights.licencebez licencji
dc.subject.enoptical absorption spectrapl
dc.subject.enpolarizable continuum model (PCM)pl
dc.subject.enfluorescence spectrapl
dc.subject.ensolvatochromismpl
dc.subject.enDFT and TDDFT calculationspl
dc.subject.enannulated heteroazulene dyespl
dc.subtypeArticlepl
dc.titleSynthesis, spectral properties and DFT/TDDFT study on novel methyl heteroazulene derivativepl
dc.title.journalDyes and Pigmentspl
dc.typeJournalArticlepl
dspace.entity.typePublication
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