Solvatochromic studies of pull-push molecules containing dimethylaniline and aromatic hydrocarbon linked by an acetylene unit

Irena Bylińska , Małgorzata Wierzbicka , Cezary Czaplewski , Wiesław Wiczk

Abstract

Pull–push molecules containing dimethylaniline and aromatic hydrocarbon linked by an acetylene unit were studied using spectroscopic methods and DFT theoretical calculations. Spectral and photophysical properties of N,N-dimethyl-4-(naphthalen-1-ylethynyl)aniline, N,N-dimethyl-4-(naphthalen-2-ylethynyl)aniline, 4-(athracen-9-ylethynyl)-N,N-dimethylaniline were studied in 26 solvents (non-polar, polar aprotic and protic). The influence of solvent properties on the spectral and photophysical properties of the compounds studied was analyzed using empirical Riechardt's solvent polarity index as well as Catalán and Kamlet–Tatf multi-parameter solvent scales. The change of the dipole moment in the excited state was estimated based on Bilot–Kawski theory. Using the solvatochromic method, the change of hydrogen bond energy in the excited state was calculated. Theoretical calculations confirm the conclusions arising from experimental studies.
Author Irena Bylińska (FCh / DBCh / LP)
Irena Bylińska,,
- Laboratory of Photobiophysics
, Małgorzata Wierzbicka (FCh / DBCh / LP)
Małgorzata Wierzbicka,,
- Laboratory of Photobiophysics
, Cezary Czaplewski (FCh / DTCh / LSP)
Cezary Czaplewski,,
- Laboratory of Simulation of Polymers
, Wiesław Wiczk (FCh / DBCh / LP)
Wiesław Wiczk,,
- Laboratory of Photobiophysics
Journal seriesRSC Advances, ISSN 2046-2069, (A 30 pkt)
Issue year2014
Vol4
No90
Pages48783-48795
Publication size in sheets0.6
DOIDOI:10.1039/c4ra06999d
URL http://pubs.rsc.org/en/content/articlepdf/2014/ra/c4ra06999d
Languageen angielski
LicenseJournal (articles only); published final; Uznanie Autorstwa - Użycie Niekomercyjne (CC-BY-NC); with publication
Score (nominal)35
ScoreMinisterial score = 35.0, 20-12-2017, ArticleFromJournal
Ministerial score (2013-2016) = 35.0, 20-12-2017, ArticleFromJournal
Publication indicators WoS Impact Factor: 2014 = 3.84 (2) - 2014=3.907 (5)
Citation count*9 (2018-10-22)
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