Journal
JOURNAL OF MOLECULAR LIQUIDS
Volume 337, Issue -, Pages -Publisher
ELSEVIER
DOI: 10.1016/j.molliq.2021.116416
Keywords
Bis(BODIPY); Fluorescent sensor; Exciton splitting; Polarity and acidity; Specific interactions; Viscosity
Funding
- Russian Foundation for Basic Research [19-33-90115]
- RFBR
- Ivanovo Region [20-43-370011]
- Council on grants of the President of the Russian Federation [MR-197.2021.1.3]
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This paper presents a detailed comparative analysis of the spectral properties of bis(BODIPY) dyes in various organic solvents, revealing the sensitivity of these dyes to the polarity and acidity of the media. The fluorescence quenching efficiency of dimeric dyes in alcohols is determined by both universal and specific interactions. The fluorescence quantum yield of bis(BODIPY)s varies in different solvents, with an increase in alcohols of the homologous series and in viscous ethanol-glycerol mixtures due to limited dye molecule conformational mobility.
In this paper, detailed comparative analysis of the spectral properties of bis(BODIPY) dyes in various organic solvents: saturated aromatic hydrocarbons, homologous series of alcohols (CnOH, n = 2-4, 8, 10) and mixture of ethanol-glycerol with different viscosity was carried out. In bis(BODIPY) dimeric molecules, the BODIPY chromophore domains are linked by a methylene spacer at the 2,2-, 2,3-, or 3,3-positions (1, 2, and 3 respectively). The absorption spectra of the bis(BODIPY)s exhibit exciton splitting of band maxima. We showed that bis(BODIPY)s are sensitive to the polarity and acidity of media due to its structural features. The mechanism of fluorescence quenching of 1-3 in the series of alcohols are explained in detail. It has been established that the fluorescence quenching efficiency of dimeric dyes in alcohols is determined by both universal and specific interactions. The fluorescence quantum yield of bis(BODIPY)s is minimal in ethanol and increases in the alcohols homologous series due to a reduction in medium polarity and the stability of the bis(BODIPY)(Solv)(2) supramolecular structures. In viscous ethanol-glycerol mixtures, fluorescence of 1-3 increases because of the limitation of the dye molecules conformational mobility. The results of the study allow us to predict the possibility of practical application of 1-3 as alcohols fluorescent sensors in various media. (C) 2021 Published by Elsevier B.V.
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