Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, volume 265, pages 120393

Effects of ms-aryl substitution on the structure and spectral properties of new CH(Ar)-bis(BODIPY) luminophores

Publication typeJournal Article
Publication date2022-01-01
Quartile SCImago
Q2
Quartile WOS
Q1
Impact factor4.4
ISSN13861425
Spectroscopy
Analytical Chemistry
Atomic and Molecular Physics, and Optics
Instrumentation
Abstract
• New CH(Ar)-bis(BODIPY)s were synthesized; • The CH(Ar)-bis(BODIPY)s are characterized by conformational mobility; • The CH(Ar)-bis(BODIPY)s are highly sensitive to the environment nature; • The CH(MeOPh)-bis(BODIPY) 3 is the most sensitive towards medium microviscosity; • Dye 3 is promising as a fluorescent sensor of environment local polarity and viscosity. In this article, we present synthesis, spectral characteristics, and results of DFT calculations of new CH(R)-bis(BODIPY) 1 – 3 . They are characterized by the conformational mobility and sensitivity of fluorescence to polarity, proton-, electron donor ability and viscosity of the solvation environment. It is shown that fluorescence intensity of 1 – 3 increases in the homologous series of alcohols (ethanol, 1-propanol, 1-butanol, 1-octanol, 1-decanol) mainly due to decrease of medium acidic properties. The viscosity of the medium effects on the 1 – 3 fluorescence in a lesser degree. Compared to 1 and 2, the 3 is the most sensitive towards viscosity both in low-viscosity homologous alcohols and in high-viscosity ethanol-glycerol mixtures. In this regard, the sensitivity of fluorescence of CH(MeOPh)-bis(BODIPY) (compound 3 ) to the viscosity was studied in binary mixtures of polar DMF and low-polarity toluene with castor and vaseline oils, as well as to the macroviscosity of the solvate environment in mixtures of toluene with polystyrene. Prospects of the practical application of CH(R)-bis(BODIPY)s are proposed for the analysis of polarity, proton-donor properties and viscosity of the medium.

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Antina E. V. et al. Effects of ms-aryl substitution on the structure and spectral properties of new CH(Ar)-bis(BODIPY) luminophores // Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy. 2022. Vol. 265. p. 120393.
GOST all authors (up to 50) Copy
Antina E. V., Kalyagin A. A., Ksenofontov A. A., R. Islamov D., Berezin M. B., Antina L. A., Ksenofontov A., Pavelyev R. S., Lodochnikova O. A., Berezin M. Y. Effects of ms-aryl substitution on the structure and spectral properties of new CH(Ar)-bis(BODIPY) luminophores // Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy. 2022. Vol. 265. p. 120393.
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TY - JOUR
DO - 10.1016/j.saa.2021.120393
UR - https://doi.org/10.1016%2Fj.saa.2021.120393
TI - Effects of ms-aryl substitution on the structure and spectral properties of new CH(Ar)-bis(BODIPY) luminophores
T2 - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
AU - Antina, Elena V
AU - Kalyagin, Alexander A
AU - Ksenofontov, Alexander A
AU - R. Islamov, Daut
AU - Berezin, Mikhail B
AU - Antina, Lubov A
AU - Ksenofontov, A.L.
AU - Pavelyev, Roman S.
AU - Lodochnikova, Olga A.
AU - Berezin, Mikhail Y.
PY - 2022
DA - 2022/01/01 00:00:00
PB - Elsevier
SP - 120393
VL - 265
SN - 1386-1425
ER -
BibTex
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@article{2022_Antina,
author = {Elena V Antina and Alexander A Kalyagin and Alexander A Ksenofontov and Daut R. Islamov and Mikhail B Berezin and Lubov A Antina and A.L. Ksenofontov and Roman S. Pavelyev and Olga A. Lodochnikova and Mikhail Y. Berezin},
title = {Effects of ms-aryl substitution on the structure and spectral properties of new CH(Ar)-bis(BODIPY) luminophores},
journal = {Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy},
year = {2022},
volume = {265},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016%2Fj.saa.2021.120393},
pages = {120393},
doi = {10.1016/j.saa.2021.120393}
}
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