Journal of Photochemistry and Photobiology A: Chemistry, volume 423, pages 113620
Effect of meso-substituents and solvent on the photo- and thermal stability of BODIPY dyes
Publication type: Journal Article
Publication date: 2022-01-01
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 4.3
ISSN: 10106030, 18732666
General Chemistry
General Chemical Engineering
General Physics and Astronomy
Abstract
• Effect of meso -substituents and solvent on the photo- and thermal stability of BODIPY dyes were investigated. • The introduction into the meso -spacer of the groups (CH 2 ) n COOH or (CH 2 ) n COOCH 3 stabilizes the dyes. • The specific solvation of BODIPYs by polar solvents (DMSO) increases the dyes photo-destruction to ∼10 times. • The high photo- and thermal stability of meso -substituted BODIPY makes them promising dyes for practical purposes. In this paper, the effect of meso -substituents nature and solvent properties on the photo- and thermal stability of BODIPYs, was studied. It was found that the replacement of the hydrogen atom in the methine bridge by CH 3 group, carboxylic acid residues (CH 2 ) n COOH or their esters (CH 2 ) n COOCH 3 (where n = 3, 4) significantly increases the photo- and thermal stability of meso -substituted dyes compared to meso -unsubstituted analog that is in good agreement with the results of NBO analysis. It has been established that the photooxidation process of dyes in solutions proceeds more efficiently in aromatic toluene (in ∼2–3 times) and, especially, in the electron donor DMSO (in ∼10 times) compared to non-polar cyclohexane, which is due to the specific solvation of dye molecules by aromatic and polar solvents.
Citations by journals
|
1
|
|
|
Coordination Chemistry Reviews
|
Coordination Chemistry Reviews
1 publication, 14.29%
|
|
Journal of Molecular Liquids
|
Journal of Molecular Liquids
1 publication, 14.29%
|
|
Physical Chemistry Chemical Physics
|
Physical Chemistry Chemical Physics
1 publication, 14.29%
|
|
Journal of Photochemistry and Photobiology A: Chemistry
|
Journal of Photochemistry and Photobiology A: Chemistry
1 publication, 14.29%
|
|
Polymer
|
Polymer
1 publication, 14.29%
|
|
New Journal of Chemistry
|
New Journal of Chemistry
1 publication, 14.29%
|
|
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
|
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
1 publication, 14.29%
|
|
1
|
Citations by publishers
|
1
2
3
4
5
|
|
|
Elsevier
|
Elsevier
5 publications, 71.43%
|
|
Royal Society of Chemistry (RSC)
|
Royal Society of Chemistry (RSC)
2 publications, 28.57%
|
|
1
2
3
4
5
|
- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
{"yearsCitations":{"type":"bar","data":{"show":true,"labels":[2022,2023,2024],"ids":[0,0,0],"codes":[0,0,0],"imageUrls":["","",""],"datasets":[{"label":"Citations number","data":[1,4,2],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6"],"percentage":["14.29","57.14","28.57"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"journals":{"type":"bar","data":{"show":true,"labels":["Coordination Chemistry Reviews","Journal of Molecular Liquids","Physical Chemistry Chemical Physics","Journal of Photochemistry and Photobiology A: Chemistry","Polymer","New Journal of Chemistry","Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy"],"ids":[13437,13597,1773,18164,19955,1404,6337],"codes":[0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp"],"datasets":[{"label":"","data":[1,1,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[14.29,14.29,14.29,14.29,14.29,14.29,14.29],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Journals","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"publishers":{"type":"bar","data":{"show":true,"labels":["Elsevier","Royal Society of Chemistry (RSC)"],"ids":[17,123],"codes":[0,0],"imageUrls":["\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp"],"datasets":[{"label":"","data":[5,2],"backgroundColor":["#3B82F6","#3B82F6"],"percentage":[71.43,28.57],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}
Metrics
Cite this
GOST |
RIS |
BibTex
Cite this
GOST
Copy
Berezin M. B. et al. Effect of meso-substituents and solvent on the photo- and thermal stability of BODIPY dyes // Journal of Photochemistry and Photobiology A: Chemistry. 2022. Vol. 423. p. 113620.
GOST all authors (up to 50)
Copy
Berezin M. B., Antina E. V., Guseva G. B., Nuraneeva E. N., Berezin M. Y. Effect of meso-substituents and solvent on the photo- and thermal stability of BODIPY dyes // Journal of Photochemistry and Photobiology A: Chemistry. 2022. Vol. 423. p. 113620.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1016/j.jphotochem.2021.113620
UR - https://doi.org/10.1016%2Fj.jphotochem.2021.113620
TI - Effect of meso-substituents and solvent on the photo- and thermal stability of BODIPY dyes
T2 - Journal of Photochemistry and Photobiology A: Chemistry
AU - Berezin, Mikhail B
AU - Antina, Elena V
AU - Guseva, Galina B
AU - Nuraneeva, Ekaterina N
AU - Berezin, Mikhail Y.
PY - 2022
DA - 2022/01/01 00:00:00
PB - Elsevier
SP - 113620
VL - 423
SN - 1010-6030
SN - 1873-2666
ER -
Cite this
BibTex
Copy
@article{2022_Berezin,
author = {Mikhail B Berezin and Elena V Antina and Galina B Guseva and Ekaterina N Nuraneeva and Mikhail Y. Berezin},
title = {Effect of meso-substituents and solvent on the photo- and thermal stability of BODIPY dyes},
journal = {Journal of Photochemistry and Photobiology A: Chemistry},
year = {2022},
volume = {423},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016%2Fj.jphotochem.2021.113620},
pages = {113620},
doi = {10.1016/j.jphotochem.2021.113620}
}