Dyes and Pigments, volume 199, pages 110043

Novel polychromogenic fluorine-substituted spiropyrans demonstrating either uni- or bidirectional photochromism as multipurpose molecular switches

Lukyanova Maria B 1
Borodkin Gennady S 1
Tkachev Valery V. 2
El Sewify Islam M 1, 3
Dorogan Igor V 1
Aldoshin Sergey M. 2
Lukyanov Boris S 1
Publication typeJournal Article
Publication date2022-03-01
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor4.5
ISSN01437208, 18733743
General Chemical Engineering
Process Chemistry and Technology
Abstract
Novel photochromic spiropyrans (SPPs) of the indoline series with fluorine substituents and cationic fragments or formyl groups at positions 6′ and 8′ of the 2H-chromene moiety were synthesized using a simple one-pot method. Molecular structures of 8′-fluorine-substituted compounds were refined by single-crystal X-ray, which revealed that both SPPs exist in their merocyanine forms in a crystalline state. It was established, that structure-related photochromic transformations of studied SPPs include: positive photochromism for SPPs with a vinyl-3H-indolium fragment or a formyl group at position 8′ of the benzopyran moiety; negative photochromism for SPP with a vinyl-3H-indolium fragment at position 6′ of the molecule; both positive and negative photochromism for SPP with a formyl group in position 6′ of the molecule, demonstrating the properties of photochromic “balance”. The polychromogenicity of the obtained compounds allows them to be considered as fluorescent molecular switches and bipolar absorption switches.

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Pugachev A. D. et al. Novel polychromogenic fluorine-substituted spiropyrans demonstrating either uni- or bidirectional photochromism as multipurpose molecular switches // Dyes and Pigments. 2022. Vol. 199. p. 110043.
GOST all authors (up to 50) Copy
Pugachev A. D., Ozhogin I. V., Makarova N. I., Rostovtseva I. A., Lukyanova M. B., Kozlenko A. S., Borodkin G. S., Tkachev V. V., El Sewify I. M., Dorogan I. V., Metelitsa A. V., Aldoshin S. M., Lukyanov B. S. Novel polychromogenic fluorine-substituted spiropyrans demonstrating either uni- or bidirectional photochromism as multipurpose molecular switches // Dyes and Pigments. 2022. Vol. 199. p. 110043.
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RIS Copy
TY - JOUR
DO - 10.1016/j.dyepig.2021.110043
UR - https://doi.org/10.1016%2Fj.dyepig.2021.110043
TI - Novel polychromogenic fluorine-substituted spiropyrans demonstrating either uni- or bidirectional photochromism as multipurpose molecular switches
T2 - Dyes and Pigments
AU - Pugachev, A. D.
AU - Ozhogin, Ilya V
AU - Makarova, N. I.
AU - Rostovtseva, I. A.
AU - Lukyanova, Maria B
AU - Kozlenko, Anastasia S
AU - Borodkin, Gennady S
AU - Tkachev, Valery V.
AU - El Sewify, Islam M
AU - Dorogan, Igor V
AU - Metelitsa, Anatoly V.
AU - Aldoshin, Sergey M.
AU - Lukyanov, Boris S
PY - 2022
DA - 2022/03/01 00:00:00
PB - Elsevier
SP - 110043
VL - 199
SN - 0143-7208
SN - 1873-3743
ER -
BibTex
Cite this
BibTex Copy
@article{2022_Pugachev,
author = {A. D. Pugachev and Ilya V Ozhogin and N. I. Makarova and I. A. Rostovtseva and Maria B Lukyanova and Anastasia S Kozlenko and Gennady S Borodkin and Valery V. Tkachev and Islam M El Sewify and Igor V Dorogan and Anatoly V. Metelitsa and Sergey M. Aldoshin and Boris S Lukyanov},
title = {Novel polychromogenic fluorine-substituted spiropyrans demonstrating either uni- or bidirectional photochromism as multipurpose molecular switches},
journal = {Dyes and Pigments},
year = {2022},
volume = {199},
publisher = {Elsevier},
month = {mar},
url = {https://doi.org/10.1016%2Fj.dyepig.2021.110043},
pages = {110043},
doi = {10.1016/j.dyepig.2021.110043}
}
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