Dyes and Pigments, volume 199, pages 110043
Novel polychromogenic fluorine-substituted spiropyrans demonstrating either uni- or bidirectional photochromism as multipurpose molecular switches
Pugachev A. D.
1
,
Ozhogin Ilya V
1
,
Makarova N. I.
1
,
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
3
Department of Chemistry, Faculty of Science, Ain Shams University, 11566, Cairo, Abbassia, Egypt
|
Publication type: Journal Article
Publication date: 2022-03-01
Journal:
Dyes and Pigments
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 4.5
ISSN: 01437208, 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.
Citations by journals
1
2
|
|
Russian Chemical Bulletin
|
Russian Chemical Bulletin
2 publications, 10.53%
|
Chemistry of Heterocyclic Compounds
|
Chemistry of Heterocyclic Compounds
1 publication, 5.26%
|
MolBank
|
MolBank
1 publication, 5.26%
|
Results in Chemistry
|
Results in Chemistry
1 publication, 5.26%
|
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
|
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
1 publication, 5.26%
|
Topics in Current Chemistry
|
Topics in Current Chemistry
1 publication, 5.26%
|
Cellulose
|
Cellulose
1 publication, 5.26%
|
Molecules
|
Molecules
1 publication, 5.26%
|
Soft Matter
|
Soft Matter
1 publication, 5.26%
|
Materials Chemistry Frontiers
|
Materials Chemistry Frontiers
1 publication, 5.26%
|
New Journal of Chemistry
|
New Journal of Chemistry
1 publication, 5.26%
|
Photochemical and Photobiological Sciences
|
Photochemical and Photobiological Sciences
1 publication, 5.26%
|
Materials Chemistry and Physics
|
Materials Chemistry and Physics
1 publication, 5.26%
|
Mendeleev Communications
|
Mendeleev Communications
1 publication, 5.26%
|
Materials Science and Engineering B: Solid-State Materials for Advanced Technology
|
Materials Science and Engineering B: Solid-State Materials for Advanced Technology
1 publication, 5.26%
|
Coordination Chemistry Reviews
|
Coordination Chemistry Reviews
1 publication, 5.26%
|
Dyes and Pigments
|
Dyes and Pigments
1 publication, 5.26%
|
ChemistrySelect
|
ChemistrySelect
1 publication, 5.26%
|
1
2
|
Citations by publishers
1
2
3
4
5
6
7
|
|
Elsevier
|
Elsevier
7 publications, 36.84%
|
Springer Nature
|
Springer Nature
6 publications, 31.58%
|
Royal Society of Chemistry (RSC)
|
Royal Society of Chemistry (RSC)
3 publications, 15.79%
|
Multidisciplinary Digital Publishing Institute (MDPI)
|
Multidisciplinary Digital Publishing Institute (MDPI)
2 publications, 10.53%
|
Wiley
|
Wiley
1 publication, 5.26%
|
1
2
3
4
5
6
7
|
- 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":[2,13,4],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6"],"percentage":["10.53","68.42","21.05"],"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":["Russian Chemical Bulletin","Chemistry of Heterocyclic Compounds","MolBank","Results in Chemistry","Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy","Topics in Current Chemistry","Cellulose","Molecules","Soft Matter","Materials Chemistry Frontiers","New Journal of Chemistry","Photochemical and Photobiological Sciences","Materials Chemistry and Physics","Mendeleev Communications","Materials Science and Engineering B: Solid-State Materials for Advanced Technology","Coordination Chemistry Reviews","Dyes and Pigments","ChemistrySelect"],"ids":[10918,16828,20017,27927,6337,23927,16441,1770,15507,7063,1404,2532,12041,5294,11035,13437,10101,8021],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp"],"datasets":[{"label":"","data":[2,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[10.53,5.26,5.26,5.26,5.26,5.26,5.26,5.26,5.26,5.26,5.26,5.26,5.26,5.26,5.26,5.26,5.26,5.26],"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","Springer Nature","Royal Society of Chemistry (RSC)","Multidisciplinary Digital Publishing Institute (MDPI)","Wiley"],"ids":[17,8,123,202,11],"codes":[0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp"],"datasets":[{"label":"","data":[7,6,3,2,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[36.84,31.58,15.79,10.53,5.26],"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
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.
Cite this
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 -
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}
}