Solvent dependent photoswitching and emission of diarylethenes with a π-conjugated push-pull system

Solvent dependent photoswitching and emission of diarylethenes with a π-conjugated push-pull system Full article

Journal

Journal of Luminescence
ISSN: 1872-7883 , E-ISSN: 0022-2313

Output data

Year: 2022, Volume: 241, Article number : 118472, Pages count : DOI: 10.1016/j.jlumin.2021.118472

Authors

Glebov Evgeni M. ^1,2 , Semionova Veronica V. ² , Lazareva Sofia K. ¹ , Smolentsev Artem B. ² , Fedunov Roman G. ^1,2 , Shirinian Valerii Z. ³ , Lvov Andrey G. ^4,5

Affiliations

1	Novosibirsk State University, 2 Pirogova Str., 630090, Novosibirsk, Russia
2	V.V. Voevodsky Institute of Chemical Kinetics and Combustion, Siberian Branch of the Russian Academy of Sciences, 3 Institutskaya Str., 630090, Novosibirsk, Russia
3	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47, Leninsky prosp., 119991, Moscow, Russia
4	A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky St., Irkutsk, 664033, Russia
5	Irkutsk National Research Technical University 83, Lermontov St., Irkutsk, 664074, Russia

Introduction of push-pull system between carbonyl and dimethylamino groups in the ethene bridge of diarylethene provides access to multifunctional fluorescent switches, responsible for various stimuli (UV and visible light, solvent polarity, and pH change). In this work a thorough study of luminescent and photochromic properties of three cyclopentenone-based derivatives in various solvents was performed. Quantum yields of luminescence as well as forward and backward photochemical reactions were measured, and the kinetic properties of the luminescence decay were determined. The ICT (intramolecular charge transfer) excited state is responsible for the emissive properties, which determines the strong dependence of the emissive properties vs. solvent polarity. Kinetic behavior of the luminescence and its dependence of solvent polarity were explained by the model based on the equilibrium between two isomers of the DAEs open form (parallel, P, and anti-parallel, AP). Dialkylaminobenzylidene moiety, conjugated with cyclopentenone bridge, provides unique combination of bidirectional manipulation by visible light only and complex switching behavior, presumably associated with competitive processes of 6π-electrocyclization and E-/Z-isomerization.

Glebov E.M. , Semionova V.V. , Lazareva S.K. , Smolentsev A.B. , Fedunov R.G. , Shirinian V.Z. , Lvov A.G.
Solvent dependent photoswitching and emission of diarylethenes with a π-conjugated push-pull system
Journal of Luminescence. 2022. V.241. 118472 . DOI: 10.1016/j.jlumin.2021.118472 WOS Scopus OpenAlex

Web of science:	WOS:000710268600009
Scopus:	2-s2.0-85116119276
OpenAlex:	W3204387288

DB	Citing
OpenAlex	15
Scopus	14
Web of science	14