A. Kalinin, O. Fominykh and M. Balakina
Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russian Federation

Part of the book: Advances in Chemistry Research. Volume 77

Abstract

Original and literature data on the synthesis, photophysical, and nonlinear optical (NLO) characteristics of aminostyryl quinoxaline-based chromophores with quinoxaline moiety acting either as acceptor (D-π-A) or core of the π-electron bridge (D-π-A-π-D or D-π-A-π-A¢ chromophores, where A = quinoxaline) are summarized. The results of experimental studies and quantum chemical calculations of chromophores molecular characteristics (absorption/emission maxima, solvatochromism, dipole moments, first hyperpolarizability values) are considered. Dyes D-π-A and D-π-A-π-D exhibit luminescent properties providing the development of various sensors (for pH, metal ions), dye-sensitized solar cells (DSSC) and OLED devices on their basis. They can manifest halochromism, mechanofluorochromism, as well as the ability of gelation. Derivaties of D-π-A showed diuretic, anticancer, antibacterial, and antifungal activity; they can also be used as new fluorescent probes for amyloid-b fibrils. D-π-A-π-A¢ dyes with D-vinylene and A¢-vinylene terminal fragments, attached to 5 and 8 sites of quinoxaline core, were used for DSSC. D-π-A-π-A¢ dyes with D-vinylene and A¢-vinylene terminal fragments, attached to 7 and 3 sites of quinoxalin(on)e core, demonstrate no luminescence but manifest significant nonlinear-optical properties.

Keywords: quinoxaline, chromophore, photophysical characteristics, luminescence, DSSC, nonlinear optical properties, second harmonics generation

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