Optical properties of styrylquinoline containing copolymers withdifferent substituents

Abstract

International audienceStyrylquinolines (StQs) are derivatives of stilbene and can undergo various photochemical reactions [1]. They have two activecentres: ethylene group and an endocyclic nitrogen atom. Styryl dyes [2], and styrilquinoline containing compounds were usedfor various sensitive materials, such as sensitizers or desensitizers. The development of new technologies leads to the discoveryof new applications for styrylquinoline dyes in the fields of electroluminescence [3], photochromism [4], and pharmacy [5]. Thestudy of the photochemical properties of 2-styrylquinoline and its several derivatives showed that substituents in the styrylmoiety increase the quantum efficiency of photoisomerization [6].The aim of the study was to present the influence of various substituents on luminescence and optical properties ofstyrylquinoline copolymers. The thin films of synthesized compounds were prepared using the spin-coating technique(Spin200i, POLOS) at a spin rate of 1500 rpm for 60 s. Immediately after the deposition, the films were cured in an oven at50ºC for 180 minutes in order to eliminate any residual solvent. Optical parameters were obtained from absorbancemeasurements. The luminescent properties of prepared thin layers on glass substrates were registered by the HITACHI f-2500fluorescence spectrophotometer in the range of 360-600 nm (λex. = 340 nm, Xe lamp).References:[1] E.N. Gulakova, D.V. Berdnikova, T.M. Aliyeu, Y.V. Fedorov, I.A. Godovikov, O.A. Fedorova, “Regiospecific C-N photocyclization of 2-styrylquinolines,” J. Org. Chem. 79, 5533–5537 (2014).[2] T. Deligeorgiev, A. Vasilev, S. Kaloyanova, J.J. Vaquero, “Styryl dyes – synthesis and applications during the last 15 years,” Soc. Dyers Col. 126, 55–80 (2010).[3] M. Rams-Baron, M. Dulski, A. Mrozek-Wilczkiewicz, M. Korzec, W. Cieslik, E. Spaczyńska, P. Bartczak, A. Ratuszna, J. Polanski, R. Musiol, “Synthesis of New Styrylquinoline Cellular Dyes, Fluorescent Properties, Cellular Localization and Cytotoxic Behavior,” PLoS ONE 10(6), 1-17 (2015).[4] M.F. Budyka, N.I. Potashova, T.N. Gavrishova, V.M. Li, “Design of fully photonic molecular logic gates based on the supramolecular bis-styrylquinoline dyad,” Nanotechnol. Russ. 7, 280–287 (2012).[5] F. Mao, J. Yan, J. Li, X. Jia, H. Miao, Y. Sun, L. Huang, X. Li, “New multi-target-directed small molecules against Alzheimer’s disease: a combination of resveratrol and clioquinol,” Org. Biomol. Chem. 12, 5936–5944 (2014).[6] M.F. Budyka, N.I. Potashova, T.N. Gavrishova, V.M. Li, “Photoisomerization of 2-styrylquinoline in neutral and protonated forms,” High Energy Chem. 42, 446–453 (2008)