Features of complex formation of dimethylamine derivative of styryl dye with cucurbit uril

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Abstract

The features of complex formation of the styryl dye 4-{(E)-2-[4-(dimethylamino)phenyl]vinyl}-1-methylpyridinium iodide (DASPI) in an aqueous solution of cucurbit[7]uril (CB7) were studied using steady-state and time-resolved fluorescence spectroscopy. It was found that the formation of 12 : 12 inclusion complexes causes significant changes in the absorption spectra and stimulates emission from a higher excited electronic state in the 400 nm band. The binding constants of the inclusion complexes DASPI and CB7 of composition 12 : 11 logK1 = 5.5 and composition 12 : 12 logK2 = 5.1 were determined in this band using fluorescence titration. These changes can be attributed to the influence of the electrostatic field of the CB7 portals on the conjugated system of double bonds of DASPI.

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About the authors

D. A. Ivanov

National Research Center “Kurchatov Institute”

Author for correspondence.
Email: ivanovd@photonics.ru
Russian Federation, Moscow

O. P. Kolesnikova

Moscow Institute of Physics and Technology (National Research University)

Email: ivanovd@photonics.ru
Russian Federation, Dolgoprudny

I. V. Kryukov

National Research Center “Kurchatov Institute”

Email: ivanovd@photonics.ru
Russian Federation, Moscow

N. Kh. Petrov

National Research Center “Kurchatov Institute”; Moscow Institute of Physics and Technology (National Research University)

Email: ivanovd@photonics.ru
Russian Federation, Moscow; Dolgoprudny

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Supplementary files

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2. Fig. 1. Structural formulas of the styryl dye DASPI and cucurbit[7]uril.

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3. Fig. 2. Absorption spectra of aqueous solutions of 10–4 M DASPI dye: (a) free, (b) in the presence of 3 equiv. CB7.

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4. Fig. 3. Fluorescence spectra of an aqueous solution of DASPI as a function of the molar ratio of cucurbit[7]uril to the dye (excitation at 450 nm); inset: dependence of the maximum fluorescence value on the molar ratio of CB7 to DASPI.

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5. Fig. 4. Fluorescence spectra of an aqueous solution of DASPI dye depending on the molar ratio of cucurbit[7]uril to dye (excitation 330 nm).

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6. Fig. 5. Fluorescence intensity maxima (400 nm) of 12:12 complexes of DASPI dye (concentration 10–5 mol/L) and CB7 as a function of cucubituril concentration (dots). The solid curve is an approximation of the experimental data using the chosen model of formation of 2:1 complexes (see text).

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