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Intramolecular charge transfer emission of a new ketocyanine dye: Effects of hydrogen bonding and electrolyte

Paper ID Volume ID Publish Year Pages File Format Full-Text
27324 44016 2011 8 PDF Available
Title
Intramolecular charge transfer emission of a new ketocyanine dye: Effects of hydrogen bonding and electrolyte
Abstract

Photophysical and intramolecular charge transfer characteristics of a new ketocyanine dye namely; 2-[3-(4-dimethylaminophenyl)-allylidene]-tetralone (DMAPT) have been studied in organic solvents having different polarities and hydrogen bond donating ability by using steady-state absorption and emission techniques. Spectral data show that increasing solvent polarity results in a significant solvatochromic shift in the absorption maxima and drastic red shifts in the fluorescence maxima, indicating an intramolecular charge transfer character (ICT) of the excited state, and that the solvent-induced dipole moment change is much greater in the excited state than in the ground state. Semiempirical calculations (PM3 and ZINDO/S) were employed to understand the geometric and electronic structure of DMAPT in both ground and excited state. It reveals twisted intramolecular charge transfer character of the excited state due to photoinduced electron transfer from the dimethyl amino group to the carbonyl oxygen. Also, in order to test the sensing properties and control the intramolecular charge transfer interaction of DMAPT, the complexation behavior of DMAPT in ground and excited states with Li+, Mg2+ and Ca2+, has been studied in acetonitrile solutions. The results indicate ground state complex formation between metal ions and the dye. Values of the equilibrium constants for the interaction of metal ions with DMAPT in the S1 state have also been estimated.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Photophysics of ketocyanine dye. ► Solvato-metallochromism. ► Fluorescence sensor. ► Semi empirical calculation.

Keywords
Ketocyanine; Solvatochromic probe; Semiemperical calculation; Metal ion
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Intramolecular charge transfer emission of a new ketocyanine dye: Effects of hydrogen bonding and electrolyte
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 224, Issue 1, 15 November 2011, Pages 38–45
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
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Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
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Any Questions? feel free to contact us