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Effect of solvents and cyclodextrin complexation on acid–base and photophysical properties of dapoxyl dye

Paper ID Volume ID Publish Year Pages File Format Full-Text
26198 43939 2015 8 PDF Available
Title
Effect of solvents and cyclodextrin complexation on acid–base and photophysical properties of dapoxyl dye
Abstract

•Cyclodextrin induces dapoxyl dye deprotonation and modulates the excited state properties upon encapsulation.•Solvent polarity dependent photophysical properties of dapoxyl dye to understand micropolarity of cyclodextrin cavity.•Computational study to get the better insight into mode of binding of dapoxyl dye and cyclodextrin.

A pH dependent encapsulation of dapoxyl sodium sulfonate (DSS), a charge transfer (CT) dye, with α- and β-cyclodextrin (CD), macrocyclic molecules made up with sugar units, has been performed using steady-state and time-resolved fluorescence measurements; both confirm the formation of an efficient inclusion complex with both non-protonated and protonated form of DSS. Moreover, the fluorescence intensity is affected due to modulation of acid-dissociation constant by CD encapsulation as a consequence of preferential binding affinities with different prototopic forms of DSS. In particular, we observed that the relocation of DSS from water into the less polar hydrophobic cavity of CD causes huge fluorescence enhancement in water. Our investigation reveals that the micro-polarity inside β-CD cavity is akin to methanol–water (1:1) mixtures.

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Keywords
Fluorescence; Cyclodextrin; Charge transfer dye; Acid-dissociation constant; Micro-polarity
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Effect of solvents and cyclodextrin complexation on acid–base and photophysical properties of dapoxyl dye
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 306, 15 June 2015, Pages 47–54
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
Online Support
Any Questions? feel free to contact us