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AIE Based Coumarin Chromophore - Evaluation and Correlation Between Solvatochromism and Solvent Polarity Parameters

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Abstract

A new class of red emitting extensively conjugated donor-π-acceptor type dyes bearing coumarin units have been synthesized by condensation of 7-(diethylamino)-2-oxo-2 H-chromene-3-carbaldehyde with different active methylenes. All the dyes are characterized by 1H NMR, 13C NMR and HRMS spectroscopy. The photophysical behaviour and the relation between structure and properties of the coumarin “push–pull” derivatives were investigated experimentally. The dyes exhibited positive solvatochromism and solvatofluorism in solution of varying polarity. These coumarin dyes show aggregation induced emission properties with red emitting fluorescence. They show absorption in the range of 501–528 and emission in the range of 547–630 nm. We evaluated photophysical properties of coumarin dyes using solvotochromism and solvent dependent shift in the emission wavelength. All the synthesized coumarin dyes COS1-COS4 are showing very good solvatochromic properties.

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Acknowledgments

The authors are thankful to SAIF-Punjab University for recording the HRMS spectra. Sandip K. Lanke is thankful to UGC-CSIR, New Delhi for providing junior and senior research fellowships.

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  1. Department of Dyestuff Technology, Institute of Chemical Technology (Formerly UDCT),, N. P. Marg, Matunga, Mumbai, Maharashtra, 400 019, India

    Sandip K. Lanke & Nagaiyan Sekar

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Correspondence to Nagaiyan Sekar.

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Lanke, S.K., Sekar, N. AIE Based Coumarin Chromophore - Evaluation and Correlation Between Solvatochromism and Solvent Polarity Parameters. J Fluoresc 26, 497–511 (2016). https://doi.org/10.1007/s10895-015-1735-6

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