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Fluorescent Styryl Dyes Based on Novel 4-Methoxy-9-Methyi-9H-Carbazole-3-Carbaldehyde—Synthesis, Photophysical Properties and DFT Computations

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Abstract

Novel carbazole based styryl derivatives (6a–6c) having styryl group at third position and a methoxy substitution were synthesized by condensing 4-methoxy-9-methyl-9H-carbazole-3-carbaldehyde 3 and different active methylene derivatives (5a–5c). Evaluated photophysical properties of these synthesized novel chromophores, studied the effect of solvent polarity on absorption, emission and quantum yield of these styryl derivatives. DFT and TD-DFT computations are carried out to study structural, molecular, electronic and photophysical parameters of dyes. The ratio of ground state to excited state dipole moment was calculated using Bakhshiev and Kawski-Chamma-Viallet correlations.

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Acknowledgments

The authors (Prashant Umape and Yogesh Gawale) are thankful to UGC for providing fellowship under UGC-SAP programme.

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Authors and Affiliations

  1. Tinctorial Chemistry Group, Department of Dyestuff Technology, Institute of Chemical Technology (Formerly UDCT), Nathalal Parekh Marg, Matunga, Mumbai, 400 019, India

    Prashant G. Umape, Yogesh Gawale & Nagaiyan Sekar

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  1. Prashant G. Umape
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  2. Yogesh Gawale
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  3. Nagaiyan Sekar
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Correspondence to Nagaiyan Sekar.

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Umape, P.G., Gawale, Y. & Sekar, N. Fluorescent Styryl Dyes Based on Novel 4-Methoxy-9-Methyi-9H-Carbazole-3-Carbaldehyde—Synthesis, Photophysical Properties and DFT Computations. J Fluoresc 24, 1087–1098 (2014). https://doi.org/10.1007/s10895-014-1389-9

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