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Novel Fluorescent Phenazines : Synthesis, Characterization, Photophysical Properties and DFT Calculations

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Abstract

The organic compounds with donor-π-bridge-acceptor type of architecture are of great interest for application as semiconductors. The synthesized compounds are obtained from 4-morpholino naphthalene-1,2-dione and 4-(4-(diethylamino) phenyl)naphthalene-1,2-dione and mono substituted ortho-phenylene diamines by condensation reaction. The donor groups are morpholinyl and N,N-diethylamino phenyl moieties, whereas acceptors are substituted phenazines. The synthesized molecules were characterized by spectral analysis.. The effect of the substitution has been studied on the basis of photophysical properties of the molecules. The halochromism behaviour of the molecule shows that at low to moderate acidity they respond differently with two types of donors. DFT computations were used in conjunction with NMR analysis to determine the ratio of the positional isomers.

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Acknowledgments

Abhinav Tathe is thankful to University Grants Commission, New Delhi for JRF and SRF fellowship.

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  1. Tinctorial Chemistry Group, Department of Dyestuff Technology, Institute of Chemical Technology, N. P. Marg, Matunga (East), Mumbai, MH, India, 400019

    Abhinav B. Tathe & Nagaiyan Sekar

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  1. Abhinav B. Tathe
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Correspondence to Nagaiyan Sekar.

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Tathe, A.B., Sekar, N. Novel Fluorescent Phenazines : Synthesis, Characterization, Photophysical Properties and DFT Calculations. J Fluoresc 25, 1403–1415 (2015). https://doi.org/10.1007/s10895-015-1631-0

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