Novel NLOphoric 2-methoxy carbazole-based push pull chromophores: Synthesis, photophysical properties and TD-DFT Study

• Carbazole based donor–acceptor dyes: synthesis, photophysical properties evaluation.
• Solvatochromism data were used for experimental dipole moment determination and well supported by DFT computations.
• Solvatochromism data were used for experimental determination of nonlinear optical (NLO) properties.
• DFT computation were performed for determination of nonlinear optical (NLO) properties.

Photophysical properties of novel carbazole containing “push–pull” dyes obtained by the condensation of 2-methoxy-9-methyl-9H-carbazole-3-carbaldehyde 3 with different active methylene moieties are studied. These dyes were well characterized by 1H NMR, 13C NMR and HRMS spectra. The UV–vis absorption and fluorescence emission spectra of the dyes were studied in solvents of varying polarities. DFT and TD-DFT computation were performed to study structural, molecular, electronic and photophysical parameters of the dyes. The four dyes are showing red shifted solid sate emission in the range of 487–593 nm. The ratio of ground to excited state dipole moment of the synthesized dyes were calculated using solvent polarity correlations and DFT method. The absorption wavelength and emission wavelength values are found to be in good agreement with the experimental results. Non-linear optical properties were investigated by using solvatochromic shift method and theoretical methods.

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