Abstract

Four novel structural hybrid analogues of Rhodamine B and Rhodamine 101 are synthesized by condensing N-substituted amino phenols with keto-acids of N-substituted phenols in presence of trifluoroacetic acid and are characterized by spectroscopic methods. Triphenylamine based derivatives show large Stokes shift (47 nm–69 nm) and red shifted emission (close to Near Infrared region) as compared to parent Rhodamine B and Rhodamine 101. These N-phenyl substituted dyes exhibited negative solvatochromism and pronounced viscosity sensitivity (14–24 folds increase in emission intensity) as compared to parent rhodamines. Polarity graphs and mathematically calculated charge transfer descriptors are in good correlations with observed trends. Computed values obtained by Density Functional Theory are in good agreement with the experimental results.

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