Journal
JOURNAL OF FLUORESCENCE
Volume 26, Issue 6, Pages 2063-2077Publisher
SPRINGER/PLENUM PUBLISHERS
DOI: 10.1007/s10895-016-1901-5
Keywords
Indole-3-carbaldehyde; Styryl; Solid state fluorescence; DFT
Funding
- Principal Scientific Adviser (PSA), Government of India
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Donor-pi- acceptor styryl chromophores based on indole core were synthesized by Knoevenagel condensation of N-ethyl indole-3-carbaldehyde and different active methylene compounds. The absorption and emission properties of these dyes in different solvents were studied. The dyes displayed a broad absorption maximum in the UV and visible region between 397 and 469 nm with FWHM, 50 to 75 nm. Due to the extended pi - conjugated systems this styryl chromophores shows strong intramolecular charge transfer characteristics. The dyes showed solid state emission and emission in solid state was red shifted as compared to their emission in less polar solvents. Density Functional Theory [B3LYP/6-311 + G(d)] computations were used to correlate the structural, molecular, electronic and photo physical parameters of styryl dye with experimental study. Synthesized dyes were confirmed by using FT-IR, H-1 NMR, C-13 NMR and HRMS spectral analysis.
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