Effect of methoxy group on NLOphoric properties of fluorescent 7-arylstyryl-2-methoxyphenylimidazo[1,2-a]pyridine - Solvatochromic and computational method
| Autor: | Lydia Rhyman, Nagaiyan Sekar, Siddheshwar D. Jadhav, Ibrahim A. Alswaidan, Ponnadurai Ramasami |
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| Rok vydání: | 2018 |
| Předmět: |
Chemistry
Organic Chemistry Solvatochromism 02 engineering and technology Conjugated system 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Two-photon absorption Medicinal chemistry Fluorescence 0104 chemical sciences Analytical Chemistry Inorganic Chemistry Nonlinear optical chemistry.chemical_compound symbols.namesake Stokes shift Pyridine symbols 0210 nano-technology Spectroscopy Basis set |
| Zdroj: | Journal of Molecular Structure. 1173:349-365 |
| ISSN: | 0022-2860 |
| Popis: | Extensively conjugated donor-π-acceptor-donor (D-π-A-π-D) type fluorescent styryl dyes bearing imidazo[1,2-a]pyridine units have been investigated for their nonlinear optical properties (NLO). Enhanced Stokes shift (2486–2843 cm−1) brought about by replacing methoxy group by diethyl, dimethyl, cyclohexylamino substituents at C-2 and C-7 positions of imidazo[1,2-a]pyridine core in styryl dyes have been understood in elucidating the electronic structures. The position of methoxy group acting as auxiliary donor largely influences the nonlinear optical (NLO) properties of imidazo[1,2-a]pyridine derivatives. Polarizabilities and hyperpolarizabilies were estimated by solvatochromic and DFT method using BHandHLYP and CAM-B3LYP functionals with the 6-311 + G(d,p) basis set. Imidazo[1,2-a]pyridine derivatives showed minimum ten-fold higher NLO parameters compared to reminiscent of charge transfer contribution of donor groups. The dyes have two-photon cross-section values 66–189 GM and comparable with commercial two photon absorbing styryl dyes. |
| Databáze: | OpenAIRE |
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