1. ChemInform Abstract: Triphenylamine-Benzimidazole Derivatives: Synthesis, Excited-State Characterization, and DFT Studies
- Author
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Susana P. G. Costa, M. Manuela M. Raposo, Rosa Maria Ferreira Batista, João Pina, and J. Sérgio Seixas de Melo
- Subjects
Absorption spectroscopy ,010405 organic chemistry ,Singlet oxygen ,General Medicine ,010402 general chemistry ,Internal conversion (chemistry) ,Triphenylamine ,Photochemistry ,01 natural sciences ,0104 chemical sciences ,chemistry.chemical_compound ,Intersystem crossing ,chemistry ,Excited state ,Moiety ,Methylcyclohexane - Abstract
The synthesis and comprehensive characterization of the excited states of four novel triphenylamine–benzimidazole derivatives has been undertaken in solution (ethanol and methylcyclohexane) at room temperature. This includes the determination of the absorption, fluorescence, and triplet–triplet absorption spectra, together with quantum yields of fluorescence, internal conversion, intersystem crossing, and singlet oxygen. From the overall data the radiative and radiationless rate constants could be obtained, and it is shown that the compounds are highly emissive with the radiative decay dominating, with more than 70% of the quanta loss through this deactivation channel. The basic structure of the triphenylamine–benzimidazole derivatives (1a) was modified at position 5 of the heterocyclic moiety with electron-donating (OH (1b), OCH3 (1c)) or electron-withdrawing groups (CN, (1d)). It was found that the photophysical properties remain basically unchanged with the different substitutions, although a marked St...
- Published
- 2014