N-triazinyl derivatives of 1- and 9-aminoanthracene: synthesis and photo-physical properties
Language English Country Netherlands Media print-electronic
Document type Journal Article
- MeSH
- Absorption MeSH
- Anthracenes chemical synthesis chemistry MeSH
- Spectrometry, Fluorescence MeSH
- Molecular Conformation MeSH
- Models, Molecular MeSH
- Chemistry Techniques, Synthetic MeSH
- Triazines chemistry MeSH
- Publication type
- Journal Article MeSH
- Names of Substances
- 1-aminoanthracene MeSH Browser
- Anthracenes MeSH
- Triazines MeSH
New N-triazinyl derivatives were synthesized by reaction of cyanuric chloride with 1- and 9-aminoanthracenes and subsequent nucleophilic substitution of chlorine atoms on triazinyl ring with methoxy and/or phenylamino groups. The compounds were characterized by (1)H and (13)C NMR and mass spectra. The influence of the chemical structure and solvent polarity on the UV/Vis absorption and fluorescence spectra and fluorescence quantum yields were investigated. Semi-empirical computations revealed highly polar CT states in singlet excited state manifold connected with charge-transfer from the hydrocarbon moiety to the triazinyl ring. The relationships between the CT-to-emitting state energy gap, solvent polarity and fluorescence quantum yield were discussed.
