title: N-triazinyl derivatives of 1- and 9-aminoanthracene: synthesis and photo-physical properties.
abstract: 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.
authors: Institute of Organic Chemistry and Technology and Institute of Polymeric Materials, Faculty of Chemical Technology, University of Pardubice, Pardubice, Czech Republic.
authors: Hana
authors: H
authors: Přichystalová
authors: Numan
authors: N
authors: Almonasy
authors: Miloš
authors: M
authors: Nepraš
authors: Filip
authors: F
authors: Bureš
authors: Miroslav
authors: M
authors: Dvořák
authors: Martin
authors: M
authors: Michl
authors: Jiři
authors: J
authors: Cermák
authors: Ladislav
authors: L
authors: Burgert
mesh_terms: D000042:Absorption; D000873:Anthracenes / Q000138:chemical synthesis* / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D008958:Models, Molecular; D008968:Molecular Conformation; D013050:Spectrometry, Fluorescence; D014227:Triazines / Q000737:chemistry*
chemical_list: D000873:Anthracenes; D014227:Triazines; C049062:1-aminoanthracene