Structure and properties of fluorescent reactive dyes: Electronic structure and spectra of some benzanthrone derivatives

Novel 1- and 9-aminoanthracene/3-aminobenzanthrone bichromophores exhibiting through-bond excitation energy transfer

“…General procedure for the synthesis of N-(4-chloro-6-(3-benzanthronylamino)-1,3,5-triazin-1-yl)-1-aminoantracene (1-ATCABA) and N-(4-chloro-6-(3-benzanthronylamino)-1,3,5-triazine-9-yl)-9-aminoantracene (9-ATCABA) N-(4,6-Dichloro-1,3,5-triazin-2-yl)-1/9-aminoanthracene(1-ATC 2 or 9-ATC 2 [12]) (1.5 g, 4.40 mmol), 3-aminobenzanthrone (1.05 g, 4.28 mmol), toluene (300 ml) and NaHCO 3 (0.4 g, 4.76 mmol) were put into the autoclave. The reaction mixture was heated at 120 C for 18 h; then filtered to create a first portion of the product.…”

“…1 and 2) or less (Figs. 3 and 4) overlapped absorption bands; the first broad one (425e500 nm) correspond to the absorption of N-triazinyl-3-aminobenzanthronyl moiety [12]. The second one, with clear cut vibronic structure (350e410 nm), corresponds to the absorption of N-triazinyl-aminoanthracenyl moiety [13].…”

Luminescent properties and crystal structure of novel benzanthrone dyes

“…The polarization occurring upon irradiation results from the electron donor-acceptor interaction between the electron-donating substituents at the 3-position and the electron-accepting carbonyl group of the chromophorous system [19,20]. The bands of absorption and emission of the dyes largely depend on the electron donating power of the substituents at the 3-position.…”

The synthesis of N-derivatives of 3-aminoperylene and their absorption and fluorescence properties

“…In previous papers [2,3] we reported on the synthesis and solvent effect on absorption and fluorescence spectra, fluorescence lifetime and fluorescence quantum yield of N-triazinyl derivatives of 3-aminobenzanthrone. Recently, we have described spectral and photophysical characteristics of N-triazinyl derivatives of 1-and 2-aminopyrenes [4].…”