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The Synthesis of N-derivatives of 3-Aminoperylene and their Absorption and Fluorescence Properties
Authors: Almonasy Numan | Nepraš Miloš | Hyková Šárka | Lyčka Antonín | Čermák Jiří | Dvořák Miroslav | Michl Martin
Year: 2009
Type of publication: článek v odborném periodiku
Name of source: Dyes and Pigments
Publisher name: Elsevier Science
Place: Oxford
Page from-to: 164-170
Titles:
Language Name Abstract Keywords
cze Syntéza N-derivátů 3-aminoperylenu a jejich absorpční a fluorescenční vlastnosti Byly připraveny N-acetyl a N-triazinyl 3-aminoperyleny. N-(4,6-dichlor-1,3,5-triazin-2-yl)-3-aminoperylen byl synthetisován kondenzací 3-aminoperylenu s kyanurchloridem; další N-triazinyl deriváty byly připůraveny postupnou substitucí chlorových atomů methoxy nebo anilino skupinami. Struktura a čistota látek byly potvrzeny elementární analýzou, NMR spektroskopií a hmotovou spektroskopií. UV/VIS absorpční, fluorescenční a excitační spektra a rovněž kvantové výtěžky fluorescence látek byly měřeny v dibutyletheru, 1,4-dioíxanu, ethylacetátu a acetonitrilu; doby života fluorescence byly měřeny v ethylacetátu a dimethylsulfoxidu. Jsou diskutovány vlivy charakteru N-substituentu a polarity rozpouštědla na spektra a kvantové výtěžky. N-deriváty 3-aminoperylenu, Absorpce, Fluorescence, Kvantový výtěžek
eng The Synthesis of N-derivatives of 3-Aminoperylene and their Absorption and Fluorescence Properties N-acetyl and N-triazinyl 3-aminoperylenes were prepared. N-(4,6-dichloro-1,3,5-triazine-2-yl)-3-aminoperylene was synthesized by the condensation of 3-aminoperylene with cyanuric chloride; other N-triazinyl derivatives were prepared by the successive substitution of chlorine atoms with methoxy or aniline groups. The structure and purity of the compounds were confirmed by elemental analysis, NMR spectroscopy and mass spectrometry. The UV/VIS absorption, fluorescence and excitation spectra as well as the fluorescence quantum yields for the compounds were measured in dibutyl ether, 1,4-dioxane, ethyl acetate and acetonitrile; fluorescence lifetimes were measured in ethyl acetate and dimethyl sulfoxide. The influences of both the character of the N-substituent and the solvent polarity upon the spectra and quantum yields are discussed. 3-Aminoperylene N-derivatives, Absorption, Fluorescence, Quantum yield

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