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Synthesis, absorption and fluorescence properties of N-triazinylderivatives of 2-aminoanthracene
Authors: Elsedik Merfat | Almonasy Numan | Nepraš Miloš | Bureš Filip | Dvořák Miroslav | Michl Martin | Čermák Jiří | Hrdina Radim
Year: 2012
Type of publication: článek v odborném periodiku
Name of source: Dyes and Pigments
Publisher name: Elsevier Science
Place: Oxford
Page from-to: 1126-1131
Titles:
Language Name Abstract Keywords
cze Syntéza, absorpční a fluorescenční vlastnosti N-triazinyl derivátů 2-aminoanthracenu N-(4,6-dichlor-1,3,5-triazin-2-yl)-2-aminoanthracen byl připraven substitucí jednoho atomu chloru 2,4,6-trichlor-1,3,5-triazinu 2-aminoanthracenem. Nová serie N-triazinyl-2-aminoanthracenů byla připravena nukleofilní substitucí jednoho nebo obou atomů chloru v N-(4,6-dichlor-1,3,5-triazin-2-yl)-2-aminoanthracenu s elektron-donorní methoxy nebo fenylamino skupinami. UV/Vis absorpční, fluorescenční a excitační spektra i fluorescenční kvantové výtěžky připravených sloučenin byly měřeny v 1,4-dioxanu, ethyl acetatu, dibutyl etheru a acetonitrilu; nanosekundová kinetika poklesu fluorescence byla měřena measured v různých rozpouštědlech. Byl diskutován i vliv substituentu na triazinylovém kruhu a polarity rozpouštědla na absorpci a fluorescenci a fluorescenční kvantové výtěžky. Syntéza; absorpční spektra; fluorescenční spektra; N-triazinyl-2-aminoanthraceny
eng Synthesis, absorption and fluorescence properties of N-triazinylderivatives of 2-aminoanthracene N-(4,6-dichloro-1,3,5-triazin-2-yl)-2-aminoanthracene was synthesized bysubstitution of one chlorine atom of 2,4,6-trichloro-1,3,5-triazine with 2-aminoanthracene. A new series of N-triazinyl-2-aminoanthracenes was prepared by nucleophilic substitution of one or both chlorine atoms on N-(4,6-dichloro-1,3,5-triazin-2-yl)-2-aminoanthracene with electron-donating methoxy or phenylamino groups. The UV/Vis absorption, fluorescence and excitation spectra as well as the fluorescence quantum yields of the prepared compounds were measured in 1,4-dioxane, ethyl acetate, dibutyl ether and acetonitrile; nanosecond kinetics of the fluorescence decay was measured in different solvents. The influence of the character of the substituent on triazinyl ring and of the solvent polarity upon the absorption and fluorescence spectra and fluorescence quantum yields are discussed. 2-aminoanthracene; synthesis; N-derivatives; UV/Vis spectra; fluorescence quantum yield; fluorescence quenching

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