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Synthesis, Photophysical Studies on Some Anthracene–based Ionic Liquids and their Application as Biofilm Formation Inhibitor
Author(s) -
Jha Gaurav,
Sahu Prabhat Kumar,
Panda Sasmita,
Singh Durg V.,
Patole Shashank,
Mohapatra Harapriya,
Sarkar Moloy
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201601964
Subject(s) - anthracene , ionic liquid , fluorescence , quantum yield , fluorophore , moiety , photochemistry , chemistry , absorption (acoustics) , ionic bonding , ion , materials science , organic chemistry , catalysis , physics , quantum mechanics , composite material
Imidazolium based monocationic and dicationic ionic liquids, with an anthracene moiety covalently attached to the imidazolium ions, via a methyl spacers, have been synthesized and their photophysical and biological studies have been carried out. Photophysical investigations have revealed that the monocationic anthracene based ionic liquid, AnILBr, exhibits a higher fluorescence quantum yield and average fluorescence lifetime compared to its parent fluorophore anthracene. For dication based systems (AnIL 2 Br 2 ), the photophysical data have demonstrated that the attachment of two imidazolium cations on anthracene ring, leads to even further fluorescent enhancement. The quantum yield, average lifetime, red‐shifts of absorption and emission for AnIL 2 Br 2 are observed to be relatively higher as compared to AnILBr. This observations illustrate that the imidazolium cation influences the electronic energy distribution in the fluorophore, in such a way, that it leads to enhancement of photoluminescence. Since ionic liquids have recently been shown to demonstrate anti‐biofilm activity, the potential of AnILBr, as a biofilm formation inhibiting agent has also been explored in details. The assay has revealed that addition of AnILBr up to 4 hours significantly inhibited the biofilm formed by both the strains, and this can be utilized to enhance the effectiveness of an antibacterial drug, when used along with AnILBr.