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A Chloride Selective Calix[4]arene Optical Sensor Combining Urea Functionality With Pyrene Excimer Transduction
Schazmann, Benjamin; Diamond, Dermot
A neutral 2-site chloride selective compound has been developed (3), based on a 1,3- alternate tetrasubstituted calix[4]arene providing a preorganised supramolecular scaffold. The resultant supramolecular cavity is amongst the first to combine urea functional groups bridged with single methylene spacers to pyrene moieties. It combines a naturally and synthetically proven H-bonding system with the elegant ratiometric fluorescent signalling properties of an intramolecular pyrene excimer system, triggered by conformational changes upon anion coordination. The excimer emission of 3 is quenched, with a simultaneous rise in the monomer emission solely by the chloride anion amongst a wide variety of anions tested. 3 has an association constant of 2.4×104M-1 with chloride. The suitability and advantages of ratiometric optical sensor compounds like 3 for use in practical sensor devices is discussed. 3 has an LOD of 8×10-6M with chloride in acetonitrile-chloroform (95:5 v/v). A dynamic fluorescence study revealed a response time ofproduct.
Keyword(s): calixarene; fluorescence sensing; ratiometric; molecular recognition; chloride; anion sensor; Analytical Chemistry; Materials Chemistry; Organic Chemistry; Physical Chemistry
Publication Date:
Type: Journal article
Peer-Reviewed: Unknown
Contributor(s): Enterprise Ireland, grant code SC/2002/161, Science Foundation Ireland for support under the Adaptive Information Cluster award (SFI03/IN3/1361) and the Environmental Protection Agency, Ireland, fundi
Institution: Dublin Institute of Technology
Citation(s): Articles
Publisher(s): Dublin Institute of Technology
File Format(s): application/pdf
First Indexed: 2015-09-06 06:06:58 Last Updated: 2017-12-14 07:05:56