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Pyrene-Modified Quartz Crystal Microbalance for the Detection of Polynitroaromatic Compounds

DOI: 10.1021/ac200755c DOI Help

Authors: Rajendran Vaiyapuri (The University of Reading) , Barnaby W. Greenland (The University of Reading) , Joanne M. Elliott (The University of Reading) , Wayne Hayes (The University of Reading) , Roger Bennett (The University of Reading) , Christine J. Cardin (The University of Reading) , Howard M. Colquhoun (The University of Reading) , Haitham Etman (The University of Reading) , Claire A. Murray (The University of Reading)
Co-authored by industrial partner: No

Type: Journal Paper
Journal: Analytical Chemistry , VOL 83 , PAGES 6208 - 6214

State: Published (Approved)
Published: August 2011

Abstract: The synthesis of a dithiol-functionalized pyrene derivative is reported, together with studies of interactions between this receptor (and other related pyrenes) and nitroaromatic compounds (NACs), in both solution and in the solid state. Spectroscopic analysis in solution and X-ray crystallographic analysis of cocrystals of pyrene and NACs in the solid state indicate that supramolecular interactions lead to the formation of defined π–π stacked complexes. The dithiol-functionalized pyrene derivative can be used to modify the surface of a gold quartz crystal microbalance (QCM) to create a unique π-electron rich surface, which is able to interact with electron poor aromatic compounds. For example, exposure of the modified QCM surface to the nitroaromatic compound 2,4-dinitrotoluene (DNT) in solution results in a reduction in the resonant frequency of the QCM as a result of supramolecular interactions between the electron-rich pyrenyl surface layer and the electron-poor DNT molecules. These results suggest the potential use of such modified QCM surfaces for the detection of explosive NACs.

Subject Areas: Chemistry

Technical Areas: