Pyrene-Modified quartz crystal microbalance for the detection of polynitroaromatic compounds
Vaiyapuri, R., Greenland, B. W., Elliott, J. M., Hayes, W., Bennett, R. A., Cardin, C. J., Colquhoun, H. M., Etman, H. and Murray, C. A. (2011) Pyrene-Modified quartz crystal microbalance for the detection of polynitroaromatic compounds. Analytical Chemistry, 83 (16). pp. 6208-6214. ISSN 0003-2700
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To link to this article DOI: 10.1021/ac200755c
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 pi-pi stacked complexes. The dithiolfunctionalized 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.