1048656-93-4Relevant academic research and scientific papers
Iptycene-based fluorescent sensors for nitroaromatics and TNT
Anzenbacher Jr., Pavel,Mosca, Lorenzo,Palacios, Manuel A.,Zyryanov, Grigory V.,Koutnik, Petr
, p. 12712 - 12718 (2012)
Small-molecule fluorescent sensors (1-5) for the recognition of nitroaromatic compounds, such as 2,4-dinitrotoluene and the explosive TNT, were obtained by using a three-step dehydrohalogenation cycloaddition protocol. The interaction of the receptors and nitroaromatics was studied both in solution and in the solid state by using fluorescence spectroscopy and X-ray crystallography, respectively. It is shown that the iptycene receptors 1-5 provide a cavity suitable for binding nitroaromatic compounds in an edge-to-face mode, rather than simple ring-stacking interactions. The results obtained inspired us to develop an inexpensive, reliable and robust sensor for vapour detection of explosives. Polymer nanofibres are particularly suitable for the production of such TNT sensors as they accelerate the mass exchange between the polymer and the vapours of TNT. Quenching of the sensors took place within 1 min compared to 10 min for a glass-slide assay. Hence, the sensor performance can be improved by optimising the matrix material and morphology without resynthesising the sensor moieties. TNT is sensed! Fluorescent sensors based on the iptycene recognition motif were synthesised and studied with different nitroaromatic compounds. X-ray structures confirm the establishment of edge-to-face interactions. Fluorescence studies in solution and in polymer matrices allowed the development of polymer-nanofibre sensors for the detection of nitroaromatic compounds and TNT (see figure). Copyright
Simple molecule-based fluorescent sensors for vapor detection of TNT
Zyryanov, Grigory V.,Palacios, Manuel A.,Anzenbacher Jr., Pavel
supporting information; experimental part, p. 3681 - 3684 (2009/07/01)
(Chemical Equation Presented) 1,4-Diarylpentiptycenes (1a-e) were synthesized from 1,4-dichloro- or 1,4-difluoro-2,5-diarylbenzene derivatives by double base-promoted dehydrohalogenation to give corresponding arynes, which in the presence of anthracene un
