Abstract
The conjugated molecules based on pyrene and dithienopyrrole derivatives including 4-(2-ethylhexyl)-2-(pyren-1-yl)-4H-dithieno[3,2-b:2’,3’-d]pyrrole (EP4HP) and 4-(2-ethylhexyl)- 2,6-di(pyren-1-yl)-4H-dithieno[3,2-b:2’,3’-d]pyrrole (EDP4HP) have been successfully synthesized via C–H direct arylation reaction. The structures of these conjugated molecules were determined via nuclear magnetic resonance and Fourier-transform infrared spectroscopy (FTIR). The optical properties of conjugated molecules were evaluated via ultraviolet visible (UV-Vis) and fluorescence spectroscopies. The conjugated molecules exhibited the efficient fluorescence quenching toward herbicide mesotrione as nitroaromatic pesticides that could be promising candidates as the chemosensor for tracing of nitroaromatic pesticides.
Highlights
Pesticides are widely used in agricultural production, and the pesticides demand is increasing due to population growth leading to a priority in promoting high agricultural productivity
The synthesis of EP4HP and EDP4HP is described in Scheme 1
The peaks from 8.03 to 8.65 ppm are assigned to the protons of pyrene moieties. These results indicated that the direct arylation cross-coupling has been applied successfully to obtain the molecules of EP4HP and EDP4HP
Summary
Pesticides are widely used in agricultural production, and the pesticides demand is increasing due to population growth leading to a priority in promoting high agricultural productivity. The Stern-Volmer constant (KSV) of EP4HP and EDP4HP were calculated to inspect a more complete understanding of the fluorescence quenching efficiency based on the data of fluorescence emission spectrums (Figure 4).
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