Simply Structured Conjugated Compounds with Cyanoacrylate or Acrylonitrile Groups for Sensing of p-Toluenethiol

Simply structured conjugated compounds with cyanoacrylate (CA 1 – 4) and acrylonitrile (AN 1 – 4) terminal groups were synthesized by a Knoevenagel condensation reaction in one step and investigated for their recognition properties to p-toluenethiol by UV-vis, fluorescence spectra, and FT-IR measurements. When p-toluenethiol was added to CA 1, the FT-IR spectra revealed a cleavage of alkene caused by the addition reaction between p-toluenethiol and CA 1. An increase in p-toluenethiol concentration, a blue-shifted absorption band, and a decrease in the fluorescence intensity of CA 1 were observed because of the decrease in its effective conjugated length. Therefore, the most simply structured CA 1 was found to be the most effective and the most sensitive chemical sensor for p-toluenethiol.