Thermoresponsive Copolymer Containing a Coumarin–Spiropyran Conjugate: Reusable Fluorescent Sensor for Cyanide Anion Detection in Water

A simple copolymer consisting of N-isopropylacrylamide and coumarin-conjugated spiropyran (CS) units, poly(NIPAM-co-CS), has been synthesized. This polymer enables selective fluorometric detection of cyanide anion (CN(-)) in water at room temperature. The polymer itself shows almost no fluorescence, but shows a strong blue fluorescence in the presence of CN(-) under irradiation of UV light. The fluorescence enhancement occurs via a nucleophilic interaction between CN(-) and the photoformed merocyanine form of the CS unit, leading to a localization of π-electrons on the coumarin moiety. The polymer enables accurate determination of very low levels of CN(-) (>0.5 μM). The polymer can be recovered from water by simple centrifugation at high temperature (>40 °C), due to the heat-induced aggregation of the polymer. In addition, the polymer is regenerated by simple acid treatment, and the resulting polymer is successfully reused for further CN(-) sensing without loss of sensitivity.