Abstract
A metal‐free tetra(aryl)porphyrin derivative, modified by a N,N′‐bis(2‐hydroxyethyl)‐1,6,7,12‐tetrachloroperylene‐3,4:9,10‐bis(dicarboximide) group, namely TBPP–PDI (1), has been designed, synthesized, and characterized. TBPP–PDI is employed as a resonance‐energy‐transfer (RET) based sensor for the detection of Pb2+, based on a process involving the donor PDI and the acceptor porphyrin. Binding with Pb2+ induces significant change in the solution color, enabling naked‐eye detection. Furthermore, the large changes in the intensity ratio of the two absorptions (I466/I418) and distinct emissions (F607/F719) allow for the ratiometric detection of Pb2+ with excellent sensitivity. The detection limit for the Pb2+ ion with TBPP–PDI is determined to be 4.0 × 10–7 m under the present conditions. More importantly, the sensor provides the potential application of on‐site and real‐time detection of unknown Pb2+ ions in real systems. The present results represent the first example of a PDI–porphyrin based triplex‐signal optical sensor for Pb2+, and provide the basis for a practical strategy for the rational design of new functional probes for many useful applications in real systems.
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