Abstract

A well-designed naphthopyran derivative bearing a rhodamine 6G unit as a chemosensor has been synthesized successfully and characterized by single crystal X-ray diffraction, nuclear magnetic resonance and mass spectrometry. The naphthopyran-rhodamine 6G dyad (R6GNP) exhibits excellent photochromism with reversible color change upon alternating ultraviolet irradiation and thermal bleaching. The as-prepared R6GNP as fluorescent sensor is sensitive to common trivalent metal ions, such as Fe3+, Cr3+, Ga3+, In3+ and Al3+. Furthermore, the optical and colorimetric sensing properties of R6GNP for Cu2+ ions were investigated by the naked eye and UV–vis absorption spectra. Upon the addition of Cu2+, there was no obvious color change of the solution. Interestingly, upon UV irradiation with light of 360nm, changes can be observed by the naked eye. The colorless solution gradually turned pink as induced by photoirradiation at room temperature. Compared to other fluorophore-photochrome dyes, R6GNP possesses distinctive multi-selective ability for metal ions and shows potential applications in fluorescent molecular probe, photoprinting and UV strength measurement.

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