A naphthalene-quinoline based chemosensor for fluorescent "turn-on" and absorbance-ratiometric detection of Al3+ and its application in cells imaging.

A new naphthalene-quinoline based chemosensor L was prepared and structurally characterized. L exhibited excellent selectivity and sensitivity to Al3+ through distinct fluorescence enhancement (335-fold) and ratiometric detection in DMF/H2O (v/v, 1/9) based on the combined mechanisms of ESIPT and CHEF. The recognizing behavior of L toward Al3+ had been investigated in detail through Job's Plot, FT-IR, HNMR, and HRMS analysis. The limit of detection (LOD) for Al3+ was as low as and 3.67 × 10-8 M. L was successfully applied in real sample detection and construction of molecular logic gate. Moreover, L was verified to be of low cytotoxicity and good imaging characteristics for the detection of Al3+ in cells HSC.