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Short Paper | Regular issue | Vol 100, No. 4, 2020, pp.633-644
Published online, 2nd March, 2020
DOI: 10.3987/COM-20-14213
Synthesis and Fluorescence of 9-Benzyl-9H-carbazole Derivatives and Its Application for Recognition of Rare Earth Cations

Yu-Ying Du, Li-Min Han,* Liang-Wu Guo, Zhi-Chao She, Jing Cui, Li Lv, and Ruo-Xuan Gao

*Department of Chemical Engineering, Inner Mongolia University of Technology, Huhhot 010051, PR China

Abstract

The synthesis and photophysical properties of 9-benzyl-9H-carbazole derivatives have been investigated. A novel ethyl 9-benzyl-1-methyl-9H-carbazole-2-carboxylate (Bncz 1) fluorescent chemosensor has been developed to recognize Ce(III) through a significant increase in fluorescence intensity in ethanol, whereas there is minimal difference on the introduction of the other rare earth metal cations (Yb3+, Sm3+, Gd3+, Er3+, Pr3+, Eu3+, Tb3+, Tm3+, Dy3+, Ho3+, Nd3+, Lu3+, Y3+, Sc3+, La3+). A moderate association constant of K= 2.419 × 105 L·mol−1 has been determined by fluorescence titration, and the corresponding Jobs plot analysis indicated 1:1 binding for metal complex formation. The linear increase in fluorescence intensity in response to different concentrations of Ce3+ gives a low limit of detection of 7.269 × 10-6 M. 9-Benzyl-9H-carbazole derivative probe has a great potential for the detection of rare earth metal cations.