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Polymer‐based fluorescence sensors incorporating chiral binaphthyl and benzo[2,1,3]thiadiazole moieties for Hg2+ detection
Authors:Xiaobo Huang  Jie Meng  Yu Dong  Yixiang Cheng  Chengjian Zhu
Affiliation:1. Key Laboratory of Mesoscopic Chemistry of MOE, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China;2. College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325027, China;3. State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China
Abstract:Three chiral polymers P‐1 , P‐2 , and P‐3 could be obtained by the polymerization of (R)‐6,6′‐dibutyl‐3,3′‐diiodo‐2, 2′‐binaphthol (R‐M‐1) , (R)‐6,6′‐dibutyl‐3,3′‐diiodo‐2,2′‐bisoctoxy‐1,1′‐binaphthyl ( R‐M‐2 ), and (R)‐6,6′‐dibutyl‐3,3′‐diiodo‐2,2′‐bis (diethylaminoethoxy)‐1,1′‐binaphthyl ( R‐M‐3 ) with 4,7‐diethynyl‐benzo[2,1,3]‐thiadiazole ( M‐1) via Pd‐catalyzed Sonogashira reaction, respectively. P‐1 , P‐2 , and P‐3 can show pale red, blue–green, and orange fluorescence. The responsive optical properties of these polymers on various metal ions were investigated by fluorescence spectra. Compared with other cations, such as Co2+, Ni2+, Ag+, Cd2+, Cu2+, and Zn2+, Hg2+ can exhibit the most pronounced fluorescence response of these polymers. P‐1 and P‐2 show obvious fluorescence quenching effect upon addition of Hg2+, on the contrary, P‐3 shows fluorescence enhancement. Three polymer‐based fluorescent sensors also show excellent fluorescence response for Hg2+ detection without interference from other metal ions. The results indicate that these kinds of tunable chiral polybinaphthyls can be used as fluorescence sensors for Hg2+ detection. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 997–1006, 2010
Keywords:benzo[2,1,3]thiadiazole  chiral  fluorescence  mercury detection  optically active polybinaphthyls  selective fluorescence sensor  sensors  Sonograshira reaction  structure‐property relations
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