Fluorescence sensors based on chiral polymer for highly enantioselective recognition of phenylglycinol

✍ Scribed by Ying Xu; Lifei Zheng; Xiaobo Huang; Yixiang Cheng; Chengjian Zhu

• Publisher: Elsevier Science
• Year: 2010
• Tongue: English
• Weight: 251 KB
• Volume: 51
• Category: Article
• ISSN: 0032-3861
• DOI: 10.1016/j.polymer.2010.01.038

✦ Synopsis

Chiral polymer P-1 incorporating (R,R)-salen-type unit was synthesized by the polymerization of (R,R)-1,2diaminocyclohexane with 2,5-dibutoxy-1,4-di(5-tert-butylsalicyclaldehyde)-phenylene (M-1) via nucleophilic addition-elimination reaction, and chiral polymer P-2 incorporating (R,R)-salan-type unit could be obtained by the reduction reaction of P-1 with NaBH 4 . The fluorescence response of two chiral polymers P-1 and P-2 on (R)-or (S)-phenylglycinol were investigated by fluorescence spectra. The fluorescence intensities of two chiral polymers P-1 and P-2 show gradual enhancement upon addition of (R)-or (S)-phenylglycinol and keeps nearly linear correlation with the concentration molar ratios of (R)-or (S)-phenylglycinol. But both P-1 and P-2 exhibited more sensitive response signals for (S)-phenylglycinol. The values of enantiomeric fluorescence difference ratio (ef) are 1.84 and 2.05 for P-1 and P-2, respectively. The results also showed that two chiral polymers P-1 and P-2 can also be used as fluorescence sensors for enantiomer composition determination of phenylglycinol.