Abstract

A new kind of polymeric chemosensor containing chiral naphthaldimine moiety in the side chain was synthesized by the reversible addition-fragmentation chain transfer poly- merization of N-{(2-(4-vinylbenzyloxy)-1-naphthyl)-methylene}- (S)-2-phenylglycinol (VNP). The resulting polymers (PVNP) showed high selectivity for hydrogen sulfate relative to other anions including F � ,C l � ,B r � ,H 2PO � ,C H3CO � , and NOin tet- rahydrofuran (THF) solution as judged from UVvis, fluores- cence, and circular dichroism spectrophotometric titrations. Compared with its monomer, the polymer has proven to be more attractive for detection of HSOin terms of sensitivity and reproducibility. Upon addition of the anion it gives remark- able spectral responses concomitant with detectable color change from colorless to pale yellow. Furthermore, the HSO � - induced CD or fluorescence signal can be totally reversed with addition of base and eventually recovered the initial state, lead- ing to a reproducible molecular switch with two distinguished ''on'' and ''off'' states. V C 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 50: 4191-4197, 2012

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