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Fluorescent Chemosensory Conjugated Polymers Based on Optically Active Polybinaphthyls and 2,2'-Bipyridyl Units
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文摘
Chiral conjugated polymers P-1 and P-2 were synthesized by the polymerization of (S)-6,6'-di(4-methylphenyl)-3,3'-diiodo-2,2'-bisoctoxy-1,1'-binaphthyl (S-M-2) and (S)-6,6'-dibromo-3,3'-di(4-methylphenyl)-2,2'-bisoctoxy-1,1'-binaphthyl (S-M-3) with 5,5'-divinyl-2,2'- bipyridine (M-1) under Heck cross-coupling reaction,respectively. The chiral polymers P-1 and P-2 can show strong blue-green fluorescence. The responsive propertiesof chiral polymers on transition metal ions and H+ were investigated by fluorescent spectra. Cu2+ and Ni2+ leadto nearly complete fluorescent quenching of two polymers, and Zn2+, Cd2+, and H+ can cause slight fluorescentquenching. Such distinct ion responsive behaviors revealed the obvious difference of coordination abilities oftransition metal ions with 2,2'-bipyridyl ligand receptors. The obvious quenching effect of P-1 and P-2 alsosuggested that the chiral conjugated polymers backbone structure and the efficiencies of energy or electron transferbetween backbone and receptor ions in the main chain play important roles in fluorescence quenching. The resultsshow that the chiral conjugated polybinaphthyls incorporating the 2,2'-bipyridyl moiety as the recognition sitecan act as promising active materials for application as fluorescent chemosensors.

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