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Synthesis and photophysical study of cation-responsive and photoactive supramolecules based on "Click" triazole and azacrown moieties

This work deals with the synthesis and photophysical study of fluorescent molecules, aiming to construct new chemical sensors for the selective detection of environmentally or biologically important metal ions. A series of fluoroionophores consisting of triazole moiety and different fluorophores was utilized to investigate the functions of triazole group in chemosensors. Our comprehensively photophysical and complexing studies of these ligands demonstrated that triazole groups could contribute as part of conjugated fluorophores, as metal binding sites or linkers. Several selective chemosensors were successively developed for the detection of Cu2+ or Hg2+. By incorporating dansyl fluorophore into calix[4]bisazacrown, a new potassium chemosensor was constructed. A sulfonate fluorescent calix[4]bisazacrown was created for the selective and ratiometric detection of Al3+ in lutidine buffer solution at pH 6.0 with a satisfying sensitivity. Finally, we aim to realize modulation of cation binding through the photoinduced charge redistribution in the excited state. Two binding motifs based on fullerene and betaine pyridinium were designed for this purpose. Preliminary results demonstrated that PET in fullerene might be not suitable but pydinium betaine hold great potential in the cation translocations.

Identiferoai:union.ndltd.org:CCSD/oai:tel.archives-ouvertes.fr:tel-00907278
Date20 December 2012
CreatorsRuan, Yibin
PublisherÉcole normale supérieure de Cachan - ENS Cachan
Source SetsCCSD theses-EN-ligne, France
LanguageEnglish
Detected LanguageEnglish
TypePhD thesis

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