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Azo and imine functionalized 2-naphthols: Promising supramolecular gelators for selective detection of Fe3+ and Cu2+, reactive oxygen species and halides

Abstract

Azo and imine functionalised 2-naphthols 1-3 have been established as low molecular weight supramolecular gelators (LMWG). Hydrogen bonding and π-π stacking between the naphthalene units contribute as weak force for gelation. The gels are of sufficient mechanical strength and multi ions responsive. While the gel of 1 in CH3CN:H2O (1:1, v/v) is responsive to Fe3+ and Cu2+ ions, under identical conditions the gel of 2 is sensitive to Fe3+ ions involving gel-to-sol transition. The imine compound 3 in its gel state (DMSO:H2O; 1:1 v/v) displays selective interaction with Fe3+ ions over a series of other metal ions through the color change of the gel state from yellow to dark brown. Compound 3, in this context, is a LMWG that selectively detects Fe3+ and also Fe2+ in presence of oxidising agent. Oxidation of Fe2+ by reactive oxygen species (ROS) and its subsequent colorimetric effect on the gel of 3 finds application in ROS detection. Moreover, Fe3+ ion-induced colored gel of 3 successfully senses F- ions visually from other halides. For real life application, test strip of 3 for detection of these analytes and also its use as rewritable display material and combinational logic gate system are demonstrated.

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Publication details

The article was received on 26 May 2018, accepted on 07 Aug 2018 and first published on 08 Aug 2018


Article type: Research Article
DOI: 10.1039/C8QM00257F
Citation: Mater. Chem. Front., 2018, Accepted Manuscript
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    Azo and imine functionalized 2-naphthols: Promising supramolecular gelators for selective detection of Fe3+ and Cu2+, reactive oxygen species and halides

    A. Panja and K. Ghosh, Mater. Chem. Front., 2018, Accepted Manuscript , DOI: 10.1039/C8QM00257F

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