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Issue 7, 2012
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An efficient fluorescent sensor for redox active species based on novel poly(aryl ether) containing electroactive pendant

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Abstract

We describe the synthesis of a novel poly(aryl ether), containing pendant oligoaniline and anthracene moieties (PAE-p-OA), and both side chains present in equal amounts. Structures were confirmed spectroscopically via nuclear magnetic resonance (NMR), morphological data ascertained viaX-ray diffraction (XRD), and thermal stability probed viathermogravimetric analysis (TGA). Electrochemical and photophysical properties were also investigated using cyclic voltammetry and UV-Vis and fluorescence spectroscopy. This material exhibits an interesting fluorescent response to redox active species. When PAE-p-OA is in the reduced state, oxidative materials interact with the oligoaniline side chains resulting in a progression from leucoemeraldine base (LEB) to the emeraldine base (EB). The resulting change in molecular conformation of the oliganiline unit increases its propensity for interaction with the anthracene side chain (corroborated by molecular modeling), leading to decreased fluorescence via quenching and thus “turn off” fluorescence sensing. When PAE-p-OA is in the oxidized state, reduction of the oligoaniline from the EB to the LEB via interaction with a reductive species delivers “turn on” fluorescence sensing via decreased interaction between the oligoaniline and anthracene side chains, again due to a change in the molecular conformation of oligoaniline.

Graphical abstract: An efficient fluorescent sensor for redox active species based on novel poly(aryl ether) containing electroactive pendant

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Publication details

The article was received on 19 Jul 2011, accepted on 01 Nov 2011 and first published on 04 Jan 2012


Article type: Paper
DOI: 10.1039/C1JM13422A
Citation: J. Mater. Chem., 2012,22, 3028-3034
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    An efficient fluorescent sensor for redox active species based on novel poly(aryl ether) containing electroactive pendant

    D. Chao, X. Jia, F. Bai, H. Liu, L. Cui, E. B. Berda and C. Wang, J. Mater. Chem., 2012, 22, 3028
    DOI: 10.1039/C1JM13422A

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