Issue 57, 2015

Polytriazole bridged with 2,5-diphenyl-1,3,4-oxadiazole moieties: a highly sensitive and selective fluorescence chemosensor for Ag+

Abstract

Fluorescent conjugated polytriazoles (FCP 1–4) containing both 2,5-diphenyl-1,3,5-oxadiazole (OXD) and 1,2,3-triazole moieties in the main chain were synthesized from aromatic diazide (1) and dialkynes (2–5) via click polymerization, respectively. In the polymers, OXDs (fluorophores) and triazole rings (generated via CuAAC acting as metal ion ligands) comprise a fluorescent system. The polytriazoles displayed relatively strong emission with quantum yields in the range of 0.20–0.28 at room temperature in DMF. The study on their ion-responsive properties showed that, although all four FCPs have good selectivity for Ag+, the integration of alkoxy side groups (methoxy for FCP 2, hexyloxy for FCP 3 and 2-ethylhexyloxy for FCP 4) to the main chains of the polytriazoles decreased their sensitivity for Ag+ via alteration of the polymer aggregation status and electron density of the main chains. Thus FCP 1 is highly sensitive for Ag+, where its Ksv is as high as 1.44 × 105 M−1 and its lowest detection limit is in the ppb range (4.22 × 10−7 M). This study provides an efficient click approach to the synthesis of a novel fluorescence sensor for Ag+ detection, which could expand the application of click polymerization in designing fluorescence sensors based on the triazole unit.

Graphical abstract: Polytriazole bridged with 2,5-diphenyl-1,3,4-oxadiazole moieties: a highly sensitive and selective fluorescence chemosensor for Ag+

Supplementary files

Article information

Article type
Paper
Submitted
15 Mar 2015
Accepted
13 May 2015
First published
14 May 2015

RSC Adv., 2015,5, 45888-45896

Author version available

Polytriazole bridged with 2,5-diphenyl-1,3,4-oxadiazole moieties: a highly sensitive and selective fluorescence chemosensor for Ag+

S. Cao, Z. Pei, Y. Xu, R. Zhang and Y. Pei, RSC Adv., 2015, 5, 45888 DOI: 10.1039/C5RA07822A

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