4.7 Article

AIE-active luminogen for highly sensitive and selective detection of picric acid in water samples: Pyridyl as an effective recognition group

Journal

DYES AND PIGMENTS
Volume 163, Issue -, Pages 1-8

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2018.11.034

Keywords

1,4-dihydropyrrolo[3,2-b)pyrrole; Picric acid; Aggregation-induced emission; Pyridyl group

Funding

  1. National Natural Science Foundation of China [51673001, 51432001]
  2. Educational Commission of Anhui Province of China [KJ2014ZD02]
  3. Macao Science and Technology Development Fund [052/2015/A2, 082/2016/A2]
  4. University of Macau [MYRG2016-00058-FHS, MYRG2017-00066-FHS]

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Detection of nitroaromatic explosives especially picric acid (PA) is considerably worth concern on human safety and homeland security. Herein, we developed an effective probe (APPTPEP) for PA detection in aqueous medium by combination of 1,4-dihydropyrrolo[3,2-b]pyrrole with tetraphenylethylene and pyridine units. The incorporation of tetraphenylethylene unit in the backbone endows the APPTPEP a significant aggregation induced emission (AIE) behavior. Pyridyl group was proved as recognition site for PA and their strong interaction was confirmed by H-1 NMR titration and supported by theoretical calculation. Owing to this strong affinity, APPTPEP exhibited high selectivity and sensitivity (limit of detection 31.5 nM) to PA over other nitroaromatic compounds. This research provides new insights into the rational design of AIE-active materials for effective sensing application.

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