Fluorescent nanoaggregates of quinoxaline derivatives for highly efficient and selective sensing of trace picric acid. (August 2018)

• Record Type: Journal Article
• Authors: Wang, Lingyun; Cui, Mingming; Tang, Hao; Cao, Derong
• Is Part Of: Dyes and pigments. Volume 155(2018)
• Page Start: 107
• Page End: 113
• Publication Date: 2018-08
• Subjects: Aggregation-enhanced emission (AEE) -- Picric acid detection -- Quinoxaline -- Nitroaromatic compounds; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2018.03.036
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: Two quinoxaline-based luminogens (1a and1b ) appending with triphenylethene rotors with donor–acceptor–donor (D–A–D) backbone are synthesized by a facile synthetic strategy. They show aggregation-enhanced emission (AEE) phenomenon in CH3 CN-water mixture. The aggregates of1a and1b show highly sensitive and selective fluorescent quenching responses toward picric acid (PA) aqueous solution among a number of nitroaromatic compounds. The quenching constants of K SV were evaluated to be 7.92*10 5 M −1 and 5.76*10 5 M −1 for1a and1b, respectively. These aggregates are also able to detect PA in vapor phase. The test strip-based sensors can readily detect PA in aqueous media by naked-eye observation instantly at the concentration as low as 5*10 −6 M. Our findings demonstrate that1a and1b have great potential as excellent sensors for PA. Mechanism studies reveal that synergistic effect of electron transfer, resonance energy transfer and more cavities of nanoaggregates is conducive to good selectivity and high sensitivity of chemosensors (1a and1b ) for detection PA. Graphical abstract: Two quinoxaline-based donor–acceptor–donor luminogens (1a and1b ) are synthesized and they exhibit highly efficient and selective sensing of trace picric acid. Highlights: Two AEE-active quinoxaline derivatives (1a and1b ) are synthesized. The aggregates of1a and1b show highly selective fluorescent quenching responses toward picric acid (PA). 1a and1b based test strips can detect the PA up to 10 nM level.