Triphenylamine-Modified Cinnamaldehyde Derivate as a Molecular Sensor for Viscosity Detection in Liquids.

Abstract

Liquid safety is considered a serious public health problem; a convenient and effective viscosity determination method has been regarded as one of the powerful means to detect liquid safety. Herein, one kind of triphenylamine-modified cinnamaldehyde-based fluorescent sensor (3-(4'-(diphenylamino)-[1,1'-biphenyl]-4-yl)acrylaldehyde (DPABA)) has been developed for sensing viscosity fluctuations in a liquid system, where a cinnamaldehyde derivative was extracted from one kind of natural plant cinnamon and acted as an acceptor, which has been combined with a triphenylamine derivate via the Suzuki coupling reaction within one facile step. Twisted intramolecular charge transfer (TICT) was observed, and the rotation could be restricted in the high-viscosity microenvironment; thus, the fluorescent signal was released at 548 nm. Featured with a larger Stokes shift (223.8 nm in water, 145.0 nm in glycerol), high adaptability, sensitivity, selectivity, and good photostability, the capability of high signal-to-noise ratio sensing was achieved. Importantly, this sensor DPABA has achieved noninvasively identifying thickening efficiency investigation, and viscosity fluctuations during the liquid deterioration program have been screened as well. We believed that this unique strategy can accelerate intelligent molecular platforms toward liquid quality and safety inspection.