Design of an AIE-Active Flexible Self-Assembled Monolayer Probe for Trace Nitroaromatic Compound Explosive Detection

In this work, a series of molecules TPE-PA-n (n = 3-11) were designed with classic aggregation-induced emission (AIE) 1,1,2,2-tetraphenylethene (TPE) for self-assembled monolayers (SAMs), which are applied for the detection of trace nitroaromatic compound (NAC) explosives. Phosphoric acid that acts as an anchor is used to connect with TPE through alkyl chains of various lengths. It is found that the alkyl chains play a role in pulling TPE luminogens to aggregate for light emission, which can affect the fluorescence and sensing performance of the SAMs. Ulteriorly, a model is built to explore the influence of the alkyl chain length on the device performance, which is determined by the three effects of the alkyl chain: flexibility, the coupling effect, and the odd-even effect. By comparison, the functional molecules with the chain length of 8 were finally selected and further applied for NAC sensors. By means of fluorescence spectra, the SAM sensor was proved to have good stability, reversibility, selectivity, and sensitivity, and its detection limits for trinitrotoluene, dinitrotoluene, and nitrobenzene were 1.2, 6.0, and 35.7 ppm, respectively. This work provides new ideas for the design and preparation of flexible sensors for trace NAC detection with high performance, low cost, and easy operation.