State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun 130012, PR China.
Talanta. 2010 Oct 15;82(5):1943-9. doi: 10.1016/j.talanta.2010.08.016. Epub 2010 Aug 21.
To meet the need for rapid and low-cost chemical sensing of explosive, new fluorescence chemosensors based on oligophenothiazines for probing vapor-phase nitro compounds have been developed. The phenothiazine-based trimer P3 and pentamer P5 have been synthesized via Heck and Wittig reactions by convergent approach. It was found that they can detect the vapors of nitro compounds, including p-nitrotoluene (p-NT), 2,4-dinitrotoluene (DNT), 2,4,6-trinitrotoluene (TNT) with good sensitivity and reversibility. And the sensor of P3 film gave a linear fluorescence quenching response to 7-800 ppb TNT with the detection limit of 4 ppb. For DNT vapor, a linear working range of the sensor was 2-24 ppm with the detection limit of 40 ppb. Meanwhile, the interferents, including common organic solvents, p-nitrophenol and 2,4-dinitrophenylhydrazine cannot lead to obvious fluorescence quenching, meaning that the film based on oligophenothiazines exhibited good specificity of fluorescence response to explosive. Based on the fluorescence lifetime and UV-vis absorption measurements, we suggested that the fluorescence quenching of oligophenothiazine-based films exposed to the vapors of nitro compounds was due to the formation of non-fluorescent charge-transfer complex between oligophenothiazine and nitro compounds.
为满足对爆炸物进行快速、低成本化学感测的需求，开发了基于聚苯并噻唑的新型荧光化学传感器，用于探测气相硝基化合物。通过 Heck 和 Wittig 反应，通过收敛方法合成了基于苯并噻唑的三聚体 P3 和五聚体 P5。结果发现，它们可以检测包括对硝基甲苯（p-NT）、2,4-二硝基甲苯（DNT）、2,4,6-三硝基甲苯（TNT）在内的硝基化合物蒸气，具有良好的灵敏度和可逆性。并且 P3 薄膜传感器对 7-800 ppb TNT 具有线性荧光猝灭响应，检测限为 4 ppb。对于 DNT 蒸气，传感器的线性工作范围为 2-24 ppm，检测限为 40 ppb。同时，包括常见有机溶剂、对硝基苯酚和 2,4-二硝基苯肼在内的干扰物不会导致明显的荧光猝灭，这意味着基于聚苯并噻唑的薄膜对爆炸物表现出良好的荧光响应特异性。基于荧光寿命和紫外-可见吸收测量，我们认为暴露于硝基化合物蒸气中的聚苯并噻唑基薄膜的荧光猝灭是由于聚苯并噻唑与硝基化合物之间形成非荧光电荷转移配合物所致。
