ABSTRACT

Efficient detection of trace water was important before use in water-sensitive reactions. Herein, a fluorescence sensor 1,4-bis((E)-(2-(benzo[d]thiazol-2-yl)hydrazineylidene)methyl)benzene (DHB) was designed and synthesised by a simple one-step reaction using 2-hydrazinobenzothiazole and terephthalaldehyde as raw materials. DHB showed aggregation-induced emission characteristics in solid state and 1,4-dioxane/H₂O mixture. In addition, the fluorescent colour changes in IPA and fluorescence quenching in N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMA), dimethyl sulphoxide (DMSO), glycerine (GI), and 1,3-propanediol (1,3-PDO) were obviously observed with increasing water content, making DHB a highly sensitive fluorescent sensor for water detection with a detection limit of 0.174% for IPA, 0.040% for DMSO, 0.067% for DMF, 0.039% for DMA, 0.069% for 1,3-PDO, and 0.013% for GI, respectively. Further, DHB displayed fluorescence colorimetric response to water in solid state. ¹H NMR titration indicated that the sensing mechanism for the detection of trace water was form hydrogen bonds between H₂O molecule and amino group of DHB.

摘要

在用于水敏反应之前，有效检测痕量水非常重要。在此，设计并合成了一种荧光传感器 1,4-双(( E )-(2-(苯并[ d ]噻唑-2-基)亚肼基)甲基)苯 (DHB)，使用 2 -以肼基苯并噻唑和对苯二甲醛为原料。DHB 在固态和 1,4-二恶烷/H ₂ O 混合物中表现出聚集诱导的发射特性。此外，IPA 中的荧光颜色变化和N,N-二甲基甲酰胺 (DMF)、N,N中的荧光猝灭-二甲基乙酰胺 (DMA)、二甲基亚砜 (DMSO)、甘油 (GI) 和 1,3-丙二醇 (1,3-PDO) 随着水含量的增加而明显观察到，使 DHB 成为一种用于水检测的高灵敏度荧光传感器，具有IPA 的检测限为 0.174%，DMSO 为 0.040%，DMF 为 0.067%，DMA 为 0.039%，1,3-PDO 为 0.069%，GI 为 0.013%。此外，DHB 显示出对固态水的荧光比色响应。¹ H NMR滴定表明检测痕量水的传感机制是H ₂ O分子与DHB的氨基之间形成氢键。