Cyniak Jakub S, Kasprzak Artur
Faculty of Chemistry, Warsaw University of Technology Noakowskiego Str. 3 00-664 Warsaw Poland
RSC Adv. 2024 Apr 23;14(19):13227-13236. doi: 10.1039/d4ra02129k. eCollection 2024 Apr 22.
A mechanochemical synthesis of novel polyaromatic amide consisting of 1,3,5-triphenylbenzene and 1,1',2,2'-tetraphenylethylene skeletons has been established. The designed mechanochemical approach using readily available and low-cost equipment allowed a twofold increase in reaction yield, a 350-fold reduction in reaction time and a significant reduction in the use of harmful reactants in comparison to the solution synthesis method. The parameters of Green Chemistry were used to highlight the advantages of the developed synthesis method over the solution-based approach. The title compound was found to exhibit attractive optical properties related to the Aggregation-induced emission (AIE) behaviour. Taking the advantage of AIE-active properties of the synthesized polyaromatic amide, its application as effective and versatile molecular receptor towards detection of monovalent anions, as well as bio-relevant anions - nucleotides, has been demonstrated. The values of the binding constants were at the satisfactory level of 10, the detection limit values were low and ranged from 0.2 μM to 19.9 μM.
一种由1,3,5-三苯基苯和1,1',2,2'-四苯基乙烯骨架组成的新型聚芳酰胺的机械化学合成方法已经建立。与溶液合成方法相比，所设计的使用易于获得且低成本设备的机械化学方法使反应产率提高了两倍，反应时间减少了350倍，并显著减少了有害反应物的使用。采用绿色化学参数突出了所开发的合成方法相对于基于溶液的方法的优势。发现标题化合物表现出与聚集诱导发光（AIE）行为相关的吸引人的光学性质。利用合成的聚芳酰胺的AIE活性性质，已证明其作为检测单价阴离子以及与生物相关的阴离子——核苷酸的有效且通用的分子受体的应用。结合常数的值处于令人满意的10的水平，检测极限值较低，范围为0.2 μM至19.9 μM。
