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Synthesis of new anthracene-substituted calix[4]triazacrown-5 as highly sensitive fluorescent chemosensor and extractant against hazardous dichromate anion
Luminescence ( IF 3.2 ) Pub Date : 2021-06-23 , DOI: 10.1002/bio.4113
Serkan Sayin 1
Affiliation  

A new fluorogenic anthracene functionalized calix[4]triazacrown-5 (Ant-AzClx) was successfully synthesized using a simple Schiff’s base reaction. The 1H-NMR, 13C-NMR, ESI-MS, and elemental analysis techniques were performed to characterize its structure. Excited at 370 nm, Ant-AzClx reveals excimer emission at 418 nm. Therefore, its anion binding properties were investigated against F, HCO3, H2PO4, NO3, Cr2O72−, and SO42− ions. When hazardous dichromate anion was introduced into medium, the fluorescence intensity of Ant-AzClx was markedly quenched. The binding constant, stoichiometry, the detection limits and Stern–Volmer equation for the complex formed between Ant-AzClx and Cr2O72− ion were determined. Furthermore, the 1H-NMR technique was also performed to assess the mechanism of the complex (Ant-AzClx@Cr2O72−). Apart from its excellent fluorescent chemosensor properties for selective and sensitive recognition of Cr2O72− ion, Ant-AzClx was used as an efficient extractant towards dichromate anion. The extraction results indicated that Ant-AzClx exhibited high extraction capability, leading to it being a promising extractant for the removal of dichromate anions from water.

中文翻译:

新型蒽取代杯[4]triazacrown-5的合成作为高灵敏度荧光化学传感器和重铬酸阴离子提取剂

使用简单的席夫碱反应成功合成了一种新的荧光蒽功能化杯[4]triazacrown-5 ( Ant-AzClx )。进行了1 H-NMR、13 C-NMR、ESI-MS 和元素分析技术来表征其结构。在 370 nm 处激发,Ant-AzClx在 418 nm 处显示准分子发射。因此,针对F -、HCO 3 -、H 2 PO 4 -、NO 3 -、Cr 2 O 7 2-和SO 4 2-研究了其阴离子结合特性。离子。当危险的重铬酸盐阴离子被引入培养基时,Ant-AzClx的荧光强度被显着淬灭。确定了Ant-AzClx和 Cr 2 O 7 2−离子之间形成的复合物的结合常数、化学计量、检测限和 Stern-Volmer 方程。此外,还进行了1 H-NMR 技术以评估复合物(Ant-AzClx@Cr 2 O 7 2-)的机制。除了对 Cr 2 O 7 2−离子进行选择性和灵敏识别的优异荧光化学传感器特性外,Ant-AzClx被用作对重铬酸盐阴离子的有效萃取剂。萃取结果表明,Ant-AzClx具有较高的萃取能力,是一种很有前景的去除水中重铬酸根阴离子的萃取剂。
更新日期:2021-06-23
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