摘要
以5-溴-2-羟基-3-甲氧基苯甲醛为原料,与不同双胺(丁二胺、戊二胺、己二胺)以2∶1的摩尔比缩合制备了1,4-丁烷二亚胺-4-溴-2-甲氧基苯酚(Br-4C)、1,5-戊烷二亚胺-4-溴-2-甲氧基苯酚(Br-5C)、1,6-己烷二亚胺-4-溴-2-甲氧基苯酚(Br-6C)3种新型席夫碱。使用红外光谱(IR)、核磁氢谱(~1H NMR)、核磁碳谱(13C NMR)表征其结构,并对Br-4C进行单晶X射线衍射(SXRD)和赫什菲尔德表面分析(HSA)。此外,还研究了上述化合物的固态发光行为,Br-4C、Br-5C和Br-6C分别在365、396、396 nm激发波长下表现为宽的发射光谱(500~700 nm)。同时研究了3种席夫碱在常见溶剂中的发光行为,结果显示它们均在N,N'-二甲基甲酰胺(DMF)溶液中发光最强,在水中发光最弱。因此,采用荧光光谱法在DMF溶液中研究了Br-4C、Br-5C和Br-6C对金属离子的识别特性。结果表明:3种探针对Fe^(3+)具有很高的选择性。此外,在自然光下,探针Br-4C、Br-5C和Br-6C的试纸条也可以检测Fe^(3+),3种探针还可用于实际水样中Fe^(3+)的检测。
Three novel Schiff bases,namely 1,4-butane diimino-4-bromo-2-methoxyphenol(Br-4C),1,5-pentanediimino-4-bromo-2-methoxyphenol(Br-5C),1,6-hexanediimine-4-bromo-2-methoxyphenol(Br-6C),were prepared by the condensation reaction of 5-bromo-2-hydroxy-3-methoxybenzaldehyde with different diamines(butylenediamine,pentenediamine and hexanediamine)at the molar ratio of 2∶1,respectively.The structure of three Schiff bases was characterized by infrared spectroscopy(IR),nuclear magnetic hydrogen spectroscopy(1H NMR)and nuclear magnetic carbon spectroscopy(13C NMR),and single crystal X-ray diffraction and Hirshfeld surface analysis were performed for Br-4C.In addition,the solid-state luminescence behavior of the above compounds was also studied,Br-4C,Br-5C and Br-6C all exhibit wide emission spectra(500-700 nm)at the excitation wavelengths of 365,396 and 396 nm.At the same time,the fluorescence intensity of the three Schiff bases in common solvents were recorded,and it is found that the strongest and weakest luminescence intensity is appeared in N,N´-dimethylformamide(DMF)and water solution,respectively.Therefore,the identification characteristics of metal ions by Br-4C,Br-5C and Br-6C in DMF solution were studied by fluorescence spectrometry.The results show that the three probes have high selectivity to Fe3+.In addition,Fe^(3+)was detected with test paper strips of Br-4C,Br-5C and Br-6C probes under natural light.The three probes can also be used to detect Fe^(3+)in actual water samples.
作者
赵成兄
辛慧芳
伍丹
孙赞
ZHAO Cheng-xiong;XIN Hui-fang;WU Dan;SUN Zan(School of Chemistry and Materials Science,Qinghai Minzu University,Xining 810007,China)
出处
《分析测试学报》
北大核心
2025年第3期429-437,共9页
Journal of Instrumental Analysis
基金
青海省自然科学基金(2020-ZJ-964Q)
2023年青海民族大学研究生创新项目(12M2023015)。
作者简介
通讯作者:孙赞,博士,副教授,研究方向:荧光探针的设计与传感,E-mail:sunzan_2006@126.com。
