基于呋喃环的新型荧光材料的合成及性能研究  

Synthesis and Properties of Novel Fluorescent Materials Based on Furan Rings

作　　者：李晓靖 苏柯 谢鑫钰 何激忠 陈琳 何盈春 LI Xiaojing;SU Ke;XIE Xinyu;HE Jizhong;CHEN Lin;HE Yingchun(Aba Teachers University,Aba Sichuan 623002,China;Sichuan Academy of Natural Resources Science,Chengdu Sichuan 610015,China)

机构地区：[1]阿坝师范学院,四川阿坝623002 [2]四川省自然资源科学研究院,四川成都610015

出　　处：《辽宁化工》2025年第1期62-66,共5页Liaoning Chemical Industry

基　　金：阿坝师范学院2023年国家级大学生创新创业训练计划项目(项目编号:S2023106460022)。

摘　　要：以呋喃甲酸为出发点,酯化后与肼水反应生成甲酰肼,再以溴氰为缩合试剂,生成具有呋喃环的新型荧光材料(2-氨基-5-(2-呋喃基)噁二唑,AFO)。荧光测试发现,AFO对不同金属盐的影响表现出显著性差异。实验结果显示,AFO对Pd^(2+)具有特异性选择能力,可作为Pd^(2+)检测的探针。荧光滴定实验表明,AFO在Pd^(2+)检测的线性范围为0.01~0.10μmol·L^(-1),检测限能够低至8.96×10^(-7) mol·L^(-1)。此外,实验发现,在p H为6.0~9.0时AFO对Pd^(2+)检测不影响。根据荧光滴定和紫外曲线,可以推断出AFO与Pd^(2+)是以1∶1的配位比结合的。计算模拟发现AFO与Pd^(2+)络合以后,严重影响了AFO的分子内电荷转移,并使大共轭体系遭到破坏,从而荧光强度降低甚至猝灭。因此,AFO具有较高的灵敏度、操作方便、实时检测等优点,为后续开发提供了无限的潜力。Furanocarboxylic acid was used as a starting point,which was lipidated and reacted with hydrazine water to form formylhydrazine,and then cyanogen bromide was used as a condensation reagent to generate a novel fluorescent material (2-amino-5-(2-furanyl)oxadiazole,AFO) with a furan ring.Fluorescence tests revealed that AFO exhibited significant differences on different metal salts.The experimental results showed that AFO had specific selectivity for Pd^(2+)and can be used as a probe for Pd^(2+)detection.The fluorescence titration experiments showed that the linear range of AFO for Pd^(2+)detection was 0.01~0.10μmol·L^(-1),and the detection limit could be as low as 8.96×10^(-7) mol·L^(-1).In addition,it was found that pH in the range of 6.0~9.0 had no effect on Pd^(2+)detection by AFO.Based on the fluorescence titration and UV curves,it was inferred that AFO bound to Pd^(2+)in 1∶1 coordination ratio.Computational simulations revealed that the complexation of AFO with Pd^(2+)seriously affected the intramolecular charge transfer of AFO and destroyed the macroconjugation system,resulting in a decrease in fluorescence intensity or even quenching.In conclusion,the AFO has the advantages of high sensitivity,easy operation and real-time detection,which provides unlimited potential for subsequent development.

关 键 词：荧光探针 重金属 呋喃环 

分 类 号：O626[理学—有机化学]