一种蒽醌类荧光探针的合成及对氟离子的检测性能  

Synthesis and Property of A Novel Anthraquinone-based Fluorescence Probe for Detection of Fluoride Ions

作　　者：王金金 王芳菲 徐恩杰 杨清彪[2] 宋岩 WANG Jin-jin;WANG Fang-fei;XU En-jie;YANG Qing-biao;SONG Yan(Repartment of Material Science and Engineering,Jilin Institute of Chemical Technology,Jilin 132022,China;College of Chemistry,Jilin University,Changchun 130061,China)

机构地区：[1]吉林化工学院材料科学与工程学院,吉林吉林132022 [2]吉林大学化学学院,吉林长春130061

出　　处：《合成化学》2020年第2期99-105,共7页Chinese Journal of Synthetic Chemistry

基　　金：吉林省科技厅重点项目(20170204039GX)。

摘　　要：以1,4-二羟基蒽醌为荧光团,叔丁基二甲基氯硅烷为识别基团,设计合成了新型氟离子探针分子1,4-二-(叔丁基-二甲基-硅氧基)-蒽醌(AQTB1),其结构经1H NMR,13C NMR和MS(ESI)表征。采用FL和UV-Vis详细研究了响应时间、溶液pH值、干扰离子、氟离子浓度对探针AQTB1检测性能的影响。结果表明:探针AQTB1在pH=3~12的缓冲溶液中,实现了对氟离子的高效检测,并不受干扰离子影响。通过FL, IR和MS(ESI)对探针AQTB1检测机理进行研究,结果表明:加入氟离子后,探针分子中的Si-O键断裂,荧光较弱的AQTB1转化为荧光较强的1,4-二羟基蒽醌,实现氟离子的精确定量。实际样品分析实验中,3种不同水样中氟离子的加标回收率为88.0%~109.5%,相对标准偏差(RSD)低于8.5%。A novel fluorescence probe AQTB1(1,4-bis-(tert-butyl-dimethyl-silanyloxy)-anthraquinone) was designed and synthesized for detection of fluoride, based on 1,4-dihydroxyanthraquinone as the fluorophore and tert-butyldimethylchlorosilane as the recognition group. The structure was characterized by 1H NMR, 13C NMR and MS(ESI). FL and UV-Vis were used to study the effects of response time, pH value of solution, interference ion and fluorine ion concentration on the detection performance of probe AQTB1.The results showed that the probe AQTB1 in the buffer solution of pH=3~12 could detect fluorine ions efficiently, and was not affected by the interference ions. The detection mechanism was studied by FL, IR and MS(ESI), which indicated that when fluoride ion was added, Si-O bond of probe AQTB1 was disconnected, and caused the weaker AQTB1 to be converted into the stronger 1,4-dihydroxyindole. In addition, the spiked recoveries of fluoride ions in three different water samples ranged from 88.0% to 109.5%, and the relative standard deviation(RSD) was less than 8.5% in the actual sample analysis experiment.

关 键 词：荧光探针 合成 蒽醌衍生物 氟离子 1 4-二羟基蒽醌 

分 类 号：TQ612.5[化学工程—精细化工] O626[理学—有机化学]