含苯胺基硫脲单元的咔唑衍生物的合成及其对阴离子的识别传感研究  

Synthesis, Recognition and Sensing Properties for Anions Based on a Carbazole Derivative Containing Phenylaminothiourea Units

作　　者：蹇军友[1] 闫柏任 潘顶伍[1] 谭赞[1] 吕新阳[1] 杜欢[1] 鲍小平[1] 

机构地区：[1]贵州大学精细化工研究开发中心绿色农药与农业生物工程国家重点实验室培育基地教育部绿色农药与农业生物工程重点实验室,贵阳550025

出　　处：《有机化学》2015年第5期1069-1074,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.21161005)资助项目~~

摘　　要：以咔唑为起始原料设计合成了含苯胺基硫脲识别单元的咔唑类阴离子受体L,通过1H NMR、13C NMR、MS、IR和元素分析对其结构进行了表征.UV-Vis和荧光滴定实验表明,在二甲基亚砜(DMSO)中L能较好地识别F-、Ac O-和2 4H PO-且对它们表现出强络合作用(Ka>104 L/mol),识别过程伴随着肉眼可见的溶液颜色变化和明显的荧光猝灭,这表明了受体L可作为阴离子的比色和荧光传感器.有趣的是,在含水10%的DMSO中L能选择性识别F-和Ac O-;在含水20%的DMSO中L实现了对Ac O-的专一性识别.A carbazole-based anion receptor （L） containing phenylaminothiourea recognition units was designed and synthesized using carbazole as starting compound, and its structure was characterized by ^1H NMR, ^13C NMR, MS, IR and elemental analysis. UV-Vis and fluorescence titration experiments indicated that L selectively recognized F^-, AcO^- and H2PO4 in DMSO, showing strong interactions （Ka〉 10^4 L/mol） with these three anions. During the anion recognition process, a naked-eye detectable color change and a distinct fluorescence quenching of L were simultaneously observed, indicative of its potential as colorimetric and fluorescent sensors for anions. Interestingly, only F- and AcO- could be recognized by L in DMSO containing 10% （V/V） H2O; a specific recognition of L towards AcO^- was realized in DMSO containing 20% （V/V） H2O.

关 键 词：苯胺基硫脲 咔唑 氢键 阴离子识别 传感 

分 类 号：O626[理学—有机化学]