基于四联苯臂星型小分子凝胶剂的TNT薄膜荧光传感器

doi:10.11944/j.issn.1000-0518.2015.05.140334

摘要/Abstract

摘要：

基于具有三苯胺中心核、咔唑外围和四联苯连接臂的星型荧光小分子三(4″″-(3, 6-二叔丁基-咔唑-9氢-9-基)-(1, 1': 4', 1″':4″', 1?:4?, 1″″-四苯基)-4-基)胺(N5), 采用溶液旋涂的方法制备了用于检测三硝基甲苯(TNT)饱和蒸汽的高效荧光传感薄膜。不同于具有单苯连接臂的模型化合物三(4'-(3, 6-二叔丁基-咔唑-9氢-9-基)-(1, 1'-二苯基)-4-基)胺(N2), N5由于长共轭臂的存在, 容易在苯类溶剂中通过π-π相互作用组装形成凝胶。同时, 其旋涂薄膜具有细小纳米级纤维状的组装形貌, 表面出现一定的多孔结构, 有利于气体分子的渗透。因此, 应用于TNT蒸汽的检测, 化合物N5薄膜表现出比N2薄膜更快的荧光淬灭响应速度和更高的淬灭效率。特别是TNT传感特性几乎不受化合物N5膜厚的影响, 当膜厚为94 nm时, 在1和30 min的淬灭程度仍然可以达到44%和90%。

关键词: 荧光薄膜传感器, 凝胶剂, 四联苯臂, 纳米纤维自组装, TNT

Abstract:

On the basis of a starburst small molecular gelator N5 which consists of a triphenylamine core, carbazole terminals and tetraphenyl arms, highly efficient fluorescent film sensors have been demonstrated for the detection of TNT saturated vapor. Different from the model compound N2 with monophenyl arms, compound N5 can easily form gels in benzene-containing solvents due to intermolecular π-π interactions caused by the presence of tetraphenyl groups. In addition, the obtained compound N5 film fabricated via spin-coating from the toluene solution exhibits porous morphology with some nano-fibrous assemblies, favorable for the permeation of vapor molecules. As a result, when used as the film sensor for TNT vapor, compound N5 shows faster quenching response rate and higher quenching efficiency than those of compound N2. Most interestingly, its thickness nearly has no effect on the sensor property. Even for a 94 nm-thick film, the fluorescence can still be quenched by about 44% and 90% at 1 min and 30 min, respectively.

Key words: fluorescence film sensor, gelator, tetraphenyl arm, nano-fibrous assembly, TNT

中图分类号:

于明泉, 吴晓甫, 丁军桥, 王利祥. 基于四联苯臂星型小分子凝胶剂的TNT薄膜荧光传感器[J]. 应用化学, 2015, 32(5): 604-610.

YU Mingquan, WU Xiaofu, DING Junqiao, WANG Lixiang. Fluorescent Film Sensor Based on Starburst Small Molecular Gelator with Tetraphenyl Arms for Highly Sensitive Detection of TNT Vapor[J]. Chinese Journal of Applied Chemistry, 2015, 32(5): 604-610.

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