物理化学学报 >> 2016, Vol. 32 >> Issue (1): 373-379.doi: 10.3866/PKU.WHXB201511091

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一种新型对苯乙炔基苯衍生物:荧光行为与传感应用

祁彦宇,孙晓环,常兴茂,康蕊,刘凯强,房喻*()   

  • 收稿日期:2015-10-11 发布日期:2016-01-13
  • 通讯作者: 房喻 E-mail:yfang@snnu.edu.cn
  • 基金资助:
    国家自然科学基金(21273141, 21527802);“111”计划(B14041)及长江学者与创新团队发展计划(IRT1070)

A New Type of 1, 4-Bis(phenylethynyl)benzene Derivatives: Optical Behavior and Sensing Applications

Yan-Yu QI,Xiao-Huan SUN,Xing-Mao CHANG,Rui KANG,Kai-Qiang LIU,Yu FANG*()   

  • Received:2015-10-11 Published:2016-01-13
  • Contact: Yu FANG E-mail:yfang@snnu.edu.cn
  • Supported by:
    the National Natural Science Foundation of China(21273141, 21527802);“111 Project”, China (B14041), andProgram for Changjiang Scholars and Innovative Research Team in Universities, China(IRT1070)

摘要:

设计合成了一种以8-羟基喹啉(8-HQ)为捕获基团,胆固醇(Chol)为辅助结构的新型光化学稳定的对苯乙炔基苯(BPEB)衍生物(OPBMQ)。研究表明,该化合物荧光光谱由8-HQ的荧光发射和BPEB的荧光发射组成,且其荧光发射对沙林毒气模拟物(DCP)的存在极为敏感。计算检出限可达1 × 10−9 mol·L-1以下。此外,其它相关神经毒剂模拟物、有机磷农药,甚至它们的混合物的存在均不显著干扰化合物对DCP的传感。更为重要的是,无论是以高纯水、自来水,还是海水作为介质,均对测定结果没有显著影响。需要指出的是,对沙林毒气模拟物的灵敏、高选择性测定也可以在滤纸片上以目视法进行。基于这些结果,发展了一种概念性沙林毒气模拟物检测仪器。

关键词: 1, 4-二苯乙炔基苯, 荧光, 沙林, 8-羟基喹啉, 氯磷酸二乙酯

Abstract:

A new and optically stable fluorescent derivative (OPBMQ) of 1, 4-bis(phenylethynyl)benzene (BPEB) with 8-hydroxyquinoline (8-HQ) as a capturing unit and cholesterol (Chol) as an auxiliary structure was designed and synthesized. Fluorescence studies demonstrated that the fluorescence emission of the compound in the aqueous phase is characterized by two distinct and independent emissions, of which one originates from 8-HQ and the other from BPEB. Importantly, the emission is highly selective and sensitive to the presence of diethyl chlorophosphate (DCP), a simulant of Sarin. The calculated detection limit (DL) is lower than 1 × 10−9 mol·L−1. Moreover, no significant response was observed when the probe was exposed to simulants of other nerve agents, relevant organophosphorus pesticides, or even their mixtures. More importantly, regardless of whether Milli-Q water, tap water or even sea water was employed as solvent, the presence of the mixture of the interferents studied did not show any significant effect on the detection of DCP. In particular, the sensitive and highly selective detection of DCP was also realized by naked-eye observation, providing a simple and low-cost protocol for the on-site and real-time detection of the chemical. Based on this discovery, a DCP monitoring device was successfully developed.

Key words: 1, 4-Bis(phenylethynyl)benzene, Fluorescence, Sarin, 8-Hydroxyquinoline, Diethyl chlorophosphate

MSC2000: 

  • O644