高等学校化学学报 ›› 2019, Vol. 40 ›› Issue (6): 1128-1134.doi: 10.7503/cjcu20190006

• 分析化学 • 上一篇    下一篇

双氰基二苯代乙烯型双光子荧光环境敏感探针

黄池宝(), 潘淇, 陈华仕, 梁兴, 吕国岭   

  1. 遵义师范学院化学化工学院, 遵义 563002
  • 收稿日期:2019-01-04 出版日期:2019-06-10 发布日期:2019-05-11
  • 作者简介:

    联系人简介: 黄池宝, 男, 博士, 教授, 主要从事双光子荧光探针方面的研究. E-mail: huangchibao@163.com

  • 基金资助:
    贵州省高层次创新型人才培养计划项目──“百”层次人才(批准号: 黔科合平台人才【2016】5683)、 国家自然科学基金(批准号: 21562050)、 贵州省第八批科技创新人才团队建设专项基金[批准号: 黔科合人才团队(2015)4007]、 贵州省科学技术基金(批准号: 黔科合J字[2015]2146)、 贵州省教育厅自然科学重点研究项目(批准号: 黔教合KY字[2014]296)、 贵州省教育厅省级本科教学工程建设项目(批准号: 黔教[2014]JXGChcb)、 遵义市“15851人才精英工程”项目[批准号: (2015)4007]和遵义市红花岗区科学技术项目(批准号: 遵红科合社字[2015]18)资助.

Dicyanostilbene-derived Two-photon Fluorescence Environment-sensitive Probe

HUANG Chibao(), PAN Qi, CHEN Huashi, LIANG Xing, LÜ Guoling   

  1. Chemistry and Chemical Engineering College, Zunyi Normal University, Zunyi 563002, China
  • Received:2019-01-04 Online:2019-06-10 Published:2019-05-11
  • Supported by:
    † Supported by the High-level Innovative Talents Training ProjectHundred Talents Program of Guizhou Province, China(No.[2016]5683), the National Natural Science Foundation of China(No.21562050), the Special Project of the Construction of the Eighth Batch of Scientific and Technological Innovation Talent Team in Guizhou Province, China[No.(2015)4007], the Science and Technology Fund Project of Guizhou Province, China(No.J[2015]2146), the Key Project of Education Department of Guizhou Province, China(No.KY[2014]296), the Teaching Contents and Curriculum System Reform Project of Higher Education in Guizhou Province, China(No.KY [2014] JXGChcb), the Project of “15851 Talents Elite Project” in Zunyi City, China(No.[2015]4007) and the Science and Technology Project of Zunyi City, China(No.[2015]18)

摘要:

构建了一个衍生于双氰基二苯代乙烯的具有推-拉电子结构的环境敏感探针(SP), 该探针可作为将溶剂生色与分子转子特性结合起来的一个典型范例. SP探针的最大发射波长随溶剂极性的增加而显著增大, 归根于激发态分子转化为一个或多个扭转分子内电荷迁移(TICT)态, 极性溶剂更有利于电荷分离态分子的稳定. 在TICT态, 分子的荧光量子产率强烈地依赖于溶剂的极性、 黏度与温度. SP探针显示了很宽的溶剂生色范围, 在环己烷和二甲亚砜中的最大发射波长(λem)分别为445和641 nm, 相差196 nm, 能用于溶剂极性、 溶剂种类、 黏度与温度的检测识别. SP探针在环己烷和N,N-二甲基甲酰胺中的双光子吸收截面分别为5560和130 GM, 远高于同类双光子荧光探针; 其超大的斯托克斯位移(232 nm)可显著降低吸收谱对荧光的干扰, 显示出优良的检测成像性能, 可用于细胞黏度实时动态显微成像.

关键词: 双光子, 环境敏感探针, 极性, 黏度, 细胞成像

Abstract:

A novel two-photon fluorescence environment-sensitive probe(SP) with the push-pull electronic architecture derived from dicyanostilbene was developed. This was a typical example of the combination of solvatochromism and molecular rotor properties. The maximum emission wavelengths of the probe SP increased significantly with the increase of the polarities of the solvents, which was attributed to the transformation of the excited state molecule into one or more torsional intramolecular charge transfer states(TICT). Polar solvents were more conducive to the stability of the charge separation state molecule. In the TICT state, the fluorescence quantum yield of the molecule was strongly dependent on the polarity, viscosity and temperature of the solvent. The probe SP showed a fairly wide range of solvent solvatochromism, the maximum emissiom wavelengths were 445 in cyclohexane and 641 nm in dimethyl sulfoxide, respectively, and the gap was 196 nm. The probe SP was able to be used for the detection of solvent polarity, viscosity and temperature, and the recognition of solvent species. The probe SP also had large two-photon absorption cross sections, the maximum two-photon absorption cross sections were 5560 in cyclohexane and 130 GM in N,N-dimethylformamide, respectively, and a super-large Stokes shift which was 232 nm. The probe was able to be used for the measurement and imaging of cell viscosity.

Key words: Two-photon, Environment-sensitive sensor, Polarity, Viscosity, Cell-imaging

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