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分子间相互作用增强咔唑席夫碱衍生物的聚集诱导发光

Intermolecular interactions boost aggregation induced emission in carbazole Schiff base derivatives.

作者信息

Gan Xiaoping, Liu Guangjin, Chu Mingjie, Xi Wengang, Ren Zili, Zhang Xiuli, Tian Yupeng, Zhou Hongping

机构信息

Department of Applied Chemistry, School of Science, Anhui Agricultural University, 230036 Hefei, P. R. China and College of Chemistry and Chemical Engineering, Anhui University and Key Laboratory of Functional Inorganic Materials Chemistry of Anhui Province, 230601, Hefei, P. R. China.

Department of Applied Chemistry, School of Science, Anhui Agricultural University, 230036 Hefei, P. R. China.

出版信息

Org Biomol Chem. 2016 Dec 20;15(1):256-264. doi: 10.1039/c6ob02181f.

DOI:10.1039/c6ob02181f
PMID:27901535
Abstract

Six D-π-A model compounds (compounds 1-6) were conveniently synthesized and characterized by H NMR, C NMR, MS and single crystal X-ray diffraction. One photon absorption and emission properties were studied by using a series of UV-visible and fluorescence spectra and theoretical calculations were applied to investigate the structure-property relationships, which showed that all six compounds possessed an obvious intramolecular charge transfer process which could be attributed to their optical properties. We simultaneously investigated their fluorescence emission performance in water/acetonitrile mixtures and found that they all have outstanding aggregation induced emission properties. Scanning electron microscopy testing illustrated that orderly aggregation was the main reason for their aggregation induced emission properties. Cytotoxicity tests indicated that all these compounds had good biocompatibility for living cells, and bio-imaging studies highlighted the potential application of the six compounds in one-photon fluorescence microscopy imaging domains.

摘要

通过简便方法合成了六种D-π-A模型化合物(化合物1-6),并通过氢核磁共振(¹H NMR)、碳核磁共振(¹³C NMR)、质谱(MS)和单晶X射线衍射对其进行了表征。利用一系列紫外可见光谱和荧光光谱研究了其一光子吸收和发射特性,并应用理论计算研究结构-性质关系,结果表明所有六种化合物都具有明显的分子内电荷转移过程,这可归因于它们的光学性质。我们同时研究了它们在水/乙腈混合物中的荧光发射性能,发现它们都具有出色的聚集诱导发光性质。扫描电子显微镜测试表明有序聚集是其聚集诱导发光性质的主要原因。细胞毒性测试表明所有这些化合物对活细胞具有良好的生物相容性,生物成像研究突出了这六种化合物在单光子荧光显微镜成像领域的潜在应用。

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