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新型罗丹明类荧光化合物的合成及性能研究

Synthesis and Properties of New Novel Rhodamine Fluorescent Compounds

【作者】 李明

【导师】 胡志强;

【作者基本信息】 青岛科技大学 , 无机化学, 2013, 硕士

【摘要】 随着社会的不断进步以及人类生活水平的不断提高,如何保持生态平衡为人类提供健康的环境成为人类关注的焦点,那么如何对其环境进行实时检测也将成为化学领域的一大重要课题。尤其是随着医药科学、生物科学、环境科学等技术方面的发展,也为环境的实时检测提供了良好的研究平台。在众多的检测技术中,荧光分子探针技术由于其较高的灵敏性、可视性且操作快速便捷,并对于所研究的生物大分子或受体细胞不会产生明显的破坏及损伤,而得到广泛的应用。目前荧光探针己经在检测重金属、含氧酸、氨基酸及酸碱性等方面发挥了重要的作用。尤其是有关罗丹明类衍生物的研究更为突出,罗丹明是一种以氧杂蒽为母体的荧光染料,它具有灵敏度高、选择性好、光学性能稳定、量子产率高并且可以实现“开-关”操作等优点,近年来相关的报道越来越多。本论文综述了有关罗丹明类荧光化学传感器的研究进展,以及它们在不同领域的识别性能。同时在此基础上我们设计了一系列的具有探针性质的罗丹明类小分子衍生物,通过核磁分析、元素分析等技术对它们进行了结构的表征,并通过荧光光谱和紫外-可见光谱对其性能进行了研究。最终我们成功的合成了可以在不同体系中分别识别Hg2+与HOCl的化合物2-1,在一定条件下识别H+的化合物2-3,以及选择性识别重金属Fe3+的化合物2-5,并实现了它们在活体细胞内的检测。

【Abstract】 With the developing of society and the improving of living standards, how to maintain the balance of biological and environment become the focus of attention. Then, how to detection the components of surroundings has become one of important topic in the field. Especially with the development of medical science, biological science, environmental science and other aspects, it is a good research platform for the detection of the material.In many of the detection technology, fluorescent molecular probes technology because of its high sensitivity, visibility, quick and easy; also there is no damage and interference for the study of biological macromolecules or target cells. It has been got a wide range of applications. Now, fluorescent probes have played an important role in the detection of heavy metals, oxygen-containing acids, amino acids, acid-base nature and so on, especially, rhodamine derivatives. The rhodamine framework is an ideal model to construct fluorescent chemosensors due to its high sensitivity, high selectivity, the stability of optical properties, high fluorescence quantum yield and "on-off".In this thesis, we summarized the research progress of rhodamine fluorescence chemical sensor, as well as the abilities to selectively bind and sense. On this basis, a series of rhodamine derivatives as reporting group were synthesized and identified by1H NMR,13C NMR, and elemental analysis. The properties of probes were analyzed by fluorescence spectroscopy and UV-vis.Finally, we synthesized the compound2-3that can be detected Hg2+and HOCl separately in different systems, the compound2-5that can be detected H+under certain conditions, as well as the compound2-7that can be selective detected heavy metals Fe3+.They can be successfully applied for bioimaging detection in living cells.

【关键词】 罗丹明类荧光传感器Hg2+Fe3+HOClH+
【Key words】 rhodamine fluorescence sensorHg2+Fe3+HOClH~+
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