【作者】 金秀龙；

【导师】 杨正银；

【作者基本信息】 兰州大学 ， 无机化学， 2013， 硕士

【摘要】 8-羟基喹啉具有良好的光化学性能,尤其是在其5位与7位合理修饰不同取代基团时,其光学性能和化学性质可以获得很大的提高。当其5/7位取代衍生物同金属离子如铝、锌、镁、镉等结合后可以得到光学性能优异的稳定金属配合物,并可以广泛的用于OLED、LED等光学材料的研究开发中。如果在5/7位修饰特定的如席夫碱等可以提供配位点的取代基团时,也可以实现对环境及生物体内金属离子的荧光选择性识别。镁离子同人体、植物的生命活动息息相关,过多的镁离子会对生物体造成极大的伤害,会导致心脑血管疾病、偏头痛等重要症状,严重损害人体的健康。尤其当绿色植物体内的镁离子过多或过低时,均会对其光合作用过程造成严重的损害。因此,对镁离子的生物体和环境检测具有重要意义。铝离子在环境中会对植物、鱼类造成严重损害。当人体内铝含量过多时,会导致疾病的发生。邻羟基苯乙酮类席夫碱衍生物由于其特定的空间结构和绑定位点的存在,使得其可以对铝离子进行有效地绑定形成稳定的铝配位化合物,同时表现出优越的光学性能,可以实现对铝离子的有效检测。因此研究8-羟基喹啉和邻羟基苯乙酮席夫碱衍生物光学性能具有重要的应用意义。在本文中,设计合成了一系列的以8-羟基喹啉-5/7-醛和邻羟基苯乙酮类骨架为母体的腙和酰腙类衍生物。8-羟基喹啉-5/7-甲醛-(三羟甲基氨基甲烷)腙具有良好的光学性质,在发光材料发面具有很好的应用前景。8-羟基喹啉-5-醛-苯并三唑酰腙对镁离子表现出了良好的选择性和灵敏性,且发光机理可以很好的用光诱导电子转移机理来解释。4-甲氧基邻羟基苯乙酮-(4-氨基安替比林)腙、2,6-二羟基苯乙酮-(4-氨基安替比林)腙、2,4-二羟基苯甲醛-(4-氨基安替比林)腙均可以对铝离子实现有效的荧光检测,通过对比结构,我们发现具有该类邻羟基苯乙酮结构的有机分子对铝离子均可进行有效的绑定并表现出良好的光学性能,这为设计更加有效的铝离子荧光传感器提供了新的方向。更多还原

【Abstract】 8-hydroxyquinoline have good photochemical properties, especially when the5or7points reasonable modified by different substituent groups, its optical properties and chemical properties can be greatly improved. The5/7-substituted derivatives can bind with metal ions such as aluminum, zinc, magnesium, cadmium, etc., forming stable metal complexes with excellent optical properties, and can be widely used in the research and development of optical material, such as OLED and LED.5/7modified8-hydroxyquinoline, such as Schiff-base, etc., may provide the coordination sites by substituent groups, can also be achieved the selective recognition of the fluorescence of the metal ions in the environment and in-vivo. Magnesium ions are closely related to the human body and plant life activities, the excessive magnesium ions in organisms cause great harms, cause cardiovascular and cerebrovascular diseases, migraine headaches and other symptoms, serious damage to the health of the human body. Especially when too many or low magnesium ions in green plants, it will cause serious damage to the process of photosynthesis. Thus, the testing of the magnesium ions in the organisms and environmental is significant. Aluminum ions in the environment would cause serious damage to plants and fish. When too much of the aluminum contain in the human body, it will lead to the occurrence of the diseases. Due to its specific spatial structure and binding sites, o-hydroxyacetophenone Schiff-base derivatives can be effectively bound to aluminum ions and form stable aluminum coordination compounds, which exhibit great optical performance, can achieve the effective detection of the aluminum ions. So the researches on the optical properties of8-hydroxyquinoline and o-hydroxyacetophenone Schiff-base derivatives have important practical significance.In this paper, we design and synthesis a series of8-hydroxyquinoline-5/7-aldehyde and o-hydroxyacetophenone skeleton hydrazone and acylhydrazone derivatives.8-hydroxyquinoline-5/7-aldehyde-(tris (hydroxymethyl) aminomethane) hydrazone have good optical properties, exhibit great potential in luminescent material fields.8-hydroxyquinoline-5-aldehyde-benzotriazole hydrazone shows good selectivity and sensitivity to magnesium ion, and fluorescence mechanism can be clear explained by Photoinduced Electron Transfer (PET) mechanism.4-methoxy-o-hydroxyacetophenone-(4-aminoantipyrene) hydrazone,2, 6-dihydroxyacetophenone-(4-aminoantipyrene) hydrazone,2,4-dihydroxyphenyl formaldehyde-(4-aminoantipyrene) hydrazone can achieve the effective fluorescence detection of aluminum ion. By comparing the structure, we found that organic molecules having a similar structure of the o-hydroxyacetophenone can bind with aluminum ions effectively and exhibit excellent optical performance. This provides a new direction for the design of more effective aluminum ion fluorescent sensor.更多还原