【作者】 崔存丽；

【导师】 胡志强；

【作者基本信息】 青岛科技大学 ， 有机化学， 2010， 硕士

【摘要】 各种离子在生物学、医学和环境中具有重要作用。如重金属离子(尤是汞、铅、铬等离子)因其对生命物质及整个水系的生态平衡具有不可逆的破坏(即使痕量存在)而尤为引人关注;另外,随着生物学、医药科学、催化化学以及环境科学的发展,阴离子在这些领域扮演的角色越来越重要,因此对离子进行适时检测就具有重要意义。荧光传感器在灵敏度、选择性和实时原位检测等方面优势突出,实时检测被分析物的水平已引起包括化学家、生物学家、临床生物化学家和环境学家的极大兴趣。罗丹明因为其分子具有刚性共平面结构,结构稳定性强,在激发光作用下,于500~700nm处可长生强烈荧光,待测物背景干扰少等优点,其内酰胺类化合物是良好的“OFF-ON”型荧光传感器母体,因此受到国内外科学加的青睐。以香豆素类为基础的荧光传感器是今年来一个新兴的研究热点。香豆素类荧光团为苯并吡喃酮结构,其光化学性质稳定,具有较高的量子产率,Stock位移大,光物理和光化学性质可调,并且香豆素具有很好的细胞兼容性,其结构单元可以穿过细胞膜,是荧光传感器分子设计中的优秀候选荧光团。本文设计合成了一系列离子受体,通过荧光光谱研究了它们对不同离子选择性识别性能及光化学传感性能。1.离子识别和荧光传感本章综述了基于罗丹明及香豆素荧光团的离子传感器的研究进展。2.基于罗丹明、香豆素荧光传感器的合成及其性能的研究本章合成了一系列新型的基于罗丹明、香豆素荧光团的金属离子荧光传感器。经过核磁共振氢谱、碳谱和元素分析等检测方法证实了它的结构。UV-vis及荧光光谱法研究了受体与不同阳离子(Cu2+, Ba2+, Hg2+, Zn2+, Mg2+, Ce3+, Cd2+, Fe3+, Ag+, Co2+, Ni2+, Ca2+)的相互作用性质。结果表明:受体对其中一种或者两种金属离子具有高选择性。3.基于1,8-蒽二胺阴离子传感器的合成及其性能的研究本章合成了一种新型的含有蒽荧光基团和磺酰胺的阴离子受体3-1,核磁共振氢谱、碳谱、元素分析等检测方法证实了它的结构,运用荧光光谱、核磁滴定研究了该受体与各种阴离子之间的相互作用性质。研究结果表明受体对F-具有很好的选择性识别作用,与F-形成了1:1的络合物。更多还原

【Abstract】 Various ions are playing an important role in biology, medicine and the environment, such as, heavy metals (in particular mercury, lead, chromium, plasma), because of their irreversible damage to the physical life and the ecological balance of the entire water system (even if the trace exists), was particularly concerned. In addition, with the development of the biological, pharmaceutical science, chemistry and environmental science, anions is playing more and more important roles in these areas, therefore, it has significant meaning to detect the ions timely. Great advantage has been found to the fluorescence sensor in the aspects of sensitiveness, selectivity and real time original place detecting etc., the level of real time detecting has aroused great interest of the chemist, the biologist, clinical biochemist, and the environmentalist.Rhodamine is favored by the scientists from home and abroad for its rigid coplanar structure, strong structure stability, when acting on exciting light, before 500 ~ 700 nm places but intense fluorescence of longevity, the disturbance stops waiting for merit after measuring thing background , that it’s lactam is similar to a compound is the fine "OFF-ON" type fluorescence sensor mother’s body , so favored by domestic and foreign scientific added.With coumarin-based fluorescent sensor is this year a new research hotspot. The Coumarin usually is similar to the fluorescence regiment for benzo pyrane ketone structure, whose actinochemistry character stabilize, quantum productivity, Stock displacement of a large , optical physics and the actinochemistry character are adjustable, the incense bean usually has and very good cell compatibility, are that the fluorescence sensor molecule designs that wait for the selections fluorescence regiment excellence in whose structure element can pass through cytomembrane .This paper designed and synthesized a series of ion receptors, by their fluorescence spectra of different ion-selective recognition properties and photochemical sensing performance. 1. Ion recognition and fluorescence sensingThis chapter summarizes and coumarin fluorophore rhodamine-based ion sensor research.2. Based on rhodamine, coumarin fluorescence sensor synthesis and properties of the sensor researchA series of new chapter based on rhodamine, coumarin fluorophore metal ion fluorescence sensor. After 1H NMR, 13C NMR and elemental analysis confirmed the detection of its structure. UV-vis and fluorescence spectroscopy of the receptor with various cations (Cu2+, Ba2+, Hg2+, Zn2+, Mg2+, Ce3+, Cd2+, Fe3+, Ag+, Co2+, Ni2+, Ca2+) the nature of the interaction. The results showed that: receptors on one or two metal ions with high selectivity.3. Based on 1,8-anthraquinone diamine fluorescence sensor synthesis and properties of the sensor researchThis chapter contains a synthesis of a novel anthracene fluorophore and sulfonamide anion receptors 3-1, inspection methods such as 1H NMR, 13C NMR, elemental analysis prove its structure, the use of fluorescence spectroscopy, 1H NMR titration of the receptor and the nature of the interaction of various anions. The results show that the receptor have has good selective recognition function to F-, and form 1:1 complexes with F-.更多还原