【作者】 代会苓；

【导师】 徐晖；

【作者基本信息】 西北农林科技大学 ， 应用化学， 2010， 硕士

【摘要】 由于金属离子和氢离子在生命过程中都具有重要的作用,并且荧光检测技术具有很多优点,所以设计荧光化学传感器来检测这些物质的存在。首先,根据荧光探针识别的离子的不同,对近年来的荧光化学传感器做了简要的介绍。其次,以4-Br-1,8-萘酐为底物,分别通过哌啶、吗啉、四氢吡咯和二甲胺的4-位的取代以及与二乙烯三胺或乙醇胺的衍生物在酸酐位的成酰亚胺的反应,合成了12个以萘酰亚胺为荧光团的未见报道的化合物,并通过波谱解析确定了其结构正确。对其进行了荧光性质的测定,分别测定了不同溶剂、不同pH值对其荧光性质的影响及其对金属离子的识别作用。得到化合物5a-5d在环己烷中、化合物6a-6d在二氯甲烷中、化合物7a-7d在环己烷中具有最高的荧光量子产率;化合物5a-5d、化合物6b-6d和化合物7a-7d在纯水溶液中都不能随pH的变化而发生荧光强度的变化,只有化合物6a的荧光强度随pH值的增加而加强,且成线性关系,是一个在纯水溶液中专一性的pH荧光探针。为水溶液中的pH荧光探针的研发奠定了一定的理论基础。但并未得到一个可以识别金属离子的荧光探针化合物,其结果有待进一步的研究,可以考虑通过结构改造把7a-7d系列中的酯键改为酰胺键来测定其识别金属离子的能力,以得到满意的效果。更多还原

【Abstract】 As the metal ions and hydrogen ions in the life course have an important role, and fluorescence detection has many advantages, so people design fluorescent chemical sensors to detect the presence of these substances. First, a series of fluorescent probes in recent years were introduced on the basis of different fluorescent probes which can recognize different ions. Secondly, though 4-Br-1,8-naphthalic as the Precursor compounds, the piperdine, morpholine, pyrrolidine and dimethylamine are be replaceed on the four, as well as Diethylenetriamine or derivatives of ethanolamine are reacted with anhydride , a dozen of novel fluorescent probes with different receptors were designed and synthesized based on the 4-amino-1, 8-naphthalimid. And these compounds′structure are correct by spectral analysis. The UV-Visible and fluorescent properties of these 1,8-naphthalimide derivatives in various solution or under various pH or the selective to ions were investigated.The results showed that compounds 5a-5d in cyclohexane, compounds 6a-6d in dichloromethane, compounds 7a-7d in cyclohexane have the highest fluorescence quantum yield; compounds 5a-5d, compounds 6b-6d and compounds 7a -7d in pure aqueous solution can not occur the chang of fluorescence intensity with changes of pH. It was found that one compound (6a) exhibited strong fluorescent pH-sensing. Its fluorescence intensity increase with increasing pH value and the figure of fluorescence intensity and different pH value is linear. However, this paper does not achieve the desired result, no fluorescent chemosensor to metal ions be obtained. And we can modified the structure of the 7a-7d series from ester to amide bond, maybe its ability to identify metal ions that may be satisfied with the results.更多还原