本文选择2-羟基萘甲醛和3-氨基-1,2,4-三氮唑合成了一种Schiff碱H2L;水杨醛、8-氨基喹啉分别和NiCl2•6H2O/Zn(OAc)2•2H2O一锅反应，合成了两个Schiff碱金属配合物（镍(II)配合物（1）和锌(II)配合物（2））。测定了它们的结构，并对其荧光性质进行了研究。本论文主要展现了两类对Al3+离子有选择性响应的荧光化学传感器，即Schiff碱类荧光传感器和配合物基荧光化学传感器，并对其荧光变化机理进行了分析。1、 X射线单晶衍射显示Schiff碱H2L中存在分子内和分子间氢键。选用DMF和DMSO为溶剂对H2L和金属离子体系的荧光性质进行了研究。相比于其它金属离子，如Li+，Na+，K+，Ca2+，Mg2+，Cu2+，Co2+，Mn2+，Ni2+，Zn2+，Cd2+，Pb2+，Fe3+，Cr3+，无论在DMF还是在DMSO中，H2L均对Al3+离子有突出的选择性。在H2L的DMF、DMSO溶液中加入Al3+离子，分别在466 nm、469 nm处荧光显著增强，这主要归因于H2L与Al3+结合使得π电子离域化，即CHEF效应。在DMF中，通过紫外-可见吸收光谱、荧光光谱、1H NMR以及ESI-MS等实验，我们得知H2L与Al3+离子结合形成的是1:1的配合物, 并且H2L对Al3+离子的检测限为0.69 μM。通过Benesi-Hildebrand公式计算得到H2L与Al3+离子的结合常数logKa为5.14。2、研究了Schiff碱H2L对Al3+离子的高选择性和高灵敏度后，我们采用共聚焦荧光显微镜成像，发现H2L能作为细胞中Al3+离子的荧光探针。这说明H2L这一传感器在癌细胞中检测Al3+ 离子方面也有潜在的应用价值。3、Schiff碱金属配合物（1和2）结构类似，但其荧光性质却相差比较大。配合物1无论在DMF还是DMSO中，对Al3+离子均有很好的选择性。配合物2无论在DMF还是DMSO中，对金属离子均没有特定的选择性。这种差异的产生有可能是因为配合物1和2的稳定常数不同，致使外加金属离子与配合物1和2中的金属离子置换程度不同，可能形成了不同类型的配合物。因此，配合物基荧光化学传感器比较复杂，荧光机理有待深入研究。无论在DMF还是DMSO中，Schiff碱H2L和配合物1对Al3+离子均有很好的选择性，故它们可以作为潜在的Al3+荧光化学传感器。

In this dissertation, 2-hydroxynaphthaldehyde and 3-amino-1,2,4-triazole were chosen to synthesize a Schiff base, 1-[(1H-(1,2,4)triazole-3-ylimino)-methyl]-naphthalene-2-ol (H2L). At the same time, salicylaldehyde and 8-aminoquinoline were chosen to react with transition metal salts (NiCl2•6H2O/Zn(OAc)2•2H2O) to obtain two Schiff base metal complexes 1 and 2 via one-pot synthesis. Their structures and fluorescence properties were analyzed. Here we mainly studied two categories of Al3+ fluorescent chemical sensors, namely, the class of Schiff base fluorescent chemosensor and complex-based fluorescent chemosensor. Moreover, we analysed and discussed fluorescence mechanism of the two types of fluorescent sensors.1. Single crystal X-ray diffraction revealed that intramolecular and intermolecular hydrogen bonds exist in H2L. We selected DMF and DMSO as the solvent to study the fluorescence properties of H2L with metal ions. No matter in DMF and DMSO, H2L exhibited high selectivity for Al3+ over other metal ions, such as Li+, Na+, K+, Ca2+, Mg2+, Cu2+, Co2+, Mn2+, Ni2+, Zn2+, Cd2+, Pb2+, Fe3+, Cr3+. Upon addition of Al3+ ion to the DMF and DMSO solution of H2L, significant enhancement of fluorescence intensity was observed at 466 nm and 469 nm, respectively. It can be ascribed to the formation of a complex between H2L and Al3+ ion, which makes π electron delocalization, namely mechanism of chelation-enhanced fluorescence (CHEF) effect. Furthermore, UV-vis absorption spectra, fluorescence spectra, 1H NMR and ESI-MS confirmed a 1:1 stoichiometry between H2L and Al3+ ion in DMF, and the detection limit was 0.69 μM. The stability constant (logKa) of the complex was calculated to be 5.14 by Benesi- Hildebrand formula. 2. Having studied the interesting fluorescence properties of H2L with metal ions, such as high selectivity and sensitivity towards Al3+ ion, we further adopted confocal fluorescence microscopy method to make sure that H2L could be used as biosensor to probe the intracellular Al3+ ion. The result indicates that H2L can be used as a sensor to detect the Al3+ ion in living cells by bioimaging . 3. The two Schiff base metal complexes Ni(C16H11N2O)2•H2O and Zn(C16H11N2O)2 have similar structure, but their fluorescence properties were largely different. No matter in DMF and DMSO, complex 1 exhibited high selectivity for Al3+ ion, compared with other metal ions, such as Li+, Na+, K+, Ca2+, Mg2+, Cu2+, Co2+, Mn2+, Ni2+, Zn2+, Cd2+, Pb2+, Fe3+, Cr3+. However, complex 2 did not have specific selectivity for any metal ion both in DMF and DMSO. This discrepancy may be attributed to the different stability constants of complexes 1 and 2, and thus different complexes with added metal ions were formed. Therefore, complex-based fluorescent chemosensor was complicated, the fluorescent mechanism is needed to further study. No matter in DMF and DMSO, Schiff base H2L and the Schiff base metal complex 1 both exhibited high selectivity for Al3+ ion, hence, they could be used as potential fluorescent sensors to probe Al3+ ion.