【摘要】 工业飞速发展所带来的金属离子污染问题已经影响到人类的生存环境及身体健康,为了探究环境及生物体内的金属离子含量,荧光传感器脱颖而出,成为对金属离子定量与定性分析的有力工具.喹啉同时具有荧光和识别性能,我们通过引入席夫碱结构,增加其共轭体系和络合金属能力.以2-甲基-8-氨基喹啉为起始原料与不同结构的芳醛合成了三个席夫碱类化合物L-1,L-2,L-3,所得产物的结构均经红外光谱、高分辨质谱以及核磁共振氢谱和碳谱验证.我们利用X射线衍射分析确定了单晶L-2的晶体结构,结果表明,合成产物属于单斜晶系,P 2₁/n空间群,晶胞参数为:a=6.625 9（2）nm,b=15.168 9（5）nm,c=16.858 3（6） nm,α=90.00°,β=98.602（2）°,γ=90.00°,V=1 675.33（10）nm³,Z=4,μ=0.084 mm^-1,F（000）=676.0,Data completeness=0.997,Theta（max）=28.291°,R（reflections）=0.416 3（3 078）,wR₂（reflections）=0.794 2（4 154）.因席夫碱结构中-C=N-异构化和分子内电荷转移（ICT）过程使化合物本身只有微弱荧光,在与不同金属离子结合后可抑制这一过程并释放出不同的荧光信号,从而达到离子选择性检测效果.我们初步对L-1,L-2和L-3进行了金属离子检测筛选,发现它们均对Al³⁺有特异性荧光增强响应,并计算得到它们对Al³⁺的检出限分别为0.02、0.10和0.14μmol·L^-1.更多还原

【Abstract】 The problem of pollution of the metal ions caused by the rapid development of industry has affected the living environment and health of human beings. In order to explore the metal ions content in the environment and living organisms, fluorescent sensors have emerged as a powerful tool for qualitative and quantitative analysis of metal ions. Quinoline has both fluorescence and recognition properties. By introducing Schiff base structure its conjugated system and complex metal ability were increased. So we used 2-methyl-8-aminoquinoline as starting material with various aromatic aldehydes to synthesize three different structures L-1, L-2, L-3, the structures of which were verified by IR, HRMS, ¹H NMR and ¹³C NMR. The crystal structure of L-2 was determined by X-ray single crystal diffraction, and the result showed that the synthesized product belonged to monoclinic system, P 2₁/n space group and the unit cell parameters: a= 6.625 9（2） nm, b=15.168 9（5） nm, c=16.858 3（6） nm, α= 90.00°, β=98.602（2）°, γ=90.00°, V=1 675.33（10） nm³, Z=4, μ=0.084 mm^-1, F（000）=676.0, Data completeness=0.997, Theta（max）=28.291°, R（reflections）=0.416 3（3 078）, wR₂（reflections）= 0.794 2（ 4 154）.The-C=N-isomerization and intramolecular charge transfer（ICT） processes in the introduced Schiff base structure allowed the compounds itself to appear only weak fluorescence, which inhibited the processes and released different fluorescent signals when combined with different metal ions. We initially screened the metal ions of L-1, L-2 and L-3 and the results appeared that they all had specific fluorescence enhancement responses to Al³⁺ ion. Their detection limits for Al³⁺ were calculated to be 0.02、 0.10 and 0.14 μmol·L^-1, respectively.更多还原