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以取代水杨醛和3-氨基噻吩为原料合成了三种水杨醛类席夫碱,探讨了水杨醛结构中酚羟基对位取代基结构变化对于该席夫碱探针的激发态内质子转移过程、pH响应和金属离子响应的影响。研究结果表明,改变取代基团的推、吸电子能力,可调节酚氧负离子对活泼氢的束缚能力,进而影响这些席夫碱分子的激发态内质子转移性能。同时,酚氧负离子的电荷密度也决定了其与阳离子的配位能力,从而表现出不同结构的席夫碱对金属离子的选择性和灵敏性差异。
In this paper, three salicylaldehyde Schiff bases were synthesized by using salicylaldehyde and 3-aminothiophene instead of salicylaldehyde. The structural changes of para-position of phenolic hydroxyl group in salicylaldehyde were investigated. Proton transfer process, pH response and metal ion response. The results show that changing the push and electron-withdrawing ability of the substituent groups can adjust the binding capacity of phenolic oxygen anions to active hydrogen and further affect the proton transfer properties in the excited states of these Schiff bases. At the same time, the charge density of the phenolic anions also determines the coordination ability with the cations, which shows the selectivity and sensitivity difference of the Schiff bases to different metal ions.