芳香寡聚磺酸酯桥联大环化合物的合成及其对Sn2+和Bi3+的识别作用

以4,6-二烷氧基-1,3-苯二磺酰氯和芳香二酚为原料,三乙胺作缚酸剂,二氯甲烷作溶剂,采取一步成环法合成了3种磺酸酯桥联大环化合物。合成产物的结构用IR、¹H NMR、¹³C NMR和MALDI-TOF等技术手段进行了确认。利用紫外光谱分析的方法研究了4,6,16,18-四正戊氧基-11,23-二甲基-1,3,13,15-四磺酸酯间苯芳香大环(5)对Ca²⁺、Pb²⁺及部分过渡金属等20种金属离子的识别。结果发现,其对Sn²⁺显示出一定的选择性,由于Sn²⁺和Bi³⁺协同作用的影响,在化合物5-Sn²⁺的体系中加入Bi³⁺,紫外吸收光谱在325 nm左右的吸收增强了许多,这说明化合物5对Bi³⁺显示出优于Sn²⁺的较好选择性。

Synthesis of Aromatic Oligosulfonate-Bridged Macrocycles and Selective Recognition of Sn2+ and Bi3+

Three aromatic oligosulfonate-bridged macrocyclic compounds were synthesized using 4,6-dialkoxy-benzene-1,3- disulfonyl dichlorides and aromatic diphenol as the starting materials, triethylamine as the acid binding agent, and dichloromethane as the solvent. The products were characterized by IR, ¹H NMR, ¹³C NMR, MALDI-TOF techniques. The recognition capabilities of aromatic oligosulfonate-bridged macrocyclic compound 5 for 20 metal ions were studied by UV spectroscopy. Compound 5 has certain recognition abilities for Sn²⁺. If Bi³⁺ solution is added into compound 5 and Sn²⁺ system, the absorption peak at 325 nm increases greatly in UV spectroscopy because of the synergy effect of Sn²⁺ and Bi³⁺, suggesting that compound 5 has better recognition ability for Bi³⁺ than that for Sn²⁺.