芳香寡聚磺酸酯桥联大环化合物的合成及其对Sn^(2+)和Bi^(3+)的识别作用

Synthesis of Aromatic Oligosulfonate-Bridged Macrocycles and Selective Recognition of Sn^(2+) and Bi(3+)

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。

Three aromatic oligosulfonate-bridged macrocyclic compounds were synthesized using 4,6-dialkoxybenzene-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 macroeyclic compound 5 for 20 metal ions were studied by UV spectroscopy. Compound 5 has certain recognition abilities for Sn^2＋. If Bi^3＋ solution is added into compound 5 and Sn^2＋ system, the absorption peak at 325 nm increases greatly in UV spectroscopy because of the synergy effect of Sn^2 ＋ and Bi^3 ＋ , suggesting that compound 5 has better recognition ability for Bi^3＋ than that for Sn^2＋.