引用本文:
张德春, 王文革, 刘宏伟, 张婵娟, 彭晖冰. 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[J]. 应用化学,
2015, 32(6): 629-635.
doi:
10.11944/j.issn.1000-0518.2015.06.140335
Citation: ZHANG Dechun, WANG Wen'ge, LIU Hongwei, ZHANG Chanjuan, PENG Huibing. Synthesis of Aromatic Oligosulfonate-Bridged Macrocycles and Selective Recognition of Sn2+ and Bi3+[J]. Chinese Journal of Applied Chemistry, 2015, 32(6): 629-635. doi: 10.11944/j.issn.1000-0518.2015.06.140335
Citation: ZHANG Dechun, WANG Wen'ge, LIU Hongwei, ZHANG Chanjuan, PENG Huibing. Synthesis of Aromatic Oligosulfonate-Bridged Macrocycles and Selective Recognition of Sn2+ and Bi3+[J]. Chinese Journal of Applied Chemistry, 2015, 32(6): 629-635. doi: 10.11944/j.issn.1000-0518.2015.06.140335
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
摘要:
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。
English
Synthesis of Aromatic Oligosulfonate-Bridged Macrocycles and Selective Recognition of Sn2+ and Bi3+
Abstract:
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 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+.
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Key words:
- macrocyclic compound
- / sulfonate
- / synthesis
- / UV-Vis spectra
- / metal ion recognition
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