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以对叔丁基杯[4]芳烃为原料,经过取代、缩合等多步反应,合成了5个下缘同时含有偶氮和亚氨基团的新型杯[4]芳烃衍生物,其结构经IR、1H NMR、13C NMR和元素分析进行了表征.并通过UV/Vis光谱研究了其对金属离子的识别作用.结果发现化合物25,27-二羟基-26,28-二{2-[2-(N-(4-苯偶氮基-1-萘基)亚氨基次甲基)苯氧基]乙氧基}对叔丁基杯[4]芳烃(4c)对Al3+和Sn2+有较好的识别作用,而化合物25,27-二羟基-26,28-二{2-[2-(N-(4-(4-甲基苯偶氮基)-1-萘基)亚氨基次甲基)苯氧基]乙氧基}对叔丁基杯[4]芳烃(4e)可以专一性地识别Al3+,其与Al3+络合的物质的量比为1∶1.
A series of new calix [4] arene derivatives with lower azo and imine groups were synthesized by the reaction of substitution and condensation with p-tert-butylcalix [4] arene. The structures of the compounds were characterized by IR , 1H NMR, 13C NMR and elemental analysis. The recognition of metal ions by UV / Vis spectroscopy was studied. It was found that the compound 25,27-dihydroxy-26,28-bis {2- [2- (4- (4-phenylalanine-1-naphthyl) iminotetramethylene) phenoxy] ethoxy} p-tert-butyl calix [4] arene (4c) is preferred for Al3 + and Sn2 + While the compound 25,27-dihydroxy-26,28-bis {2- [2- (N- (4- (4-methylphenylazo) -1-naphthyl) iminomethine ) Phenoxy] ethoxy} p-tert-butyl calix [4] arene (4e) can specifically recognize Al3 + in an amount ratio of 1: 1 to that of Al3 +.