光敏离子载体丹磺酰基-单氮杂-18冠-6的合成和光谱性质

Synthesis and Spectroscopic Properties of a New Photosensitive lonophore Dansyl-monoaza-18-crown-6

以丹磺酰氯(DNS-Cl)为光敏元件,单氮杂冠醚为识别元件,合成、鉴定了题示光敏离子载体DNS-MAC(O_5),研究了它在水溶液和各种有机溶剂中的吸收光谱和发光光谱.对比DNS-Cl,基于在不同极性溶剂中荧光光谱的变化,采用Solvachromic法,由Lippert方程估算得它们的激发态偶极矩.DNS-MAC(O_5)不仅很好地保留了DNS-Cl的荧光发射性质,同时亦保持了DNS-Cl能在无保护性介质存在的水溶液中发射室温燐光的奇特属性,为提供更多有关主客体识别过程的相关信息创造了条件.

A new functional luminescence agent, dansyl-monoaza-18-crown-6(DNS-MAC(05)), was synthesized and characterized. Its spectroscopic properties in water and several organic solvents were studied carefully. The ground and excited dipole moment of the agent were estimated based on the molecular mechanics model using Alchemy 2000 software and the Solvachromic method using the Lippert equation. Comparing with the dansyl-chloride(DNS-Cl), the ground dipole moment and excited dipole moment were declined from 5.60 D and 13.8D to 3.59D and 9.37D respectively due to participation of the lone electron pair of the nitrogen atom of azacrown ether act as an electron donor into the conjugation system of the ionophore. DNS-MAC (O5) remains not only the excellent properties of fluorescence but also the properties of non-protected fluid room temperature phosphorescence of DNS-Cl aqueous solution which can be used to the ionic recognition.