Synthesis, Structure Characterization, Optical Properties And Application Of Probes For Metal Ions Based On5-ferrocenyl-1,3,4-thiadiazole

It’s more and more important for the detection of metal ions because metal ions have high toxicity and crucial role in biological systems. At the same times, there has been considerable interest in the development of selective and sensitive probes for metal ions.For its unique sandwich structure and chemical properties, ferrocene has been widely applied in many fields such as medical science, pesticide, dye, electrochemistry, liquid crystal materials, and photosensitive materials since1951Kealy and Paulson synthesized ferrocene. What’s more, in view of ferrocene moiety hypotoxicity, possessing aqueous solubility as well as being biocompatible, it has been made an ideal candidate to prepare probes to detect the mental ions.1,3,4-Thiadiazole is an important five-membered heterocyclic organic compound containing S, N heteroatoms. For its obvious conjugative effect and aromaticity, it has been widely applied in the fields of medical science, pesticide, material and so on. As1,3,4-thiadiazole contains S, N heteroatoms, it can do well in the complexation with metal ions. The probe of metal ions based on the derivatives of1,3,4-thiadiazole has good research and application prospects.In consideration of the importance of ferrocene group and1,3,4-thiadiazole in the fields of medicine and probes for metal ions, we focus attention on the synthesis and property study of two probes for metal ions based on5-ferrocenyl-1,3,4-thiadiazole. The detailed work mainly contained two aspects as followed:1. Synthesis, characteristics and application of rhodamine B and5-ferrocenyl-1,3,4-thiadiazole conjugate as probe for Cu2+and Hg2+To obtained target product, we firstly synthesized5-ferrocenyl-1,3,4-thiadiazol-2-amine by using ferrocenecarboxylic acid and thiosemicarbazide, next, reacted with rhodamine B acyl chloride. The structure of compound obtained were determined by using1H NMR,13C NMR, IR and ESI-MS. In addition, the optical property study of target compound was conducted. From the study, we found that the probe based on rhodamine B and5-ferrocenyl-1,3,4-thiadiazole can be used to sensitive and selective fluorescent recognition of Hg2+and colorimetric detection of Cu2+in aqueous solution. Furthermore, the probe was applied in the Hela cells for the detection of Hg+. For the probe containing the ferrocene moiety, the probe can detect Cu2+and Hg2+by electrochemical method, thus realized the multichannel detection of Cu2+and Hg2+2. Synthesis, characteristics and application of schiff base containing5-ferrocenyl-1,3,4-thiadiazole as probe for Cu2+Firstly, the ferrocenyl-1,3,4-thiadiazol-containing schiff base was synthesized by using5-ferrocenyl-1,3,4-thiadiazol-2-amine and4-(diethylamino)salicylaldehyde in the presence of glacial acetic. The structure of compound obtained was characterized by using1H NMR,13C NMR, IR and ESI-MS. In addition, the monocrystal of the target compound was obtained and further characterized through X-ray diffraction analysis. At the same times, UV-vis spectral and fluorescence property of the target compound were investigated. From the study, we found that the fluorescence quenched when Cu2+was added, so it can be used to sensitively and selectively detect Cu2+in EtOH/H2O condition. Moreover, the probe can multichannel detect Cu2+for the change of electric potential-current when Cu2+was added by using electrochemical method. Furthermore, the result of cell imaging showed that the probe could be applied in the Hela cells for the detection of Cu2+.