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Fluorescent Probes Of Copper Ions And Thiol Compounds Based On Schiff Bases

Posted on:2016-07-23Degree:MasterType:Thesis
Country:ChinaCandidate:Q LiFull Text:PDF
GTID:2271330470983746Subject:Polymer Chemistry and Physics
Abstract/Summary:
Copper ions and thiols are the essential materials that are related to the human health. Thus, it is very important to detect them in the field of environmental science, life science and pharmaceuticals. Fluorescence assay has been widely used as a powerful technique for ion detections because of its ease of fabrication, low cost, high selectivity, good sensitivity and applications in biological systems. Therefore, it is great significance to develop the fluorescence analysis methods for detection of copper ions and thiols. Schiff base is one of the most important compounds containing butyronitrile group in coordination chemistry for its easy synthesis, structural diversity and excellent performance. In this thesis, two kinds of fluorescent probes based on Schiff base were synthesized and the novel spectrofluorimetric determination of copper ions and thiols were also set up.The significances and action mechanism of the spectrofluorimetric analysis of copper ions and thiols were reviewed in detail herein.A new 3, 4-diaminobenzenesulfonic acid-salicylidene schiff base(L1) was synthesized and further characterized by FT-IR, UV, 1H NMR, MS, etc. Its fluorescence property was also measured and a new method of spectrofluorimetric analysis of copper ions was proposed. The experimental results showed that L1 possessed high selectivity and good sensitivity to copper ions. The response was fast(less than 1 minute) and its fluorescence intensity could remain stable for 48 h at least. The limit of detection(LOD) was 9.8×10-8mol/L. Range of linearity for the concentration of copper ions was 0-1.0×10-6mol/L. The recovery in the detection of copper ions in water sample was between 96.79% and 103.90%. Furthermore, it could be used in physiological conditions, such as cells, for it could be dissolved in phosphate buffer solution(PBS, pH 7.4).Two Schiff base-naphthalimide compounds(L2, L3) were synthesized and further characterized by FT-IR, UV, 1H NMR, MS, etc. A new method of spectrofluorimetric analysis of copper ions was proposed using L2 as a fluorescence probe due to its good water solubility. It demonstrated that the fluorescence intensity of L2 in 532 nm could be quenched by copper ions. The response was fast(less than 1 minute) and its fluorescence intensity could remain stable for 4h at least. The LOD was 2.8×10-8mol/L. Range of linearity for the concentration of copper ions was 3.34-8.32umol/L. The recovery in the detection of copper ions in water sample was between 99.35% and 101.20%. Furthermore, it could also be used in physiological conditions because it could be dissolved in phosphate buffer(PBS, pH 7.4).A new method of spectrofluorimetric analysis of thiols was presented using a complex L1-Cu as a fluorescence probe in aqueous solution. The results indicated that Cys could recover the fluorescence intensity of L1 because Cys had the higher activity of ion-chelation than that of L1 and then released L1 after chelation with Cu2+. Linear relationship between the degree of fluorescence recovery(Fr/Fq) and concentration of Cys was good and the range of linearity is 8-18umol/L. The LOD(3.67×10-8mol/L) was as good as the ones reported in literatures.
Keywords/Search Tags:copper ions, thiols, Schiff base, spectrofluorimetric analysis, naphthalimide
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