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Design,Synthesis And Properties Of Sensors And Complexes Based On Tetraphenylethylene And Substituted-Triazoles

Posted on:2017-08-25Degree:MasterType:Thesis
Country:ChinaCandidate:Y L ZhaoFull Text:PDF
GTID:2311330485977301Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
The debut of AIE phenomenon has solved the problem of ACQ, this has attracted people to pay more attention on studying luminescent materials with aggregation-induced emission, and has obtain good applications in many interdisciplinary. In this thesis, we designed and studid new fluorescent probes for metal ions based on classical AIE chromophore, tetraphenylethene. As well as we functionalized traditional ligands by tetraphenylethene to synthesis several ligands with the property of solid luminescence, and we tried to obtion solid luminous complexes through solid luminous ligands. The contents consists of four parts.Firstly, we designed and synthesized two fluorescent probes(TPE-A and TPE-P)with alkynyl groups based on tetraphenylethene. The optical response to different metal ions of TPE-A and TPE-P had been investigated by UV-visible spectrum and fluorescent spectrum methods. They had a specific fluorescence enhancing response to Ag+, and TPE-A had a higher sensitivity. The response of TPE-A and complex with Ag+ changed just a little under different pH(1-14), which illustrated that TPE-A had a wide range of applications. The result that response of TPE-A recognizing to Ag+ was weakly reversible has been obtained from the phenomenon that the fluorescence of TPE-A was slight recovery when adding Cl- to the system of TPE-A and Ag+.Secondly, a series of fluorescent probes had been synthesized by CuAAC reaction. In the structure of fluorescent probes, pyridine and quinoline were as the identify groups. The optical response to different metal ions of them had been investigated by UV-visible spectrum and fluorescent spectrum methods. Most of them had a specific fluorescence quenching response to Fe3+ while TPE-P-3 could recognize Co2+. But their sensitivities were low. The response of them and complex with Ag+ changed just a little under different pH(1-14), which illustrated that them had a wide range of applications. The result that response of them recognizing to Mn+was not reversible has been obtained from the phenomenon that the fluorescence of them was not recovery when adding Na2 EDTA to the system of them and Mn+.Thirdly, we designed and synthesized three triazole ligands modified by tetraphenylethene, and obtained corresponding complexes. Re-1 had nice AIE property. But we did not find the characteristic absorption band of MLCT in theUV-visible spectrum of Re complexes, and the result shew that the MLCT process did not occur in dilute solution by fluorescent spectrum of Re complexes. While we could find the characteristic absorption band of MLCT in the UV-visible spectrum of Ru complexes, and a emission peak belongs to MLCT emission with the range of575-625 nm had been detected in the fluorescent spectrum of Ru complexes.Finally, we designed and synthesized a series of Ir complexes. Among them, the main ligand of Ir-1, Ir-2, Ir-3, Ir-4, Ir-5, Ir-6 was TPE-Py, and the corresponding auxiliary ligands were P.T.M.P., 1,10-phenanthroline, 2,2,-bipyridine,2-pyridinecarboxylic acid, acetylacetone and phenylpyridine. The main ligand of Ir-7,Ir-8, Ir-9 and Ir-10 was phenylpyridine and the corresponding auxiliary ligands were trizoles. The result of Ir-7 had nice AIE property through the UV-visible spectrum and fluorescent spectrum methods.
Keywords/Search Tags:Aggregation-induced emission, fluorescent probes, triazoles, metal complxes, charge transfer
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