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Synthesis And Ion Recognition Of Phenazine Derivatives

Posted on:2020-02-02Degree:MasterType:Thesis
Country:ChinaCandidate:Y P XuFull Text:PDF
GTID:2491306464489304Subject:Applied Chemistry
Abstract/Summary:
Phenazines have excellent optical,electrical and magnetic properties due to its unique rigid planar structure,so that they could be applied widely in the study about functional materials.The application of these compounds in host-guest chemistry,especially in the field of molecule and ion recognition,has excellent performance,so the research is with great potentiality.Ion recognition plays an important role in host-guest chemistry.The discovery of each new recognition receptor can not only accelerate the development of host-guest chemistry,but also greatly enrich the research content of it.In recent years,the research of ion recognition has achieved excellent accomplishment by the continuous efforts of scientists.However,to design and synthesize new cationic and anionic recognition receptors with excellent performance is still the focus of research.Based on the above analysis,the research contents are as follows:(1)Four kinds of chemical sensors(S1-S4)containing N,O,S hetero atoms were designed and synthesized with phenazine as the main luminescent group.The structure of the products were characterized by infrared spectroscopy,ultraviolet spectroscopy,nuclear magnetic resonance hydrogen spectroscopy,carbon spectroscopy and mass spectrometry.(2)The recognition effect of S1-S4 on anions was investigated by qualitative and quantitative experiments of ultraviolet spectrum and fluorescence spectrum.The results showed that S1-S4 could selectively recognize F-and CH3COO-in DMSO system.The identification of F-was further explored with the results that the color of the solution changed immediately after the addition of F-in S1,which realized the naked eye detection of F-in visible light;the Job’s curve showed that S1 and F-formed 1:1 complex;the1H NMR results showed that S1 and F-interacted through hydrogen bonds.The solution showed obvious fluorescence color change under ultraviolet light(365nm)after adding F-to S3,realizing the detection of F-naked eye under ultraviolet light.We found that S1 can be used as an ultraviolet probe,S2-S4 can identify F-by a dual-channel of ultraviolet and fluorescence with high identification detection limit(S1-S4:6.39×10-6mol/L,1.95×10-6mol/L,7.94×10-6mol/L,2.69×10-6mol/L),with short response time(t≤5s),and strong anti-interference ability to different anions and cations.(3)The recognition properties for different anions and cations of S4 were studied.The results showed that S4 could selectively recognize ion pairs(sodium acetate and potassium acetate)by a dual-channel of ultraviolet and fluorescence in DMSO system.When the DMSO solution of S4 was added with sodium acetate or potassium acetate,the color of the solution changed significantly under ultraviolet light,realizing naked eye recognition of two ion pairs under ultraviolet light with high identification detection limit(1.05×10-5mol/L,2.6×10-6mol/L),short response time(t≤5s).It could be speculated that the ion pair recognition was realized by the recognition sites of N-H bond and crown ether ring on the imidazole group in S4 through ultraviolet spectrum,nuclear magnetic hydrogen spectrum and related literature.
Keywords/Search Tags:Phenazine, Ion recognition, Dual-channel, Ion pair
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