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Design And Synthesis Of Fluorene Derivatives Based On Perylene Diimide Side Chain Modification And Study Of Drug Sensing Performance

Posted on:2022-12-28Degree:MasterType:Thesis
Country:ChinaCandidate:J P ZhangFull Text:PDF
GTID:2511306749481044Subject:Inorganic Chemistry
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With the continuous development of science and technology,in the eyes of criminals,the development of science and technology provides technical support for the generation of new dangerous chemicals,which makes the drug problem more and more serious,especially the increasing proliferation of common drugs such as methamphetamine,which brings potential safety hazards to the long-term stability of society and seriously damages the safety of people's lives and property.Therefore,effective detection and monitoring of drugs is an important aspect to ensure human health and maintain social stability,especially to realize the real-time detection of drugs with high selectivity,high sensitivity and anti-interference.Fluorescence sensing technology has gradually become an important analytical means in the field of hazardous chemicals inspection and biochemical sensing because of its advantages that traditional analytical methods do not have.In this paper,the basic principle of fluorescence generation,design and related research progress are introduced.At the same time,the properties and synthesis of perylene diimide derivatives,and their research in biochemical sensing and photoelectric devices are also introduced.Perylene diimide has the advantages of excellent photoelectric properties and special physical structure,such as structural diversity,adjustable optical and electronic properties,strong light absorption,high electronic affinity,good electronic transmission performance and stability.It is widely used in many aspects,but it is seldom used in the detection of hazardous chemicals,especially for the gas phase detection of methamphetamine.Fluorene is a luminescent group with excellent fluorescent properties,with easy-to-modify action sites and unique physical structure.Therefore,we designed and constructed fluorescent probes with fluorene as the main chain and perylene diimide as the side chain.We have studied the design and synthesis of fluorescent materials,as well as the characterization of sensing properties.The research results are embodied in the following two aspects:1.The designed and synthesized three material molecules PBI-6,PBI-11 and PBI-6-OH can all be detected by MPEA.Taking fluorene-perylene imide structure as the basic framework of molecular design,firstly,it overcomes the characteristics of perylene imide molecules that are easy to aggregate,improves its luminous effect,has different surface morphology from perylene imide,and greatly increases its contact area with gas phase molecules.Secondly,the fluorescence sensing materials PBI-6,PBI-6-OH,PBI-11 of fluorene-perylene imide system were designed and synthesized with the carbonyl group on perylene imide as the action unit.The detection limits of three fluorescent sensing materials for MPEA vapor are 122.5ppb,229.8ppb and 826.4ppb,respectively.The fluorescence quenching rates of the three materials in MPEA vapor are 91.70%,53.14% and 59.75% respectively.This material overcomes the shortcoming of traditional solution state detection operation.In addition,a series of subsequent characterization of photochemical properties and sensing properties also show that the material has the characteristics of good selectivity,fast response and stable performance.2.To sum up,in this paper,fluorene-perylene imide was used as the main molecule,and the functional groups on fluorene were modified into benzyl alcohol structure or the terminal alkyl chain of perylene imide was changed.Three kinds of fluorescent sensing materials,PBI-6,PBI-11,PBI-6-OH,were designed and synthesized with fluorene-perylene imide as the main body and different side chains modified.The three kinds of fluorescent sensing materials designed have realized the efficient and sensitive detection of MPEA vapor,which is of great significance to the detection of hazardous chemicals by fluorescent probes and the maintenance of social security and stability.To sum up,in this paper,fluorene-perylene diimide is used as the main molecule,and the functional groups on fluorene are modified to the benzyl alcohol structure,and the terminal alkyl chain of perylene diimide is changed.Three fluorescent sensing materials,PBI-6,PBI-11 and PBI-6,are designed and synthesized with fluoreneperylene diimide as the main body and different side chains.The designed three fluorescent sensing materials realize the efficient and sensitive detection of MPEA vapor,which is of great significance to the detection of hazardous chemicals by fluorescent probes and the maintenance of social security and stability.
Keywords/Search Tags:fluorescence chemical sensing, fluorene, perylene diimide, MPEA vapor, amines
PDF Full Text Request
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