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Study On Preparation And Application Of Organic Photoelectric Functional Gel Analogues

Posted on:2021-01-13Degree:MasterType:Thesis
Country:ChinaCandidate:Y GuoFull Text:PDF
GTID:2481306539455684Subject:Polymer Chemistry and Physics
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In recent years,great progress has been made in the research of organic optoelectronic functional materials.However,most of these materials are traditional organic optoelectronic materials constructed by aromatic rings or large conjugated π bonds.Generally,these materials require harsh reaction conditions and complex processes when synthesizing such materials.At the same time,a large amount of pollutants will be generated during this process,which will cause a large load on the environment.Therefore,it is urgent to develop a new type of organic optoelectronic functional material with simple synthesis,easy operation and environmentally friendly high performance,high stability and low cos.At present,researches on the preparation methods of non-traditional optoelectronic materials and its photoelectric function-molecular structure relationship have received extensive attention.In this context,this paper focuses on the synthesis,optical properties,electrical properties and applications of non-traditional organic optoelectronic functional materials,proposes a new synthesis strategy,designs a new photovoltaic material,and discovers a new reaction mechanism.In this study,for small organic molecules synthesized,we characterized the structure by nuclear magnetic,mass spectrometry and infrared,using ultraviolet absorption spectrometer and fluorescence spectrometer to test its luminescence properties,using electrochemical workstation to test its electrical properties,and passed Theoretical calculation and single crystal analysis prove its luminescence mechanism,and finally explore its application in fluorescence imaging or optical waveguide;for synthetic gel analog materials or oligomers,we analyzed it by high performance liquid chromatography-mass spectrometry The composition and proof of the reaction mechanism involved in the new synthesis method,the use of electron scanning microscope or electron projection microscope to analyze its morphology,and finally explore its application in photovoltaic devices or fluorescence imaging.The main research contents are as follows:(1)A new synthetic strategy: First,an aminomaleimide compound is synthesized by simple heat treatment of tartaric acid and n-butylamine by one-pot method.Secondly,by theoretically studying the optical and electrical properties of maleimide through amino modification,it was found that the introduction of amino functional groups significantly changed the charge transition mode of maleimide,that is,the excited state was formed by establishing an electronic push-pull structure.Intramolecular charge transfer system.On this basis,through the single crystal structure,fluorescence spectrum and electrochemical test and analysis methods,systematically explored the regulation of the molecular packing,optical and electrical properties of maleimide molecules by amino functional groups.Finally,in combination with the deep eutectic solvent theory,amino-maleimide-based gel analog materials with good fluorescence emission and conductivity were successfully prepared,and explored this kind of gel analogue material in photovoltaic devices applications;(2)A new photovoltaic material: Based on the experimental results of fluorescent gel analog materials prepared from citric acid and glycine with high ion migration ability and good substrate coating performance,this paper optimizes experimental conditions,introduces Organic photosensitizers,addition of inorganic semiconductor materials,and other means to optimize the conductivity of gel-like materials,visible light absorption and utilization range,and charge separation efficiency,and preliminary application performance of the material in dye-sensitized batterie;(3)A new reaction process: During the Michael addition reaction experiment using amino compounds and maleimide,it was found that the reaction system has strong fluorescence emission characteristics.Analysis of the composition and structure of the reaction system by liquid chromatography-mass spectrometry revealed that two types of products,aminosuccinimide and amino-maleimide,existed in the Michael addition reaction system.Combining the light-emitting mechanism of green fluorescent protein,it is concluded that the Michael addition product of the reaction of maleimide with amino group can be oxidized into amino maleimide in air.More importantly,we designed and synthesized 12 kinds of aminosuccinimide and amino-maleimide compounds according to the changes of the primary and secondary amine substituents,and the relationship between structure and optical properties was systematically explored.Based on this,based on the molecular packing mode and strong solidstate fluorescence emission characteristics of amino maleimide derivatives,its performance in optical waveguide transmission was explored.Finally,an amino-succinimide + aminomaleimide oligomer with good water solubility and biocompatibility was synthesized,and its self-assembly morphology,cytotoxicity and cell fluorescence imaging properties were investigated.
Keywords/Search Tags:Organic photoelectric functional materials, Amino-maleimide, Luminescence mechanism, substituent effect, Michael addition reaction, Photoelectric response, fluorescent gel analogs, organic solar battery
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