Study On Electrochemiluminescence Properties Of Organic Heterocyclic Compounds Enhanced By Rigid Structure

Aggregation-induced emission（AIE）molecules help to solve the fluorescence quenching problem of traditional organic fluorescent materials in the aggregation state,which has aroused people’s attention.Electrochemiluminescence（ECL）is a kind of chemical reaction by the corresponding substance through electrochemical excitation,and then form a luminescent excited state,which returns to the ground state.Background Low advantages are widely used in immunoassay,biomolecular assay and other fields.Aggregation-induced electrochemiluminescence（AIE-ECL）has been an emerging research hotspot since 2017,building a bridge between aggregation-induced emission and electrochemiluminescence,expanding new methods and ideas for the structural design and application of organic luminous materials,integrating the advantages of aggregation-induced emission and electrochemiluminescence.AIE-ECL has always been considered a hot field for various research groups.Bring new changes to people’s lives.The organic luminescent materials designed by rigid structure and flexible structure can avoid the problem of aggregation-induced quenching and broaden their application range in various aspects.In this paper,the target product was synthesized by using the rigid structure as the skeleton and three rotatable substituted phenyl groups as AIE molecules.The aggregation-induced luminescence properties and electrochemiluminescence properties of the target product were studied.The research content of this paper mainly includes the following four aspects:Chapter One:IntroductionThis chapter provides background on aggregation-induced emission,electrochemiluminescence and aggregation-induced electrochemiluminescence and the selected rigid structures.Then,the structure,mechanism,development and application of aggregation induced emission materials and electrochemiluminescence materials in luminescence sensors and bioimaging were described.The indoles and indoles as the framework to enhance the performance of ECL and the necessity of research were described.Chapter Two:Rigid aggregation induced annihilation electrochemiluminescence of 1,2,3-triaryl-substituted indoles in aqueous phaseIn this chapter,four annihilation AIE-ECL cases of indoles with non-planar propellers and large conjugated structures are studied.The results showed that the substituents had significant effects on the fluorescence,ECL properties of the system.All indoles have two strong ECL emission peaks in the anodic and cathodic regions respectively.In particular,indole B contains a higher steric sterico-methoxy group,making it easier to aggregate and thus have the strongest ECL emission.These ECL systems effectively solve the shortcomings of AIE-ECL systems requiring coreactant assistance,opening the door for new applications in the field of biology and medicine.Chapter Three:Rigid structure-enhanced electrochemiluminescence of 1,2,3-triarylindene as an ultra-sensitive sensor for D₂O in H₂OThis chapter synthesizes and tests the AIE properties of three 1,2,3-triarylindenes,including their photoluminescence and ECL emission.The results of calculation and experiment in this chapter show that the introduction of rigid structure can significantly improve the aromaticity and stability of AIE active indene,so as to improve its luminescent properties.Among them,the indene B with electron-donating substituents has the best luminescence performance and is selected as the best luminescent group.In addition,the ECL strength of inden B is linearly responsive to D₂O,and the ultra-sensitive detection of D₂O in H₂O is finally achieved with the detection limit of3.5 n M.This study not only reveals that the rigid structure significantly improves the properties of AIE,but also provides a reliable platform for distinguishing D₂O in H₂O.Chapter Four:Electrochemiluminescence of triphenylmethyl radical derivativesIn this chapter,free-rotating triphenylmethyl radical derivatives are synthesized,and their photophysical properties and electrochemiluminescence properties will be tested later.Due to the strong penetration of free radicals,this molecule can be applied to the field of cell imaging.