Design,Synthesis And Properties Of Reactive Fluorescent Probes Based On Hydroxyl Pyrene

With the development of science and technology,more and more new materials have been developed,and they are playing an increasingly important role in people’s lives.At the same time,in order to save energy and protect the environment,reusing existing resources or increasing the utilization rate is also a problem that researchers should pay attention to.The enriched product plutonium in coal tar has unique fluorescent properties and strongπ-electron delocalization energy.It can also modify its various positions to have different properties by special methods.Therefore,in organic optoelectronic materials,molecular fluorescent probes Cell imaging has a wide range of applications.In this paper,a special method was used to modify the hydroxyl group at the inactive position of tritium,and researched around the fluorescence detection of water,fluoride ion,cysteine,hydrazine hydrate and hydrogen peroxide,and synthesized four kinds of fluorescent probes.Fully characterize and study its identification mechanism.The research content of this paper is as follows:1.Introduce the hydroxyl group to the fourth position of the pyrene by activating the inactive position of the pyrene.Due to the lower density of the electron cloud at4-position,4-hydroxypyrene（PYOH）is highly acidic than 1-hydroxypyrene.In Lewis basic solvents,PYOH can form hydrogen bonds with a small amount of water,which causes strong fluorescence changes.This can be applied to the detection of trace water in solvents.In the presence of strong electronegative fluoride ions,the hydroxyl group will undergo a deprotonation reaction,which will cause the dual changes in the fluorescence spectrum and the ultraviolet absorption spectrum of the system,and its detection mechanism is determined by nuclear magnetic titration.Quantitative detection of fluoride ions in organic solvents.In the presence of different p H and interference ions,it still works well.In addition,PYOH was adsorbed on the test paper and applied to the detection of water and fluoride ions in organic solvents,and achieved good results.2.Using PYOH as the fluorophore and acrylate as the recognition group,a reactive fluorescent probe 4-acrylate europium（PYAC）based on light-induced electron transfer mechanism（PET effect）was synthesized.Among them,acrylate as a recognition group,only specifically reacts with the thiol（-SH）group in cysteine,while glutathione and homocysteine,which are also natural amino acids,will not affect the test results.influences.Compared with similar probes,PYAC has better water solubility,and it only needs to add 30%organic solvent to complete the test.In different p H values and solutions containing interference ions,the probe still has good detection properties and selectivity for cysteine.At the same time,a series of changes in the probe PYAC during the detection process were compared and studied using nuclear magnetic titration,high performance liquid chromatography（HPLC）,etc.,and the detection mechanism was determined.Finally,by adding the biothiol inhibitor N-ethyl maleimide（NEM）,the test of the probe to detect the endogenous cysteine of the cells was proved to be a good method for detecting cells Endogenous cysteine.3.Using PYOH as the fluorophore and 4-bromomethylphenylboronic acid pinacol ester as the recognition group,a water-soluble hydrogen peroxide fluorescent probe PYBT was synthesized.The probe showed good recognition performance for hydrogen peroxide in pure aqueous solution.After the addition of hydrogen peroxide,the fluorescence of the probe was red-shifted with a significant change.In order to study the mechanism of the probe to detect hydrogen peroxide,we performed NMR titration.The reaction product was compared with PYBT and PYOH to determine the reaction mechanism.By detecting in different p H and different interfering ion solutions,it was confirmed that the probe has good stability and anti-interference ability.And the detection limit is low to 7.61?10^-7 M,which shows that the probe can be applied to the production and life.The paper has 49 drawings,2 tables,and 77 references.