Synthesis Of 2-(2-hydroxyphenyl) Benzimidazole And Its Application In Fluorescence Detection

Based on fluorescence principle,fluorescence detection technology has been widely used in biological sensors,solid luminescent material,fluorescent tags,in vivo imaging,and disease diagnosis because of its high sensitivity,simple operation,good reproducibility,diversity,and in-vivo or vitro analysis.During the fluorescence mechanism,the excited intramolecular proton transfer(ESIPT)is also a kind of photophysical process in fluorescence phenomenon.Refers to the process of organic compound molecules under the effect of the light,the transition from the ground state to the excited state,the molecules within a group on the hydrogen(proton)by intramolecular hydrogen bond transferred to the intramolecular nearby impurity atoms,such as nitrogen,sulfur,oxygen,formation of tautomer.Therefore,this paper took 2-(2-hydroxyphenyl)benzimidazole(HBI)as the fluorescence matrix and conducted relevant experiments,mainly including the following aspects:1.To explore the synthetic mechanism of fluorophore HBI,the chemical effect of sodium bisulfite added into the reaction system was investigated by means of HPLC,MS and NMR.The result show that sodium bisulfite plays an important role in the formation of HBI.The addition of sodium bisulfite not only facilitates the post-treatment of salicylaldehyde but also promotes the reaction.2.Taking HBI as the fluorescence matrix and 2,4-dinitrophenyl sulfonyl as the identification group,a fluorescence probe was synthesized for the detection of mercaptocyls.The probe showed good fluorescence response to cysteine and was successfully used in fluorescence imaging experiments in HeLa cells.3.Using HBI as the fluorescence matrix and azobenzyl as the identification group,a fluorescence probe was designed and synthesized to detect the disinfectant hypochloric acid.The detection mechanism of the probe was studied systematically,and the detection mechanism was explained in detail.The probe was applied successfully for the detection of hypochloric acid in water samples and cell imaging experiments.