Synthesis And Performance Of Tetraphenylethene-derived Fluorescent Probes Based On AIE Mechanism

Tetraphenylethene（TPE）is a fluorophore with good light-emitting properties with aggregation-induced luminescence（AIE）characteristics,and can emit strong light in an aggregated or solid state.Due to the short emission wavelength of TPE itself,structural modification and new fluorophores with AIE activity have been obtained,and the synthesis of highly selective ion probes has become a research focus in recent years.In this paper,TPE is used as the basic fluorophore,and three probes based on TPE derivatives are synthesized by modifying their structures.The recognition properties and spectral properties of these probes are studied.The details are as follows:1.The probe TPE-M was synthesized using a derivative of 1-（4-（1,2,2-triphenylvinyl）phenyl）ethanone as the parent.TPE-M can recognize Hg²⁺in CH₃OH/PBS（20 mM,pH=7.4）（3:7,v/v）system and release compounds 2-4 with AIE properties through hydrolysis.TPE-M has fast response speed,good selectivity,high sensitivity,and the detection limit is4.157×10^-66 M.In addition,the probe can be used not only for fluorescence imaging of Hg²⁺in living cells,but also for detecting Hg²⁺in food samples（tea,crab）.2.The probe TPE-S was synthesized from 1-p-bromophenyl-1,2-2-triphenylethylene derivatives as the parent.TPE-S can recognize H₂S through H₂S-triggered cleavage reaction in DMSO/PBS（20 mM,pH=7.4）（3:7,v/v）system,and release compound 3-2 with AIE properties.TPE-S has good stability and high sensitivity,and the detection limit is 9.14×10^-66 M.The probe TPE-S has low cytotoxicity and can be used for fluorescence imaging of H₂S in the living cells.3.The probe TPE-H was synthesized using 1-（4-formaldehyde basic group）-1,2,2-triphenylethylene derivative as the parent.TPE-H can be used in EtOH/PBS（20 mM,pH=7.4）（3:7,v/v）system to release compound 4-2with AIE activity through H₂O₂ oxidation of phenylboronic acid groups,and H₂O₂ can be identified.TPE-H has good selectivity and strong anti-interference ability.The calculated detection limit is 4.6×10^-55 M.