Synthesis And Performance Studies Of Fluorescent Probes Based On Benzothiazole Derivatives

Because benzothiazole derivatives have good fluorescent properties,they are widely used in the design and synthesis of fluorescent probes.In this paper,2-?2?-hydroxyphenyl?benzothiazole is used as the precursor.several fluorescent probes with ESIPT,AIE performance and mitochondrial targeting were designed.The recognition properties of these probes were investigated.The main research result are as follows:1.Study on fluorescent probes of benzothiazole derivatives based on ESIPT mechanismThree fluorescent probes HBT-Pd⁰,HBT-Pd²⁺and HBT-ONOO^-,were designed and synthesized.The probes HBT-Pd⁰ and HBT-Pd²⁺have shown highly selective recognition,strong anti-interference ability,and near-infrared fluorescence emission(l_em?690 nm)for Pd⁰ and Pd²⁺in THF/H₂O?4/6,v/v,PBS 20 mM,pH=8.6?solution.The detection limits are1.45×10^-66 M and 1.23×10^-88 M.HBT-ONOO^-has the characteristics of fast response?about 2 s?and high sensitivity for ONOO^-in THF/H₂O?7/3,v/v,PBS 20 mM,pH=8.9?,the detection limit is 1.15×10^-77 M.2.Study on fluorescent probe of benzothiazole derivatives based on AIE mechanismA fluorescent probe BTPPA was designed and synthesized.BTPPA has a high selectivity for Cu²⁺recognition in DMF/H₂O?1:9,v/v?solution,and generated in situ BTPPA-Cu²⁺selectively recognizes PPi.BTPPA and BTPPA-Cu²⁺have good recoveries for the detection of Cu²⁺and PPi in real samples.through comparison with control compounds,the binding mode of BTPPA and Cu²⁺and the recognition mechanism of PPi by BTPPA-Cu²⁺were discussed.3.Study on fluorescent probe of benzothiazole derivative based on mitochondrial targetingA fluorescent probe HBTPS was designed and synthesized for the detection of pH and HSO₃^-.HBTPS has a fast response to pH detection under THF/H₂O?2/8,v/v,PBS 20 mM?,high selectivity for HSO₃^-recognition at pH=7.0,and the detection limit is 9.832×10^-77 M,HBTPS has a good effect on pH detection in fish freshness and cell imaging experiments,and has good cell mitochondrial targeting function.The probe can also be used for the detection of HSO₃^-in sugar and biscuit.