过氧化氢检测用新型BODIPY探针的设计合成与性能

摘要

In order to improve the detection performance of the fluorescent probe to the peroxide explosives,hydrogen peroxide (H2O2) is typically taken as a signature compounds,and a new method for H2O2 will facilitate security monitoring of peroxide explosives.In this study,a novel fluorescent probe (4-(4-nitro-benzyl)-boron-dipyrromethene,BD-3) was firstly designed and synthesized by using benzyl as the recognition group and boron-dipyrromethene (BODIPY) as the fluorophore.Meanwhile,the chemical structure of BD-3 was characterized and its detection performance was investigated.The fluorescence of BD-3 itself was very weak with the maximum absorption/emission wavelength of 500/508 nm.When BD-3 was fully reacted with H2O2,the fluorescence intensity of BD-3 was increased by approximately 11-fold and observed by the naked eye.The Turn-on fluorescence of BD-3 with response to H2O2 was based on the mechanism of photo induced electron transfer (PET).The linear range of BD-3 responding to H2O2 was from 1×10-6 to 1×10-4 mol·L-1 with the correlation coefficient of 0.9998,and the detection limit was 0.9 μmol·L-1.In addition,BD-3 displayed good photo-stability and high selectivity when responded to H2O2.In conclusion,this new probe BD-3 had many advantages of good photo-stability,high selectivity and fluorescence enhancement to H2O2,and it could meet the requirement of on-site detection of peroxide explosives under complex environmental conditions.%为提高荧光探针对过氧化爆炸物的检测性能,以过氧化爆炸物信号分子过氧化氢(H2O2)作为检测对象,以苯偶酰为识别基团,二氟化硼二吡咯甲烷(BODIPY)为荧光团,设计合成了一种新型荧光探针4-(4-硝基苯偶酰基)-氟硼二吡咯甲烷(BD-3),并表征其化学结构、探讨其检测性能.BD-3自身仅有微弱的荧光,其最大吸收和发射波长分别为500 nm和508 nm.当BD-3响应H2O2之后,基于光致诱导电子转移(PET)机理,荧光强度增强11倍,发射出强烈的绿色荧光,并且裸眼可视.同时,BD-3对H2O2线性响应范围为1.0 × 10-6~1.0 × 10-4 mol·L-1,相关系数R=0.9998,检出限为0.9 μmol·L-1.另外,BD-3对H2O2的检测表现出较好的光稳定性和高的选择性.该新型探针具有光稳定性好、选择性高及对H2O2的荧光增强响应等优点,可满足复杂环境条件下过氧化爆炸物的现场检测需求.