过氧化氢检测用新型BODIPY探针的设计合成与性能

Novel Fluorescent Probe Based on BODIPY for the Detection of Hydrogen Peroxide

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(H_2O_2)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H_2O_2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H_2O_2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0.9μmol·L^(-1)。另外,BD-3对H_2O_2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H_2O_2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。

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 H2O2will facilitate security monitoring of peroxide ex- plosives. In this study, a novel fluorescent probe （4-（4-nitro-benzyl）-boron-dipyrromethene, BD-3 ） was firstly designed and syn- thesized 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 flu- orescence 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-1with 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.