CHINESE JOURNAL OF ENERGETIC MATERIALS
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过氧化氢检测用新型BODIPY探针的设计合成与性能
作者:
作者单位:

(1. 西南科技大学材料科学与工程学院, 四川 绵阳 621010; 2. 中国工程物理研究院化工材料研究所, 四川 绵阳 621999)

作者简介:

李保生(1989-),男,硕士研究生,主要从事荧光探针的合成及爆炸物的检测。e-mail: Baoshengli51@126.com 通信联系人: 陈建波(1985-),男,助理研究员,主要从事爆炸物的分析检测研究。e-mail: whubobo@126.com

通讯作者:

陈建波(1985-),男,助理研究员,主要从事爆炸物的分析检测研究。e-mail: whubobo@126.com

基金项目:

国家自然科学基金(21607143、11472252)、中物院科技发展基金资助(2015B0302051)


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

(1. College of Materials Science and Engineering, Southwest University of Science and Technology, Mianyang 621010, China; 2. Institute of Chemical Materials, China Academy of Engineering Physics, Mianyang 621999, China)

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    摘要:

    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。

    Abstract:

    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.

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李保生,陈建波,孙杰.过氧化氢检测用新型BODIPY探针的设计合成与性能[J].含能材料, 2017, 25(7):597-602. DOI:10.11943/j. issn.1006-9941.2017.07.011.
LI Bao-sheng, CHEN Jian-bo, SUN Jie. Novel Fluorescent Probe Based on BODIPY for the Detection of Hydrogen Peroxide[J]. Chinese Journal of Energetic Materials, 2017, 25(7):597-602. DOI:10.11943/j. issn.1006-9941.2017.07.011.

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  • 收稿日期: 2017-01-19
  • 最后修改日期: 2017-04-10
  • 录用日期: 2017-04-17
  • 在线发布日期: 2017-07-14
  • 出版日期: 2017-07-21