| 吕永军.化学通报,2015,78(9):843-846. |
| BODIPY-吡咯类荧光染料的合成及光谱识别性能 |
| Synthesis and Spectroscopic Sensing Properties of BODIPY-pyrrole-based Fluorescent Dyes |
| 投稿时间：2015-01-29 修订日期：2015-03-23 |
| DOI： |
| 中文关键词: BODIPY 吡咯 荧光染料 合成 光谱识别 |
| 英文关键词:BODIPY, Pyrrole, Fluorescent dye, Synthesis, Spectroscopic sensing |
| 基金项目:四川理工学院人才引进项目(2012RC02)和精细化工助剂及表面活性剂四川省高校重点实验室项目(2014JXY01)资助 |
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| 中文摘要: |
| 采用Knoevenagel反应以BODIPY(氟化硼二吡咯)为母体,经吡咯甲醛或杯吡咯甲醛合成了四个BODIPY荧光染料1a~1d, 用MS,NMR和元素分析进行结构确证。考察了它们的紫外吸收光谱与荧光发射光谱,结果表明1a~1d具有较高的摩尔吸光系数,在BODIPY母环的3,5位双取代物(1c和1d)相对于单取代物(1a和1b)最大吸收波长和发射波长分别红移了约90 nm和80 nm,说明BODIPY-吡咯衍生物中共轭程度增强,光谱出现红移。阴离子识别研究表明,1b和1d能够与Cl-形成多重氢键,导致吸收光谱红移和荧光猝灭。 |
| 英文摘要: |
| Four novel BODIPY-based fluorescent dyes (1a~1d) incorporating pyrrole or calixpyrrole moieties were synthesized by Knoevenagel reaction. The structure of all compounds was identified by MS, NMR and elemental analysis. The investigation of UV-Vis absorption and fluorescent emission indicated that 1a~1d exhibit high molar extinction coefficients. Furthermore, compared to mono-substituted 1a and1b, di-substituted 1c and1d emerge about 90 nm and 80 nm red shift in absorption and emission spectra, respectively. This can be ascribed that increasing the conjugation of BODIPY dyes could promote the red-shift effect of spectra. According to the investigation of anion recognition, 1b and 1d can bind Cl- through multiple hydrogen bonds, which is responsible for the red shift in absorption and fluorescence quenching. |
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