新型近红外BODIPY类荧光探针的合成及光谱性能  

Synthesis and spectral properties of new types of near-infrared BODIPY fluorescent probe

作　　者：田琪 卢俊瑞[1] 谢志强 卢博为[3,4] 刘金彪 TIAN Qi;LU Junrui;XIE Zhiqiang;LU Bowei;LIU Jinbiao(School of Chemistry and Chemical Engineering,Tianjin University of Technology,Tianjin 300384,China;College of Chemistry,Nankai University,Tianjin 300071,China;School of Chemical Engineering and Technology,Tianjin University,Tianjin 300072,China;Tianjin Ruiling Chemical Engineering Co.,Ltd.,Tianjin 300384,China)

机构地区：[1]天津理工大学化学化工学院,天津300384 [2]南开大学化学学院,天津300071 [3]天津大学化工学院,天津300072 [4]天津瑞岭化工有限公司,天津300384

出　　处：《天津理工大学学报》2021年第4期1-3,15,共4页Journal of Tianjin University of Technology

基　　金：国家自然科学基金(21476174,21176194)。

摘　　要：以2,4-二甲基吡咯和3,5-二溴苯甲醛为原料,合成中间体1,然后与对溴苯甲醛通过克脑文盖尔(Knoevenagel)反应延长侧链,增强共轭效应,得到目标产物即氟硼二吡咯-2(boron dipyrromethene-2,BODIPY-2),其结构经^(1)H NMR(核磁共振,nuclear magnetic resonance)、^(13)C NMR和质谱等验证。探究反应温度、时间和投料比,确认最优条件。紫外-荧光光谱测试表明,该化合物出现在近红外区域,是一种非常有应用前景的BODIPY类荧光探针。In this paper, 2, 4-dimethylpyrrole and 3, 5-dibromobenzaldehyde are used as raw materials to synthesize intermediate 1, which is then reacted with p-bromobenzaldehyde through Knoevenagel reaction to extend the side chain, enhance the conjugation effect, and obtain the target product, namely boron dipyrromethene-2(BODIPY-2). Its structure has been verified by ^(1)H NMR(nuclear magnetic resonance),^(13)C NMR and mass spectrum. The reaction temperature, time and feed ratio to confirm the optimal conditions have been explored. The UV-fluorescence spectrum test shows that the compound appears in the near-infrared region and is a very promising BODIPY fluorescent probe.

关 键 词：氟硼二吡咯(BODIPY) 荧光探针 克脑文盖尔(Knoevenagel)反应 近红外BODIPY 光谱性能 

分 类 号：O626.2[理学—有机化学]