芳基吡咯衍生物的合成及其发光性质

doi:10.7517/issn.1674-0475.190101

摘要/Abstract

摘要： 本文通过Sonogashira偶联反应合成了一类含有苯甲酸甲酯基团的吡咯衍生物MB3PE2和MB3，其结构为典型的给体（D，吡咯）-受体（A，苯甲酸甲酯基）结构，该类结构表现为可调的荧光性质。通过系统研究它们在各个状态下的发光性质，阐明了结构与性能的关系。实验结果表明，共轭基团的加入对D-A共轭结构的化合物发光性质影响明显，且不同状态下的影响程度显著不同。MB3PE2具有π-T-型D-A结构而MB3是T-型D-A结构。它们在溶液状态下都具有明显的溶剂效应，但是其溶液态的荧光量子产率明显不同，π-T-型D-A结构的MB3PE2是T-型MB3的2.6倍。该结果对设计溶液态下高量子效率的D-A荧光化合物具有一定的指导意义。

关键词: 剂效应, 吡咯, 光致发光, 量子效率

Abstract: A new class of pyrrole derivatives containing methyl benzoate groups, MB3PE2 and MB3, were synthesized using the Sonogashira coupling reaction, and were used to develop typical donor (D, pyrrole)-acceptor (A, -PhCOOCH₃) fluorophores that exhibited tunable fluorescent properties. Moreover, their emission properties and fluorescence dynamics were systematically investigated to elucidate their structure-property relationships. The results revealed that the π-conjugation and/or D-A geometry of these compounds has a significant effect on their emissive behaviors. MB3PE2 has π-T-shaped D-A structure while MB3 has T-shaped D-A structure. Both of them emit blue light with apparent solvatochromic effects but had different quantum yields in different states such as solution and aggregates states, which are more 2.6 times quantum yield of π-T-shaped D-A MB3PE2 than that of T-shaped MB3.The result provides a guidance for designing new D-A dyes with high quantum yield in solution.

Key words: solvatochromism, pyrrole, photoluminescence, quantum yield

郜昱, 刘国罡, 石建兵, 董宇平. 芳基吡咯衍生物的合成及其发光性质[J]. 影像科学与光化学, 2019, 37(2): 93-106.

GAO Yu, LIU Guogang, SHI Jianbing, DONG Yuping. Synthesis of Aryl-substituted Pyrrole Derivatives with Tunable Emissive Behaviors[J]. Imaging Science and Photochemistry, 2019, 37(2): 93-106.

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