Effect of conjugation on the optoelectronic properties of pyrazine-based push-pull chromophores: Aggregation-induced emission, solvatochromism, and acidochromism

被引:24
作者
Park, Hyung-Ha [1 ]
Meti, Puttavva [1 ]
Gong, Young-Dae [1 ]
机构
[1] Dongguk Univ, Coll Sci, Innovat Drug Lib Res Ctr, Dept Chem, 26,3-Ga Pil Dong, Seoul 04620, South Korea
基金
新加坡国家研究基金会;
关键词
Pyrazine; Aggregation-induced emission; Charge transfer; Solvatochromism; FLUORESCENT ORGANIC NANOPARTICLES; OPTICAL-PROPERTIES; AIE; TETRAPHENYLETHENE; LUMINOGENS; SERIES; DYES;
D O I
10.1016/j.dyepig.2021.109320
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A series of pyrazine-based bipodal D-?-A-?-D and D-?-A-?-A molecules with multi-stimuli response have been synthesized via Suzuki and Sonogashira cross-coupling reactions. We present a joint theoretical and experimental study to elucidate structure-property relationship of these push-pull chromophores. The modification of the endcapped donor-acceptor units and the extension of ?-conjugation are key factors in tuning their optical, thermal and electrochemical properties. Depending on the different electron-donating substituents, the chromophores emit blue to orange fluorescence. The solvent dependent emission was observed and their Dimroth-Reichardt plots show a linear correlation. The aggregation-induced study shows enhanced emission in aggregates. Our work has elucidated that these small structural isomers can be utilized to develop a promising multi-stimuli responsive fluorescent materials.
引用
收藏
页数:12
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