Thiophene-fused polyaromatics: synthesis, columnar liquid crystal, fluorescence and electrochemical properties,Chemical Science

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Thiophene-fused polyaromatics: synthesis, columnar liquid crystal, fluorescence and electrochemical properties
Chemical Science ( IF 7.6 ) Pub Date : 2020-04-24 , DOI: 10.1039/d0sc00714e
Yifan Li ₁ , Alberto Concellón ₁ , Che-Jen Lin ₁ , Nathan A Romero ₁ , Sibo Lin ₁ , Timothy M Swager ₁

Affiliation

Efficient syntheses that incorporate thiophene units into different extended conjugation systems are of interest as a result of the prevalence of sulfur-rich aromatics in organic electronics. Self-organization by using liquid crystal properties is also desirable for optimal processing of organic electronics and optical devices. In this article, we describe a two-step process to access extended regioisomers of polyaromatics with different shapes. This method involves an efficient single or double benzannulation from an alkyne precursor followed by Scholl cyclization. In spite of their unconventional nondiscoid shape, these materials display stable columnar liquid crystal phases. We examine the photophysical and electrochemical properties and find that structurally very similar thiophene-fused polyaromatics display significant differences in their properties.

中文翻译：

噻吩稠合聚芳烃：合成、柱状液晶、荧光和电化学性能

由于有机电子学中富含硫的芳香族化合物的普遍存在，将噻吩单元纳入不同的扩展共轭系统的有效合成引起了人们的兴趣。利用液晶特性的自组织对于有机电子和光学器件的优化处理也是理想的。在本文中，我们描述了获取不同形状的聚芳烃扩展区域异构体的两步过程。该方法涉及从炔前体进行有效的单或双苯环化，然后进行 Scholl 环化。尽管它们具有非常规的非盘状形状，但这些材料显示出稳定的柱状液晶相。我们检查了光物理和电化学性能，发现结构非常相似的噻吩稠合聚芳烃在性能上表现出显着差异。

更新日期：2020-04-24

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