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Issue 18, 2020
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Thiophene-fused polyaromatics: synthesis, columnar liquid crystal, fluorescence and electrochemical properties

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Abstract

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.

Graphical abstract: Thiophene-fused polyaromatics: synthesis, columnar liquid crystal, fluorescence and electrochemical properties

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Supplementary files

Article information


Submitted
06 Feb 2020
Accepted
14 Apr 2020
First published
24 Apr 2020

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2020,11, 4695-4701
Article type
Edge Article

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

Y. Li, A. Concellón, C. Lin, N. A. Romero, S. Lin and T. M. Swager, Chem. Sci., 2020, 11, 4695
DOI: 10.1039/D0SC00714E

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