Thiophene-fused polyaromatics: synthesis, columnar liquid crystal, fluorescence and electrochemical properties
Author(s)Li, Yifan; Concellon Allueva, Alberto; Lin, Che-Jen; Romero, Nathan A.; Lin, Sibo; Swager, Timothy M; ... Show more Show less
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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.
DepartmentMassachusetts Institute of Technology. Department of Chemistry
Royal Society of Chemistry (RSC)
Li, Yifan et al. "Thiophene-fused polyaromatics: synthesis, columnar liquid crystal, fluorescence and electrochemical properties." Chemical Science 11, 18 (April 2020): 4695 © The Royal Society of Chemistry.
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