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

Li, Yifan ; Concellón, Alberto ; Lin, Che-Jen ; Romero, Nathan A. ; Lin, Sibo ; Swager, Timothy M.

Resumen: 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.

Idioma: Inglés

DOI: 10.1039/D0SC00714E

Año: 2020

Publicado en: CHEMICAL SCIENCE 11, 18 (2020), 4695-4701
ISSN: 2041-6520

Factor impacto JCR: 9.825 (2020)

Categ. JCR: CHEMISTRY, MULTIDISCIPLINARY rank: 22 / 178 = 0.124 (2020) - Q1 - T1

Factor impacto SCIMAGO: 3.686 - Chemistry (miscellaneous) (Q1)

Tipo y forma: Article (Published version)