Physicochemical, self-assembly and field-effect transistor properties of anti- and syn- thienoacene isomers

Abstract

The relationships between the molecular structure, self-assembly and charge transport properties of two fused-ring thienoacene isomers, a sickle-like syn isomer and a linear anti isomer, were studied from both an experimental and a theoretical perspective. Under the same self-assembly conditions, the syn isomer formed one-dimensional (1D) micro-and nanoribbons, while the anti isomer formed two-dimensional (2D) nanoplates (all were single crystals). The differences were assigned to the change in intermolecular interactions due to the tiny tuning of the molecular structures. The field-effect mobility in the single crystals of the syn isomer was about one-third as high as that of the anti isomer. The different transfer integrals of the isomers explained the observed different mobilities. This study opens a vivid window to examine the self-assembly and charge transport properties of organic semiconductors by using configurational isomers.

From Linear to Angular Isomers: Achieving Tunable Charge Transport in Single‐Crystal Indolocarbazoles Through Delicate Synergetic CH/NH⋅⋅⋅π Interactions

“…2) It is still controversial to conclude which configuration ( anti ‐/ syn ‐) has better performance. The results from some research groups (Hu et al., Tokito et al., Jurchescu et al., Mamada et al., Takimiya et al., and Zhao et al …”

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Tailoring the self-assembled structures and photonic properties of organic nanomaterials

“…Recently, some research works have focused on the structural control of isomers. 23,36 Our group fabricated well-dened spheres, wires, and cubes from three isomeric precursors, o-, mand p-bis-(iminopyrrole) benzene. 37 Although the three isomeric molecules present similar strong multiple hydrogen-bonding interactions for molecular aggregation, distinctly shaped nanostructures (spheres, wires, and cubes) were obtained, as displayed in Fig.…”

Isomers of Dithienocyclopentapyrene‐Based Non‐Fullerene Electron Acceptors: Configuration Effect on Photoelectronic Properties

“…It has been found that the syn / anti configuration of the molecular backbone could significantly influence the molecular packing and charge mobility of organic semiconductors used as organic field‐effect transistors . For some molecular structures, syn isomers exhibit higher charge mobility,, whereas anti isomers show better performance in other cases . Therefore, the syn / anti isomerization of the configuration of FREAs would also affect the molecular packing and charge transport, and thus the photovoltaic performance.…”