1,2,5,6-Tetrathiocin as a scaffold for improved charge transport in double-cable oligothiophene systems

Abstract

Four novel small molecules featuring central 1,2,5,6-tetrathiocin (TTC) units fusing two oligothiophene chains have been prepared, characterised and their structures elucidated through X-ray crystallography. These compounds have been evaluated as p-channel semiconductors in organic field-effect transistor devices, representing the first time that any tetrathiocin-containing compound has been utilised in organic transistors. Through extensive optimisation, involving the screening of different processing solvents, surface treatments, post-processing conditions, dielectric materials, and device configurations, hole mobilities (μ h) in the 10−2 cm2 V−1 s−1 range were obtained for the most optimised devices, with the highest value of 7.3 × 10−2 cm2 V−1 s−1 achieved in 5T-TTC. The double-cable design, established through two parallel oligothiophene chains in the same molecule bridged by a tetrathiocin core, provides improved device characteristics over analogous double-cable oligothiophenes with tetrathiafulvalene and germanium cores.

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ORCID for Mateusz B. Pitak: orcid.org/0000-0002-3680-7100

ORCID for Simon J. Coles: orcid.org/0000-0001-8414-9272

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