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Synthesis, crystal structure and charge transport characteristics of stable peri-tetracene analogues.

ABSTRACT: peri-Acenes have shown great potential for use as functional materials because of their open-shell singlet biradical character. However, only a limited number of peri-acene derivatives larger than peri-tetracene have been synthesized to date, presumably owing to the low stability of the target compounds in addition to the complicated synthesis scheme. Here, a very simple synthesis route for the tetrabenzo[a,f,j,o]perylene (TBP) structure enables the development of highly stable peri-tetracene analogues. Despite a high degree of singlet biradical character, the compounds with four substituents at the zigzag edge show a remarkable stability in solution under ambient conditions, which is better than that of acene derivatives with a closed-shell electronic configuration. The crystal structures of the TBP derivatives were obtained for the first time; these are valuable to understand the relationship between the structure and biradical character of peri-acenes. The application of peri-acenes in electronic devices should also be investigated. Therefore, the semiconducting properties of the TBP derivative were investigated by fabricating the field-effect transistors.

SUBMITTER: Mamada M

PROVIDER: S-EPMC8178977 | biostudies-literature |

REPOSITORIES: biostudies-literature

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NBN-Doped Bis-Tetracene and Peri-Tetracene: Synthesis and Characterization.

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Crystal Structure and Stoichiometric Composition of Potassium-Intercalated Tetracene.

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Highly mobile charge-transfer excitons in two-dimensional WS2/tetracene heterostructures.

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| S-EPMC4971850 | biostudies-other

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| S-EPMC3615717 | biostudies-literature

Synthesis of (±)-Idarubicinone via Global Functionalization of Tetracene.

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| S-EPMC7305690 | biostudies-literature

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