Here, two alkylated dibenzo[,]anthracene (DBA) derivatives with linear -dodecyl (C12-DBA-C12) and ring-containing pentyl-cyclohexyl (Cy5-DBA-Cy5) moieties were successfully synthesized. Their chemical and thermal stability were both notably high, with the molecular arrangement of C12-DBA-C12 and Cy5-DBA-Cy5 being greatly influenced by the alkyl groups. C12-DBA-C12 formed a 2D lamellar herringbone packing structure and its blade-coated film exhibited high layered crystallinity and high carrier mobility up to 2.97 cm V s. By contrast, the arrangement of Cy5-DBA-Cy5 in the crystal exhibited a packing motif where π-cores and alkyl chains were intertwined due to the C-H⋯π proximity of cyclohexyl moieties and DBA cores. Meanwhile, Cy5-DBA-Cy5 demonstrated relatively poor film-forming capacity and moderate mobility of about 0.45 cm V s. These findings could expand the possibilities of using DBA instead of pentacene in developing high-performance OSCs for organic electronics, and offer insights into manipulating molecular arrangement through alkyl engineering.
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| http://dx.doi.org/10.1039/d4ra07439d | DOI Listing |
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