Advantage of arch-shaped structure on transistor performances over linear-shaped structure in dibenzothienopyrrole semiconductors
Organic Electronics(2018)
摘要
To understand the influence of molecular shape on the optoelectronic properties of heteroacenes, we report here the syntheses and characterizations of two linear- and two arch-shaped dibenzothienopyrrole (DBTP) derivatives, namely, N-hexyldibenzothieno[3,2-b:2′,3′-d]pyrrole (l-HDBTP), N-phenyldibenzothieno[3,2-b:2′,3′-d]pyrrole (l-PDBTP), N-hexyldibenzothieno[2,3-b:3′,2′-d]pyrrole (a-HDBTP) and N-phenyldibenzothieno[2,3-b:3′,2′-d]pyrrole (a-PDBTP). Their structure-property relationships have been systematically studied by optical absorption, cyclic voltammetry, single-crystal X-ray diffraction analyses and the single-crystal-based and thin-film-based field-effect transistors (FETs). The results demonstrate that the arch-shaped DBTP derivatives can modify their electronic structures and molecular arrangements by tuning of substituents, to obtain a better charge-transporting ability relative to the linear-shaped ones. The arch-shaped N-phenyl substituted a-PDBTP exhibits optimum molecular π-stacking arrangement and charge transport properties, with the hole mobility of 0.75 cm2V−1s−1 and 0.058 cm2V−1s−1 for the single-crystal and the thin-film OFETs, respectively. These results indicate that the arch-shaped DBTP core is a promising building block in the area of organic semiconducting materials.
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关键词
Heteroacenes,Arch-shaped,Organic field-effect transistors,Organic semiconductors,Dibenzothienopyrrole
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