Synthesis, crystal structure, and FET characteristics of thieno[2,3-b]thiophene-based bent-thienoacenes

Abstract Two novel bent-shaped thienoacenes, naphtho[2,3- b ]naphtho[2′,3′:4,5]thieno[3,2- d ]thiophene (bent-DNTT) and anthra[2,3- b ]anthra[2′,3′:4,5]thieno[3,2-d]thiophene (bent-DATT) were synthesized from thieno[2,3- b ]thiophene and their corresponding aromatic anhydrides by three steps: Friedel–Crafts acylation, acid-promoted cyclization, and reductive aromatization. The structural curvature improved the solubility of these thienoacenes in organic solvents. The bent-DNTT based FET device was fabricated by the spin-coating method. The device exhibited p-type characteristics with a mobility of 5.1 × 10 −5  cm 2  V −1  s −1 . Its thin-film structure was fully characterized as an edge-on orientation with large intermolecular orbital coupling.