N‐Acenoacenes: Synthesis and Solid‐State Properties. Issue 69 (25th October 2022)

• Record Type: Journal Article
• Authors: Wiesner, Thomas; Pardon, Marcel; Maier, Steffen; Rominger, Frank; Freudenberg, Jan; Bunz, Uwe H. F.
• Is Part Of: Chemistry. Volume 28:Issue 69(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-10-25
• Subjects: azaacenes -- bisacenes -- crystal engineering -- semiconductors -- solid-state packing; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.202201916
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: Four N‐acenoacenes were synthesized and analyzed for their optoelectronic properties and solid‐state packings. Two of the regioisomeric acridinoacridines are TIPS‐ethynylated, whereas the other pair are Boc‐ and triflate substituted derivatives. The two TIPS‐ethynyldiazaacenoacenes were processed into organic thin‐film transistors with saturation hole mobilities reaching 2.9×10 −2 cm 2 (Vs) −1 . Abstract : Enabling semiconducting properties in N‐acenoacenes. Reducing the steric demand of N‐acenoacenes tunes the solid‐state packings of N‐acenoacenes in favor of π–π‐stacking, allowing charge transfer through the crystal lattice. The first utilization of N‐acenoacenes in p‐type organic thin‐film transistors is reported.