Dithiophene-Fused Tetra­cyano­naphtho­quino­dimethanes (DT-TNAPs): Synthesis and Characterization of π‑Extended Quinoidal Compounds for n‑Channel Organic Semiconductor

Dithiophene-fused tetra­cyano­naphtho­quino­dimethanes (DTTNAPs) were synthesized and evaluated as n-channel organic semiconductors. DTTNAPs, regardless of isomeric structures and substituents, have low-lying LUMO energy levels (∼4.6 eV below the vacuum level), suitable for stable n-channel field-effect transistors (FETs) under ambient conditions. In fact, α-DTTNAP derivatives afforded solution-processed FETs showing an electron mobility of 10–3 cm2 V–1 s–1, indicating that DTTNAPs are a potential molecular framework for n-channel organic semiconductors.