Synthetic strategies to access both regiorandom and regioregular polythiophenes containing electron-withdrawing carboxylate substituents have been developed. Although these polymers have extendedconjugation lengths, they provide better oxidative doping stability than conventional polythiophenes dueto the lowering of the HOMO energy levels by approximately 0.5 eV. These materials are highly crystallineand exhibit very small
-
-stacking distances in the solid state. High charge mobilities are observed asa result of the close ordering of the polymer
chains, and top-contact organic thin-film transistors (OTFTs)fabricated entirely in air had measured mobilities averaging 0.06 cm
2/V·s with on/off ratios >10
5. Offcurrents in these devices remained low over a period of months, demonstrating the low propensity ofthese materials toward p-doping by molecular oxygen.