Achieving high circularly polarized luminescence with push-pull helicenic systems: From rationalized design to top-emission CP-OLED applications

While the development of chiral molecules displaying circularly polarized luminescence (CPL) has received considerable attention, the corresponding CPL intensity,g_lum,hardly exceeds 10⁻²at the molecular level owing to the difficulty in optimizing the key parameters governing such a luminescence process. To address this challenge, we report here the synthesis and chiroptical properties of a new family of π-helical push-pull systems based on carbo[6]helicene, where the latter acts as either a chiral electron acceptor or a donor unit. This comprehensive experimental and theoretical investigation shows that the magnitude and relative orientation of the electric (μ_e) and magnetic (μ_m) dipole transition moments can be tuned efficiently with regard to the molecular chiroptical properties, which results in highg_lumvalues,i.e.up to 3-4 × 10⁻². Our investigations revealed that the optimized mutual orientation of the electric and magnetic dipoles in the excited state is a crucial parameter to achieve intense helicene-mediated exciton coupling, which is a major contributor to the obtained strong CPL. Finally, top-emission CP-OLEDs were fabricated through vapor deposition, which afforded a promisingg_Elof around 8 × 10⁻³. These results bring about further molecular design guidelines to reach high CPL intensity and offer new insights into the development of innovative CP-OLED architectures.