Spiro−type TADF emitters based on acridine donors and anthracenone acceptor

Abstract

Two rigid spiro-type TADF emitters (CBZANQ, PXZANQ) were designed and synthesized via a two-step route. CBZANQ and PXZANQ both contain an anthracenone acceptor along with a carbazole‒acridine-fused donor and a phenoxazine‒acridine-fused donor, respectively, where each donor and acceptor are linked by a spiro bridge to form D-σ-A structures with an orthogonal arrangement. Both CBZANQ and PXZANQ have the difference between the singlet and triplet energy values (ΔEST) of 0.05 eV and 0.03 eV, respectively, which are sufficiently small for efficient triplet harvesting. CBZANQ with a weak electron donor (carbazole) exhibited a weak intramolecular charge transfer (ICT) character, resulting in a low photoluminescence quantum yield (PLQY) of 18%. On the other hand, when combined with a strong electron donor (phenoxazine), PXZANQ exhibited a strong ICT character, resulting in a high PLQY of 71%. Organic light-emitting diode (OLED) devices based on CBZANQ emitter and bis[2-(diphenylphosphino)phenyl] ether oxide (DPEPO) host exhibited sky-blue electroluminescence (EL) at 492 nm with a low external quantum efficiency (EQE) of 6.7%. Conversely, the OLED devices fabricated using PXZANQ emitter and DPEPO host exhibited green emission at 528 nm, along with a high EQE of 22.1%. Additionally, the efficiency of PXZANQ-based devices remained high at high luminance, indicating relatively small efficiency roll-off (13.9% EQE under 500 cd/m2).