Thermally Activated Delayed Fluorescence Materials Based on Homoconjugation Effect of Donor–Acceptor Triptycenes

• Published in: Journal of the American Chemical Society Vol. 137; no. 37; pp. 11908 - 11911
• Main Authors: Kawasumi, Katsuaki, Wu, Tony, Zhu, Tianyu, Chae, Hyun Sik, Van Voorhis, Troy, Baldo, Marc A, Swager, Timothy M
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 23.09.2015; Amer Chemical Soc
• Subjects: ambient temperature; Chemistry; Chemistry, Multidisciplinary; cyclohexanes; electrochemiluminescence; fluorescence; oxygen; Physical Sciences; Science & Technology; superoxide anion; LIGHT-EMITTING-DIODES; TRIPLET EXCITONS; DESIGN; SOLAR-CELLS; DEVICES; EMISSION; EMITTERS; HIGH-EFFICIENCY; ELECTROLUMINESCENCE
• ISSN: 0002-7863; 1520-5126; 1520-5126
• DOI: 10.1021/jacs.5b07932

Donor–acceptor triptycences, TPA-QNX­(CN)­2 and TPA-PRZ­(CN)­2, were synthesized and their emissive properties were studied. They exhibited a blue-green fluorescence with emission lifetimes on the order of a microsecond in cyclohexane at room temperature. The long lifetime emission is quenched by O2 and is attributed to thermally activated delayed florescence (TADF). Unimolecular TADF is made possible by the separation and weak coupling due to homoconjugation of the HOMO and LUMO on different arms of the three-dimensional donor–acceptor triptycene. Organic light emitting devices (OLEDs) were fabricated using TPA-QNX­(CN)­2 and TPA-PRZ­(CN)­2 as emitters which displayed electroluminescence with efficiencies as high as 9.4% EQE.