The design and synthesis of highly efficient deep red (DR) and near-infrared (NIR) organic emitting materials with characteristic of thermally activated delayed fluorescence (TADF) still remains a great challenge. A strategy was developed to construct TADF organic solid films with strong DR or NIR emission feature. The triphenylamine (TPA) and quinoxaline-6,7-dicarbonitrile (QCN) were employed as electron donor (D) and acceptor (A), respectively, to synthesize a TADF compound, TPA-QCN. The TPA-QCN molecule with orange-red emission in solution was employed as a dopant to prepare DR and NIR luminescent solid thin films. The high doped concentration and neat films exhibited efficient DR and NIR emissions, respectively. The highly efficient DR and NIR organic light-emitting devices (OLEDs) were fabricated by regulating TPA-QCN dopant concentration in the emitting layers.
The design and preparation of metal-free organic materials that exhibit room-temperature phosphorescence (RTP) is a very attractive topic owing to potential applications in organic optoelectronic devices. Herein, we present a facile approach to efficient and long-lived organic RTP involving the doping of N-phenylnaphthalen-2-amine (PNA) or its derivatives into a crystalline 4,4'-dibromobiphenyl (DBBP) matrix. The resulting materials showed strong and persistent RTP emission with a quantum efficiency of approximately 20 % and a lifetime of a few to more than 100 milliseconds. Bright white dual emission containing blue fluorescence and yellowish-green RTP from the PNA-doped DBBP crystals was also confirmed by Commission Internationale de l'Eclairage (CIE) coordinates of (x=0.29-0.31, y=0.38-0.41).
Quantitative
understanding of the photophysical processes is essential
for developing novel thermally activated delayed fluorescence (TADF)
materials. Taking as an example 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene,
a typical TADF-active molecule, we calculated the interconversion
and decay rates of the lowest excited singlet and triplet states at
different temperatures as well as the prompt and delayed fluorescence
efficiencies at 300 K at the first-principles level. Our results can
reproduce well the experimentally available data. It is found that
the reverse intersystem crossing rate (k
RISC) is sharply increased by 3 orders of magnitude, while the other
rates increase slightly or remain unchanged when the temperature rises
from 77 to 300 K. Importantly, k
RISC reaches
up to 1.23 × 106 s–1 and can compete
with the radiative and nonradiative decay rates of S1 (1.11
× 107 and 2.37 × 105 s–1) at 300 K, leading to an occurrence of delayed fluorescence. In
addition, our calculations indicate that it is the freely rotational
motions of the carbazolyl between two cyano groups that are responsible
for the interconversion between S1 and T1. The
large torsional barriers of other three adjacent carbazolyl groups
block the nonradiative decay channels of S1 → S0, leading to strong fluorescence. This work would provide
useful insight into the molecular design of high-efficiency TADF emitters.
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