Highly efficient TADF OLEDs with low efficiency roll-off based on novel acridine–carbazole hybrid donor-substituted pyrimidine derivatives

Zhang, Qing; Sun, Shuaiqiang; Chung, Wingyan; Yoon, Sung Joon; Wang, Yaxiong; Guo, Runda; Ye, Shaofeng; Lee, Jun Yeob; Wang, Lei

doi:10.1039/c9tc04284a

Cited by 43 publications

(26 citation statements)

References 51 publications

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“…Benefiting from these small overlaps of FMOs, small Δ E ST values were predicted for all three emitters: 0.29 eV for BFDMAc‐PhNAI, 0.22 eV for BTDPAc‐PhNAI, and 0.16 eV for BTDMAc‐PhNAI. Compared with predicted data of previously reported high‐efficiency TADF emitters with similar structures, [19, 27] the Δ E ST values of the three emitters show little variance. Therefore, all three emitters are predicted to have pronounced TADF characteristics, since efficient reverse intersystem crossing (RISC) processes can be established.…”

Section: Resultsmentioning

confidence: 58%

“…Polymers containing similar emitting units with NAI as an acceptor were applied in ratiometric temperature sensing [30] . Our group also reported NAI‐based TADF emitters with high horizontal orientation, [31] different emission spectra, [19] and time‐resolved luminescence imaging ability [32] . All of this research proved the advantages of NAI if employed as the acceptor unit of TADF emitters.…”

Section: Introductionmentioning

confidence: 53%

“…On the other hand, donor units designed for orange–red TADF emitters are still scarce. The fused polycyclic molecular design has proved to be an efficient way to develop donor units by delicately tuning the characteristics of the whole donor units [18–22] . If the fused polycyclic units were tightly located between the donor and acceptor moieties of the TADF molecules, the introduced heteroatom would largely affect the electron‐donating ability of the whole donor unit.…”

Section: Introductionmentioning

confidence: 99%

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Modulating the Electron‐Donating Ability of Acridine Donor Units for Orange–Red Thermally Activated Delayed Fluorescence Emitters

Chen

et al. 2020

Chemistry A European J

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The development of thermally activated delayed fluorescence (TADF) emitters with orange–red emission still lags behind that of their blue, green, and yellow counterparts. Recent research to address this problem mainly focused on developing new acceptor units. There were few donor units designed especially for orange–red emitters. Herein, with benzothiophene fused to a diphenylacridine donor unit, a new donor moiety, namely, 5,5‐diphenyl‐5,13‐dihydrobenzo[4,5]thieno[3,2‐c]acridine (BTDPAc), was designed and synthesized. Benefiting from the strong electron‐donating ability of the new donor moiety, a new TADF emitter, 2‐[4′‐(tert‐butyl)(1,1′‐biphenyl)‐4‐yl]‐6‐[5,5‐diphenylbenzo[4,5]thieno[3,2‐c]acridin‐13(5H)‐yl]‐1H‐benzo[de]isoquinoline‐1,3(2H)‐dione (BTDPAc‐PhNAI), shows an orange–red emission with a maximum at 610 nm in dilute toluene solution. Also, with the help of the diphenyl rings of the donor unit, high photoluminescence quantum yields were achieved for BTDPAc‐PhNAI over a wide concentration range. Consequently, an orange–red organic light‐emitting diode based on BTDPAc‐PhNAI achieved a high external quantum efficiency of nearly 20 %, which was comparable to state‐of‐the‐art device performances with similar emission spectra.

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Section: Resultsmentioning

confidence: 58%

Section: Introductionmentioning

confidence: 53%

Section: Introductionmentioning

confidence: 99%

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Modulating the Electron‐Donating Ability of Acridine Donor Units for Orange–Red Thermally Activated Delayed Fluorescence Emitters

Chen

et al. 2020

Chemistry A European J

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“…[18][19][20][21][22] Many carbazole derivatives have been studied because of their good electron-donor character,f acile chemical modification, and thermal stability. [23][24][25][26] TADF devicep erformances using carbazole-derived electron-donor moieties are showni nT able S1. Amongt he many carbazole-derived donors, the benzofurocarbazole moiety has proved to be effective as a donori nT ADF materials,a si tm oderates the donorc haracter of the carbazole moiety.…”

Section: Introductionmentioning

confidence: 99%

“…TADF emitters are composed of electron donor and acceptor moieties, and one of the most common donor moieties is carbazole . Many carbazole derivatives have been studied because of their good electron‐donor character, facile chemical modification, and thermal stability . TADF device performances using carbazole‐derived electron‐donor moieties are shown in Table S1.…”

Section: Introductionmentioning

confidence: 99%

Molecular Engineering of Isomeric Benzofurocarbazole Donors for Photophysical Management of Thermally Activated Delayed Fluorescence Emitters

Jung

Lee

2020

Chemistry A European J

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Benzofurocarbazole moieties are commonly used donor structures in the design of thermally activated delayed fluorescence (TADF) emitters. However, only 5 H‐benzofuro[3,2‐c]carbazole (34BFCz) has been reported and, to the best of our knowledge, no other benzofurocarbazole derivatives have been covered in the literature. In the present study, two further benzofurocarbazole moieties, 12 H‐benzofuro[3,2‐a]carbazole (12BFCz) and 7 H‐benzofuro[2,3‐b]carbazole (23BFCz), have been synthesized to investigate the effect of the donor structure on the photophysics and device parameters of TADF emitters. Two benzofurocarbazole‐derived TADF emitters, 12‐(2‐(4,6‐diphenyl‐1,3,5‐triazin‐2‐yl)phenyl)‐12 H‐benzofuro[3,2‐a]carbazole (o12BFCzTrz) and 7‐(2‐(4,6‐diphenyl‐1,3,5‐triazin‐2‐yl)phenyl)‐7 H‐benzofuro[2,3‐b]carbazole (o23BFCzTrz), have been compared with 5‐(2‐(4,6‐diphenyl‐1,3,5‐triazin‐2‐yl)phenyl)‐5 H‐benzofuro[3,2‐c]carbazole (oBFCzTrz). The benzofurocarbazole donor structure governs the TADF characteristics, such as charge‐transfer property and emission color. The 12BFCz donor has proved to be effective in blue‐shifting the emission color, and 34BFCz has proven useful for improving the external quantum efficiency (EQE). The 12BFCz‐derived o12BFCzTrz showed blue‐shifted color coordinates of (0.159, 0.288), compared to (0.178, 0388) for o23BFCzTrz and (0.169, 0.341) for oBFCzTrz. The 34BFCz‐derived oBFCzTrz exhibited an EQE of 22.9 %, compared to 19.2 % for o12BFCzTrz and 21.1 % for o23BFCzTrz.

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Molecular Engineering Enables TADF Emitters Well Suitable for Non‐Doped OLEDs with External Quantum Efficiency of Nearly 30%

Xie

Cao

Zou

et al. 2022

Adv Funct Materials

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Non-doped organic light-emitting diodes (OLEDs) are particularly appealing due to the merit of the extremely simple device structure. However, the performance of non-doped OLEDs is usually far inferior than that of doped devices, mainly due to the lack of desirable emitters. An ideal emitter for non-doped OLEDs should not merely be highly emissive in the host matrix but also be capable of delivering excellent properties in its condensed state. Herein, through molecular engineering, an "axial and equatorial carbazolyl extension" approach to manipulate the molecular packing behavior is developed, and thus, the emitter is awarded with superior properties in its neat film. Based on this approach, through simply modifying the conventional acridine donor in a thermally activated delayed fluorescence (TADF) emitter with carbazole moieties in the way of hyper-conjugation, two new TADF emitters with the molecular skeleton being extended both horizontally and vertically by carbazole moieties are constructed. The resulted TADF emitters reveal superb properties with simultaneous excellent thermal and morphological stabilities, photophysical behaviors, and charge transporting ability in their neat film. Owing to the merits of these synergistic superior properties, highly efficient non-doped green emissive OLED with the state-of-the-art external quantum efficiency of nearly 30% is realized.

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Highly efficient TADF OLEDs with low efficiency roll-off based on novel acridine–carbazole hybrid donor-substituted pyrimidine derivatives

Abstract: Dimethyl acridine (Ac) and carbazole (Cz) donors are fused to produce acridine–carbazole hybrid donors 12AcCz (8,8-dimethyl-5-phenyl-8,13-dihydro-5H-indolo[2,3-c]acridine) and 23AcCz (13,13-dimethyl-7-phenyl-7,13-dihydro-5H-indolo[3,2-b]acridine).

Cited by 43 publications

References 51 publications

Modulating the Electron‐Donating Ability of Acridine Donor Units for Orange–Red Thermally Activated Delayed Fluorescence Emitters

Modulating the Electron‐Donating Ability of Acridine Donor Units for Orange–Red Thermally Activated Delayed Fluorescence Emitters

Molecular Engineering of Isomeric Benzofurocarbazole Donors for Photophysical Management of Thermally Activated Delayed Fluorescence Emitters

Molecular Engineering Enables TADF Emitters Well Suitable for Non‐Doped OLEDs with External Quantum Efficiency of Nearly 30%

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