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Progress in Chemistry 2022, Vol. 34 Issue (9): 1996-2011 DOI: 10.7536/PC210818 Previous Articles   Next Articles

• Review •

Circularly Polarized Thermally Activated Delayed Fluorescence Materials and Their Applications in Organic Light-Emitting Devices

Lan Yu, Peiran Xue, Huanhuan Li(), Ye Tao, Runfeng Chen(), Wei Huang   

  1. State Key Laboratory of Organic Electronics and Information Displays & Jiangsu Key Laboratory for Biosensors, Institute of Advanced Materials (IAM), Jiangsu National Synergetic Innovation Center for Advanced Materials (SICAM), Nanjing University of Posts & Telecommunications,Nanjing 210023, China
  • Received: Revised: Online: Published:
  • Contact: *e-mail: iamhhli@njupt.edu.cn(Huanhuan Li);iamrfchen@njupt.edu.cn(Runfeng Chen)
  • Supported by:
    National Natural Science Foundation of China(62075102); National Natural Science Foundation of China(22075149); National Natural Science Foundation of China(21604039); National Natural Science Foundation of China(61875090); National Natural Science Foundation of China(91833306); National Natural Science Foundation of China(21704042)
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Thermally activated delayed fluorescence materials with circularly polarized luminescence characteristics have received extensive attention due to their application prospects in data storage, bio-imaging, and 3D display. The circularly polarized thermally activated delayed fluorescence (CP-TADF) devices based on these materials exhibit excellent circularly polarized electroluminescence performance. In this paper, starting from the molecular design strategies and luminescence mechanism of CP-TADF molecules, we comprehensively summarize their design strategies according to the different construction methods, and the chemical structures, photoelectric properties, as well as applications in electroluminescent devices are systematically reviewed. Finally, we discuss the current problems of CP-TADF materials, and our outlook on their future development prospects and challenges is also given.

Contents

1 Introduction

2 Basic luminescence parameters of circularly polarized light

3 Molecular design of CP-TADF materials and their applications in electroluminescent devices

3.1 Molecular design strategies

3.2 Intrinsically chiral CP-TADF materials

3.3 Chiral perturbation

4 Conclusion and outlook

Key words: circularly polarized luminescence, thermally activated delayed fluorescence, chiral, organic light-emitting devices, molecular designs
Fig. 1 The photoluminescence mechanism of CP-TADF materials
Fig. 2 Design strategies for CP-TADF materials
Fig. 3 CP-TADF materials involving point chirality[38⇓~40]
Fig. 4 Device performance of CP-OLEDs based on TRZ-MelAc and NID-MeIAc. (a) device structure, energy level diagram and the molecular structures of the materials employed in the devices; (b) electroluminescence spectra; external quantum efficiency characteristics for optimized devices based on (c) (R)-TRZ-MeIAc and (d) (S)-NID-MeIAc[40]
Fig. 5 CP-TADF material involving planar chirality[41⇓~43]
Fig. 6 Photophysical performance of Rp/Sp-CzpPhTrz. (a) CD spectra; (b) CPL spectra[42]
Fig. 7 CP-TADF material with helical chirality[44⇓~46]
Fig. 8 Device performance of CP-OLED devices based on (P)-HAI and (M)-HAI. (a) CD and (b) CPL spectra of (P)-HAI and (M)-HAI in toluene; (c) EQE-luminance characteristics; (d) Current density- voltage-luminance characteristics[45]
Fig. 9 Binaphthol based chiral CP-TADF material[17,47⇓⇓⇓~51]
Fig. 11 CP-TADF materials based on octahydrobinaphthol[10,52⇓~54]
Fig. 12 Device performance of CP-OLED devices based on R/S-OBN-Cz. (a) EQE-brightness curve; (b) current efficiency-brightness curve and current density-brightness-voltage curve; (c) electroluminescence circular polarization spectrum; (d) gEL versus wavelength curve[10]
Fig. 13 CP-TADF materials based on biphenyl[55⇓~57]
Fig. 14 Device performance of CP-TADF materials based on R/S-BPPOACz. (a) Electroluminescence spectrum; (b) Current density-brightness-voltage curve; (c) EQE-brightness curve; (d) Current efficiency and luminescence brightness curve[56]
Fig. 15 CP-TADF materials based on 1.2-diaminocyclohexane as chiral unit and device performance of CP-OLED. (a) (S,S)-CAI-Cz and (R,R)-CAI-Cz molecular structures; (b) CD spectra of (S,S)-CAI-Cz and (R,R)-CAI-Cz and CPL spectrum; (c) EQE-luminescence brightness curve; (d) (R,R)-CAI-DMAC and (R,R)-CAI-DMAC molecular structure[58,59]
Fig. 16 CP-TADF polymers materials based on alanine as chiral unit. (a) Molecular structures of P5 (x=0.05) and P1 (x=0.1); (b) CPL spectra of P5 and P10 molecules[61]
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