Citation: HUANG Bin, DAI Yu, BAN Xin-Xin, JIANG Wei, ZHANG Zhao-Hang, SUN Kai-Yong, LIN Bao-Ping, SUN Yue-Ming. Thermally Activated Delayed Fluorescence Materials Based on Triphenylamine/Diphenyl Sulfone[J]. Acta Physico-Chimica Sinica, ;2015, 31(8): 1621-1628. doi: 10.3866/PKU.WHXB201506121 shu

Thermally Activated Delayed Fluorescence Materials Based on Triphenylamine/Diphenyl Sulfone

1.
1. School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, P. R. China;
2. Department of Chemical and Pharmaceutical Engineering, Chengxian College, Southeast University, Nanjing 210088, P. R. China

Received Date: 7 April 2015
Available Online: 12 June 2015
Fund Project: 国家自然科学基金(51103023, 21173042) (51103023, 21173042) 国家重点基础研究发展规划项目(973) (2013CB932900) (973) (2013CB932900)江苏省高校自然科学研究项目(14KJB150003)资助 (14KJB150003)

A series of thermally activated delayed fluorescence (TADF) materials (1-3) based on triphenylamine/diphenyl sulfone were synthesized by Suzuki cross-coupling reactions. The optical, electrochemical, delayed fluorescence, and thermal properties of these materials were characterized by UVVis spectroscopy, time-resolved fluorescence spectroscopic measurements, cyclic voltammetry (CV), theoretical calculations, thermal gravimetric analyses, and differential scanning calorimetry. Materials 1-3 are bipolar compounds based on intramolecular charge transfer (ICT), and they have small energy gaps between the singlet and triplet (ΔE_ST) of 0.46, 0.39, and 0.29 eV, respectively. The results of fluorescent quantum yields and fluorescent lifetime indicate that these materials can emit delayed fluorescence, and material 3 has the greatest potential as a TADF emitter among materials 1-3. The highest occupied molecular orbital (HOMO) energy levels of materials 1-3 were estimated to be -4.91, -4.89, and -4.89 eV, respectively. From the HOMO energy levels and the optical bandgap (E_g) values, the lowest unoccupied molecular orbital (LUMO) energy levels were estimated to be -1.74, -1.89, and -1.94 eV for materials 1-3, respectively. Thermal gravimetric analysis results reveal that materials 1-3 have high thermal decomposition temperatures (T_d), corresponding to 5% weight loss at 436, 387, and 310 ℃, respectively.
- Triphenylamine,
- Diphenyl sulfone,
- Bipolar,
- Intramolecular charge transfer,
- Energy gap between singlet and triplet,
- Thermally activated delayed fluorescence
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