Chemical Research in Chinese Universities ›› 2020, Vol. 36 ›› Issue (1): 61-67.doi: 10.1007/s40242-019-0032-3

• Articles • Previous Articles     Next Articles

Uncommon Intramolecular Charge Transfer Effect and Its Potential Application in OLED Emitters

WU Haozhong1, LUO Juanjuan1, XU Zeng1, WANG Zhiming1,2, MA Dongge1, QIN Anjun1, TANG Ben Zhong1,3   

  1. 1. State Key Laboratory of Luminescent Materials and Devices, Center for Aggregation-Induced Emission, Key Laboratory of Luminescence from Molecular Aggregates of Guangdong Province, Guangzhou International Campus, South China University of Technology(SCUT), Guangzhou 510640, P. R. China;
    2. School of Petrochemical Engineering, Shenyang University of Technology(SUT), Liaoyang 111003, P. R. China;
    3. Department of Chemistry, The Hong Kong University of Science & Technology(HKUST), Clear Water Bay, Kowloon, Hong Kong, P. R. China
  • Received:2019-10-30 Revised:2019-11-19 Online:2020-02-01 Published:2019-11-20
  • Contact: WANG Zhiming, TANG Ben Zhong E-mail:wangzhiming@scut.edu.cn;tangbenz@ust.hk
  • Supported by:
    Supported by the National Natural Science Foundation of China(Nos.21788102, 51673118, 21975077), the Science & Technology Program of Guangzhou Province, China(Nos.201804010218, 201804020027), the Project of the Innovation and Technology Commission of Hong Kong, China(No.ITC-CNERC14S01), the Fundamental Research Funds for the Central Universities, China(No.2019ZD04) and the Fund of Key Laboratory of Luminescence from Molecular Aggregates of Guangdong Province, China(No.2019B030301003).

Abstract: Planarized intramolecular charge transfer(PLICT) state can facilitate the fluorescence process thanks to the relative excellent planarity. Recently, we have discovered that the excited state quinone-conformation induced planarization(ESQIP) occurring on tetraphenylpyrazine(TPP) based derivatives could furnish them with PLICT feature. Unlike to the well-known intramolecular charge transfer, strengthening the electron-donating nature on the donor(D) moiety did not impair the PLICT. The calculation results showed that planarization of the TPP based compounds scarcely accompanied with energy wastage while amount of energy was required for the torsion on geometries. In the polar solvents, the energy consumption for planarization could further decrease, but that for twisting structure would increase. To take advantage of the transformation of the frontier orbitals' distribution, the PLICT type materials would perform a potential application on organic light-emitting diodes(OLEDs).

Key words: Planarized intramolecular charge transfer, Tetraphenylpyrazine, Excited state quinone-conformation induced planarization, Organic light-emitting diode