Applied Chemistry for Engineering (공업화학)

The Korean Society of Industrial and Engineering Chemistry (한국공업화학회)
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Strategies to Design Efficient Donor-Acceptor (D-A) Type Emitting Molecules: Molecular Symmetry and Electron Accepting Ability of D-A Type Molecules

  • Hyun Gi Kim (Department of Chemical Engineering, Kyung Hee University) ;
  • Young-Seok Baek (Department of Chemical Engineering, Kyung Hee University) ;
  • Sung Soo Kim (Department of Chemical Engineering, Kyung Hee University) ;
  • Sang Hyun Paek (Department of Chemical Engineering, Kyung Hee University) ;
  • Young Chul Kim (Department of Chemical Engineering, Kyung Hee University)
  • Received : 2023.09.20
  • Accepted : 2023.10.18
  • Published : 2023.12.10
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Abstract

We synthesized 2-(10-methyl-10H-phenothiazin-3-yl)-5-phenyl-1,3,4-oxadiazole (MPPO) and 5,5-(10-methyl-10H-phenothiazin-3,7-diyl)-bis-(2-phenyl-1,3,4-oxadiazole) (DPPO). MPPO has both electron-donating and electron-accepting substituents with asymmetric molecular geometry. By incorporating one extra electron-accepting group into MPPO, we created a symmetric molecule, which is DPPO. The optical and electrochemical properties of these compounds were measured. The lowest unoccupied molecular orbital (LUMO) level of DPPO was lower than that of MPPO. The excited-state dipole moment of DPPO, with symmetric geometry, was calculated to be 4.1 Debye, whereas MPPO, with asymmetric geometry, had a value of 7.0 Debye. The charge-carrier mobility of both compounds was similar. We fabricated non-doped organic light-emitting diodes (OLEDs) using D-A type molecules as an emitting layer. The current efficiency of the DPPO-based device was 7.8 cd/A, and the external quantum efficiency was 2.4% at 100 cd/m2, demonstrating significantly improved performance compared to the MPPO-based device. The photophysical and electroluminescence (EL) characteristics of the two D-A type molecules showed that molecular symmetry, as well as the lowered LUMO level of DPPO, played critical roles in the enhancement of EL performance.

Keywords

Acknowledgement

This research was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education (2020R1A6A1A03048004). This work was supported by the GRRC program of Gyeonggi province. (GRRC KYUNGHEE2023-B01), Development of ultra-fine process materials based on the sub-nanometer class for the next-generation semiconductors]. This work was supported by the Korea Basic Science Institute (KBSI) National Research Facilities & Equipment Center (NFEC) grant funded by the Korea government (Ministry of Education). (No.2020R1A6C103B085 & No. 2019R1A6C1010052).

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