Applied Chemistry for Engineering (공업화학)

The Korean Society of Industrial and Engineering Chemistry (한국공업화학회)
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Experiments and Theoretical Prediction on the Photophysical Properties of Terphenyl- or Triphenylbenzene-Substituted Pyrenes

Terphenyl 또는 Triphenylbenzene 기가 치환된 Pyrene 화합물의 발광특성에 관한 실험과 이론적 예측

  • Kiho Lee (Integrated Engineering, Department of Chemical Engineering, Kyung Hee University) ;
  • Changmin Lee (Integrated Engineering, Department of Chemical Engineering, Kyung Hee University) ;
  • Hayoon Lee (Integrated Engineering, Department of Chemical Engineering, Kyung Hee University) ;
  • Jongwook Park (Integrated Engineering, Department of Chemical Engineering, Kyung Hee University)
  • 이기호 (경희대학교 융합공학전공 화학공학과) ;
  • 이창민 (경희대학교 융합공학전공 화학공학과) ;
  • 이하윤 (경희대학교 융합공학전공 화학공학과) ;
  • 박종욱 (경희대학교 융합공학전공 화학공학과)
  • Received : 2024.10.02
  • Accepted : 2024.10.10
  • Published : 2024.12.10
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Abstract

The structures of pyrene-based organic light-emitting diode materials were optimized, and their molecular orbitals, light absorption, and emission wavelength were predicted using density functional theory calculations with five different functionals: r2SCAN, B3LYP, M06-2X, cam-B3LYP, and wB97X. Additionally, the study examined trends in the results based on the different calculation methods and identified suitable functional-basis set combinations through comparison with experimental values. The four selected luminescent materials were substituted with bulky groups such as m-terphenyl and triphenylbenzene on the pyrene chromophore to prevent stacking of the pyrene, thereby suppressing the transition state caused by intermolecular interactions and preventing a reduction in luminescence efficiency. The qualitative trends from the calculations mostly matched the experimental results, with the B3LYP-D3/def2-QZVP method providing the closest agreement with experimental values, particularly in terms of absorption and emission wavelengths.

파이렌 기반의 유기발광 다이오드 재료를 r2SCAN, B3LYP, M06-2X, cam-B3LYP, wB97X 다섯 가지 functionals들을 이용한 density functional theory 계산을 통해 최적화 구조, 분자궤도 함수, 흡수와 발광의 파장을 예측하였다. 또한, 계산 방법들에 따라 결과에 나타나는 변화의 경향을 알아보고, 실험값과 비교를 통해 적합한 functional-basis set 조합을 찾아내는 연구를 진행하였다. 선정된 4개의 발광재료들은 파이렌 발광체에 크기가 큰 치환기인 m-terphenyl, triphenylbenzene 기가 치환된 형태로 파이렌의 적층을 막음으로써 분자 간 인력에 의해 생기는 에너지 전이를 억제하고, 발광의 효율이 감소하는 것을 막고자 하였다. 계산에 의한 정성적 경향은 실험결과와 대부분 일치하였으며, 이 중 B3LYP-D3/def2-QZVP 방법의 결과들이 흡수와 발광파장 등에 대해서 실험결과에 가장 근접한 특성을 제시하였다.

Keywords

Acknowledgement

This work was partly supported by the GRRC program of Gyeonggi province [(GRRCKYUNGHEE2023-B01), Development of ultra-fine process materials based on the sub-nanometer class for the next-generation semiconductors]. 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)

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