Optical and Electronic Properties of Doubly Ortho-linked cis-4,4′-Bis(diarylamino)stilbene/Fluorene Hybrids

Yan-Ling Liu; Xue-Qin Ran; Ji-Kang Feng; Ai-Min Ren; Lu-Yi Zou

doi:10.1071/CH08257

RESEARCH ARTICLE

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Optical and Electronic Properties of Doubly Ortho-linked cis-4,4′-Bis(diarylamino)stilbene/Fluorene Hybrids

Yan-Ling Liu ^A ^B , Xue-Qin Ran ^A , Ji-Kang Feng ^A ^C , Ai-Min Ren ^A and Lu-Yi Zou ^A

+ Author Affiliations

- Author Affiliations

^A State Key Laboratory of Theoretical and Computational Chemistry, Institute of Theoretical Chemistry, Jilin University, Changchun 130023, China.

^B College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, China.

^C Corresponding author. Email: JiKangf@yahoo.com

Australian Journal of Chemistry 63(1) 125-130 https://doi.org/10.1071/CH08257
Submitted: 14 June 2008 Accepted: 19 August 2009 Published: 8 January 2010

Abstract

Doubly ortho-linked cis-4,4′-bis(diarylamino)stilbene/fluorene hybrids have potential application in organic light emitting diodes. These organic molecules can function as efficient hole transport materials, with sky-blue emission and high efficiency and stability. To reveal the relationship between the properties and structures of these functional materials, we apply quantum-chemical techniques to investigate their optical properties and electronic structures. It is found that 8- and 8′-substituents give an antibonding contribution to the highest occupied molecular orbitals (HOMO), thus increasing the HOMO energy, implying an enhancement of hole-creating ability. Changes in ionization potentials confirm this presumption. The absorption and emission spectra exhibit red shifts to some extent with the various 8- and 8′-substituents, which are in good agreement with the experimental values. The Stoke shifts range moderately from 40 to 86 nm, due to the rigid spiral structure that hinders geometrical relaxation.

Acknowledgement

This work is supported by the Major State Basic Research Development Program (2002CB 613406), the National Natural Science Foundation of China (Project No. 20673045), the Foundation of Jilin University, and the State Key Laboratory for Supramolecular Structure and Material of Jilin University.

References

Optical and Electronic Properties of Doubly Ortho-linked cis-4,4′-Bis(diarylamino)stilbene/Fluorene Hybrids

Abstract

Acknowledgement

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