End-Capped Terfluorene Derivatives: Synthesis and Structure–Functional Property Relationships
Mo Jun Xiong A , Zhong Hui Li B D and Man Shing Wong CA West China School of Pharmacy, Sichuan University, Chengdu, 610041, Sichuan Province, China.
B Department of Chemistry, Sichuan College of Education, Chengdu, 610041, Sichuan Province, China.
C Department of Chemistry, Hong Kong Baptist University, Hong Kong SAR, China.
D Corresponding author. Email: zhonghli@sohu.com
Australian Journal of Chemistry 60(8) 608-614 https://doi.org/10.1071/CH07025
Submitted: 28 January 2007 Accepted: 11 June 2007 Published: 9 August 2007
Abstract
A series of monodisperse symmetric terfluorenes end-capped with diphenylamino groups or dendrons based on triarylamine and carbazole moieties, OF(3)R´–R, R´ = Bu or Ph, R = H, NPh, or EG, have been synthesized by a convergent approach using palladium-catalyzed Suzuki cross-coupling or copper-catalyzed Buchwald’s amination as the key reaction. The functional properties, which include thermal stabilities, linear and non-linear optical properties, and fluorescence and electrochemical properties of the terfluorene derivatives are also investigated and discussed. The preliminary results show that end-capping of the terfluorene with diphenylamino groups, especially with dendrons, has been shown to offer advantages in terms of lowering the first ionization potential, enhancing thermal stability, and inducing good amorphous morphological stability of the resulting compounds.
Acknowledgments
This work was supported by an Earmarked Research Grant (HKBU2018/05P) from Research Grants Council, Hong Kong SAR, China.
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