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Influence of substituent position on thermal properties, photoluminescence and morphology of pyrene-fluorene derivatives

Feng, Xing; Hu, Jian-Yong; Wei, Xian-Fu; Redshaw, Carl; Yamato, Takehiko

Authors

Xing Feng

Jian-Yong Hu

Xian-Fu Wei

Professor Carl Redshaw C.Redshaw@hull.ac.uk
Professor of Inorganic Materials Chemistry and REF Lead for Chemistry

Takehiko Yamato

Abstract

New position-dependent conjugated hydrocarbon dyes containing a pyrene core and multi-fluorene moieties 3 have been synthesized and characterized by ¹H/¹³C NMR spectroscopy, as well as by optical and theoretical studies. The solubility of mono-, bis- and tetra-fluorenyl–pyrene 3 tends to decrease and leads to varied thermal properties. The results of the optical studies and DFT calculations revealed that the energy gap can be easily modified or fine-tuned by either varying the substituent number or position. Remarkably, such pyrene–fluorene materials exhibited deep blue fluorescence (λmax = 400–458 nm in CH₂Cl₂) with excellent quantum yields (≈78%). These results suggest that these new pyrene–fluorene derivatives have potential application in OLED technology as blue host materials.

Journal Article Type Article
Publication Date Apr 15, 2015
Journal Journal of molecular structure
Print ISSN 0022-2860
Publisher Elsevier
Peer Reviewed Peer Reviewed
Volume 1086
Issue April
Pages 216-222
Institution Citation Feng, X., Hu, J., Wei, X., Redshaw, C., & Yamato, T. (2015). Influence of substituent position on thermal properties, photoluminescence and morphology of pyrene-fluorene derivatives. Journal of molecular structure, 1086(April), 216-222. https://doi.org/10.1016/j.molstruc.2015.01.018
DOI https://doi.org/10.1016/j.molstruc.2015.01.018
Keywords Pyrene–fluorene derivatives; Suzuki cross-coupling reaction; Photoluminescence; Structure–properties relationship
Publisher URL http://www.sciencedirect.com/science/article/pii/S0022286015000241
Additional Information This is a description of an article which has been published in: Journal of molecular structure, 2015, v.1086, April at http://www.sciencedirec...e/pii/S0022286015000241