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

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.

Citation

Feng, X., Hu, J.-Y., Wei, X.-F., 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

• Journal Article Type: Article
• Acceptance Date: Jan 9, 2015
• Online Publication Date: Jan 23, 2015
• Publication Date: Apr 15, 2015
• Deposit Date: Jul 22, 2015
• Journal: Journal of molecular structure
• Print ISSN: 0022-2860
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 1086
• Issue: April
• Pages: 216-222
• DOI: https://doi.org/10.1016/j.molstruc.2015.01.018
• Keywords: Pyrene–fluorene derivatives; Suzuki cross-coupling reaction; Photoluminescence; Structure–properties relationship
• Public URL: https://hull-repository.worktribe.com/output/376714
• 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.sciencedirect.com/science/article/pii/S0022286015000241
• Contract Date: Jul 22, 2015