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Pyrene-based color-tunable dipolar molecules: Synthesis, characterization and optical properties

Wang, Chuan Zeng; Feng, Xing; Kowser, Zannatul; Wu, Chong; Akther, Thamina; Elsegood, Mark R J; Redshaw, Carl; Yamato, Takehiko

Authors

Chuan Zeng Wang

Xing Feng

Zannatul Kowser

Chong Wu

Thamina Akther

Mark R J Elsegood

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

Takehiko Yamato



Abstract

© 2018 Elsevier Ltd A controllable regioselective approach to achieve dipolar functionalization at the active sites (1,3-positions) and K-region (5,9-positions) of pyrene is demonstrated. Following this strategy, a set of dipolar 1,3-diphenyl-5,9-di(4-R-phenylethynyl)pyrenes were synthesized and systematically investigated by 1 H/ 13 C NMR spectroscopy, X-ray crystallography, electronic spectra, as well as by theoretical calculations. By adjusting the substituents at the 5,9-positions of pyrene, the pyrene-based dipolar molecules 4 (H, F, OMe, CN, CHO, NMe 2 ) exhibit tunable optical properties with a wide emission band from blue (437 nm) to orange-red (571 nm).

Citation

Wang, C. Z., Feng, X., Kowser, Z., Wu, C., Akther, T., Elsegood, M. R. J., …Yamato, T. (2018). Pyrene-based color-tunable dipolar molecules: Synthesis, characterization and optical properties. Dyes and pigments : an international journal, 153, 125-131. https://doi.org/10.1016/j.dyepig.2018.01.003

Journal Article Type Article
Acceptance Date Jan 4, 2018
Online Publication Date Jan 6, 2018
Publication Date Jun 1, 2018
Deposit Date Mar 4, 2018
Publicly Available Date Mar 29, 2024
Print ISSN 0143-7208
Electronic ISSN 1873-3743
Publisher Elsevier
Peer Reviewed Peer Reviewed
Volume 153
Pages 125-131
DOI https://doi.org/10.1016/j.dyepig.2018.01.003
Keywords regioselective synthesis; pyrene chemistry; K-region; tunable emission; dipolar molecules Corresponding Author Takehiko Yamato Corresponding Author's Institution
Public URL https://hull-repository.worktribe.com/output/710257
Publisher URL https://www.sciencedirect.com/science/article/pii/S0143720817324324?via%3Dihub
Additional Information This article is maintained by: Elsevier; Article Title: Pyrene-based color-tunable dipolar molecules: Synthesis, characterization and optical properties; Journal Title: Dyes and Pigments; CrossRef DOI link to publisher maintained version: http://dx.doi.org/10.1016/j.dyepig.2018.01.003; Content Type: article; Copyright: © 2018 Elsevier Ltd. All rights reserved.

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