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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).

Journal Article Type Article
Publication Date Jun 1, 2018
Print ISSN 0143-7208
Electronic ISSN 1873-3743
Publisher Elsevier
Peer Reviewed Peer Reviewed
Volume 153
Pages 125-131
APA6 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. doi:10.1016/j.dyepig.2018.01.003
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
Publisher URL https://www.sciencedirect.com/science/article/pii/S0143720817324324?via%3Dihub
Copyright Statement © 2018. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/
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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