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A pyrene-based approach to tune emission color from blue to yellow

Wang, Chuan-Zeng; Ichiyanagi, Hisashi; Sakaguchi, Koya; Feng, Xing; Elsegood, Mark R.J.; Redshaw, Carl; Yamato, Takehiko

Authors

Xing Feng

Hisashi Ichiyanagi

Koya Sakaguchi

Chuan-Zeng Wang

Takehiko Yamato

Mark R.J. Elsegood

Mark R. J. Elsegood

Abstract

The development of functionalized, luminescent, pyrene-based monomers has been and continues to be an area of great interest in terms of the design and fabrication of optical and electronic devices. Herein, a facile strategy to tune the emission color of pyrene-based chromophores has been established by simple functional group modification at the para position to the diphenylamino on the donor building block. Intriguing photophysical properties were obtained and are described both in different solutions and in the solid state. The results obtained could be explained by the Hammett method and by density functional theory (DFT) calculations. A good correlation was observed between the Hammett σₚₐᵣₐ constants of the functional groups para to the phenyl and the wavenumber (cm⁻¹) of the emission profile. This positive correlation, namely between the σ constants of the functional groups and the emission properties of the monomers, can be used to develop a predictive method for these types of systems.

Journal Article Type Article
Publication Date Jul 21, 2017
Journal Journal of organic chemistry
Print ISSN 0022-3263
Electronic ISSN 1520-6904
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 82
Issue 14
Pages 7176-7182
DOI https://doi.org/10.1021/acs.joc.7b00685
Keywords Organic Chemistry
Publisher URL http://pubs.acs.org/doi/abs/10.1021/acs.joc.7b00685
Copyright Statement ©2018 University of Hull
Additional Information This is the accepted manuscript of an article published in Journal of organic chemistry, 2017. The version of record is available at the DOI link in this record.

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