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

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journal contribution
posted on 21.07.2017 by Chuan-Zeng Wang, Hisashi Ichiyanagi, Koya Sakaguchi, Xing Feng, Mark Elsegood, Carl Redshaw, Takehiko Yamato
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 es-tablished by simple functional group modification at the para position to the diphenylamino on the do-nor 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 emis-sion properties of the monomers, can be used to develop a predictive method for these types of systems.

Funding

This work was performed under the Cooperative Research Program of “Network Joint Research Center for Materials and Devices (Institute for Materials Chemistry and Engineering, Kyushu Universi-ty)”.

History

School

  • Science

Department

  • Chemistry

Published in

The Journal of Organic Chemistry

Volume

82

Issue

14

Pages

7176-7182

Citation

WANG, C-Z. ...et al., 2017. A pyrene-based approach to tune emission color from blue to yellow. Journal of Organic Chemistry, 82(14), pp 7176–7182.

Publisher

© American Chemical Society (ACS)

Version

AM (Accepted Manuscript)

Publisher statement

This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/

Acceptance date

26/06/2017

Publication date

2017-06-26

Notes

This document is the Accepted Manuscript Version of a Published Work that appeared in final form in Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/acs.joc.7b00685

ISSN

0022-3263

eISSN

1520-6904

Language

en

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