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Vinyl-Linked Cyanocarbazole-Based Emitters: Effect of Conjugation and Terminal Chromophores on the Photophysical and Electroluminescent Properties
[Image: see text] A series of carbazole-based dyes functionalized with different auxochromes via vinyl linker have been synthesized and characterized. A progressive shift in the absorption maximum is observed as the conjugation and electron-donating nature of chromophore increases. Dyes containing e...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society
2018
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644140/ https://www.ncbi.nlm.nih.gov/pubmed/31458283 http://dx.doi.org/10.1021/acsomega.8b02198 |
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author | Joseph, Vellaichamy Thomas, K. R. Justin Sahoo, Snehasis Singh, Meenu Dubey, Deepak Kumar Jou, Jwo-Huei |
author_facet | Joseph, Vellaichamy Thomas, K. R. Justin Sahoo, Snehasis Singh, Meenu Dubey, Deepak Kumar Jou, Jwo-Huei |
author_sort | Joseph, Vellaichamy |
collection | PubMed |
description | [Image: see text] A series of carbazole-based dyes functionalized with different auxochromes via vinyl linker have been synthesized and characterized. A progressive shift in the absorption maximum is observed as the conjugation and electron-donating nature of chromophore increases. Dyes containing electron-releasing terminal groups such as triphenylamine and carbazole exhibited positive emission solvatochromism attributable to an induced intramolecular charge transfer from triphenylamine/carbazole donor to cyano acceptor. The superior electroluminescence performance of disubstituted dyes demonstrates the role of an additional cyanocarbazole in achieving balanced charge transport compared to monosubstituted analogues. In addition, the electroluminescence performance of the dyes exhibited trends attributable to the electron richness of the linker/terminal chromophore. Thus, the carbazole-based derivatives displayed better electroluminescence efficiency than the analogous fluorene derivatives. Similarly, 2,7-substituted carbazole derivative exhibited better performance than the 3,6-substituted carbazole derivative. A doped electroluminescent device containing 3 wt % tricarbazole derivative showed blue emission with a high external quantum efficiency of 5.3% at a practical brightness of 1000 cd/m(2). |
format | Online Article Text |
id | pubmed-6644140 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-66441402019-08-27 Vinyl-Linked Cyanocarbazole-Based Emitters: Effect of Conjugation and Terminal Chromophores on the Photophysical and Electroluminescent Properties Joseph, Vellaichamy Thomas, K. R. Justin Sahoo, Snehasis Singh, Meenu Dubey, Deepak Kumar Jou, Jwo-Huei ACS Omega [Image: see text] A series of carbazole-based dyes functionalized with different auxochromes via vinyl linker have been synthesized and characterized. A progressive shift in the absorption maximum is observed as the conjugation and electron-donating nature of chromophore increases. Dyes containing electron-releasing terminal groups such as triphenylamine and carbazole exhibited positive emission solvatochromism attributable to an induced intramolecular charge transfer from triphenylamine/carbazole donor to cyano acceptor. The superior electroluminescence performance of disubstituted dyes demonstrates the role of an additional cyanocarbazole in achieving balanced charge transport compared to monosubstituted analogues. In addition, the electroluminescence performance of the dyes exhibited trends attributable to the electron richness of the linker/terminal chromophore. Thus, the carbazole-based derivatives displayed better electroluminescence efficiency than the analogous fluorene derivatives. Similarly, 2,7-substituted carbazole derivative exhibited better performance than the 3,6-substituted carbazole derivative. A doped electroluminescent device containing 3 wt % tricarbazole derivative showed blue emission with a high external quantum efficiency of 5.3% at a practical brightness of 1000 cd/m(2). American Chemical Society 2018-12-03 /pmc/articles/PMC6644140/ /pubmed/31458283 http://dx.doi.org/10.1021/acsomega.8b02198 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Joseph, Vellaichamy Thomas, K. R. Justin Sahoo, Snehasis Singh, Meenu Dubey, Deepak Kumar Jou, Jwo-Huei Vinyl-Linked Cyanocarbazole-Based Emitters: Effect of Conjugation and Terminal Chromophores on the Photophysical and Electroluminescent Properties |
title | Vinyl-Linked Cyanocarbazole-Based Emitters: Effect
of Conjugation and Terminal Chromophores on the Photophysical and
Electroluminescent Properties |
title_full | Vinyl-Linked Cyanocarbazole-Based Emitters: Effect
of Conjugation and Terminal Chromophores on the Photophysical and
Electroluminescent Properties |
title_fullStr | Vinyl-Linked Cyanocarbazole-Based Emitters: Effect
of Conjugation and Terminal Chromophores on the Photophysical and
Electroluminescent Properties |
title_full_unstemmed | Vinyl-Linked Cyanocarbazole-Based Emitters: Effect
of Conjugation and Terminal Chromophores on the Photophysical and
Electroluminescent Properties |
title_short | Vinyl-Linked Cyanocarbazole-Based Emitters: Effect
of Conjugation and Terminal Chromophores on the Photophysical and
Electroluminescent Properties |
title_sort | vinyl-linked cyanocarbazole-based emitters: effect
of conjugation and terminal chromophores on the photophysical and
electroluminescent properties |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644140/ https://www.ncbi.nlm.nih.gov/pubmed/31458283 http://dx.doi.org/10.1021/acsomega.8b02198 |
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