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Enhancing the Photoelectric Properties of Zinc Porphyrin Dyes by Introducing Five-Membered Heterocyclic Rings into the Electron Donor: A Density Functional Theory and Time-Dependent Density Functional Theory Study
[Image: see text] To fabricate highly efficient dye sensitizers for dye-sensitized solar cells, new zinc porphyrin dye sensitizers were designed based on one of the most efficient dyes, YD2-o-C8, by introducing electron-rich heterocyclic rings into the electron donor. Five potentially efficient dyes...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2021
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8444289/ https://www.ncbi.nlm.nih.gov/pubmed/34549151 http://dx.doi.org/10.1021/acsomega.1c03635 |
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author | Yuan, Qingtang Yu, Yanmin Sun, Zhicheng Song, Xufeng |
author_facet | Yuan, Qingtang Yu, Yanmin Sun, Zhicheng Song, Xufeng |
author_sort | Yuan, Qingtang |
collection | PubMed |
description | [Image: see text] To fabricate highly efficient dye sensitizers for dye-sensitized solar cells, new zinc porphyrin dye sensitizers were designed based on one of the most efficient dyes, YD2-o-C8, by introducing electron-rich heterocyclic rings into the electron donor. Five potentially efficient dyes, Dye1–5, were obtained by replacing the phenyl group of the donor in YD2-o-C8 with pyrrolyl, furyl, and thienyl groups. The electronic structures, absorption spectra, intramolecular charge-transfer characteristics, and excited-state lifetimes of the designed dyes were investigated using the density functional theory and time-dependent density functional theory methods. All the designed dyes exhibit better photoelectric properties than those of YD2-o-C8. Compared with YD2-o-C8, the designed new dyes have smaller frontier molecular orbital energy gaps and obvious red-shifting absorption spectra in the Q band. The analyses of charge density difference plots and intramolecular charge-transfer characteristics indicated that the designed dyes can better promote intramolecular charge transfer and electron–hole separation. Among the five designed dyes, Dye1 with a pyrrolyl group exhibits the best performance. Dye3 and Dye5 with methyl-furyl and methyl-thienyl groups, respectively, exhibit the next best performance. Dye2 and Dye4 with furyl and thienyl groups, respectively, are the worst performers. The introduced methyl group can further improve the electron-donating ability of heterocyclic rings and promote the red shift of the Q bands and intramolecular charge transfer of dyes. The excited-state lifetimes of the new dyes were in the following order: YD2-o-C8 < Dye4 < Dye2 < Dye5 < Dye3 < Dye1, which shows their stronger abilities to inject electrons into semiconductor films. |
format | Online Article Text |
id | pubmed-8444289 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-84442892021-09-20 Enhancing the Photoelectric Properties of Zinc Porphyrin Dyes by Introducing Five-Membered Heterocyclic Rings into the Electron Donor: A Density Functional Theory and Time-Dependent Density Functional Theory Study Yuan, Qingtang Yu, Yanmin Sun, Zhicheng Song, Xufeng ACS Omega [Image: see text] To fabricate highly efficient dye sensitizers for dye-sensitized solar cells, new zinc porphyrin dye sensitizers were designed based on one of the most efficient dyes, YD2-o-C8, by introducing electron-rich heterocyclic rings into the electron donor. Five potentially efficient dyes, Dye1–5, were obtained by replacing the phenyl group of the donor in YD2-o-C8 with pyrrolyl, furyl, and thienyl groups. The electronic structures, absorption spectra, intramolecular charge-transfer characteristics, and excited-state lifetimes of the designed dyes were investigated using the density functional theory and time-dependent density functional theory methods. All the designed dyes exhibit better photoelectric properties than those of YD2-o-C8. Compared with YD2-o-C8, the designed new dyes have smaller frontier molecular orbital energy gaps and obvious red-shifting absorption spectra in the Q band. The analyses of charge density difference plots and intramolecular charge-transfer characteristics indicated that the designed dyes can better promote intramolecular charge transfer and electron–hole separation. Among the five designed dyes, Dye1 with a pyrrolyl group exhibits the best performance. Dye3 and Dye5 with methyl-furyl and methyl-thienyl groups, respectively, exhibit the next best performance. Dye2 and Dye4 with furyl and thienyl groups, respectively, are the worst performers. The introduced methyl group can further improve the electron-donating ability of heterocyclic rings and promote the red shift of the Q bands and intramolecular charge transfer of dyes. The excited-state lifetimes of the new dyes were in the following order: YD2-o-C8 < Dye4 < Dye2 < Dye5 < Dye3 < Dye1, which shows their stronger abilities to inject electrons into semiconductor films. American Chemical Society 2021-09-02 /pmc/articles/PMC8444289/ /pubmed/34549151 http://dx.doi.org/10.1021/acsomega.1c03635 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Yuan, Qingtang Yu, Yanmin Sun, Zhicheng Song, Xufeng Enhancing the Photoelectric Properties of Zinc Porphyrin Dyes by Introducing Five-Membered Heterocyclic Rings into the Electron Donor: A Density Functional Theory and Time-Dependent Density Functional Theory Study |
title | Enhancing the Photoelectric Properties of Zinc Porphyrin
Dyes by Introducing Five-Membered Heterocyclic Rings into the Electron
Donor: A Density Functional Theory and Time-Dependent Density Functional
Theory Study |
title_full | Enhancing the Photoelectric Properties of Zinc Porphyrin
Dyes by Introducing Five-Membered Heterocyclic Rings into the Electron
Donor: A Density Functional Theory and Time-Dependent Density Functional
Theory Study |
title_fullStr | Enhancing the Photoelectric Properties of Zinc Porphyrin
Dyes by Introducing Five-Membered Heterocyclic Rings into the Electron
Donor: A Density Functional Theory and Time-Dependent Density Functional
Theory Study |
title_full_unstemmed | Enhancing the Photoelectric Properties of Zinc Porphyrin
Dyes by Introducing Five-Membered Heterocyclic Rings into the Electron
Donor: A Density Functional Theory and Time-Dependent Density Functional
Theory Study |
title_short | Enhancing the Photoelectric Properties of Zinc Porphyrin
Dyes by Introducing Five-Membered Heterocyclic Rings into the Electron
Donor: A Density Functional Theory and Time-Dependent Density Functional
Theory Study |
title_sort | enhancing the photoelectric properties of zinc porphyrin
dyes by introducing five-membered heterocyclic rings into the electron
donor: a density functional theory and time-dependent density functional
theory study |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8444289/ https://www.ncbi.nlm.nih.gov/pubmed/34549151 http://dx.doi.org/10.1021/acsomega.1c03635 |
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