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Synthesis, Characterization and Optoelectronic Property of Axial‐Substituted Subphthalocyanines
Two novel substituted subphthalocyanines have been prepared introducing m‐hydroxybenzoic acid and m‐hydroxyphenylacetic acid into the axial position of bromo‐subphthalocyanine. The compounds have been characterized by Fourier transform infrared (FT‐IR), Nuclear Magnetic Resonance (NMR) and single‐cr...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7538922/ https://www.ncbi.nlm.nih.gov/pubmed/33042728 http://dx.doi.org/10.1002/open.202000206 |
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author | Li, Zhuo Wang, Bing Zhang, Bingbing Cui, Guoyi Zhang, Fenyan Xu, Long Jiao, Linyu Pang, Lingyan Ma, Xiaoxun |
author_facet | Li, Zhuo Wang, Bing Zhang, Bingbing Cui, Guoyi Zhang, Fenyan Xu, Long Jiao, Linyu Pang, Lingyan Ma, Xiaoxun |
author_sort | Li, Zhuo |
collection | PubMed |
description | Two novel substituted subphthalocyanines have been prepared introducing m‐hydroxybenzoic acid and m‐hydroxyphenylacetic acid into the axial position of bromo‐subphthalocyanine. The compounds have been characterized by Fourier transform infrared (FT‐IR), Nuclear Magnetic Resonance (NMR) and single‐crystal X‐rays diffraction (XRD) methods. Their photophysical properties show that the axial substitution results into a relatively higher fluorescence quantum efficiency (Φ (F)=5.74 for m‐hydroxybenzoic acid and 9.09 % for m‐hydroxyphenylacetic acid) in comparison with that of the prototype compound, despite the almost negligible influence on the maximum absorption or the emission position. Moreover, the electrochemical behaviors show that the axial‐substituted subphthalocyanines also exhibit enhanced specific capacitances of 395 F/g (m‐hydroxybenzoic acid) and 362 F/g (m‐hydroxyphenylacetic acid) compared with 342 F/g (the prototype) to the largest capacitance at the scan rate of 5 mV/s, and the significantly larger capacitance retentions of 83.6 % and 82.1 % versus 37.3 % upon density up to 3 A/g. These results show the potential of these axial‐substituted subphthalocyanines in the use as organic photovoltaics and supercapacitors. |
format | Online Article Text |
id | pubmed-7538922 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-75389222020-10-09 Synthesis, Characterization and Optoelectronic Property of Axial‐Substituted Subphthalocyanines Li, Zhuo Wang, Bing Zhang, Bingbing Cui, Guoyi Zhang, Fenyan Xu, Long Jiao, Linyu Pang, Lingyan Ma, Xiaoxun ChemistryOpen Full Papers Two novel substituted subphthalocyanines have been prepared introducing m‐hydroxybenzoic acid and m‐hydroxyphenylacetic acid into the axial position of bromo‐subphthalocyanine. The compounds have been characterized by Fourier transform infrared (FT‐IR), Nuclear Magnetic Resonance (NMR) and single‐crystal X‐rays diffraction (XRD) methods. Their photophysical properties show that the axial substitution results into a relatively higher fluorescence quantum efficiency (Φ (F)=5.74 for m‐hydroxybenzoic acid and 9.09 % for m‐hydroxyphenylacetic acid) in comparison with that of the prototype compound, despite the almost negligible influence on the maximum absorption or the emission position. Moreover, the electrochemical behaviors show that the axial‐substituted subphthalocyanines also exhibit enhanced specific capacitances of 395 F/g (m‐hydroxybenzoic acid) and 362 F/g (m‐hydroxyphenylacetic acid) compared with 342 F/g (the prototype) to the largest capacitance at the scan rate of 5 mV/s, and the significantly larger capacitance retentions of 83.6 % and 82.1 % versus 37.3 % upon density up to 3 A/g. These results show the potential of these axial‐substituted subphthalocyanines in the use as organic photovoltaics and supercapacitors. John Wiley and Sons Inc. 2020-10-07 /pmc/articles/PMC7538922/ /pubmed/33042728 http://dx.doi.org/10.1002/open.202000206 Text en © 2020 The Authors. Published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made. |
spellingShingle | Full Papers Li, Zhuo Wang, Bing Zhang, Bingbing Cui, Guoyi Zhang, Fenyan Xu, Long Jiao, Linyu Pang, Lingyan Ma, Xiaoxun Synthesis, Characterization and Optoelectronic Property of Axial‐Substituted Subphthalocyanines |
title | Synthesis, Characterization and Optoelectronic Property of Axial‐Substituted Subphthalocyanines |
title_full | Synthesis, Characterization and Optoelectronic Property of Axial‐Substituted Subphthalocyanines |
title_fullStr | Synthesis, Characterization and Optoelectronic Property of Axial‐Substituted Subphthalocyanines |
title_full_unstemmed | Synthesis, Characterization and Optoelectronic Property of Axial‐Substituted Subphthalocyanines |
title_short | Synthesis, Characterization and Optoelectronic Property of Axial‐Substituted Subphthalocyanines |
title_sort | synthesis, characterization and optoelectronic property of axial‐substituted subphthalocyanines |
topic | Full Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7538922/ https://www.ncbi.nlm.nih.gov/pubmed/33042728 http://dx.doi.org/10.1002/open.202000206 |
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