Cargando…

Poly (Aryl Amino Ketone/Sulfones) with Obvious Electrochromic Effect Prepared by One-Step Low-Cost and Facile Synthesis

High-performance donor-acceptor (D-A) polymers, as an important class of electrochromic (EC) materials, have attracted extensive attention. In this paper, a series of novel poly (aryl amino ketone) (PAAK) and poly (aryl amino sulfone) (PAAS) type high-performance polymers (HPP) with electrochromism...

Descripción completa

Detalles Bibliográficos
Autores principales: Jia, Songrui, Xing, Zhen, Wang, Qilin, Wang, Shiwei, Chen, Zheng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10386746/
https://www.ncbi.nlm.nih.gov/pubmed/37513171
http://dx.doi.org/10.3390/molecules28145297
_version_ 1785081743910371328
author Jia, Songrui
Xing, Zhen
Wang, Qilin
Wang, Shiwei
Chen, Zheng
author_facet Jia, Songrui
Xing, Zhen
Wang, Qilin
Wang, Shiwei
Chen, Zheng
author_sort Jia, Songrui
collection PubMed
description High-performance donor-acceptor (D-A) polymers, as an important class of electrochromic (EC) materials, have attracted extensive attention. In this paper, a series of novel poly (aryl amino ketone) (PAAK) and poly (aryl amino sulfone) (PAAS) type high-performance polymers (HPP) with electrochromism were prepared by a simple C-N coupling reaction and were coated on an indium tin oxide (ITO) substrate as EC films. All four polymers were prepared by a nucleophilic substitution reaction using commercially purchased amine monomers with difluoride sulfone/ketone using potassium carbonate as a catalyst. A series of tests were performed to compare and analyze the effects of the different electron-withdrawing abilities of sulfone and carbonyl groups, and the different conjugation lengths of these two TPA structures were connected to the EC properties of the polymer. The different phenyl or biphenyl of the two TPA structures mainly affected the oxidation potential of the polymer, while the sulfone group and the carbonyl group, with a different electron absorption ability, had a greater influence on the energy band and cyclic stability. The optical contrast of PAAS−BT at 850 nm was up to 58% and maintained 450 cycles, indicating that this series of materials had a broad application prospect waiting for further research. In addition to the performance, the raw materials used in this work could be directly and commercially purchased for a low price; the two aniline monomers were priced at about $0.43 /g and $0.15 /g, respectively. This method significantly reduces the cost and provides a new idea for subsequent large-scale production and practical applications.
format Online
Article
Text
id pubmed-10386746
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-103867462023-07-30 Poly (Aryl Amino Ketone/Sulfones) with Obvious Electrochromic Effect Prepared by One-Step Low-Cost and Facile Synthesis Jia, Songrui Xing, Zhen Wang, Qilin Wang, Shiwei Chen, Zheng Molecules Article High-performance donor-acceptor (D-A) polymers, as an important class of electrochromic (EC) materials, have attracted extensive attention. In this paper, a series of novel poly (aryl amino ketone) (PAAK) and poly (aryl amino sulfone) (PAAS) type high-performance polymers (HPP) with electrochromism were prepared by a simple C-N coupling reaction and were coated on an indium tin oxide (ITO) substrate as EC films. All four polymers were prepared by a nucleophilic substitution reaction using commercially purchased amine monomers with difluoride sulfone/ketone using potassium carbonate as a catalyst. A series of tests were performed to compare and analyze the effects of the different electron-withdrawing abilities of sulfone and carbonyl groups, and the different conjugation lengths of these two TPA structures were connected to the EC properties of the polymer. The different phenyl or biphenyl of the two TPA structures mainly affected the oxidation potential of the polymer, while the sulfone group and the carbonyl group, with a different electron absorption ability, had a greater influence on the energy band and cyclic stability. The optical contrast of PAAS−BT at 850 nm was up to 58% and maintained 450 cycles, indicating that this series of materials had a broad application prospect waiting for further research. In addition to the performance, the raw materials used in this work could be directly and commercially purchased for a low price; the two aniline monomers were priced at about $0.43 /g and $0.15 /g, respectively. This method significantly reduces the cost and provides a new idea for subsequent large-scale production and practical applications. MDPI 2023-07-09 /pmc/articles/PMC10386746/ /pubmed/37513171 http://dx.doi.org/10.3390/molecules28145297 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Jia, Songrui
Xing, Zhen
Wang, Qilin
Wang, Shiwei
Chen, Zheng
Poly (Aryl Amino Ketone/Sulfones) with Obvious Electrochromic Effect Prepared by One-Step Low-Cost and Facile Synthesis
title Poly (Aryl Amino Ketone/Sulfones) with Obvious Electrochromic Effect Prepared by One-Step Low-Cost and Facile Synthesis
title_full Poly (Aryl Amino Ketone/Sulfones) with Obvious Electrochromic Effect Prepared by One-Step Low-Cost and Facile Synthesis
title_fullStr Poly (Aryl Amino Ketone/Sulfones) with Obvious Electrochromic Effect Prepared by One-Step Low-Cost and Facile Synthesis
title_full_unstemmed Poly (Aryl Amino Ketone/Sulfones) with Obvious Electrochromic Effect Prepared by One-Step Low-Cost and Facile Synthesis
title_short Poly (Aryl Amino Ketone/Sulfones) with Obvious Electrochromic Effect Prepared by One-Step Low-Cost and Facile Synthesis
title_sort poly (aryl amino ketone/sulfones) with obvious electrochromic effect prepared by one-step low-cost and facile synthesis
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10386746/
https://www.ncbi.nlm.nih.gov/pubmed/37513171
http://dx.doi.org/10.3390/molecules28145297
work_keys_str_mv AT jiasongrui polyarylaminoketonesulfoneswithobviouselectrochromiceffectpreparedbyonesteplowcostandfacilesynthesis
AT xingzhen polyarylaminoketonesulfoneswithobviouselectrochromiceffectpreparedbyonesteplowcostandfacilesynthesis
AT wangqilin polyarylaminoketonesulfoneswithobviouselectrochromiceffectpreparedbyonesteplowcostandfacilesynthesis
AT wangshiwei polyarylaminoketonesulfoneswithobviouselectrochromiceffectpreparedbyonesteplowcostandfacilesynthesis
AT chenzheng polyarylaminoketonesulfoneswithobviouselectrochromiceffectpreparedbyonesteplowcostandfacilesynthesis