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Precise Stepwise Synthesis of Donor-Acceptor Conjugated Polymer Brushes Grafted from Surfaces

Donor-acceptor (D-A) conjugated polymers are promising materials in optoelectronic applications, especially those forming ordered thin films. The processability of such conjugated macromolecules is typically enhanced by introducing bulky side chains, but it may affect their ordering and/or photophys...

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Autores principales: Grobelny, Anna, Grobelny, Artur, Zapotoczny, Szczepan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9181774/
https://www.ncbi.nlm.nih.gov/pubmed/35682845
http://dx.doi.org/10.3390/ijms23116162
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author Grobelny, Anna
Grobelny, Artur
Zapotoczny, Szczepan
author_facet Grobelny, Anna
Grobelny, Artur
Zapotoczny, Szczepan
author_sort Grobelny, Anna
collection PubMed
description Donor-acceptor (D-A) conjugated polymers are promising materials in optoelectronic applications, especially those forming ordered thin films. The processability of such conjugated macromolecules is typically enhanced by introducing bulky side chains, but it may affect their ordering and/or photophysical properties of the films. We show here the synthesis of surface-grafted D-A polymer brushes using alternating attachment of tailored monomers serving as electron donors (D) and acceptors (A) via coupling reactions. In such a stepwise procedure, alternating copolymer brushes consisting of thiophene and benzothiadiazole-based moieties with precisely tailored thickness and no bulky substituents were formed. The utilization of Sonogashira coupling was shown to produce densely packed molecular wires of tailored thickness, while Stille coupling and Huisgen cycloaddition were less efficient, likely because of the higher flexibility of D-A bridging groups. The D-A brushes exhibit reduced bandgaps, semiconducting properties and can form aggregates, which can be adjusted by changing the grafting density of the chains.
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spelling pubmed-91817742022-06-10 Precise Stepwise Synthesis of Donor-Acceptor Conjugated Polymer Brushes Grafted from Surfaces Grobelny, Anna Grobelny, Artur Zapotoczny, Szczepan Int J Mol Sci Article Donor-acceptor (D-A) conjugated polymers are promising materials in optoelectronic applications, especially those forming ordered thin films. The processability of such conjugated macromolecules is typically enhanced by introducing bulky side chains, but it may affect their ordering and/or photophysical properties of the films. We show here the synthesis of surface-grafted D-A polymer brushes using alternating attachment of tailored monomers serving as electron donors (D) and acceptors (A) via coupling reactions. In such a stepwise procedure, alternating copolymer brushes consisting of thiophene and benzothiadiazole-based moieties with precisely tailored thickness and no bulky substituents were formed. The utilization of Sonogashira coupling was shown to produce densely packed molecular wires of tailored thickness, while Stille coupling and Huisgen cycloaddition were less efficient, likely because of the higher flexibility of D-A bridging groups. The D-A brushes exhibit reduced bandgaps, semiconducting properties and can form aggregates, which can be adjusted by changing the grafting density of the chains. MDPI 2022-05-31 /pmc/articles/PMC9181774/ /pubmed/35682845 http://dx.doi.org/10.3390/ijms23116162 Text en © 2022 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
Grobelny, Anna
Grobelny, Artur
Zapotoczny, Szczepan
Precise Stepwise Synthesis of Donor-Acceptor Conjugated Polymer Brushes Grafted from Surfaces
title Precise Stepwise Synthesis of Donor-Acceptor Conjugated Polymer Brushes Grafted from Surfaces
title_full Precise Stepwise Synthesis of Donor-Acceptor Conjugated Polymer Brushes Grafted from Surfaces
title_fullStr Precise Stepwise Synthesis of Donor-Acceptor Conjugated Polymer Brushes Grafted from Surfaces
title_full_unstemmed Precise Stepwise Synthesis of Donor-Acceptor Conjugated Polymer Brushes Grafted from Surfaces
title_short Precise Stepwise Synthesis of Donor-Acceptor Conjugated Polymer Brushes Grafted from Surfaces
title_sort precise stepwise synthesis of donor-acceptor conjugated polymer brushes grafted from surfaces
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9181774/
https://www.ncbi.nlm.nih.gov/pubmed/35682845
http://dx.doi.org/10.3390/ijms23116162
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