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Brush Polymer of Donor-Accepter Dyads via Adduct Formation between Lewis Base Polymer Donor and All Carbon Lewis Acid Acceptor

A synthetic method that taps into the facile Lewis base (LB)→Lewis acid (LA) adduct forming reaction between the semiconducting polymeric LB and all carbon LA C(60) for the construction of covalently linked donor-acceptor dyads and brush polymer of dyads is reported. The polymeric LB is built on pol...

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Autores principales: Wang, Yang, Hong, Miao, Bailey, Travis S., Chen, Eugene Y.-X.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6151805/
https://www.ncbi.nlm.nih.gov/pubmed/28927009
http://dx.doi.org/10.3390/molecules22091564
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author Wang, Yang
Hong, Miao
Bailey, Travis S.
Chen, Eugene Y.-X.
author_facet Wang, Yang
Hong, Miao
Bailey, Travis S.
Chen, Eugene Y.-X.
author_sort Wang, Yang
collection PubMed
description A synthetic method that taps into the facile Lewis base (LB)→Lewis acid (LA) adduct forming reaction between the semiconducting polymeric LB and all carbon LA C(60) for the construction of covalently linked donor-acceptor dyads and brush polymer of dyads is reported. The polymeric LB is built on poly(3-hexylthiophene) (P3HT) macromers containing either an alkyl or vinyl imidazolium end group that can be readily converted into the N-heterocyclic carbene (NHC) LB site, while the brush polymer architecture is conveniently constructed via radical polymerization of the macromer P3HT with the vinyl imidazolium chain end. Simply mixing of such donor polymeric LB with C(60) rapidly creates linked P3HT-C(60) dyads and brush polymer of dyads in which C(60) is covalently linked to the NHC junction connecting the vinyl polymer main chain and the brush P3HT side chains. Thermal behaviors, electronic absorption and emission properties of the resulting P3HT-C(60) dyads and brush polymer of dyads have been investigated. The results show that a change of the topology of the P3HT-C(60) dyad from linear to brush architecture enhances the crystallinity and T(m) of the P3HT domain and, along with other findings, they indicate that the brush polymer architecture of donor-acceptor domains provides a promising approach to improve performances of polymer-based solar cells.
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spelling pubmed-61518052018-11-13 Brush Polymer of Donor-Accepter Dyads via Adduct Formation between Lewis Base Polymer Donor and All Carbon Lewis Acid Acceptor Wang, Yang Hong, Miao Bailey, Travis S. Chen, Eugene Y.-X. Molecules Article A synthetic method that taps into the facile Lewis base (LB)→Lewis acid (LA) adduct forming reaction between the semiconducting polymeric LB and all carbon LA C(60) for the construction of covalently linked donor-acceptor dyads and brush polymer of dyads is reported. The polymeric LB is built on poly(3-hexylthiophene) (P3HT) macromers containing either an alkyl or vinyl imidazolium end group that can be readily converted into the N-heterocyclic carbene (NHC) LB site, while the brush polymer architecture is conveniently constructed via radical polymerization of the macromer P3HT with the vinyl imidazolium chain end. Simply mixing of such donor polymeric LB with C(60) rapidly creates linked P3HT-C(60) dyads and brush polymer of dyads in which C(60) is covalently linked to the NHC junction connecting the vinyl polymer main chain and the brush P3HT side chains. Thermal behaviors, electronic absorption and emission properties of the resulting P3HT-C(60) dyads and brush polymer of dyads have been investigated. The results show that a change of the topology of the P3HT-C(60) dyad from linear to brush architecture enhances the crystallinity and T(m) of the P3HT domain and, along with other findings, they indicate that the brush polymer architecture of donor-acceptor domains provides a promising approach to improve performances of polymer-based solar cells. MDPI 2017-09-18 /pmc/articles/PMC6151805/ /pubmed/28927009 http://dx.doi.org/10.3390/molecules22091564 Text en © 2017 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Wang, Yang
Hong, Miao
Bailey, Travis S.
Chen, Eugene Y.-X.
Brush Polymer of Donor-Accepter Dyads via Adduct Formation between Lewis Base Polymer Donor and All Carbon Lewis Acid Acceptor
title Brush Polymer of Donor-Accepter Dyads via Adduct Formation between Lewis Base Polymer Donor and All Carbon Lewis Acid Acceptor
title_full Brush Polymer of Donor-Accepter Dyads via Adduct Formation between Lewis Base Polymer Donor and All Carbon Lewis Acid Acceptor
title_fullStr Brush Polymer of Donor-Accepter Dyads via Adduct Formation between Lewis Base Polymer Donor and All Carbon Lewis Acid Acceptor
title_full_unstemmed Brush Polymer of Donor-Accepter Dyads via Adduct Formation between Lewis Base Polymer Donor and All Carbon Lewis Acid Acceptor
title_short Brush Polymer of Donor-Accepter Dyads via Adduct Formation between Lewis Base Polymer Donor and All Carbon Lewis Acid Acceptor
title_sort brush polymer of donor-accepter dyads via adduct formation between lewis base polymer donor and all carbon lewis acid acceptor
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6151805/
https://www.ncbi.nlm.nih.gov/pubmed/28927009
http://dx.doi.org/10.3390/molecules22091564
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