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Synthesis of Conjugated Polymers: Comparing the Indophenine Reaction with Traditional Methods

dc.contributor.authorBerbigier, Jônatas Faleiro
dc.contributor.authorKelly, Timothy L.
dc.date.accessioned2024-08-02T16:24:39Z
dc.date.available2024-08-02T16:24:39Z
dc.date.issued2024-07-10
dc.descriptionThis document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Applied Polymer Materials, copyright © 2024 American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see J. Faleiro Berbigier, and T. L. Kelly* Synthesis of Conjugated Polymers: Comparing the Indophenine Reaction with Traditional Methods. ACS Applied Polymer Materials. 2024, 6, 8318-8325. https://doi.org/10.1021/acsapm.4c01169.
dc.description.abstractConjugated polymers are an important class of materials whose development underpins many recent advances in organic electronics. Traditionally, these polymers have been synthesized by transition metal-catalyzed cross-couplings using organometallic reagents (e.g., Stille couplings). Although direct heteroarylation polymerization (DHAP) dispenses with the organometallic intermediates, DHAP is still a metal-catalyzed coupling, requiring both catalyst optimization and purification to remove trace metal contaminants. In contrast, a recent report from our group demonstrated that the indophenine reaction can be used as a metal-free method to prepare conjugated polymers; however, from this initial proof-of-concept study, it was not clear how it compared to other methods of conjugated polymer synthesis. Therefore, in this report, we synthesized the same polymer using three distinctly different approaches: Stille coupling, DHAP, and the indophenine reaction. This allows us to directly compare the three methodologies; we find that each offers distinct trade-offs in terms of atom economy, defects, and molecular weight.
dc.description.sponsorshipNatural Science and Engineering Research Council of Canada (NSERC, RGPIN-2022-03138)
dc.description.versionPeer Reviewed
dc.identifier.citationJ. Faleiro Berbigier, and T. L. Kelly* Synthesis of Conjugated Polymers: Comparing the Indophenine Reaction with Traditional Methods. ACS Applied Polymer Materials. 2024, 6, 8318-8325. https://doi.org/10.1021/acsapm.4c01169
dc.identifier.doi10.1021/acsapm.4c01169
dc.identifier.urihttps://hdl.handle.net/10388/15887
dc.language.isoen
dc.publisherAmerican Chemical Society
dc.subjectindophenine
dc.subjectπ-conjugated polymers
dc.subjectpolymerizations
dc.subjectconducting polymers
dc.subjectorganic semiconductors
dc.titleSynthesis of Conjugated Polymers: Comparing the Indophenine Reaction with Traditional Methods
dc.typeArticle

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