Fused electron deficient semiconducting polymers for air stable electron transport

Handle URI:
http://hdl.handle.net/10754/627060
Title:
Fused electron deficient semiconducting polymers for air stable electron transport
Authors:
Onwubiko, Ada; Yue, Wan; Jellett, Cameron; Xiao, Mingfei; Chen, Hung-Yang; Ravva, Mahesh Kumar ( 0000-0001-9518-863X ) ; Hanifi, David A.; Knall, Astrid-Caroline; Purushothaman, Balaji; Nikolka, Mark; Flores, Jean-Charles; Salleo, Alberto; Bredas, Jean-Luc ( 0000-0001-7278-4471 ) ; Sirringhaus, Henning; Hayoz, Pascal; McCulloch, Iain ( 0000-0002-6340-7217 )
Abstract:
Conventional semiconducting polymer synthesis typically involves transition metal-mediated coupling reactions that link aromatic units with single bonds along the backbone. Rotation around these bonds contributes to conformational and energetic disorder and therefore potentially limits charge delocalisation, whereas the use of transition metals presents difficulties for sustainability and application in biological environments. Here we show that a simple aldol condensation reaction can prepare polymers where double bonds lock-in a rigid backbone conformation, thus eliminating free rotation along the conjugated backbone. This polymerisation route requires neither organometallic monomers nor transition metal catalysts and offers a reliable design strategy to facilitate delocalisation of frontier molecular orbitals, elimination of energetic disorder arising from rotational torsion and allowing closer interchain electronic coupling. These characteristics are desirable for high charge carrier mobilities. Our polymers with a high electron affinity display long wavelength NIR absorption with air stable electron transport in solution processed organic thin film transistors.
KAUST Department:
KAUST Solar Center (KSC); Physical Sciences and Engineering (PSE) Division; Chemical Science Program
Citation:
Onwubiko A, Yue W, Jellett C, Xiao M, Chen H-Y, et al. (2018) Fused electron deficient semiconducting polymers for air stable electron transport. Nature Communications 9. Available: http://dx.doi.org/10.1038/s41467-018-02852-6.
Publisher:
Springer Nature
Journal:
Nature Communications
Issue Date:
23-Jan-2018
DOI:
10.1038/s41467-018-02852-6
Type:
Article
ISSN:
2041-1723
Sponsors:
We acknowledge funding from BASF, as well as FP7 Marie Curie IEF (622187), EPSRC Project EP/G037515/1, EP/M005143/1, EC FP7 Project SC2 (610115), EC FP7 Project ArtESun (604397), EC FP7 POLYMED (612538), EC H2020 and Project SOLEDLIGHT (643791) for the financial support. M.K.R. and J.-L.B. thank generous internal competitive funding from KAUST; they are grateful to the KAUST IT Research Computing Team and Supercomputing Laboratory for providing continuous assistance as well as computational and storage resources. We thank the State Key Laboratory of Luminescent Materials and Devices, South China University of Technology for the single crystal XRD experiments of NIID. Mingfei Xiao thanks the Cambridge Overseas Trust and Chinese Scholarship Council for Ph.D. funding.
Additional Links:
https://www.nature.com/articles/s41467-018-02852-6
Appears in Collections:
Articles; Physical Sciences and Engineering (PSE) Division; Chemical Science Program; KAUST Solar Center (KSC)

Full metadata record

DC FieldValue Language
dc.contributor.authorOnwubiko, Adaen
dc.contributor.authorYue, Wanen
dc.contributor.authorJellett, Cameronen
dc.contributor.authorXiao, Mingfeien
dc.contributor.authorChen, Hung-Yangen
dc.contributor.authorRavva, Mahesh Kumaren
dc.contributor.authorHanifi, David A.en
dc.contributor.authorKnall, Astrid-Carolineen
dc.contributor.authorPurushothaman, Balajien
dc.contributor.authorNikolka, Marken
dc.contributor.authorFlores, Jean-Charlesen
dc.contributor.authorSalleo, Albertoen
dc.contributor.authorBredas, Jean-Lucen
dc.contributor.authorSirringhaus, Henningen
dc.contributor.authorHayoz, Pascalen
dc.contributor.authorMcCulloch, Iainen
dc.date.accessioned2018-02-07T07:02:28Z-
dc.date.available2018-02-07T07:02:28Z-
dc.date.issued2018-01-23en
dc.identifier.citationOnwubiko A, Yue W, Jellett C, Xiao M, Chen H-Y, et al. (2018) Fused electron deficient semiconducting polymers for air stable electron transport. Nature Communications 9. Available: http://dx.doi.org/10.1038/s41467-018-02852-6.en
dc.identifier.issn2041-1723en
dc.identifier.doi10.1038/s41467-018-02852-6en
dc.identifier.urihttp://hdl.handle.net/10754/627060-
dc.description.abstractConventional semiconducting polymer synthesis typically involves transition metal-mediated coupling reactions that link aromatic units with single bonds along the backbone. Rotation around these bonds contributes to conformational and energetic disorder and therefore potentially limits charge delocalisation, whereas the use of transition metals presents difficulties for sustainability and application in biological environments. Here we show that a simple aldol condensation reaction can prepare polymers where double bonds lock-in a rigid backbone conformation, thus eliminating free rotation along the conjugated backbone. This polymerisation route requires neither organometallic monomers nor transition metal catalysts and offers a reliable design strategy to facilitate delocalisation of frontier molecular orbitals, elimination of energetic disorder arising from rotational torsion and allowing closer interchain electronic coupling. These characteristics are desirable for high charge carrier mobilities. Our polymers with a high electron affinity display long wavelength NIR absorption with air stable electron transport in solution processed organic thin film transistors.en
dc.description.sponsorshipWe acknowledge funding from BASF, as well as FP7 Marie Curie IEF (622187), EPSRC Project EP/G037515/1, EP/M005143/1, EC FP7 Project SC2 (610115), EC FP7 Project ArtESun (604397), EC FP7 POLYMED (612538), EC H2020 and Project SOLEDLIGHT (643791) for the financial support. M.K.R. and J.-L.B. thank generous internal competitive funding from KAUST; they are grateful to the KAUST IT Research Computing Team and Supercomputing Laboratory for providing continuous assistance as well as computational and storage resources. We thank the State Key Laboratory of Luminescent Materials and Devices, South China University of Technology for the single crystal XRD experiments of NIID. Mingfei Xiao thanks the Cambridge Overseas Trust and Chinese Scholarship Council for Ph.D. funding.en
dc.publisherSpringer Natureen
dc.relation.urlhttps://www.nature.com/articles/s41467-018-02852-6en
dc.rightsThis article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.en
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/en
dc.titleFused electron deficient semiconducting polymers for air stable electron transporten
dc.typeArticleen
dc.contributor.departmentKAUST Solar Center (KSC)en
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentChemical Science Programen
dc.identifier.journalNature Communicationsen
dc.eprint.versionPublisher's Version/PDFen
dc.contributor.institutionDepartment of Chemistry, Imperial College London, South Kensington, SW7 2AZ, UK.en
dc.contributor.institutionKey Laboratory for Polymeric Composite and Functional Materials of Ministry of Education, School of Materials Science and Material Engineering, Sun Yat-Sen University, 510275, Guangzhou, China.en
dc.contributor.institutionDepartment of Physics, University of Cambridge, Cambridge, CB2 1TN, UK.en
dc.contributor.institutionDepartment of Materials Science and Engineering, Stanford University, 476 Lomita Mall, Stanford, CA, 94305, USA.en
dc.contributor.institutionBASF Schweiz AG, RAV/BE, Mattenstrasse, 4058, Basel, Switzerland.en
kaust.authorRavva, Mahesh Kumaren
kaust.authorPurushothaman, Balajien
kaust.authorBredas, Jean-Lucen
kaust.authorMcCulloch, Iainen
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