The Role of the Side Chain on the Performance of N-type Conjugated Polymers in Aqueous Electrolytes

Handle URI:
http://hdl.handle.net/10754/627699
Title:
The Role of the Side Chain on the Performance of N-type Conjugated Polymers in Aqueous Electrolytes
Authors:
Giovannitti, Alexander ( 0000-0003-4778-3615 ) ; Maria, Iuliana P.; Hanifi, David; Donahue, Mary J.; Bryant, Daniel; Barth, Katrina J.; Makdah, Beatrice E.; Savva, Achilleas; Moia, Davide; Zetek, Matyáš; Barnes, Piers R.F. ( 0000-0002-7537-8759 ) ; Reid, Obadiah G.; Inal, Sahika ( 0000-0002-1166-1512 ) ; Rumbles, Garry ( 0000-0003-0776-1462 ) ; Malliaras, George G. ( 0000-0002-4582-8501 ) ; Nelson, Jenny; Rivnay, Jonathan; McCulloch, Iain ( 0000-0002-6340-7217 )
Abstract:
We report a design strategy that allows the preparation of solution processable n-type materials from low boiling point solvents for organic electrochemical transistors (OECTs). The polymer backbone is based on NDI-T2 copolymers where a branched alkyl side chain is gradually exchanged for a linear ethylene glycol-based side chain. A series of random copolymers was prepared with glycol side chain percentages of 0, 10, 25, 50, 75, 90, and 100 with respect to the alkyl side chains. These were characterized to study the influence of the polar side chains on interaction with aqueous electrolytes, their electrochemical redox reactions, and performance in OECTs when operated in aqueous electrolytes. We observed that glycol side chain percentages of >50% are required to achieve volumetric charging, while lower glycol chain percentages show a mixed operation with high required voltages to allow for bulk charging of the organic semiconductor. A strong dependence of the electron mobility on the fraction of glycol chains was found for copolymers based on NDI-T2, with a significant drop as alkyl side chains are replaced by glycol side chains.
KAUST Department:
Physical Sciences and Engineering (PSE) Division; Biological and Environmental Sciences and Engineering (BESE) Division; Bioscience Program; Chemical Science Program; KAUST Solar Center (KSC)
Citation:
Giovannitti A, Maria IP, Hanifi D, Donahue MJ, Bryant D, et al. (2018) The Role of the Side Chain on the Performance of N-type Conjugated Polymers in Aqueous Electrolytes. Chemistry of Materials. Available: http://dx.doi.org/10.1021/acs.chemmater.8b00321.
Publisher:
American Chemical Society (ACS)
Journal:
Chemistry of Materials
Issue Date:
24-Apr-2018
DOI:
10.1021/acs.chemmater.8b00321
Type:
Article
ISSN:
0897-4756; 1520-5002
Sponsors:
We thank Iain Hamilton for assistance in measuring contact angle data and Nathan Cheetham for recording solid state absorption spectra. We acknowledge funding from KAUST and BASF, as well as EPSRC Projects EP/P02484X/1, EP/G037515/1, EP/M005143/1, EP/N509486/1; EC FP7 Project SC2 (610115); and EC H2020 Project SOLEDLIGHT (643791) In addition, this project has received funding from the European Research Council (ERC) under the European Union's Horizon 2020 research and innovation program (grant agreement No 742708). O.G.R. and G.R. acknowledge support for the microwave conductivity and photoluminescence measurements from the Solar Photochemistry Program, Division of Chemical Sciences, Geosciences, and Biosciences, Office of Basic Energy Sciences, U.S. Department of Energy under Contract DE-AC36-08-GO28308 with the National Renewable Energy Laboratory. D.H. gratefully acknowledges support from NSF-GFRP.
Additional Links:
https://pubs.acs.org/doi/10.1021/acs.chemmater.8b00321
Appears in Collections:
Articles; Bioscience Program; Physical Sciences and Engineering (PSE) Division; Chemical Science Program; KAUST Solar Center (KSC); Biological and Environmental Sciences and Engineering (BESE) Division

Full metadata record

DC FieldValue Language
dc.contributor.authorGiovannitti, Alexanderen
dc.contributor.authorMaria, Iuliana P.en
dc.contributor.authorHanifi, Daviden
dc.contributor.authorDonahue, Mary J.en
dc.contributor.authorBryant, Danielen
dc.contributor.authorBarth, Katrina J.en
dc.contributor.authorMakdah, Beatrice E.en
dc.contributor.authorSavva, Achilleasen
dc.contributor.authorMoia, Davideen
dc.contributor.authorZetek, Matyášen
dc.contributor.authorBarnes, Piers R.F.en
dc.contributor.authorReid, Obadiah G.en
dc.contributor.authorInal, Sahikaen
dc.contributor.authorRumbles, Garryen
dc.contributor.authorMalliaras, George G.en
dc.contributor.authorNelson, Jennyen
dc.contributor.authorRivnay, Jonathanen
dc.contributor.authorMcCulloch, Iainen
dc.date.accessioned2018-04-30T06:58:24Z-
dc.date.available2018-04-30T06:58:24Z-
dc.date.issued2018-04-24en
dc.identifier.citationGiovannitti A, Maria IP, Hanifi D, Donahue MJ, Bryant D, et al. (2018) The Role of the Side Chain on the Performance of N-type Conjugated Polymers in Aqueous Electrolytes. Chemistry of Materials. Available: http://dx.doi.org/10.1021/acs.chemmater.8b00321.en
dc.identifier.issn0897-4756en
dc.identifier.issn1520-5002en
dc.identifier.doi10.1021/acs.chemmater.8b00321en
dc.identifier.urihttp://hdl.handle.net/10754/627699-
dc.description.abstractWe report a design strategy that allows the preparation of solution processable n-type materials from low boiling point solvents for organic electrochemical transistors (OECTs). The polymer backbone is based on NDI-T2 copolymers where a branched alkyl side chain is gradually exchanged for a linear ethylene glycol-based side chain. A series of random copolymers was prepared with glycol side chain percentages of 0, 10, 25, 50, 75, 90, and 100 with respect to the alkyl side chains. These were characterized to study the influence of the polar side chains on interaction with aqueous electrolytes, their electrochemical redox reactions, and performance in OECTs when operated in aqueous electrolytes. We observed that glycol side chain percentages of >50% are required to achieve volumetric charging, while lower glycol chain percentages show a mixed operation with high required voltages to allow for bulk charging of the organic semiconductor. A strong dependence of the electron mobility on the fraction of glycol chains was found for copolymers based on NDI-T2, with a significant drop as alkyl side chains are replaced by glycol side chains.en
dc.description.sponsorshipWe thank Iain Hamilton for assistance in measuring contact angle data and Nathan Cheetham for recording solid state absorption spectra. We acknowledge funding from KAUST and BASF, as well as EPSRC Projects EP/P02484X/1, EP/G037515/1, EP/M005143/1, EP/N509486/1; EC FP7 Project SC2 (610115); and EC H2020 Project SOLEDLIGHT (643791) In addition, this project has received funding from the European Research Council (ERC) under the European Union's Horizon 2020 research and innovation program (grant agreement No 742708). O.G.R. and G.R. acknowledge support for the microwave conductivity and photoluminescence measurements from the Solar Photochemistry Program, Division of Chemical Sciences, Geosciences, and Biosciences, Office of Basic Energy Sciences, U.S. Department of Energy under Contract DE-AC36-08-GO28308 with the National Renewable Energy Laboratory. D.H. gratefully acknowledges support from NSF-GFRP.en
dc.publisherAmerican Chemical Society (ACS)en
dc.relation.urlhttps://pubs.acs.org/doi/10.1021/acs.chemmater.8b00321en
dc.rightsThis is an open access article published under a Creative Commons Attribution (CC-BY) License, which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.en
dc.rights.urihttp://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.htmlen
dc.titleThe Role of the Side Chain on the Performance of N-type Conjugated Polymers in Aqueous Electrolytesen
dc.typeArticleen
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentBiological and Environmental Sciences and Engineering (BESE) Divisionen
dc.contributor.departmentBioscience Programen
dc.contributor.departmentChemical Science Programen
dc.contributor.departmentKAUST Solar Center (KSC)en
dc.identifier.journalChemistry of Materialsen
dc.eprint.versionPublisher's Version/PDFen
dc.contributor.institutionDepartment of Physics and Centre for Plastic Electronics, Imperial College London, London SW7 2AZ, United Kingdomen
dc.contributor.institutionDepartment of Chemistry, Imperial College London, London SW7 2AZ, United Kingdomen
dc.contributor.institutionDepartment of Chemistry, Stanford University, Stanford, California 94305, United Statesen
dc.contributor.institutionDepartment of Bioelectronics, École Nationale Supérieure des Mines, CMP-EMSE, MOC Gardanne 13541, Franceen
dc.contributor.institutionDepartment of Biomedical Engineering, Northwestern University, 2145 Sheridan Road, Evanston, Illinois 60208, United Statesen
dc.contributor.institutionChemistry and Nanoscience Center, National Renewable Energy Laboratory, 15013 Denver West Parkway, Golden, Colorado 80401, United Statesen
dc.contributor.institutionRenewable and Sustainable Energy Institute, University of Colorado at Boulder, Boulder, Colorado 80309, United Statesen
dc.contributor.institutionDepartment of Chemistry and Biochemistry, University of Colorado at Boulder, Boulder, Colorado 80309, United Statesen
dc.contributor.institutionElectrical Engineering Division, University of Cambridge, 9 JJ Thomson Avenue, Cambridge CB3 0FA, United Kingdomen
dc.contributor.institutionSimpson Querrey Institute for BioNanotechnology, Northwestern University, Chicago, Illinois 60611, United Statesen
kaust.authorBryant, Danielen
kaust.authorSavva, Achilleasen
kaust.authorInal, Sahikaen
kaust.authorMcCulloch, Iainen
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