Solvent-resistant organic transistors and thermally stable organic photovoltaics based on cross-linkable conjugated polymers

Handle URI:
http://hdl.handle.net/10754/564520
Title:
Solvent-resistant organic transistors and thermally stable organic photovoltaics based on cross-linkable conjugated polymers
Authors:
Kim, Hyeongjun; Han, A. Reum; Cho, Chulhee; Kang, Hyunbum; Cho, Hanhee; Lee, Mooyeol; Frechet, Jean ( 0000-0001-6419-0163 ) ; Oh, Joonhak; Kim, Bumjoon
Abstract:
Conjugated polymers, in general, are unstable when exposed to air, solvent, or thermal treatment, and these challenges limit their practical applications. Therefore, it is of great importance to develop new materials or methodologies that can enable organic electronics with air stability, solvent resistance, and thermal stability. Herein, we have developed a simple but powerful approach to achieve solvent-resistant and thermally stable organic electronic devices with a remarkably improved air stability, by introducing an azide cross-linkable group into a conjugated polymer. To demonstrate this concept, we have synthesized polythiophene with azide groups attached to end of the alkyl chain (P3HT-azide). Photo-cross-linking of P3HT-azide copolymers dramatically improves the solvent resistance of the active layer without disrupting the molecular ordering and charge transport. This is the first demonstration of solvent-resistant organic transistors. Furthermore, the bulk-heterojunction organic photovoltaics (BHJ OPVs) containing P3HT-azide copolymers show an average efficiency higher than 3.3% after 40 h annealing at an elevated temperature of 150 °C, which represents one of the most thermally stable OPV devices reported to date. This enhanced stability is due to an in situ compatibilizer that forms at the P3HT/PCBM interface and suppresses macrophase separation. Our approach paves a way toward organic electronics with robust and stable operations. © 2011 American Chemical Society.
KAUST Department:
Chemical Science Program; Physical Sciences and Engineering (PSE) Division
Publisher:
American Chemical Society (ACS)
Journal:
Chemistry of Materials
Issue Date:
10-Jan-2012
DOI:
10.1021/cm203058p
Type:
Article
ISSN:
08974756
Sponsors:
This research was supported by the Korea Research Foundation Grant funded by the Korean Government (2011-0017943, 2011-0030387, 2011-0026424, 2011-0017174), the Project of KAIST EEWS Initiative (EEWS-N01110441), 2010 Research Fund of UNIST, and Global Frontier Research Center for Advanced Soft Electronics.
Appears in Collections:
Articles; Physical Sciences and Engineering (PSE) Division; Chemical Science Program

Full metadata record

DC FieldValue Language
dc.contributor.authorKim, Hyeongjunen
dc.contributor.authorHan, A. Reumen
dc.contributor.authorCho, Chulheeen
dc.contributor.authorKang, Hyunbumen
dc.contributor.authorCho, Hanheeen
dc.contributor.authorLee, Mooyeolen
dc.contributor.authorFrechet, Jeanen
dc.contributor.authorOh, Joonhaken
dc.contributor.authorKim, Bumjoonen
dc.date.accessioned2015-08-04T07:03:06Zen
dc.date.available2015-08-04T07:03:06Zen
dc.date.issued2012-01-10en
dc.identifier.issn08974756en
dc.identifier.doi10.1021/cm203058pen
dc.identifier.urihttp://hdl.handle.net/10754/564520en
dc.description.abstractConjugated polymers, in general, are unstable when exposed to air, solvent, or thermal treatment, and these challenges limit their practical applications. Therefore, it is of great importance to develop new materials or methodologies that can enable organic electronics with air stability, solvent resistance, and thermal stability. Herein, we have developed a simple but powerful approach to achieve solvent-resistant and thermally stable organic electronic devices with a remarkably improved air stability, by introducing an azide cross-linkable group into a conjugated polymer. To demonstrate this concept, we have synthesized polythiophene with azide groups attached to end of the alkyl chain (P3HT-azide). Photo-cross-linking of P3HT-azide copolymers dramatically improves the solvent resistance of the active layer without disrupting the molecular ordering and charge transport. This is the first demonstration of solvent-resistant organic transistors. Furthermore, the bulk-heterojunction organic photovoltaics (BHJ OPVs) containing P3HT-azide copolymers show an average efficiency higher than 3.3% after 40 h annealing at an elevated temperature of 150 °C, which represents one of the most thermally stable OPV devices reported to date. This enhanced stability is due to an in situ compatibilizer that forms at the P3HT/PCBM interface and suppresses macrophase separation. Our approach paves a way toward organic electronics with robust and stable operations. © 2011 American Chemical Society.en
dc.description.sponsorshipThis research was supported by the Korea Research Foundation Grant funded by the Korean Government (2011-0017943, 2011-0030387, 2011-0026424, 2011-0017174), the Project of KAIST EEWS Initiative (EEWS-N01110441), 2010 Research Fund of UNIST, and Global Frontier Research Center for Advanced Soft Electronics.en
dc.publisherAmerican Chemical Society (ACS)en
dc.titleSolvent-resistant organic transistors and thermally stable organic photovoltaics based on cross-linkable conjugated polymersen
dc.typeArticleen
dc.contributor.departmentChemical Science Programen
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.identifier.journalChemistry of Materialsen
dc.contributor.institutionDepartment of Chemical and Biomolecular Engineering, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701, South Koreaen
dc.contributor.institutionSchool of Nano-Bioscience and Chemical Engineering, KIER-UNIST Advanced Center for Energy, Ulsan National Institute of Science and Technology (UNIST), Ulsan 689-798, South Koreaen
dc.contributor.institutionDepartment of Chemistry, Department of Chemical Engineering, University of California, Berkeley, CA 94720-1460, United Statesen
kaust.authorFrechet, Jeanen
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