Cyano-Substituted Head-to-Head Polythiophenes: Enabling High-Performance n-Type Organic Thin-Film Transistors
DC Field | Value | Language |
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dc.contributor.author | Wang, Hang | - |
dc.contributor.author | Huang, Jun | - |
dc.contributor.author | Uddin, Mohammad Afsar | - |
dc.contributor.author | Liu, Bin | - |
dc.contributor.author | Chen, Peng | - |
dc.contributor.author | Shi, Shengbin | - |
dc.contributor.author | Tang, Yumin | - |
dc.contributor.author | Xing, Guichuan | - |
dc.contributor.author | Zhang, Shiming | - |
dc.contributor.author | Woo, Han Young | - |
dc.contributor.author | Guo, Han | - |
dc.contributor.author | Guo, Xugang | - |
dc.date.accessioned | 2021-09-01T17:20:51Z | - |
dc.date.available | 2021-09-01T17:20:51Z | - |
dc.date.created | 2021-06-18 | - |
dc.date.issued | 2019-03-13 | - |
dc.identifier.issn | 1944-8244 | - |
dc.identifier.uri | https://scholar.korea.ac.kr/handle/2021.sw.korea/66673 | - |
dc.description.abstract | Polythiophenes, built on the electron-rich thiophene unit, typically possess high-lying energy levels of the lowest unoccupied molecular orbitals (LUMOs) and show hole-transporting properties. In this study, we develop a series of n-type polythiophenes, P1-P3, based on head-to-head-linked 3,3'-dialkoxy-4,4'-dicyano-2,2'-bithiophene (BTCNOR) with distinct side chains. The BTCNOR unit shows not only highly planar backbone conformation enabled by the intramolecular noncovalent sulfur-oxygen interaction but also significantly suppressed LUMO level attributed to the cyano-substitution. Hence, all BTCNOR-based polymer semiconductors exhibit low-lying LUMO levels, which are similar to 1.0 eV lower than that of regioregular poly(3-hexylthiophene) (rr-P3HT), a benchmark p-type polymer semiconductor. Consequently, all of the three polymers can enable unipolar n-type transport characteristics in organic thin-film transistors (OTFTs) with low off-currents (I(off)s) of 10(-10)-10(-11) A and large current on/off ratios (I-on/I(off)s) at the level of 10(6). Among them, polymer P2 with a 2-ethylhexyl side chain offers the highest film ordering, leading to the best device performance with an excellent electron mobility (mu(e)) of 0.31 cm(2) V-1 s(-1) in off-center spin-cast OTFTs. To the best of our knowledge, this is the first report of n-type polythiophenes with electron mobility comparable to the hole mobility of the benchmark p-type rr-P3HT and approaching the electron mobility of the most-studied n-type polymer, poly(naphthalene diimide-alt-bithiophene) (i.e., N2200). The change of charge carrier polarity from p-type (rr-P3HT) to n-type (P2) with comparable mobility demonstrates the obvious effectiveness of our structural modification. Adoption of n-hexadecyl (P1) and 2-butyloctyl (P3) side chains leads to reduced film ordering and results in 1-2 orders of magnitude lower mu(e)s, showing the critical role of side chains in optimizing device performance. This study demonstrates the unique structural features of head-to-head linkage containing BTCNOR for constructing high-performance n-type polymers, i.e., the alkoxy chain for backbone conformation locking and providing polymer solubility as well as the strong electron-withdrawing cyano group for lowering LUMO levels and enabling n-type performance. The design strategy of BTCNOR-based polymers provides useful guidelines for developing n-type polythiophenes. | - |
dc.language | English | - |
dc.language.iso | en | - |
dc.publisher | AMER CHEMICAL SOC | - |
dc.subject | FIELD-EFFECT TRANSISTORS | - |
dc.subject | POLYMER SOLAR-CELLS | - |
dc.subject | BUILDING-BLOCK | - |
dc.subject | CHARGE-CARRIER | - |
dc.subject | CONJUGATED POLYMERS | - |
dc.subject | ELECTRON-ACCEPTOR | - |
dc.subject | SEMICONDUCTORS | - |
dc.subject | MOBILITY | - |
dc.subject | TRANSPORT | - |
dc.subject | DESIGN | - |
dc.title | Cyano-Substituted Head-to-Head Polythiophenes: Enabling High-Performance n-Type Organic Thin-Film Transistors | - |
dc.type | Article | - |
dc.contributor.affiliatedAuthor | Woo, Han Young | - |
dc.identifier.doi | 10.1021/acsami.8b22457 | - |
dc.identifier.scopusid | 2-s2.0-85062530361 | - |
dc.identifier.wosid | 000461538000048 | - |
dc.identifier.bibliographicCitation | ACS APPLIED MATERIALS & INTERFACES, v.11, no.10, pp.10089 - 10098 | - |
dc.relation.isPartOf | ACS APPLIED MATERIALS & INTERFACES | - |
dc.citation.title | ACS APPLIED MATERIALS & INTERFACES | - |
dc.citation.volume | 11 | - |
dc.citation.number | 10 | - |
dc.citation.startPage | 10089 | - |
dc.citation.endPage | 10098 | - |
dc.type.rims | ART | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Science & Technology - Other Topics | - |
dc.relation.journalResearchArea | Materials Science | - |
dc.relation.journalWebOfScienceCategory | Nanoscience & Nanotechnology | - |
dc.relation.journalWebOfScienceCategory | Materials Science, Multidisciplinary | - |
dc.subject.keywordPlus | FIELD-EFFECT TRANSISTORS | - |
dc.subject.keywordPlus | POLYMER SOLAR-CELLS | - |
dc.subject.keywordPlus | BUILDING-BLOCK | - |
dc.subject.keywordPlus | CHARGE-CARRIER | - |
dc.subject.keywordPlus | CONJUGATED POLYMERS | - |
dc.subject.keywordPlus | ELECTRON-ACCEPTOR | - |
dc.subject.keywordPlus | SEMICONDUCTORS | - |
dc.subject.keywordPlus | MOBILITY | - |
dc.subject.keywordPlus | TRANSPORT | - |
dc.subject.keywordPlus | DESIGN | - |
dc.subject.keywordAuthor | polythiophene | - |
dc.subject.keywordAuthor | head-to-head linkage | - |
dc.subject.keywordAuthor | cyano-functionalization | - |
dc.subject.keywordAuthor | conformation lock | - |
dc.subject.keywordAuthor | n-type organic thin-film transistors | - |
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