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Thiophene and Selenophene Copolymers Incorporating FluorinatednPhenylene Units in the Main Chain: Synthesis, Characterization,nand Application in Organic Field-Effect Transistors 主链含氟苯基的噻吩和硒烯共聚物：合成、表征及在有机场效应晶体管中的应用

Figshare Pub Date : 2016-05-05 DOI: 10.1021/cm051563i.s002

David J. Crouch (2478025), Peter J. Skabara (1266399), Jan E. Lohr (2496637), Joseph J. W. McDouall (1588933), Martin Heeney (632325), Iain McCulloch (1282371), David Sparrowe (1347780), Maxim Shkunov (1509862), Simon J. Coles (598079), Peter N. Horton (730258), Michael B. Hursthouse (1939723)

{"title":"Thiophene and Selenophene Copolymers Incorporating FluorinatednPhenylene Units in the Main Chain: Synthesis, Characterization,nand Application in Organic Field-Effect Transistors","authors":"David J. Crouch (2478025), Peter J. Skabara (1266399), Jan E. Lohr (2496637), Joseph J. W. McDouall (1588933), Martin Heeney (632325), Iain McCulloch (1282371), David Sparrowe (1347780), Maxim Shkunov (1509862), Simon J. Coles (598079), Peter N. Horton (730258), Michael B. Hursthouse (1939723)","doi":"10.1021/cm051563i.s002","DOIUrl":"https://doi.org/10.1021/cm051563i.s002","url":null,"abstract":"A series of thiophene oligomers bearing core phenylene and fluorinated phenylene units has beennsynthesized as potential semiconductor materials for organic field-effect transistors (OFETs). Polymerization of these compounds has been achieved using Stille and oxidative coupling methods. Functionalization of the phenylene unit with fluorine atoms has a marked effect on the self-assembly and electronicnproperties of the parent materials: the optical band gaps and highest occupied molecular orbital levelsnare affected with the introduction of fluorine atoms as a result of a combination of inductive effects andnrigidification of the main chain. The design of these materials has focused on the self-assembly andnsolution processability of the materials. All the polymers are readily soluble in common organic solvents.nSelf-assembly and planarization of the fluorinated materials in the solid state are identified by a combinationnof X-ray diffraction studies, absorption spectroscopy, and cyclic voltammetry. The organizational behaviornof the films is in contrast to the conformational freedom observed in solution (absorption spectroscopy)nand in the gas phase (computational studies). Thin-film OFETs have been fabricated for the entire polymernseries. Hole mobilities have been measured up to 10-3 cm2/(V·s), with high current modulation (on/offnratios up to 105) and low turn-on voltages (down to 2 V). For the Stille coupled polymers, replacementnof the bridging thiophene unit with selenophene generally increases the hole mobility of the polymers.","PeriodicalId":522164,"journal":{"name":"Figshare","volume":"1 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2016-05-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147892774","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

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