Meniscus-Assisted Solution Printing Enables Cocrystallization in Poly(3-alkylthiophene)-based Blends for Field-Effect Transistors

Shu-Yin Zhu; Juan Peng

doi:10.1007/s10118-023-2916-4

Your Location：

Home >

Browse articles >

Meniscus-Assisted Solution Printing Enables Cocrystallization in Poly(3-alkylthiophene)-based Blends for Field-Effect Transistors

RESEARCH ARTICLE | Updated：2023-07-18

- Meniscus-Assisted Solution Printing Enables Cocrystallization in Poly(3-alkylthiophene)-based Blends for Field-Effect Transistors
- Chinese Journal of Polymer Science Vol. 41, Issue 8, Pages: 1269-1276(2023)
- Affiliations：
  
  1.State Key Laboratory of Molecular Engineering of Polymers, Department of Macromolecular Science, Fudan University, Shanghai 200438, China
- Author bio：
  
  juanpeng@fudan.edu.cn
- Funds：
- DOI：10.1007/s10118-023-2916-4
  CLC：
Scan for full text
Shu-Yin Zhu, Juan Peng. Meniscus-Assisted Solution Printing Enables Cocrystallization in Poly(3-alkylthiophene)-based Blends for Field-Effect Transistors. [J]. Chinese Journal of Polymer Science 41(8):1269-1276(2023)
DOI：

Shu-Yin Zhu, Juan Peng. Meniscus-Assisted Solution Printing Enables Cocrystallization in Poly(3-alkylthiophene)-based Blends for Field-Effect Transistors. [J]. Chinese Journal of Polymer Science 41(8):1269-1276(2023) DOI： 10.1007/s10118-023-2916-4.

摘要

Abstract

The formation of cocrystallization in two various conjugated components may endow the newly formed conjugated cocrystals with multiple functionalities and improved charge transport properties. However, compared to conjugated small molecules, this strategy is rather limitedly realized in conjugated polymers. Herein, a simple meniscus-assisted solution printing (MASP) strategy is utilized to achieve the cocrystallization in the blends of two conjugated polymers,i.e., poly(3-hexylthiophene) (P3HT) and poly(3-octylthiophene) (P3OT), and the cocrystalline structures are correlated closely to their charge mobilities. The P3HT/P3OT blends phase separate and crystallize individually in their drop-cast thin films. When subjecting the P3HT/P3OT blended solution to MASP, the confined solvent evaporation between two nearly parallel plates triggers them to cocrystallize progressively when accelerating the moving lower plate. The cocrystallization kinetics and the changes in P3HT/P3OT molecular structures are elucidated. Finally, these different crystalline structures of P3HT/P3OT blends are applied in organic field-effect transistors, imparting the cocrystallization-enhanced charge transport than respective P3HT and P3OT crystal domains. Such MASP method can be extended to craft cocrystals of other conjugated polymer blends for their diverse optoelectronic applications.

关键词

Keywords

Conjugated polymer blendsPolythiopheneCocrystallizationCharge mobilityMeniscus-assisted solution printing

references

Li,Q.Y.;Lei,T.;Yao,Z.F.;Wang,J.Y.;Pei,J.Multi-levelself-assemblyofconjugatedpolymers.Acta Polymerica Sinica(inChinese)2019,50,1−12..

Zhao,Y.;Guo,Y.L.;Liu,Y.Q.25thAnniversaryarticle:recentadvancesinn-typeandambipolarorganicfield-effecttransistors.Adv. Mater.2013,25,5372−5391..

Yin,Y.;Zhai,D.L.;Chen,S.W.;Shang,X.;Li,L.X.;Peng,J.Controllingthecondensedstructureofpolythiopheneandpolyselenophene-basedall-conjugatedblockcopolymers.Acta Polymerica Sinica(inChinese)2020,5,434−447..

Mei,J.;Diao,Y.;Appleton,A.L.;Fang,L.;Bao,Z.Integratedmaterialsdesignoforganicsemiconductorsforfield-effecttransistors.J. Am. Chem. Soc.2013,135,6724−6746..

McCullough,R.D.Thechemistryofconductingpolythiophenes.Adv. Mater.1998,10,93−116..

Ding,J.;Liu,Z.;Zhao,W.;Jin,W.;Xiang,L.;Wang,Z.;Zeng,Y.;Zou,Y.;Zhang,F.;Yi,Y.;Diao,Y.;McNeill,C.R.;Di,C.A.;Zhang,D.Q.;Zhu,D.B.Selenium-substituteddiketopyrrolopyrrolepolymerforhigh-performancep-typeorganicthermoelectricmaterials.Angew. Chem.2019,131,19170−19175..

Yang,C.Y.;Jin,W.L.;Wang,J.;Ding,Y.F.;Nong,S.Y.;Shi,K.;Lu,Y.;Dai,Y.Z.;Zhuang,F.D.;Lei,T.;Di,C.A.;Zhu,D.B.;Wang,J.Y.;Pei,J.Enhancingthen-typeconductivityandthermoelectricperformanceofdonor–acceptorcopolymersthroughdonorengineering.Adv. Mater.2018,30,1802850..

Yang,J.;Xiao,B.;Heo,S.W.;Tajima,K.;Chen,F.;ZhouE.Effectsofinsertingthiopheneasaπ-bridgeonthepropertiesofnaphthalenediimide-alt-fusedthiophenecopolymers.ACS Appl. Mater. Interfaces2017,9,44070−44078..

Osaka,I.;Saito,M.;Mori,H.;Koganezawa,T.;Takimiya,K.Drasticchangeofmolecularorientationinathiazolothiazolecopolymerbymolecular-weightcontrolandblendingwithPC61BMleadstohighefficienciesinsolarcells.Adv. Mater.2012,24,425−430..

Yang,J.;Chen,J.;Sun,Y.;Shi,L.;Guo,Y.;Wang,S.;Liu,Y.Designandsynthesisofnovelconjugatedpolymersforapplicationsinorganicfield-effecttransistors.Acta Polymerica Sinica(inChinese)2017,7,1082-1096..

Jang,S.;Kim,I.;Kim,J.;Khim,D.;Jung,E.;Kang,B.;Lim,B.;Kim,Y.;Jang,Y.;Cho,K.;Kim,D.Newdonor-donortypecopolymerswithrigidandcoplanarstructuresforhigh-mobilityorganicfield-effecttransistors.Chem. Mater.2014,26,6907−6910..

Chen,Z.;Zhang,W.;Huang,J.;Gao,D.;Wei,C.;Lin,Z.;Wang,L.;Yu,G.Fluorinateddithienylethene-naphthalenediimidecopolymersforhighmobilityn-channelfield-effecttransistors.Macromolecules2017,50,6098−6107..

Yao,Z.;Wang,Z.;Wu,H.;Lu,Y.;Li,Q.;Zou,L.;Wang,J.;Pei,J.Orderedsolid-statemicrostructuresofconjugatedpolymersarisingfromsolution-stateaggregation.Angew. Chem. Int. Ed.2020,59,17467−17471..

Pan,S.;Zhu,M.J.;He,L.Z.;Zhang,H.D.;Qiu,F.;Lin,Z.Q.;Peng,J.Transformationfromnanofiberstonanoribbonsinpoly(3-hexylthiophene)solutionbyaddingalkylthiols.Macromol. Rapid Commun.2018,39,1800048..

Chen,S.W.;Zhu,S.Y.;Lin,Z.Q.;Peng,J.Transformingpolymorphsviameniscus-assistedsolution-shearingconjugatedpolymersfororganicfield-effecttransistors.ACS Nano2022,16,11194−11203..

Kyaw,A.K.K.;Lay,L.S.;Peng,G.W.;Changyun,J.;Jie,Z.Ananogroove-guidedslot-diecoatingtechniqueforhighlyorderedpolymerfilmsandhigh-mobilitytransistors.Chem. Commun.2016,52,358−361..

Nam,S.;Jang,J.;Anthony,J.E.;Park,J.J.;Park,C.E.;Kim,K.High-performancetriethylsilylethynylanthradithiophenetransistorspreparedwithoutsolventvaporannealing:theeffectsofself-assemblyduringdip-coating.ACS Appl. Mater. Interfaces2013,5,2146−2154..

Wang,X.;Yuan,Y.;Han,L.;Dong,X.;Zhang,J.Effectofsolventannealingtemperatureoncrystalmodificationsandphasetransitionbehaviorofregioregularpoly(3-octylthiophene).Chinese J. Polym. Sci.2014,32,1158−1166..

Untilova,V.;Nübling,F.;Biniek,L.;Sommer,M.;Brinkmann.M.Impactofcompetingcrystallizationprocessesonthestructureofall-conjugateddonor-acceptorblockcopolymersP3HT-b-PNDIT2inhighlyorientedthinfilms.ACS Appl. Mater. Interfaces2019,1,1660−1671..

Yin,Y.;Chen,S.;Zhu,S.;Li,L.;Zhai,D.;Huang,D.;Peng,J.Tailoringcocrystallizationandmicrophaseseparationinrod-rodblockcopolymersforfield-effecttransistors.Macromolecules2021,54,4571−4581..

Wang,G.;Huang,W.;Eastham,N.D.;Fabiano,S.;Manley,E.F.;Zeng,L.;Wang,B.;Zhang,X.;Chen,Z.;Li,R.;Chang,R.P.H.;Chen,L.;Bedzyk,M.J.;Melkonyana,F.S.;Facchetti,A.;Marks,T.J.Aggregationcontrolinnaturalbrush-printedconjugatedpolymerfilmsandimplicationsforenhancingchargetransport.Proc. Natl. Acad. Sci. U. S. A.2017,114,E10066..

Park,S.K.;Varghese,S.;Kim,J.H.;Yoon,S.J.;Kwon,O.K.;An,B.K.;Gierschner,J.;Park,S.Y.Tailor-madehighlyluminescentandambipolartransportingorganicmixedstackedcharge-transfercrystals:anisometricdonor-acceptorapproach.J. Am. Chem. Soc.2013,135,4757−4764..

Zhu,W.;Zheng,R.;Fu,X.;Fu,H.;Shi,Q.;Zhen,Y.;Dong,H.;Hu,W.Revealingthecharge-transferinteractionsinself-assembledorganiccocrystals:two-dimensionalphotonicapplications.Angew. Chem. Int. Ed.2015,54,6785−6789..

Zhu,M.;Pan,S.;Wang,Y.;Tang,P.;Qiu,F.;Lin,Z.;Peng,J.Unravellingthecorrelationbetweenchargemobilityandcocrystallizationinrod-rodblockcopolymersforhighperformancefield-effecttransistors.Angew. Chem. Int. Ed.2018,57,8644−8648..

Pal,S.;Nandi,A.K.Cocrystallizationmechanismofpoly(3-alkylthiophenes)withdifferentalkylchainlength.Polymer2005,46,8321−8330..

Ge,J.;He,M.;Yang,Y.;Qiu,F.Synthesis,cocrystallization,andmicrophaseseparationofall-conjugateddiblockcopoly(3-alkylthiophene)s.Macromolecules2010,43,6422−6428..

Lee,Y.H;Chen,W.C;Yang,Y.L;Chiang,C.J;Yokozawa,T.;Dai,C,A.Co-crystallizationphasetransformationsinallπ-conjugatedblockcopolymerswithdifferentmain-chainmoieties.Nanoscale2014,6,5208−5216..

Kynaston,E.L.;Winchell,K.J.;Yee,P.Y.;Manion,J.G.;Hendsbee,A.D.;Li,Y.;Huettner,S.;Tolbert,S.H.;Seferos,D.S.Poly(3-alkylthiophene)-block-poly(3-alkylselenophene)s:conjugateddiblockco-polymerswithatypicalself-assemblybehavior.ACS Appl. Mater. Interfaces2019,11,7174−7183..

Zhao,Q.;Zhu,S.;Peng,J.Unravelingtheco-crystallization-chargetransportrelationinconjugatedpolymerblendsviameniscus-assistedsolution-shearing.Macromol. Rapid Commun.2023,44,2200622..

Schott,S.;Gann,E.;Thomsen,L.;Jung,S.H.;Lee,J.K.;McNeill,C.R.;Sirringhaus,H.Charge-transportanisotropyinauniaxiallyaligneddiketopyrrolopyrrole-basedcopolymer.Adv. Mater.2015,27,7356−7364..

Yin,Y.;Zhu,S.;Chen,S.;Lin,Z.;Peng,J.Rapidmeniscus-assistedsolution-printingofconjugatedblockcopolymersforfield-effecttransistors.Adv. Funct. Mater.2022,32,2110824..

Giri,G.;Verploegen,E.;Mannsfeld,S.C.;Atahan-Evrenk,S.;Kim,D.H.;Lee,S.Y.;Becerril,H.A.;Aspuru-Guzik,A.;Toney,M.F.;Bao,Z.Tuningchargetransportinsolution-shearedorganicsemiconductorsusinglatticestrain.Nature2011,480,504−508..

He,M.;Li,B.;Cui,X.;Jiang,B.;He,Y.;Chen,Y.;O’NeilD.;Szymanski,P.;EI-Sayed,M.A.;Huang,J.;Lin,Z.Meniscus-assistedsolutionprintingoflargegrainedperovskitefilmsforhigh-efficiencysolarcells.Nat. Commun.2017,8,16045..

Yokoyama,A.;Miyakoshi,R.;Yokozawa,T.Chain-growthpolymerizationforpoly(3-hexylthiophene)withadefinedmolecularweightandalowpolydispersity.Macromolecules2004,37,1169−1171..

Sheina,E.;Liu,J.;Iovu,M.C.;Laird,D.W.;Mccullough,R.D.Chaingrowthmechanismforregioregularnickel-initiatedcross-couplingpolymerizations.Macromolecules2004,37,3526−3528..

Verheyen,L.;Timmermans,B.;Koeckelberghs,G.Influenceofthesequenceinconjugatedtriblockcopolymersontheiraggregationbehavior.Macromolecules2018,51,6421−6429..

Pal,S.;Nandi,A.K.Cocrystallizationbehaviorofpoly(3-alkylthiophenes):influenceofalkylchainlengthandheadtotailregioregularity.Macromolecules2003,36,8426−8432..

Tai,Q.;Zhao,X.;Yan,F.Hybridsolarcellsbasedonpoly(3-hexylthiophene)andelectrospunTiO2nanofiberswitheffectiveinterfacemodification.J. Mater. Chem.2010,20,7366−7371..

Views

Downloads

CSCD

Alert me when the article has been cited

Submit

Tools

Publicity Resources

Poly(3-hexylthio) thiophene Field-effect Transistor Device Performance: Impact of the Content of Hexylthio Side Chain on Backbone

Fine-tuning of Polymer Photovoltaic Properties by the Length of Alkyl Side Chains

Size Effects on the Luminescence Properties of Polymer Nanowires

Related Author

No data

Related Institution

School of Electronic Information and Electrical Engineering, Shanghai Jiao Tong University

State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, College of Materials Science and Engineering, Donghua University

State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology

National Research Laboratory, Department of Chemical and Biomolecular Engineering(BK-21), Korea Advanced Institute of Science and Technology, 373-1 Guseong-dong, Yuseong

Technical Institute of Physics and Chemistry, Chinese Academy of Sciences

⁰