Ambient-Stable, Annealing-Free, and Ambipolar Organic Field-Effect Transistors Based on Solution-Processable Poly(2,2′-bis(trifluoromethyl)biphenyl-alt-2,5-divinylthiophene) without Long Alkyl Side Chains

被引:17
作者
Chiang, Chi-Jui [1 ]
Chen, Jyh-Chien [1 ]
Tsao, Hsiang-Yen [1 ]
Wu, Kuan-Yi [2 ]
Wang, Chien-Lung [2 ]
机构
[1] Natl Taiwan Univ Sci & Technol, Dept Mat Sci & Engn, Taipei 10607, Taiwan
[2] Natl Chiao Tung Univ, Dept Appl Chem, Hsinchu 30010, Taiwan
关键词
ambient-stability; ambipolar; annealing-free; organic field-effect transistors; poly(thienylenevinylene)s; THIN-FILM TRANSISTORS; HIGH-ELECTRON-MOBILITY; HIGH-PERFORMANCE AMBIPOLAR; DONOR-ACCEPTOR POLYMERS; CONJUGATED POLYMERS; SEMICONDUCTING POLYMERS; SOLAR-CELLS; NAPHTHALENE DIIMIDE; PRINTED TRANSISTORS; THERMAL-STABILITY;
D O I
10.1002/adfm.201403428
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An ambipolar conjugated polymer CF3-PBTV, poly(2,2-bis(trifluoromethyl)biphenyl-alt-2,5-divinylthiophene), consisting of thienylenevinylene as the donor and trifluoromethyl-substituted biphenyl as the acceptor has been successfully synthesized. CF3-PBTV shows solution-processability without electrically insulating long alkyl side chains. Grazing incidence X-ray diffraction results suggest a nearly equal population of flat-on and end-on domains in CF3-PBTV thin film. The excellent ambipolarity of CF3-PBTV is demonstrated by well-equivalent charge mobilities of 0.065 and 0.078 cm(2) V-1 s(-1) for p- and n-channel, respectively. The organic field-effect transistors (OFET) also shows very high on/off ratio (approximate to 10(7)) which is attributed to the relatively large bandgap and low-lying highest occupied molecular orbital (HOMO) of CF3-PBTV. The OFET performance barely changes after the device is stored in ambient conditions for 90 days. The ambient-stability is attributed to the enhanced oxidative stability from its low-lying HOMO and the better moisture resistance from its fluorine contents. The performance of CF3-PBTV based OFET is annealing independent. It is noteworthy that the solution-processable, ambipolar, and thienylenevinylene-containing conjugated polymer without any long alkyl side chains is reported for the first time. And to the best of our knowledge, it is the first ambient-stable, annealing-free OFET with well-equivalent ambipolarity.
引用
收藏
页码:606 / 614
页数:9
相关论文
共 82 条
  • [51] Solution-processed ambipolar organic field-effect transistors and inverters
    Meijer, EJ
    De Leeuw, DM
    Setayesh, S
    Van Veenendaal, E
    Huisman, BH
    Blom, PWM
    Hummelen, JC
    Scherf, U
    Klapwijk, TM
    [J]. NATURE MATERIALS, 2003, 2 (10) : 678 - 682
  • [52] Oligofluorene-thiophene derivatives as high-performance semiconductors for organic thin film transistors
    Meng, H
    Zheng, J
    Lovinger, AJ
    Wang, BC
    Van Patten, PG
    Bao, ZN
    [J]. CHEMISTRY OF MATERIALS, 2003, 15 (09) : 1778 - 1787
  • [53] Recent advances in transistor performance of polythiophenes
    Nielsen, Christian B.
    McCulloch, Iain
    [J]. PROGRESS IN POLYMER SCIENCE, 2013, 38 (12) : 2053 - 2069
  • [54] Recent Advances in the Development of Semiconducting DPP-Containing Polymers for Transistor Applications
    Nielsen, Christian B.
    Turbiez, Mathieu
    McCulloch, Iain
    [J]. ADVANCED MATERIALS, 2013, 25 (13) : 1859 - 1880
  • [55] High-Lamellar Ordering and Amorphous-Like π-Network in Short-Chain Thiazolothiazole-Thiophene Copolymers Lead to High Mobilities
    Osaka, Itaru
    Zhang, Rui
    Sauve, Genevieve
    Smilgies, Detlef-M.
    Kowalewski, Tomasz
    McCullough, Richard D.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (07) : 2521 - 2529
  • [56] A novel poly(thienylenevinylene) derivative for application in polymer solar cells
    Qing, Feiyao
    Sun, Yeping
    Wang, Xiaochen
    Li, Na
    Li, Yongfang
    Li, Xiaoyu
    Wang, Haiqiao
    [J]. POLYMER CHEMISTRY, 2011, 2 (09) : 2102 - 2106
  • [57] Fluorine in crystal engineering -: "the little atom that could"
    Reichenbächer, K
    Süss, HI
    Hulliger, J
    [J]. CHEMICAL SOCIETY REVIEWS, 2005, 34 (01) : 22 - 30
  • [58] Unconventional Face-On Texture and Exceptional In-Plane Order of a High Mobility n-Type Polymer
    Rivnay, Jonathan
    Toney, Michael F.
    Zheng, Yan
    Kauvar, Isaac V.
    Chen, Zhihua
    Wagner, Veit
    Facchetti, Antonio
    Salleo, Alberto
    [J]. ADVANCED MATERIALS, 2010, 22 (39) : 4359 - +
  • [59] BPTs: thiophene-flanked benzodipyrrolidone conjugated polymers for ambipolar organic transistors
    Rumer, Joseph W.
    Levick, Matthew
    Dai, Sheng-Yao
    Rossbauer, Stephan
    Huang, Zhenggang
    Biniek, Laure
    Anthopoulos, Thomas D.
    Durrant, James R.
    Procter, David J.
    McCulloch, Iain
    [J]. CHEMICAL COMMUNICATIONS, 2013, 49 (40) : 4465 - 4467
  • [60] "Hairy" Poly(3-hexylthiophene) Particles Prepared via Surface-Initiated Kumada Catalyst-Transfer Polycondensation
    Senkovskyy, Volodymyr
    Tkachov, Roman
    Beryozkina, Tetyana
    Komber, Hartmut
    Oertel, Ulrich
    Horecha, Marta
    Bocharova, Vera
    Stamm, Manfred
    Gevorgyan, Suren A.
    Krebs, Frederik C.
    Kiriy, Anton
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (45) : 16445 - 16453