Research Progress in Donor-Acceptor Copolymers Field-Effect Transistors

  • Xia Xin ,
  • Lei Ting ,
  • Pei Jian ,
  • Liu Chenjiang
Expand
  • a Key Laboratory of Oil and Gas Fine Chemicals, Ministry of Education & Xinjiang Uygur Autonomous Region, Urumqi Key Laboratory of Green Catalysis and Synthesis Technology, College of Chemistry and chemical Engineering, Xinjiang University, Urumqi 830046;
    b College of Chemistry and Molecular Engineering, Peking University, Beijing 100871;
    c Beijing National Laboratory for Molecular Sciences, Beijing 100871

Received date: 2014-03-25

  Revised date: 2014-04-15

  Online published: 2014-05-06

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 21262035, 21162025), and the Foundation of Beijing National Laboratory for Molecular Sciences.

Abstract

Significant progress has been made in organic field-effect transistors (OFETs)since 1980s. Up to now, hundreds of organic semiconductors used for OFETs have been synthesized. After 30 years of development, the device performance of polymer FETs has been significantly improved, and the mobility has been improved from 10-6~10-5 cm2·V-1·s-1 to 12 cm2·V-1·s-1, surpassing that of amorphous silicon (α-Si) FETs (0.1~1 cm2·V-1·s-1). Note that most of the high-performance polymer FET materials are based on donor-acceptor (D-A) copolymers, which are generally synthesized by the copolymerization between two monomers (donor and acceptor). D-A copolymers have been heralded as the third generation of semiconductor materials, due to their considerable contribution to the fast development of conjugated polymers. In this review, recent studies in D-A copolymer FET materials are summarized from the perspective of design, synthesis, and device performance. Different types of polymer FETs including p-type, ambipolar, and n-type FETs based on D-A copolymers were compared and summarized respectively. It is anticipated to penetrate more deeply the basic relationships among the chemical structure-packing structure-property, which could provide valuable information for the future materials exploitation.

Cite this article

Xia Xin , Lei Ting , Pei Jian , Liu Chenjiang . Research Progress in Donor-Acceptor Copolymers Field-Effect Transistors[J]. Chinese Journal of Organic Chemistry, 2014 , 34(9) : 1905 -1915 . DOI: 10.6023/cjoc201403052

References

[1] Chiang, C.K.; Fincher, C.R.; Park, Y.W.; Heeger, A.J.; Shirakawa, H.; Louis, E.J.; Gau, S.C.; MacDiarmid, A.G.Phys.Rev.Lett.1977, 39, 1098.
[2] Wu, S.K.; Wang P.F.Introduction to Organic Electronics, Chemical Industry Press, Beijing, 2010, p.5 (in Chinese).(吴世康, 王鹏飞, 有机电子学概论, 化学工业出版社, 北京, 2010, p.5.)
[3] Tsumura, A.; Koezuka, H.; Ando, T.Appl.Phys.Lett.1986, 49, 1210.
[4] Tang, C.W.Appl.Phys.Lett.1986, 48, 183.
[5] Tang, C.W; van Slyke, S.A.Appl.Phys.Lett.1987, 51, 913.
[6] Crone, B.; Dodabalapur, A.; Lin, Y.Y.; Filas, R.W.; Bao, Z.; LaDuca, A.; Sarpeshkar, R.; Katz, H.E.; Li, W.Nature 2000, 403, 521.
[7] Rogers, J.A.; Bao, Z.; Baldwin, K.; Dodabalapur, A.; Crone, B.; Raju, V.R.; Kuck, V.; Katz, H.; Amundson, K.; Ewing, J.; Drzaic, P.Proc.Natl.Acad.Sci.2001, 9, 4835.
[8] Sirringhaus, H.Science 2000, 290, 2123.
[9] Crone, B.; Dodabalapur, A.; Lin, Y.Y.; Filas, R.W.; Bao, Z.; LaDuca, A.; Sarpeshkar, R.; Katz, H.E.; Li, W.Nature 2001, 403, 521.
[10] Minemawari, H.; Yamada, T.; Matsui, H.; Tsutsumi, J.; Haas, S.; Chiba, R.; Kumai, R.; Hasegawa, T.Nature 2011, 475, 364.
[11] Li, J.; Zhao, Y.; Tan, H.S.; Guo, Y.; Di, C.A.; Yu, G.; Liu, Y.; Lin, M.; Lim, S.H.; Zhou, Y.; Su, H.; Ong, B.S.Sci.Report 2012, 2, 1.
[12] Li, Y.; Singh, S.P.; Sonar, P.Adv.Mater.2010 22, 4862.
[13] Heeger, A.J.Chem.Soc.Rev.2010, 39, 2354.
[14] Zhi, C.H.; Cheng, M., Z.; Shi, J.S.; Miao, X.; Hong, B.W.; Yong, C.Nat.Photonics 2012, 6, 591.
[15] Carsten, B.; He, F.; Son, H.J.; Xu, T.; Yu, L.Chem.Rev.2011, 111, 1493.
[16] Cheng, Y.J.; Yang, S.H.; Hsu, C.S.Chem.Rev.2009, 109, 5868.
[17] Yu, L.; Lee, Y.; Liang, Y.Synth.Lett.2006, 18, 2879.
[18] Yuen, J.D.; Wudl, F.Energy Environ.Sci.2013, 6, 392.
[19] Zhang, W.; Jeremy, S.; Roman, G.; Michael, M.; Alberto, S.; James, K.; Shahid, A.; Anthopoulos, T.; Martin, H.; McCulloch, I.J.Am.Chem.Soc.2010, 132, 11437.
[20] Tsao, H.N.; Cho, D.M.; Park, I.; Hansen, M.R.; Mavrinskiy, A.; Yoon, D.Y.; Graf, R.; Pisula, W.; Spiess, H.W.; Müllen, K.J.Am.Chem.Soc.2011, 133, 2605.
[21] Wang, S.; Kappl, M.; Liebewirth, I.; Müller, M.; Kirchhoff, K.; Pisula, W.; Müllen, K.Adv.Mater.2012, 24, 417.
[22] Farnum, D.G.; Mehta, G.; Moore, G.G.; Siegal, F.P.Tetrahedron Lett.1974, 15, 2549.
[23] Hao, Z.; Iqbal, A.Chem.Soc.Rev.1997, 26, 203.
[24] Turbiez, M.G.R.; Janssen, R.A.J.; Wienk, M.; Kirner, H.J.; Tieke, B.; Zhu, Y.WO 2008000664, 2008 [Chem.Abstr.2008, 148, 122502].
[25] Ha, T.J.; Sonar, P.; Dodabalapur, A.Appl.Phys.Lett.2011, 98, 253.
[26] Sonar, P.; Singh, S.P.; Li, Y.; Ooi, Z.E.; Ha, T.J.; Wong, I.; Soh, M.S.; Dodabalapur, A.Energy Environ.Sci.2011, 4, 2288.
[27] Zhang, X.; Richter, L.J.; De, D.M.; Kline, R.J.; Hammond, M.R.; McCulloch, I.; Heeney, M.; Ashraf, R.S.; Smith, J.N.; Anthopoulos, T.D.; Schroeder, B.; Geerts, Y.H.; Fischer, D.A.; Toney, M.F.J.Am.Chem.Soc.2011, 133, 15073.
[28] Ha, J.S.; Kim, K.H.; Choi, D.H.J.Am.Chem.Soc.2011, 133, 10364.
[29] Li, Y.; Sonar, P.; Singh, S.P.; Soh, M.S.; Van Meurs, M.; Tan, J.J.Am.Chem.Soc.2011, 133, 2198.
[30] Chen, H.; Guo, Y.; Yu, G.; Zhao, Y.; Zhang, J.; Gao, D.; Liu, H.; Liu, Y.Adv.Mater.2012, 24, 4618.
[31] Kang, I.; Yun, H.J.; Chung, D.S.; Kwon, S.K.; Kim, Y.H.J.Am.Chem.Soc.2013, 135, 14896.
[32] Stalder, R.; Mei, J.; Reynolds, J.R.Macromolecules 2010, 43, 8348.
[33] Lei, T.; Cao, Y.; Fan, Y.; Liu, C.J.; Yuan, S.C.; Pei, J.J.Am.Chem.Soc.2011, 133, 6099.
[34] Lei, T.; Cao, Y.; Zhou, X.; Peng, Y.; Bian, J.; Pei, J.Chem.Mater.2012, 24, 1762.
[35] Mei, J.; Kim, D.H.; Ayzner, A.L.; Toney, M.F.; Bao, Z.J.Am.Chem.Soc.2011, 133, 20130.
[36] Lei, T.; Dou, J.H.; Pei, J.Adv.Mater.2012, 24, 6457.
[37] Fan, J.; Jonathan D.Y.; Cui, W.; Seifter, J.; Mohebbi, A.; Wang, M.; Zhou, H.; Heeger, A.; Wudl, F.Adv.Mater.2012, 46, 6164.
[38] Zaumseil, J.; Sirringhaus, H.Chem.Rev.2007, 107, 1296.
[39] Cornil, J.; Brédas, J.L.; Zaumseil, J.; Sirringhaus, H.Adv.Mater.2007, 19, 1791.
[40] Meijer, E.J.; De, L.D.M.; Setayesh, S.; Veenendaal, E.V.; Huisman, B.H.; Blom, P.W.M.; Hummelen, J.C.; Scherf, U.; Klapwijk, T.M.Nat.Mater.2003, 2, 678.
[41] Johan, C.; Bijleveld, A.P.; Zoombelt, S.G.J.; Mathijssen, M.M.; Wienk, M.T.; Dago, M.; Janssen, A.J.J.Am.Chem.Soc.2009, 131, 16616.
[42] Lee, J.S.; Son, S.K.; Song, S.; Kim, H.; Lee, D.R.; Kim, K.; Ko, M.J.; Choi, D.H.; Kim, B.; Cho, J.H.Chem.Mater.2012, 24, 1316.
[43] Wu, P.T.; Kim, F.S.; Jenekhe, S.A.Chem.Mater.2011, 23, 4618.
[44] Yuen, J.D.; Fan, J.; Seifter, J.; Lim, B.; Hufschmid, R.; Heeger, A.J.; Wudl, F.J.Am.Chem.Soc.2011, 133, 20799.
[45] Lin, H.W.; Lee, W.Y.; Chen, W.C.J.Mater.Chem.2012, 22, 2120.
[46] Lee, J.; Han, A.; Kim, J.; Kim, Y.; Oh, J.H.; Yang, C.J.Am.Chem.Soc.2012, 134, 20713.
[47] Lee, J.; Han, A.; Kim, J.; Yu, H.; Shin, T.J.; Yang, C.; Oh, J.H.J.Am.Chem.Soc.2013, 135, 9540.
[48] Lei, T.; Dou, J.H.; Ma, Z.J.; Yao, C.H.; Liu, C.J.; Wang, J.Y.; Pei, J.J.Am.Chem.Soc.2012, 134, 20025.
[49] Lei, T.; Dou, J.H.; Ma, Z.J.; Yao, C.H.; Wang, J.Y.; Pei, J.Chem.Sci.2013, 4, 2447.
[50] Zhan, X.; Facchetti, A.; Barlow, S.; Marks, T.J.; Ratner, M.A.; Wasielewski, M.R.; Marder, S.R.Adv.Mater.2011, 23, 268.
[51] Zhan, X.; Tan, Z.; An, B.D.Z.; Zhang, X.; Barlow, S.; Li, Y.; Zhu, D.; Kippelen, B.; Marder, S.R.J.Am.Chem.Soc.2007, 129, 7246.
[52] Chen, Z.; Zheng, Y.; Yan, H.; Facchetti, A.J.Am.Chem.Soc.2009, 131, 8.
[53] Yan, H.; Chen, Z.; Zheng, Y.; Newman, C.; Quinn, J.R.; Dötz, F.Kastler, M.; Facchetti, A.Nature 2009, 457, 679.
[54] Kanimozhi, C.; Yaacobi-Gross, N.; Chou, K.W.; Amassian, A.; Thomas, D.; Patil, S.J.Am.Chem.Soc.2012, 134, 16532.
[55] Park, J.H.; Jung, E.H.; Jung, J.W.; Jo, W.H.Adv.Mater.2013, 25, 2583.
[56] Kraft, A.; Grimsdale, A.C.; Holmes, A.B.Angew.Chem.1998, 37, 402.
[57] Blom, P.W.M.; Jong, M.J.M.; Munster, M.G.Phys.Rev.1997, 55, 655.
[58] Meijer, E.J.; De, L.D.M.; Setayesh, S.; Veenendaal, E.V.; Huisman, B.H.; Blom, P.W.M.; Hummelen, J.C.; Scherf, U.; Klapwijk, T.M.Nat.Mater.2003, 2, 678.
[59] Van, B.A.J.J.M.; Herwig, P.T.; Chlon, C.H.T.; Sweelssen, J.; Schoo, H.F.M.; Benito, E.M.; de, L.D.M.; Tanase, C.; Wildeman, J.; Blom, P.W.M.Adv.Funct.Mater.2005, 15, 872.
[60] Lei, T.; Dou, J.H.; Cao, X.Y.; Wang, J.Y.; Pei, J.J.Am.Chem.Soc.2013, 135, 12168.
[61] Lei, T.; Dou, J.H.; Cao, X.Y.; Wang, J.Y.; Pei, J.Adv.Mater.2013, 23, 1.
[62] Lei, T.; Xia, X.; Wang, J.Y.; Liu, C.J.; Pei, J.J.Am.Chem.Soc.2014, 136, 2135.

Outlines

/