有机场效应晶体管中给体-受体共聚物材料研究进展
收稿日期: 2014-03-25
修回日期: 2014-04-15
网络出版日期: 2014-05-06
基金资助
国家自然科学基金(Nos. 21262035, 21162025)、北京分子科学国家实验室开放课题资助项目.
Research Progress in Donor-Acceptor Copolymers Field-Effect Transistors
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.
夏昕 , 雷霆 , 裴坚 , 刘晨江 . 有机场效应晶体管中给体-受体共聚物材料研究进展[J]. 有机化学, 2014 , 34(9) : 1905 -1915 . DOI: 10.6023/cjoc201403052
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.
[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.
/
| 〈 |
|
〉 |
