Research Progress in Donor-Acceptor Copolymers Field-Effect Transistors

doi:10.6023/cjoc201403052

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (9): 1905-1915.DOI: 10.6023/cjoc201403052 Previous Articles Next Articles

有机场效应晶体管中给体-受体共聚物材料研究进展

a 石油天然气精细化工教育部&自治区重点实验室, 乌鲁木齐绿色催化与合成技术重点实验室, 新疆大学化学化工学院, 乌鲁木齐 830046;
b 北京大学化学与分子工程学院, 北京 100871;
c 北京分子科学国家实验室, 北京 100871

收稿日期:2014-03-25 修回日期:2014-04-15 发布日期:2014-05-06
通讯作者: 裴坚, 刘晨江 E-mail:pxylcj@126.com
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

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:2014-03-25 Revised:2014-04-15 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.

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.

Key words: organic field-effect transistor, conjugated polymers materials, donor-acceptor copolymers

Cite this article

Xia Xin, Lei Ting, Pei Jian, Liu Chenjiang. Research Progress in Donor-Acceptor Copolymers Field-Effect Transistors[J]. Chin. J. Org. Chem., 2014, 34(9): 1905-1915.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

share this article

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.

有机场效应晶体管中给体-受体共聚物材料研究进展

Research Progress in Donor-Acceptor Copolymers Field-Effect Transistors

PDF

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 6

Recommended Articles

Metrics

Comments

[1]	Min Li, Aifeng Lv. Recent Progress in Ambipolar Organic Field-Effect Transistors Based on Organic Semiconductor Bilayer [J]. Chinese Journal of Organic Chemistry, 2022, 42(1): 54-66.
[2]	Min Zhou, Jing Li, Jie Cheng, Congwu Ge, Tanyu Cheng, Xike Gao. Synthesis and Field-Effect Characteristics of the Chiral Naphthalene Diimide Derivatives [J]. Chinese Journal of Organic Chemistry, 2021, 41(11): 4400-4408.
[3]	Liang Long, Liu Li-Na, Chen Xue-Qiang, Xiang Xuan, Ling Jun, Lu Zheng-Quan, Li Jing-Jing, Li Wei-Shi. Benzodithiophene/Benzothiadiazole-Based ADA-Type Optoelectronic Molecules: Influence of Fluorine Substitution [J]. Chin. J. Org. Chem., 2019, 39(1): 157-169.
[4]	Xin Hanshen, Ge Congwu, Fu Lina, Yang Xiaodi, Gao Xike. Naphthalene Diimides Endcapped with Ethynylazulene: Molecular Design, Synthesis and Properties [J]. Chin. J. Org. Chem., 2017, 37(3): 711-719.
[5]	Chen Huajie. Recent Advances in High-Mobility Polymeric Semiconductor Materials [J]. Chin. J. Org. Chem., 2016, 36(3): 460-479.
[6]	Li Baolin. Furan Derivatives: An Emerging Class of Organic Semiconductors [J]. Chin. J. Org. Chem., 2015, 35(12): 2487-2506.