基于异靛青的聚合物场效应晶体管材料研究进展

doi:10.6023/cjoc201606015

有机化学 ›› 2016, Vol. 36 ›› Issue (10): 2272-2283.DOI: 10.6023/cjoc201606015 上一篇下一篇

综述与进展

基于异靛青的聚合物场效应晶体管材料研究进展

卢阳, 丁一凡, 王婕妤, 裴坚

北京大学化学与分子工程学院北京分子科学国家实验室生物有机与分子工程教育部重点实验室高分子化学与物理教育部重点实验室软物质科学与工程中心北京 100871

收稿日期:2016-06-08 修回日期:2016-07-04 发布日期:2016-07-08
通讯作者: 王婕妤,E-mail:jieyuwang@pku.edu.cn;裴坚,E-mail:jianpei@pku.edu.cn E-mail:jieyuwang@pku.edu.cn;jianpei@pku.edu.cn
基金资助:
国家国家自然科学基金（No.21302009）资助项目.

Research Progress in Isoindigo-Based Polymer Field-Effect Transistor Materials

Lu Yang, Ding Yifan, Wang Jieyu, Pei Jian

Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, Key Laboratory of Polymer Chemistry & Physics of the Ministry of Education, Center of Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871

Received:2016-06-08 Revised:2016-07-04 Published:2016-07-08
Contact: 10.6023/cjoc201606015 E-mail:jieyuwang@pku.edu.cn;jianpei@pku.edu.cn
Supported by:
Project supported by the Major State Basic Research Development Program from the Ministry of Science and Technology (973 Program, No.2013CB933501), and the National Natural Science Foundation of China (No.21302009).

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摘要/Abstract

20世纪80年代以来，有机电子学领域的研究取得了很大进展.有机半导体材料凭借其成本低、质量轻、柔性好、易修饰、可大面积溶液加工等特点吸引了学术界以及工业界的极大关注.其中，第三代有机共轭聚合物，给-受体（Donor-Acceptor，简称D-A）共轭聚合物材料的发展尤为迅速.最近，以异靛青（Isoindigo，ⅡD）类结构作为受体片段的D-A共轭聚合物被发现具有优异的性能，特别是在聚合物场效应晶体管器件中获得了最高3.62 cm²·V^-1·s^-1的空穴迁移率，其衍生物获得14.4 cm²·V^-1·s^-1的空穴迁移率，具有良好的应用前景.综述了近年来国内外关于异靛青结构在聚合物场效应晶体管材料中的应用，对其分子结构设计、器件制备以及构效关系做了详细介绍，希望为今后异靛青类化合物的应用拓展提供指导思路.

关键词: 异靛青, 给-受体共轭聚合物, 聚合物场效应晶体管

Since the 1980 s, organic electronics had made great progress. Organic semiconductors have attracted much attention of scientists from both academy and industry due to their promising applications in low-cost, lightweight, flexible and solution-processable electronics. The development of the third-generation donor-acceptor (D-A) polymers greatly improved the device performance of organic semiconductors. Recently, isoindigo-based polymers develop rapidly, especially as organic field-effect transistors (OFETs) materials, and high hole mobilities up to 3.62 cm²·V^-1·s^-1 for IID and 14.4 cm²·V^-1·s^-1 for its derivatives, were successfully achieved. In this review, the recent advance in isoindigo-based polymer field-effect transistor materials is summarized, which focus on the molecular design and synthesis, device fabrication and structure-property rela-tionship study of isoindigo-based polymers, aiming to providing valuable information for the materials exploitation in the future.

Key words: isoindigo, donor-acceptor conjugated polymers, polymer field-effect transistors

引用此文

卢阳, 丁一凡, 王婕妤, 裴坚. 基于异靛青的聚合物场效应晶体管材料研究进展[J]. 有机化学, 2016, 36(10): 2272-2283.

Lu Yang, Ding Yifan, Wang Jieyu, Pei Jian. Research Progress in Isoindigo-Based Polymer Field-Effect Transistor Materials[J]. Chin. J. Org. Chem., 2016, 36(10): 2272-2283.

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参考文献

[1] Heeger, A. J.; Sariciftci, N. S.; Namdas, E. B. Semiconducting and Metallic Polymers, Oxford University Press, 2010.
[2] Chiang, C. K.; Fincher Jr, C.; Park, Y. W.; Heeger, A. J.; Shirakawa, H.; Louis, E. J.; Gau, S. C.; MacDiarmid, A. G. Phys. Rev. Lett. 1977, 39, 1098.
[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.; VanSlyke, S. A. Appl. Phys. Lett. 1987, 51, 913.
[6] Heeger, A. J. Chem. Soc. Rev. 2010, 39, 2354.
[7] Yuen, J. D.; Wudl, F. Energy Environ. Sci. 2013, 6, 392.
[8] Nielsen, C. B.; Turbiez, M.; McCulloch, I. Adv. Mater. 2013, 25, 1859.
[9] Zhan, X.; Facchetti, A.; Barlow, S.; Marks, T. J.; Ratner, M. A.; Wasielewski, M. R.; Marder, S. R. Adv. Mater. 2011, 23, 268.
[10] Irimia-Vladu, M.; G?owacki, E. D.; Troshin, P. A.; Schwabegger, G.; Leonat, L.; Susarova, D. K.; Krystal, O.; Ullah, M.; Kanbur, Y.; Bodea, M. A. Adv. Mater. 2012, 24, 375.
[11] Papageorgiou, C.; Borer, X. Helv. Chim. Acta 1988, 71, 1079.
[12] Mei, J.; Graham, K. R.; Stalder, R.; Reynolds, J. R. Org. Lett. 2010, 12, 660.
[13] Estrada, L. A.; Stalder, R.; Abboud, K. A.; Risko, C.; Brédas, J.-L.; Reynolds, J. R. Macromolecules 2013, 46, 8832.
[14] Lei, T.; Cao, Y.; Fan, Y.; Liu, C.-J.; Yuan, S.-C.; Pei, J. J. Am. Chem. Soc. 2011, 133, 6099.
[15] Gholamzadeh, P.; Mohammadi Ziarani, G.; Badiei, A.; Abolhassani Soorki, A.; Lashgari, N. Res. Chem. Intermed. 2012, 39, 3925.
[16] Bergman, J.; Romero, I. J. Heterocycl. Chem. 2010, 47, 1215.
[17] Zhao, N.; Qiu, L.; Wang, X.; An, Z.; Wan, X. Tetrahedron Lett. 2014, 55, 1040.
[18] Bogdanov, A.; Mironov, V.; Musin, L.; Musin, R. Synthesis 2010, 3268.
[19] El-Kateb, A.; Hennawy, I.; Shabana, R.; Osman, F. Phosphorus, Sulfur Relat. Elem. 1984, 20, 329.
[20] Lathourakis, G. E.; Litinas, K. E. J. Chem. Soc., Perkin Trans. 11996, 491.
[21] Minami, T.; Matsumoto, M.; Agawa, T. J. Chem. Soc., Chem. Commun. 1976, 1053b.
[22] Wang, E.; Mammo, W.; Andersson, M. R. Adv. Mater. 2014, 26, 1801.
[23] Mei, J.; Kim, D. H.; Ayzner, A. L.; Toney, M. F.; Bao, Z. J. Am. Chem. Soc. 2011, 133, 20130.
[24] Mei, J.; Wu, H. C.; Diao, Y.; Appleton, A.; Wang, H.; Zhou, Y.; Lee, W. Y.; Kurosawa, T.; Chen, W. C.; Bao, Z. Adv. Funct. Mater. 2015, 25, 3455.
[25] Lei, T.; Dou, J. H.; Pei, J. Adv. Mater. 2012, 24, 6457.
[26] 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.
[27] Lei, T.; Dou, J.-H.; Ma, Z.-J.; Liu, C.-J.; Wang, J.-Y.; Pei, J. Chem. Sci. 2013, 4, 2447.
[28] Ashraf, R. S.; Kronemeijer, A. J.; James, D. I.; Sirringhaus, H.; McCulloch, I. Chem. Commun. 2012, 48, 3939.
[29] Dutta, G. K.; Han, A. R.; Lee, J.; Kim, Y.; Oh, J. H.; Yang, C. Adv. Funct. Mater. 2013, 23, 5317.
[30] Chen, M. S.; Niskala, J. R.; Unruh, D. A.; Chu, C. K.; Lee, O. P.; Fréchet, J. M. J. Chem. Mater. 2013, 25, 4088.
[31] Xu, S.; Ai, N.; Zheng, J.; Zhao, N.; Lan, Z.; Wen, L.; Wang, X.; Pei, J.; Wan, X. RSC Adv. 2015, 5, 8340.
[32] Hasegawa, T.; Ashizawa, M.; Matsumoto, H. RSC Adv. 2015, 5, 61035.
[33] Meager, I.; Nikolka, M.; Schroeder, B. C.; Nielsen, C. B.; Planells, M.; Bronstein, H.; Rumer, J. W.; James, D. I.; Ashraf, R. S.; Sadhanala, A.; Hayoz, P.; Flores, J.-C.; Sirringhaus, H.; McCulloch, I. Adv. Funct. Mater. 2014, 24, 7109.
[34] Huang, J.; Mao, Z.; Chen, Z.; Gao, D.; Wei, C.; Zhang, W.; Yu, G. Chem. Mater. 2016, 28, 2209.
[35] Zhao, N.; Ai, N.; Cai, M.; Wang, X.; Pei, J.; Wan, X. Polym. Chem. 2016, 7, 235.
[36] Lei, T.; Dou, J. H.; Cao, X. Y.; Wang, J. Y.; Pei, J. J. Am. Chem. Soc. 2013, 135, 12168.
[37] Lei, T.; Dou, J. H.; Cao, X. Y.; Wang, J. Y.; Pei, J. Adv. Mater. 2013, 25, 6589.
[38] Lei, T.; Xia, X.; Wang, J. Y.; Liu, C. J.; Pei, J. J. Am. Chem. Soc. 2014, 136, 2135.
[39] Cao, Y.; Yuan, J.-S.; Zhou, X.; Wang, X.-Y.; Zhuang, F.-D.; Wang, J.-Y.; Pei, J. Chem. Commun. 2015, 51, 10514.
[40] He, Y.; Quinn, J.; Deng, Y.; Li, Y. Org. Electron. 2016, 35, 41.
[41] Jiang, Y.; Gao, Y.; Tian, H.; Ding, J.; Yan, D.; Geng, Y.; Wang, F. Macromolecules 2016, 49, 2135.
[42] Lei, T.; Cao, Y.; Zhou, X.; Peng, Y.; Bian, J.; Pei, J. Chem. Mater. 2012, 24, 1762.
[43] Park, K. H.; Cheon, K. H.; Lee, Y. J.; Chung, D. S.; Kwon, S. K.; Kim, Y. H. Chem. Commun. 2015, 51, 8120.
[44] Kim, G.; Kang, S. J.; Dutta, G. K.; Han, Y. K.; Shin, T. J.; Noh, Y. Y.; Yang, C. J. Am. Chem. Soc. 2014, 136, 9477.
[45] Kim, G.; Han, A. R.; Lee, H. R.; Lee, J.; Oh, J. H.; Yang, C. Chem. Commun. 2014, 50, 2180.
[46] Grenier, F.; Berrouard, P.; Pouliot, J.-R.; Tseng, H.-R.; Heeger, A. J.; Leclerc, M. Polym. Chem. 2013, 4, 1836.
[47] Kim, G.; Han, A. R.; Lee, H. R.; Oh, J. H.; Yang, C. Phys. Chem. Chem. Phys. 2015, 17, 26512.
[48] Lei, T.; Wang, J. Y.; Pei, J. Acc. Chem. Res. 2014, 47, 1117.
[49] Xia, X.; Lei, T.; Pei, J.; Liu, C. Chin. J. Org. Chem. 2014, 34, 1905.

基于异靛青的聚合物场效应晶体管材料研究进展

Research Progress in Isoindigo-Based Polymer Field-Effect Transistor Materials

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