Citation: He Ping, Zhang Hantang, Xu Chunhui, Zhen Yonggang, Dong Huanli, Hu Wenping. Hexyl substitution of pentathienoacene toward a significant improvement in charge transport[J]. Chinese Chemical Letters, ;2019, 30(4): 903-905. doi: 10.1016/j.cclet.2019.02.012 shu

Hexyl substitution of pentathienoacene toward a significant improvement in charge transport

He Ping ^a,b,**, ,
Zhang Hantang ^c ,
Xu Chunhui ^b ,
Zhen Yonggang ^b,*, ,
Dong Huanli ^b ,
Hu Wenping ^d,*,

a.
Chemical Synthesis and Pollution Control Key Laboratory of Sichuan Province, China West Normal University, Nanchong 637000, China
b.
Beijing National Laboratory for Molecular Science, Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
c.
College of Chemistry and Material Science, Shandong Agriculture University, Tai'an 271018, China
d.
Tianjin Key Laboratory of Molecular Optoelectronic Sciences, Department of Chemistry, School of Science, Tianjin University and Collaborative Innovation Center of Chemical Science and Engineering(Tianjin), Tianjin 300072, China

^**

hp10004@163.com

zhenyg@iccas.ac.cn

huwp@tju.edu.cn

Received Date: 4 January 2019
Revised Date: 28 January 2019
Accepted Date: 11 February 2019
Available Online: 20 April 2019

Figures(4)

A novel semiconductor, dihexyl-substituted pentathienoacene (C6-PTA) is designed and synthesized in five steps with the total yield up to 25.2%. The introduction of hexyl chains endow the thin film semiconductor with about threefold increase in carrier mobility and one to three orders of magnitude improvement in current on/off ratio. Furthermore, single crystal FETs based on C6-PTA exhibited mobility up to 0.64 cm² V^-1 s^-1, which is over 50 times higher than the thin film counterpart. The results indicate clearly that C6-PTA is a promising organic semiconductor with high stability.
- Organic field-effect transistors,
- Organic semiconductors,
- Thienoacene,
- Charge transport,
- Stability
1. [1]
  H. Li, W. Shi, J. Song, et al., Chem. Rev. 119(2019) 3-35. doi: 10.1021/acs.chemrev.8b00016
2. [2]
  X. Wu, S. Mao, J. Chen, et al., Adv. Mater. 30(2018) 1705642. doi: 10.1002/adma.v30.17
3. [3]
  H. Sirringhaus, Adv Mater. 26(2014) 1319-1335. doi: 10.1002/adma.201304346
4. [4]
  H.B. Li, G.B. Xue, J.K. Wu, et al., Chin. Chem. Lett. 28(2017) 2121-2124. doi: 10.1016/j.cclet.2017.08.011
5. [5]
  J. Xu, S. Wang, G.J.N. Wang, et al., Science 549(2017) 59-64.
6. [6]
  L.N. Fu, B. Leng, Y.S. Li, et al., Chin. Chem. Lett. 29(2018) 175-178. doi: 10.1016/j.cclet.2017.05.014
7. [7]
  Y.Q. Liu, M. Santella, Z.Q. Fan, et al., Chin. Chem. Lett. 29(2018) 271-275. doi: 10.1016/j.cclet.2017.08.034
8. [8]
  C.L. Wang, H.L. Dong, W.P. Hu, Y.Q. Liu, D.B. Zhu, Chem. Rev. 112(2012) 2208-2267. doi: 10.1021/cr100380z
9. [9]
  Y.G. Zhen, H.L. Dong, L. Jiang, et al., Chin. Chem. Lett. 27(2016) 1330-1338. doi: 10.1016/j.cclet.2016.06.023
10. [10]
  G. Bolla, H. Dong, Y. Zhen, et al., Sci. China Mater. 59(2016) 523-530. doi: 10.1007/s40843-016-5049-y
11. [11]
  Y.Y. Lin, D.J. Gundlach, S.F. Nelson, T.N. Jackson, IEEE Electron. Device Lett. 18(1997) 606-608. doi: 10.1109/55.644085
12. [12]
  H. Okamoto, N. Kawasaki, Y. Kaji, et al., J. Am. Chem. Soc. 130(2008) 10470-10471. doi: 10.1021/ja803291a
13. [13]
  C.D. Sheraw, T.N. Jackson, D.L. Eaton, J.E. Anthony, Adv. Mater.15(2003) 2009-2011. doi: 10.1002/adma.200305393
14. [14]
  M. Watanabe, W.T. Su, K.Y. Chen, et al., Chem. Commun. 49(2013) 2240-2242. doi: 10.1039/c3cc00278k
15. [15]
  M. Watanabe, Y.J. Chang, S.W. Liu, et al., Nat Chem. 4(2012) 574-578. doi: 10.1038/nchem.1381
16. [16]
  X.N. Zhang, A.P. Côté, A.J. Matzger, J. Am. Chem. Soc.127(2005) 10502-10503. doi: 10.1021/ja053326m
17. [17]
  J.H. Gao, R.J. Li, L.Q. Li, et al., Adv. Mater. 19(2007) 3008-3011. doi: 10.1002/adma.200701167
18. [18]
  H.Ebata, T.Izawa, E.Miyazaki, et al., J.Am. Chem.Soc.129(2007)15732-15733. doi: 10.1021/ja074841i
19. [19]
  M.L. Tang, T. Okamoto, Z. Bao, J. Am. Chem. Soc. 128(2006) 16002-16003. doi: 10.1021/ja066824j
20. [20]
  M.L. Tang, S.C.B. Mannsfeld, Y.S. Sun, et al., J. Am. Chem. Soc. 131(2009) 882-883. doi: 10.1021/ja808142c
21. [21]
  K. Xiao, Y. Liu, T. Qi, et al., J. Am. Chem. Soc. 127(2005) 13281-13286. doi: 10.1021/ja052816b
22. [22]
  H. Ebata, T. Izawa, E. Miyazaki, et al., J. Am. Chem. Soc. 129(2007) 15732-15733. doi: 10.1021/ja074841i
23. [23]
  H. Minemawari, T. Yamada, H. Matsui, et al., Nature 475(2011) 364-367. doi: 10.1038/nature10313
24. [24]
  Y. Miyata, E. Yoshikawa, T. Minari, et al., J. Mater. Chem. 22(2012) 7715-7717. doi: 10.1039/c2jm30840a
25. [25]
  Y. Diao, B.C. Tee, G. Giri, et al., Nat. Mater. 12(2013) 665-671. doi: 10.1038/nmat3650
26. [26]
  P. He, Z.Y. Tu, G.Y. Zhao, et al., Adv. Mater. 27(2015) 825-830. doi: 10.1002/adma.v27.5
27. [27]
  M.S. Niu, F. Zheng, X.Y. Yang, et al., Org. Electron. 49(2017) 340-346. doi: 10.1016/j.orgel.2017.07.007
28. [28]
  C.K. Lv, F. Zheng, X.Y. Yang, et al., J. Phys. Chem. C 122(2018) 2572-2581. doi: 10.1021/acs.jpcc.7b11726
1. [1]
  Min Chen , Boyu Peng , Xuyun Guo , Ye Zhu , Hanying Li . Polyethylene interfacial dielectric layer for organic semiconductor single crystal based field-effect transistors. Chinese Chemical Letters, 2024, 35(4): 109051-. doi: 10.1016/j.cclet.2023.109051
2. [2]
  Ting Wang , Xin Yu , Yaqiang Xie . Unlocking stability: Preserving activity of biomimetic catalysts with covalent organic framework cladding. Chinese Chemical Letters, 2024, 35(6): 109320-. doi: 10.1016/j.cclet.2023.109320
3. [3]
  Rongjun Zhao , Tai Wu , Yong Hua , Yude Wang . Improving performance of perovskite solar cells enabled by defects passivation and carrier transport dynamics regulation via organic additive. Chinese Chemical Letters, 2025, 36(2): 109587-. doi: 10.1016/j.cclet.2024.109587
4. [4]
  Chen Lu , Zefeng Yu , Jing Cao . Advancement in porphyrin/phthalocyanine compounds-based perovskite solar cells. Chinese Journal of Structural Chemistry, 2024, 43(3): 100240-100240. doi: 10.1016/j.cjsc.2024.100240
5. [5]
  Xingang Kong , Yabei Su , Cuijuan Xing , Weijie Cheng , Jianfeng Huang , Lifeng Zhang , Haibo Ouyang , Qi Feng . Facile synthesis of porous TiO₂/SnO₂ nanocomposite as lithium ion battery anode with enhanced cycling stability via nanoconfinement effect. Chinese Chemical Letters, 2024, 35(11): 109428-. doi: 10.1016/j.cclet.2023.109428
6. [6]
  Wenxiang Ma , Xinyu He , Tianyi Chen , De-Li Ma , Hongzheng Chen , Chang-Zhi Li . Near-infrared non-fused electron acceptors for efficient organic photovoltaics. Chinese Chemical Letters, 2024, 35(4): 109099-. doi: 10.1016/j.cclet.2023.109099
7. [7]
  Rui Liu , Yue Yu , Lu Deng , Maoxia Xu , Haorong Ren , Wenjie Luo , Xudong Cai , Zhenyu Li , Jingyu Chen , Hua Yu . The synergistic effect of A-site cation engineering and phase regulation enables efficient and stable Ruddlesden-Popper perovskite solar cells. Chinese Chemical Letters, 2024, 35(12): 109545-. doi: 10.1016/j.cclet.2024.109545
8. [8]
  Jingyuan Yang , Xinyu Tian , Liuzhong Yuan , Yu Liu , Yue Wang , Chuandong Dou . Enhancing stability of diradical polycyclic hydrocarbons via P=O-attaching. Chinese Chemical Letters, 2024, 35(8): 109745-. doi: 10.1016/j.cclet.2024.109745
9. [9]
  Qiyan Wu , Ruixin Zhou , Zhangyi Yao , Tanyuan Wang , Qing Li . Effective approaches for enhancing the stability of ruthenium-based electrocatalysts towards acidic oxygen evolution reaction. Chinese Chemical Letters, 2024, 35(10): 109416-. doi: 10.1016/j.cclet.2023.109416
10. [10]
  Xinpin Pan , Yongjian Cui , Zhe Wang , Bowen Li , Hailong Wang , Jian Hao , Feng Li , Jing Li . Robust chemo-mechanical stability of additives-free SiO₂ anode realized by honeycomb nanolattice for high performance Li-ion batteries. Chinese Chemical Letters, 2024, 35(10): 109567-. doi: 10.1016/j.cclet.2024.109567
11. [11]
  Xian Yan , Huawei Xie , Gao Wu , Fang-Xing Xiao . Boosted solar water oxidation steered by atomically precise alloy nanocluster. Chinese Chemical Letters, 2025, 36(1): 110279-. doi: 10.1016/j.cclet.2024.110279
12. [12]
  Hongmei Yu , Baoxi Zhang , Meiju Liu , Cheng Xing , Guorong He , Li Zhang , Ningbo Gong , Yang Lu , Guanhua Du . Theoretical and experimental cocrystal screening of temozolomide with a series of phenolic acids, promising cocrystal coformers. Chinese Chemical Letters, 2024, 35(5): 109032-. doi: 10.1016/j.cclet.2023.109032
13. [13]
  Liang Ming , Dan Liu , Qiyue Luo , Chaochao Wei , Chen Liu , Ziling Jiang , Zhongkai Wu , Lin Li , Long Zhang , Shijie Cheng , Chuang Yu . Si-doped Li₆PS₅I with enhanced conductivity enables superior performance for all-solid-state lithium batteries. Chinese Chemical Letters, 2024, 35(10): 109387-. doi: 10.1016/j.cclet.2023.109387
14. [14]
  Chenghao Ge , Peng Wang , Pei Yuan , Tai Wu , Rongjun Zhao , Rong Huang , Lin Xie , Yong Hua . Tuning hot carrier transfer dynamics by perovskite surface modification. Chinese Chemical Letters, 2024, 35(10): 109352-. doi: 10.1016/j.cclet.2023.109352
15. [15]
  Yan-Kai Zhang , Yong-Zheng Zhang , Chun-Xiao Jia , Fang Wang , Xiuling Zhang , Yuhang Wu , Zhongmin Liu , Hui Hu , Da-Shuai Zhang , Longlong Geng , Jing Xu , Hongliang Huang . A stable Zn-MOF with anthracene-based linker for Cr(VI) photocatalytic reduction under sunlight irradiation. Chinese Chemical Letters, 2024, 35(12): 109756-. doi: 10.1016/j.cclet.2024.109756
16. [16]
  Jinqiang Gao , Haifeng Yuan , Xinjuan Du , Feng Dong , Yu Zhou , Shengnan Na , Yanpeng Chen , Mingyu Hu , Mei Hong , Shihe Yang . Methanol steam mediated corrosion engineering towards high-entropy NiFe layered double hydroxide for ultra-stable oxygen evolution. Chinese Chemical Letters, 2025, 36(1): 110232-. doi: 10.1016/j.cclet.2024.110232
17. [17]
  Guilong Li , Wenbo Ma , Jialing Zhou , Caiqin Wu , Chenling Yao , Huan Zeng , Jian Wang . A composite hydrogel with porous and homogeneous structure for efficient osmotic energy conversion. Chinese Chemical Letters, 2025, 36(2): 110449-. doi: 10.1016/j.cclet.2024.110449
18. [18]
  Zhengzhong Zhu , Shaojun Hu , Zhi Liu , Lipeng Zhou , Chongbin Tian , Qingfu Sun . A cationic radical lanthanide organic tetrahedron with remarkable coordination enhanced radical stability. Chinese Chemical Letters, 2025, 36(2): 109641-. doi: 10.1016/j.cclet.2024.109641
19. [19]
  Yuqing Ding , Zhiying Yi , Zhihui Wang , Hongyu Chen , Yan Zhao . Liquid nitrogen post-treatment for improved aggregation and electrical properties in organic semiconductors. Chinese Chemical Letters, 2024, 35(12): 109918-. doi: 10.1016/j.cclet.2024.109918
20. [20]
  Yuting Wu , Haifeng Lv , Xiaojun Wu . Design of two-dimensional porous covalent organic framework semiconductors for visible-light-driven overall water splitting: A theoretical perspective. Chinese Journal of Structural Chemistry, 2024, 43(11): 100375-100375. doi: 10.1016/j.cjsc.2024.100375

Get Citation

PDF

XML

Metrics

PDF Downloads(4)
Abstract views(965)
HTML views(15)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142