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Structure–Property Relationships Based on Phenyl-1H-Pyrrole End-Capped Thiophene Semiconductors
Ying
Liu A B,
Ji
Zhang A,
Yunqi
Liu A C,
Gui
Yu A and
Ziyi
Ge B
A
Beijing National Laboratory for Molecular Sciences, Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
B
Ningbo Institute of Material Technology and Engineering, Chinese Academy of Sciences, Ningbo 315201, China.
C
Corresponding author. Email: liuyq@iccas.ac.cn
Australian Journal of Chemistry
65(9)
1252-1256 http://dx.doi.org/10.1071/CH12112
Submitted: 22 February 2012 Accepted: 2 April 2012 Published:
29
June
2012
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Abstract
Thiophene oligomers end-capped with phenyl-1H-pyrrole were used as active layers of organic field-effect transistors. Two types of cores that vary in size and shape of α-linked thiophenes and fused-ring thiophenes were chosen to study the structure–property relationship. The crystal structures, optical, electrochemical and electronic properties were investigated, and the heterocyclic compounds exhibited clear p-type semiconducting behavior. 
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References
[1]
(a) A. R. Murphy, J. M. J. Fréchet, Chem. Rev. 2007, 107, 1066.
| CrossRef | CAS |  (b) J. E. Anthony, Chem. Rev. 2006, 106, 5028.
| CrossRef | (c) W. P. Wu, Y. Q. Liu, D. B. Zhu, Chem. Soc. Rev. 2010, 39, 1489.
| CrossRef | (d) Y. G. Wen, Y. Q. Liu, Adv. Mater. 2010, 22, 1331.
| CrossRef |
[2]
(a) C. Videlot-Ackermann, J. Ackermann, H. Brisset, K. Kawamura, N. Yoshimoto, P. Raynal, A. El Kassmi, F. Fages, J. Am. Chem. Soc. 2005, 127, 16346.
| CrossRef | CAS | (b) K. H. Kim, Z. Chi, M. J. Cho, J.-I. Jin, M. Y. Cho, S. J. Kim, J.-s. Joo, D. H. Choi, Chem. Mater. 2007, 19, 4925.
| CrossRef |
[3]
(a) H. Meng, J. Zheng, A. J. Lovinger, B. C. Wang, P. G. Van Patten, Z. N. Bao, Chem. Mater. 2003, 15, 1778.
| CrossRef | CAS | (b) M. He, F. Zhang, J. Org. Chem. 2007, 72, 442.
| CrossRef | (c) X.-C. Li, H. Sirringhaus, F. Garnier, A. B. Holmes, S. C. Moratti, N. Feeder, W. Clegg, S. J. Teat, R. H. Friend, J. Am. Chem. Soc. 1998, 120, 2206.
| CrossRef |
[4]
C. Y. Du, Y. L. Guo, Y. Q. Liu, W. F. Qiu, H. J. Zhang, X. K. Gao, Y. Liu, T. Qi, K. Lu, G. Yu, Chem. Mater. 2008, 20, 4188.
| CrossRef | CAS |
[5]
H. K. Tian, J. W. Shi, B. He, N. H. Hu, S. Q. Dong, D. H. Yan, J. P. Zhang, Y. H. Geng, F. S. Wang, Adv. Funct. Mater. 2007, 17, 1940.
| CrossRef | CAS |
[6]
(a) Y. M. Sun, Y. W. Ma, Y. Q. Liu, Y. Y. Lin, Z. Y. Wang, Y. Wang, C. A. Di, K. Xiao, X. M. Chen, W. F. Qiu, B. Zhang, G. Yu, W. P. Hu, D. B. Zhu, Adv. Funct. Mater. 2006, 16, 426.
| CrossRef | CAS | (b) Y.-Y. Noh, R. Azumi, M. Goto, B.-J. Jung, E. Lim, H.-K. Shim, Y. Yoshida, K. Yase, D.-Y. Kim, Chem. Mater. 2005, 17, 3861.
| CrossRef |
[7]
Y. Liu, Y. Wang, W. P. Wu, Y. Q. Liu, H. X. Xi, L. M. Wang, W. F. Qiu, K. Lu, C. Y. Du, G. Yu, Adv. Funct. Mater. 2009, 19, 772.
| CrossRef | CAS |
[8]
(a) P. Liu, Y. Wu, H. Pan, Y. Li, S. Gardner, B. S. Ong, S. Zhu, Chem. Mater. 2009, 21, 2727.
| CrossRef | CAS | (b) Q. Yuan, S. C. B. Mannsfeld, M. L. Tang, M. Roberts, M. F. Toney, D. M. DeLongchamp, Z. Bao, Chem. Mater. 2008, 20, 2763.
| CrossRef | (c) M. L. Tang, M. E. Roberts, J. J. Locklin, M. M. Ling, H. Meng, Z. Bao, Chem. Mater. 2006, 18, 6250.
| CrossRef |
[9]
(a) F. Valiyev, W. S. Hu, H. Y. Chen, M. Y. Kuo, I. Chao, Y. T. Tao, Chem. Mater. 2007, 19, 3018.
| CrossRef | CAS | (b) J. Gao, R. Li, L. Li, Q. Meng, H. Jiang, H. Li, W. Hu, Adv. Mater. 2007, 19, 3008.
| CrossRef | (c) B. Wex, B. R. Kaafarani, R. Schroeder, L. A. Majewski, P. Burckel, M. Grell, D. C. Neckers, J. Mater. Chem. 2006, 16, 1121.
| CrossRef |
[10]
(a) Y. Ma, Y. Sun, Y. Liu, J. Gao, S. Chen, X. Sun, W. Qiu, G. Yu, G. Cui, W. Hu, D. Zhu, J. Mater. Chem. 2005, 15, 4894.
| CrossRef | CAS | (b) S. Wakim, J. Bouchard, M. Simard, N. Drolet, Y. Tao, M. Leclerc, Chem. Mater. 2004, 16, 4386.
| CrossRef |
[11]
Y. Wu, Y. Li, S. Gardner, B. S. Ong, J. Am. Chem. Soc. 2005, 127, 614.
| CrossRef | CAS |
[12]
J. W. W. Chang, X. Xu, P. W. H. Chan, Tetra. Lett. 2007, 48, 245.
| CrossRef | CAS |
[13]
S. Tavazzi, L. Miozzo, L. Silvestri, S. Mora, P. Spearman, M. Moret, S. Rizzato, D. Braga, A. Karim, D. Diaw, D. Gningue-Sall, J.-J. Aaron, A. Yassar, Cryst. Growth Des. 2010, 10, 2342.
| CrossRef | CAS |
[14]
(a) S. T. Bromley, M. Mas-Torrent, P. Hadley, C. Rovira, J. Am. Chem. Soc. 2004, 126, 6544.
| CrossRef | CAS | (b) J. Cornil, J. Ph. Calbert, J. L. Bredas, J. Am. Chem. Soc. 2001, 123, 1250.
| CrossRef |
[15]
(a) J. L. Brédas, R. Silbey, D. S. Boudreaux, R. R. Chance, J. Am. Chem. Soc. 1983, 105, 6555.
| CrossRef | (b) H. Tian, J. Shi, D. Yan, L. Wang, Y. Geng, F. Wang, Adv. Mater. 2006, 18, 2149.
| CrossRef |
|
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