Synthesis, Crystal Structures, Optical Properties, and Photocurrent Response of Heteroacene Derivatives | |
Ren, TJ ; Xiao, JC ; Wang, WY ; Wang, SJ ; Zhang, XM ; Zhao JW(赵建文) ; Jiang, L ; Xu WY(徐文亚) | |
刊名 | CHEMISTRY-AN ASIAN JOURNAL
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2014-07 | |
卷号 | 9期号:7页码:1943-1949 |
关键词 | acene conformation analysis optical properties X-ray diffraction semiconductors |
通讯作者 | Xiao, JC |
英文摘要 | Six 5,9,14,18-tetrathiaheptacene derivatives (1a-1f) were synthesized by using a simple ether-ether exchange reaction and fully characterized. In contrast to the planar conformation usually observed in thiophenefused benzene systems, single-crystal analysis indicates that 7,16-dipropyl-5,9,14,18-tetrathiaheptacene (1a), 7,16-diphenyl-5,9,14,18-tetrathiaheptacene (1b), and 7,16-di(4'-chlorophenyl)-5,9,14,18-tetrathiaheptacene (1c) adopt chair conformations. The as-formed dihedral angle between anthracene and the terminal benzene units are 137.258, 137.855, and 134.912 degrees for 1a, 1b, and 1c, respectively, which is close to the theoretical optimization results (1288 for 1b). Interestingly, the oxidized product of 7,16-di(trifluoromethylphenyl)-5,9,14,18-tetrathiaheptacene (1e) has a saddle shape, which results in the formation of column-shaped units in the single crystal. The substituents on the side phenyl group have less effect on their UV/Vis absorption spectra, but a distinct redshift that accounts for the intramolecular charge transfer can be observed in the emission spectra. The electrochemical measurements show that all compounds present two oxidation waves. The photoswitching behavior based on 1a-1f was further measured and the experimental results suggest that these heteroacene derivatives are promising semiconductor materials for organic electronics. |
收录类别 | SCI |
语种 | 英语 |
WOS记录号 | WOS:000338017800027 |
公开日期 | 2014-12-04 |
内容类型 | 期刊论文 |
源URL | [http://ir.sinano.ac.cn/handle/332007/1649] ![]() |
专题 | 苏州纳米技术与纳米仿生研究所_印刷电子学部_崔铮团队 |
推荐引用方式 GB/T 7714 | Ren, TJ,Xiao, JC,Wang, WY,et al. Synthesis, Crystal Structures, Optical Properties, and Photocurrent Response of Heteroacene Derivatives[J]. CHEMISTRY-AN ASIAN JOURNAL,2014,9(7):1943-1949. |
APA | Ren, TJ.,Xiao, JC.,Wang, WY.,Wang, SJ.,Zhang, XM.,...&Xu WY.(2014).Synthesis, Crystal Structures, Optical Properties, and Photocurrent Response of Heteroacene Derivatives.CHEMISTRY-AN ASIAN JOURNAL,9(7),1943-1949. |
MLA | Ren, TJ,et al."Synthesis, Crystal Structures, Optical Properties, and Photocurrent Response of Heteroacene Derivatives".CHEMISTRY-AN ASIAN JOURNAL 9.7(2014):1943-1949. |
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