Synthesis, Crystal Structures, Optical Properties, and Photocurrent Response of Heteroacene Derivatives
文献类型:期刊论文
作者 | Ren, Tiejun1; Xiao, Jinchong1; Wang, Wenying1; Xu, Wenya2; Wang, Sujuan1; Zhang, Xuemin1; Wang, Xuefei3; Chen, Hua1; Zhao, Jianwen2; Jiang, Li4 |
刊名 | CHEMISTRY-AN ASIAN JOURNAL
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出版日期 | 2014-07-01 |
卷号 | 9期号:7页码:1943-1949 |
关键词 | Acene Conformation Analysis Optical Properties Semiconductors X-ray Diffraction |
ISSN号 | 1861-4728 |
DOI | 10.1002/asia.201402247 |
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. |
语种 | 英语 |
WOS记录号 | WOS:000338017800027 |
出版者 | WILEY-V C H VERLAG GMBH |
源URL | [http://ir.iccas.ac.cn/handle/121111/50991] ![]() |
专题 | 中国科学院化学研究所 |
通讯作者 | Xiao, Jinchong |
作者单位 | 1.Hebei Univ, Key Lab Chem Biol Hebei Prov, Coll Chem & Environm Sci, Baoding 071002, Peoples R China 2.Chinese Acad Sci, Suzhou Inst Nanotech & Nanob, Printable Elect Res Ctr, Suzhou 215123, Peoples R China 3.Univ Chinese Acad Sci, Sch Chem & Chem Engn, Beijing 100049, Peoples R China 4.Beijing Natl Lab Mol Sci, Lab Mol Nanostruct & Nanotechnol, Inst Chem, Beijing 100190, Peoples R China |
推荐引用方式 GB/T 7714 | Ren, Tiejun,Xiao, Jinchong,Wang, Wenying,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, Tiejun.,Xiao, Jinchong.,Wang, Wenying.,Xu, Wenya.,Wang, Sujuan.,...&Jiang, Li.(2014).Synthesis, Crystal Structures, Optical Properties, and Photocurrent Response of Heteroacene Derivatives.CHEMISTRY-AN ASIAN JOURNAL,9(7),1943-1949. |
MLA | Ren, Tiejun,et al."Synthesis, Crystal Structures, Optical Properties, and Photocurrent Response of Heteroacene Derivatives".CHEMISTRY-AN ASIAN JOURNAL 9.7(2014):1943-1949. |
入库方式: OAI收割
来源:化学研究所
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