Synthesis of Pentacene Analogues Containing Heteroatoms and Study of Their Field-effect Performance
文献类型：期刊论文
| 作者 | Zhu Minliang1; Luo Hao1,2; Wang Liping2; Yu Gui1; Liu Yunqi1 |
| 刊名 | ACTA CHIMICA SINICA
 |
| 出版日期 | 2012-08-14 |
| 卷号 | 70期号:15页码:1599-1603 |
| 关键词 | Organic Thin Film Transistors Pentacene Organic Semiconductors Linear Molecule |
| ISSN号 | 0567-7351 |
| DOI | 10.6023/A12040142 |
| 英文摘要 | Pentacene analogues containing nitrogen and sulfur heteroatoms were synthesized using N,N'-diphenylbenzene-1,4-diamine as a starting material. Ring-closing reaction of N,N'-diphenylbenzene-1,4-diamine with sulfur powder resulted in formation of [1,4]benzothiazino[2,3-b]phenothiazine (compound 1). Catalytic amounts of iodine and reflux temperature of o-dichlorobenzene were necessary. 3H,10aH-[1,4]Benzothiazino[2,3-b]phenothiazine (compound 2) were obtained by oxidization and dehydrogenation of compound 1. The compounds 1 and 2 were purified by vacuum sublimation and characterized by UV-vis absorption spectra and cyclic voltammetry. Their optical energy gaps, energy levels of highest occupied molecular orbitals (HOM0s), and the lowest unoccupied ones were calculated. The HOMO energy levels of the compounds 1 and 2 are -5.85 and -5.42 eV, respectively. The absorption spectra of the compound 2 in thin film shows an obvious red-shift compared with that in CH2Cl2 solution, which indicates strong molecular interactions in thin film. Moreover, the crystal structure of the compound 2 was obtained and it has a planar structure. Strong pi center dot center dot center dot pi and N center dot center dot center dot S interactions between adjacent molecules were observed. However, there is no S center dot center dot center dot S, CH center dot center dot center dot pi interactions, or hydrogen bond, which leads to no OFET performance of the compound 2. Organic field-effect transistors (OFETs) were fabricated using compound 1 as a semiconducting layer. Bottom-gate and top-contact OFET devices were fabricated by vacuum deposition on polystyrene (PS) or octadecyltrichlorosilane (OTS)-treated SiO2/Si substrates. The OFET devices fabricated on OTS-treated SiO2/Si substrates showed a good field-effect performance with a mobility of 0.01 cm(2).V-1.s(-1) and a current on/off ratio of 6.6X 10(3). However, the OFET devices fabricated on the PS modified SiO2/Si substrates exhibited a lower mobility of 2.5 X 10(-3) cm(2).V-1.s(-1). AFM images were used to understand field-effect performance of the OFET devices fabricated on PS or OTS-treated SiO2/Si substrates. All OFET devices were tested under air. A higher field-effect performance of the pentacene analogues semiconductor could likely be achieved through proper control in functional group and device fabrication. |
| 语种 | 英语 |
| WOS记录号 | WOS:000308780800002 |
| 出版者 | SCIENCE PRESS |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/49035]  |
| 专题 | 中国科学院化学研究所 |
| 通讯作者 | Zhu Minliang |
| 作者单位 | 1.Chinese Acad Sci, Lab Organ Solids, Inst Chem, Beijing 100190, Peoples R China 2.Univ Sci & Technol Beijing, Sch Mat Sci & Engn, Beijing 100083, Peoples R China |
| 推荐引用方式 GB/T 7714 | Zhu Minliang,Luo Hao,Wang Liping,et al. Synthesis of Pentacene Analogues Containing Heteroatoms and Study of Their Field-effect Performance[J]. ACTA CHIMICA SINICA,2012,70(15):1599-1603. |
| APA | Zhu Minliang,Luo Hao,Wang Liping,Yu Gui,&Liu Yunqi.(2012).Synthesis of Pentacene Analogues Containing Heteroatoms and Study of Their Field-effect Performance.ACTA CHIMICA SINICA,70(15),1599-1603. |
| MLA | Zhu Minliang,et al."Synthesis of Pentacene Analogues Containing Heteroatoms and Study of Their Field-effect Performance".ACTA CHIMICA SINICA 70.15(2012):1599-1603. |
入库方式： OAI收割
来源：化学研究所
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