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题名: Seeing Modulability Self-Assembled Monolayers of pi-Conjugated Perylene Derivatives by Scanning Tunneling Microscopy
作者: Liu, Xiao-Ping1, 2; Xue, Ling-Wei1, 3; Wei, Qian1, 2; Liang, Minghui2; Deng, Ke1, 2; Zhang, Zhan-Jun1; Jiang, Peng1, 2
刊名: JOURNAL OF PHYSICAL CHEMISTRY C
发表日期: 2016-08-25
卷: 120, 期:33, 页:18607-18615
收录类别: SCI
英文摘要: Three kinds of new large pi-conjugated perylene-bithiophene-perylene (PBTP)-based organic functional derivative materials, i.e., PBTP-bisimide, PBTP-bisimide-C-8, and PBTP-ester, have been synthesized and imaged on highly oriented pyrolytic graphite (HOPG) by scanning tunneling microscopy (STM) under ambient conditions. These molecules with a common PBTP core and various substituents show completely different-Ordered self assembly patterns on the HOPG depending on the core symmetry matching with the substrate surface lattice, alkyl substituent structure, and alkyl-chain number directly linked to suitable sites on the core. Four dimethylaininopropyl substituents at N sites on the PBTP-bisimide molecule lead to an ordered line-like molecule arrangement with a same molecule orientation. Increase of the branched alkyl-chain to C-8 for PBTP-bisimide-C-8 does not change the line-like molecule arrangement and orientation in the two-dimensional (2D) ordered assembly structure, just stretching intercore distance in the same row. With the increase of the substituent number at suitable positions on the main PBTP core, for example, the PBTP-ester molecule with eight butyl-ester substituents taking 3, 4, 9, and 10 carbon sites of two perylene motifs, a 2D ordered hexagonal porous molecule network structure is formed because the steric hindrance and the conformational flexibility of the more butyl-ether chains can drive the molecular main backbone to rotate to fit the graphite lattice. This new finding clearly shows that the orientation and position of the large coplanar pi-conjugated PBTP cores adsorbed on HOPG can be precisely modulated from lamella to six-membered hexagonal structure through changing the number and noncovalent interaction directions of alkyl-chain substituents. Density functional theory (DFT) calculations have been utilized to reveal the formation mechanism of the. molecular nanoarrays. The side-chain design for various self-assembled structures of the large pi-conjugated molecules on HOPG provides a new route toward constructing three-dimensional novel PBTP-based ordered molecular film, and further optimizing the electrical transport property of the film for exploiting advanced organic film field effect transistors.
语种: 英语
内容类型: 期刊论文
URI标识: http://ir.iccas.ac.cn/handle/121111/35235
Appears in Collections:分子纳米结构与纳米技术实验室_期刊论文

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作者单位: 1.Univ Chinese Acad Sci, Coll Chem & Chem Engn, Beijing 100049, Peoples R China
2.CAS Ctr Excellence Nanosci, Natl Ctr Nanosci & Technol, Beiyitiao 11, Beijing 100190, Peoples R China
3.Chinese Acad Sci, Inst Chem, Beijing 100190, Peoples R China
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