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Scanning Tunneling Microscopy Study of α,ω-Dihexylsexithiophene Adlayers on Au(111): A Chiral Separation Induced by a Surface

Published online by Cambridge University Press:  31 July 2012

Yonghai Song ,
Yu Wang ,
Lingli Wan ,
Shuhong Ye ,
Haoqing Hou  and
Li Wang
Yonghai Song*
Affiliation:
Key Laboratory of Functional Small Organic Molecule, Ministry of Education, Jiangxi Normal University, Nanchang 330022, People's Republic of China College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, People's Republic of China
Yu Wang
Affiliation:
Key Laboratory of Functional Small Organic Molecule, Ministry of Education, Jiangxi Normal University, Nanchang 330022, People's Republic of China
Lingli Wan
Affiliation:
Key Laboratory of Functional Small Organic Molecule, Ministry of Education, Jiangxi Normal University, Nanchang 330022, People's Republic of China
Shuhong Ye
Affiliation:
Key Laboratory of Functional Small Organic Molecule, Ministry of Education, Jiangxi Normal University, Nanchang 330022, People's Republic of China
Haoqing Hou
Affiliation:
College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, People's Republic of China
Li Wang*
Affiliation:
Key Laboratory of Functional Small Organic Molecule, Ministry of Education, Jiangxi Normal University, Nanchang 330022, People's Republic of China College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, People's Republic of China
*
Corresponding author. E-mail: yhsong@jxnu.edu.cn
Corresponding author. E-mail: lwang@jxnu.edu.cn
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Abstract

The self-assembly of α,ω-dihexylsexithiophene molecules on an Au(111) surface was examined by using scanning tunneling microscopy at room temperature, revealing the internal molecular structures of the sexithiophene backbones and the hexyl side chains. The α,ω-dihexylsexithiophene formed a large and well-ordered monolayer in which the molecule lay flatly on the Au(111) surface and was separated into two chiral domains. A detailed observation reveals that the admolecules were packed in one lamellae with their molecular axis aligned along the main axis of the Au(111) substrate with their hexyl chains deviated from ⟨110⟩ direction of the Au(111) substrate by 12 ± 0.5°. In contrast to the behavior in the three-dimensional bulk structure, flat-lying adsorption introduced molecular chirality: right- and left-handed molecules separate into domains of two different orientations, which are mirror symmetric with respect to the ⟨121⟩ direction of the Au(111) substrate. Details of the adlayer structure and the chiral self-assembly were discussed here.

Keywords

chiralityscanning tunneling microscopyα,ω-dihexylsexithiophenemirror symmetricflat-lying adsorption
Type
Research Article
Information
Microscopy and Microanalysis , Volume 18 , Issue 4 , August 2012 , pp. 885 - 891
Copyright
Copyright © Microscopy Society of America 2012

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