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Adsorption of helical and saddle-shaped oligothiophenes on solid surface

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Abstract

The arrangement of oligothiophenes is essential for understanding the relationship between structure and properties particularly in the organic electronic field. The self-assembly behaviors of helical (TMS)2-[7]helicene (T1), naphthalene-cored double (TMS)2-[7]helicene (T2), and saddle-shaped cyclooctatetrathiophene (T3), its derivative α,α,α,α-tetraphenyl-cyclooctatetrathiophene (T4) on solid surface are firstly investigated by using a combination of scanning tunneling microscopy (STM) and density functional theory (DFT) calculation. 1,3,5-Tris(10-carboxydecyloxy)-benzene (TCDB) is selected to build flexible host networks to immobilize these oligothiophenes in order to capture their molecular adsorption images successfully. The observed monodisperse or polydisperse filling and long-range alignment of oligothiophenes are described based on the non-covalent interactions and commensurate structure between olihothiophene and cavity. We speculate that those molecularly defined alignments could lead to significantly understanding the application of such ordered monolayer in organic electronic devices.

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Acknowledgements

This work was supported by the National Basic Research Program of China (2016YFA0200700) and the National Natural Science Foundation of China (21472029, 21773041, 21672054).

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  1. These authors contributed equally to this work.

Authors and Affiliations

  1. CAS Key Laboratory of Standardization and Measurement for Nanotechnology, CAS Key Laboratory of Biological Effects of Nanomaterials and Nanosafety, CAS Center for Excellence in Nanoscience, National Center for Nanoscience and Technology, Beijing, 100190, China

    Ping Li, Yongqing Lai, Yuxin Qian, Qiaojun Fang, Bin Tu, Yanfang Geng & Qingdao Zeng

  2. Department Engineering Research Center for Nanomaterials, Institution Henan University, Kaifeng, 475004, China

    Yong Wang, Chunli Li, Zhihua Wang & Hua Wang

  3. Department of Chemistry, School of Science, Beijing Jiaotong University, Beijing, 100044, China

    Yongqing Lai, Yuxin Qian & Wubiao Duan

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  1. Ping Li
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  2. Yongqing Lai
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  9. Hua Wang
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  11. Yanfang Geng
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Correspondence to Hua Wang, Bin Tu, Yanfang Geng or Qingdao Zeng.

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Li, P., Lai, Y., Wang, Y. et al. Adsorption of helical and saddle-shaped oligothiophenes on solid surface. Sci. China Chem. 61, 844–849 (2018). https://doi.org/10.1007/s11426-017-9233-2

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  • DOI: https://doi.org/10.1007/s11426-017-9233-2

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