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The two-dimensional self-assembly behaviors of tetraphenylethylene (TPE) molecules are significant for further applications, but reports are rare. The self-assembled structures of two C2-symmetry TPE derivatives (H4TCPE and H4ETTC) possessing propeller structures and their stimulus responses to the addition of vinylpyridine derivatives were thoroughly studied with the assistance of scanning tunneling microscopy (STM) technique in combination with density functional theory (DFT) calculations. Although their chemical structures were similar, the H4TCPE and H4ETTC molecules self-assembled into closely packed lamellar and quadrilateral structures, respectively, at the 1-heptanoic acid/HOPG interface. After the addition of pyridine derivatives (DPE, PEBP-C4, and PEBP-C8), H4TCPE and H4ETTC showed different responsiveness resulting in different co-assembly structures. The results indicated that the structures of pyridine derivatives—including backbones and substituents—affected the intermolecular interactions of both H4TCPE/pyridine and H4ETTC/pyridine systems. The modification of the self-assembly behaviors of propeller-shaped H4TCPE and H4ETTC would contribute to the construction of more complex multilevel nanostructures.


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Pyridine-induced interfacial structural transformation of tetraphenylethylene derivatives investigated by scanning tunneling microscopy

Show Author's information Xuan Peng1,§Linxiu Cheng1,§Xiaoyang Zhu1Yanfang Geng1( )Fengying Zhao2,3( )Kandong Hu2Xuan Guo2Ke Deng1( )Qingdao Zeng1( )
CAS Key Laboratory of Standardization and Measurement for NanotechnologyCAS Center for Excellence in NanoscienceNational Center for Nanoscience and Technology (NCNST)No.11 ZhongguancunBeiyitiaoBeijing100190China
Jiangxi College of Applied TechnologyGanzhou341000China
Engineering Research Center of Nano-Geo Materials of Ministry of EducationChina University of GeosciencesWuhan430074China

§ Xuan Peng and Linxiu Cheng contributed equally to this work.

Abstract

The two-dimensional self-assembly behaviors of tetraphenylethylene (TPE) molecules are significant for further applications, but reports are rare. The self-assembled structures of two C2-symmetry TPE derivatives (H4TCPE and H4ETTC) possessing propeller structures and their stimulus responses to the addition of vinylpyridine derivatives were thoroughly studied with the assistance of scanning tunneling microscopy (STM) technique in combination with density functional theory (DFT) calculations. Although their chemical structures were similar, the H4TCPE and H4ETTC molecules self-assembled into closely packed lamellar and quadrilateral structures, respectively, at the 1-heptanoic acid/HOPG interface. After the addition of pyridine derivatives (DPE, PEBP-C4, and PEBP-C8), H4TCPE and H4ETTC showed different responsiveness resulting in different co-assembly structures. The results indicated that the structures of pyridine derivatives—including backbones and substituents—affected the intermolecular interactions of both H4TCPE/pyridine and H4ETTC/pyridine systems. The modification of the self-assembly behaviors of propeller-shaped H4TCPE and H4ETTC would contribute to the construction of more complex multilevel nanostructures.

Keywords: self-assembly, scanning tunneling microscopy (STM), tetraphenylethylene derivatives, propeller structures, pyridine, hydrogen bonding

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Publication history
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Acknowledgements

Publication history

Received: 08 February 2018
Revised: 01 May 2018
Accepted: 03 May 2018
Published: 18 May 2018
Issue date: November 2018

Copyright

© Tsinghua University Press and Springer-Verlag GmbH Germany, part of Springer Nature 2018

Acknowledgements

Acknowledgements

This work was supported by the National Basic Research Program of China (Nos. 2016YFA0200700 and 2017YFA0205000), the National Natural Science Foundation of China (Nos. 21472029 and 21773041) and Engineering Research Center of Nano Geomaterials of Ministry of Education (Nos. NGM2016KF010 and NGM2017KF014).

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