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Title
Japanese: 
English:Supramolecular Scaffold for Tailoring the Two-Dimensional Assembly of Functional Molecular Units into Organic Thin Films 
Author
Japanese: LeungKing Chi, 石割 文崇, 梶谷 孝, 庄子 良晃, T. Hikima, M. Takata, A. Saeki, S. Seki, Y. M. A. Yamada, 福島 孝典.  
English: F. K.-C. Leung, F. Ishiwari, T. Kajitani, Y. Shoji, T. Hikima, M. Takata, A. Saeki, S. Seki, Y. M. A. Yamada, T. Fukushima.  
Language English 
Journal/Book name
Japanese: 
English:Journal of the American Chemical Society 
Volume, Number, Page Vol. 138    Issue 36    Page 11727–11733
Published date Aug. 22, 2016 
Publisher
Japanese: 
English:American Chemical Society 
Conference name
Japanese: 
English: 
Conference site
Japanese: 
English: 
Official URL https://pubs.acs.org/doi/abs/10.1021/jacs.6b05513
 
DOI https://doi.org/10.1021/jacs.6b05513
Abstract Tailoring structurally anisotropic molecular assemblies while controlling their orientation on solid substrates is an important subject for advanced technologies that use organic thin films. Here we report a supramolecular scaffold based on tripodal triptycene assemblies, which enables functional molecular units to assemble into a highly oriented, multilayered two-dimensional (2D) structure on solid substrates. The triptycene building block carries an ethynyl group and three flexible side chains at the 10- and 1,8,13-positions, respectively. These bridgehead-substituted tripodal triptycenes self-assembled on solid substrates to form a well-defined “2D hexagonal + 1D lamellar” structure, which developed parallel to the surface of the substrates. Remarkably, the assembling properties of the triptycene building blocks, particularly for a derivative with tri(oxyethylene)-containing side chains, were not impaired when the alkyne terminal was functionalized with a large molecular unit such as C60, which is comparable in diameter to the triptycene framework. Consequently, thin films with a multilayered 2D assembly of the C60 unit were obtained. Flash-photolysis time-resolved microwave conductivity (FP-TRMC) measurements revealed that the C60 film exhibits highly anisotropic charge-transport properties. Bridgehead-substituted tripodal triptycenes may provide a versatile supramolecular scaffold for tailoring the 2D assembly of molecular units into a highly oriented thin film, and in turn for exploiting the full potential of anisotropic molecular functions.

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