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Synthesis of a Two‐Dimensional Covalent Organic Monolayer through Dynamic Imine Chemistry at the Air/Water Interface
Authors:Wenyang Dai  Feng Shao  Jacek Szczerbiński  Ryan McCaffrey  Prof. Dr. Renato Zenobi  Dr. Yinghua Jin  Prof. Dr. A. Dieter Schlüter  Prof. Dr. Wei Zhang
Affiliation:1. Department of Materials, Institute of Polymers, Swiss Federal Institute of Technology, ETH Zürich, 8093 Zürich (Switzerland);2. Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology, ETH Zürich, 8093 Zürich (Switzerland);3. Department of Chemistry and Biochemistry, University of Colorado, Boulder, CO 80309 (USA)
Abstract:A two‐dimensional covalent organic monolayer was synthesized from simple aromatic triamine and dialdehyde building blocks by dynamic imine chemistry at the air/water interface (Langmuir–Blodgett method). The obtained monolayer was characterized by optical microscopy, scanning electron microscopy, and atomic force microscopy, which unambiguously confirmed the formation of a large (millimeter range), unimolecularly thin aromatic polyimine sheet. The imine‐linked chemical structure of the obtained monolayer was characterized by tip‐enhanced Raman spectroscopy, and the peak assignment was supported by spectra simulated by density functional theory. Given the modular nature and broad substrate scope of imine formation, the work reported herein opens up many new possibilities for the synthesis of customizable 2D polymers and systematic studies of their structure–property relationships.
Keywords:dynamic covalent chemistry  imines  monolayers  polymers  Raman spectroscopy
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