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Synthesis of a Two‐Dimensional Covalent Organic Monolayer through Dynamic Imine Chemistry at the Air/Water Interface
Author(s) -
Dai Wenyang,
Shao Feng,
Szczerbiński Jacek,
McCaffrey Ryan,
Zenobi Renato,
Jin Yinghua,
Schlüter A. Dieter,
Zhang Wei
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201508473
Subject(s) - imine , monolayer , chemistry , raman spectroscopy , covalent bond , substrate (aquarium) , self assembly , density functional theory , self assembled monolayer , nanotechnology , organic chemistry , computational chemistry , materials science , catalysis , biochemistry , physics , oceanography , optics , geology
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.