Synthesis of a Two-Dimensional Covalent Organic Monolayer through Dynamic Imine Chemistry at the Air/Water Interface

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, an...

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Bibliographic Details
Published in:Angewandte Chemie 2016-01, Vol.128 (1), p.221-225
Main Authors: Dai, Wenyang, Shao, Feng, Szczerbiński, Jacek, McCaffrey, Ryan, Zenobi, Renato, Jin, Yinghua, Schlüter, A. Dieter, Zhang, Wei
Format: Article
Language:eng ; ger
Subjects:
Atomic force microscopy
Atomic structure
Chemical synthesis
Chemistry
Covalence
Customization
Density functional theory
Dynamics
Dynamische kovalente Chemie
Electron microscopy
Formations
Imine
Imines
Langmuir-Blodgett films
Modular
Monolayers
Monoschichten
Mud-water interfaces
Optical microscopy
Polymere
Polymers
Raman spectroscopy
Raman-Spektroskopie
Scanning electron microscopy
Spectroscopy
Synthesis (chemistry)
Two dimensional
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Summary: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. An der Grenze: Eine großflächige, zweidimensionale, kovalent verknüpfte organische Monoschicht wurde durch dynamische Imin‐Chemie an Luft‐Wasser‐Grenzflächen synthetisiert. Die Imin‐verknüpfte Struktur der aromatischen Monoschicht wurde mit spitzenverstärkter Raman‐Spektroskopie (TERS) untersucht und in Dichtefunktionalrechnungen bestätigt.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201508473