2018
DOI: 10.1002/anie.201803937
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Separation of Arylenevinylene Macrocycles with a Surface‐Confined Two‐Dimensional Covalent Organic Framework

Abstract: A two-dimensional surface covalent organic framework, prepared by a surface-confined synthesis using 4,4'-azodianiline and benzene-1,3,5-tricarbaldehyde as the precursors, was used as a host network to effectively immobilize arylenevinylene macrocycles (AVMs). Thus AVMs could be separated from their linear polymer analogues, which are the common side-products in the cyclooligomerization process. Scanning tunneling microscopy investigations revealed efficient removal of linear polymers by a simple surface bindi… Show more

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Cited by 52 publications
(31 citation statements)
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“…Another approach for the formation of nanopores relies on the physisorption of shape-persistent macrocycles [1314]. While there are examples for the deposition of organic molecules into rigid nanopores from the gas phase [15], the intercalation of organic molecules into nanopores is rather difficult to tailor from scratch, however, with prominent examples [1617]. Likewise, larger polycyclic aromatic hydrocarbons (PAHs) and nanographenes form robust adsorbate films in a certain size range, and the solubility limit can be overcome by appropriate substitution.…”
Section: Introductionmentioning
confidence: 99%
“…Another approach for the formation of nanopores relies on the physisorption of shape-persistent macrocycles [1314]. While there are examples for the deposition of organic molecules into rigid nanopores from the gas phase [15], the intercalation of organic molecules into nanopores is rather difficult to tailor from scratch, however, with prominent examples [1617]. Likewise, larger polycyclic aromatic hydrocarbons (PAHs) and nanographenes form robust adsorbate films in a certain size range, and the solubility limit can be overcome by appropriate substitution.…”
Section: Introductionmentioning
confidence: 99%
“…Apart from the 2D organic nanomaterials , Lin et al. prepared a wide range of nanopore sizes in 2D inorganic nanomaterial (reduced graphene oxide), which are promising in different separation applications .…”
Section: Mechanismmentioning
confidence: 99%
“…Covalent organic frameworks (COFs) are a class of extended molecular frameworks that enable the covalent integration of organic units into periodic skeletons and ordered nanopores 1. COFs have shown great potential of developing multifunctionalities ranging from gas adsorption/storage2 to molecular separation,3 water treatment,4 semiconducting,5 catalysis,6 proton conduction,7 sensors,8 water splitting9 and energy conversion and storage 10. The one-dimensional channels of COFs offer a predesignable nanospace for energy storage 11,12.…”
Section: Introductionmentioning
confidence: 99%