Covalently Anchored Carboxyphenyl Monolayer via Aryldiazonium Ion Grafting: A Well-Defined Reactive Tether Layer for On-Surface Chemistry - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Langmuir Année : 2014

Covalently Anchored Carboxyphenyl Monolayer via Aryldiazonium Ion Grafting: A Well-Defined Reactive Tether Layer for On-Surface Chemistry

Résumé

Electrografting of aryl films to electrode surfaces from diazonium ion solutions is a widely used method for preparation of modified electrodes. In the absence of deliberate measures to limit film growth, the usual film structure is a loosely packed multilayer. For some applications, monolayer films are advantageous; our interest is in preparing well-defined monolayers of reactive tethers for further onsurface chemistry. Here, we describe the synthesis of an aryl diazonium salt with a protected carboxylic acid substituent. After electrografting to glassy carbon electrodes and subsequent deprotection, the layer is reacted with amine derivatives. Electrochemistry and atomic force microscopy are used to monitor the grafting, deprotection, and subsequent coupling steps. Attempts to follow the same procedures on gold surfaces suggest that the grafted layer is not stable in these reaction conditions.

Domaines

Chimie organique
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Dates et versions

hal-01151710 , version 1 (13-05-2015)

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Citer

Lita Lee, Haifeng Ma, Paula A. Brooksby, A. Brown Simon, Yann Leroux, et al.. Covalently Anchored Carboxyphenyl Monolayer via Aryldiazonium Ion Grafting: A Well-Defined Reactive Tether Layer for On-Surface Chemistry. Langmuir, 2014, 30 (24), pp.7104-7111. ⟨10.1021/la5013632⟩. ⟨hal-01151710⟩
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