Surface immobilized azomethine for multiple component exchange
Michael Lerond1, Daniel Bélanger, W G Skene
1Laboratoire de caractérisation photophysique des matériaux conjugués, Département de Chimie, Pavillon JA Bombardier, Université de Montréal, CP 6128, succ. Centre-ville, Montréal, Québec H3C 3J7, Canada. w.skene@umontreal.ca.
Abstract:
Diazonium chemistry concomitant with in situ electrochemical reduction was used to graft an aryl aldehyde to indium-tin oxide (ITO) coated glass substrates. This served as an anchor for preparing electroactive azomethines that were covalently bonded to the transparent electrode. The immobilized azomethines could undergo multiple step-wise component exchanges with different arylamines. The write-erase-write sequences were electrochemically confirmed. The azomethines could also be reversibly hydrolyzed. This was exploited for multiple azomethine-hydrolysis cycles resulting in discrete electroactive immobilized azomethines. The erase-rewrite sequences were also electrochemically confirmed.
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