Electrografting of calix[4]arenediazonium salts to form versatile robust platforms for spatially controlled surface functionalization

Alice Mattiuzzi, Ivan Jabin, Claire Mangeney, Clément Roux, Olivia Reinaud, Luis Santos, Jean-François Bergamini, Philippe Hapiot and Corinne Lagrost ()
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Alice Mattiuzzi: Laboratoire de Chimie Organique, Université Libre de Bruxelles (U.L.B.)
Ivan Jabin: Laboratoire de Chimie Organique, Université Libre de Bruxelles (U.L.B.)
Claire Mangeney: ITODYS, Université Paris Diderot-Paris 7 and CNRS, UMR n°7086
Clément Roux: University of Canterbury, MacDiarmid Institute for advanced materials and nanotechnology
Olivia Reinaud: Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, PRES Sorbonne Paris Cité, Université Paris Descartes and CNRS
Luis Santos: Sciences Chimiques de Rennes, Equipe MaCSE, Université de Rennes 1 and CNRS
Jean-François Bergamini: Sciences Chimiques de Rennes, Equipe MaCSE, Université de Rennes 1 and CNRS
Philippe Hapiot: Sciences Chimiques de Rennes, Equipe MaCSE, Université de Rennes 1 and CNRS
Corinne Lagrost: Sciences Chimiques de Rennes, Equipe MaCSE, Université de Rennes 1 and CNRS

Nature Communications, 2012, vol. 3, issue 1, 1-8

Abstract: Abstract An essential issue in the development of materials presenting an accurately functionalized surface is to achieve control of layer structuring. Whereas the very popular method based on the spontaneous adsorption of alkanethiols on metal faces stability problems, the reductive electrografting of aryldiazonium salts yielding stable interface, struggles with the control of the formation and organization of monolayers. Here we report a general strategy for patterning surfaces using aryldiazonium surface chemistry. Calix[4]tetra-diazonium cations generated in situ from the corresponding tetra-anilines were electrografted on gold and carbon substrates. The well-preorganized macrocyclic structure of the calix[4]arene molecules allows the formation of densely packed monolayers. Through adequate decoration of the small rim of the calixarenes, functional molecules can then be introduced on the immobilized calixarene subunits, paving the way for an accurate spatial control of the chemical composition of a surface at molecular level.

Date: 2012
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DOI: 10.1038/ncomms2121

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