High density orthogonal surface immobilization via photoactivated copper-free click chemistry.

J Am Chem Soc

Department of Chemistry, Faculty of Engineering, and the Center for Nanoscale Science and Engineering, University of Georgia, Athens, Georgia 30602, USA.

Published: August 2010

Surfaces containing reactive ester polymer brushes were functionalized with cyclopropenone-masked dibenzocyclooctynes for the light activated immobilization of azides using catalyst-free click chemistry. The photodecarbonylation reaction in the amorphous brush layer is first order for the first 45 s with a rate constant of 0.022 s(-1). The catalyst-free cycloaddition of surface bound dibeznocyclooctynes proceeds rapidly in the presence of azides under ambient conditions. Photolithography using a shadow mask was used to demonstrate patterning with multiple azide containing molecules. This surface immobilization strategy provides a general and facile platform for the generation of multicomponent surfaces with spatially resolved chemical functionality.

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http://dx.doi.org/10.1021/ja105066tDOI Listing

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