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

Journal of the American Chemical Society (2010-08-12)
Sara V Orski, Andrei A Poloukhtine, Selvanathan Arumugam, Leidong Mao, Vladimir V Popik, Jason Locklin
RESUMEN

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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Hydroxy-PEG4-t-butyl ester