High Density Orthogonal Surface Immobilization via Photoactivated Copper-Free Click Chemistry

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...

Full description

Saved in:
Bibliographic Details
Published in:Journal of the American Chemical Society 2010-08, Vol.132 (32), p.11024-11026
Main Authors: Orski, Sara V, Poloukhtine, Andrei A, Arumugam, Selvanathan, Mao, Leidong, Popik, Vladimir V, Locklin, Jason
Format: Article
Language:English
Subjects:
Azides - chemistry
Copper - chemistry
Cyclopropanes - chemistry
Esters
Light
Photochemical Processes
Polymers - chemistry
Spectrum Analysis
Surface Properties
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja105066t