Adsorption-induced scission of carbon–carbon bonds

Sergei S. Sheiko (), Frank C. Sun, Adrian Randall, David Shirvanyants, Michael Rubinstein, Hyung-il Lee and Krzysztof Matyjaszewski
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Sergei S. Sheiko: University of North Carolina at Chapel Hill
Frank C. Sun: University of North Carolina at Chapel Hill
Adrian Randall: University of North Carolina at Chapel Hill
David Shirvanyants: University of North Carolina at Chapel Hill
Michael Rubinstein: University of North Carolina at Chapel Hill
Hyung-il Lee: Carnegie Mellon University
Krzysztof Matyjaszewski: Carnegie Mellon University

Nature, 2006, vol. 440, issue 7081, 191-194

Abstract: Breaking up is easy to do The covalent bond between two carbon atoms is one of the strongest around, but an elegantly simple experiment now shows that adsorption of a brush-like macromolecule onto a solid or liquid substrate can cause carbon–carbon bonds to break. This unexpected phenomenon occurs when attraction to the substrate causes the side-chains of the macromolecular brush to reorganize themselves in order to maximize their contact area with the substrate. Bond breakage takes place when the weak surface interactions and repulsion between side-chains attached next to each other to the macromolecular backbone combine so that locally they exceed the strength of a covalent bond in the backbone. This effect needs to be considered when designing highly branched macromolecules — such as brush-like macromolecules or dendrimers — for surface-targeted applications

Date: 2006
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DOI: 10.1038/nature04576

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