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Article << Previous     |     Next >>   Contents Vol 66(2)

Visible Light-Initiated Preparation of Functionalized Polystyrene Monoliths for Flow Chemistry

Farhan R. Bou-Hamdan A , Kathleen Krüger A , Klaus Tauer A , D. Tyler McQuade A C D and Peter H. Seeberger A B

A Max Planck Institute of Colloids and Interfaces Am Mühlenberg 1, 14476 Potsdam, Germany.
B Institute of Chemistry and Biochemistry, Freie Universität Berlin Arnimallee 22, 14195 Berlin, Germany.
C Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL 32306, USA.
D Corresponding author. Email: mcquade@chem.fsu.edu

Australian Journal of Chemistry 66(2) 213-217 http://dx.doi.org/10.1071/CH12405
Submitted: 31 August 2012  Accepted: 4 October 2012   Published: 2 November 2012

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Styrenic monoliths are produced using a novel visible light-initiated method. Monoliths with varying pore sizes are produced using 1-dodecanol and 1-dodecanol/THF mixtures and it was demonstrated that the more volatile i-PrOH can replace 1-dodecanol while still providing the same porogenic properties. In addition, the visible light-initiation protocol enables the facile incorporation of monomers that are incompatible with thermal or UV-initiated monolith formation methods. In particular, a reactive N-hydroxysuccinimidyl (NHS)-ester can be incorporated into the monolith and then subsequently used as an attachment point for a catalyst. Lastly, we demonstrate that the functionalized monolith supports acylation reactions well and that the loading of the catalyst impacts the reaction rate.


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