4.4 Article

Heterogeneous photoredox catalysis using fluorescein polymer brush functionalized glass beads

Journal

JOURNAL OF POLYMER SCIENCE
Volume 59, Issue 22, Pages 2844-2853

Publisher

WILEY
DOI: 10.1002/pol.20210534

Keywords

fluorescein; heterogeneous catalysis; photocatalysis; photoredox catalysis; polymer brushes; surface modification

Funding

  1. American Chemical Society (ACS) Petroleum Research Fund Doctoral New Investigator award [6034-DN17]

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This study demonstrates a method of using fluorescein-functionalized polymers grafted to micro-scale glass beads as photocatalysts, with analysis conducted using X-ray photoelectron spectroscopy and thermogravimetric analysis, showcasing high yields in cyclic condensation and radical dehalogenation reactions.
Photocatalysis is a valuable and versatile method to perform a variety of chemical transformations under ambient temperatures and pressures using mild visible light. This work showcases an example of fluorescein-functionalized polymers grafted to micro-scale glass beads as heterogeneous photoredox catalysts. X-ray photoelectron spectroscopy and thermogravimetric analysis were used to analyze the resulting functional glass beads. Model reactions that are demonstrated include a cyclic condensation and a radical dehalogenation that can both be performed to high yields. Successful recyclability of the fluorescein polymer brush beads is demonstrated with detailed characterization confirming that photocatalytic polymer brushes remain tethered to the surface. As such, this allows for purification and reuse of the heterogeneous photocatalyst beads after simple filtration.

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