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Chemical functionalization of emulsion-templated porous polymers by thiol–ene “click” chemistry
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Langford, C. R., Johnson, D. W. and Cameron, Neil R. (2014) Chemical functionalization of emulsion-templated porous polymers by thiol–ene “click” chemistry. Polymer Chemistry, 5 (21). pp. 6200-6206. doi:10.1039/C4PY00713A ISSN 1759-9954.
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WRAP_engineering-130117-py-art-05-2014-000713_revised.pdf - Accepted Version - Requires a PDF viewer. Download (2239Kb) |
Official URL: http://dx.doi.org/10.1039/C4PY00713A
Abstract
Highly porous polymers (polyHIPEs) have been prepared by the photopolymerization of high internal phase emulsions (HIPEs) with varying ratios of thiol and acrylate monomers. The resulting polymers have a nominal porosity of 80%, and are seen to have a well-defined, interconnected pore morphology, with average pore diameters ranging from 30 to 60 μm. The polyHIPE polymers have been shown using a colourimetric (Ellman's) assay to contain residual thiols which are reactive towards a range of (meth)acrylates (hexafluoroisopropyl acrylate, fluorescein O-acrylate and poly(ethylene glycol) methyl ether methacrylate). Functionalization was explored using thermally- and UV-initiated radical-mediated “click” reactions and an amine-catalysed Michael addition reaction. The extent of functionalization was investigated qualitatively and quantitatively using a range of techniques (solid state NMR spectroscopy; FTIR spectroscopy; X-ray photoelectron spectroscopy (XPS); observation of fluorescence); high levels of conversion (up to 90–95%) were observed for the thermally-initiated radical reaction and the Michael reaction.
Item Type: | Journal Article | ||||||||||
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Subjects: | Q Science > QD Chemistry T Technology > TP Chemical technology |
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Divisions: | Faculty of Science, Engineering and Medicine > Engineering > Engineering | ||||||||||
Library of Congress Subject Headings (LCSH): | Porous materials, Emulsions, Photopolymerization, Thiols, Acrylates | ||||||||||
Journal or Publication Title: | Polymer Chemistry | ||||||||||
Publisher: | Royal Society of Chemistry | ||||||||||
ISSN: | 1759-9954 | ||||||||||
Official Date: | 7 November 2014 | ||||||||||
Dates: |
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Volume: | 5 | ||||||||||
Number: | 21 | ||||||||||
Page Range: | pp. 6200-6206 | ||||||||||
DOI: | 10.1039/C4PY00713A | ||||||||||
Status: | Peer Reviewed | ||||||||||
Publication Status: | Published | ||||||||||
Access rights to Published version: | Restricted or Subscription Access | ||||||||||
Date of first compliant deposit: | 19 January 2017 | ||||||||||
Date of first compliant Open Access: | 20 January 2017 | ||||||||||
Funder: | Engineering and Physical Sciences Research Council (EPSRC), European Science Foundation (ESF) |
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