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.
| Original language | English |
|---|---|
| Pages (from-to) | 6200-6206 |
| Number of pages | 7 |
| Journal | Polymer Chemistry |
| Volume | 5 |
| Issue number | 21 |
| DOIs | |
| Publication status | Published - 21 Oct 2014 |
| Externally published | Yes |
Keywords
- Chemical functionalization
- Porous polymers
- Thiol-enes
Cite this
}
Chemical functionalization of emulsion-templated porous polymers by thiol-ene "click" chemistry. / Langford, C. R.; Johnson, D. W.; Cameron, N. R.
In: Polymer Chemistry, Vol. 5, No. 21, 21.10.2014, p. 6200-6206.Research output: Contribution to journal › Article › Research › peer-review
TY - JOUR
T1 - Chemical functionalization of emulsion-templated porous polymers by thiol-ene "click" chemistry
AU - Langford, C. R.
AU - Johnson, D. W.
AU - Cameron, N. R.
PY - 2014/10/21
Y1 - 2014/10/21
N2 - 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.
AB - 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.
KW - Chemical functionalization
KW - Porous polymers
KW - Thiol-enes
UR - http://www.scopus.com/inward/record.url?scp=84907860014&partnerID=8YFLogxK
U2 - 10.1039/c4py00713a
DO - 10.1039/c4py00713a
M3 - Article
VL - 5
SP - 6200
EP - 6206
JO - Polymer Chemistry
JF - Polymer Chemistry
SN - 1759-9954
IS - 21
ER -