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‘Click’ functionalization of cryogels conveniently verified and quantified using high- resolution MAS NMR spectroscopy

Wim Van Camp (UGent) , Tuğba Dışpınar (UGent) , Bart Dervaux (UGent) , Filip Du Prez (UGent) , José Martins (UGent) and Bernd Fritzinger (UGent)
(2009) MACROMOLECULAR RAPID COMMUNICATIONS. 30(15). p.1328-1333
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Abstract
Chemical modification reactions of alkyne containing polyHEMA-based macroporous network structures (cryogels) by Cu(I) catalyzed azide-alkyne 'click' cycloaddition reactions and their monitoring and quantification with high-resolution magic angle spinning (hr-MAS) NMR spectroscopy are reported. Complete conversion is obtained when benzylazide is reacted with the grafted alkyne function, but only partial conversion is observed when using azide-modified poly(ethylene glycol) (PEG-N-3). Subsequent addition of benzylazide consumes all remaining alkyne groups. All chemical modifications are easily monitored at each stage using hr-MAS NMR spectroscopy. The alkyne functionality and the resulting triazole ring provide well resolved H-1 resonances to monitor and quantify the progress of such 'click' reactions in general.
Keywords
BIOSEPARATION, POLYESTERS, cryogel, Author Keywords: 'click' chemistry, high-resolution MAS NMR spectroscopy, functionalization, macroporous networks, KeyWords Plus: POLY(2-HYDROXYETHYL METHACRYLATE), POLYMERIC CRYOGELS, MATERIALS SCIENCE, PEGYLATION, CHEMISTRY, MONOLITHS, MOLECULES, NETWORKS

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Citation

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MLA
Van Camp, Wim, et al. “‘Click’ Functionalization of Cryogels Conveniently Verified and Quantified Using High- Resolution MAS NMR Spectroscopy.” MACROMOLECULAR RAPID COMMUNICATIONS, vol. 30, no. 15, WILEY-V C H VERLAG GMBH, 2009, pp. 1328–33, doi:10.1002/marc.200900087.
APA
Van Camp, W., Dışpınar, T., Dervaux, B., Du Prez, F., Martins, J., & Fritzinger, B. (2009). “Click” functionalization of cryogels conveniently verified and quantified using high- resolution MAS NMR spectroscopy. MACROMOLECULAR RAPID COMMUNICATIONS, 30(15), 1328–1333. https://doi.org/10.1002/marc.200900087
Chicago author-date
Van Camp, Wim, Tuğba Dışpınar, Bart Dervaux, Filip Du Prez, José Martins, and Bernd Fritzinger. 2009. “‘Click’ Functionalization of Cryogels Conveniently Verified and Quantified Using High- Resolution MAS NMR Spectroscopy.” MACROMOLECULAR RAPID COMMUNICATIONS 30 (15): 1328–33. https://doi.org/10.1002/marc.200900087.
Chicago author-date (all authors)
Van Camp, Wim, Tuğba Dışpınar, Bart Dervaux, Filip Du Prez, José Martins, and Bernd Fritzinger. 2009. “‘Click’ Functionalization of Cryogels Conveniently Verified and Quantified Using High- Resolution MAS NMR Spectroscopy.” MACROMOLECULAR RAPID COMMUNICATIONS 30 (15): 1328–1333. doi:10.1002/marc.200900087.
Vancouver
1.
Van Camp W, Dışpınar T, Dervaux B, Du Prez F, Martins J, Fritzinger B. “Click” functionalization of cryogels conveniently verified and quantified using high- resolution MAS NMR spectroscopy. MACROMOLECULAR RAPID COMMUNICATIONS. 2009;30(15):1328–33.
IEEE
[1]
W. Van Camp, T. Dışpınar, B. Dervaux, F. Du Prez, J. Martins, and B. Fritzinger, “‘Click’ functionalization of cryogels conveniently verified and quantified using high- resolution MAS NMR spectroscopy,” MACROMOLECULAR RAPID COMMUNICATIONS, vol. 30, no. 15, pp. 1328–1333, 2009.
@article{740327,
  abstract     = {{Chemical modification reactions of alkyne containing polyHEMA-based macroporous network structures (cryogels) by Cu(I) catalyzed azide-alkyne 'click' cycloaddition reactions and their monitoring and quantification with high-resolution magic angle spinning (hr-MAS) NMR spectroscopy are reported. Complete conversion is obtained when benzylazide is reacted with the grafted alkyne function, but only partial conversion is observed when using azide-modified poly(ethylene glycol) (PEG-N-3). Subsequent addition of benzylazide consumes all remaining alkyne groups. All chemical modifications are easily monitored at each stage using hr-MAS NMR spectroscopy. The alkyne functionality and the resulting triazole ring provide well resolved H-1 resonances to monitor and quantify the progress of such 'click' reactions in general.}},
  author       = {{Van Camp, Wim and Dışpınar, Tuğba and Dervaux, Bart and Du Prez, Filip and Martins, José and Fritzinger, Bernd}},
  issn         = {{1022-1336}},
  journal      = {{MACROMOLECULAR RAPID COMMUNICATIONS}},
  keywords     = {{BIOSEPARATION,POLYESTERS,cryogel,Author Keywords: 'click' chemistry,high-resolution MAS NMR spectroscopy,functionalization,macroporous networks,KeyWords Plus: POLY(2-HYDROXYETHYL METHACRYLATE),POLYMERIC CRYOGELS,MATERIALS SCIENCE,PEGYLATION,CHEMISTRY,MONOLITHS,MOLECULES,NETWORKS}},
  language     = {{eng}},
  number       = {{15}},
  pages        = {{1328--1333}},
  publisher    = {{WILEY-V C H VERLAG GMBH}},
  title        = {{‘Click’ functionalization of cryogels conveniently verified and quantified using high- resolution MAS NMR spectroscopy}},
  url          = {{http://doi.org/10.1002/marc.200900087}},
  volume       = {{30}},
  year         = {{2009}},
}
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