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‘Click’ Functionalization of Cryogels Conveniently Verified and Quantified Using High‐Resolution MAS NMR Spectroscopy
Author(s) -
Van Camp Wim,
Dispinar Tugba,
Dervaux Bart,
Prez Filip E. Du,
Martins José C.,
Fritzinger Bernd
Publication year - 2009
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.200900087
Subject(s) - alkyne , click chemistry , ethylene glycol , azide , cycloaddition , magic angle spinning , nuclear magnetic resonance spectroscopy , polymer chemistry , surface modification , materials science , spectroscopy , chemical modification , chemistry , combinatorial chemistry , organic chemistry , catalysis , physics , quantum mechanics
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 1 H resonances to monitor and quantify the progress of such ‘click’ reactions in general.