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A Facile Route to Boronic Acid Functional Polymeric Microspheres via Epoxide Ring Opening
Author(s) -
Vogt Andrew P.,
Trouillet Vanessa,
Greiner Alexandra M.,
Kaupp Michael,
Geckle Udo,
Barner Leonie,
Hofe Thorsten,
BarnerKowollik Christopher
Publication year - 2012
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.201200144
Subject(s) - epoxide , boronic acid , microsphere , ring (chemistry) , chemistry , combinatorial chemistry , materials science , nanotechnology , catalysis , organic chemistry , chemical engineering , engineering
Boronic acid‐functionalized microspheres are prepared for the first time via mild epoxide ring opening based on porous cross‐linked polymeric microspheres (diameter ≈ 10 μm, porosity ≈ 1000 Å). Quantitative chemical analysis by XPS and EA evidences that there is a greater functionalization with boronic acid when employing a sequential synthetic method [1.7 atom% boron (XPS); 1.12 wt% nitrogen (EA)] versus a one‐pot synthetic method [0.2 atom% boron (XPS); 0.60 wt% nitrogen (EA)] yielding grafting densities ranging from approximately 2.5 molecules of boronic acid per nm 2 to 1 molecule of boronic acid per nm 2 , respectively. Furthermore, the boronic acid‐functionalized microspheres are conjugated with a novel fluorescent glucose molecule demonstrating a homogeneous spatial distribution of boronic acid.

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