NMR spectroscopy as basis for characterization of pluronic® F108 and its derivatives

Date
2000
Authors
Yanic C.
Bredenkamp M.W.
Jacobs E.P.
Spies H.S.C.
Swart P.
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Abstract
The hydroxyl end groups of Pluronic®F108 {a triblock copolymer surfactant of poly(ethylene glycol) and poly(propylene glycol) [PEG-PPG-PEG]) were modified into primary amine, sulfonic acid, and quaternary ammonium equivalents for use in affinity chromatography. NMR was used for monitoring the efficacy of modifications on intermediaries and final products. The primary amine equivalents were prepared via conversion of the hydroxyl groups to a tosylate, its displacement with an azide, followed by reduction to the primary amine. The sulfonic acid equivalents were prepared via hydroxyl group tosylation, the displacement of tosylate with thiol, and its oxidation to sulfonic acid. The conversion to trimethyl ammonium was achieved via hydroxyl group tosylation, tosylate displacement by halide, and halide displacement with trimethylamine. © 2000 John Wiley & Sons, Inc.
Description
Keywords
Affinity chromatography, Amines, Ammonium compounds, Chemical modification, Derivatives, Mass spectrometry, Nuclear magnetic resonance spectroscopy, Organic acids, Oxidation, Polyethylene glycols, Surface active agents, Glycol triblock copolymer, Hydroxyl group tosylation, Polypropylene glycol, Sulfonic acid, Tosylate, Trimethylamine, Block copolymers
Citation
Journal of Applied Polymer Science
78
1