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Synthesis of Water‐Soluble Oligomers From Imidazole, Ethyleneglycol Diglycidyl Ether, and Methacrylic Acid. An Insight Into the Chemical Structure, Aggregation Behavior and Formation of Hollow Spheres
Author(s) -
Lombardo Lupano Lucía V.,
LázaroMartínez Juan M.,
Vizioli Nora M.,
Torres Dimas I.,
Campo Dall' Orto Viviana
Publication year - 2016
Publication title -
macromolecular materials and engineering
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.913
H-Index - 96
eISSN - 1439-2054
pISSN - 1438-7492
DOI - 10.1002/mame.201500276
Subject(s) - imidazole , polymer chemistry , methacrylic acid , hydrodynamic radius , chemistry , citric acid , ether , solubility , methacrylate , chemical modification , materials science , copolymer , organic chemistry , polymer
The synthesis of non‐soluble polyampholytes was modified to obtain water‐soluble oligomers, by a sequential reaction at 60 °C of imidazole (IM), ethyleneglycol diglycidyl ether (EGDE) and methacrylic acid (MAA). The hydrogel Poly(EGDE‐IM) with disubstituted imidazole (IM + ) residues, enhanced its solubility in water by functionalization with Poly(MAA). NMR and mass spectrometry evidenced ester groups, Poly(MAA) chains, Poly(EGDE), and IM + links. Capillary electrophoresis evidenced populations with positive net charge at pH lower than 9, due to IM + and protonatable residues (IMH + ). Water‐soluble aggregates of oligomers were detected by size exclusion chromatography. The product aggregated with cations such as Fe(II) adsorbing anionic compounds, and formed hollow spheres when citric acid was present.