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

Abstract

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.

Solar light efficient photocatalytic activity degradation of emergent contaminants by coated TiO2 nanoparticles

“…. 20 Thus, when oligomers from bulk solution interacted with the negatively charged NP, those molecules with prevalence of IM + and /or IMH + residues were electrostatically attracted by the negative surface and were expected to neutralize in some extent the surface charge. This could be the reason for the less negative zeta potential of coated NP.…”

“…The versatility of the photocatalytic behavior was studied using the emerging contaminants chloramphenicol, ciprofloxacin and trimethoprim. 20 In order to prepare the coated NP, 250 mg of TiO 2 NP where exposed to a 0.1 N NaOH solution for 30 min. After that time, the NP were washed three times with deionized water.…”

Calcium alginate beads reinforced with synthetic oligomers, linear polyethylenimine and Cu(II): structural stability and potential applications

“…This synthetic strategy is an adaptation of a former procedure described for the synthesis of ampholytes (Lombardo Lupano et al 2016). The reaction proceeded without stirring, except when the reagents were added and needed to be mixed.…”

“…Sodium alginate, Ca(II), PEI.HCl and Cu(II) were properly combined to impart structural and chemical stability to the beads by making use of the high cationic binding capacity of the oligomers. The compounds obtained from ethylene glycol diglycidyl ether (EGDE), imidazole (IM) and methacrylic acid (MAA), were synthesized according to a variation of a former method for ampholytes (Lombardo Lupano et al 2016). They can interact with alginate and the cations by means of -OH and ionized functional groups, retaining the cations and preserving the bead structure and cationic functionality (Lombardo Lupano et al 2016).…”

“…The compounds obtained from ethylene glycol diglycidyl ether (EGDE), imidazole (IM) and methacrylic acid (MAA), were synthesized according to a variation of a former method for ampholytes (Lombardo Lupano et al 2016). They can interact with alginate and the cations by means of -OH and ionized functional groups, retaining the cations and preserving the bead structure and cationic functionality (Lombardo Lupano et al 2016). Cytotoxicity assays were performed to study the safety of these novel oligomers.…”