New bifunctional amphiphilic oxyethylimidazolium derivatives of calix[4]arene containing alkynyl/azide fragments: regularities of aggregation and polymerization under azide/alkyne cycloaddition conditions

New bifunctional amphiphilic oxyethylimidazolium derivatives of calix[4]arene with terminal alkynyl or azide fragments in the polar moiety of the molecule were synthesized. The aggregation characteristics (critical aggregation concentrations, size, and zeta potential) of the synthesized macrocyclic...

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Bibliographic Details
Published in:Russian chemical bulletin 2022, Vol.71 (1), p.131-138
Main Authors: Burilov, V. A., Bogdanov, I. M., Garipova, R. I., Volodina, A. A., Mironova, D. A., Evtugyn, V. G., Solovieva, S. E., Antipin, I. S.
Format: Article
Language:English
Subjects:
Agglomeration
Alkynes
Aqueous solutions
Azide
Chemical reactions
Chemical synthesis
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Coupling (molecular)
Cross coupling
Crosslinking
Cycloaddition
Fragments
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Infrared spectroscopy
Inorganic Chemistry
Organic Chemistry
Polymerization
Zeta potential
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Summary:New bifunctional amphiphilic oxyethylimidazolium derivatives of calix[4]arene with terminal alkynyl or azide fragments in the polar moiety of the molecule were synthesized. The aggregation characteristics (critical aggregation concentrations, size, and zeta potential) of the synthesized macrocyclic azides, alkynes, and their mixtures were studied. Polymeric particles were obtained under the azide/alkyne cycloaddition conditions. Covalent cross-linking of the aggregate core was proved by IR spectroscopy. The size, molecular weight, and morphology of the polymerized particles were determined. The catalytic properties of the in situ formed Pd(OAc) 2 complex with the prepared polymerized particles were studied in the model Suzuki cross-coupling reaction in an aqueous medium.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-022-3386-5