Nowadays, the development of new approaches which smartly bypass the use of harsh reaction conditions and hazardous chemicals covers a pivotal role. In this research paper the synthesis, characterization and application of novel libraries of triazine bis-quaternary ammonium salts, employed as coupling agents to produce amides, is reported. Full characterization of the novel compounds by 1H and 13C NMR, FT-IR spectroscopy, ESI-HRMS and elemental analysis (EA) is provided. Furthermore, a comparison in terms of activity of the preformed triazine compounds versus in situ formulations has been evaluated for the formation of amides in the presence of phenylethylamine and different aliphatic or aromatic acids. A possible correlation between the chemical structure of the triazine and their reactivity for the formation of the triazine bis-quaternary ammonium salts is also reported. Moreover, best performing condensation agents have been further tested for the cross-linking of collagen powder as possible wet white tanning systems, for sustainable and environmentally friendly leather tanning.

Synthesis of Amidation Agents and their Reactivity in Condensation Reactions

Roberto Sole;Vanessa Gatto;Silvia Conca;Lodovico Agostinis;Noemi Bardella;Andrea Morandini;Chiara Buranello;Valentina Beghetto
2020

Abstract

Nowadays, the development of new approaches which smartly bypass the use of harsh reaction conditions and hazardous chemicals covers a pivotal role. In this research paper the synthesis, characterization and application of novel libraries of triazine bis-quaternary ammonium salts, employed as coupling agents to produce amides, is reported. Full characterization of the novel compounds by 1H and 13C NMR, FT-IR spectroscopy, ESI-HRMS and elemental analysis (EA) is provided. Furthermore, a comparison in terms of activity of the preformed triazine compounds versus in situ formulations has been evaluated for the formation of amides in the presence of phenylethylamine and different aliphatic or aromatic acids. A possible correlation between the chemical structure of the triazine and their reactivity for the formation of the triazine bis-quaternary ammonium salts is also reported. Moreover, best performing condensation agents have been further tested for the cross-linking of collagen powder as possible wet white tanning systems, for sustainable and environmentally friendly leather tanning.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/10278/3733917
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