Synthesis of Polyethyleneimines from the Manganese Catalyzed Coupling of Ethylene Glycol and Ethylenediamine

Autor: Brodie, Claire Nicole, Owen, Aniekan Ekpenyong, Kolb, Julian S., Buehl, Michael, Kumar, Amit
Přispěvatelé: Medical Research Council, University of St Andrews. School of Chemistry, University of St Andrews. EaSTCHEM
Rok vydání: 2023
Předmět:
Zdroj: Angewandte Chemie International Edition.
ISSN: 1521-3773
1433-7851
DOI: 10.1002/anie.202306655
Popis: This research is funded by a UKRI Future Leaders Fellowship (MR/W007460/1). A.E.O. gratefully acknowledges a fellowship from the Akwa Ibom State University (TETFund). J.K. thanks the Royal Society of Chemistry for an undergraduate research bursary award.The research data supporting this publication can be accessed at https://doi.org/10.17630/c447d945-edfa-401c-bcb4-94222a35ec61. Polyethyleneimines find many applications in products such as detergents, adhesives, cosmetics, and for processes such as tissue culture, gene therapy, and CO2 capture. The current state-of-the-art technology for the production of the branched polyethyleneimines involves aziridine feedstock which is a highly toxic, volatile and mutagenic chemical and raises significant concern to human health and environment. We report here a novel method for the synthesis of branched polyethyleneimine derivative from ethylene glycol and ethylenediamine which are much safer, environmentally benign, commercially available and potentially renewable feedstock. The polymerisation reaction is catalysed by a complex of an earth-abundant metal, manganese and liberates H2O as the only by-product. Our mechanistic studies using a combination of DFT computation and experiment suggest that the reaction proceeds by the formation and subsequent hydrogenation of imine intermediates. Publisher PDF
Databáze: OpenAIRE
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