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Further Insights into the Catalytic Reduction of Aliphatic Polyesters to Polyethers

Rhein, Michael 1,2; Zarbakhsh, Sirus; Meier, Michael A. R. 1,2,3
1 Laboratorium für Applikationen der Synchrotronstrahlung (LAS), Karlsruher Institut für Technologie (KIT)
2 Institut für Organische Chemie (IOC), Karlsruher Institut für Technologie (KIT)
3 Institut für Biologische und Chemische Systeme (IBCS), Karlsruher Institut für Technologie (KIT)


The synthesis of medium- and short-chain aliphatic polyethers is industrially limited to the ring-opening polymerization of cyclic ethers with a high ring strain, such as oxiranes, oxetanes, or tetrahydrofuran. This structural limitation can be overcome by the gallium bromide catalyzed reduction of different polyesters into their corresponding polyethers. Herein, the scope of applicable polyesters is broadened, while the influence of the polyester structure on the reduction system is examined. The reactivity as well as side reactions, i.e., overreduction leading to chain cleavage, are shown to depend on the distance of the ester groups in the repeating unit of the polyester. Two different reducing agents, namely triethylsilane and 1,1,3,3-tetramethyldisiloxane, are studied and compared in terms of reactivity and work-up procedures, showing advantages and disadvantages depending on the reduced polyester properties. The reaction conditions are optimized and the reduction can be scaled-up to 60 g polyester. All products are thoroughly characterized.

Verlagsausgabe §
DOI: 10.5445/IR/1000151277
Veröffentlicht am 21.10.2022
Cover der Publikation
Zugehörige Institution(en) am KIT Institut für Biologische und Chemische Systeme (IBCS)
Institut für Organische Chemie (IOC)
Laboratorium für Applikationen der Synchrotronstrahlung (LAS)
Publikationstyp Zeitschriftenaufsatz
Publikationsmonat/-jahr 01.2023
Sprache Englisch
Identifikator ISSN: 1022-1352, 0025-116X, 1521-3935
KITopen-ID: 1000151277
HGF-Programm 43.33.11 (POF IV, LK 01) Adaptive and Bioinstructive Materials Systems
Erschienen in Macromolecular Chemistry and Physics
Verlag Wiley-VCH Verlag
Band 224
Heft 1
Seiten Art,Nr. 2200289
Vorab online veröffentlicht am 08.09.2022
Nachgewiesen in Web of Science
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