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Dynamic diselenide-containing polyesters from alcoholysis/oxidation of γ-butyroselenolactone

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Ondertitel:Dynamic diselenide-containing polyesters from alcoholysis/oxidation of gamma-butyroselenolactone
A versatile protocol for the synthesis of a variety of multiresponsive diselenide-containing polyesters was investigated. It consists of a one-pot, two-step process with the generation of a selenol by nucleophilic ring opening of gamma-butyroselenolactone with a broad range of alcohols in situ, followed by the transformation of the obtained compounds to the corresponding diselenides through a spontaneous oxidative coupling reaction. First, the influence of the catalyst choice, alcohol structure, and solvents on the reaction efficiency was examined. After elaboration of this one-pot reaction, a number of routes, all starting from gamma-butyroselenolactone, have been developed for the successful synthesis of linear and crosslinked diselenide-containing polyesters via a mild, straightforward process. The structure of diselenide compounds and polymers was carefully characterized by H-1, C-13, Se-77 NMR, FT-IR, HRMS, and SEC. In addition, it has been found that the diselenide-containing polyester networks showed fast reprocessing at a mild temperature (70 degrees C) or by making use of UV irradiation.
Tijdschrift: POLYMER CHEMISTRY
ISSN: 1759-9962
Issue: 29
Volume: 9
Pagina's: 4044 - 4051
Jaar van publicatie:2018
BOF-keylabel:ja
IOF-keylabel:ja
BOF-publication weight:6
CSS-citation score:1
Auteurs:International
Authors from:Higher Education
Toegankelijkheid:Closed