Volume 40, Issue 23 pp. 4357-4367
Article

New polymer syntheses. CXI. Aliphatic polyesters by the ring-opening polycondensation of glutaric anhydride with ethylene or trimethylene carbonate

Hans R. Kricheldorf

Corresponding Author

Hans R. Kricheldorf

Institut für Technische und Makromolekulare Chemie, Bundesstraße 45, D-20146 Hamburg, Germany

Institut für Technische und Makromolekulare Chemie, Bundesstraße 45, D-20146 Hamburg, GermanySearch for more papers by this author
Oliver Petermann

Oliver Petermann

Institut für Technische und Makromolekulare Chemie, Bundesstraße 45, D-20146 Hamburg, Germany

Search for more papers by this author
First published: 21 October 2002
Citations: 7

Abstract

Several polycondensations of ethylene carbonate with succinic anhydride or glutaric anhydride (GA) were conducted in bulk. Low molar mass polyesters were obtained with pyridine-type catalysts and GA. Analogous polycondensations of trimethylene carbonate (TMC) and GA were successful when quinoline, 4-(N,N-dimethylamino)pyridine, or BF3 · OEt2 was used as a catalyst. Matrix-assisted laser desorption/ionization time-of-flight mass spectra revealed the formation of cyclic oligoesters and polyesters by backbiting degradation. Monomer mixtures containing an excess of TMC yielded copoly(ester carbonate)s with number-average molecular weights up to 16,000 Da. Analogous copoly(ester carbonate)s were obtained from TMC and 3,3′-tetramethylene glutaric anhydride. Furthermore, combined polycondensation/ring-opening polymerization reactions of TMC and GA with L-lactide or ϵ-caprolactone were studied. All copolymers were characterized by viscosity measurements and by IR, 1H, and 13C NMR spectroscopy. © 2002 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 40: 4357–4367, 2002

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