Poly(alkylene 2,5-furandicarboxylate)s (PEF and PBF) by ring opening polymerization

The preparation of cyclic ethylene and butylene 2,5-furandicarboxylate oligoesters and their conversion to furan-based polyesters poly(ethylene furanoate) (PEF) and poly(butylene furanoate) (PBF) by ring-opening polymerization (ROP) are described. The cyclic oligoesters were obtained in high yields...

Descripción completa

Detalles Bibliográficos
Autores: Morales Huerta, Juan Carlos|||0000-0003-4855-649X, Martínez de Ilarduya Sáez de Asteasu, Domingo Antxon|||0000-0001-8105-2168, Muñoz Guerra, Sebastián|||0000-0002-4273-2301
Tipo de recurso: artículo
Fecha de publicación:2016
País:España
Institución:Universitat Politècnica de Catalunya (UPC)
Repositorio:UPCommons. Portal del coneixement obert de la UPC
Idioma:inglés
OAI Identifier:oai:upcommons.upc.edu:2117/83065
Acceso en línea:https://hdl.handle.net/2117/83065
https://dx.doi.org/10.1016/j.polymer.2016.02.003
Access Level:acceso abierto
Palabra clave:Polymerization
Polyesters
Cyclic oligoesters
entropically driven ring opening polymerization
ROP
PEF
PBF
poly(alkylen 2
5-furandicarboxylate)s
Polimerització
Polièsters
Àrees temàtiques de la UPC::Enginyeria química
Descripción
Sumario:The preparation of cyclic ethylene and butylene 2,5-furandicarboxylate oligoesters and their conversion to furan-based polyesters poly(ethylene furanoate) (PEF) and poly(butylene furanoate) (PBF) by ring-opening polymerization (ROP) are described. The cyclic oligoesters were obtained in high yields by both high dilution condensation and thermal cyclodepolymerization methods, and they consisted of mixtures of small size species. Cyclic dimer, trimer and tetramer oligoesters were isolated by semipreparative chromatography and found to be crystalline compounds melting within the 140–200 °C range. ROP catalyzed by Sn(Oct)2 of both mixtures and individual species afforded PEF and PBF with weight-average molecular weights between 50,000 and 60,000 g mol-1. Polymerization rate was found to be higher for butylene than for ethylene cyclic oligofuranoates, and also to increase slightly as cycle size decreased. The thermal properties of PEF and PBF prepared by ROP were in full agreement with those reported for these polyesters obtained by melt polycondensation.