Isomannide-containing poly(butylene 2,5-furandicarboxylate) copolyesters via ring opening polymerization

Cyclic oligomers of isomannide 2,5-furandicarboxylate were synthesized using the high dilution condensation method. A mixture of dimer, trimer, and tetramer species largely enriched in dimer was obtained. These cyclic oligomers were made to react with oligo(butylene 2,5-furandicarboxylate) in bulk a...

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Detalhes bibliográficos
Autores: Morales Huerta, Juan Carlos|||0000-0003-4855-649X, Martínez de Ilarduya Sáez de Asteasu, Domingo Antxon|||0000-0001-8105-2168, León Cavanillas, Salvador, Muñoz Guerra, Sebastián|||0000-0002-4273-2301
Tipo de documento: artigo
Data de publicação:2018
País:España
Recursos:Universitat Politècnica de Catalunya (UPC)
Repositório:UPCommons. Portal del coneixement obert de la UPC
Idioma:inglês
OAI Identifier:oai:upcommons.upc.edu:2117/118550
Acesso em linha:https://hdl.handle.net/2117/118550
https://dx.doi.org/10.1021/acs.macromol.8b00487
Access Level:Acceso aberto
Palavra-chave:Oligomers
Ring-opening polymerization
Copolymers
Polyesters
Ring Opening Polymerization
cyclic oligomers
Isomanide
FDCA
copolyesters
renewable resources.
Oligòmers
Copolímers
Polièsters
Polimerització
Àrees temàtiques de la UPC::Enginyeria química
Descrição
Resumo:Cyclic oligomers of isomannide 2,5-furandicarboxylate were synthesized using the high dilution condensation method. A mixture of dimer, trimer, and tetramer species largely enriched in dimer was obtained. These cyclic oligomers were made to react with oligo(butylene 2,5-furandicarboxylate) in bulk at 220 °C by ring opening polymerization using Sn(Oct)2 as a catalyst. A series of random poly(butylene 2,5-furandicarboxylate) copolyesters containing isomannide in a range of 5–50 mol % and with weight-average molecular weights between 30,000 and 50,000 g·mol–1 were prepared. These copolyesters started to decompose above 300 °C, and only those containing less than 10 mol % of isomannide showed signs of crystallinity. They displayed glass-transition temperatures in the 40–100 °C range with values increasing steadily with the content in isomannide. At difference with poly(butylene 2,5-furandicarboxylate) homopolyester that is reluctant to undergo hydrolysis, the isomannide-containing copolyesters were noticeably degraded by water, much more rapidly when exposed to lipases.