Synthesis of aromatic–aliphatic polyesters by enzymatic ring opening polymerization of cyclic oligoesters and their cyclodepolymerization for a circular economy

Cyclic oligomers of hexamethylene furanoate and hexamethylene terephthalate were obtained from 1,6-hexanediol and the corresponding methyl esters using Candida antarctica lipase B (CALB) enzyme catalyst. HPLC, MALDI-TOF MS, and NMR analyses showed that mixtures composed from cyclic dimer up to hepta...

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Detalles Bibliográficos
Autores: Flores, Irma, Martínez de Ilarduya Sáez de Asteasu, Domingo Antxon|||0000-0001-8105-2168, Sardon, Haritz, Müller, Alejandro, Muñoz Guerra, Sebastián|||0000-0002-4273-2301
Tipo de recurso: artículo
Fecha de publicación:2019
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:2117/130296
Acceso en línea:https://hdl.handle.net/2117/130296
https://dx.doi.org/10.1021/acsapm.8b00265
Access Level:acceso abierto
Palabra clave:Circular economy
Polymerization
Polyesters
Aromatic-aliphatic polyesters
cyclic oligoesters
entropically driven ROP
enzymatic cyclization
enzymatic cyclodepolimerization
enzymatic polymerization
furanoate polyesters
terephthalate polyesters
Polimerització
Polièsters
Economia circular
Àrees temàtiques de la UPC::Enginyeria química
Descripción
Sumario:Cyclic oligomers of hexamethylene furanoate and hexamethylene terephthalate were obtained from 1,6-hexanediol and the corresponding methyl esters using Candida antarctica lipase B (CALB) enzyme catalyst. HPLC, MALDI-TOF MS, and NMR analyses showed that mixtures composed from cyclic dimer up to heptamer were obtained almost quantitatively. Subsequently, these cycles were polymerized by ring opening polymerization (ROP) mediated by CALB to obtain semicrystalline polymers. In addition, we demonstrated that the polymers obtained from the ROP process could be transformed into cyclic oligomers in high yields using enzymatic cyclodepolymerization, thereby recycling the polymer in a circular biosynthetic path.