Bio-based aromatic polyesters from a novel bicyclic diol derived from D-mannitol

2,4:3,5-Di-O-methylene-D-mannitol, abbreviated as Manx, is a D-mannitol-derived compound with the secondary hydroxyl groups acetalized with formaldehyde. The bicyclic structure of Manx consists of two fused 1,3-dioxane rings, with two primary hydroxyl groups standing free for reaction. A homopolyest...

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Detalles Bibliográficos
Autores: Lavilla Aguilar, Cristina, Martínez de Ilarduya Sáez de Asteasu, Domingo Antxon|||0000-0001-8105-2168, Alla Bedahnane, Abdelilah|||0000-0001-8417-4937, García Martín, Maria de Gracia, Galbis Pérez, Juan Antonio, Muñoz Guerra, Sebastián|||0000-0002-4273-2301
Tipo de recurso: artículo
Fecha de publicación:2012
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:2117/16780
Acceso en línea:https://hdl.handle.net/2117/16780
https://dx.doi.org/10.1021/ma3013288
Access Level:acceso abierto
Palabra clave:Polyesters
Polièsters
Àrees temàtiques de la UPC::Enginyeria química
Descripción
Sumario:2,4:3,5-Di-O-methylene-D-mannitol, abbreviated as Manx, is a D-mannitol-derived compound with the secondary hydroxyl groups acetalized with formaldehyde. The bicyclic structure of Manx consists of two fused 1,3-dioxane rings, with two primary hydroxyl groups standing free for reaction. A homopolyester made of Manx and dimethyl terephthalate as well as a set of copolyesters of poly(butylene terephthalate) (PBT) in which 1,4-butanediol was replaced by Manx up to 50% were synthesized and characterized. The polyesters had Mw in the 30 000−52 000 g mol−1 range and a random microstructure and were thermally stable up to nearly 370 °C. They displayed outstanding high Tg with values from 55 to 137 °C which steadily increased with the content in Manx. Copolyesters containing up to 40% of Manx were semicrystalline and adopted the crystal structure of PBT. Their stress− strain parameters were sensitively affected by the presence of carbohydrate-based units with elongation at break decreasing but tensile strength and elastic moduli steadily increasing with the degree of replacement.