Sugar-based aromatic copolyesters: a comparative study regarding isosorbide and diacetalized alditols as sustainable comonomers

Literature Information

Publication Date 2012-10-18
DOI 10.1039/C2GC36480H
Impact Factor 10.182
Authors

Cristina Lavilla, Sebastián Muñoz-Guerra


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Abstract

Three carbohydrate-based bicyclic diols, 1,4:3,6-dianhydro-D-glucitol (isosorbide, Is), 2,3:4,5-di-O-methylene-galactitol (Galx) and 2,4:3,5-di-O-methylene-D-mannitol (Manx), were made to react in the melt and under the same conditions with dimethyl terephthalate and 1,4-butanediol to produce respectively three series of PBxIsyT, PBxGalxyT and PBxManxyT random copolyesters. Five different copolymerizations, with molar feed ratios of 1,4-butanediol to sugar-based diols of 90 : 10, 80 : 20, 70 : 30, 60 : 40 and 50 : 50, were carried out for each bicyclic diol in order to make a comparative study on their reactivity and properties of the resulting copolyesters. Molecular weights and compositions data of the copolyesters revealed the greater facility of diacetalized diols to react under these conditions compared to isosorbide. The three bicyclic diols contributed to increase the thermal stability and also the glass-transition temperature of PBT. The replacement of 40% of 1,4-butanediol by sugar-based diols increased the glass transition temperature of PBT from 31 °C to ∼60 °C in the case of Galx and up to ∼90 °C regarding Is and Manx. All PBxGalxyT copolyesters as well as PBxIsyT and PBxManxyT ones with contents of Is and Manx of up to 32% and 41%, respectively, were semicrystalline.

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