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Bio-based aromatic copolyesters made from 1,6-hexanediol and bicyclic diacetalized d-glucitol

2012; Royal Society of Chemistry; Volume: 3; Issue: 8 Linguagem: Inglês

10.1039/c2py20145c

1759-9962

Cristina Japu, Abdelilah Alla, Antxon Martı́nez de Ilarduya, María de Gracia García‐Martín, Eva Benito, Juan A. Galbis, Sebastián Muñoz‐Guerra,

Carbon dioxide utilization in catalysis

The diacetalized diol 2,4:3,5-di-O-methylene-D-glucitol (Glux), a bicyclic compound derived from D-glucose, was used as a comonomer of 1,6-hexanediol in polycondensation in the melt with dimethyl terephthalate to produce a set of aromatic copolyesters (PHxGluxyT) with Glux contents ranging from 5 to 32%-mole. These sustainable copolyesters had molecular weights within the 12,000 to 45,000 g mol−1 range, and polydispersities between 2.0 and 2.5. They all had a random microstructure and displayed slight optical activity. PHxGluxyT showed a good thermal stability and were semicrystalline with both crystallinity degree and crystallization rate decreasing as the content in Glux increased. Conversely, Tg increased with the incorporation of Glux going from 8 °C in PHT to near 60 °C in the copolyester containing 32%-mole Glux. Compared to PHT, PHxGluxyT copolyesters showed not only an enhanced susceptibility to hydrolysis but also an appreciable biodegradability in the presence of lipases.