Polyesters derived from renewable methyl syringate for packaging applications
摘要
Bio-based polyesters derived from renewable compounds that mimic poly(ethylene terephthalate) (PET) material malleability while reducing environmental impact are a growing area of interest. This study utilized lignin-derived methyl syringate to synthesize a novel aromatic monomer, 1,4-bis(2,6-dimethoxybenzyloxy)benzoate (M). Copolyesters (P1–P4) were prepared via melt polymerization using monomer M, hydroquinone bis(2-hydroxyethyl)ether (HQEE), and varying aliphatic diacids (succinic acid, adipic acid, 1,8-octanedioic acid, and 1,12-dodecanedioic acid) with Sb2O3 as the catalyst. The random copolyesters were confirmed through 1H NMR analysis, with molecular weights (Mw) ranging from 42 to 50 kg/mol and polydispersity of 2.14–2.45. Thermal analysis revealed glass transition temperatures (Tg) of 54–88 °C and melting points (Tm) above 150 °C. Mechanical testing showed that P1, containing succinic acid, exhibited a tensile modulus of 1900 MPa and a yield strength of 87 MPa, closely resembling PET (2200 MPa, 69 MPa), highlighting its suitability for packaging applications. Degradation studies over 30 weeks revealed increasing biodegradation rates with longer aliphatic diacid spacers: P4 (4.6%), P3 (2.4%), P2 (1.4%), and P1 (1.1%). This trend is attributed to reduced aromatic content and increased chain flexibility, which enhance enzymatic hydrolysis. These results underscore the potential of these aliphatic–aromatic copolyesters, synthesized from renewable sources, to serve as environmentally friendly alternatives to conventional PET.