Novel classes of lignin-derived poly(carbonate ester)s, poly(carbonate ester)s pending amide moiety oligomers, and poly(carbonate urethane)s have been designed and synthesized.

The combination of the Williamson and Tishchenko reactions produced a series of new α,ω-diene functionalized carboxylic ester, by which serials of polyesters have been prepared successfully.

The design and preparation of polymers by using biobased chemicals is regarded as an important strategy towards a sustainable polymer chemistry. Herein, two aromatic diols, 4-(hydroxymethyl)-2-methoxyphenol and 2-(4-(hydroxymethyl)-2-methoxyphenoxy)ethanol, have been prepared in good yields through the direct reduction of vanillin and hydroxyethylated vanillin (4-(2-hydroxyethoxy)-3-methoxybenzaldehyde) using NaBH4, respectively. The diols were submitted to traditional polycondensation and polyaddition with acyl chlorides and diisocyanatos, and serials of new polyesters and polyurethanes were prepared in high yields with moderate molecular weight ranging from 17,000 to 40,000 g mol−1. Their structures were characterized by 1H NMR, 13C NMR and FTIR, and their thermal properties were studied by TGA and differential scanning calorimetry (DSC), indicating that the as-prepared polyesters and polyurethanes have Tg in the range of 16.2 to 81.2 °C and 11.6 to 80.4 °C, respectively.

Polymerization of α,ω-diene functionalized carbonate monomers prepared from bio-based eugenol and 2-methoxy-4-vinylphenol through thiol–ene click and ADMET polymerizations produced polycarbonates with moderate molecular weight satisfactory thermal properties.