Thermoplastic Polyesters of 2-Pyrone-4,6-Dicarboxylic Acid (PDC) Obtained from a Metabolic Intermediate of Lignin

Shikinaka Kazuhiro; Hashimoto Yoshiki; Kajita Shinya; Masai Eiji; Katayama Yoshihiro; Nakamura Masaya; Otsuka Yuichiro; Ohara Seiji; Shigehara Kiyotaka

doi:10.2115/fiber.69.39

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Thermoplastic Polyesters of 2-Pyrone-4,6-Dicarboxylic Acid (PDC) Obtained from a Metabolic Intermediate of Lignin

Kazuhiro Shikinaka, Yoshiki Hashimoto, Shinya Kajita, Eiji Masai, Yoshihiro Katayama, Masaya Nakamura, Yuichiro Otsuka, Seiji Ohara, Kiyotaka Shigehara

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JOURNAL FREE ACCESS

2013 Volume 69 Issue 2 Pages 39-47

DOI https://doi.org/10.2115/fiber.69.39

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Abstract

2-Pyrone-4,6-dicarboxylic acid (PDC), a chemically stable metabolic intermediate of lignin, was converted into the corresponding acid chloride and thermoplastic polyesters were synthesized by polycondensation with several aromatic diols. The polyesters exhibited high decomposition temperature due to the presence of aromatic group adjacent to the PDC group. The films prepared by hot-pressing gave relatively high fracture stress that is almost comparable to poly(ethylene terephthalate) (PET) and showed oriented crystallization upon stretching.

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