Atom-Economic Synthesis and Morphology-Dependent Marine Biodegradation Behavior of 2-Pyrone-4,6-Dicarboxylic Acid–Based Polyesteramide

2-Pyrone-4,6-dicarboxylic acid (PDC) is a lignin-derived biometabolic intermediate that serves as a versatile monomer for the development of sustainable polymers. In the present study, a bio-based polyesteramide, P(PDC-BiOx), was successfully synthesized via the atom-economical ring-opening polyaddition of PDC and 2,2′-bis(2-oxazoline). The thermal, crystalline, and mechanical properties of the resulting polymer were fully characterized, revealing a completely amorphous backbone with a fracture stress of 10.34 MPa. The marine biodegradability behavior was investigated under both surface and deep seawater conditions, demonstrating a clear correlation between material morphology and biodegradation rate. The experimental results demonstrated that, in surface seawater, the electrosprayed microparticles degraded more rapidly than the hot-pressed film, although both eventually reached a comparable extent of degradation. In comparison, in deep seawater, the electrosprayed microparticles achieved approximately 30% biodegradation within 45 days, which was higher than that of the hot-pressed film. Overall, PDC polyesteramides are promising biomass-derived polymers with straightforward accessibility and potential marine biodegradability.

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Publication Details

Journal
Polymer science & technology.
Published
2026-05-12
DOI
https://doi.org/10.1021/polymscitech.6c00037
Primary Topic
biodegradable polymer synthesis and properties
Type
article
Field-Weighted Citation Impact
0.00

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article

Atom-Economic Synthesis and Morphology-Dependent Marine Biodegradation Behavior of 2-Pyrone-4,6-Dicarboxylic Acid–Based Polyesteramide

Yasutaka Kuwahara, Takuya Katashima, Atsushi Isobe, Tsuyoshi Michinobu et al.
Polymer science & technology.
biodegradable polymer synthesis and properties
article

Atom-Economic Synthesis and Morphology-Dependent Marine Biodegradation Behavior of 2-Pyrone-4,6-Dicarboxylic Acid–Based Polyesteramide

Yasutaka Kuwahara, Takuya Katashima, Atsushi Isobe, Tsuyoshi Michinobu, Manabu Tanaka, Naofumi Kamimura, Manjusha Joshi, Yuichiro Otsuka, Eiji Masai, Yijie Jin, Shota Michida, Yuzo Suzuki, Takuma Araki, Wei Xin Tan, Masaya Fujita
article en

Abstract

2-Pyrone-4,6-dicarboxylic acid (PDC) is a lignin-derived biometabolic intermediate that serves as a versatile monomer for the development of sustainable polymers. In the present study, a bio-based polyesteramide, P(PDC-BiOx), was successfully synthesized via the atom-economical ring-opening polyaddition of PDC and 2,2′-bis(2-oxazoline). The thermal, crystalline, and mechanical properties of the resulting polymer were fully characterized, revealing a completely amorphous backbone with a fracture stress of 10.34 MPa. The marine biodegradability behavior was investigated under both surface and deep seawater conditions, demonstrating a clear correlation between material morphology and biodegradation rate. The experimental results demonstrated that, in surface seawater, the electrosprayed microparticles degraded more rapidly than the hot-pressed film, although both eventually reached a comparable extent of degradation. In comparison, in deep seawater, the electrosprayed microparticles achieved approximately 30% biodegradation within 45 days, which was higher than that of the hot-pressed film. Overall, PDC polyesteramides are promising biomass-derived polymers with straightforward accessibility and potential marine biodegradability.

Polymer science & technology.
Tokyo Institute of Technology (JP), Nagaoka University (JP), Nanyang Technological University (SG), Institute of Forest Resource Information Techniques (CN), Forestry and Forest Products Research Institute (JP), Tokyo Metropolitan University (JP), The University of Tokyo (JP), Nagaoka University of Technology (JP)
Fuji Seal Foundation, Japan Science and Technology Agency
Life below water
Openalex Percentile: Top 9%
biodegradable polymer synthesis and properties
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