Effects of alkylene spacer length of 2-pyrone-4,6-dicarboxylic acid polyesters on biodegradability and metal adhesive properties

Abstract 2-Pyrone-4,6-dicarboxylic acid (PDC) is a lignin-derived biometabolic intermediate that can be produced on a large scale by using transforming bacteria and can be directly polymerized by polycondensation with diols to produce biomass polyesters. In the present study, a variety of PDC-based polyesters were successfully synthesized by direct polymerization between PDC and diols with different alkyl chain lengths. The thermal, crystalline, and mechanical properties of a series of PDC polyesters were fully characterized. The biodegradability of the PDC polyesters was investigated by biodegradation tests in a confined simulated environment using pond water. There was a clear correlation between the biodegradation rate, alkylene spacer length, and polymer hydrophilicity. In addition, the PDC polyesters exhibited excellent adhesive properties to various metals, and their adhesive properties gradually decreased with a decrease in the PDC content in the polymers. The excellent adhesion to an aluminum plate with the lap-shear strength of up to 15.26 MPa was demonstrated and this value is comparable to those of the-state-of-the-art commercial quick-drying metal adhesives.

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Publication Details

Journal
NPG Asia Materials
Published
2025-12-02
DOI
https://doi.org/10.1038/s41427-025-00626-3
Primary Topic
Lignin and Wood Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Effects of alkylene spacer length of 2-pyrone-4,6-dicarboxylic acid polyesters on biodegradability and metal adhesive properties

Keiichi Kuboyama, Atsushi Isobe, Shigeru Kimura, Tsuyoshi Michinobu et al.
NPG Asia Materials
Lignin and Wood Chemistry
article

Effects of alkylene spacer length of 2-pyrone-4,6-dicarboxylic acid polyesters on biodegradability and metal adhesive properties

Keiichi Kuboyama, Atsushi Isobe, Shigeru Kimura, Tsuyoshi Michinobu, Naofumi Kamimura, Yuichiro Otsuka, Masaya Nakamura, Eiji Masai, Yijie Jin, Masaya Fujita, Yuzo Suzuki, K Yoshida, Takuma Araki
article en

Abstract

Abstract 2-Pyrone-4,6-dicarboxylic acid (PDC) is a lignin-derived biometabolic intermediate that can be produced on a large scale by using transforming bacteria and can be directly polymerized by polycondensation with diols to produce biomass polyesters. In the present study, a variety of PDC-based polyesters were successfully synthesized by direct polymerization between PDC and diols with different alkyl chain lengths. The thermal, crystalline, and mechanical properties of a series of PDC polyesters were fully characterized. The biodegradability of the PDC polyesters was investigated by biodegradation tests in a confined simulated environment using pond water. There was a clear correlation between the biodegradation rate, alkylene spacer length, and polymer hydrophilicity. In addition, the PDC polyesters exhibited excellent adhesive properties to various metals, and their adhesive properties gradually decreased with a decrease in the PDC content in the polymers. The excellent adhesion to an aluminum plate with the lap-shear strength of up to 15.26 MPa was demonstrated and this value is comparable to those of the-state-of-the-art commercial quick-drying metal adhesives.

NPG Asia MaterialsVol. 17(1)
Tokyo Institute of Technology (JP), Forestry and Forest Products Research Institute (JP), Nagaoka University of Technology (JP)
Core Research for Evolutional Science and Technology
Openalex Percentile: Top 63%
Lignin and Wood Chemistry
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