Environmentally degradable, high-performance thermoplastics from phenolic phytomonomers
Open accessAbstract
Aliphatic polyesters, such as poly(lactic acid), which degrade by hydrolysis, from naturally occurring molecules form the main components of biodegradable plastics. However, these polyesters have become substitutes for only a small percentage of the currently used plastic materials because of their poor thermal and mechanical properties. Polymers that degrade into natural molecules and have a performance closer to that of engineering plastics would be highly desirable. Although the use of a high-strength filler such as a bacterial cellulose or modified lignin greatly increases the plastic properties, it is the matrix polymer that determines the intrinsic properties of the composite. The introduction of an aromatic component into the thermoplastic polymer backbone is an efficient method to intrinsically improve the material performance. Here, we report the preparation of environmentally degradable, liquid crystalline, wholly aromatic polyesters. The polyesters were derived from polymerizable plant-derived chemicals--in other words, 'phytomonomers' that are widely present as lignin biosynthetic precursors. The mechanical performance of these materials surpasses that of current biodegradable plastics, with a mechanical strength, sigma, of 63 MPa, a Young's modulus, E, of 16 GPa, and a maximum softening temperature of 169 degrees C. On light irradiation, their mechanical properties improved further and the rate of hydrolysis accelerated.
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In 2013 Wang and co-workers proposed the synthesis of a trifunctional symmetric diester monomer 4-hydroxycinammic acid (4HCA), which is well-known for its photo-reversibility.
“In 2013 Wang and co-workers proposed the synthesis of a trifunctional symmetric diester monomer or 4-hydroxycinammic acid (4HCA), which is well-known for its photo-reversibility [95-97].”
From Shape-memory polymers for multiple applications in the materials world (2016) · cites this paper as [97]
The supplied passage under the paper’s Abstract identifies 4HCA as 4-hydroxycinnamic acid, and the photoreaction passages describe UV-induced cross-linking and an inverse photoconversion in its copolymer. They do not support the claim about a 2013 proposal by Wang and co-workers or a trifunctional symmetric diester monomer; no page numbers are provided. (LLM, conf=0.86)
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Wang, P., Linares‐Pastén, J. A., & Zhang, B. (2020) · Biomacromolecules · doi:10.1021/acs.biomac.9b01399 · Cited by 23 · see citing works
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Self-citationBacterial synthesis of four hydroxycinnamic acids
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Biofilms from soy protein isolate and polyfurfuryl alcohol
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Novel photocrosslinkable and biodegradable polyester from bio-renewable resource
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Self-citationShi, D., Matsusaki, M., & Akashi, M. (2008) · Macromolecular Bioscience · doi:10.1002/mabi.200800171 · Cited by 19 · see citing works
Self-citation
- Authors
- Kaneko, T., Thi, T. H., Shi, D. J., & Akashi, M.
- Affiliations
- Japan Advanced Institute of Science and Technology (JP)
- Corresponding author
- Kaneko, Tatsuo
- Akashi, Mitsuru
- Venue
- Nature Materials
- Published
- 2006-11-26
- Volume
- 5
- Issue
- 12
- Pages
- 966-970
- ISSN
- 1476-1122 (ISSN-L)
- 1476-4660
- OpenAlex
- W2066248875
- Cited by
- 208
- References
- 17
- Citations by year
- 2026: 6 · 2025: 5 · 2024: 8 · 2023: 14 · 2022: 12 · 2021: 12 · 2020: 10 · 2019: 15 · 2018: 6 · 2017: 14 · 2016: 12 · 2015: 13 · 2014: 8 · 2013: 15 · 2012: 17
- FWCI
- 4.02
- Type
- journal article
- Language
- en
- Open access
- green
- hdl.handle.net
- Locations
- Nature Materials (publishedVersion)
- PubMed (publishedVersion)
- Institutional Repositories DataBase (IRDB) (submittedVersion)
- JAIST Repository (submittedVersion)
- Topics
- Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
- Physical Sciences › Engineering › Biomedical Engineering › Lignin and Wood Chemistry
- Physical Sciences › Materials Science › Polymers and Plastics › Polymer composites and self-healing
- Keywords
- biodegradable thermoplastics, lignin monomers, liquid crystalline polymers, mechanical properties, thermal stability, biodegradable plastics
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