Lipase-Catalyzed Degradation of Polyesters in Organic Solvents. A New Methodology of Polymer Recycling Using Enzyme as Catalyst
Abstract
Enzymatic hydrolytic degradation of aliphatic polyesters in organic solvents has been examined. The degradation of poly(epsilon-caprolactone) took place using Candida antarctica lipase as catalyst in toluene at 60 degrees C to give oligomers with molecular weight of less than 500. The degradation behavior catalyzed by lipase was quite different than an acid-catalyzed degradation (random bond cleavage of polymer). After the removal of the solvent from the reaction mixture, the residual oligomer was polymerized in the presence of the same catalyst of lipase. These data provide a basic concept that the degradation-polymerization could be controlled by presence or absence of the solvent, providing a new methodology of plastics recycling.
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After solvent evaporation, the oligomers could be repolymerized in bulk using the same lipase catalyst.
“After solvent evaporation, these oligomers could be repolymerized in bulk using the same lipase catalyst.”
From Catalysis as an Enabling Science for Sustainable Polymers (2018) · cites this paper as [515]
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Ohara, H., Nishioka, E., Yamaguchi, S., Kawai, F., & Kobayashi, S. (2011) · Biomacromolecules · doi:10.1021/bm201004g · Cited by 13 · see citing works
Self-citationKobayashi, S., & Uyama, H. (2003) · Encyclopedia of Polymer Science and Technology · doi:10.1002/0471440264.pst118 · Cited by 13 · see citing works
Self-citationEnzymatic Synthesis and Chemical Recycling of Poly(carbonate‐urethane)
Soeda, Y., Toshima, K., & Matsumura, S. (2004) · Macromolecular Bioscience · doi:10.1002/mabi.200400042 · Cited by 12 · see citing works
Comparative analysis of polyester hydrolysis activity among three lipolytic enzymes
Lin, H., Mu, X., Huang, J., Jiang, H., Niu, J., & Shu, Z. (2019) · Journal of Chemical Technology & Biotechnology · doi:10.1002/jctb.6042 · Cited by 11 · see citing works
Polymer Synthesis and Modification by Enzymatic Catalysis
Kobayashi, S., & Ohmae, M. (2007) · Wiley eBooks · doi:10.1002/9783527631421.ch10 · Cited by 11 · see citing works
Self-citationDevelopment of a biodegradable flow resisting polymer membrane for a novel glaucoma microstent
Siewert, S., Falke, K., Luderer, F., Reske, T., Schmidt, W., Pfensig, S., Stiehm, M., Hinze, U., Chichkov, B. N., Grabow, N., et al. (2017) · Biomedical Microdevices · doi:10.1007/s10544-017-0218-8 · Cited by 10 · see citing works
Enzymatic Polymerization to Polyesters
Kobayashi, S., & Uyama, H. (2002) · Biopolymers Online · doi:10.1002/3527600035.bpol3a14 · Cited by 10 · see citing works
Self-citationEffect of organic solvent on enzymatic degradation of cyclic PBS-based polymers by lipase N435
Li, C., Zhang, M., Weng, Y., & Zhao, D. L. (2019) · International Journal of Biological Macromolecules · doi:10.1016/j.ijbiomac.2019.06.216 · Cited by 9 · see citing works
Role of Microbial Enzymes and Their Modification for Plastic Biodegradation–A Review
Swain, R. K., Nayak, S. K., Dubey, R., Bera, T., & Mohanty, S. (2025) · Environmental Quality Management · doi:10.1002/tqem.70088 · Cited by 8 · see citing works
Enzyme-Catalyzed Synthesis of Water-Soluble Conjugated Poly[2-(3-thienyl)-Ethoxy-4-Butylsulfonate]
Zhao, Y., Zhu, H., Wang, X., Liu, Y., Wu, X. J., Zhou, H., & Ni, Z. (2016) · Polymers · doi:10.3390/polym8040139 · Cited by 8 · see citing works
Chakraborty, S., Pagaduan, J. N., Melgar, Z. K. A., Seitz, S., Kan, K., & Ajiro, H. (2018) · Polymer Bulletin · doi:10.1007/s00289-018-2443-6 · Cited by 8 · see citing works
- Authors
- Kobayashi, S., Uyama, H., & Takamoto, T.
- Affiliations
- Kyoto University (JP)
- ORCID
- Uyama, Hiroshi
- Venue
- Biomacromolecules
- Publisher
- American Chemical Society (ACS)
- Published
- 2000-02-18
- Volume
- 1
- Issue
- 1
- Pages
- 3-5
- ISSN
- 1525-7797 (ISSN-L)
- 1526-4602
- OpenAlex
- W2063015943
- Cited by
- 130
- References
- 20
- Citations by year
- 2026: 8 · 2025: 4 · 2024: 1 · 2023: 3 · 2022: 4 · 2021: 7 · 2020: 6 · 2019: 5 · 2018: 7 · 2017: 6 · 2016: 7 · 2015: 4 · 2014: 3 · 2013: 2 · 2012: 4
- FWCI
- 6.10
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Biomacromolecules (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Enzyme Catalysis and Immobilization
- Physical Sciences › Materials Science › Polymers and Plastics › Polymer crystallization and properties
- Keywords
- aliphatic polyesters, polycaprolactone, Candida antarctica lipase, enzymatic hydrolysis, organic solvents, toluene, polymer recycling, oligomerization, acid-catalyzed degradation, plastic recycling
- MeSH terms
- Candida, Catalysis, Conservation of Natural Resources, Lipase, Polyesters, Solvents, Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
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