Enzymatic Surface Erosion of High Tensile Strength Polycarbonates Based on Natural Phenols
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Surface erosion has been recognized as a valuable design tool for resorbable biomaterials within the context of drug delivery devices, surface coatings, and when precise control of strength retention is critical. Here we report on high tensile strength, aromatic–aliphatic polycarbonates based on natural phenols, tyrosol (Ty) and homovanillyl alcohol (Hva), that exhibit enzymatic surface erosion by lipase. The Young’s moduli of the polymers for dry and fully hydrated samples are 1.0 to 1.2 GPa and 0.8 to 1.2 GPa, respectively. Typical characteristics of enzymatic surface erosion were confirmed for poly(tyrosol carbonate) films with concomitant mass-loss and thickness-loss at linear rates of 0.14 ± 0.01 mg cm–2 d–1 and 3.0 ± 0.8 μm d–1, respectively. The molecular weight and the mechanical properties of the residual films remained constant. Changing the ratio of Ty and Hva provided control over the glass transition temperature (Tg) and the enzymatic surface erosion: increasing the Hva content in the polymers resulted in higher Tg and lower enzymatic erosion rate. Polymers with more than 50 mol % Hva were stable at 37 °C in enzyme solution. Analysis on thin films using quartz crystal microbalance with dissipation (QCM-D) demonstrated that the onset temperature of the enzymatic erosion was approximately 20 °C lower than the wet Tg for all tested polymers. This new finding demonstrates that relatively high tensile strength polycarbonates can undergo enzymatic surface erosion. Moreover, it also sheds light on the connection between Tg and enzymatic degradation and explains why few of the high strength polymers follow an enzyme-meditated degradation pathway.
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The ability of lipases to degrade polycarbonates in buffer has been linked to the glass transition temperature of the polymer.
“Finally, the ability of lipases to degrade polycarbonates in buffer has been linked to the glass transition temperature of the polymer.513”
From Catalysis as an Enabling Science for Sustainable Polymers (2018) · cites this paper as [513]
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- Authors
- Sommerfeld, S. D., Zhang, Z., Costache, M. C., Vega, S. L., & Kohn, J.
- Affiliations
- Rutgers, The State University of New Jersey (US)
- Rutgers − The State University of New Jersey , , 599 Taylor Road , , ,
- Corresponding author
- Kohn, Joachim
- Venue
- Biomacromolecules
- Publisher
- American Chemical Society (ACS)
- Published
- 2014-01-17
- Volume
- 15
- Issue
- 3
- Pages
- 830-836
- ISSN
- 1525-7797 (ISSN-L)
- 1526-4602
- PMC
- PMC3983148
- OpenAlex
- W2013358347
- Cited by
- 30
- References
- 37
- Citations by year
- 2025: 2 · 2023: 3 · 2022: 2 · 2021: 5 · 2020: 3 · 2019: 4 · 2018: 1 · 2017: 4 · 2016: 2 · 2015: 3 · 2014: 1
- FWCI
- 1.26
- Type
- journal article
- Language
- en
- Open access
- hybrid
- doi.org
- Locations
- Biomacromolecules (publishedVersion, other-oa)
- Europe PMC (PubMed Central) (publishedVersion)
- PubMed Central (publishedVersion)
- PubMed (publishedVersion)
- Rowan Digitals Works (Rowan University) (submittedVersion)
- Funders
- National Institutes of Health
- National Institute of Biomedical Imaging and Bioengineering (P41EB001046)
- Topics
- Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
- Physical Sciences › Materials Science › Surfaces, Coatings and Films › Polymer Surface Interaction Studies
- Physical Sciences › Materials Science › Polymers and Plastics › Polymer composites and self-healing
- Keywords
- polycarbonate, lipase, natural phenols, resorbable biomaterials, tensile strength, glass transition temperature, enzymatic degradation, QCM-D, drug delivery devices, surface coating
- MeSH terms
- Biocompatible Materials, Homovanillic Acid, Lipase, Phenylethyl Alcohol, Polycarboxylate Cement, Polyesters, Surface Properties, Temperature, Tensile Strength
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