Polymers from Fatty Acids: Poly(ω-hydroxyl tetradecanoic acid) Synthesis and Physico-Mechanical Studies
Abstract
This Article describes the synthesis and physicomechanical properties of bioplastics prepared from methyl ω-hydroxytetradecanoic acid (Me-ω-OHC14), a new monomer available by a fermentation process using an engineered Candida tropicalis strain. Melt-condensation experiments were conducted using titanium tetraisopropoxide (Ti[OiPr](4)) as a catalyst in a two-stage polymerization (2 h at 200 °C under N(2), 4 h at 220 °C under 0.1 mmHg). Poly(ω-hydroxytetradecanoate), P(ω-OHC14), M(w), determined by SEC-MALLS, increased from 53K to 110K as the Ti(OiPr)(4) concentration increased from 50 to 300 ppm. By varying the polymerization conditions (catalyst concentration, reaction time, second-stage reaction temperature) a series of P(ω-OHC14) samples were prepared with M(w) values from 53K to 140K. The synthesized polyesters with M(w) ranging from 53K to 140K were subjected to characterization by DSC, TGA, DMTA, and tensile testing. Influences of P(ω-OHC14) molecular weight, melting point, and enthalpies of melting/crystallization on material tensile properties were explored. Cold-drawing tensile tests at room temperature for P(ω-OHC14) with M(w) 53K-78K showed a brittle-to-ductile transition. In contrast, P(ω-OHC14) with M(w) 53K undergoes brittle fracture. Increasing P(ω-OHC14) M(w) above 78K resulted in a strain-hardening phenomena and tough properties with elongation at break ~700% and true tensile strength of ~50 MPa. Comparisons between high density polyethylene and P(ω-OHC14) mechanical and thermal properties as a function of their respective molecular weights are discussed.
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Melt condensation of ω-hydroxyl fatty acids catalyzed by Ti(OiPr)4 via a two-stage polymerization generates polyesters with molecular weights ranging from 50 to 110 kDa.
“Melt condensation of ω-hydroxyl fatty acids, e.g.OH(CH2)13COOH, catalyzed by Ti(O i Pr)4 via a two-stage polymerization (200 °C under N2 then 220 °C under 0.1 mmHg) generate polyesters with molecular weights ranging from 50 to 110 kDa.232”
From Catalysis as an Enabling Science for Sustainable Polymers (2018) · cites this paper as [232]
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Self-citation
- Authors
- Liu, C., Liu, F., Cai, J., Xie, W., Long, T. E., Turner, S. R., Lyons, A., & Gross, R. A.
- Affiliations
- New York University (US)
- Virginia Tech (US)
- College of Staten Island (US)
- Corresponding author
- Gross, Richard A.
- ORCID
- Venue
- Biomacromolecules
- Publisher
- American Chemical Society (ACS)
- Published
- 2011-08-09
- Volume
- 12
- Issue
- 9
- Pages
- 3291-3298
- ISSN
- 1525-7797 (ISSN-L)
- 1526-4602
- OpenAlex
- W2332178981
- Cited by
- 128
- References
- 37
- Citations by year
- 2026: 2 · 2025: 10 · 2024: 12 · 2023: 2 · 2022: 4 · 2021: 10 · 2020: 6 · 2019: 14 · 2018: 6 · 2017: 5 · 2016: 15 · 2015: 9 · 2014: 11 · 2013: 14 · 2012: 7
- FWCI
- 4.32
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Biomacromolecules (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
- Physical Sciences › Materials Science › Polymers and Plastics › Polymer crystallization and properties
- Physical Sciences › Materials Science › Polymers and Plastics › Polymer composites and self-healing
- Keywords
- bioplastics, melt polycondensation, molecular weight effects, tensile properties, ductile-to-brittle transition, strain hardening, crystallization, thermal properties
- MeSH terms
- Biocompatible Materials, Crystallization, Fatty Acids, Fermentation, Molecular Weight, Myristic Acids, Magnetic Resonance Spectroscopy, Polyesters, Temperature, Tensile Strength, Thermodynamics, Spectroscopy, Fourier Transform Infrared, Bioreactors, Organisms, Genetically Modified, Candida tropicalis
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