Polymers from fatty acids: Poly(ω-hydroxyl tetradecanoic acid) synthesis and physico-mechanical studies

Chen Liu, Fei Liu, Jiali Cai, Wenchun Xie, Timothy Edward Long, S. Richard Turner, Alan Lyons, Richard A. Gross

Research output: Contribution to journalArticle

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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.

Original languageEnglish
Pages (from-to)3291-3298
Number of pages8
JournalBiomacromolecules
Volume12
Issue number9
DOIs
Publication statusPublished - 2011 Sep 12
Externally publishedYes

Fingerprint

Myristic Acid
Fatty acids
Hydroxyl Radical
Polymers
Fatty Acids
Molecular weight
Polymerization
Catalysts
Acids
Candida
Tensile testing
Brittle fracture
High density polyethylenes
Tensile properties
Strain hardening
Fermentation
Melting point
Polyesters
Elongation
Condensation

ASJC Scopus subject areas

  • Bioengineering
  • Biomaterials
  • Polymers and Plastics
  • Materials Chemistry

Cite this

Liu, C., Liu, F., Cai, J., Xie, W., Long, T. E., Turner, S. R., ... Gross, R. A. (2011). Polymers from fatty acids: Poly(ω-hydroxyl tetradecanoic acid) synthesis and physico-mechanical studies. Biomacromolecules, 12(9), 3291-3298. https://doi.org/10.1021/bm2007554

Polymers from fatty acids : Poly(ω-hydroxyl tetradecanoic acid) synthesis and physico-mechanical studies. / Liu, Chen; Liu, Fei; Cai, Jiali; Xie, Wenchun; Long, Timothy Edward; Turner, S. Richard; Lyons, Alan; Gross, Richard A.

In: Biomacromolecules, Vol. 12, No. 9, 12.09.2011, p. 3291-3298.

Research output: Contribution to journalArticle

Liu, C, Liu, F, Cai, J, Xie, W, Long, TE, Turner, SR, Lyons, A & Gross, RA 2011, 'Polymers from fatty acids: Poly(ω-hydroxyl tetradecanoic acid) synthesis and physico-mechanical studies', Biomacromolecules, vol. 12, no. 9, pp. 3291-3298. https://doi.org/10.1021/bm2007554
Liu, Chen ; Liu, Fei ; Cai, Jiali ; Xie, Wenchun ; Long, Timothy Edward ; Turner, S. Richard ; Lyons, Alan ; Gross, Richard A. / Polymers from fatty acids : Poly(ω-hydroxyl tetradecanoic acid) synthesis and physico-mechanical studies. In: Biomacromolecules. 2011 ; Vol. 12, No. 9. pp. 3291-3298.
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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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