Thermoplastic polyesters and Co-polyesters derived from vegetable oil: synthesis and optimization of melt polycondensation for medium and long chain poly(omega-hydroxyfatty acid)s and their ester derivatives

dc.contributorTrent Univ
dc.contributorUniversidade Estadual Paulista (Unesp)
dc.creatorJose, Jesmy
dc.creatorPourfallah, Ghazaleh
dc.creatorMerkley, Devon
dc.creatorLi, Shaojun
dc.creatorBouzidi, Laziz
dc.creatorLeão, Alcides Lopes [UNESP]
dc.creatorNarine, Suresh S.
dc.date2014-12-03T13:09:11Z
dc.date2014-12-03T13:09:11Z
dc.date2014-01-01
dc.date.accessioned2023-09-09T09:52:54Z
dc.date.available2023-09-09T09:52:54Z
dc.identifierhttp://dx.doi.org/10.1039/c3py01261a
dc.identifierPolymer Chemistry. Cambridge: Royal Soc Chemistry, v. 5, n. 9, p. 3203-3213, 2014.
dc.identifier1759-9954
dc.identifierhttp://hdl.handle.net/11449/112034
dc.identifier10.1039/c3py01261a
dc.identifierWOS:000333581400009
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/8761672
dc.descriptionThe synthesis of a series of omega-hydroxyfatty acid (omega-OHFA) monomers and their methyl ester derivatives (Me-omega-OHFA) from mono-unsaturated fatty acids and alcohols via ozonolysis-reduction/crossmetathesis reactions is described. Melt polycondensation of the monomers yielded thermoplastic poly(omega-hydroxyfatty acid)s [-(CH2)(n)-COO-](x) with medium (n = 8 and 12) and long (n = 17) repeating monomer units. The omega-OHFAs and Me-omega-OHFAs were all obtained in good yield (>= 80%) and purity (>= 97%) as established by H-1 NMR, Fourier Transform infra-red spectroscopy (FT-IR), mass spectroscopy (ESI-MS) and high performance liquid chromatography (HPLC) analyses. The average molecular size (M-n) and distribution (PDI) of the poly(omega-hydroxyfatty acid)s (P(omega-OHFA)s) and poly(omega-hydroxyfatty ester) s (P(Me-omega-OHFA) s) as determined by GPC varied with organo-metallic Ti(IV) isopropoxide [Ti(OiPr)(4)] polycondensation catalyst amount, reaction time and temperature. An optimization of the polymerization process provided P(omega-OHFA) s and P(Me-omega-OHFA) s with M-n and PDI values desirable for high end applications. Co-polymerization of the long chain (n = 12) and medium chain (n = 8) Me-omega-OHFAs by melt polycondensation yielded poly(omega-hydroxy tridecanoate/omega-hydroxy nonanoate) random co-polyesters (M-n = 11000- 18500 g mol(-1)) with varying molar compositions.
dc.descriptionElevance Renewable Sciences
dc.descriptionNSERC
dc.descriptionGrain Farmers of Ontario
dc.descriptionGPA-EDC
dc.descriptionIndustry Canada
dc.descriptionTrent University
dc.descriptionTrent Univ, Dept Phys & Astron, Trent Ctr Biomat Res, Peterborough, ON K9J 7B8, Canada
dc.descriptionTrent Univ, Dept Chem, Peterborough, ON K9J 7B8, Canada
dc.descriptionSao Paulo State Univ, UNESP, Coll Agr Sci, Botucatu, SP, Brazil
dc.descriptionSao Paulo State Univ, UNESP, Coll Agr Sci, Botucatu, SP, Brazil
dc.format3203-3213
dc.languageeng
dc.publisherRoyal Soc Chemistry
dc.relationPolymer Chemistry
dc.relation4.927
dc.relation1,778
dc.rightsAcesso restrito
dc.sourceWeb of Science
dc.titleThermoplastic polyesters and Co-polyesters derived from vegetable oil: synthesis and optimization of melt polycondensation for medium and long chain poly(omega-hydroxyfatty acid)s and their ester derivatives
dc.typeArtigo


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