Molecules (Apr 2019)

Aliphatic Diacidic Long-Chain C16 Polyesters from 10,16-Dihydroxyhexadecanoic Acid Obtained from Tomato Residual Wastes

  • Daniel Arrieta-Baez,
  • José Vicente Hernández Ortíz,
  • José Campos Terán,
  • Eduardo Torres,
  • Mayra Beatriz Gómez-Patiño

DOI
https://doi.org/10.3390/molecules24081524
Journal volume & issue
Vol. 24, no. 8
p. 1524

Abstract

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10,16-dihydroxyhexadecanoic acid obtained from agroresidual tomato waste, was oxidized to produce 7-oxohexadecanedioic acid in good yield (>70%) and purified without oxidation side products in one step. Polycondensation with 1,8-octanediol, yielded the polyester (poly(ω-carboxyl PA-co-OD)) with Mw = 2155.15 and Mn = 1637.27. The best enzymatic reaction conditions to get the polyester were using lipase CAL-B (%-by-wt relative to monomer) in toluene as a solvent for 1 h at 60 °C. The poly(ω-carboxyl PA-co-OD) was characterized by 1H- and 13C-NMR, mass spectrometry (MALDI-TOF) and the polyester film formed with a Langmuir-Blodgett Trough was analyzed by means of spectroscopic ellipsometry and atomic force microscopy.

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