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Molecules 2019, 24(8), 1524; https://doi.org/10.3390/molecules24081524

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

1
Instituto Politécnico Nacional – CNMN, Unidad Profesional Adolfo López Mateos, Col. Zacatenco, México City, CDMX CP 07738, México
2
División De Ciencias Naturales y de Ingeniería, Universidad Autónoma Metropolitana Unidad Cuajimalpa, México City, CDMX, CP 05300, Mexico
3
Centro de Química y Facultad de Ingeniería Química, Benemérita Universidad Autónoma de Puebla, Puebla CP 72570, Mexico
*
Author to whom correspondence should be addressed.
Received: 19 March 2019 / Revised: 12 April 2019 / Accepted: 15 April 2019 / Published: 17 April 2019
(This article belongs to the Section Macromolecular Chemistry)
PDF [946 KB, uploaded 17 April 2019]

Abstract

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.
Keywords: polyesters; lipases; MALDI-TOF; tomato; agroresidual waste polyesters; lipases; MALDI-TOF; tomato; agroresidual waste
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).
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Arrieta-Baez, D.; Hernández Ortíz, J.V.; Terán, J.C.; Torres, E.; Gómez-Patiño, M.B. Aliphatic Diacidic Long-Chain C16 Polyesters from 10,16-Dihydroxyhexadecanoic Acid Obtained from Tomato Residual Wastes. Molecules 2019, 24, 1524.

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