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

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 M...

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Autores principales: Arrieta-Baez, Daniel, Hernández Ortíz, José Vicente, Campos Terán, José, Torres, Eduardo, Gómez-Patiño, Mayra Beatriz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6515467/
https://www.ncbi.nlm.nih.gov/pubmed/30999714
http://dx.doi.org/10.3390/molecules24081524
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author Arrieta-Baez, Daniel
Hernández Ortíz, José Vicente
Campos Terán, José
Torres, Eduardo
Gómez-Patiño, Mayra Beatriz
author_facet Arrieta-Baez, Daniel
Hernández Ortíz, José Vicente
Campos Terán, José
Torres, Eduardo
Gómez-Patiño, Mayra Beatriz
author_sort Arrieta-Baez, Daniel
collection PubMed
description 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 M(w) = 2155.15 and M(n) = 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 (1)H- and (13)C-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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spelling pubmed-65154672019-05-30 Aliphatic Diacidic Long-Chain C16 Polyesters from 10,16-Dihydroxyhexadecanoic Acid Obtained from Tomato Residual Wastes Arrieta-Baez, Daniel Hernández Ortíz, José Vicente Campos Terán, José Torres, Eduardo Gómez-Patiño, Mayra Beatriz Molecules Article 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 M(w) = 2155.15 and M(n) = 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 (1)H- and (13)C-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. MDPI 2019-04-17 /pmc/articles/PMC6515467/ /pubmed/30999714 http://dx.doi.org/10.3390/molecules24081524 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Arrieta-Baez, Daniel
Hernández Ortíz, José Vicente
Campos Terán, José
Torres, Eduardo
Gómez-Patiño, Mayra Beatriz
Aliphatic Diacidic Long-Chain C16 Polyesters from 10,16-Dihydroxyhexadecanoic Acid Obtained from Tomato Residual Wastes
title Aliphatic Diacidic Long-Chain C16 Polyesters from 10,16-Dihydroxyhexadecanoic Acid Obtained from Tomato Residual Wastes
title_full Aliphatic Diacidic Long-Chain C16 Polyesters from 10,16-Dihydroxyhexadecanoic Acid Obtained from Tomato Residual Wastes
title_fullStr Aliphatic Diacidic Long-Chain C16 Polyesters from 10,16-Dihydroxyhexadecanoic Acid Obtained from Tomato Residual Wastes
title_full_unstemmed Aliphatic Diacidic Long-Chain C16 Polyesters from 10,16-Dihydroxyhexadecanoic Acid Obtained from Tomato Residual Wastes
title_short Aliphatic Diacidic Long-Chain C16 Polyesters from 10,16-Dihydroxyhexadecanoic Acid Obtained from Tomato Residual Wastes
title_sort aliphatic diacidic long-chain c16 polyesters from 10,16-dihydroxyhexadecanoic acid obtained from tomato residual wastes
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6515467/
https://www.ncbi.nlm.nih.gov/pubmed/30999714
http://dx.doi.org/10.3390/molecules24081524
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