Cargando…

Diels–Alder-Crosslinked Polymers Derived from Jatropha Oil

Methyl oleate, methyl linoleate, and jatropha oil were fully epoxidized using in situ-generated performic acid. The epoxidized compounds were further reacted with furfurylamine in a solvent-free reaction to obtain furan-functionalized fatty esters which, then, functioned as oligomers for a network p...

Descripción completa

Detalles Bibliográficos
Autores principales: Iqbal, Muhammad, Knigge, Remco Arjen, Heeres, Hero Jan, Broekhuis, Antonius A., Picchioni, Francesco
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6403963/
https://www.ncbi.nlm.nih.gov/pubmed/30961102
http://dx.doi.org/10.3390/polym10101177
_version_ 1783400755480231936
author Iqbal, Muhammad
Knigge, Remco Arjen
Heeres, Hero Jan
Broekhuis, Antonius A.
Picchioni, Francesco
author_facet Iqbal, Muhammad
Knigge, Remco Arjen
Heeres, Hero Jan
Broekhuis, Antonius A.
Picchioni, Francesco
author_sort Iqbal, Muhammad
collection PubMed
description Methyl oleate, methyl linoleate, and jatropha oil were fully epoxidized using in situ-generated performic acid. The epoxidized compounds were further reacted with furfurylamine in a solvent-free reaction to obtain furan-functionalized fatty esters which, then, functioned as oligomers for a network preparation. Thermoreversible crosslinking was obtained through a (retro) Diels–Alder reaction with bismaleimide, resulting in the formation of a brittle network for furan-functionalized methyl linoleate and jatropha oil. The furan-functionalized fatty esters were mixed with alternating (1,4)-polyketone reacted with furfurylamine (PK-Furan) for testing the mechanical and self-healing properties with DMTA and DSC, respectively. Full self-healing properties were found, and faster thermoreversibility kinetics were observed, compared to PK-Furan.
format Online
Article
Text
id pubmed-6403963
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-64039632019-04-02 Diels–Alder-Crosslinked Polymers Derived from Jatropha Oil Iqbal, Muhammad Knigge, Remco Arjen Heeres, Hero Jan Broekhuis, Antonius A. Picchioni, Francesco Polymers (Basel) Article Methyl oleate, methyl linoleate, and jatropha oil were fully epoxidized using in situ-generated performic acid. The epoxidized compounds were further reacted with furfurylamine in a solvent-free reaction to obtain furan-functionalized fatty esters which, then, functioned as oligomers for a network preparation. Thermoreversible crosslinking was obtained through a (retro) Diels–Alder reaction with bismaleimide, resulting in the formation of a brittle network for furan-functionalized methyl linoleate and jatropha oil. The furan-functionalized fatty esters were mixed with alternating (1,4)-polyketone reacted with furfurylamine (PK-Furan) for testing the mechanical and self-healing properties with DMTA and DSC, respectively. Full self-healing properties were found, and faster thermoreversibility kinetics were observed, compared to PK-Furan. MDPI 2018-10-22 /pmc/articles/PMC6403963/ /pubmed/30961102 http://dx.doi.org/10.3390/polym10101177 Text en © 2018 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
Iqbal, Muhammad
Knigge, Remco Arjen
Heeres, Hero Jan
Broekhuis, Antonius A.
Picchioni, Francesco
Diels–Alder-Crosslinked Polymers Derived from Jatropha Oil
title Diels–Alder-Crosslinked Polymers Derived from Jatropha Oil
title_full Diels–Alder-Crosslinked Polymers Derived from Jatropha Oil
title_fullStr Diels–Alder-Crosslinked Polymers Derived from Jatropha Oil
title_full_unstemmed Diels–Alder-Crosslinked Polymers Derived from Jatropha Oil
title_short Diels–Alder-Crosslinked Polymers Derived from Jatropha Oil
title_sort diels–alder-crosslinked polymers derived from jatropha oil
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6403963/
https://www.ncbi.nlm.nih.gov/pubmed/30961102
http://dx.doi.org/10.3390/polym10101177
work_keys_str_mv AT iqbalmuhammad dielsaldercrosslinkedpolymersderivedfromjatrophaoil
AT kniggeremcoarjen dielsaldercrosslinkedpolymersderivedfromjatrophaoil
AT heeresherojan dielsaldercrosslinkedpolymersderivedfromjatrophaoil
AT broekhuisantoniusa dielsaldercrosslinkedpolymersderivedfromjatrophaoil
AT picchionifrancesco dielsaldercrosslinkedpolymersderivedfromjatrophaoil