Oxidative Stability of Acylated and Hydrogenated Ricinoleates Using Synthetic and Natural Antioxidants

As increasing environmental policies constrains are imposed, the demand for biodegradable products also increases. Although vegetable oils present some properties that favor its use for formulation of a bio-based lubricant, its poor resistance to oxidation hinders its application as such. In this st...

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Main Authors: F. Murilo T. Luna, Davi Costa Salmin, Vanessa S. Santiago, Francisco J. N. Maia, Francisco O. N. Silva, Selma E. Mazzetto, Célio L. Cavalcante
Format: Article
Language:English
Published: Hindawi Limited 2019-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2019/3973657
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spelling doaj-927a9dbd181b4f3dbb606ac5e1e72d352020-11-25T03:34:48ZengHindawi LimitedJournal of Chemistry2090-90632090-90712019-01-01201910.1155/2019/39736573973657Oxidative Stability of Acylated and Hydrogenated Ricinoleates Using Synthetic and Natural AntioxidantsF. Murilo T. Luna0Davi Costa Salmin1Vanessa S. Santiago2Francisco J. N. Maia3Francisco O. N. Silva4Selma E. Mazzetto5Célio L. Cavalcante6Grupo de Pesquisa em Separações por Adsorção, Núcleo de Pesquisas em Lubrificantes, Departamento de Engenharia Química, Universidade Federal do Ceará, Fortaleza 60.455-900, BrazilGrupo de Pesquisa em Separações por Adsorção, Núcleo de Pesquisas em Lubrificantes, Departamento de Engenharia Química, Universidade Federal do Ceará, Fortaleza 60.455-900, BrazilGrupo de Pesquisa em Separações por Adsorção, Núcleo de Pesquisas em Lubrificantes, Departamento de Engenharia Química, Universidade Federal do Ceará, Fortaleza 60.455-900, BrazilLaboratório de Produtos e Tecnologia em Processos, Departamento de Química Orgânica e Inorgânica, Universidade Federal do Ceará, Fortaleza 60.455-960, BrazilLaboratório de Bioinorgânica, Departamento de Química Orgânica e Inorgânica, Universidade Federal do Ceará, Fortaleza 60.455-960, BrazilLaboratório de Produtos e Tecnologia em Processos, Departamento de Química Orgânica e Inorgânica, Universidade Federal do Ceará, Fortaleza 60.455-960, BrazilGrupo de Pesquisa em Separações por Adsorção, Núcleo de Pesquisas em Lubrificantes, Departamento de Engenharia Química, Universidade Federal do Ceará, Fortaleza 60.455-900, BrazilAs increasing environmental policies constrains are imposed, the demand for biodegradable products also increases. Although vegetable oils present some properties that favor its use for formulation of a bio-based lubricant, its poor resistance to oxidation hinders its application as such. In this study, the thermo-oxidative stability of bio-based products was compared to petroleum-based lubricants and vegetable oils through the PetroOXY method. Chemical modifications in the ricinoleic acids were carried out using long-chain alcohols in esterification reactions. Acetates were obtained from ricinoleates with and without hydrogenation steps. Additionally, commercial antioxidants and phenolic compounds (saturated and unsaturated cardanol) obtained from cashew nut shell liquid were added to the synthesized samples with higher induction times. The results show that the chemically modified bio-based products exhibited improved oxidative stability (up to 6 times) and depressed pour point (−42°C) when compared to pure castor oil. Overall, the addition of antioxidants increased from 6 to 20 times the oxidative stability of the bio-based products. Propyl gallate and saturated cardanol showed higher efficiency for retarding the oxidative process of bio-based samples than the commercial antioxidants.http://dx.doi.org/10.1155/2019/3973657
collection DOAJ
language English
format Article
sources DOAJ
author F. Murilo T. Luna
Davi Costa Salmin
Vanessa S. Santiago
Francisco J. N. Maia
Francisco O. N. Silva
Selma E. Mazzetto
Célio L. Cavalcante
spellingShingle F. Murilo T. Luna
Davi Costa Salmin
Vanessa S. Santiago
Francisco J. N. Maia
Francisco O. N. Silva
Selma E. Mazzetto
Célio L. Cavalcante
Oxidative Stability of Acylated and Hydrogenated Ricinoleates Using Synthetic and Natural Antioxidants
Journal of Chemistry
author_facet F. Murilo T. Luna
Davi Costa Salmin
Vanessa S. Santiago
Francisco J. N. Maia
Francisco O. N. Silva
Selma E. Mazzetto
Célio L. Cavalcante
author_sort F. Murilo T. Luna
title Oxidative Stability of Acylated and Hydrogenated Ricinoleates Using Synthetic and Natural Antioxidants
title_short Oxidative Stability of Acylated and Hydrogenated Ricinoleates Using Synthetic and Natural Antioxidants
title_full Oxidative Stability of Acylated and Hydrogenated Ricinoleates Using Synthetic and Natural Antioxidants
title_fullStr Oxidative Stability of Acylated and Hydrogenated Ricinoleates Using Synthetic and Natural Antioxidants
title_full_unstemmed Oxidative Stability of Acylated and Hydrogenated Ricinoleates Using Synthetic and Natural Antioxidants
title_sort oxidative stability of acylated and hydrogenated ricinoleates using synthetic and natural antioxidants
publisher Hindawi Limited
series Journal of Chemistry
issn 2090-9063
2090-9071
publishDate 2019-01-01
description As increasing environmental policies constrains are imposed, the demand for biodegradable products also increases. Although vegetable oils present some properties that favor its use for formulation of a bio-based lubricant, its poor resistance to oxidation hinders its application as such. In this study, the thermo-oxidative stability of bio-based products was compared to petroleum-based lubricants and vegetable oils through the PetroOXY method. Chemical modifications in the ricinoleic acids were carried out using long-chain alcohols in esterification reactions. Acetates were obtained from ricinoleates with and without hydrogenation steps. Additionally, commercial antioxidants and phenolic compounds (saturated and unsaturated cardanol) obtained from cashew nut shell liquid were added to the synthesized samples with higher induction times. The results show that the chemically modified bio-based products exhibited improved oxidative stability (up to 6 times) and depressed pour point (−42°C) when compared to pure castor oil. Overall, the addition of antioxidants increased from 6 to 20 times the oxidative stability of the bio-based products. Propyl gallate and saturated cardanol showed higher efficiency for retarding the oxidative process of bio-based samples than the commercial antioxidants.
url http://dx.doi.org/10.1155/2019/3973657
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