Synthesis of Antioxidant and Evaluation of Its Oxidation Stability for Biodiesel

Soo-Youl, Park，; Shin, Seung-Rim; Shin, Joung-II; An, Kyoung-Lyong; Jun, Kil-Woung

doi:10.9725/kstle.2013.29.6.392

Cited by 2 publications

(2 citation statements)

References 9 publications

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“…With the presence of phenolic antioxidant, the biodiesel molecules are protected by the phenolic molecules by scavenging it from the radical attack, meaning that the phenol is the one that will be oxidized and keeps the biodiesel stabilized. With three different hydroxyl groups attached to the benzene ring, pyrogallol has more available acidic hydrogen, which is more susceptible to oxidation compared to other phenolic compounds [24]. Based on Liang et al as cited in [25], phenols with more -OH groups have better antioxidant activity in comparison with single or two -OH groups.…”

Section: Resultsmentioning

confidence: 99%

Solubility and Antioxidant Potential of a Pyrogallol Derivative for Biodiesel Additive

2019

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Biodiesel is a renewable plant-based fuel as an alternative for fossil diesel fuel which has many advantages. However, its high content of unsaturated fatty acid causes an oxidation instability during storage. Numerous additives have been used and developed to overcome this problem such as the application of phenolic compound-based antioxidants. Pyrogallol is reported to be one of the best phenolic antioxidants for biodiesel. Unfortunately, pyrogallol has a low solubility in oil solution. In this research, pyrogallol solubility is increased by preparing a pyrogallol derivative through a reaction between pyrogallol and methyl linoleate in the presence of radical 2,2-diphenyl-1-picrylhydrazyl (DPPH). The spectrophotometric method was used for solubility test. Antioxidant potential was examined using acid value determination during a four-week storage period as well as the Rancimat test to see its performance under accelerated oxidation conditions. The reaction produced a molecule which has a molecular weight of 418 g/mol, representing pyrogallol derivative which has a new C–O covalent bond with methyl linoleate. The result was confirmed by using nuclear magnetic resonance (1H-NMR, 13C-NMR, and 2D-HMQC) resulting in a molecular structure of methyl (10E,12E)-9-(2,6-dihydroxyphenoxy)octadeca-10,12-dienoate and its isomer methyl (9E,11E)-13-(2,6-dihydroxyphenoxy)octadeca-9,11-dienoate with a yield of 12.86% and selectivity of 21.05% on the basis of pyrogallol. Compared to pyrogallol, tert-butylhydroquinone (TBHQ), and gallic acid, the pyrogallol derivative has the highest solubility and acid value stability in palm oil biodiesel. The Rancimat induction time (IP) result of the pyrogallol derivative is higher than the biodiesel and is above the accelerated oxidation test American Society for Testing and Materials (ASTM) D 6751 standard.

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Section: Resultsmentioning

confidence: 99%

Solubility and Antioxidant Potential of a Pyrogallol Derivative for Biodiesel Additive

2019

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“…Como dito anteriormente, a composição do biodiesel está diretamente associada à composição da matéria-prima que lhe deu origem e a estabilidade oxidativa, por sua vez, também depende desta composição. A maioria dos tipos de biodiesel produzidos contém grandes quantidades de ésteres graxos insaturados derivados dos ácidos oleico, linoleico e linolênico em suas composições, que são compostos muito propensos à oxidação devido à presença de ligações duplas e de metilenos bis-alílicos [166][167][168][169] . Quanto maior a quantidade de insaturações, maior a tendência à oxidação levando à formação de compostos como ácidos, aldeídos, ésteres, cetonas, peróxidos, hidroperóxidos, álcoois e compostos alifáticos, assim como à tendência de polimerização com a formação de dímeros e trímeros.…”

Section: Estabilidade à Oxidaçãounclassified

Biodiesel: Raw Materials, Production Technologies and Fuel Properties

Ramos

2017

Rev. Virtual Quim.

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The entire biodiesel production chain developed tremendously in regions all over the world and this biofuel has established itself as one of the main alternatives to replace petroleumderived fuels. Several studies have already demonstrated its compatibility with diesel oil and the international standards have evolved to ensure safety and satisfaction to the end-users. Although already losing priority in stronger economies such as United States, Germany and France, this production chain is still expanding considerably in emerging economies such as Brazil, where it has been established as a project of great scientific, technological, political and economic interests. In this article, important aspects of the biodiesel production and use are revised in detail, particularly in relation to the availability of suitable raw materials in large scale as well as to the chemistry involved in the technologies available to date for its conversion to biofuels that are fully compatible with diesel fuel applications.

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Synthesis of Antioxidant and Evaluation of Its Oxidation Stability for Biodiesel

Cited by 2 publications

References 9 publications

Solubility and Antioxidant Potential of a Pyrogallol Derivative for Biodiesel Additive

Solubility and Antioxidant Potential of a Pyrogallol Derivative for Biodiesel Additive

Biodiesel: Raw Materials, Production Technologies and Fuel Properties

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