Conversion of fatty acid methyl esters into dibasic esters by metathesis and their lubricant properties

Dubois, Jean‐Luc; Couturier, Jean Luc; Asadauskas, Svajus; Labanauskas, Linas; Bražinskienė, Dalia; Blaauw, R.

doi:10.1039/d1ra04045f

Cited by 5 publications

(4 citation statements)

References 41 publications

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“…Tunability in the degrees of unsaturation afford the ability to target specific viscosity grades such as VG22, VG32, and VG46. The dibasic esters were shown to be resistant to oxidative decomposition and solidification, and the volatility was 1.8%, which is comparable to the 2.8% of synthetic base stock – both of which were higher than mineral oil at 11.7% 64 …”

Section: Fatty Acid Methyl Esters As Functional Fluidsmentioning

confidence: 92%

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Non‐fuel uses for fatty acid methyl esters

Karis¹,

Cain²,

Young³

et al. 2022

Biofuels Bioprod Bioref

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For the past two decades, biodiesel has been the workhorse for pioneering green fuel alternatives to petroleum diesel. Recent advancements in decarboxylation of fatty acid feedstocks through hydrogen treatment or the use of fatty acid photo decarboxylase have led to increasing interest in renewable diesel as the next ‘state of the art’. This paradigm shift has caused concern among traditional biodiesel producers, whose infrastructure may not be suitable for renewable diesel, that the supply chain and market demand for biodiesel will be disrupted. However, there are numerous alternative (non‐fuel) uses for biodiesel, which has applications in solvents, lubricants, feedstock chemicals, and more. This review seeks to highlight the advantages of using biodiesel in these industries and the potential for further research and development. © 2022 Society of Chemical Industry and John Wiley & Sons, Ltd.

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Section: Fatty Acid Methyl Esters As Functional Fluidsmentioning

confidence: 92%

“…The dibasic esters were shown to be resistant to oxidative decomposition and solidification, and the volatility was 1.8%, which is comparable to the 2.8% of synthetic base stock -both of which were higher than mineral oil at 11.7%. 64…”

Section: Hydraulic Fluidmentioning

confidence: 99%

Non‐fuel uses for fatty acid methyl esters

Karis¹,

Cain²,

Young³

et al. 2022

Biofuels Bioprod Bioref

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“…Briefly, the macrodiol was diluted in isopropanol and titrated using a 0.01 M solution of KOH and a phenolphthalein indicator as described previously. 8,9…”

Section: Methodsmentioning

confidence: 99%

Time–temperature superposition for kinetic mapping of solventless autocatalytic addition of diisocyanates and macrodiols

et al. 2023

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“…The products indicated above can be modified: polymerization through autooxidation, chemical reactions and chemical reactions using their internal active sites. Built into double bonds enable the functionalization of these products through: epoxidation [1], hydroxylation [2], acrylation [3], maleinization [4], hydrogenation [5], halogenations [6], ozonolysis [7], dimerization [8] and metathesis [9]. Their derivatives have different physical properties depending on the aliphatic chain length and the distribution of unsaturated sites.…”

Section: Introductionmentioning

confidence: 99%

Advanced Methods for Hydroxylation of Vegetable Oils, Unsaturated Fatty Acids and Their Alkyl Esters

2021

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Vegetable oils and their derivatives have great potential as renewable and sustainable raw materials for the production of polyurethanes and bio-based polyols. For industry an important process is their modification. Chemical reactions that are carried out on vegetable oils and their derivatives are: transesterification, auto-oxidation, hydrogenation, epoxidation, hydroxylation, acrylation, isocyanation and others. One of the modifications are reactions performed on double bonds and/or carbonyl moieties of plants oils and their derivatives. These reactions result in products that are actively used as binders in coating materials due to their unique structural properties. In this manuscript, we describe important technological methods for the introduction of hydroxyl groups: opening of oxirane rings by nucleophilic reagents such as: water, alcohols, glycols, amino alcohols, carboxylic acids; direct hydroxylation of unsaturated bonds with carboxylic peracids in combination with hydrolysis of carboxyl groups and hydration; hydroformylation of unsaturated bonds with subsequent hydrogenation and alkoxylation; and ozonolysis of unsaturated bonds in combination with subsequent hydrogenation and alkoxylation.

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Conversion of fatty acid methyl esters into dibasic esters by metathesis and their lubricant properties

Abstract: Monounsaturated dibasic esters were obtained by FAME metathesis and tested for viscosity, extreme temperature and other lubricant properties. Their 2EH derivatives can produce 100% bio-derived basestocks for widespread heavy duty hydraulic fluids.

Cited by 5 publications

References 41 publications

Non‐fuel uses for fatty acid methyl esters

Non‐fuel uses for fatty acid methyl esters

Time–temperature superposition for kinetic mapping of solventless autocatalytic addition of diisocyanates and macrodiols

Advanced Methods for Hydroxylation of Vegetable Oils, Unsaturated Fatty Acids and Their Alkyl Esters

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