Oxidized rapeseed oil methyl ester as a bitumen flux: Structural changes in the ester during catalytic oxidation

Niczke, Łukasz; Czechowski, Franciszek; Gaweł, Irena

doi:10.1016/j.porgcoat.2007.04.005

Cited by 31 publications

(22 citation statements)

References 16 publications

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“…The results of the H-NMR spectroscopic analysis of Niczke et al (Niczke et al 2007) have demonstrated that the relative number of methyl protons (δ = 0.86 ppm) remains unaffected by the oxidation of rapeseed oil methyl ester. However, the relative concentration of protons (δ = 5.3 ppm) attached to alkenyl (−HC = CH−) carbons reduces dramatically from 2.6 in rapeseed oil methyl ester to 1.1 in liquid products of oxidation of rapeseed oil methyl ester and 0.6 in volatile products of oxidation of the ester.…”

Section: Spectroscopic Techniquesmentioning

confidence: 99%

“…These authors carried out the oxidation of rapeseed oil methyl ester in a flask at 200°C with the air flowing for 25 h. The liquid products were collected for analysis every 5 h and the volatile products were trapped in a scrubber with trichloroethylene for analysis employing FTIR, H-NMR and GC-MS as described later in this paper (Niczke et al 2007). …”

Section: Measurement Of Oxidation Of Linseed Oilmentioning

confidence: 99%

“…However, the relative concentration of protons (δ = 5.3 ppm) attached to alkenyl (−HC = CH−) carbons reduces dramatically from 2.6 in rapeseed oil methyl ester to 1.1 in liquid products of oxidation of rapeseed oil methyl ester and 0.6 in volatile products of oxidation of the ester. Niczke et al report a less significant decrease in methylene protons (δ = 1.96 ppm) attached to α carbons (i.e., −CH 2 − HC = CH−), with changes in relative concentration from 4.0 (unoxidised ester) to 2.4 (liquid products) and 1.5 (volatile products) (Niczke et al 2007). In comparison, protons (δ = 1.57 ppm) attached to β carbons display relative decrease from 20.6 to 18.4 and 12.6.…”

Section: Spectroscopic Techniquesmentioning

confidence: 99%

“…This indicates that active sites for this reaction correspond to cobalt species (De Oliveira Vigier et al 2009). The cobalt catalyst accelerates the peroxide formation at the early stage of the oxidation process, as demonstrated by the addition of dicumyl peroxide into the raw rapeseed oil methyl ester (Niczke et al 2007).…”

Section: Role Of Cobalt On Oxidation Reactionsmentioning

confidence: 99%

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Low temperature oxidation of linseed oil: a review

et al. 2012

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This review analyses and summarises the previous investigations on the oxidation of linseed oil and the self-heating of cotton and other materials impregnated with the oil. It discusses the composition and chemical structure of linseed oil, including its drying properties. The review describes several experimental methods used to test the propensity of the oil to induce spontaneous heating and ignition of lignocellulosic materials soaked with the oil. It covers the thermal ignition of the lignocellulosic substrates impregnated with the oil and it critically evaluates the analytical methods applied to investigate the oxidation reactions of linseed oil. Initiation of radical chains by singlet oxygen ( 1 Δ g ), and their propagation underpin the mechanism of oxidation of linseed oil, leading to the self-heating and formation of volatile organic species and higher molecular weight compounds. The review also discusses the role of metal complexes of cobalt, iron and manganese in catalysing the oxidative drying of linseed oil, summarising some kinetic parameters such as the rate constants of the peroxidation reactions. With respect to fire safety, the classical theory of self-ignition does not account for radical and catalytic reactions and appears to offer limited insights into the autoignition of lignocellulosic materials soaked with linseed oil. New theoretical and numerical treatments of oxidation of such materials need to be developed. The self-ignition induced by linseed oil is predicated on the presence of both a metal catalyst and a lignocellulosic substrate, and the absence of any prior thermal treatment of the oil, which destroys both peroxy radicals and singlet O 2 sensitisers. An overview of peroxyl chemistry included in the article will be useful to those working in areas of fire science, paint drying, indoor air quality, biofuels and lipid oxidation.

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Section: Spectroscopic Techniquesmentioning

confidence: 99%

Section: Measurement Of Oxidation Of Linseed Oilmentioning

confidence: 99%

Section: Spectroscopic Techniquesmentioning

confidence: 99%

Section: Role Of Cobalt On Oxidation Reactionsmentioning

confidence: 99%

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Low temperature oxidation of linseed oil: a review

et al. 2012

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“…Direct reduction of esters to ethers is difficult, but it is possible to carry it out over triethylsilane or variety of Lewis acids [317]. The direct conversion of esters to nitriles is also possible [318]. There exist one interesting potential use for the esters, if we consider utilization of VOC emissions.…”

Section: Potential Existing Technologies and New Considerations For Vmentioning

confidence: 99%

Utilization of Volatile Organic Compounds as an Alternative for Destructive Abatement

et al. 2015

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Abstract:The treatment of volatile organic compounds (VOC) emissions is a necessity of today. The catalytic treatment has already proven to be environmentally and economically sound technology for the total oxidation of the VOCs. However, in certain cases, it may also become economical to utilize these emissions in some profitable way. Currently, the most common way to utilize the VOC emissions is their use in energy production. However, interesting possibilities are arising from the usage of VOCs in hydrogen and syngas production. Production of chemicals from VOC emissions is still mainly at the research stage. However, few commercial examples exist. This review will summarize the commercially existing VOC utilization possibilities, present the utilization applications that are in the research stage and introduce some novel ideas related to the catalytic utilization possibilities of the VOC emissions. In general, there exist a vast number of possibilities for VOC OPEN ACCESSCatalysts 2015, 5 1093 utilization via different catalytic processes, which creates also a good research potential for the future.

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The main differences in reactivity of mono- and diunsaturated fatty acid esters during aerobic oxidation

Cherepanova

Сапунов

2020

Chem. Pap.

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Oxidized rapeseed oil methyl ester as a bitumen flux: Structural changes in the ester during catalytic oxidation

Cited by 31 publications

References 16 publications

Low temperature oxidation of linseed oil: a review

Low temperature oxidation of linseed oil: a review

Utilization of Volatile Organic Compounds as an Alternative for Destructive Abatement

The main differences in reactivity of mono- and diunsaturated fatty acid esters during aerobic oxidation

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