Bestimmung organischer Peroxide

Dulog, L.; Burg, Karlheinz

doi:10.1007/bf00476421

Cited by 26 publications

(10 citation statements)

References 9 publications

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“…It is well known that hydroperoxides react with transition metal ions to generate free radicals (6). Triphenylphosphine quantitatively reduces hydroperoxides at room temperature but does not reduce C-O-O-C type peroxides such as dialkylperoxides (7)(8)(9). Since the catalytic activity of the NCs can be destroyed under more drastic conditions of reduction, it has been suggested (1) that the MCs are hydroperoxides and the NCs contain the C-O-O-C group.…”

Section: Resultsmentioning

confidence: 99%

Metal‐requiring and non‐metal ‐ requiring catalysts in the autoxidation of methyl linoleate

Morita

Tanaka

Takayama

et al. 1976

J Americ Oil Chem Soc

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During the autoxidation of methyl linoleate, peroxide-containing substances are formed which, when added to unoxidized methyl linoleate, will catalyze oxygen uptake. Materials active only in the presence of added metal ions (MCs) were not inactivated during aerobic thin-layer chromatography on silicic acid or alumina but were selectively inactivated by treatment with triphenylphosphine. Catalysts not requiring added metal ions for activity (NCs) are not affected by triphenylphosphine, but the catalytic activity is lost during aerobic thin-layer chromatography. Autoxidized methyl linoleate was separated into four peroxide-containing fractions by elution from a silicic acid column with hexane-diethyl ether mixtures. Each fraction was found to contain both MCs and NCs.

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Section: Resultsmentioning

confidence: 99%

Metal‐requiring and non‐metal ‐ requiring catalysts in the autoxidation of methyl linoleate

Morita

Tanaka

Takayama

et al. 1976

J Americ Oil Chem Soc

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“…Methyl linoleate purified by passage through a silicic acid column was used as the substrate for the oxygen uptake studies (4). Autoxidized methyl linoleate was prepared as described previously, and the hydroperoxide groups were reduced by treatment with triphenylphosphine, ~b3P (5). The samples of pure and autoxidized methyl linoleate were stored under carbon dioxide at low temperature until needed.…”

Section: Methodsmentioning

confidence: 99%

Lipid‐oxidation catalyses by substances in water on lipid‐water interface

Morita

Mukunoki

Okubo

et al. 1976

J Americ Oil Chem Soc

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Methyl linoleate and water containing heme, ferrous sulfate, cysteine, or ascorbic acid were shaken, and the oxidation was measured by means of a Warburg manometer. In spite of a small area of the interface between the lipid and water, oxidation was greatly accelerated by these catalysts. The catalyses occurred limitedly in the interface region, except for cysteine. Triphenylphosphine added to the lipid phase inhibited the catalyses completely. A small amount of Tween 20 (0.2%) almost completely inhibited these catalyses, with the exception of that by cysteine. It is suggested that trace amounts of some active peroxides react with the catalysts and supply radicals on the interface.

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“…In addition, the reaction of ROOHs with TPP at room temperature is sufficiently fast as studied by Hiatt et al 33 Equation 1 is rapid, stoichiometric, and irreversible, thus used extensively for the analysis of hydrocarbon autoxidation products. 18,19 Measurement of the product alcohol or TPPO allows identification of the original hydroperoxide, and some other researchers have chosen to originally quantify the TPPO product by gravimetric or titration, 23 but later by the use of GC, 12 HPLC, 9 or GC-MS. 10 If an excess amount of TPP is used, then the amount of TPP consumed can be calculated by subtracting, which requires two analyses and tends to be poorly repeatable especially at low ROOH levels. Usually, the resulting alcohol is not so informative for ROOH determination, because the hydrocarbon autoxidation reactions proceed with producing alcohol as a byproduct, which can be interfered with alcohol originated from eq 1 and became a source for error.…”

Section: Industrial and Engineering Chemistry Researchmentioning

confidence: 99%

Iodometric Determination of Hydroperoxides in Hydrocarbon Autoxidation Reactions Using Triphenylphosphine Solution as a Titrant: A New Protocol

Roohi¹,

Rajabi

2018

Ind. Eng. Chem. Res.

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Hydroperoxides are important oxidants in epoxidation processes and play a central role in the industrial hydrocarbon autoxidation. This paper presents a new and water-free/low-water iodometric titration technique that can be utilized to quantify organic hydroperoxides. In this protocol, the aqueous thiosulfate titrant used in the conventional iodometric titration method was replaced with a new titrant (triphenylphosphine solution) in order to prevent the need for aqueous solutions. In addition, a comparison of two methods showed that titration time in this new method is shorter than that of thiosulfate titrant based one. It is predicted that a colorless charge-transfer complex is formed from interaction between triphenylphosphine and iodine. The proposed protocol can be utilized in the industrial processes that go through hydroperoxide intermediates.

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Bestimmung organischer Peroxide

Cited by 26 publications

References 9 publications

Metal‐requiring and non‐metal ‐ requiring catalysts in the autoxidation of methyl linoleate

Metal‐requiring and non‐metal ‐ requiring catalysts in the autoxidation of methyl linoleate

Lipid‐oxidation catalyses by substances in water on lipid‐water interface

Iodometric Determination of Hydroperoxides in Hydrocarbon Autoxidation Reactions Using Triphenylphosphine Solution as a Titrant: A New Protocol

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