Epoxidation of flax oil with hydrogen peroxide in a conjugate system in the presence of acetic acid and chlorinated cation exchanger KU-2×8 as catalyst

Gurbanov, M. Sh.; Мамедов, Б. А.

doi:10.1134/s1070427209080308

Cited by 12 publications

(10 citation statements)

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“…There are a few industrially important vegetable oil epoxidation methods: Reaction with pre-produced peroxyacids or generated in situ in acidic homogeneous medium [23,28,29,30,31,32],Epoxidation with peroxyacids in the presence of cationic ion-exchange resins (Amberlite ® IR-122, Amberlite IR 120H, KU-2 × 8) [33,34,35,36,37,38,39,40,41,42,43,44,45],Epoxidation over phosphotungstate heteropolyacid catalysts and in the presence of phase-transfer catalysts (H + /WO 4 −2 /PO 4 −3 /Q + X − ), QX-onium salt [42,43],Epoxidation over titanium-silicalite catalysts (Ti(IV)-SiO 2 , Ti-MCM-41, and amorphous Ti/SiO 2 ) [39,44,46,47],Epoxidation in the presence of transition metal complexes as catalysts (CH 3 ReO 3 or CH 3 ReO 3 /Nb) [48,49],Epoxidation in the presence of aluminium trioxide, obtained by a sol-gel method [50],Chemoenzymatic epoxidation [28,51,52,53,54,55]. …”

Section: The Methods For Epoxidation Of Vegetable Oilsmentioning

confidence: 99%

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Technological Aspects of Chemoenzymatic Epoxidation of Fatty Acids, Fatty Acid Esters and Vegetable Oils: A Review

2015

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Abstract:The general subject of the review is analysis of the effect of technological parameters on the chemoenzymatic epoxidation processes of vegetable oils, fatty acids and alkyl esters of fatty acids. The technological parameters considered include temperature, concentration, amount of hydrogen peroxide relative to the number of unsaturated bonds, the amounts of enzyme catalysts, presence of solvent and amount of free fatty acids. Also chemical reactions accompanying the technological processes are discussed together with different technological options and significance of the products obtained.

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Section: The Methods For Epoxidation Of Vegetable Oilsmentioning

confidence: 99%

“…Epoxidation with peroxyacids in the presence of cationic ion-exchange resins (Amberlite ® IR-122, Amberlite IR 120H, KU-2 × 8) [33,34,35,36,37,38,39,40,41,42,43,44,45],…”

Section: The Methods For Epoxidation Of Vegetable Oilsmentioning

confidence: 99%

Technological Aspects of Chemoenzymatic Epoxidation of Fatty Acids, Fatty Acid Esters and Vegetable Oils: A Review

2015

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“…With regard to the ease of polymerization of some oils in the acidic reaction medium, the epoxidation with peracids was carried out in the nonpolar solvents in the presence of homogeneous or heterogeneous catalysts. An acidic catalyst (H 2 SO 4 or cationic ion-exchange resins) is needed to generate the percarboxylic acid by the reaction of carboxylic acid with hydrogen peroxide [4][5][6] . It results from our unpublished studies that the epoxidation of readily polymerizable oils cannot be carried out by this method.…”

Section: Introductionmentioning

confidence: 99%

Technological Parameters of Epoxidation of Sesame Oil with Performic Acid

Musik

Milchert

Malarczyk-Matusiak

2018

Polish Journal of Chemical Technology

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The course of epoxidation of sesame oil (SO) with performic acid formed „in situ” by the reaction of 30 wt% hydrogen peroxide and formic acid in the presence of sulfuric acid(VI) as a catalyst was studied. The most advantageous of the technological independent parameters of epoxidation are as follows: temperature 80°C, H2O2/ C=C 3.5:1, HCOOH/C=C 0.8:1, amount of catalyst as H2SO4/(H2O2+HCOOH) 1 wt%, stirring speed at least 700 rpm, reaction time 6 h. The iodine number (IN), epoxy number (EN), a relative conversion to oxirane (RCO) and oxirane oxygen content (EOe) were determined every hour during the reaction. Under optimal conditions the sesame oil conversion amounted to 90.7%, the selectivity of transformation to epoxidized sesame oil was equal to 93.2%, EN = 0.34 mol/100 g, IN = 0.04 mol/100 g oil (10.2 g/100 g oil), a relative conversion to oxirane RCO = 84.6%, and oxirane oxygen content of EOe = 5.5%.

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“…At in situ epoxida- tion in the reactor are mixed: oil, hydrogen peroxide, carboxylic acid and catalyst. In the two-stage process percarboxylic acid is obtained separately and introduce into the reactor containing the oil 31 . The epoxidation of specifi ed oils with high conversion of ethylenic unsaturation and high selectivity of transformation to oxirane rings requires determine the infl uence of technological parameters, especially: temperature, peracid -ethylene unsaturation molar ratio, reaction time, amount of catalyst and stirring speed 32 .…”

Section: Epoxidation By Peracidsmentioning

confidence: 99%

Technological aspects of vegetable oils epoxidation in the presence of ion exchange resins: a review

Milchert

Malarczyk-Matusiak

Musik

2016

Polish Journal of Chemical Technology

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A review paper of the technology basics of vegetable oils epoxidation by means of peracetic or performic acid in the presence of acidic ion exchange resins has been presented. The infl uence of the following parameters: temperature, molar ratio of acetic acid and hydrogen peroxide to ethylenic unsaturation, catalyst loading, stirring intensity and the reaction time on a conversion of ethylenic unsaturation, the relative percentage conversion to oxirane and the iodine number was discussed. Optimal technological parameters, mechanism of epoxidation by carboxylic peracids and the possibilities of catalyst recycling have been also discussed. This review paper shows the application of epoxidized oils.

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Epoxidation of flax oil with hydrogen peroxide in a conjugate system in the presence of acetic acid and chlorinated cation exchanger KU-2×8 as catalyst

Cited by 12 publications

References 1 publication

Technological Aspects of Chemoenzymatic Epoxidation of Fatty Acids, Fatty Acid Esters and Vegetable Oils: A Review

Technological Aspects of Chemoenzymatic Epoxidation of Fatty Acids, Fatty Acid Esters and Vegetable Oils: A Review

Technological Parameters of Epoxidation of Sesame Oil with Performic Acid

Technological aspects of vegetable oils epoxidation in the presence of ion exchange resins: a review

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