Kinetics and mechanism of the catalyzed epoxidation of oleic acid with oxygen in the presence of benzaldehyde

Kuo, Ming Chao; Chou, Tse‐Chuan

doi:10.1021/ie00062a016

Cited by 55 publications

(36 citation statements)

References 12 publications

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“…[4] Numerous new methods have been used, particularly with oleic acid, such as epoxidation with aldehydes and molecular oxygen, [8] dioxiranes, [9±11] H 2 O 2 /tungsten heteropolyacids, [12,13] and H 2 O 2 /methyl trioxorhenium. [4] Numerous new methods have been used, particularly with oleic acid, such as epoxidation with aldehydes and molecular oxygen, [8] dioxiranes, [9±11] H 2 O 2 /tungsten heteropolyacids, [12,13] and H 2 O 2 /methyl trioxorhenium.…”

Section: New Methods For the Epoxidation Of Unsaturated Fatty Acidsmentioning

confidence: 99%

New Syntheses with Oils and Fats as Renewable Raw Materials for the Chemical Industry

Biermann

Friedt

Lang

et al. 2000

Angew. Chem. Int. Ed.

686

452

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Section: New Methods For the Epoxidation Of Unsaturated Fatty Acidsmentioning

confidence: 99%

New Syntheses with Oils and Fats as Renewable Raw Materials for the Chemical Industry

Biermann

Friedt

Lang

et al. 2000

Angew. Chem. Int. Ed.

686

452

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“…Plant oils have received considerable attention as renewable resources for the production of energy and chemicals in general and as a starting material for polymers with product properties in the range for commercial epoxy resins in particular . Epoxidized plant oils are attractive starting materials for such advanced materials and are already available on industrial scales and widely used as plasticizers and stabilizers for the production of polyvinyl chloride (PVC) . Epoxidized soybean and linseed oils are particularly attractive due to their high reactivity associated with the high content of unsaturated fatty acids.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and properties of cross‐linked polymers from epoxidized rubber seed oil and triethylenetetramine

Abduh

Iqbal

Picchioni

et al. 2015

J of Applied Polymer Sci

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A series of epoxidized oils were prepared from rubber seed, soybean, jatropha, palm, and coconut oils. The epoxy content varied from 0.03 to 7.4 wt %, in accordance with the degree of unsaturation of the oils (lowest for coconut, highest for rubber seed oil). Bulk polymerization/curing of the epoxidized oils with triethylenetetramine (in the absence of a catalyst) was carried out in a batch setup (1 : 1 molar ratio of epoxide to primary amine groups, 100°C, 100 rpm, 30 min) followed by casting of the mixture in a steel mold (180°C, 200 bar, 21 h) and this resulted in cross‐linked resins. The effect of relevant pressing conditions such as time, temperature, pressure, and molar ratio of the epoxide and primary amine groups was investigated and modeled using multivariable nonlinear regression. Good agreement between experimental data and model were obtained. The rubber seed oil‐derived polymer has a Tg of 11.1°C, a tensile strength of 1.72 MPa, and strain at break of 182%. These values are slightly higher than for commercial epoxidized soybean oil (Tg of 6.9°C, tensile strength of 1.11 MPa, and strain at break of 145.7%). However, the comparison highlights the potential for these novel resins to be used at industrial/commercial level. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015, 132, 42591.

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“…The most common methods for preparing epoxides from vegetable oils is the use of peracids 8,9 , oxidation with molecular oxygen using catalytic methods (acidic zeolites) 10 , enzymatic methods utilizing lipases 11 .…”

Section: Introductionmentioning

confidence: 99%

Fast and Reliadle Method for Monitoring Epoxidation Reaction in Recycled Vegetable Oils (Ervo) Using Ftir-Atr Technique

Núñez

Lisperguer

Droguett

2016

J. Chil. Chem. Soc.

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Highlights• High yields were obtained when using H 2 O 2 /Formic Acid for epoxidizing recycled vegetable fatty acids.• The iodine value of the fatty acid indicates the highest degree of epoxidation at the end of the process.• It is possible to correlate the progress of epoxidation from infrared studies.• Coefficient of determination (r 2 ) up to 0.995 was obtained by comparing the two methodologies for monitoring the epoxidation.

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Kinetics and mechanism of the catalyzed epoxidation of oleic acid with oxygen in the presence of benzaldehyde

Cited by 55 publications

References 12 publications

New Syntheses with Oils and Fats as Renewable Raw Materials for the Chemical Industry

New Syntheses with Oils and Fats as Renewable Raw Materials for the Chemical Industry

Synthesis and properties of cross‐linked polymers from epoxidized rubber seed oil and triethylenetetramine

Fast and Reliadle Method for Monitoring Epoxidation Reaction in Recycled Vegetable Oils (Ervo) Using Ftir-Atr Technique

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