scholarly journals Epoxidized Methyl Esters and Triglycerides of Vegetable Oils Unsaturated Fatty Acids as New Reagents for the Preparation of Emulsifiers Based on Glycerol and Its Oligomers

Author(s):  
Khidmet Shikhaliev ◽  
Nadezhda Stolpovskaya ◽  
Michael Krysin ◽  
Anna Zorina ◽  
Denis Lyapun ◽  
...  

Oligo- and polyesters of polyglycerol and polyricinoleic acid are widely used as emulsifiers in various industries. Based on the condensation of glycerol and its oligomers with epoxidized derivatives of vegetable oils, new promising emulsifiers for oil-water systems were obtained. Complex structural and functional spectral analysis of synthesized substances showed that the main reactions leading to the formation of the desired products were the opening of epoxide cycles, the transesterification of esters and the condensation of fatty acid derivatives. The new combination of renewable raw materials is of undoubted interest for deeper vegetable oils chemical processing.

2017 ◽  
Vol 7 (17) ◽  
pp. 3659-3675 ◽  
Author(s):  
S. M. Danov ◽  
O. A. Kazantsev ◽  
A. L. Esipovich ◽  
A. S. Belousov ◽  
A. E. Rogozhin ◽  
...  

The present critical review reports the recent progress of the last 15 years in the selective epoxidation of vegetable oils and their derivatives, in particular unsaturated fatty acids (UFAs) and fatty acid methyl esters (FAMEs).


Author(s):  
Andreja Živković ◽  
◽  
Nataša Tomić ◽  
Marija Vuksanović ◽  
Aleksandar Marinković

The paper presents a new process for obtaining eco-epoxide materials with reduced combustibility or completely non-combustible, which are synthesized from bio-renewable raw materials, whose production process consists of two stages. A particular aspect of multiple environmental significance is the use of bio-renewable resources and the reduction of the share of the toxic epoxy component in the production of epoxy materials. The first stage considers the synthesis epoxy resin components: epoxy functionalized tannic acid (TA) – ETA, and synthesis of phosphate derivatives of TA - glycidyl ester of TA modified by phosphoric acid (PGET). The second stage considers the synthesis of bio-epoxy resins using ETA and PGET that are used as a replacement of the epoxy resin component (A) – bisphenol A based epoxy in a ratio 25-100% as a reactive diluent to obtain products that can be used in the construction and other industrial fields and have reduced combustibility or completely non-combustible. The second part presents the results of thermal and mechanical tests for some of the obtained derivatives. The addition of 25% of TA derivate improved the toughness as well as the tensile strength of epoxy material. Thermogravimetry showed that samples containing tannin epoxide showed more residue left. Partial or full replacement of the epoxy component with a tannin component produces eco-friendly material with while significantly increased fire resistance (V-2 to V-0).


Author(s):  
Katarynna Santos Araújo ◽  
Mariana Oliveira Barbosa ◽  
Carolina Barbosa Malafaia ◽  
Daniella Carla Napoleão

A method of separation, identification and quantification of fatty acid methyl esters (FAMEs) was developed by gas chromatography with flame ionization detector (GC-FID) using a basic transesterification. In this sense, there were analyzed FAMEs in commercial samples of vegetable oils from soybean and olive oil. The referred method was linear (r>0.99), accurate and precise for palmitic (C16:0), linoleic (C18:2), oleic (C18:2), linolenic (C18:3) and stearic (C18:0) acids. The limits of detection (LOD) and quantification (LOQ) were from 0.03 to 0.31 and 0.08 to 0.94 mg.mL-1 for the five fatty acids, respectively. The results demonstrated that the unsaturated fatty acids were the most abundant for the two samples, being the oleic acid (C18:1) the major in three brands of olive oil (D, E and F), and the linoleic acid (C18:2) the most abundant in soybean oil and the other brands of olive oil (G, H and I), suggesting a possible adulteration in these brands. The proposed method could be considered a tool for the investigation of adulteration in commercial vegetable oils for guaranteed reliability in the results to be comparable with correlated legislations.


2011 ◽  
Vol 396-398 ◽  
pp. 833-836 ◽  
Author(s):  
Xi Pu He ◽  
Xia Deng ◽  
Seng Sheng Wang ◽  
Jun Xiong ◽  
Yu Xiang Gu

The plant oil-based epoxy materials are considered as environment-friendly, biodegradable, renewable raw materials, potentially replacing petrochemical-based epoxy materials in many fields. Soybean oil methyl esters (SOME) were epoxidized with Prileshajev and Chemo-enzymatic reactions. The highest epoxy oxirane achieved by Prileshajev epoxidation was only 4.42%, however, it could reach 5.63% by chemo-enzymatic epoxidation. The stability of oxirane by chemo-enzymatic epoxidation was better than that by Prileshajev epoxidation. The results showed that the chemo-enzymatic method was extremely efficient in the synthesis of epoxides from unsaturated methyl esters.


2017 ◽  
Vol 168 (1) ◽  
pp. 197-200
Author(s):  
Marta AMBROSEWICZ-WALACIK ◽  
Małgorzata TAŃSKA ◽  
Marek WALACIK ◽  
Michał KOZŁOWSKI

The aim of the study was to determine the possibility of using the unconventional vegetable oils for the biofuel production. The research material were cold-pressed oils from the seeds of milk thistle, hemp and evening primrose. After conducting the initial physicochemical characteristics of oil samples, including the determination of sulphur content, acid number, viscosity at 40°C, density at 15ºC, oxidation stability and fatty acid composition, analysed oils have been subjected to the transesterification process. The roduced methyl esters were further characterized by the above-mentioned features. Additionally, the temperatures of cold filter plugging point, cloud point and flash point were determined. On the basis of the conducted analyses it was demonstrated that the obtained oils, due to the high, far in excess of acceptable, values of the viscosity and density, and too low oxidative stability could not be used as a pure fuel. A similar conclusion was formulated in case of the produced methyl esters.


1962 ◽  
Vol 40 (10) ◽  
pp. 1367-1373 ◽  
Author(s):  
Susan Tolnai ◽  
Joseph F. Morgan

Previous studies on the in vitro antitumor activity of saturated and unsaturated fatty acids have been extended to a series of hydroxy and keto derivatives and methyl esters of fatty acids. All compounds were tested against the ascites forms of the Ehrlich carcinoma, the Gardner lymphosarcoma, and the TA3 mammary carcinoma. Marked differences between the antitumor activity of the parent compounds and those of the substituted derivatives were observed. Most consistent in vitro antitumor activity was shown at both acid and neutral pH levels by the keto-derivatives of unsaturated fatty acids.


2019 ◽  
Vol 20 (1) ◽  
pp. 237
Author(s):  
Mohammad Haniff Ahmad ◽  
Wan Asma Ibrahim ◽  
Jahirah Sazali ◽  
Izirwan Izhab ◽  
Zulkafli Hassan

Castor oil is an oil derived from castor seed from a plant Ricinus communis. The versatility of castor oil is highly attributed by 12-hydroxy-9-octadecenoic acid (ricinoleic acid) and its functional group. It is an oil that cannot be consumed by a human. However, castor oil actually can be used to produce many valuable products such as chemicals, paint, and cosmetics due to its unique characteristic which contains a high percentage of ricinoleic acid that helps in producing many valuable products. The utilization of vegetable oils is currently in the highlight of the chemical industry, as they are one of the most important renewable resources due to their universal availability, inherent biodegradability, low price, and eco-friendly. Therefore, the main aim of this paper is to focus on the thermal cracking of castor oil with Zeolite ZSM-5 as the catalyst generates products consisting alcohol, methyl esters and fatty acids which are valuable raw materials for industries. The background, characteristics, composition, properties and industrial application of castor oil have also been discussed. The important properties and various applications of castor oil which can be obtained from toxic seeds have much greater potential than other available vegetable oils.


Author(s):  
Alejandro González-Benjumea ◽  
Gisela Marques ◽  
Owik M. Herold-Majumdar ◽  
Jan Kiebist ◽  
Katrin Scheibner ◽  
...  

Epoxides of vegetable oils and free and methylated fatty acids are of interest for several industrial applications. In the present work, refined rapeseed, sunflower, soybean, and linseed oils, with very different profiles of mono- and poly-unsaturated fatty acids, were saponified and transesterified, and the products treated with wild unspecific peroxygenases (UPOs, EC 1.11.2.1) from the ascomycete Chaetomium globosum (CglUPO) and the basidiomycete Marasmius rotula (MroUPO), as well as with recombinant UPO of the ascomycete Humicola insolens (rHinUPO), as an alternative to chemical epoxidation that is non-selective and requires strongly acidic conditions. The three enzymes were able of converting the free fatty acids and the methyl esters from the oils into epoxide derivatives, although significant differences in the oxygenation selectivities were observed between them. While CglUPO selectively produced “pure” epoxides (monoepoxides and/or diepoxides), MroUPO formed also hydroxylated derivatives of these epoxides, especially in the case of the oil hydrolyzates. Hydroxylated derivatives of non-epoxidized unsaturated fatty acids were practically absent in all cases, due to the preference of the three UPOs selected for this study to form the epoxides. Moreover, rHinUPO, in addition to forming monoepoxides and diepoxides of oleic and linoleic acid (and their methyl esters), respectively, like the other two UPOs, was capable of yielding the triepoxides of α-linolenic acid and its methyl ester. These enzymes appear as promising biocatalysts for the environmentally friendly production of reactive fatty-acid epoxides given their self-sufficient monooxygenase activity with selectivity toward epoxidation, and the ability to epoxidize, not only isolated pure fatty acids, but also complex mixtures from oil hydrolysis or transesterification containing different combinations of unsaturated (and saturated) fatty acids.


Sign in / Sign up

Export Citation Format

Share Document