Showing papers on "Soybean oil published in 2006"

Transesterification of soybean oil catalyzed by potassium loaded on alumina as a solid-base catalyst

Abstract: Biodiesel fuel, consisting of methyl esters of long chain fatty acids produced by transesterification of vegetable oils or animal fats with methanol, is a promising alternative diesel fuel regarding the limited resources of fossil fuels and the environmental concerns. In this work, an environmentally benign process for the transesterification of soybean oil to methyl esters using alumina loaded with potassium as a solid base catalyst in a heterogeneous manner was developed. The catalyst loaded KNO 3 of 35 wt.% on Al 2 O 3 , after being calcined at 773 K for 5 h, it was found to be the optimum catalyst, which can give the highest basicity and the best catalytic activity for this reaction. The effects of various reaction variables such as the catalyst loading, oil to methanol ratio, reaction time and temperature on the conversion of soybean oil were investigated. The catalysts were characterized by means of XRD, IR and Hammett titration method. The results indicated that K 2 O derived from KNO 3 at high temperature and that the Al–O–K groups were, probably, the main reasons for the catalytic activity towards the reaction. The catalyst activity was correlated closely with its basicity as determined by the Hammett method.

Calcined Mg–Al hydrotalcites as solid base catalysts for methanolysis of soybean oil

Abstract: Methyl ester of fatty acids, derived from vegetable oils or animal fats and known as biodiesel, is a promising alternative diesel fuel regarding the limited resources of fossil fuel and the environmental concerns. In this work, an environmentally benign process for the methanolysis of soybean oil to methyl esters using calcined Mg–Al hydrotalcites as solid base catalysts in a heterogeneous manner was developed. When the reaction was carried out at reflux of methanol, with a molar ratio of soybean oil to methanol of 15:1, a reaction time 9 h and a catalyst amount 7.5%, the oil conversion was 67%. The calcined hydrotalcite with an Mg/Al ratio of 3.0 derived from calcination at 773 K was found to be the optimum catalyst that can give the highest basicity and the best catalytic activity for this reaction. The catalysts were characterized with SEM, XRD, IR, DTA-TG and Hammett titration method. The activity of the catalysts for the methanolysis reaction was correlated closely with their basicity as determined by the Hammett method.

Transesterification of Soybean Oil to Biodiesel by Using Heterogeneous Basic Catalysts

Abstract: Biodiesel production has increased greatly in recent years, because of the less-detrimental effects of this fuel on the environment, compared to a conventional diesel obtained from petroleum. This work investigates the possibility of using MgO and calcined hydrotalcites as catalysts for the transesterification of soybean oil with methanol. The achieved experimental data show a correlation not only with the catalysts basicity, but also with its structural texture. However, the structural texture of the examined catalysts is dependent on both the precursor and the preparation method. At least four different types of basic sites have been individuated on the surface of MgO and calcined hydrotalcite catalysts. The strongest basic sites (super-basic) promote the transesterification reaction also at very low temperature (100 °C), while the basic sites of medium strength require higher temperatures to promote the same reaction. Ultimately, all the tested catalysts are resistant to the presence of moisture in the...

Alumina-supported potassium iodide as a heterogeneous catalyst for biodiesel production from soybean oil

Abstract: Biodiesel fuel, a promising alternative diesel fuel produced by a catalytic transesterification of vegetable oils, has become more attractive recently because of its environmental concerns and the fact that it is made from renewable resources. In this work, the transesterification of soybean oil with methanol has been studied in a heterogeneous system, using alumina loaded with potassium iodide as a solid base catalyst. After loading KI of 35 wt.% on alumina followed by calcination at 773 K for 3 h, the catalyst gave the highest basicity and the best catalytic activity for this reaction. The catalysts were characterized by means of XRD, IR, SEM and the Hammett indicator method. Moreover, the dependence of the conversion of soybean oil on the reaction variables such as the catalyst loading, the molar ratio of methanol to oil and the reaction time was studied. The conversion of 96% was achieved under the optimum reaction conditions. Besides, a correlation of the catalyst activity for the transesterification reaction with its basicity was proposed.

Room-Temperature Conversion of Soybean Oil and Poultry Fat to Biodiesel Catalyzed by Nanocrystalline Calcium Oxides

Abstract: A promising route for the production of biodiesel (fatty acid methyl esters, FAMES) via transesterification of soybean oil (SBO) and poultry fat with methanol in quantitative conversions at room temperature has been developed using nanocrystalline calcium oxides as catalysts. Under the same conditions, laboratory-grade CaO gave only 2% conversion in the case of SBO, and there was no observable reaction with poultry fat. The soybean oil/methanol ratio in our protocol is 1:27. With our most active catalyst, deactivation was observed after eight cycles with SBO and after three cycles with poultry fat. Deactivation may be associated with one or more of the following factors: the presence of organic impurities or adventitious moisture and enolate formation by the deprotonation of the carbon alpha to the carboxy group in the triglyceride or FAMES. The biodiesel from our protocol meets the ASTM D-874 standard for sulfated ash for both substrates.

Synthesis of Biodiesel from Soybean Oil using Heterogeneous KF/ZnO Catalyst

Abstract: Biodiesel was produced by transesterification of soybean oil with methanol using ZnO loaded with KF as a solid base catalyst. It was found that the catalyst with 15 wt.% KF loading and calcined at 873 K showed the optimum activity. XRD, IR and Hammett indicator method were employed for the catalyst characterization. The results showed the activity of the catalysts was correlated with their basicity. The influence of various reaction variables on the conversion was also discussed.

Chemical modification of vegetable oils for lubricant applications

Abstract: Owing to the unfavorable impact on the environment of mineral oil-based lubricants, there has been a steady increase in the demand for biodegradable, environment-friendly lubricants. However, development of a biodegradable base fluid that could replace or partially substitute conventional mineral oil is a big challenge. Vegetable oils are recognized as rapidly biodegradable and are thus promising candidates as base fluids in environment-friendly lubricants. Vegetble oils have excellent lubricity, but poor oxidation and low-temeprature stability. This paper presents a series of structural modifications of vegetable oils using anhydrides of different chain lengths. The reaction was monitored and products were confirmed by NMR, FTIR, gel permeation chromatography, and thermogravimetric analysis (TGA). Experimental conditions were optimized for research quantity and for laboratory scale-up (up to 4 lb=1.8 kg). The thermo-oxidation stability of these new lubricant base fluids was tested using pressure differential scanning calorimetry and TGA. The chemically modified base fluids exhibit superior oxidation stability in comparison with unmodified vegetable oils. These base fluids in combination with suitable additives exhibit equivalent oxidation stability compared with mineral oil-based formulations.

Biodiesel fuel production with solid amorphous-zirconia catalysis in fixed bed reactor.

Abstract: Amorphous zirconia catalysts, titanium-, aluminum-, and potassium-doped zirconias, were prepared and evaluated in the transesterification of soybean oil with methanol at 250 °C, and the esterification of n-octanoic acid with methanol at 175–200 °C. Titanium- and aluminum-doped zirconias are promising solid catalysts for the production of biodiesel fuels from soybean oil because of their high performance, with over 95% conversion in both of the esterifications.

Optimization of the chemoenzymatic epoxidation of soybean oil

Abstract: The lipase Candida antarctica (Novozyme 435) immobilized on acrylic resin was used as an unconventional catalyst for in situ epoxidation of soybean oil. The reactions were carried out in toluene. The peracid used for converting TG double bonds to oxirane groups was formed by reaction of FFA and hydrogen peroxide. The reaction conditions were optimized by varying the lipase concentration, solvent concentration, molar ratio of hydrogen peroxide to double bond, oleic acid concentration, and reaction temperature. The kinetic study showed that 100% conversion of double bonds to epoxides can be obtained after 4 h. The addition of free acids was not required for the reaction to proceed to conversions exceeding 80%, presumably owing to generation of FFA by hydrolysis of soybean oil. The enzyme catalyst was found to deteriorate after repeated runs.

Lipase-catalyzed biodiesel production from soybean oil deodorizer distillate with absorbent present in tert-butanol system

Abstract: Lipase-catalyzed alcoholysis of soybean oil deodorizer distillate (SODD) for biodiesel production was studied During this system both free fatty acids and glycerides could be converted to biodiesel simultaneously tert-Butanol has been adopted as the reaction medium, in which both the negative effects caused by excessive methanol and by-product glycerol could be eliminated completely There was no obvious loss in lipase activity even after being repeatedly used for 120 cycles Fine-pored silica gel and 3 A molecular were found to be effective to control by-product water concentration and much higher biodiesel yield could be achieved with those adsorbents present in the reaction system The highest biodiesel yield of 97% could be achieved with 3 A molecular sieve as the adsorbent

Flaking and extrusion as mechanical treatments for enzyme-assisted aqueous extraction of oil from soybeans

Abstract: Flaking and extruding dehulled soybeans were evaluated as a means of enhancing oil extraction efficiency during enzyme-assisted aqueous processing of soybeans. Cellulase, protease, and their combination were evaluated for effectiveness in achieving high oil extraction recovery from extruded flakes. Aqueous extraction of extruded full-fat soy flakes gave 68% recovery of the total available oil without using enzymes. A 0.5% wt/wt protease treatment after flaking and extruding dehulled soybeans increased oil extraction recovery to 88% of the total available oil. Flaking and extruding enhanced protease hydrolysis of proteins freeing more oil. Treating extruded flakes with cellulase, however, did not enhance oil extraction either alone or in combination with protease. Discrepancies in oil extraction recoveries were encountered when merely considering crude free fat because some oil became bound to denatured protein during extrusion and/or sample drying. Bound fat was unavailable for determination by using the hexane extraction method, but was accounted for by using the acid hydrolysis method for total oil determination. Oil extraction recovery from extruded soybean flakes was affected by oil determination methods, which was not the case for unextruded full-fat soy flour.

Free fatty acid separation from vegetable oil deodorizer distillate using molecular distillation process

Abstract: Distillates of the vegetable oil deodorization are composed of free fatty acids (FFA), sterols, tocopherols, sterol esters, hydrocarbons and breakdown products of fatty acids, aldehydes, ketones and acylglycerols. The content of free fatty acids in deodorizer distillates varies between 25 and 75%. Due to its high content, free fatty acid separation from deodorizer distillate is an important step to concentrate tocopherols to high purity. Tocopherols are valuable natural substances used in food, cosmetic and pharmaceutical industries. In this work, separation of free fatty acids from soybean oil deodorizer distillate (SODD) was investigated through molecular distillation, using different operating conditions. Evaporator temperature from 100 to 180 °C and feed flow rate in the range of 1.5–23.0 g min −1 were used in the experiments. FFA and tocopherols contents were monitored in each stream generated by the molecular distillation process (distillate and residue streams). The intention is to determine the best operating conditions to produce a material with minimum FFA content and to minimize tocopherol losses during the process. Removal of FFA in the distillate stream resulted in a preliminary concentration of tocopherols, which is removed in the residue stream of the molecular distillation. The results showed that an efficient FFA separation from SODD with the lowest loss of tocopherols requires specific operating conditions. It was possible to obtain a material with 6.4% of FFA and 18.3% of tocopherols from a raw material composed by 57.8% of FFA and 8.97% of tocopherols, using 160 °C of evaporator temperature and 10.4 g min −1 of feed flow rate. These results represent FFA elimination of 96.16% and tocopherol recovery of 81.23%.

Safety and Efficacy of a New Parenteral Lipid Emulsion (SMOFlipid) in Surgical Patients: A Randomized, Double-Blind, Multicenter Study

Abstract: Background/Aims: A new lipid emulsion based on soybean oil, medium chain triglycerides, olive oil and fish oil (SMOFlipid) was tested for safety, tolerance, metabolic and clinical e

Co-expression of the borage Δ6 desaturase and the Arabidopsis Δ15 desaturase results in high accumulation of stearidonic acid in the seeds of transgenic soybean

Abstract: Two relatively rare fatty acids, γ-linolenic acid (GLA) and stearidonic acid (STA), have attracted much interest due to their nutraceutical and pharmaceutical potential. STA, in particular, has been considered a valuable alternative source for omega-3 fatty acids due to its enhanced conversion efficiency in animals to eicosapentaenoic acid when compared with the more widely consumed omega-3 fatty acid, α-linolenic acid (ALA), present in most vegetable oils. Exploiting the wealth of information currently available on in planta oil biosynthesis and coupling this information with the tool of genetic engineering it is now feasible to deliberately perturb fatty acid pools to generate unique oils in commodity crops. In an attempt to maximize the STA content of soybean oil, a borage Δ6 desaturase and an Arabidopsis Δ15 desaturase were pyramided by either sexual crossing of transgenic events, re-transformation of a Δ6 desaturase event with the Δ15 desaturase or co-transformation of both desaturases. Expression of both desaturases in this study was under the control of the seed-specific soybean β-conglycinin promoter. Soybean events that carried only the Δ15 desaturase possessed a significant elevation of ALA content, while events with both desaturases displayed a relative STA abundance greater than 29%, creating a soybean with omega-3 fatty acids representing over 60% of the fatty acid profile. Analyses of the membrane lipids in a subset of the transgenic events suggest that soybean seeds compensate for enhanced production of polyunsaturated fatty acids by increasing the relative content of palmitic acid in phosphatidylcholine and other phospholipids.

Discovery of Pseudozyma rugulosa NBRC 10877 as a novel producer of the glycolipid biosurfactants, mannosylerythritol lipids, based on rDNA sequence

Abstract: The search for a novel producer of glycolipid biosurfactants, mannosylerythritol lipids (MEL) was undertaken based on the analysis of ribosomal DNA sequences on the yeast strains of the genus Pseudozyma. Pseudozyma rugulosa NBRC 10877 was found to produce a large amount of glycolipids from soybean oil. Fluorescence microscopic observation also demonstrated that the strain significantly accumulates polar lipids in the cells. The structure of the glycolipids produced by the strain was analyzed by (1)H and (13)C nuclear magnetic resonance and gas chromatography-mass spectrometry methods, and was determined to be the same as MEL produced by Pseudozyma antarctica, a well-known MEL producer. The major fatty acids of the present MEL consisted of C8 and C10 acids. Based on high performance liquid chromatography, the composition of the produced MEL was as follows: MEL-A (68%), MEL-B (12%), and MEL-C (20%). To enhance the production of MEL by the novel strain, factors affecting the production, such as carbon and nitrogen sources, were further examined. Soybean oil and sodium nitrate were the best carbon and nitrogen sources, respectively. The supplementation of a MEL precursor, such as erythritol, drastically enhanced the production yield from soybean oil at a rate of 70 to 90%. Under the optimal conditions in a shake culture, a maximum yield, productivity, and yield coefficient (on a weight basis to soybean oil supplied) of 142 g l(-1), 5.0 g l(-1) day(-1), and 0.5 g g(-1) were achieved by intermittent feeding of soybean oil and erythritol using the yeast.

Soybean‐ and castor‐oil‐based thermosetting polymers: Mechanical properties

Abstract: Maleic anhydride modified soybean- and castor-oil-based monomers, prepared via the malination of the alcoholysis products of the oils with various polyols, such as pentaerythritol, glycerol, and bisphenol A pro- poxylate, were copolymerized with styrene to give hard rigid plastics. These triglyceride-based polymers exhibited a wide range of properties depending on their chemical structure. They exhibited flexural moduli in the 0.8-2.5 GPa range, flexural strength in the 32-112 MPa range, glass transition temperatures (Tg) ranging from 72 to 1528C, and surface hardness values in the 77-90 D range. The polymers prepared from castor oil exhibited signifi- cantly improved modulus, strength, and Tg values when compared with soybean-oil-based polymers. These novel castor and soybean-oil-based polymers show comparable properties to those of the high-performance unsaturated polyester (UP) resins and show promise as an alternative to replace these petroleum-based materials. 2006 Wiley

Simultaneous determination of five synthetic antioxidants in edible vegetable oil by GC–MS

Abstract: A simple, quick and nontoxic analytical method for the simultaneous determination of five synthetic antioxidants [t-butyl-4-hydroxyanisole (BHA), 2,6-di-t-butyl-hydroxytoluene (BHT), t-butyl hydroquinone (TBHQ), ethoxyquin (EQ) and 2,6-di-tert-butyl-4-hydroxymethyl-phenol (Ionox 100)] in edible vegetable oil has been developed. The analytes were extracted by ethanol, then separated and detected by GC–MS. Extraction conditions such as volume of ethanol required, mixing time and number of extractions were investigated and optimized by an orthogonal array experimental design. The five compounds behaved linearly in the 0.100∼20.0 mg/L concentration range, and the limits of detection (LOD) for BHA, BHT, TBHQ, EQ and Ionox-100 were 1.00, 0.92, 11.5, 0.83 and 1.39 μg/L, respectively. The recoveries at the tested concentrations of 1.00, 20.0 and 100 mg/kg were 75.6∼123%, with coefficients of variation <10.0%. The proposed procedure was successfully applied to the simultaneous analysis of the five antioxidants in soybean oil, tea oil, edible blended oil, rap oil, peanut oil, peanut blended oil and sesame oil samples purchased from local supermarkets.

Phase behavior of the base-catalyzed transesterification of soybean oil

Abstract: Biodiesel is made by the transesterification of vegetable oils to form alkyl FA esters. High levels of conversion (>99%) are required to lower the total concentration of free and chemically bound glycerol to that allowed by the ASTM standard (0.240 wt%) for biodiesel. A polar dye was used to visualize the phase behaviors in methanolysis, ethanolysis, and butanolysis. The dye was more strongly colored in more polar phases. Methanolysis and ethanolysis reactions commenced as two phases (alcohol and oil), then formed emulsions, and ended as two phases as glycerol-rich phases separated. Ethanolysis was more easily initiated by mixing than was methanolysis. Ethanolysis also exhibited a much longer emulsion period and slower glycerol separation. The glycerol-rich phase was smaller in volume in ethanolysis than in methanolysis. Butanolysis remained one phase throughout, and no polar phase existed at any time. The results are consistent with the known phase compositions in these reactions. The concentrations of MG, DG, and TG in the products with time in stirred reactions were consistent with the observed phase behavior in the dye experiments.

Phase behavior of soybean oil, castor oil and their fatty acid ethyl esters in carbon dioxide at high pressures

Abstract: This work provides experimental phase equilibrium data of binary and ternary systems involving carbon dioxide (CO 2 ), ethanol, soybean oil, castor oil and their fatty acid ethyl esters. Here the oils and their fatty acid ethyl esters were treated as pseudo components. The experiments were carried out in a high-pressure variable-volume view cell in the temperature range of 13–70 °C, for carbon dioxide overall composition ranging from 5 to 45 wt.% and pressures up to 270 bar. The Peng–Robinson and statistical associating fluid theory (SAFT) equations of state were used to represent the experimental data, and results show that for fatty acid esters both models provide satisfactory representation of experimental data, while for the vegetable oils the SAFT demonstrated superior performance compared to the Peng–Robinson equations of state (EoS).

New heterogeneous metal-oxides based catalyst for vegetable oil trans-esterification

Abstract: The preparation of new materials obtained from the co-precipitation of aluminum, tin and zinc oxides and their use as catalytic system activities for vegetable oils alcoholysis are reported herein. It was observed that these metal-oxides of the type (Al2O3)X(SnO)Y(ZnO) Z are active for soybean oil alcoholysis, uzing several alcohols, including branched ones. Best result was achieved using methanol, with conversion yields up to 80% in 4 h. It was also possible to recycle the catalysts without apparent loss of activity.

Oxidative Stability of Soybean and Sesame Oil Mixture during Frying of Flour Dough

Abstract: Effects of roasted sesame seed oil on the oxidative stability of soybean oil during frying of flour dough at 160 °C were studied by determining fatty acid composition and conjugated dienoic acid (CDA), p-anisidine (PA), and free fatty acid (FFA) values. Concentration of sesame oil in frying oil was 0%, 10%, 20%, or 30% (v/v). Tocopherols and lignan compounds in the frying oil were also determined by high-performance liquid chromatography. As the number of fryings performed by the oil increased, linolenic acid content in frying oil decreased, and the decreasing rate was lower in frying oil containing sesame oil than in the oil containing no sesame oil. CDA and FFA values of frying oil increased during frying and their relative values to the initial value were lower in frying oil containing sesame oil than in the oil containing no sesame oil. This indicates that the addition of sesame oil improved thermooxidative stability of frying oil, possibly due to the presence of lignan compounds in sesame oil. Tocopherols and lignan compounds in frying oil decreased during frying. As the amount of sesame oil in frying oil increased, degradation of tocopherols increased and lignan compounds degradation decreased. Tocopherols were suggested to protect lignan compounds in sesame oil from decomposition during frying.

Soybean and castor oil based monomers: Synthesis and copolymerization with styrene

Abstract: In this study, castor oil was alcoholyzed with both aliphatic alcohols, such as glycerol and pentaerythritol, and an aromatic alcohol, bisphenol A propoxylate. The resulting alcoholysis products were then malinated and cured in the presence of styrene. Soybean oil pentaerythritol glyceride maleates were also prepared for a direct comparison of the properties of the castor oil and soybean oil based resins. Castor oil was directly malinated as well to see the effect of the alcoholysis step on the properties of the castor oil based resins. The monomers synthesized were characterized by 1 H-NMR spectroscopy, and the styrenated resin liquid properties, such as viscosity and surface energy values, were determined. The conversion of polymerization was determined using time resolved FTIR analysis for the styrenated soybean oil pentaerythritol glyceride maleates, castor oil maleates, and castor oil pentaerythritol glyceride maleates. The effect of monomer identity and styrene content on the conversion of polymerization was explored.