scholarly journals Kinetic study of liquid lipase-catalyzed glycerolysis of olive oil using Lipozyme TL 100L

Author(s):  
George Finco ◽  
Karina Fiametti ◽  
E.A. da Salva ◽  
Fernando Palú ◽  
João Wancura ◽  
...  

Monoacylglycerol (MAG) and diacylglycerol (DAG) are two natural components found in most edible oils and fats. Conventional synthesis of MAG and DAG is usually conducted by glycerolysis of triacylglycerol (TAG) at high temperatures (above 200 °C) in the presence of an alkaline catalyst. In this work, the synthesis of MAG and DAG using enzymatic glycerolysis of olive oil was investigated using Tween 80 as surfactant, n-butanol as co-surfactant and the novel lipase in free/liquid formulation Lipozyme TL 100L as catalyst. Experimental design was used to evaluate the effect of enzyme load and reaction temperature on the feedstock conversion. Enzyme load and system temperature were significant variables in the statistical design and the best condition was found at 35 °C, 7.5 vol% of Lipozyme TL 100 and glycerol to oil molar ratio of 2:1 with conversion of TAG at approximately 98 % after 2 h of process. A mathematical model based on the Ping-Pong Bi-Bi mechanism was used to describe the reaction kinetics. The model adequately described the behavior of the system and can be a useful tool for the design of reactors in larger scales.

Author(s):  
George Finco ◽  
Karina Fiametti ◽  
E.A. da Salva ◽  
Fernando Palú ◽  
João Wancura ◽  
...  

Monoacylglycerol (MAG) and diacylglycerol (DAG) are two natural components found in most edible oils and fats. Conventional synthesis of MAG and DAG is usually conducted by glycerolysis of triacylglycerol (TAG) at high temperatures (above 200 °C) in the presence of an alkaline catalyst. In this work, the synthesis of MAG and DAG using enzymatic glycerolysis of olive oil was investigated using Tween 80 as surfactant, n-butanol as co-surfactant and the novel lipase in free/liquid formulation Lipozyme TL 100L as catalyst. Experimental design was used to evaluate the effect of enzyme load and reaction temperature on the feedstock conversion. Enzyme load and system temperature were significant variables in the statistical design and the best condition was found at 35 °C, 7.5 vol% of Lipozyme TL 100 and 2:1 molar ratio (glycerolysis:oil) with conversion of TAG at approximately 98 % after 2 h of process. A mathematical model based on the Ping-Pong Bi-Bi mechanism was used to describe the reaction kinetics. The model adequately described the behavior of the system and can be a useful tool for the design of reactors in larger scales.


2021 ◽  
Author(s):  
José Vladimir Oliveira ◽  
George F. Finco ◽  
Karina G. Fiametti ◽  
Edson A. da Silva ◽  
Fernando Palú ◽  
...  

Abstract Monoacylglycerol (MAG) and diacylglycerol (DAG) are two natural components found in most edible oils and fats. Conventional synthesis of MAG and DAG is usually conducted by glycerolysis of triacylglycerol (TAG) at high temperatures (above 200 °C) in the presence of an alkaline catalyst. In this work, the synthesis of MAG and DAG using enzymatic glycerolysis of olive oil was investigated using Tween 80 as surfactant, n-butanol as co-surfactant and the novel lipase in liquid formulation Lipozyme TL 100L as catalyst. Experimental design was used to evaluate the effect of enzyme load and reaction temperature on the feedstock conversion. Enzyme load and system temperature were significant variables in the statistical design and the best condition was found at 35 °C, 7.5 vol% of Lipozyme TL 100 and 2:1 molar ratio (glycerolysis:oil) with conversion of TAG at approximately 98 % after 2 h of process. A mathematical model based on the Ping-Pong Bi-Bi mechanism was used to describe the reaction kinetics. The model adequately described the behavior of the system and can be a useful tool for the design of reactors in larger scales.


Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3317
Author(s):  
Maria Carolina Pereira Gonçalves ◽  
Jéssica Cristina Amaral ◽  
Roberto Fernandez-Lafuente ◽  
Ruy de Sousa Junior ◽  
Paulo Waldir Tardioli

In this paper, we have performed the Lipozyme 435-catalyzed synthesis of xylose oleate in methyl ethyl ketone (MEK) from xylose and oleic acid. The effects of substrates’ molar ratios, reaction temperature, reaction time on esterification rates, and Lipozyme 435 reuse were studied. Results showed that an excess of oleic acid (xylose: oleic acid molar ratio of 1:5) significantly favored the reaction, yielding 98% of xylose conversion and 31% oleic acid conversion after 24 h-reaction (mainly to xylose mono- and dioleate, as confirmed by mass spectrometry). The highest Lipozyme 435 activities occurred between 55 and 70 °C. The predicted Ping Pong Bi Bi kinetic model fitted very well to the experimental data and there was no evidence of inhibitions in the range assessed. The reaction product was purified and presented an emulsion capacity close to that of a commercial sugar ester detergent. Finally, the repeated use of Lipozyme 435 showed a reduction in the reaction yields (by 48 and 19% in the xylose and oleic acid conversions, respectively), after ten 12 h-cycles.


2021 ◽  
Vol 7 (1) ◽  
Author(s):  
Venkata Deepthi Vemuri ◽  
Srinivas Lankalapalli

Abstract Background The meager physicochemical properties like low solubility and low dissolution rate of rosuvastatin calcium remain as an obstruction for formulation development. In the present work, we explore the evolution of rosuvastatin cocrystal, which may offer the synergetic physico-chemical properties of the drug. Cocrystal crafting depends on two possible intermolecular interactions; heteromeric and the homomeric selection of compounds with complementary functional groups are contemplated as a possible cause of supramolecular synthons in cocrystal formation. Specifically, cocrystals of rosuvastatin with l-asparagine and l-glutamine with molar ratio (1:1) were fabricated by using slow solvent evaporation and slow evaporation techniques. Novel cocrystals of rosuvastatin-asparagine (RSC-C) and rosuvastatin-glutamine (RSC-G) cocrystals obtained by slow solvent evaporation were utilized for preliminary investigation and further scale-up was done by using the solvent evaporation technique. Results The novel cocrystals showed a new characteristic of powder X-ray diffraction, thermograms of differential scanning calorimetry, 1H liquid FT-NMR spectra, and scanning electron microscopy. These results signify the establishment of intermolecular interaction within the cocrystals. In both the novel cocrystals, rosuvastatin was determined to be engaged in the hydrogen bond interaction with the complementary functional groups of l-asparagine and l-glutamine. Compared with the pure rosuvastatin, RSC-C and RSC-G cocrystal showed 2.17-fold and 1.60-fold improved solubility respectively. The dissolution test showed that the RSC-C and RSC-G cocrystal exhibited 1.97-fold and 1.94-fold higher dissolution rate than the pure rosuvastatin in pH6.8 phosphate buffer respectively. Conclusion Modulation in the chemical environment, improvement in the solubility, and dissolution rate demonstrated the benefit of co-crystallization to improve the physicochemical properties of the drug. Graphical abstract


1995 ◽  
Vol 50 (2) ◽  
pp. 189-195 ◽  
Author(s):  
Andreas Karst ◽  
Burkhardt Broschk ◽  
Joseph Grobe ◽  
Duc Le Van

Reaction of the cyclotetraphosphane (PCF3)4 or of a mixture of (PCF3)4 and (PCF3)5 with 2,3-dimethyl-1,3-butadiene or isoprene at 25 °C leads to the [4 + 2]-cycloadducts of bis(trifluoromethyl) diphosphene and the phospholene derivatives 2a and 2b, respectively, in the molar ratio diphosphinine/phospholene = 1/2. The analogous reactions of the cycloarsanes (AsCF3)4,5 give the Diels/Alder compounds 4 and 5 of bis(trifluoromethyl)diarsene in 90% yield without arsolene formation. Cyclopentadiene, 1,3-cyclohexadiene and cis or trans piperylene do not react with (AsCF3)4,5, up to temperatures of 60 °C. However, the corresponding [4 + 2]-cycloadducts 6 - 8 are produced by irradiation of the reaction mixture with UV light. The novel phospholenes 2a and 2b as well as the diarsinines 4 - 8 have been characterized by spectroscopic data (MS, NMR, IR). 2a was coordinated as a phosphane ligand to the pentacarbonylchromium fragment by reaction with the photochemically generated complex Cr(CO)5 · THF to afford the new compound (3).


1993 ◽  
Vol 48 (1) ◽  
pp. 58-67 ◽  
Author(s):  
Joseph Grobe ◽  
Duc Le Van ◽  
Gudrun Lange

The course of the reactions o f fluorophosphaalkenes F3CP = C (F)OR [R = Me (1), Et (2)] with methanol or ethanol strongly depends on the experimental conditions. Thus at 70 °C a mixture of the 2-phosphapropionic acid ester F3CP (H )CO2R [R = Me (3), Et (4)] and trifluoromethylphosphane H2PCF3 is formed [molar ratio: 3 or 4 /H2 CF3 ≈1/1]. If the precursors F3CP (H )CO2R [R = Me (3), Et) are used as starting materials, the reaction with ROH under the same conditions affords 3 and 4, respectively, (90 to 95% yield) with only traces of H2PCF 3. In the presence o f iPr2NH these precursors react with R′OH to give the novel trifluoromethylphosphaalkenes F3CP = C (OR )OR [R /R′: Me/Me (6); E t/E t (7); Me/Et (8)]. With Et2NH , 3 undergoes an addition/elimination process yielding the interesting push/pull system Et2N(F)C = P-CO2Me (5). 1 and 2 react with primary amines R′NH2 (R′= tBu, Me) with stereoselective formation of the fairly labile phosphaalkenes F3CP = C(OR)NHR′ [R /R′: Me/tBu (9), Et/tBu(10), Me/Me (11)] with trans-positions for CF3 and NHR′.The new compounds 3 -11 were characterized by spectroscopic investigations (1H , 19F, 31P, 13C NMR ; IR, MS) and determination of M+ or typical fragment ions [M+ -OR ] by high resolution mass spectrometry.


Author(s):  
SUNNY SONI ◽  
MADHU AGARWAL

Biodiesel is a renewable liquid fuel made from natural, renewable biological sources such as edible and non edible oils. Over the last years, biodiesel has gained more market due to its benefits and because it appears as the natural substitute for diesel. Reasons for growing interest in biodiesel include its potential for reducing noxious emissions, potential contributions to rural economic development, as an additional demand center for agricultural commodities, and as a way to reduce reliance on foreign oil. Biodiesel was prepared from soybean oil by transesterification with methanol in the presence of cement clinker. Cement clinker was examined as a catalyst for a conversion of soybean oil to fatty acid methyl esters (FAMEs). It can be a promising heterogeneous catalyst for the production of biodiesel fuels from soybean oil because of high activity in the conversion and no leaching in the transesterification reaction. The reaction conditions were optimized. A study for optimizing the reaction parameters such as the reaction temperature, and reaction time, was carried out. The catalyst cement clinker composition was characterized by XRF. The results demonstrate that the cement clinker shows high catalytic performance & it was found that the yield of biodiesel can reach as high as 84.52% after 1 h reaction at 65°C, with a 6:1 molar ratio of methanol to oil, 21 wt% KOH/cement clinker as catalyst.


2017 ◽  
Vol 100 (2) ◽  
pp. 345-350 ◽  
Author(s):  
Ana M Jiménez-Carvelo ◽  
Antonio González-Casado ◽  
Estefanía Pérez-Castaño ◽  
Luis Cuadros-Rodríguez

Abstract A new analytical method for the differentiation of olive oil from other vegetable oils using reversed-phaseLC and applying chemometric techniques was developed. A 3 cm short column was used to obtain the chromatographic fingerprint of the methyl-transesterified fraction of each vegetable oil. The chromatographic analysis tookonly 4 min. The multivariate classification methods used were k-nearest neighbors, partial least-squares (PLS) discriminant analysis, one-class PLS, support vector machine classification, and soft independent modeling of class analogies. The discrimination of olive oil from other vegetable edible oils was evaluated by several classification quality metrics. Several strategies for the classification of the olive oil wereused: one input-class, two input-class, and pseudo two input-class.


2013 ◽  
Vol 2013 ◽  
pp. 1-10 ◽  
Author(s):  
Bing Li ◽  
Yongchun Dong ◽  
Zhizhong Ding ◽  
Yiming Xu ◽  
Chi Zou

Cu-Fe bimetallic grafted polytetrafluoroethylene (PTFE) fiber complexes were prepared and optimized as the novel heterogeneous Fenton catalysts for the degradation of reactive dyes under UV irradiation. Cotton fabrics were dyed with three reactive dyes, namely, Reactive Red 195, Reactive Yellow 145, and Reactive Blue 222, in tap fresh water using exhaustion process. The spent dyeing effluents were then collected and degraded with the optimized Cu-Fe bimetallic grafted PTFE fiber complex/H2O2system. The treated dyeing effluents were characterized and reused for the dyeing of cotton fabrics through the same process. The effect of reuse process number on quality of the dyed cotton fabrics was examined. The results indicated that the Cu-Fe bimetallic modified PTFE fiber complex with a Cu/Fe molar ratio of 2.87 was found to be the most effective fibrous catalyst, which enhanced complete decolorization of the treated dyeing effluents with H2O2in 4 h. However, the TOC removal for the treated dyeing effluents was below 80%. The dyeing quality was not affected for three successive cycles. The increase in residual TOC value influences fourth dyeing cycle. Further TOC reduction of the treated effluents is needed for its repeated reuse in more than three dyeing cycles.


2018 ◽  
Vol 45 (12) ◽  
pp. 1073-1083 ◽  
Author(s):  
Hamideh Mehdizadeh ◽  
Ebrahim Najafi Kani

In this study, a statistical experimental design based on response surface methodology (RSM) has been applied to predict and optimize the compressive strength of alkali-activated phosphorus slag in different ages (3, 7, and 28 days). For this purpose, the binder samples were prepared with different molar ratios of SiO2/Na2O (S/N), Na2O/Al2O3(Na/Al), and H2O/Al2O3(H/Al) as alkali activator. Results showed that S/N molar ratio plays its role in early ages of curing and Na/Al molar ratio, and showed its significant effect on 7 and 28 days of compressive strength. H/Al molar ratio had the most significant effect on compressive strength compared to the other parameters. The derived RSM models were statistically adequate and could be used to predict the compressive strength. The optimum chemical composition of activator to obtain the highest compressive strength was achieved as 0.39, 1.34, and 30 for S/N, Na/Al, and H/Al molar ratios, respectively, with compressive strength of 30, 65, and 100 MPa at 3, 7, and 28 days of curing.


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