111-61-5Relevant academic research and scientific papers
Preparation of n-3 PUFAs ethyl esters by an efficient biocatalyzed solvent-free process
Morrone,D'Antona,Biondi,Lambusta,Nicolosi
, p. 173 - 176 (2012)
alpha-Linolenic acid (ALA), eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) have been subjected to esterification with ethanol in presence of lipase B from Candida antarctica (Novozym 435), in solvent free condition. The use of alcohol donors triethyl orthoformate (TEOF) or diethyl carbonate (DEC) instead of free ethanol, allowed working in irreversible esterification conditions and ALA-, EPA- and DHA-ethyl esters were obtained in quantitative yields.
Lipase-catalyzed esterification of stearic acid with ethanol, and hydrolysis of ethyl stearate, near the critical point in supercritical carbon dioxide
Nakaya, Hideki,Nakamura, Kozo,Miyawaki, Osato
, p. 23 - 27 (2002)
The effect of pressure on the lipase-catalyzed reaction in supercritical carbon dioxide (SCCO2) was investigated for the esterification of stearic acid (SA) with ethanol and the hydrolysis of ethyl stearate (ES) near the critical point, ranging from 6 to 20 MPa in pressure and 35 to 60°C in temperature. The esterification rate of SA began to increase near the critical point and kept increasing steadily with an increase in pressure, reflecting the increase in SA solubility in SCCO2. The hydrolysis rate of ES showed a maximum at a pressure near the critical point. When the reaction was carried out with an initial overall ES concentration below its solubility limit in SCCO2, the maximum pressure shifted along the extended line of the gas-liquid equilibrium in the supercritical region in the pressure-temperature phase plane. This seems to be related to the singular behavior of some properties in SCCO2 along this line reported in the literature. These results show the importance of pressure, as well as temperature, as a parameter to control enzyme reactions in SCCO2.
Highly ordered mesoporous functionalized pyridinium protic ionic liquids framework as efficient system in esterification reactions for biofuels production
Luque, Rafael,Rajabi, Fatemeh
, (2020)
Polysiloxane acidic ionic liquids containing pyridinium trifluoroacetate salts (PMO-Py-IL) were synthesized from pyridine containing organosilane precursors. Characterization by SEM, XRD, TGA, and nitrogen porosimetry confirmed that both pyridinium cation and trifluoroacetate anion were successfully incorporated within the organosilica network. The resulting organic-inorganic hybrid nanomaterial (PMO-Py-IL) was studied as nanocatalyst in free fatty acids esterification into biodiesel-like compounds. Remarkably, the synergistic hydrophilic/hydrophobic effect of pyridinium and trifluoroacetate ionic liquid in the well-ordered channels of PMO-Py-IL nanomaterial enhanced the activity toward sustainable biodiesel-like esters production. More importantly, PMO-Py-IL nanocatalyst also exhibited an exceptional activity and stability. The catalyst could be easily separated to reuse at least in ten reactions runs preserving almost intact its catalytic activity under otherwise identical conditions to those employed for the fresh catalysts.
Enzymatic production of cocoa butter equivalents high in 1-palmitoyl-2-oleoyl-3-stearin in continuous packed bed reactors
Kim, Sohee,Kim, In-Hwan,Akoh, Casimir C.,Kim, Byung Hee
, p. 747 - 757 (2014)
This study aimed to optimize the lipase-catalyzed transesterification of high oleic sunflower oil (A) with a mixture of ethyl palmitate and ethyl stearate (B) to produce cocoa butter equivalents with a weight ratio of 1-palmitoyl-2-oleoyl-3-stearoyl-rac-glycerol (POS) to total symmetric monounsaturated triacylglycerols (SMUT) that is similar to that of cocoa butter by response surface methodology. The reaction was performed in a continuous packed bed reactor, using 0.45 g of Lipozyme RM IM as the biocatalyst. The effects of temperature (Te), residence time (RT), substrate molar ratio (SR, B/A), and water content (WC) of the substrates on the composition of reaction products were elucidated using the models established. Optimal reaction conditions for maximizing total SMUT and POS contents while minimizing the levels of diacylglycerol formation and acyl migration were: Te, 60°C; RT, 28.5 min; SR, 8.5; WC, 300 mg/kg. The contents of total SMUT, POS, and diacylglycerol in the reaction products and the content of palmitoyl and stearoyl residues at the sn-2 position of triacylglycerols in the products were 52.0, 25.1, 9.4, and 4.8 %, respectively, under these conditions. Successful scale-up of the reaction was achieved under the optimal conditions, using 5 g of the lipase. A silver-ion high performance liquid chromatography analysis showed that the products obtained by the larger scale reaction contained 49.1 % total SMUT and 6.1 % of their positional isomers.
Catalytic transfer hydrogenation of oleic acid to octadecanol over magnetic recoverable cobalt catalysts
Wang, Juncheng,Nie, Renfeng,Xu, Ling,Lyu, Xilei,Lu, Xiuyang
, p. 314 - 320 (2019)
Efficient transformation of biomass into fuel and chemicals under mild conditions with cost-effective and environmentally friendly characters is highly desirable but still challenging. Herein, a scalable and Earth-abundant cobalt catalyst was used for selective catalytic transfer hydrogenation (CTH) of unsaturated fatty acids to fatty alcohols with sustainable isopropanol as a hydrogen donor. By tuning the surface Co composition by varying the reduction temperature, the catalytic performance could be easily boosted. At 200 °C in 4 h, the optimal catalyst Co-350 (reduced at 350 °C) gives 100% oleic acid conversion with 91.9% octadecanol selectivity. Various characterization studies reveal that the co-existence of Coδ+ and Co0 over the cobalt core might be responsible for its high performance for CTH of oleic acid. This catalyst could be magnetically separated and is highly stable for reusing ten times. Moreover, this cobalt catalyst is relatively cheap and easy to scale-up, thus achieving a low-cost transformation of biomass into high value-added chemicals.
Novel H3PW12O40: Catalysed esterification reactions of fatty acids at room temperature for biodiesel production
De Godoi Silva, Vinicius Wilker,Laier, Leticia Oliveira,Silva, Marcio Jose Da
, p. 207 - 211 (2010)
The catalytic activity of Bronsted acids on fatty acid (FA) esterification at room temperature has been investigated. Noticeably, the H 3PW12O40 heteropolyacid (HPW) showed a very high activity than other catalysts herein evaluated, i.e. p-toluene sulfonic acid and sulfuric acid. High yields in ethyl esters (ca. 90%) were reached after a 4 h reaction at 25 °C on a HPW catalysed reactions. Despite the fact that HPW catalyst was used in a homogeneous phase, it could be efficiently recovered and reused through out a simple recycling protocol, without any activity loss. The effects of alcohol and the FA nature on yield reaction were also investigated.
Remarkable catalytic activity of polymeric membranes containing gel-trapped palladium nanoparticles for hydrogenation reactions
López-Viveros, Melissa,Favier, Isabelle,Gómez, Montserrat,Lahitte, Jean-Fran?ois,Remigy, Jean-Christophe
, p. 263 - 269 (2020/05/13)
Polymeric flat-sheet membranes and hollow fibers were prepared via UV photo-initiated polymerization of acrylic acid at the surface of commercial polyether sulfones (PES) membranes. These polymeric materials permitted to immobilize efficiently palladium nanoparticles (PdNP), which exhibited a mean diameter in the range of 4?6 nm. These materials were synthesized by chemical reduction of Pd(II) precursors in the presence of the corresponding support. We successfully applied the as-prepared catalytic materials in hydrogenation reactions under continuous flow conditions. Flat sheet membranes were more active than hollow fibers due to the flow configuration and defavorable operating conditions. Actually, various functional groups (i.e. C[dbnd]C, C[tbnd]C and NO2) were reduced in flow-through configuration, under mild conditions (between 1.4 and 2.2 bar H2 at 60 °C, using 3.2 mol% of Pd loading), archiving high conversions in short reaction times (12?24 s).
Novel synthesized microporous ionic polymer applications in transesterification of Jatropha curcas seed oil with short Chain alcohol
Chang, Tao,Hao, Yongjing,Jinxi, Jinxi,Kai, Kai,Panchal, Balaji,Qin, Shenjun,Sun, Yuzhuang,Zhao, Cunling,Zhao, Qiaojing,Zhu, Zheng
, (2021/09/28)
New suites of sulfonic acid-functionalized microporous ionic polymers (PIPs) catalysts were synthesized with polymer, alkyl bromides, and 1, 3-propane sultone via a two-step procedure. The synthesized microporous PIP catalysts were characterized using FT-IR, SEM-Mapping, XPS, N2 adsorption–desorption isotherms, solid NMR spectroscopy, and element analysis. Esterification of several fatty acids with ethanol, which was used as a model reaction in the stabilization of Jatropha curcas seed oil, was checked over functionalized PIP. We tested the catalytic performance of PIP-C8 on the synthesis of fatty acid esters via the transesterification of J. curcas seed oil with a mixture of short-chain alcohols such as ethanol, ethanol–to–diethyl carbonate (1;1 molar ratio), and ethanol–to–dimethyl carbonate (1:1 molar ratio) with 170 mg of PIP-C8 at reflux temperature with agitation. The PIP-C8 catalyst was particularly effective, having achieved yields of 85%, 94%, and 70% for J. curcas seed oil with ethanol, J. curcas seed oil with ethanol–to–DEC, and J. curcas seed oil with ethanol–to–DMC, respectively, under the optimized reaction conditions. The catalyst could be recycled more than five times without significant deactivation. Kinetic studies performed at different temperatures revealed that the conversion of oleic acid to an ethyl ester follows a first-order reaction. The best catalysts with microporous structure (average pore diameter: 1.7–1.9 nm, pore volume: 0.23–0.33 cm3 g–1) and –SO3H density (0.70–0.84 mmol/gcat) were obtained by 1, 3-propane sultone of the chemically activated. The results indicate that the site activity of functionalized microporous ionic polymer materials shows promising approach for the development of environmentally friendly technology.
NATURAL BIOSURFACTANT OF ESTER AND MANUFACTURING METHOD THEREOF
-
Paragraph 0125; 0126; 0129-0132, (2020/12/11)
The present invention relates to an ester natural surfactant and a manufacturing method thereof. The present invention relates to an eco-friendly ester natural surfactant having excellent solubility in water and biodegradability, and a manufacturing method thereof. The present invention relates to an ester natural surfactant, and more particularly, to an ester natural surfactant and a method for preparing the same. (by machine translation)
Preparation method of long-chain ester
-
Paragraph 0127; 0128; 0129, (2019/03/23)
The invention relates to the field of organic synthesis and provides a preparation method of long-chain ester, which comprises the following steps: carrying out esterification reaction of the carboxylic acid and the alcohol through a catalyst and obtaining a long-chain ester phase and a water phase post the standing and layering of the reaction liquid; the catalyst comprises ionic liquid or eutectic solvent; purifying and separating the long-chain ester phase to obtain high-purity long-chain ester; introducing the residual substance again into the esterification reaction system for reaction after the water in the water phase is removed. The yield and the purity of the long-chain ester prepared by the invented method are as high as 99.8% and 99% respectively as indicated by the embodiment of the preparation method.
