Efficient method for the synthesis of fatty acid amide from soybean oil methyl ester catalysed by modified CaO

Zhang, Jie; Cai, Dongyu; Wang, Shanshan; Tang, Ying; Zhao, Zongbin; Liu, Ya; Gao, Xiaoqing

doi:10.1002/cjce.21948

Cited by 15 publications

(14 citation statements)

References 16 publications

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“…The ratio diethanolamine and oleic acid of 1 and 3 is noted as an optimum results and a good compromise between high conversion and enzyme chemo-selectivity. The observations are in line with Zhang and associates 1 , which concluded that the addition of base through increased amine ratio to the reaction mixture would increase the yield of amidification.…”

Section: Analysis Of the Effect Of The Interaction Variablesupporting

confidence: 90%

“…Fatty amide is surfactant containing amide bond, where this bond is chemically and physically very stable in alkaline media 1 . This surfactant is a nonionic surfactant and has been developed in the industry because of their emollient and lubricating properties, and low reactivity.…”

Section: Introductionmentioning

confidence: 99%

“…Firstly is by reacting amines with fatty acid and secondly is by reacting amine with ester 1 . The amidification reaction between amine and fatty acid is preferred to react amine and ester.…”

Section: Introductionmentioning

confidence: 99%

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Optimization Method for The Synthesis of Fatty Amide Surfactants from Oleic Acid Catalyzed by Immobilized Lipase

Masyithah¹

2016

Orient. J. Chem

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Response Surface Methodology (RSM) is successfully used to obtain the optimum conversion of oleic acid on the synthesis of fatty amide surfactants from oleic acid and diethanolamine by immobilized lipase. The central composite design is adopted to determine the optimum level of three study variables, i.e. enzyme amount, substrate molar ratio, and temperature. The model resulted in this study is suitable to represent the interaction among three variables and also their interaction to the conversion of oleic acid. The influence of substrate molar ratio is more significant among others. The prediction of the statistical model shows that the maximum conversion of oleic acid would be 78.01% at the optimal condition of 5-9% (wt/wt OA) enzyme amount, 1/1 to 3/1 molar ratio of diethanolamine to oleic acid and 60-65 o C temperature. The coefficient of determination (R 2 = 0.9897) shows a high correlation between predicted and experimental values.

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Section: Analysis Of the Effect Of The Interaction Variablesupporting

confidence: 90%

Section: Introductionmentioning

confidence: 99%

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Optimization Method for The Synthesis of Fatty Amide Surfactants from Oleic Acid Catalyzed by Immobilized Lipase

Masyithah¹

2016

Orient. J. Chem

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“…Amide synthesis in literature have been performed under varying reaction conditions, viz., without catalyst 15,19 , in presence of bio 22,29,45 or chemical catalysts 16,20,[30][31][32]41,[46][47][48] . Table 3 present …”

Section: Comparison Of Ni/cao Activity With Few Literature Reported Cmentioning

confidence: 99%

Aminolysis of triglycerides using nanocrystalline nickel doped CaO as an efficient solid catalyst

2016

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Present manuscript reports the preparation of Ni doped CaO in nanocrystalline form, using wet chemical method, and investigation of their catalytic activity towards aminolysis of variety of triglycerides with diethanolamine. The powder XRD study suggested the formation of a solid solution of NiO in CaO as long as nickel content in catalyst remain ≤ 5 wt%. Transmission electron microscopy study supported the formation of Ni/CaO particles in the form of nanorods at 650 °C calcination temperature. Catalyst activity was found to be a function of basic strength which in turn depends upon the catalyst calcination temperature. Catalyst prepared by 0.5 wt% Ni doping in CaO at 650 °C was found to complete the aminolysis (> 99% amide yield) of waste cottonseed oil within 0.5 and 3.0 h at 110°C and room temperature (35 °C), respectively. The catalyst was easily recovered from the reaction mixture by simple filtration and reused during seven consecutive reaction cycles without significant loss in activity. The (pseudo) first order rate constant and activation energy for the reaction was observed 0.15 min -1 and 52.7 kJ mol -1 , respectively.

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“…[51] For example, asah eterogeneous catalyst, CaO was applied in the amidation of soybean oil. [51] It is, however,k nown that CaO is prone to leaching at high temperature in the presence of fatty acids. [52] In the case of leaching, fatty acids can be saponified;t hus leadingt oh omogeneous catalysis.…”

Section: Amidation Of Different Feedstockmentioning

confidence: 99%

Pharmaceuticals and Surfactants from Alga‐Derived Feedstock: Amidation of Fatty Acids and Their Derivatives with Amino Alcohols

et al. 2015

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Amidation of renewable feedstocks, such as fatty acids, esters, and Chlorella alga based biodiesel, was demonstrated with zeolites and mesoporous materials as catalysts and ethanolamine, alaninol, and leucinol. The last two can be derived from amino acids present in alga. The main products were fatty alkanol amides and the corresponding ester amines, as confirmed by NMR and IR spectroscopy. Thermal amidation of technical-grade oleic acid and stearic acid at 180 °C with ethanolamine were non-negligible; both gave 61% conversion. In the amidation of stearic acid with ethanolamine, the conversion over H-Beta-150 was 80% after 3 h, whereas only 63% conversion was achieved for oleic acid; this shows that a microporous catalyst is not suitable for this acid and exhibits a wrinkled conformation. The highest selectivity to stearoyl ethanolamide of 92% was achieved with mildly acidic H-MCM-41 at 70% conversion in 3 h at 180 °C. Highly acidic catalysts favored the formation of the ester amine, whereas the amide was obtained with a catalyst that exhibited an optimum acidity. The conversion levels achieved with different fatty acids in the range C12-C18 were similar; this shows that the fatty acid length does not affect the amidation rate. The amidation of methyl palmitate and biodiesel gave low conversions over an acidic catalyst, which suggested that the reaction mechanism in the amidation of esters was different.

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Efficient method for the synthesis of fatty acid amide from soybean oil methyl ester catalysed by modified CaO

Cited by 15 publications

References 16 publications

Optimization Method for The Synthesis of Fatty Amide Surfactants from Oleic Acid Catalyzed by Immobilized Lipase

Optimization Method for The Synthesis of Fatty Amide Surfactants from Oleic Acid Catalyzed by Immobilized Lipase

Aminolysis of triglycerides using nanocrystalline nickel doped CaO as an efficient solid catalyst

Pharmaceuticals and Surfactants from Alga‐Derived Feedstock: Amidation of Fatty Acids and Their Derivatives with Amino Alcohols

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