Kinetics of the transesterification of methyl palmitate and sucrose using surfactants

Gutiérrez, María F.; Rivera, Juan; Suaza, Andrea; Orjuela, Álvaro

doi:10.1016/j.cej.2018.04.085

Cited by 15 publications

(21 citation statements)

References 17 publications

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“…As shown in Table entries 1, 5, and 6, the total SE yield increased from 76.9% to 88.2% and the conversion of MS was around 93% when the stirring rate increased from 300 to 500 rpm. Combined with related studies (Gutiérrez et al, ), the main limitation of solvent‐free transesterification was shown to be the solid–liquid interfaces among the catalyst, sucrose, and FAME. The above results suggested that reducing the particle sizes of solid substrates by sand milling and intensifying mass transfer could promote the formation of SE and avoid side reactions probably due to the increasing of the interfacial contact of reaction mixtures.…”

Section: Resultsmentioning

confidence: 74%

Efficient Solvent‐Free Synthesis of Sucrose Esters via Sand‐Milling Pretreatment on Solid–Liquid Mixtures

Chen

et al. 2019

J Surfact & Detergents

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A general and efficient method, involving sand‐milling pretreatment and base‐catalyzed transesterification of sucrose and fatty acid methyl ester (FAME), was presented for the solvent‐free synthesis of sucrose esters. A metastable homogeneous paste with a solid particle size of 13 μm (D50) was obtained by milling at 1000 rpm for 1 h. This reaction mixture generated a total SE yield of 88.2% with a methyl stearate (MS) conversion of 91.4% using K2CO3 as a catalyst at 135 °C for 3 h at a stirring rate of 500 rpm, while those without milling (D50, 153 μm) yielded a total sucrose fatty acid esters (SE) of 49.3% with a MS conversion of 83.1% under the same reaction conditions. The reaction kinetics revealed that the reaction mixture with milling pretreatment displays a shorter induction time and a faster reaction rate for the formation of SE. The promotion of the solvent‐free synthesis of SE in the current study could be attributed to the reduction of solid particle sizes and the increased compatibility of solid–liquid phases. We believe that this strategy could be used as a general way for strengthening other heterogeneous reactions in the organic synthesis.

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Section: Resultsmentioning

confidence: 74%

Efficient Solvent‐Free Synthesis of Sucrose Esters via Sand‐Milling Pretreatment on Solid–Liquid Mixtures

Chen

et al. 2019

J Surfact & Detergents

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“…Nevertheless, in all cases, color removal in the aqueous phase was also verified during the salting‐out process, which indicates that part of the coloring compounds were also of polar nature. This was expected as sucrose could degrade into caramel‐like compounds under reaction conditions (Balzer and Luders, ; Gutiérrez et al, ; Gutiérrez et al, ).…”

Section: Resultsmentioning

confidence: 99%

“…However, during the solvent‐free method, complete conversion is hardly achieved, and considerable amount of reactants remain in reactor effluents. Despite the low conversion of the solvent‐free route, SE productivity is similar to that obtained in the solvent process (~50 kg SE/h‐kg reactive mixture),(Gutiérrez et al, ) mainly because large solvent loadings are required (i.e., up to 60% w/w) for a complete dissolution of reactants.…”

Section: Introductionmentioning

confidence: 80%

“…SE were prepared by solvent‐free transesterification of sucrose and MP. The reaction was carried out at 136 °C under slight vacuum, using potassium carbonate as catalyst, and sodium stearate as contacting agent (Gutiérrez et al, ) The characterization of reactor effluents was performed according to a previously described methodology (Gutiérrez et al, ; Gutiérrez et al, ), and the composition of the problem mixture is presented in Table . MP was used as a sole FAME with the aim to reduce the complexity of the resulting SE mixture.…”

Section: Methodsmentioning

confidence: 99%

“…Thirty to 70 mg samples of liquid or solid phases were collected, dissolved in 2 mL of a mixture of ACN/DMSO 60/40 v/v, and filtered through a 0.45 μ m nylon filter (Membrane Solutions). The analytical method, including column, mobile phase, equipment description, and calibration procedures were described in detail in previous publications (Gutiérrez et al, ; Gutiérrez et al, ). Concentration uncertainties lower than 1.2% wt.…”

Section: Methodsmentioning

confidence: 99%

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A Quantitative Multi‐Criteria Solvent Selection Method for Extraction Processes: Case Study—Downstream Purification of Sucrose‐Based Surfactants

Chavarrio

Gutiérrez

Orjuela

2020

J Surfact & Detergents

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This work developed a novel method for the identification and selection of green solvents for extraction processes. The methodology was experimentally validated in the downstream separation of sucrose-based surfactants obtained from a solvent-free transesterification of sucrose and methyl palmitate (MP). First, a preliminary solvent screening was carried out taking into account environmental consciousness, extraction effectiveness, and predicted operating costs, combining both theoretical and empirical inputs. Potential solvents were first selected from a green solvents list used at the pharmaceutical industry, and the affinity with reactants was assessed based on the Hansen solubility parameters. Solvent suitability was ranked according to a novel objective function that incorporated the heat of vaporization, normal boiling point, cost, and availability. In the case of study, ethyl acetate was identified as the most promising solvent for MP extraction. This and other solvents were experimentally evaluated to validate the selection method and to assess their extraction performance. According to different effectiveness criteria, ethyl acetate was confirmed as the preferable extraction solvent. Finally, MP extraction from reaction media was optimized, varying temperature, number of stages, and solvent loading. Purified sucrose esters were subjected to bleaching obtaining a product under market specifications.

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Assessment of renewable compounds as biopesticides for Asian citrus psyllid, Diaphorina citri (Kuwayama) (Hemiptera: Psyllidae).

et al. 2022

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Kinetics of the transesterification of methyl palmitate and sucrose using surfactants

Cited by 15 publications

References 17 publications

Efficient Solvent‐Free Synthesis of Sucrose Esters via Sand‐Milling Pretreatment on Solid–Liquid Mixtures

Efficient Solvent‐Free Synthesis of Sucrose Esters via Sand‐Milling Pretreatment on Solid–Liquid Mixtures

A Quantitative Multi‐Criteria Solvent Selection Method for Extraction Processes: Case Study—Downstream Purification of Sucrose‐Based Surfactants

Assessment of renewable compounds as biopesticides for Asian citrus psyllid, Diaphorina citri (Kuwayama) (Hemiptera: Psyllidae).

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