High-Shear Mixing-Assisted Esterification of Lauric Acid to Produce Value-Added Products and Intermediaries: Effect of the Alcohol Structure

This paper describes the benefits of incorporating the high-shear mixing (HSM) technology to intensify the homogeneous acid-catalyzed esterification of lauric acid (LA) with a set of alcohols having different chain lengths and branching degrees to produce lauric acid alkyl esters, as a sustainable alternative for producing diverse products (cosmetics, diesel fuel, cetane improvers, and chemical intermediaries). To elucidate the effect of the alcohol structure, the esterification reaction is conducted in the liquid phase at 60 °C, with an alcohol-to-LA molar ratio of 13:1 and 500 rpm for 12 min, using sulfuric acid as the catalyst. The HSM-assisted esterification requires only 12 min to suffice to convert from 88.2 to 93.6% fed LA and from 16.3 to 90.7% fed LA when reacting with linear and branched alcohols, respectively. LA conversion is generally low when using relatively simple and branched alcohols (<i>tert</i>-butanol and isopropanol) due to thermodynamic restrictions, which are ascribed to a steric hindrance effect. Notably, it is also demonstrated that the incorporation of HSM not only reduces the required time for LA conversion but also makes the reaction more efficient, thus compensating for the inherent negative dilution effect of the produced water on the liquid acid catalyst compared with the nonintensified esterification process.

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Publication Details

Journal
ACS Omega
Published
2025-09-26
DOI
https://doi.org/10.1021/acsomega.5c04199
Primary Topic
biodegradable polymer synthesis and properties
Type
article
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article

High-Shear Mixing-Assisted Esterification of Lauric Acid to Produce Value-Added Products and Intermediaries: Effect of the Alcohol Structure

Jesús Sandoval-Ramı́rez, Roberto Quintana, Federico Manuel Reyes‐Cruz, Alan Carrasco‐Carballo et al.
ACS Omega
biodegradable polymer synthesis and properties
article

High-Shear Mixing-Assisted Esterification of Lauric Acid to Produce Value-Added Products and Intermediaries: Effect of the Alcohol Structure

Jesús Sandoval-Ramı́rez, Roberto Quintana, Federico Manuel Reyes‐Cruz, Alan Carrasco‐Carballo, Manuel Sánchez‐Cantú
article en

Abstract

This paper describes the benefits of incorporating the high-shear mixing (HSM) technology to intensify the homogeneous acid-catalyzed esterification of lauric acid (LA) with a set of alcohols having different chain lengths and branching degrees to produce lauric acid alkyl esters, as a sustainable alternative for producing diverse products (cosmetics, diesel fuel, cetane improvers, and chemical intermediaries). To elucidate the effect of the alcohol structure, the esterification reaction is conducted in the liquid phase at 60 °C, with an alcohol-to-LA molar ratio of 13:1 and 500 rpm for 12 min, using sulfuric acid as the catalyst. The HSM-assisted esterification requires only 12 min to suffice to convert from 88.2 to 93.6% fed LA and from 16.3 to 90.7% fed LA when reacting with linear and branched alcohols, respectively. LA conversion is generally low when using relatively simple and branched alcohols (<i>tert</i>-butanol and isopropanol) due to thermodynamic restrictions, which are ascribed to a steric hindrance effect. Notably, it is also demonstrated that the incorporation of HSM not only reduces the required time for LA conversion but also makes the reaction more efficient, thus compensating for the inherent negative dilution effect of the produced water on the liquid acid catalyst compared with the nonintensified esterification process.

ACS OmegaVol. 10(39)
Instituto de Química Orgánica General (ES), Mexican Institute of Petroleum (MX), Benemérita Universidad Autónoma de Puebla (MX)
Openalex Percentile: Top 83%
biodegradable polymer synthesis and properties
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