Sustainable Biocatalytic Procedure for Obtaining New Branched Acid Esters

Biocatalytic synthesis of 2-ethylhexyl 2-methylhexanoate is described in this work for the first time. This branched-chain ester is suitable for use at low temperatures in numerous applications. The immobilized lipase Novozym<sup>®</sup> 435 has demonstrated its ability to catalyze the e...

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Autores principales:	María Claudia Montiel, Miguel Asensi, Silvia Gimeno-Martos, Fuensanta Máximo, Josefa Bastida
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	biocatalysis branched-chain acid ester solvent-free process productivity green metrics economic assessment Technology T Electrical engineering. Electronics. Nuclear engineering TK1-9971 Engineering (General). Civil engineering (General) TA1-2040 Microscopy QH201-278.5 Descriptive and experimental mechanics QC120-168.85
Acceso en línea:	https://doaj.org/article/d4715f3e7fc14fe9a7979c1b1495ee9c
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spelling	oai:doaj.org-article:d4715f3e7fc14fe9a7979c1b1495ee9c2021-11-25T18:14:05ZSustainable Biocatalytic Procedure for Obtaining New Branched Acid Esters10.3390/ma142268471996-1944https://doaj.org/article/d4715f3e7fc14fe9a7979c1b1495ee9c2021-11-01T00:00:00Zhttps://www.mdpi.com/1996-1944/14/22/6847https://doaj.org/toc/1996-1944Biocatalytic synthesis of 2-ethylhexyl 2-methylhexanoate is described in this work for the first time. This branched-chain ester is suitable for use at low temperatures in numerous applications. The immobilized lipase Novozym<sup>®</sup> 435 has demonstrated its ability to catalyze the ester synthesis from 2-ethylhexanol and 2-methylhexanoic acid in a solvent-free medium. The high reaction times that are required result in a loss of alcohol by evaporation, which must be compensated for with an excess of this substrate if high conversions are to be achieved. Therefore, two strategies are established: 70 °C with a 10% excess of alcohol, which requires a longer operating time and provides conversions of 97%, and 80 °C with a 20% excess of alcohol, which allows for the achievement of a 99% conversion in a shorter time. The optimal reaction conditions have been chosen based on reusability of the enzyme, process productivity, green metrics and preliminary economic study. When the synthesis is carried out under the best conditions (70 °C, 10% molar excess of alcohol and six uses of the immobilized enzyme) a productivity of 203.84 kg product × kg biocatalyst<sup>−1</sup> is attained. The biocatalytic procedure matches many of the objectives of “green chemistry” and is suitable to be scaled up and used in industrial manufacturing.María Claudia MontielMiguel AsensiSilvia Gimeno-MartosFuensanta MáximoJosefa BastidaMDPI AGarticlebiocatalysisbranched-chain acid estersolvent-freeprocess productivitygreen metricseconomic assessmentTechnologyTElectrical engineering. Electronics. Nuclear engineeringTK1-9971Engineering (General). Civil engineering (General)TA1-2040MicroscopyQH201-278.5Descriptive and experimental mechanicsQC120-168.85ENMaterials, Vol 14, Iss 6847, p 6847 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	biocatalysis branched-chain acid ester solvent-free process productivity green metrics economic assessment Technology T Electrical engineering. Electronics. Nuclear engineering TK1-9971 Engineering (General). Civil engineering (General) TA1-2040 Microscopy QH201-278.5 Descriptive and experimental mechanics QC120-168.85
spellingShingle	biocatalysis branched-chain acid ester solvent-free process productivity green metrics economic assessment Technology T Electrical engineering. Electronics. Nuclear engineering TK1-9971 Engineering (General). Civil engineering (General) TA1-2040 Microscopy QH201-278.5 Descriptive and experimental mechanics QC120-168.85 María Claudia Montiel Miguel Asensi Silvia Gimeno-Martos Fuensanta Máximo Josefa Bastida Sustainable Biocatalytic Procedure for Obtaining New Branched Acid Esters
description	Biocatalytic synthesis of 2-ethylhexyl 2-methylhexanoate is described in this work for the first time. This branched-chain ester is suitable for use at low temperatures in numerous applications. The immobilized lipase Novozym<sup>®</sup> 435 has demonstrated its ability to catalyze the ester synthesis from 2-ethylhexanol and 2-methylhexanoic acid in a solvent-free medium. The high reaction times that are required result in a loss of alcohol by evaporation, which must be compensated for with an excess of this substrate if high conversions are to be achieved. Therefore, two strategies are established: 70 °C with a 10% excess of alcohol, which requires a longer operating time and provides conversions of 97%, and 80 °C with a 20% excess of alcohol, which allows for the achievement of a 99% conversion in a shorter time. The optimal reaction conditions have been chosen based on reusability of the enzyme, process productivity, green metrics and preliminary economic study. When the synthesis is carried out under the best conditions (70 °C, 10% molar excess of alcohol and six uses of the immobilized enzyme) a productivity of 203.84 kg product × kg biocatalyst<sup>−1</sup> is attained. The biocatalytic procedure matches many of the objectives of “green chemistry” and is suitable to be scaled up and used in industrial manufacturing.
format	article
author	María Claudia Montiel Miguel Asensi Silvia Gimeno-Martos Fuensanta Máximo Josefa Bastida
author_facet	María Claudia Montiel Miguel Asensi Silvia Gimeno-Martos Fuensanta Máximo Josefa Bastida
author_sort	María Claudia Montiel
title	Sustainable Biocatalytic Procedure for Obtaining New Branched Acid Esters
title_short	Sustainable Biocatalytic Procedure for Obtaining New Branched Acid Esters
title_full	Sustainable Biocatalytic Procedure for Obtaining New Branched Acid Esters
title_fullStr	Sustainable Biocatalytic Procedure for Obtaining New Branched Acid Esters
title_full_unstemmed	Sustainable Biocatalytic Procedure for Obtaining New Branched Acid Esters
title_sort	sustainable biocatalytic procedure for obtaining new branched acid esters
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/d4715f3e7fc14fe9a7979c1b1495ee9c
work_keys_str_mv	AT mariaclaudiamontiel sustainablebiocatalyticprocedureforobtainingnewbranchedacidesters AT miguelasensi sustainablebiocatalyticprocedureforobtainingnewbranchedacidesters AT silviagimenomartos sustainablebiocatalyticprocedureforobtainingnewbranchedacidesters AT fuensantamaximo sustainablebiocatalyticprocedureforobtainingnewbranchedacidesters AT josefabastida sustainablebiocatalyticprocedureforobtainingnewbranchedacidesters
_version_	1718411468143067136

Sustainable Biocatalytic Procedure for Obtaining New Branched Acid Esters

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