Synthesis of hydroxyfatty esters by sequential epoxidation-hydrogenolysis: Solvent effects

The tandem/sequential combination of epoxidation and hydrogenolysis for unsaturated fatty esters is not straightforward, due to incompatibility problems with the impurities present or generated in the used solvents. The chlorinated impurities in alpha, alpha, alpha-trifluorotoluene leads to the form...

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Authors: Dorado, V., Herrerias, C. I., Fraile, J. M.
Format: article
Status:Published version
Publication Date:2021
Country:España
Institution:Universidad de Zaragoza
Repository:Zaguán. Repositorio Digital de la Universidad de Zaragoza
OAI Identifier:oai:zaguan.unizar.es:109634
Online Access:http://zaguan.unizar.es/record/109634
Access Level:Open access
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spelling Synthesis of hydroxyfatty esters by sequential epoxidation-hydrogenolysis: Solvent effectsDorado, V.Herrerias, C. I.Fraile, J. M.The tandem/sequential combination of epoxidation and hydrogenolysis for unsaturated fatty esters is not straightforward, due to incompatibility problems with the impurities present or generated in the used solvents. The chlorinated impurities in alpha, alpha, alpha-trifluorotoluene leads to the formation of important amounts of chlorohydrins by HCl formation in the hydrogenolysis step. The use of trifluoroethanol (TFE) in the epoxidation step produces trifluoroacetic acid traces by oxidation, responsible for the opening of the epoxide with water and TFE. The solvent of choice was finally isobutyl acetate, which gathers the required physicochemical properties, with 85 % yield of hydroxystearates from methyl oleate in a sequential process.2021info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://zaguan.unizar.es/record/109634reponame:Zaguán. Repositorio Digital de la Universidad de Zaragozainstname:Universidad de ZaragozaInglésinfo:eu-repo/grantAgreement/ES/DGA-ERDF/E37-20Rinfo:eu-repo/grantAgreement/ES/MCIU/RTI2018-093431-B-I00info:eu-repo/semantics/openAccessoai:zaguan.unizar.es:1096342026-05-29T13:59:51Z
dc.title.none.fl_str_mv Synthesis of hydroxyfatty esters by sequential epoxidation-hydrogenolysis: Solvent effects
title Synthesis of hydroxyfatty esters by sequential epoxidation-hydrogenolysis: Solvent effects
spellingShingle Synthesis of hydroxyfatty esters by sequential epoxidation-hydrogenolysis: Solvent effects
Dorado, V.
title_short Synthesis of hydroxyfatty esters by sequential epoxidation-hydrogenolysis: Solvent effects
title_full Synthesis of hydroxyfatty esters by sequential epoxidation-hydrogenolysis: Solvent effects
title_fullStr Synthesis of hydroxyfatty esters by sequential epoxidation-hydrogenolysis: Solvent effects
title_full_unstemmed Synthesis of hydroxyfatty esters by sequential epoxidation-hydrogenolysis: Solvent effects
title_sort Synthesis of hydroxyfatty esters by sequential epoxidation-hydrogenolysis: Solvent effects
dc.creator.none.fl_str_mv Dorado, V.
Herrerias, C. I.
Fraile, J. M.
author Dorado, V.
author_facet Dorado, V.
Herrerias, C. I.
Fraile, J. M.
author_role author
author2 Herrerias, C. I.
Fraile, J. M.
author2_role author
author
description The tandem/sequential combination of epoxidation and hydrogenolysis for unsaturated fatty esters is not straightforward, due to incompatibility problems with the impurities present or generated in the used solvents. The chlorinated impurities in alpha, alpha, alpha-trifluorotoluene leads to the formation of important amounts of chlorohydrins by HCl formation in the hydrogenolysis step. The use of trifluoroethanol (TFE) in the epoxidation step produces trifluoroacetic acid traces by oxidation, responsible for the opening of the epoxide with water and TFE. The solvent of choice was finally isobutyl acetate, which gathers the required physicochemical properties, with 85 % yield of hydroxystearates from methyl oleate in a sequential process.
publishDate 2021
dc.date.none.fl_str_mv 2021
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://zaguan.unizar.es/record/109634
url http://zaguan.unizar.es/record/109634
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv info:eu-repo/grantAgreement/ES/DGA-ERDF/E37-20R
info:eu-repo/grantAgreement/ES/MCIU/RTI2018-093431-B-I00
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv
publisher.none.fl_str_mv
dc.source.none.fl_str_mv reponame:Zaguán. Repositorio Digital de la Universidad de Zaragoza
instname:Universidad de Zaragoza
instname_str Universidad de Zaragoza
reponame_str Zaguán. Repositorio Digital de la Universidad de Zaragoza
collection Zaguán. Repositorio Digital de la Universidad de Zaragoza
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,301603

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