Green cyclic acetals production by glycerol etherification reaction with benzaldehyde using cationic acidic resin

In this paper, we investigated the effect of temperature, glycerol etherification concentration with benzaldehyde, organic solvent and catalyst reuse effects using a cationic acidic resin as catalyst for production of green cyclic acetals of high commercial value. The best reaction conditions show a...

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Main Authors: Yamamoto Kariyn, Kiyan Arina Miki, Bagio Jackeline Camargo, Rossi Kayque Araújo Borges, Delabio Berezuk Francielle, Berezuk Márcio Eduardo
Format: Article
Language:English
Published: De Gruyter 2019-01-01
Series:Green Processing and Synthesis
Subjects:
Online Access:https://doi.org/10.1515/gps-2018-0059
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spelling doaj-d10b8a391ab44aa98ed3eec6643c2c092021-10-02T17:48:06ZengDe GruyterGreen Processing and Synthesis2191-95502019-01-018118319010.1515/gps-2018-0059gps-2018-0059Green cyclic acetals production by glycerol etherification reaction with benzaldehyde using cationic acidic resinYamamoto Kariyn0Kiyan Arina Miki1Bagio Jackeline Camargo2Rossi Kayque Araújo Borges3Delabio Berezuk Francielle4Berezuk Márcio Eduardo5Federal Technological University of Paraná, Marcílio Dias St. 635, PO 86812-460, Apucarana, Paraná, BrazilFederal Technological University of Paraná, Marcílio Dias St. 635, PO 86812-460, Apucarana, Paraná, BrazilFederal Technological University of Paraná, Marcílio Dias St. 635, PO 86812-460, Apucarana, Paraná, BrazilFederal Technological University of Paraná, Marcílio Dias St. 635, PO 86812-460, Apucarana, Paraná, BrazilMaringá State University, Colombo Av. 5790, PO 87020-900, Maringá, Paraná, BrazilFederal Technological University of Paraná, Marcílio Dias St. 635, PO 86812-460, Apucarana, Paraná, BrazilIn this paper, we investigated the effect of temperature, glycerol etherification concentration with benzaldehyde, organic solvent and catalyst reuse effects using a cationic acidic resin as catalyst for production of green cyclic acetals of high commercial value. The best reaction conditions show a conversion above 93% of glycerol and yield to cyclic acetals above 61%. The highest selectivity elements observed were 2-phenyl-1,3-dioxan-5-ol, in cis and trans isomer forms reaching 80%. The temperature had a positive effect increasing on glycerol conversion, though it also favored the formation of undesired compounds. A high concentration of benzaldehyde reactant kept the selectivity values constant but increased glycerol conversion resulting in higher yields, mainly when organic solvents were used. Reuse of the catalyst resulted in a slight decrease in yield values, which demonstrated stability and durability of the catalyst used.https://doi.org/10.1515/gps-2018-0059acidic resinbenzaldehydecyclic acetalsetherificationglycerol
collection DOAJ
language English
format Article
sources DOAJ
author Yamamoto Kariyn
Kiyan Arina Miki
Bagio Jackeline Camargo
Rossi Kayque Araújo Borges
Delabio Berezuk Francielle
Berezuk Márcio Eduardo
spellingShingle Yamamoto Kariyn
Kiyan Arina Miki
Bagio Jackeline Camargo
Rossi Kayque Araújo Borges
Delabio Berezuk Francielle
Berezuk Márcio Eduardo
Green cyclic acetals production by glycerol etherification reaction with benzaldehyde using cationic acidic resin
Green Processing and Synthesis
acidic resin
benzaldehyde
cyclic acetals
etherification
glycerol
author_facet Yamamoto Kariyn
Kiyan Arina Miki
Bagio Jackeline Camargo
Rossi Kayque Araújo Borges
Delabio Berezuk Francielle
Berezuk Márcio Eduardo
author_sort Yamamoto Kariyn
title Green cyclic acetals production by glycerol etherification reaction with benzaldehyde using cationic acidic resin
title_short Green cyclic acetals production by glycerol etherification reaction with benzaldehyde using cationic acidic resin
title_full Green cyclic acetals production by glycerol etherification reaction with benzaldehyde using cationic acidic resin
title_fullStr Green cyclic acetals production by glycerol etherification reaction with benzaldehyde using cationic acidic resin
title_full_unstemmed Green cyclic acetals production by glycerol etherification reaction with benzaldehyde using cationic acidic resin
title_sort green cyclic acetals production by glycerol etherification reaction with benzaldehyde using cationic acidic resin
publisher De Gruyter
series Green Processing and Synthesis
issn 2191-9550
publishDate 2019-01-01
description In this paper, we investigated the effect of temperature, glycerol etherification concentration with benzaldehyde, organic solvent and catalyst reuse effects using a cationic acidic resin as catalyst for production of green cyclic acetals of high commercial value. The best reaction conditions show a conversion above 93% of glycerol and yield to cyclic acetals above 61%. The highest selectivity elements observed were 2-phenyl-1,3-dioxan-5-ol, in cis and trans isomer forms reaching 80%. The temperature had a positive effect increasing on glycerol conversion, though it also favored the formation of undesired compounds. A high concentration of benzaldehyde reactant kept the selectivity values constant but increased glycerol conversion resulting in higher yields, mainly when organic solvents were used. Reuse of the catalyst resulted in a slight decrease in yield values, which demonstrated stability and durability of the catalyst used.
topic acidic resin
benzaldehyde
cyclic acetals
etherification
glycerol
url https://doi.org/10.1515/gps-2018-0059
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AT bagiojackelinecamargo greencyclicacetalsproductionbyglyceroletherificationreactionwithbenzaldehydeusingcationicacidicresin
AT rossikayquearaujoborges greencyclicacetalsproductionbyglyceroletherificationreactionwithbenzaldehydeusingcationicacidicresin
AT delabioberezukfrancielle greencyclicacetalsproductionbyglyceroletherificationreactionwithbenzaldehydeusingcationicacidicresin
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