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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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 |
work_keys_str_mv |
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