Task-specific ionic liquids synthesized in silica by the sol-gel method. Characterization and application to model reactions: Esterification and transesterification

Ionic liquids (ILs) have unique properties that make them attractive to be used as catalysts in numerous reactions, although their separation and recovery from the reaction media use to be challenging. Thus, it is possible to add value to ILs from a technological point of view, by immobilizing them...

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Main Authors: María B. Martini, Valeria Palermo, Gustavo P. Romanelli, Claudia G. Adam
Format: Article
Language:English
Published: Elsevier 2025-01-01
Series:Next Materials
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Online Access:http://www.sciencedirect.com/science/article/pii/S2949822824001874
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author María B. Martini
Valeria Palermo
Gustavo P. Romanelli
Claudia G. Adam
author_facet María B. Martini
Valeria Palermo
Gustavo P. Romanelli
Claudia G. Adam
author_sort María B. Martini
collection DOAJ
description Ionic liquids (ILs) have unique properties that make them attractive to be used as catalysts in numerous reactions, although their separation and recovery from the reaction media use to be challenging. Thus, it is possible to add value to ILs from a technological point of view, by immobilizing them in solid materials and maintaining their specific catalytic properties. This work reports the catalytic behavior of a new class of 'task-specific ionic liquids' (TSILs) that are encapsulated inside the pores of silica particles synthesized through the sol-gel method. The 1-(4-sulfonic acid)-butyl-3-methylimidazolium ([bsmim]) and 1-(4-sulfonic acid)-butyl-imidazolium ([bsHim]) with bisulphate as the counterion were supported, obtaining bsmim@S and bsHim@S. Both materials were characterized and tested as heterogeneous catalysts in the transesterification of p-nitrophenyl acetate with methanol and in the esterification of acetic acid with isoamyl alcohol. In both studied reactions the developed supported materials (TSILs@S) were capable to achieve product yields similar to those of homogeneous systems. Differently to the unsupported homogeneous TSIL, which only in a few cases can be separated by transfer of the product to a different phase, separation and recovery of TSILs@S can be easily performed. These advantages allow the design of ecological solvent-free processes that use recyclable heterogeneous catalysts and low temperatures.
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spelling doaj-art-7a23510c7b904183a4042e67b2eceaff2025-08-20T03:02:02ZengElsevierNext Materials2949-82282025-01-01610029010.1016/j.nxmate.2024.100290Task-specific ionic liquids synthesized in silica by the sol-gel method. Characterization and application to model reactions: Esterification and transesterificationMaría B. Martini0Valeria Palermo1Gustavo P. Romanelli2Claudia G. Adam3Instituto de Química Aplicada del Litoral (IQAL, UNL-CONICET) and Facultad de Ingeniería Química, Universidad Nacional del Litoral, Santa Fe, Santiago del Estero 2829(3000), ArgentinaCentro de Investigación y Desarrollo en Ciencias Aplicadas “Dr. Jorge J. Ronco” (CINDECA-CCT La Plata-CONICET-CIC-PBA) Universidad Nacional de La Plata Calle 47 No 257, B1900AJK La Plata, ArgentinaCentro de Investigación y Desarrollo en Ciencias Aplicadas “Dr. Jorge J. Ronco” (CINDECA-CCT La Plata-CONICET-CIC-PBA) Universidad Nacional de La Plata Calle 47 No 257, B1900AJK La Plata, ArgentinaInstituto de Química Aplicada del Litoral (IQAL, UNL-CONICET) and Facultad de Ingeniería Química, Universidad Nacional del Litoral, Santa Fe, Santiago del Estero 2829(3000), Argentina; Corresponding author.Ionic liquids (ILs) have unique properties that make them attractive to be used as catalysts in numerous reactions, although their separation and recovery from the reaction media use to be challenging. Thus, it is possible to add value to ILs from a technological point of view, by immobilizing them in solid materials and maintaining their specific catalytic properties. This work reports the catalytic behavior of a new class of 'task-specific ionic liquids' (TSILs) that are encapsulated inside the pores of silica particles synthesized through the sol-gel method. The 1-(4-sulfonic acid)-butyl-3-methylimidazolium ([bsmim]) and 1-(4-sulfonic acid)-butyl-imidazolium ([bsHim]) with bisulphate as the counterion were supported, obtaining bsmim@S and bsHim@S. Both materials were characterized and tested as heterogeneous catalysts in the transesterification of p-nitrophenyl acetate with methanol and in the esterification of acetic acid with isoamyl alcohol. In both studied reactions the developed supported materials (TSILs@S) were capable to achieve product yields similar to those of homogeneous systems. Differently to the unsupported homogeneous TSIL, which only in a few cases can be separated by transfer of the product to a different phase, separation and recovery of TSILs@S can be easily performed. These advantages allow the design of ecological solvent-free processes that use recyclable heterogeneous catalysts and low temperatures.http://www.sciencedirect.com/science/article/pii/S2949822824001874EsterificationIonic liquidsSol-gelSupported ionic liquidsTransesterification
spellingShingle María B. Martini
Valeria Palermo
Gustavo P. Romanelli
Claudia G. Adam
Task-specific ionic liquids synthesized in silica by the sol-gel method. Characterization and application to model reactions: Esterification and transesterification
Next Materials
Esterification
Ionic liquids
Sol-gel
Supported ionic liquids
Transesterification
title Task-specific ionic liquids synthesized in silica by the sol-gel method. Characterization and application to model reactions: Esterification and transesterification
title_full Task-specific ionic liquids synthesized in silica by the sol-gel method. Characterization and application to model reactions: Esterification and transesterification
title_fullStr Task-specific ionic liquids synthesized in silica by the sol-gel method. Characterization and application to model reactions: Esterification and transesterification
title_full_unstemmed Task-specific ionic liquids synthesized in silica by the sol-gel method. Characterization and application to model reactions: Esterification and transesterification
title_short Task-specific ionic liquids synthesized in silica by the sol-gel method. Characterization and application to model reactions: Esterification and transesterification
title_sort task specific ionic liquids synthesized in silica by the sol gel method characterization and application to model reactions esterification and transesterification
topic Esterification
Ionic liquids
Sol-gel
Supported ionic liquids
Transesterification
url http://www.sciencedirect.com/science/article/pii/S2949822824001874
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AT gustavopromanelli taskspecificionicliquidssynthesizedinsilicabythesolgelmethodcharacterizationandapplicationtomodelreactionsesterificationandtransesterification
AT claudiagadam taskspecificionicliquidssynthesizedinsilicabythesolgelmethodcharacterizationandapplicationtomodelreactionsesterificationandtransesterification