Sulfuric Acid Immobilized on Activated Carbon Aminated with Ethylenediamine: An Efficient Reusable Catalyst for the Synthesis of Acetals (Ketals)

Through the amination of oxidized activated carbon with ethylenediamine and then the adsorption of sulfuric acid, a strong carbon-based solid acid catalyst with hydrogen sulfate (denoted as AC-N-SO<sub>4</sub>H) was prepared, of which the surface acid density was 0.85 mmol/g. The acetali...

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Main Authors: Wenzhu Liu, Ruike Guo, Guanmin Peng, Dulin Yin
Format: Article
Language:English
Published: MDPI AG 2022-04-01
Series:Nanomaterials
Subjects:
Online Access:https://www.mdpi.com/2079-4991/12/9/1462
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author Wenzhu Liu
Ruike Guo
Guanmin Peng
Dulin Yin
author_facet Wenzhu Liu
Ruike Guo
Guanmin Peng
Dulin Yin
author_sort Wenzhu Liu
collection DOAJ
description Through the amination of oxidized activated carbon with ethylenediamine and then the adsorption of sulfuric acid, a strong carbon-based solid acid catalyst with hydrogen sulfate (denoted as AC-N-SO<sub>4</sub>H) was prepared, of which the surface acid density was 0.85 mmol/g. The acetalization of benzaldehyde with ethylene glycol catalyzed by AC-N-SO<sub>4</sub>H was investigated. The optimized catalyst dosage accounted for 5 wt.% of the benzaldehyde mass, and the molar ratio of glycol to benzaldehyde was 1.75. After reacting such mixture at 80 °C for 5 h, the benzaldehyde was almost quantitatively converted into acetal; the conversion yield was up to 99.4%, and no byproduct was detected. It is surprising that the catalyst could be easily recovered and reused ten times without significant deactivation, with the conversion yield remaining above 99%. The catalyst also exhibited good substrate suitability for the acetalization of aliphatic aldehydes and the ketalization of ketones with different 1,2-diols.
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spelling doaj.art-c3959d0eeded488b9b0adb47e0be19de2023-11-23T08:54:35ZengMDPI AGNanomaterials2079-49912022-04-01129146210.3390/nano12091462Sulfuric Acid Immobilized on Activated Carbon Aminated with Ethylenediamine: An Efficient Reusable Catalyst for the Synthesis of Acetals (Ketals)Wenzhu Liu0Ruike Guo1Guanmin Peng2Dulin Yin3College of Chemistry and Materials Engineering, Huaihua University, Huaihua 418000, ChinaCollege of Chemistry and Materials Engineering, Huaihua University, Huaihua 418000, ChinaCollege of Chemistry and Materials Engineering, Huaihua University, Huaihua 418000, ChinaNational & Local Joint Engineering Laboratory for New Petro-Chemical Materials and Fine Utilization of Resources, Hunan Normal University, Changsha 410081, ChinaThrough the amination of oxidized activated carbon with ethylenediamine and then the adsorption of sulfuric acid, a strong carbon-based solid acid catalyst with hydrogen sulfate (denoted as AC-N-SO<sub>4</sub>H) was prepared, of which the surface acid density was 0.85 mmol/g. The acetalization of benzaldehyde with ethylene glycol catalyzed by AC-N-SO<sub>4</sub>H was investigated. The optimized catalyst dosage accounted for 5 wt.% of the benzaldehyde mass, and the molar ratio of glycol to benzaldehyde was 1.75. After reacting such mixture at 80 °C for 5 h, the benzaldehyde was almost quantitatively converted into acetal; the conversion yield was up to 99.4%, and no byproduct was detected. It is surprising that the catalyst could be easily recovered and reused ten times without significant deactivation, with the conversion yield remaining above 99%. The catalyst also exhibited good substrate suitability for the acetalization of aliphatic aldehydes and the ketalization of ketones with different 1,2-diols.https://www.mdpi.com/2079-4991/12/9/1462activated carbonsolid acid catalystbenzaldehydeacetals (ketals)
spellingShingle Wenzhu Liu
Ruike Guo
Guanmin Peng
Dulin Yin
Sulfuric Acid Immobilized on Activated Carbon Aminated with Ethylenediamine: An Efficient Reusable Catalyst for the Synthesis of Acetals (Ketals)
Nanomaterials
activated carbon
solid acid catalyst
benzaldehyde
acetals (ketals)
title Sulfuric Acid Immobilized on Activated Carbon Aminated with Ethylenediamine: An Efficient Reusable Catalyst for the Synthesis of Acetals (Ketals)
title_full Sulfuric Acid Immobilized on Activated Carbon Aminated with Ethylenediamine: An Efficient Reusable Catalyst for the Synthesis of Acetals (Ketals)
title_fullStr Sulfuric Acid Immobilized on Activated Carbon Aminated with Ethylenediamine: An Efficient Reusable Catalyst for the Synthesis of Acetals (Ketals)
title_full_unstemmed Sulfuric Acid Immobilized on Activated Carbon Aminated with Ethylenediamine: An Efficient Reusable Catalyst for the Synthesis of Acetals (Ketals)
title_short Sulfuric Acid Immobilized on Activated Carbon Aminated with Ethylenediamine: An Efficient Reusable Catalyst for the Synthesis of Acetals (Ketals)
title_sort sulfuric acid immobilized on activated carbon aminated with ethylenediamine an efficient reusable catalyst for the synthesis of acetals ketals
topic activated carbon
solid acid catalyst
benzaldehyde
acetals (ketals)
url https://www.mdpi.com/2079-4991/12/9/1462
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AT ruikeguo sulfuricacidimmobilizedonactivatedcarbonaminatedwithethylenediamineanefficientreusablecatalystforthesynthesisofacetalsketals
AT guanminpeng sulfuricacidimmobilizedonactivatedcarbonaminatedwithethylenediamineanefficientreusablecatalystforthesynthesisofacetalsketals
AT dulinyin sulfuricacidimmobilizedonactivatedcarbonaminatedwithethylenediamineanefficientreusablecatalystforthesynthesisofacetalsketals