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负载于用乙二胺胺化的活性炭上的硫酸:一种用于缩醛(缩酮)合成的高效可重复使用催化剂。

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

作者信息

Liu Wenzhu, Guo Ruike, Peng Guanmin, Yin Dulin

机构信息

College of Chemistry and Materials Engineering, Huaihua University, Huaihua 418000, China.

National & Local Joint Engineering Laboratory for New Petro-Chemical Materials and Fine Utilization of Resources, Hunan Normal University, Changsha 410081, China.

出版信息

Nanomaterials (Basel). 2022 Apr 25;12(9):1462. doi: 10.3390/nano12091462.

DOI:10.3390/nano12091462
PMID:35564172
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9099747/
Abstract

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-SOH) was prepared, of which the surface acid density was 0.85 mmol/g. The acetalization of benzaldehyde with ethylene glycol catalyzed by AC-N-SOH 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.

摘要

通过用乙二胺对氧化活性炭进行胺化,然后吸附硫酸,制备了一种具有硫酸氢根的强碳基固体酸催化剂(记为AC-N-SOH),其表面酸密度为0.85 mmol/g。研究了AC-N-SOH催化苯甲醛与乙二醇的缩醛化反应。优化后的催化剂用量占苯甲醛质量的5 wt.%,乙二醇与苯甲醛的摩尔比为1.75。将该混合物在80℃下反应5小时后,苯甲醛几乎定量地转化为缩醛;转化率高达99.4%,未检测到副产物。令人惊讶的是,该催化剂可以很容易地回收并重复使用十次而无明显失活,转化率保持在99%以上。该催化剂对脂肪醛的缩醛化反应以及酮与不同1,2 -二醇的缩酮化反应也表现出良好的底物适用性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/5f5d4af990fe/nanomaterials-12-01462-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/afe5e670573e/nanomaterials-12-01462-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/dc759d92ebd7/nanomaterials-12-01462-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/1440f83b6d7e/nanomaterials-12-01462-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/e2984fecf594/nanomaterials-12-01462-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/f82285e9f235/nanomaterials-12-01462-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/dcd556002ac9/nanomaterials-12-01462-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/5a837713ea2f/nanomaterials-12-01462-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/c3f7f9cd0414/nanomaterials-12-01462-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/5f5d4af990fe/nanomaterials-12-01462-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/afe5e670573e/nanomaterials-12-01462-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/dc759d92ebd7/nanomaterials-12-01462-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/1440f83b6d7e/nanomaterials-12-01462-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/e2984fecf594/nanomaterials-12-01462-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/f82285e9f235/nanomaterials-12-01462-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/dcd556002ac9/nanomaterials-12-01462-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/5a837713ea2f/nanomaterials-12-01462-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/c3f7f9cd0414/nanomaterials-12-01462-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8bb/9099747/5f5d4af990fe/nanomaterials-12-01462-g009.jpg

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2
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