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High-Performance Na-CH(3)ONa/γ-Al(2)O(3) Catalysts for High-Efficiency Conversion of Phenols to Ethers
[Image: see text] An efficient alkaline catalyst with a porous structure (Na-CH(3)ONa/γ-Al(2)O(3)) was prepared by the melting method. The wastewater from the semicoke plant (WW(SCP)) was extracted multiple times with isometric dimethyl carbonate (DMC)–cyclohexane mixed solvent at room temperature t...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8991913/ https://www.ncbi.nlm.nih.gov/pubmed/35415319 http://dx.doi.org/10.1021/acsomega.1c06901 |
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author | Shu, Junzheng Wang, Zeyu Zhang, Zhifang Ding, Yichun Zhang, Qinlong Gao, Wenwen Liu, Guilin Yang, Yonglin |
author_facet | Shu, Junzheng Wang, Zeyu Zhang, Zhifang Ding, Yichun Zhang, Qinlong Gao, Wenwen Liu, Guilin Yang, Yonglin |
author_sort | Shu, Junzheng |
collection | PubMed |
description | [Image: see text] An efficient alkaline catalyst with a porous structure (Na-CH(3)ONa/γ-Al(2)O(3)) was prepared by the melting method. The wastewater from the semicoke plant (WW(SCP)) was extracted multiple times with isometric dimethyl carbonate (DMC)–cyclohexane mixed solvent at room temperature to obtain an organic phase (OP) with a high concentration of phenols. Ether (OPCP) was obtained by catalytic conversion of OP over catalyst Na-CH(3)ONa/γ-Al(2)O(3) at 210 °C and with a reaction time of 2.5 h. Both OP and OPCP were analyzed with a gas chromatograph/mass spectrometer (GC/MS) and a quadrupole Exactive Orbitrap mass spectrometer (QPEOTMS). The results showed that only DMC, phenol, o-cresol, and other monohydric phenols were detected in OP, and only other saturated ethers such as anisole and O-methylanisole were detected in OPCP. Through the study of the catalytic conversion of the WW(SCP)-related model compound, it was found that Na-CH(3)ONa/γ-Al(2)O(3) could effectively activate (deprotonate) phenol into phenate, and the strong nucleophilic oxyanion of phenate would attack the methyl carbon and carbonyl carbon on DMC to obtain methyl and methoxy groups. Thereby, phenate can be combined with methyl and methoxy groups to acquire the product anisole. In addition, the catalyst Na-CH(3)ONa/γ-Al(2)O(3) was found to still have high catalytic activity after 10 repeated cycles. It was speculated that this was related to the abundant microporous and mesoporous structure of the catalyst Na-CH(3)ONa/γ-Al(2)O(3). |
format | Online Article Text |
id | pubmed-8991913 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-89919132022-04-11 High-Performance Na-CH(3)ONa/γ-Al(2)O(3) Catalysts for High-Efficiency Conversion of Phenols to Ethers Shu, Junzheng Wang, Zeyu Zhang, Zhifang Ding, Yichun Zhang, Qinlong Gao, Wenwen Liu, Guilin Yang, Yonglin ACS Omega [Image: see text] An efficient alkaline catalyst with a porous structure (Na-CH(3)ONa/γ-Al(2)O(3)) was prepared by the melting method. The wastewater from the semicoke plant (WW(SCP)) was extracted multiple times with isometric dimethyl carbonate (DMC)–cyclohexane mixed solvent at room temperature to obtain an organic phase (OP) with a high concentration of phenols. Ether (OPCP) was obtained by catalytic conversion of OP over catalyst Na-CH(3)ONa/γ-Al(2)O(3) at 210 °C and with a reaction time of 2.5 h. Both OP and OPCP were analyzed with a gas chromatograph/mass spectrometer (GC/MS) and a quadrupole Exactive Orbitrap mass spectrometer (QPEOTMS). The results showed that only DMC, phenol, o-cresol, and other monohydric phenols were detected in OP, and only other saturated ethers such as anisole and O-methylanisole were detected in OPCP. Through the study of the catalytic conversion of the WW(SCP)-related model compound, it was found that Na-CH(3)ONa/γ-Al(2)O(3) could effectively activate (deprotonate) phenol into phenate, and the strong nucleophilic oxyanion of phenate would attack the methyl carbon and carbonyl carbon on DMC to obtain methyl and methoxy groups. Thereby, phenate can be combined with methyl and methoxy groups to acquire the product anisole. In addition, the catalyst Na-CH(3)ONa/γ-Al(2)O(3) was found to still have high catalytic activity after 10 repeated cycles. It was speculated that this was related to the abundant microporous and mesoporous structure of the catalyst Na-CH(3)ONa/γ-Al(2)O(3). American Chemical Society 2022-03-23 /pmc/articles/PMC8991913/ /pubmed/35415319 http://dx.doi.org/10.1021/acsomega.1c06901 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Shu, Junzheng Wang, Zeyu Zhang, Zhifang Ding, Yichun Zhang, Qinlong Gao, Wenwen Liu, Guilin Yang, Yonglin High-Performance Na-CH(3)ONa/γ-Al(2)O(3) Catalysts for High-Efficiency Conversion of Phenols to Ethers |
title | High-Performance Na-CH(3)ONa/γ-Al(2)O(3) Catalysts for High-Efficiency Conversion of
Phenols to Ethers |
title_full | High-Performance Na-CH(3)ONa/γ-Al(2)O(3) Catalysts for High-Efficiency Conversion of
Phenols to Ethers |
title_fullStr | High-Performance Na-CH(3)ONa/γ-Al(2)O(3) Catalysts for High-Efficiency Conversion of
Phenols to Ethers |
title_full_unstemmed | High-Performance Na-CH(3)ONa/γ-Al(2)O(3) Catalysts for High-Efficiency Conversion of
Phenols to Ethers |
title_short | High-Performance Na-CH(3)ONa/γ-Al(2)O(3) Catalysts for High-Efficiency Conversion of
Phenols to Ethers |
title_sort | high-performance na-ch(3)ona/γ-al(2)o(3) catalysts for high-efficiency conversion of
phenols to ethers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8991913/ https://www.ncbi.nlm.nih.gov/pubmed/35415319 http://dx.doi.org/10.1021/acsomega.1c06901 |
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