Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Shu, Junzheng, Wang, Zeyu, Zhang, Zhifang, Ding, Yichun, Zhang, Qinlong, Gao, Wenwen, Liu, Guilin, Yang, Yonglin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
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
_version_ 1784683670934650880
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
work_keys_str_mv AT shujunzheng highperformancenach3onagal2o3catalystsforhighefficiencyconversionofphenolstoethers
AT wangzeyu highperformancenach3onagal2o3catalystsforhighefficiencyconversionofphenolstoethers
AT zhangzhifang highperformancenach3onagal2o3catalystsforhighefficiencyconversionofphenolstoethers
AT dingyichun highperformancenach3onagal2o3catalystsforhighefficiencyconversionofphenolstoethers
AT zhangqinlong highperformancenach3onagal2o3catalystsforhighefficiencyconversionofphenolstoethers
AT gaowenwen highperformancenach3onagal2o3catalystsforhighefficiencyconversionofphenolstoethers
AT liuguilin highperformancenach3onagal2o3catalystsforhighefficiencyconversionofphenolstoethers
AT yangyonglin highperformancenach3onagal2o3catalystsforhighefficiencyconversionofphenolstoethers