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Highly selective conversion of guaiacol to tert-butylphenols in supercritical ethanol over a H(2)WO(4) catalyst

The conversion of guaiacol is examined at 300 °C in supercritical ethanol over a H(2)WO(4) catalyst. Guaiacol is consumed completely, meanwhile, 16.7% aromatic ethers and 80.0% alkylphenols are obtained. Interestingly, tert-butylphenols are produced mainly with a high selectivity of 71.8%, and the o...

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Autores principales: Mai, Fuhang, Cui, Kai, Wen, Zhe, Wu, Kai, Yan, Fei, Chen, Mengmeng, Chen, Hong, Li, Yongdan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9059853/
https://www.ncbi.nlm.nih.gov/pubmed/35520525
http://dx.doi.org/10.1039/c8ra07962e
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author Mai, Fuhang
Cui, Kai
Wen, Zhe
Wu, Kai
Yan, Fei
Chen, Mengmeng
Chen, Hong
Li, Yongdan
author_facet Mai, Fuhang
Cui, Kai
Wen, Zhe
Wu, Kai
Yan, Fei
Chen, Mengmeng
Chen, Hong
Li, Yongdan
author_sort Mai, Fuhang
collection PubMed
description The conversion of guaiacol is examined at 300 °C in supercritical ethanol over a H(2)WO(4) catalyst. Guaiacol is consumed completely, meanwhile, 16.7% aromatic ethers and 80.0% alkylphenols are obtained. Interestingly, tert-butylphenols are produced mainly with a high selectivity of 71.8%, and the overall selectivity of 2,6-di-tert-butylphenol and 2,6-di-tert-butyl-4-ethylphenol is as high as 63.7%. The experimental results indicate that catechol and 2-ethoxyphenol are the intermediates. Meanwhile, the WO(3) sites play an important role in the conversion of guaiacol and the Brønsted acid sites on H(2)WO(4) enhance the conversion and favour a high selectivity of the tert-butylphenols. The recycling tests show that the carbon deposition on the catalyst surface, the dehydration and partial reduction of the catalyst itself are responsible for the decay of the H(2)WO(4) catalyst. Finally, the possible reaction pathways proposed involve the transetherification process and the alkylation process during guaiacol conversion.
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spelling pubmed-90598532022-05-04 Highly selective conversion of guaiacol to tert-butylphenols in supercritical ethanol over a H(2)WO(4) catalyst Mai, Fuhang Cui, Kai Wen, Zhe Wu, Kai Yan, Fei Chen, Mengmeng Chen, Hong Li, Yongdan RSC Adv Chemistry The conversion of guaiacol is examined at 300 °C in supercritical ethanol over a H(2)WO(4) catalyst. Guaiacol is consumed completely, meanwhile, 16.7% aromatic ethers and 80.0% alkylphenols are obtained. Interestingly, tert-butylphenols are produced mainly with a high selectivity of 71.8%, and the overall selectivity of 2,6-di-tert-butylphenol and 2,6-di-tert-butyl-4-ethylphenol is as high as 63.7%. The experimental results indicate that catechol and 2-ethoxyphenol are the intermediates. Meanwhile, the WO(3) sites play an important role in the conversion of guaiacol and the Brønsted acid sites on H(2)WO(4) enhance the conversion and favour a high selectivity of the tert-butylphenols. The recycling tests show that the carbon deposition on the catalyst surface, the dehydration and partial reduction of the catalyst itself are responsible for the decay of the H(2)WO(4) catalyst. Finally, the possible reaction pathways proposed involve the transetherification process and the alkylation process during guaiacol conversion. The Royal Society of Chemistry 2019-01-21 /pmc/articles/PMC9059853/ /pubmed/35520525 http://dx.doi.org/10.1039/c8ra07962e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Mai, Fuhang
Cui, Kai
Wen, Zhe
Wu, Kai
Yan, Fei
Chen, Mengmeng
Chen, Hong
Li, Yongdan
Highly selective conversion of guaiacol to tert-butylphenols in supercritical ethanol over a H(2)WO(4) catalyst
title Highly selective conversion of guaiacol to tert-butylphenols in supercritical ethanol over a H(2)WO(4) catalyst
title_full Highly selective conversion of guaiacol to tert-butylphenols in supercritical ethanol over a H(2)WO(4) catalyst
title_fullStr Highly selective conversion of guaiacol to tert-butylphenols in supercritical ethanol over a H(2)WO(4) catalyst
title_full_unstemmed Highly selective conversion of guaiacol to tert-butylphenols in supercritical ethanol over a H(2)WO(4) catalyst
title_short Highly selective conversion of guaiacol to tert-butylphenols in supercritical ethanol over a H(2)WO(4) catalyst
title_sort highly selective conversion of guaiacol to tert-butylphenols in supercritical ethanol over a h(2)wo(4) catalyst
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9059853/
https://www.ncbi.nlm.nih.gov/pubmed/35520525
http://dx.doi.org/10.1039/c8ra07962e
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