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Selective phenol recovery via simultaneous hydrogenation/dealkylation of isopropyl- and isopropenyl-phenols employing an H(2) generator combined with tandem micro-reactor GC/MS

The pyrolysis of bisphenol A (BPA), an essential process ingredient used in industry and many everyday life products, helps produce low-industrial-demand chemicals such as isopropenyl- and isopropyl-phenols (IPP and iPrP). In this study, tandem micro-reactor gas chromatography/mass spectrometry comb...

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Autores principales: Kumagai, Shogo, Asakawa, Masaki, Kameda, Tomohito, Saito, Yuko, Watanabe, Atsushi, Watanabe, Chuichi, Teramae, Norio, Yoshioka, Toshiaki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6143636/
https://www.ncbi.nlm.nih.gov/pubmed/30228376
http://dx.doi.org/10.1038/s41598-018-32269-6
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author Kumagai, Shogo
Asakawa, Masaki
Kameda, Tomohito
Saito, Yuko
Watanabe, Atsushi
Watanabe, Chuichi
Teramae, Norio
Yoshioka, Toshiaki
author_facet Kumagai, Shogo
Asakawa, Masaki
Kameda, Tomohito
Saito, Yuko
Watanabe, Atsushi
Watanabe, Chuichi
Teramae, Norio
Yoshioka, Toshiaki
author_sort Kumagai, Shogo
collection PubMed
description The pyrolysis of bisphenol A (BPA), an essential process ingredient used in industry and many everyday life products, helps produce low-industrial-demand chemicals such as isopropenyl- and isopropyl-phenols (IPP and iPrP). In this study, tandem micro-reactor gas chromatography/mass spectrometry combined with an H(2) generator (H(2)-TR-GC/MS) was employed for the first time to investigate the selective recovery of phenol via simultaneous hydrogenation/dealkylation of IPP and iPrP. After investigating the iPrP dealkylation performances of several zeolites, we obtained full iPrP conversion with over 99% phenol selectivity using the Y-zeolite at 350 °C. In contrast, when applied to IPP, the zeolite acid centres caused IPP polymerisation and subsequent IPP-polymer cracking, resulting in many byproducts and reduced phenol selectivity. This challenge was overcome by the addition of 0.3 wt% Ni on the Y-zeolite (0.3Ni/Y), which enabled the hydrogenation of IPP into iPrP and subsequent dealkylation into phenol (full IPP conversion with 92% phenol selectivity). Moreover, the catalyst deactivation and product distribution over repetitive catalytic use were successfully monitored using the H(2)-TR-GC/MS system. We believe that the findings presented herein could allow the recovery of phenol-rich products from polymeric waste with BPA macro skeleton.
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spelling pubmed-61436362018-09-24 Selective phenol recovery via simultaneous hydrogenation/dealkylation of isopropyl- and isopropenyl-phenols employing an H(2) generator combined with tandem micro-reactor GC/MS Kumagai, Shogo Asakawa, Masaki Kameda, Tomohito Saito, Yuko Watanabe, Atsushi Watanabe, Chuichi Teramae, Norio Yoshioka, Toshiaki Sci Rep Article The pyrolysis of bisphenol A (BPA), an essential process ingredient used in industry and many everyday life products, helps produce low-industrial-demand chemicals such as isopropenyl- and isopropyl-phenols (IPP and iPrP). In this study, tandem micro-reactor gas chromatography/mass spectrometry combined with an H(2) generator (H(2)-TR-GC/MS) was employed for the first time to investigate the selective recovery of phenol via simultaneous hydrogenation/dealkylation of IPP and iPrP. After investigating the iPrP dealkylation performances of several zeolites, we obtained full iPrP conversion with over 99% phenol selectivity using the Y-zeolite at 350 °C. In contrast, when applied to IPP, the zeolite acid centres caused IPP polymerisation and subsequent IPP-polymer cracking, resulting in many byproducts and reduced phenol selectivity. This challenge was overcome by the addition of 0.3 wt% Ni on the Y-zeolite (0.3Ni/Y), which enabled the hydrogenation of IPP into iPrP and subsequent dealkylation into phenol (full IPP conversion with 92% phenol selectivity). Moreover, the catalyst deactivation and product distribution over repetitive catalytic use were successfully monitored using the H(2)-TR-GC/MS system. We believe that the findings presented herein could allow the recovery of phenol-rich products from polymeric waste with BPA macro skeleton. Nature Publishing Group UK 2018-09-18 /pmc/articles/PMC6143636/ /pubmed/30228376 http://dx.doi.org/10.1038/s41598-018-32269-6 Text en © The Author(s) 2018 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Kumagai, Shogo
Asakawa, Masaki
Kameda, Tomohito
Saito, Yuko
Watanabe, Atsushi
Watanabe, Chuichi
Teramae, Norio
Yoshioka, Toshiaki
Selective phenol recovery via simultaneous hydrogenation/dealkylation of isopropyl- and isopropenyl-phenols employing an H(2) generator combined with tandem micro-reactor GC/MS
title Selective phenol recovery via simultaneous hydrogenation/dealkylation of isopropyl- and isopropenyl-phenols employing an H(2) generator combined with tandem micro-reactor GC/MS
title_full Selective phenol recovery via simultaneous hydrogenation/dealkylation of isopropyl- and isopropenyl-phenols employing an H(2) generator combined with tandem micro-reactor GC/MS
title_fullStr Selective phenol recovery via simultaneous hydrogenation/dealkylation of isopropyl- and isopropenyl-phenols employing an H(2) generator combined with tandem micro-reactor GC/MS
title_full_unstemmed Selective phenol recovery via simultaneous hydrogenation/dealkylation of isopropyl- and isopropenyl-phenols employing an H(2) generator combined with tandem micro-reactor GC/MS
title_short Selective phenol recovery via simultaneous hydrogenation/dealkylation of isopropyl- and isopropenyl-phenols employing an H(2) generator combined with tandem micro-reactor GC/MS
title_sort selective phenol recovery via simultaneous hydrogenation/dealkylation of isopropyl- and isopropenyl-phenols employing an h(2) generator combined with tandem micro-reactor gc/ms
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6143636/
https://www.ncbi.nlm.nih.gov/pubmed/30228376
http://dx.doi.org/10.1038/s41598-018-32269-6
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