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High-Yield Production of Fatty Nitriles by One-Step Vapor-Phase Thermocatalysis of Triglycerides

[Image: see text] Fatty nitriles are widely used as intermediate molecules in the pharmaceutical and polymer industries. In addition, hydrogenation of fatty nitriles produces fatty amines that are common surfactants. In the conventional fatty nitrile process, triglycerides are first hydrolyzed and t...

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Autores principales: Shirazi, Yaser, Tafazolian, Hosein, Viamajala, Sridhar, Varanasi, Sasidhar, Song, Zhaoning, Heben, Michael J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6645552/
https://www.ncbi.nlm.nih.gov/pubmed/31457425
http://dx.doi.org/10.1021/acsomega.7b01502
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author Shirazi, Yaser
Tafazolian, Hosein
Viamajala, Sridhar
Varanasi, Sasidhar
Song, Zhaoning
Heben, Michael J.
author_facet Shirazi, Yaser
Tafazolian, Hosein
Viamajala, Sridhar
Varanasi, Sasidhar
Song, Zhaoning
Heben, Michael J.
author_sort Shirazi, Yaser
collection PubMed
description [Image: see text] Fatty nitriles are widely used as intermediate molecules in the pharmaceutical and polymer industries. In addition, hydrogenation of fatty nitriles produces fatty amines that are common surfactants. In the conventional fatty nitrile process, triglycerides are first hydrolyzed and the resulting fatty acids are catalytically reacted with NH(3) in a liquid-phase reaction. In this study, we report a simpler one-step fatty nitrile production method that involves a direct vapor-phase reaction of triglycerides with NH(3) in the presence of heterogeneous solid acid catalysts. The reactions were performed in a tubular reactor maintained at 400 °C into which triglycerides were injected through an atomizer to allow rapid volatilization and reaction; NH(3) was fed as a gas. Several metal oxide catalysts were tested, and reactions in the presence of V(2)O(5) resulted in near-theoretical fatty nitrile yields (84 wt % relative to the feed mass). In general, catalysts with higher acidity such as V(2)O(5), Fe(2)O(3), and ZnO showed higher fatty nitrile yields compared to low acidity catalysts such as ZrO, Al(2)O(3), and CuO. Energy balance calculations indicate that the one-step reaction described here would require significantly lower energy than the conventional process primarily because of the elimination of the energy-intense triglyceride hydrolysis.
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spelling pubmed-66455522019-08-27 High-Yield Production of Fatty Nitriles by One-Step Vapor-Phase Thermocatalysis of Triglycerides Shirazi, Yaser Tafazolian, Hosein Viamajala, Sridhar Varanasi, Sasidhar Song, Zhaoning Heben, Michael J. ACS Omega [Image: see text] Fatty nitriles are widely used as intermediate molecules in the pharmaceutical and polymer industries. In addition, hydrogenation of fatty nitriles produces fatty amines that are common surfactants. In the conventional fatty nitrile process, triglycerides are first hydrolyzed and the resulting fatty acids are catalytically reacted with NH(3) in a liquid-phase reaction. In this study, we report a simpler one-step fatty nitrile production method that involves a direct vapor-phase reaction of triglycerides with NH(3) in the presence of heterogeneous solid acid catalysts. The reactions were performed in a tubular reactor maintained at 400 °C into which triglycerides were injected through an atomizer to allow rapid volatilization and reaction; NH(3) was fed as a gas. Several metal oxide catalysts were tested, and reactions in the presence of V(2)O(5) resulted in near-theoretical fatty nitrile yields (84 wt % relative to the feed mass). In general, catalysts with higher acidity such as V(2)O(5), Fe(2)O(3), and ZnO showed higher fatty nitrile yields compared to low acidity catalysts such as ZrO, Al(2)O(3), and CuO. Energy balance calculations indicate that the one-step reaction described here would require significantly lower energy than the conventional process primarily because of the elimination of the energy-intense triglyceride hydrolysis. American Chemical Society 2017-12-15 /pmc/articles/PMC6645552/ /pubmed/31457425 http://dx.doi.org/10.1021/acsomega.7b01502 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Shirazi, Yaser
Tafazolian, Hosein
Viamajala, Sridhar
Varanasi, Sasidhar
Song, Zhaoning
Heben, Michael J.
High-Yield Production of Fatty Nitriles by One-Step Vapor-Phase Thermocatalysis of Triglycerides
title High-Yield Production of Fatty Nitriles by One-Step Vapor-Phase Thermocatalysis of Triglycerides
title_full High-Yield Production of Fatty Nitriles by One-Step Vapor-Phase Thermocatalysis of Triglycerides
title_fullStr High-Yield Production of Fatty Nitriles by One-Step Vapor-Phase Thermocatalysis of Triglycerides
title_full_unstemmed High-Yield Production of Fatty Nitriles by One-Step Vapor-Phase Thermocatalysis of Triglycerides
title_short High-Yield Production of Fatty Nitriles by One-Step Vapor-Phase Thermocatalysis of Triglycerides
title_sort high-yield production of fatty nitriles by one-step vapor-phase thermocatalysis of triglycerides
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6645552/
https://www.ncbi.nlm.nih.gov/pubmed/31457425
http://dx.doi.org/10.1021/acsomega.7b01502
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