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Renewable lubricants with tailored molecular architecture

We present a strategy to synthesize three types of renewable lubricant base oils with up to 90% yield using 2-alkylfurans, derived from nonfood biomass, and aldehydes, produced from natural oils or biomass through three chemistries: hydroxyalkylation/alkylation (HAA), HAA followed by hydrogenation,...

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Autores principales: Liu, Sibao, Josephson, Tyler R., Athaley, Abhay, Chen, Qile P., Norton, Angela, Ierapetritou, Marianthi, Siepmann, J. Ilja, Saha, Basudeb, Vlachos, Dionisios G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Association for the Advancement of Science 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6358318/
https://www.ncbi.nlm.nih.gov/pubmed/30746491
http://dx.doi.org/10.1126/sciadv.aav5487
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author Liu, Sibao
Josephson, Tyler R.
Athaley, Abhay
Chen, Qile P.
Norton, Angela
Ierapetritou, Marianthi
Siepmann, J. Ilja
Saha, Basudeb
Vlachos, Dionisios G.
author_facet Liu, Sibao
Josephson, Tyler R.
Athaley, Abhay
Chen, Qile P.
Norton, Angela
Ierapetritou, Marianthi
Siepmann, J. Ilja
Saha, Basudeb
Vlachos, Dionisios G.
author_sort Liu, Sibao
collection PubMed
description We present a strategy to synthesize three types of renewable lubricant base oils with up to 90% yield using 2-alkylfurans, derived from nonfood biomass, and aldehydes, produced from natural oils or biomass through three chemistries: hydroxyalkylation/alkylation (HAA), HAA followed by hydrogenation, and HAA followed by hydrodeoxygenation. These molecules consist of (i) furan rings, (ii) saturated furan rings, and (iii) deoxygenated branched alkanes. The structures of these molecules can be tailored in terms of carbon number, branching length, distance between branches, and functional groups. The site-specific, energy-efficient C–C coupling chemistry in oxygenated biomass compounds, unmatched in current refineries, provides tailored structure and tunable properties. Molecular simulation demonstrates the ability to predict properties in agreement with experiments, proving the potential for molecular design.
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spelling pubmed-63583182019-02-11 Renewable lubricants with tailored molecular architecture Liu, Sibao Josephson, Tyler R. Athaley, Abhay Chen, Qile P. Norton, Angela Ierapetritou, Marianthi Siepmann, J. Ilja Saha, Basudeb Vlachos, Dionisios G. Sci Adv Research Articles We present a strategy to synthesize three types of renewable lubricant base oils with up to 90% yield using 2-alkylfurans, derived from nonfood biomass, and aldehydes, produced from natural oils or biomass through three chemistries: hydroxyalkylation/alkylation (HAA), HAA followed by hydrogenation, and HAA followed by hydrodeoxygenation. These molecules consist of (i) furan rings, (ii) saturated furan rings, and (iii) deoxygenated branched alkanes. The structures of these molecules can be tailored in terms of carbon number, branching length, distance between branches, and functional groups. The site-specific, energy-efficient C–C coupling chemistry in oxygenated biomass compounds, unmatched in current refineries, provides tailored structure and tunable properties. Molecular simulation demonstrates the ability to predict properties in agreement with experiments, proving the potential for molecular design. American Association for the Advancement of Science 2019-02-01 /pmc/articles/PMC6358318/ /pubmed/30746491 http://dx.doi.org/10.1126/sciadv.aav5487 Text en Copyright © 2019 The Authors, some rights reserved; exclusive licensee American Association for the Advancement of Science. No claim to original U.S. Government Works. Distributed under a Creative Commons Attribution NonCommercial License 4.0 (CC BY-NC). http://creativecommons.org/licenses/by-nc/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution-NonCommercial license (http://creativecommons.org/licenses/by-nc/4.0/) , which permits use, distribution, and reproduction in any medium, so long as the resultant use is not for commercial advantage and provided the original work is properly cited.
spellingShingle Research Articles
Liu, Sibao
Josephson, Tyler R.
Athaley, Abhay
Chen, Qile P.
Norton, Angela
Ierapetritou, Marianthi
Siepmann, J. Ilja
Saha, Basudeb
Vlachos, Dionisios G.
Renewable lubricants with tailored molecular architecture
title Renewable lubricants with tailored molecular architecture
title_full Renewable lubricants with tailored molecular architecture
title_fullStr Renewable lubricants with tailored molecular architecture
title_full_unstemmed Renewable lubricants with tailored molecular architecture
title_short Renewable lubricants with tailored molecular architecture
title_sort renewable lubricants with tailored molecular architecture
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6358318/
https://www.ncbi.nlm.nih.gov/pubmed/30746491
http://dx.doi.org/10.1126/sciadv.aav5487
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