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Title: Renewable lubricants with tailored molecular architecture

Abstract

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.

Authors:
ORCiD logo; ORCiD logo; ; ORCiD logo; ; ; ORCiD logo; ORCiD logo;
Publication Date:
Research Org.:
Energy Frontier Research Centers (EFRC) (United States). Catalysis Center for Energy Innovation (CCEI); Univ. of Delaware, Newark, DE (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
OSTI Identifier:
1566716
DOE Contract Number:  
SC0001004
Resource Type:
Journal Article
Journal Name:
Science Advances
Additional Journal Information:
Journal Volume: 5; Journal Issue: 2; Journal ID: ISSN 2375-2548
Publisher:
AAAS
Country of Publication:
United States
Language:
English
Subject:
catalysis (homogeneous), catalysis (heterogeneous), biofuels (including algae and biomass), bio-inspired, hydrogen and fuel cells, materials and chemistry by design, synthesis (novel materials), synthesis (self-assembly), synthesis (scalable processing)

Citation Formats

Liu, Sibao, Josephson, Tyler R., Athaley, Abhay, Chen, Qile P., Norton, Angela, Ierapetritou, Marianthi, Siepmann, J. Ilja, Saha, Basudeb, and Vlachos, Dionisios G. Renewable lubricants with tailored molecular architecture. United States: N. p., 2019. Web. doi:10.1126/sciadv.aav5487.
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. United States. doi:10.1126/sciadv.aav5487.
Liu, Sibao, Josephson, Tyler R., Athaley, Abhay, Chen, Qile P., Norton, Angela, Ierapetritou, Marianthi, Siepmann, J. Ilja, Saha, Basudeb, and Vlachos, Dionisios G. Fri . "Renewable lubricants with tailored molecular architecture". United States. doi:10.1126/sciadv.aav5487.
@article{osti_1566716,
title = {Renewable lubricants with tailored molecular architecture},
author = {Liu, Sibao and Josephson, Tyler R. and Athaley, Abhay and Chen, Qile P. and Norton, Angela and Ierapetritou, Marianthi and Siepmann, J. Ilja and Saha, Basudeb and Vlachos, Dionisios G.},
abstractNote = {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.},
doi = {10.1126/sciadv.aav5487},
journal = {Science Advances},
issn = {2375-2548},
number = 2,
volume = 5,
place = {United States},
year = {2019},
month = {2}
}

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