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Issue 13, 2019
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Catalytic production of renewable lubricant base oils from bio-based 2-alkylfurans and enals

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Abstract

Lubricants are an essential part of modern society with an over $146 billion market but have significant environmental footprint. Bio-based lubricant base oils can offer performance advantages over existing oils and mitigate environmental challenges. We describe, for the first time, the synthesis of new bio-based base oils with tunable molecular branches and properties in high yields (>80%) from biomass derived 2-alkylfurans with enals via conjugate addition-hydroxylalkylation/alkylation (CA-HAA) and hydrodeoxygenation reactions. Among several liquid and solid sulfonic acid catalysts tested for the CA-HAA condensation, Aquivion PW79S, a perfluorinated sulfonic acid resin, exhibits the best performance. Subsequent hydrodeoxygenation of the condensation products with an Ir-ReOx/SiO2 catalyst gives up to an 88% yield of lubricant ranged branched alkanes with high selectivity and superior properties compared with commercial mineral group III and synthetic poly-α-olefin (PAO) base oils. Importantly, the molecular size and number of branches of the products can be tuned by varying the molecular size of substrates in the CA-HAA step. The as-synthesized base oils possess tunable properties and are promising for a wide range of applications.

Graphical abstract: Catalytic production of renewable lubricant base oils from bio-based 2-alkylfurans and enals

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Supplementary files

Article information


Submitted
29 Mar 2019
Accepted
21 May 2019
First published
22 May 2019

Green Chem., 2019,21, 3606-3614
Article type
Paper
Author version available

Catalytic production of renewable lubricant base oils from bio-based 2-alkylfurans and enals

S. Liu, B. Saha and D. G. Vlachos, Green Chem., 2019, 21, 3606
DOI: 10.1039/C9GC01044K

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