Thiol-promoted catalytic synthesis of high-performance furan-containing lubricant base oils from biomass derived 2-alkylfurans and ketones

Liu, Sibao; Bhattacharjee, Rameswar; Li, Sha; Danielson, Andrew; Mazal, Tobias; Saha, Basudeb; Vlachos, Dionisios G.

doi:10.1039/d0gc01897j

Title: Thiol-promoted catalytic synthesis of high-performance furan-containing lubricant base oils from biomass derived 2-alkylfurans and ketones

Journal Article · Thu Oct 22 00:00:00 EDT 2020 · Green Chemistry

DOI:https://doi.org/10.1039/d0gc01897j· OSTI ID:1735380

Liu, Sibao ^[1]; Bhattacharjee, Rameswar ^[2]; Li, Sha ^[2]; Danielson, Andrew ^[3];

^[3];

^[2];

^[3]

Univ. of Delaware, Newark, DE (United States). Catalysis Center for Energy Innovation; Tianjin Univ. (China). Key Lab. for Green Chemical Technology of Ministry of Education, School of Chemical Engineering and Technology
Univ. of Delaware, Newark, DE (United States). Catalysis Center for Energy Innovation
Univ. of Delaware, Newark, DE (United States). Catalysis Center for Energy Innovation and Dept. of Chemical and Bimolecular Engineering

About 97% of lubricant base oils are currently sourced from petroleum and the majority of the rest is produced from vegetable oils. We demonstrate a promising catalytic route to produce base oils from lignocellulosic biomass-derived 2-alkylfurans and ketones via carbon–carbon coupling in neat conditions. Among several homogeneous and heterogeneous acid catalysts tested, a perfluorinated sulfonic acid (Aquivion PW79S) exhibits the best catalytic performance and yields up to 90% renewable furan-containing base oils with the use of a thiol promotor. The effects of the acid strength of the catalysts, molecular size and structure of thiols and ketones, and fraction of thiols are studied. Electronic structure calculations elucidate the reaction pathway and indicate that the thiol reduces the barrier of the rate-determining dehydration step. The structure and properties of base oils can be tuned by using different synthons. Here, these base oils have excellent properties and can be competitive with or surpass the commercial synthetic alkylnaphthalene and furan-containing bio-ester base oils.

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Research Organization:: Univ. of Delaware, Newark, DE (United States). Catalysis Center for Energy Innovation

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: SC0001004

OSTI ID:: 1735380

Alternate ID(s):: OSTI ID: 1686250

Journal Information:: Green Chemistry, Vol. 22, Issue 22; ISSN 1463-9262

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

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