Lignin monomer conversion into biolubricant base oils

Ebikade, Elvis Osamudiamhen; Sadula, Sunitha; Liu, Sibao; Vlachos, Dionisios G.

doi:10.1039/d1gc03350f

Lignin monomer conversion into biolubricant base oils

Journal Article · Tue Nov 23 00:00:00 EST 2021 · Green Chemistry

DOI:https://doi.org/10.1039/d1gc03350f· OSTI ID:1978795

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Univ. of Delaware, Newark, DE (United States). Catalysis Center for Energy Innovation (CCEI); OSTI
Univ. of Delaware, Newark, DE (United States). Catalysis Center for Energy Innovation (CCEI)
Univ. of Delaware, Newark, DE (United States). Catalysis Center for Energy Innovation (CCEI); Tianjin Univ. (China)

Despite progress in the depolymerization of lignin, only a few studies convert the obtained monomers to value-added products. Here we introduce a strategy to synthesize branched benzene lubricant (BBL) and branched cyclic lubricant (BCL) base oils from lignin-derived monomers and aldehyde. We perform carbon–carbon coupling via Brønsted acid-catalyzed hydroxyalkylation/alkylation (HAA) then hydrodeoxygenation (HDO). Optimum HAA reaction conditions achieve up to 90% guaiacol conversion and an HAA product containing 76% BBL and 24% enal condensation product over a P-SiO₂ catalyst. Subsequent HDO of HAA products over an Ir-ReO_x/SiO₂ catalyst produces a lubricant-ranged mixture of BCL (C₂₄) up to yield (82%) and small fractions of dodecyl cyclohexane and C₁₀ and C₁₅ carbons alkanes. The kinematic viscosity, viscosity index, and Noack volatility of these base oils are comparable to commercial petroleum-derived poly α-olefin Group IV and refrigerant base oils. In conclusion, this approach provides a sustainable pathway for replacing petroleum-derived base oils.

View Accepted Manuscript (DOE)

Research Organization:: Energy Frontier Research Centers (EFRC) (United States). Catalysis Center for Energy Innovation (CCEI); Univ. of Delaware, Newark, DE (United States)

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

Grant/Contract Number:: SC0001004

OSTI ID:: 1978795

Alternate ID(s):: OSTI ID: 1832650

Journal Information:: Green Chemistry, Journal Name: Green Chemistry Journal Issue: 24 Vol. 23; ISSN 1463-9262

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
biomass
chemistry
hydrodeoxygenation
hydroxyalkylation/alkylation
lignin
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renewable resources
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Lignin monomer conversion into biolubricant base oils

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