Impacts of Hydrogen Bond Donor Structures in Phenolic Aldehyde Deep Eutectic Solvents on Pretreatment Efficiency

Ryu, Jiae; Zhang, Mairui; Wang, Yunxuan; Li, Ruoqian; Kim, Kwang Ho; Ragauskas, Arthur J.; Leem, Gyu; Park, Min Bum; Yoo, Chang Geun

doi:10.1021/acs.energyfuels.4c02301

Impacts of Hydrogen Bond Donor Structures in Phenolic Aldehyde Deep Eutectic Solvents on Pretreatment Efficiency

Journal Article · Tue Jul 30 00:00:00 EDT 2024 · Energy and Fuels

DOI:https://doi.org/10.1021/acs.energyfuels.4c02301· OSTI ID:2447250

Ryu, Jiae ^[1]; ^[1]; Wang, Yunxuan ^[2]; Li, Ruoqian ^[1]; ^[3]; ^[4]; ^[5]; ^[6]; ^[5]

State Univ. of New York (SUNY), Syracuse, NY (United States)
Univ. of Tennessee, Knoxville, TN (United States)
Univ. of British Columbia, Vancouver, BC (Canada)
Univ. of Tennessee, Knoxville, TN (United States); Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States). Joint Institute for Biological Sciences (JIBS)
State Univ. of New York (SUNY), Syracuse, NY (United States). Institute for Sustainable Materials and Manufacturing
State Univ. of New York (SUNY), Syracuse, NY (United States); Incheon National University (Korea, Republic of)

As a green solvent for biomass processing, deep eutectic solvents (DESs) have shown effectiveness in biomass processing. Here, in this study, phenolic aldehydes with different numbers of methoxy groups, including 4-hydroxybenzaldehyde (HBA, no methoxy), vanillin (VA, monomethoxy), and syringaldehyde (SA, dimethoxy) were employed to synthesize DESs with choline chloride (ChCl). The presence of methoxy groups in the hydrogen bond donor structure affected DES properties, as well as biomass pretreatment performance. The high thermal stability of phenolic aldehyde DESs was shown with over 225 °C onset temperature. The hydrogen bond donor with one aldehyde and one hydroxyl group at the para position without a methoxy group (ChCl-HBA) showed the highest xylan removal and delignification, reaching 59.3 and 88.0%, respectively, leading to the highest enzymatic hydrolysis yield. Sonication after pretreatment further enhanced the hydrolysis yields, achieving 83.3% glucan conversion and 50.1% xylan conversion. In the lignin-rich fraction, the recovered lignin showed a low weight–average molecular weight under 2100 g/mol with a relatively uniform molecular weight dispersity below 1.5. This study provides insights into how the chemical structure of hydrogen bond donors in DESs affects biomass processing and paves the way for designing effective lignin-derived DES in future biorefinery processes.

View Accepted Manuscript (DOE)

Research Organization:: Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)

Sponsoring Organization:: USDOE

Grant/Contract Number:: AC05-00OR22725

OSTI ID:: 2447250

Journal Information:: Energy and Fuels, Journal Name: Energy and Fuels Journal Issue: 17 Vol. 38; ISSN 0887-0624

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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