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Title: Investigation of a Lignin-Based Deep Eutectic Solvent Using p-Hydroxybenzoic Acid for Efficient Woody Biomass Conversion

Abstract

Deep eutectic solvents (DESs) are effective solvents for biomass conversion and have been proposed as alternatives to ionic liquids (ILs). In this paper, we first report an effective pretreatment of woody biomass using a novel hardwood lignin-based DES prepared from p-hydroxybenzoic acid (PB) and choline chloride (ChCl), which are used as the hydrogen bond donor and acceptor, respectively. The impacts of the ChCl-PB DES on structural properties and enzymatic hydrolysis of poplar wood were comprehensively evaluated. The performance of ChCl-PB DES was also compared with two other DESs with p-coumaric acid (PCA) and 4-hydroxybenzaldehyde (PHA) as the hydrogen bond donors, which have been successfully applied to herbaceous biomass conversion in previous studies. The results showed that hemicellulose and lignin were effectively fractionated during the proposed ChCl-PB DES pretreatment under a relatively mild temperature. The ChCl-PB DES pretreatment resulted in up to 69% of delignification, and the pretreated poplar residues had over 90% of glucose yield by a 72 h-enzymatic hydrolysis. Transformation of poplar biomass during the DES pretreatment was evaluated by gel permeation chromatography (GPC), two-dimensional heteronuclear single quantum coherence (2D-HSQC), and 31P nuclear magnetic resonance (NMR) spectroscopies. The recovered lignin showed relatively high purity, narrow molecular weight distribution (PDImore » < 1.6), and relatively low molecular weight (~1400 g/mol for Mw). A sustainable process was achieved by recycling DES as well as the utilization of PB, which is a producible aromatic compound from hardwood lignin, for the proposed DES formation in the system. This study indicates that the proposed novel DES with a hardwood lignin-based PB compound is a promising pretreatment solvent to achieve an economically feasible biomass conversion process.« less

Authors:
ORCiD logo [1]; ORCiD logo [2]; ORCiD logo [3];  [4]; ORCiD logo [5]; ORCiD logo [6]; ORCiD logo [7]; ORCiD logo [8]; ORCiD logo [1]
  1. State Univ. of New York (SUNY), Syracuse, NY (United States). College of Environmental Science and Forestry, Dept. of Chemical Engineering
  2. Univ. of Tennessee, Knoxville, TN (United States). Dept. of Chemical and Biomolecular Engineering
  3. Korea Military Academy, Seoul (South Korea). Dept. of Chemistry
  4. State Univ. of New York (SUNY), Syracuse, NY (United States). College of Environmental Science and Forestry, Dept. of Chemistry
  5. State Univ. of New York (SUNY), Syracuse, NY (United States). College of Environmental Science and Forestry, Dept. of Chemistry; The Michael M. Szwarc Polymer Research Inst., Syracuse, NY (United States)
  6. Korea Inst.of Science and Technology, Seoul (South Korea). Clean Energy Research Center; Univ. of British Columbia, Vancouver, BC (Canada). Dept. of Wood Science
  7. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States). Center for Bioenergy Innovation and Biosciences Division, Joint Inst. for Biological Science
  8. Univ. of Tennessee, Knoxville, TN (United States). Dept. of Chemical and Biomolecular Engineering and Dept. of Forestry, Wildlife, and Fisheries, Center for Renewable Carbon; Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States). Center for Bioenergy Innovation and Biosciences Division, Joint Inst. for Biological Science
Publication Date:
Research Org.:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Biological and Environmental Research (BER); National Institutes of Health (NIH)
OSTI Identifier:
1651275
Grant/Contract Number:  
AC05-00OR22725; 1S10OD012254
Resource Type:
Accepted Manuscript
Journal Name:
ACS Sustainable Chemistry & Engineering
Additional Journal Information:
Journal Volume: 8; Journal Issue: 33; Journal ID: ISSN 2168-0485
Publisher:
American Chemical Society (ACS)
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; biorefinery; characterization; density functional theory; pretreatment; renewable deep eutectic solvent

Citation Formats

Wang, Yunxuan, Meng, Xianzhi, Jeong, Keunhong, Li, Shuya, Leem, Gyu, Kim, Kwang Ho, Pu, Yunqiao, Ragauskas, Arthur J., and Yoo, Chang Geun. Investigation of a Lignin-Based Deep Eutectic Solvent Using p-Hydroxybenzoic Acid for Efficient Woody Biomass Conversion. United States: N. p., 2020. Web. doi:10.1021/acssuschemeng.0c03533.
Wang, Yunxuan, Meng, Xianzhi, Jeong, Keunhong, Li, Shuya, Leem, Gyu, Kim, Kwang Ho, Pu, Yunqiao, Ragauskas, Arthur J., & Yoo, Chang Geun. Investigation of a Lignin-Based Deep Eutectic Solvent Using p-Hydroxybenzoic Acid for Efficient Woody Biomass Conversion. United States. https://doi.org/10.1021/acssuschemeng.0c03533
Wang, Yunxuan, Meng, Xianzhi, Jeong, Keunhong, Li, Shuya, Leem, Gyu, Kim, Kwang Ho, Pu, Yunqiao, Ragauskas, Arthur J., and Yoo, Chang Geun. Mon . "Investigation of a Lignin-Based Deep Eutectic Solvent Using p-Hydroxybenzoic Acid for Efficient Woody Biomass Conversion". United States. https://doi.org/10.1021/acssuschemeng.0c03533. https://www.osti.gov/servlets/purl/1651275.
@article{osti_1651275,
title = {Investigation of a Lignin-Based Deep Eutectic Solvent Using p-Hydroxybenzoic Acid for Efficient Woody Biomass Conversion},
author = {Wang, Yunxuan and Meng, Xianzhi and Jeong, Keunhong and Li, Shuya and Leem, Gyu and Kim, Kwang Ho and Pu, Yunqiao and Ragauskas, Arthur J. and Yoo, Chang Geun},
abstractNote = {Deep eutectic solvents (DESs) are effective solvents for biomass conversion and have been proposed as alternatives to ionic liquids (ILs). In this paper, we first report an effective pretreatment of woody biomass using a novel hardwood lignin-based DES prepared from p-hydroxybenzoic acid (PB) and choline chloride (ChCl), which are used as the hydrogen bond donor and acceptor, respectively. The impacts of the ChCl-PB DES on structural properties and enzymatic hydrolysis of poplar wood were comprehensively evaluated. The performance of ChCl-PB DES was also compared with two other DESs with p-coumaric acid (PCA) and 4-hydroxybenzaldehyde (PHA) as the hydrogen bond donors, which have been successfully applied to herbaceous biomass conversion in previous studies. The results showed that hemicellulose and lignin were effectively fractionated during the proposed ChCl-PB DES pretreatment under a relatively mild temperature. The ChCl-PB DES pretreatment resulted in up to 69% of delignification, and the pretreated poplar residues had over 90% of glucose yield by a 72 h-enzymatic hydrolysis. Transformation of poplar biomass during the DES pretreatment was evaluated by gel permeation chromatography (GPC), two-dimensional heteronuclear single quantum coherence (2D-HSQC), and 31P nuclear magnetic resonance (NMR) spectroscopies. The recovered lignin showed relatively high purity, narrow molecular weight distribution (PDI < 1.6), and relatively low molecular weight (~1400 g/mol for Mw). A sustainable process was achieved by recycling DES as well as the utilization of PB, which is a producible aromatic compound from hardwood lignin, for the proposed DES formation in the system. This study indicates that the proposed novel DES with a hardwood lignin-based PB compound is a promising pretreatment solvent to achieve an economically feasible biomass conversion process.},
doi = {10.1021/acssuschemeng.0c03533},
journal = {ACS Sustainable Chemistry & Engineering},
number = 33,
volume = 8,
place = {United States},
year = {Mon Aug 10 00:00:00 EDT 2020},
month = {Mon Aug 10 00:00:00 EDT 2020}
}

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