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Title: Hybrid Catalytic Biorefining of Hardwood Biomass to Methylated Furans and Depolymerized Technical Lignin

Abstract

A robust method is needed to achieve high yield all-catalytic conversion of recalcitrant lignocellulosic biomass to transportation fuels while maximizing carbon utilization from raw substrates. To accomplish this, we developed an integrated strategy that combines homogeneous and heterogeneous reactions with a treatment-extraction step to co-produce 2-methylfuran (MF) and 2,5-dimethylfuran (DMF) directly from hardwood poplar while maintaining high catalyst activity. In the first step, poplar wood chips were treated with dilute FeCl3 in THF-water at sub-pyrolytic temperature to yield 93.5% furfural (FF) from xylan and 66.0% 5- hydroxymethylfurfural (HMF) from glucan. Concurrently, a highly pure lignin powder was obtained from the liquor by precipitation upon room temperature vacuum recovery of THF from the water. Afterwards, FF and HMF were extracted from water into an organic phase consisting of toluene and 1,4-dioxane treated with Ca(OH)2. A second hydrodeoxygenation reaction using Cu-Ni/TiO2 catalyst yielded 87.8% MF from FF and 85.6% DMF from HMF. Characterization of the lignin product showed its molecular weight to be reduced by an order of magnitude from its native state as well as complete removal of its native β-aryl ether linkages without hydrogen input or further heterogeneous catalytic processing. A 60% cumulative yield of MF, DMF, and lignin productsmore » from the available carbon (xylan+glucan+lignin) in poplar was achieved, rivaling more mature cellulosic ethanol strategies.« less

Authors:
 [1]; ORCiD logo [2];  [1];  [1];  [3];  [1]; ORCiD logo [4]; ORCiD logo [5]; ORCiD logo [1]
  1. Univ. of California, Riverside, CA (United States). Bourns College of Engineering. Center for Environmental and Research Technology (CE-CERT). Dept. of Chemical and Environmental Engineering
  2. Univ. of Tennessee, Knoxville, TN (United States). Dept. of Chemical & Biomolecular Engineering
  3. Univ. of California, Riverside, CA (United States). Bourns College of Engineering. Center for Environmental and Research Technology (CE-CERT)
  4. Univ. of Tennessee, Knoxville, TN (United States). Dept. of Chemical & Biomolecular Engineering. Inst. Agriculture. Dept. of Forestry, Wildlife and Fisheries. Center for Renewable Carbon; Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States). Biosciences Division
  5. Univ. of California, Riverside, CA (United States). Bourns College of Engineering. Dept. of Chemical and Environmental Engineering; Univ. of California, Santa Barbara, CA (United States). Dept. of Chemical Engineering
Publication Date:
Research Org.:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States); Univ. of California, Riverside, CA (United States)
Sponsoring Org.:
USDOE Office of Energy Efficiency and Renewable Energy (EERE), Transportation Office. Bioenergy Technologies Office
OSTI Identifier:
1471887
Alternate Identifier(s):
OSTI ID: 1581905
Grant/Contract Number:  
AC05-00OR22725; EE0007006
Resource Type:
Journal Article: Accepted Manuscript
Journal Name:
ACS Sustainable Chemistry & Engineering
Additional Journal Information:
Journal Volume: 6; Journal Issue: 8; Journal ID: ISSN 2168-0485
Publisher:
American Chemical Society (ACS)
Country of Publication:
United States
Language:
English
Subject:
09 BIOMASS FUELS; biofuels; biomass; fractionation; hydrodeoxygenation; lignin

Citation Formats

Seemala, Bhogeswararao, Meng, Xianzhi, Parikh, Aakash, Nagane, Nikhil, Kumar, Rajeev, Wyman, Charles E., Ragauskas, Arthur, Christopher, Phillip, and Cai, Charles M. Hybrid Catalytic Biorefining of Hardwood Biomass to Methylated Furans and Depolymerized Technical Lignin. United States: N. p., 2018. Web. doi:10.1021/acssuschemeng.8b01930.
Seemala, Bhogeswararao, Meng, Xianzhi, Parikh, Aakash, Nagane, Nikhil, Kumar, Rajeev, Wyman, Charles E., Ragauskas, Arthur, Christopher, Phillip, & Cai, Charles M. Hybrid Catalytic Biorefining of Hardwood Biomass to Methylated Furans and Depolymerized Technical Lignin. United States. doi:10.1021/acssuschemeng.8b01930.
Seemala, Bhogeswararao, Meng, Xianzhi, Parikh, Aakash, Nagane, Nikhil, Kumar, Rajeev, Wyman, Charles E., Ragauskas, Arthur, Christopher, Phillip, and Cai, Charles M. Thu . "Hybrid Catalytic Biorefining of Hardwood Biomass to Methylated Furans and Depolymerized Technical Lignin". United States. doi:10.1021/acssuschemeng.8b01930. https://www.osti.gov/servlets/purl/1471887.
@article{osti_1471887,
title = {Hybrid Catalytic Biorefining of Hardwood Biomass to Methylated Furans and Depolymerized Technical Lignin},
author = {Seemala, Bhogeswararao and Meng, Xianzhi and Parikh, Aakash and Nagane, Nikhil and Kumar, Rajeev and Wyman, Charles E. and Ragauskas, Arthur and Christopher, Phillip and Cai, Charles M.},
abstractNote = {A robust method is needed to achieve high yield all-catalytic conversion of recalcitrant lignocellulosic biomass to transportation fuels while maximizing carbon utilization from raw substrates. To accomplish this, we developed an integrated strategy that combines homogeneous and heterogeneous reactions with a treatment-extraction step to co-produce 2-methylfuran (MF) and 2,5-dimethylfuran (DMF) directly from hardwood poplar while maintaining high catalyst activity. In the first step, poplar wood chips were treated with dilute FeCl3 in THF-water at sub-pyrolytic temperature to yield 93.5% furfural (FF) from xylan and 66.0% 5- hydroxymethylfurfural (HMF) from glucan. Concurrently, a highly pure lignin powder was obtained from the liquor by precipitation upon room temperature vacuum recovery of THF from the water. Afterwards, FF and HMF were extracted from water into an organic phase consisting of toluene and 1,4-dioxane treated with Ca(OH)2. A second hydrodeoxygenation reaction using Cu-Ni/TiO2 catalyst yielded 87.8% MF from FF and 85.6% DMF from HMF. Characterization of the lignin product showed its molecular weight to be reduced by an order of magnitude from its native state as well as complete removal of its native β-aryl ether linkages without hydrogen input or further heterogeneous catalytic processing. A 60% cumulative yield of MF, DMF, and lignin products from the available carbon (xylan+glucan+lignin) in poplar was achieved, rivaling more mature cellulosic ethanol strategies.},
doi = {10.1021/acssuschemeng.8b01930},
journal = {ACS Sustainable Chemistry & Engineering},
issn = {2168-0485},
number = 8,
volume = 6,
place = {United States},
year = {2018},
month = {6}
}

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