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Title: Production and purification of crystallized levoglucosan from pyrolysis of lignocellulosic biomass

Abstract

Levoglucosan has significant potential in commercial applications for the synthesis of polymers, solvents and pharmaceuticals. It is currently overlooked for commercial applications due to its high cost of synthesis and purification. We have developed a system to produce pure crystals of levoglucosan based on the fast pyrolysis of lignocellulosic biomass. A novel bio-oil recovery system concentrated levoglucosan along with other anhydrosugars, sugars and phenolic compounds in a non-aqueous “heavy ends” fraction. Liquid–liquid water extraction separated sugar-rich solubilized carbohydrates from non-soluble phenolic compounds. The solubilized carbohydrate fraction, contaminated with partially soluble phenolic monomers, was filtered through Sepabeads SP207 adsorption resin to produce clarified juice. The composition of the clarified juice on a dry basis after resin filtration and rotary evaporation was 81.2% sugars, 4.45–4.60% volatile non-sugar, 1.71% carboxylic acids and 12.5–12.6% unidentified compounds, which was sufficiently pure to crystallize the sugars by evaporation. A cold solvent rinse of the crystal mass separated and purified levoglucosan from other sugars. Levoglucosan purity was 102.5% ± 3.109% at the 99% confidence level. Techno-economic analysis of a plant pyrolyzing 250 tonne per day of pretreated biomass to produce cellulosic sugars indicated a minimum selling price (MSP) for pure levoglucosan crystals of $1333 per MT, whichmore » is less than one-tenth its current average market price. Operating hours of the plant, fermentable syrup yield and fixed capital are the most significant parameters affecting MSP.« less

Authors:
ORCiD logo [1];  [2];  [2];  [1]; ORCiD logo [3]
  1. Bioeconomy Institute, Iowa State University, Ames, USA
  2. Department of Mechanical Engineering, Iowa State University, Ames, USA
  3. Bioeconomy Institute, Iowa State University, Ames, USA, Department of Mechanical Engineering
Publication Date:
Research Org.:
RAPID Manufacturing Institute, New York, NY (United States)
Sponsoring Org.:
USDOE Office of Energy Efficiency and Renewable Energy (EERE), Energy Efficiency Office. Advanced Manufacturing Office
OSTI Identifier:
1572133
Alternate Identifier(s):
OSTI ID: 1642392
Grant/Contract Number:  
EE0007888
Resource Type:
Published Article
Journal Name:
Green Chemistry
Additional Journal Information:
Journal Name: Green Chemistry Journal Volume: 21 Journal Issue: 21; Journal ID: ISSN 1463-9262
Publisher:
Royal Society of Chemistry
Country of Publication:
United Kingdom
Language:
English

Citation Formats

Rover, Marjorie R., Aui, Alvina, Wright, Mark Mba, Smith, Ryan G., and Brown, Robert C. Production and purification of crystallized levoglucosan from pyrolysis of lignocellulosic biomass. United Kingdom: N. p., 2019. Web. doi:10.1039/C9GC02461A.
Rover, Marjorie R., Aui, Alvina, Wright, Mark Mba, Smith, Ryan G., & Brown, Robert C. Production and purification of crystallized levoglucosan from pyrolysis of lignocellulosic biomass. United Kingdom. doi:10.1039/C9GC02461A.
Rover, Marjorie R., Aui, Alvina, Wright, Mark Mba, Smith, Ryan G., and Brown, Robert C. Mon . "Production and purification of crystallized levoglucosan from pyrolysis of lignocellulosic biomass". United Kingdom. doi:10.1039/C9GC02461A.
@article{osti_1572133,
title = {Production and purification of crystallized levoglucosan from pyrolysis of lignocellulosic biomass},
author = {Rover, Marjorie R. and Aui, Alvina and Wright, Mark Mba and Smith, Ryan G. and Brown, Robert C.},
abstractNote = {Levoglucosan has significant potential in commercial applications for the synthesis of polymers, solvents and pharmaceuticals. It is currently overlooked for commercial applications due to its high cost of synthesis and purification. We have developed a system to produce pure crystals of levoglucosan based on the fast pyrolysis of lignocellulosic biomass. A novel bio-oil recovery system concentrated levoglucosan along with other anhydrosugars, sugars and phenolic compounds in a non-aqueous “heavy ends” fraction. Liquid–liquid water extraction separated sugar-rich solubilized carbohydrates from non-soluble phenolic compounds. The solubilized carbohydrate fraction, contaminated with partially soluble phenolic monomers, was filtered through Sepabeads SP207 adsorption resin to produce clarified juice. The composition of the clarified juice on a dry basis after resin filtration and rotary evaporation was 81.2% sugars, 4.45–4.60% volatile non-sugar, 1.71% carboxylic acids and 12.5–12.6% unidentified compounds, which was sufficiently pure to crystallize the sugars by evaporation. A cold solvent rinse of the crystal mass separated and purified levoglucosan from other sugars. Levoglucosan purity was 102.5% ± 3.109% at the 99% confidence level. Techno-economic analysis of a plant pyrolyzing 250 tonne per day of pretreated biomass to produce cellulosic sugars indicated a minimum selling price (MSP) for pure levoglucosan crystals of $1333 per MT, which is less than one-tenth its current average market price. Operating hours of the plant, fermentable syrup yield and fixed capital are the most significant parameters affecting MSP.},
doi = {10.1039/C9GC02461A},
journal = {Green Chemistry},
number = 21,
volume = 21,
place = {United Kingdom},
year = {2019},
month = {10}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record
DOI: 10.1039/C9GC02461A

Citation Metrics:
Cited by: 5 works
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