Characterization of fractional cuts of co-solvent enhanced lignocellulosic fractionation lignin isolated by sequential precipitation

Meng, Xianzhi; Parikh, Aakash; Seemala, Bhogeswararao; Kumar, Rajeev; Pu, Yunqiao Joseph; Wyman, Charles E.; Cai, Charles M.; Ragauskas, Arthur J.

doi:10.1016/j.biortech.2018.09.130

Title: Characterization of fractional cuts of co-solvent enhanced lignocellulosic fractionation lignin isolated by sequential precipitation

Journal Article · 26 September 2018 · Bioresource Technology

DOI: https://doi.org/10.1016/j.biortech.2018.09.130 · OSTI ID:1489560

Meng, Xianzhi ^[1]; Parikh, Aakash ^[2]; Seemala, Bhogeswararao ^[2]; Kumar, Rajeev ^[2];

^[3]; Wyman, Charles E. ^[2]; Cai, Charles M. ^[2];

^[4]

Univ. of Tennessee, Knoxville, TN (United States)
Univ. of California, Riverside, CA (United States)
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Univ. of Tennessee, Knoxville, TN (United States); Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)

We report that lignin valorization is significantly hindered by the intrinsic heterogeneity of its complex structures and variability of biomass feedstocks. Fractionation of lignin can overcome these challenges by producing functionally distinct lignin cuts that can be further tailored to end products. Herein, lignin was extracted and depolymerized from poplar by the co-solvent enhanced lignocellulosic fractionation method with renewable THF to obtain CELF lignin. Several solvents were screened to separate soluble and insoluble fractions from the parent CELF lignin. The ethanol soluble portion was then fractionated into different molecular weight cuts via sequential precipitation of the lignin by reducing the concentration of THF. The physicochemical structures of different CELF lignin cuts were elucidated by GPC and NMR techniques. In conclusio, these results suggest that CELF lignin cuts with lower molecular weight contain progressively higher phenolic and carboxylic acid OH groups, which can be more suitable as green antioxidants than the parent lignin.

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Research Organization:: Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States); Univ. of California, Riverside, CA (United States)

Sponsoring Organization:: USDOE; USDOE Office of Energy Efficiency and Renewable Energy (EERE); USDOE Office of Energy Efficiency and Renewable Energy (EERE), Bioenergy Technologies Office (EE-3B); USDOE Office of Science (SC), Biological and Environmental Research (BER) (SC-23)

Grant/Contract Number:: AC05-00OR22725; EE0007006

OSTI ID:: 1489560

Journal Information:: Bioresource Technology, Journal Name: Bioresource Technology Journal Issue: C Vol. 272; ISSN 0960-8524

Publisher:: ElsevierCopyright Statement

Country of Publication:: United States

Language:: English

References (46)

Paving the Way for Lignin Valorisation: Recent Advances in Bioengineering, Biorefining and Catalysis Rinaldi, Roberto; Jastrzebski, Robin; Clough, Matthew T. Angewandte Chemie International Edition, Vol. 55, Issue 29 https://doi.org/10.1002/anie.201510351	journal	June 2016
Alcell® lignin solubility in ethanol–water mixtures Ni, Y.; Hu, Q. Journal of Applied Polymer Science, Vol. 57, Issue 12 https://doi.org/10.1002/app.1995.070571203	journal	September 1995
Miscanthus : a fast-growing crop for biofuels and chemicals production : A fast-growing crop for biofuels and chemicals production Brosse, Nicolas; Dufour, Anthony; Meng, Xianzhi Biofuels, Bioproducts and Biorefining, Vol. 6, Issue 5 https://doi.org/10.1002/bbb.1353	journal	July 2012
Bioconversion of hybrid poplar to ethanol and co-products using an organosolv fractionation process: Optimization of process yields Pan, Xuejun; Gilkes, Neil; Kadla, John Biotechnology and Bioengineering, Vol. 94, Issue 5, p. 851-861 https://doi.org/10.1002/bit.20905	journal	January 2006
Methanol Fractionation of Softwood Kraft Lignin: Impact on the Lignin Properties Saito, Tomonori; Perkins, Joshua H.; Vautard, Frederic ChemSusChem, Vol. 7, Issue 1 https://doi.org/10.1002/cssc.201300509	journal	November 2013
Polyurethanes from Alcell® lignin fractions obtained by sequential solvent extraction Vanderlaan, M. N.; Thring, R. W. Biomass and Bioenergy, Vol. 14, Issue 5-6 https://doi.org/10.1016/S0961-9534(97)10058-7	journal	May 1998
Ionic liquid pretreatment as emerging approaches for enhanced enzymatic hydrolysis of lignocellulosic biomass Elgharbawy, Amal A.; Alam, Md Zahangir; Moniruzzaman, Muhammad Biochemical Engineering Journal, Vol. 109 https://doi.org/10.1016/j.bej.2016.01.021	journal	May 2016
Characterization of lignin-rich residues remaining after continuous super-critical water hydrolysis of poplar wood (Populus albaglandulosa) for conversion to fermentable sugars Moon, Sun-Joo; Eom, In-Yong; Kim, Jae-Young Bioresource Technology, Vol. 102, Issue 10 https://doi.org/10.1016/j.biortech.2011.02.091	journal	May 2011
An efficient and economical process for lignin depolymerization in biomass-derived solvent tetrahydrofuran Long, Jinxing; Zhang, Qi; Wang, Tiejun Bioresource Technology, Vol. 154 https://doi.org/10.1016/j.biortech.2013.12.020	journal	February 2014
Advanced process for precipitation of lignin from ethanol organosolv spent liquors Schulze, Peter; Seidel-Morgenstern, Andreas; Lorenz, Heike Bioresource Technology, Vol. 199 https://doi.org/10.1016/j.biortech.2015.09.040	journal	January 2016
Valorization of bamboo by γ-valerolactone/acid/water to produce digestible cellulose, degraded sugars and lignin Li, Shu-Xian; Li, Ming-Fei; Yu, Ping Bioresource Technology, Vol. 230 https://doi.org/10.1016/j.biortech.2017.01.041	journal	April 2017
Bio-oil from fast pyrolysis of lignin: Effects of process and upgrading parameters Fan, Liangliang; Zhang, Yaning; Liu, Shiyu Bioresource Technology, Vol. 241 https://doi.org/10.1016/j.biortech.2017.05.129	journal	October 2017
Kraft lignin biorefinery: A perspective Hu, Jianjun; Zhang, Quanguo; Lee, Duu-Jong Bioresource Technology, Vol. 247 https://doi.org/10.1016/j.biortech.2017.08.169	journal	January 2018
Pretreatment of corn straw using the alkaline solution of ionic liquids Liu, Zhen; Li, Longfei; Liu, Cheng Bioresource Technology, Vol. 260 https://doi.org/10.1016/j.biortech.2018.03.117	journal	July 2018
Fractionation of enzymatic hydrolysis lignin by sequential extraction for enhancing antioxidant performance An, Liangliang; Wang, Guanhua; Jia, Hongyu International Journal of Biological Macromolecules, Vol. 99 https://doi.org/10.1016/j.ijbiomac.2017.03.015	journal	June 2017
Fractionation of lignin macromolecules by sequential organic solvents systems and their characterization for further valuable applications Park, Shin Young; Kim, Jae-Young; Youn, Hye Jung International Journal of Biological Macromolecules, Vol. 106 https://doi.org/10.1016/j.ijbiomac.2017.08.069	journal	January 2018
Aqueous acetone fractionation of kraft, organosolv and soda lignins Domínguez-Robles, Juan; Tamminen, Tarja; Liitiä, Tiina International Journal of Biological Macromolecules, Vol. 106 https://doi.org/10.1016/j.ijbiomac.2017.08.102	journal	January 2018
Structural characterization of technical lignins for the production of adhesives: Application to lignosulfonate, kraft, soda-anthraquinone, organosolv and ethanol process lignins Mansouri, Nour-Eddine El; Salvadó, Joan Industrial Crops and Products, Vol. 24, Issue 1 https://doi.org/10.1016/j.indcrop.2005.10.002	journal	July 2006
Fractionation and characterization of industrial lignins Li, Hui; McDonald, Armando G. Industrial Crops and Products, Vol. 62 https://doi.org/10.1016/j.indcrop.2014.08.013	journal	December 2014
Fractionation of five technical lignins by selective extraction in green solvents and characterisation of isolated fractions Boeriu, Carmen G.; Fiţigău, Firuţa I.; Gosselink, Richard J. A. Industrial Crops and Products, Vol. 62 https://doi.org/10.1016/j.indcrop.2014.09.019	journal	December 2014
Fractionation of wheat straw Dioxane lignin reveals molar mass dependent structural differences Zikeli, Florian; Ters, Thomas; Fackler, Karin Industrial Crops and Products, Vol. 91 https://doi.org/10.1016/j.indcrop.2016.07.014	journal	November 2016
Aqueous organic solvent fractionation as means to improve lignin homogeneity and purity Jääskeläinen, A. -S.; Liitiä, T.; Mikkelson, A. Industrial Crops and Products, Vol. 103 https://doi.org/10.1016/j.indcrop.2017.03.039	journal	September 2017
Fractionation and physico-chemical analysis of degraded lignins from the black liquor of Eucalyptus pellita KP-AQ pulping Yuan, Tong-Qi; He, Jing; Xu, Feng Polymer Degradation and Stability, Vol. 94, Issue 7 https://doi.org/10.1016/j.polymdegradstab.2009.03.019	journal	July 2009
Fractionation of Industrial Softwood Kraft Lignin: Solvent Selection as a Tool for Tailored Material Properties Passoni, Valeria; Scarica, Carmela; Levi, Marinella ACS Sustainable Chemistry & Engineering, Vol. 4, Issue 4 https://doi.org/10.1021/acssuschemeng.5b01722	journal	February 2016
Fractionation of Organosolv Lignin Using Acetone:Water and Properties of the Obtained Fractions Sadeghifar, Hasan; Wells, Tyrone; Le, Rosemary Khuu ACS Sustainable Chemistry & Engineering, Vol. 5, Issue 1 https://doi.org/10.1021/acssuschemeng.6b01955	journal	November 2016
Fast Fractionation of Technical Lignins by Organic Cosolvents Wang, Yun-Yan; Li, Mi; Wyman, Charles E. ACS Sustainable Chemistry & Engineering, Vol. 6, Issue 5 https://doi.org/10.1021/acssuschemeng.7b04546	journal	March 2018
Chemical Transformations of Poplar Lignin during Cosolvent Enhanced Lignocellulosic Fractionation Process Meng, Xianzhi; Parikh, Aakash; Seemala, Bhogeswararao ACS Sustainable Chemistry & Engineering, Vol. 6, Issue 7 https://doi.org/10.1021/acssuschemeng.8b01028	journal	May 2018
Hybrid Catalytic Biorefining of Hardwood Biomass to Methylated Furans and Depolymerized Technical Lignin Seemala, Bhogeswararao; Meng, Xianzhi; Parikh, Aakash ACS Sustainable Chemistry & Engineering, Vol. 6, Issue 8 https://doi.org/10.1021/acssuschemeng.8b01930	journal	June 2018
Lignin. 20. Associative interactions between kraft lignin components Sarkanen, Simo; Teller, David C.; Stevens, Clyde R. Macromolecules, Vol. 17, Issue 12 https://doi.org/10.1021/ma00142a022	journal	December 1984
Fractional Precipitation of Softwood Kraft Lignin: Isolation of Narrow Fractions Common to a Variety of Lignins Cui, Chengzhong; Sun, Runkun; Argyropoulos, Dimitris S. ACS Sustainable Chemistry & Engineering, Vol. 2, Issue 4 https://doi.org/10.1021/sc400545d	journal	February 2014
Coupling metal halides with a co-solvent to produce furfural and 5-HMF at high yields directly from lignocellulosic biomass as an integrated biofuels strategy Cai, Charles M.; Nagane, Nikhil; Kumar, Rajeev Green Chem., Vol. 16, Issue 8 https://doi.org/10.1039/C4GC00747F	journal	January 2014
Cosolvent pretreatment in cellulosic biofuel production: effect of tetrahydrofuran-water on lignin structure and dynamics Smith, Micholas Dean; Mostofian, Barmak; Cheng, Xiaolin Green Chemistry, Vol. 18, Issue 5 https://doi.org/10.1039/C5GC01952D	journal	January 2016
CELF pretreatment of corn stover boosts ethanol titers and yields from high solids SSF with low enzyme loadings Nguyen, Thanh Yen; Cai, Charles M.; Osman, Omar Green Chemistry, Vol. 18, Issue 6 https://doi.org/10.1039/C5GC01977J	journal	January 2016
A mild biomass pretreatment using γ-valerolactone for concentrated sugar production Shuai, Li; Questell-Santiago, Ydna M.; Luterbacher, Jeremy S. Green Chemistry, Vol. 18, Issue 4 https://doi.org/10.1039/C5GC02489G	journal	January 2016
Temperature-dependent phase behaviour of tetrahydrofuran–water alters solubilization of xylan to improve co-production of furfurals from lignocellulosic biomass Smith, Micholas Dean; Cai, Charles M.; Cheng, Xiaolin Green Chemistry, Vol. 20, Issue 7 https://doi.org/10.1039/C7GC03608F	journal	January 2018
Application of quantitative 31P NMR in biomass lignin and biofuel precursors characterization Pu, Yunqiao; Cao, Shilin; Ragauskas, Arthur J. Energy & Environmental Science, Vol. 4, Issue 9 https://doi.org/10.1039/c1ee01201k	journal	January 2011
THF co-solvent enhances hydrocarbon fuel precursor yields from lignocellulosic biomass Cai, Charles M.; Zhang, Taiying; Kumar, Rajeev Green Chemistry, Vol. 15, Issue 11 https://doi.org/10.1039/c3gc41214h	journal	January 2013
Overcoming factors limiting high-solids fermentation of lignocellulosic biomass to ethanol Nguyen, Thanh Yen; Cai, Charles M.; Kumar, Rajeev Proceedings of the National Academy of Sciences, Vol. 114, Issue 44 https://doi.org/10.1073/pnas.1704652114	journal	October 2017
Characterization of Fermentation Residues from the Production of Bio-Ethanol from Lignocellulosic Feedstocks Sannigrahi, Poulomi; Ragauskas, Arthur J. Journal of Biobased Materials and Bioenergy, Vol. 5, Issue 4 https://doi.org/10.1166/jbmb.2011.1170	journal	December 2011
Esterified lignins from Pinus caribaea as bentonite-dispersing agents Delgado, Nacarid; Ysambertt, Fredy; Ochoa, Raúl Clay Minerals, Vol. 53, Issue 1 https://doi.org/10.1180/clm.2018.3	journal	March 2018
Solvent screening for the fractionation of industrial kraft lignin Duval, Antoine; Vilaplana, Francisco; Crestini, Claudia Holzforschung, Vol. 70, Issue 1 https://doi.org/10.1515/hf-2014-0346	journal	January 2016
Properties and Potential Utilization of Industrial Eucalyptus Soda/Anthraquinone Lignin - Part I. Isolation, Identification and Origin of the Low Molecular Mass Lignin Fragments Present in an Industrial Soda/Anthraquinone Spent Pulping Liquor van der Klashorst, G. H.; Strauss, H. F. Holzforschung, Vol. 41, Issue 2 https://doi.org/10.1515/hfsg.1987.41.2.123	journal	January 1987
Fractionation of Kraft Lignin by Successive Extraction with Organic Solvents. III. Fractionation of Kraft Lignin from Birch Mörck, Roland; Reimann, Anders; Kringstad, Knut P. Holzforschung, Vol. 42, Issue 2 https://doi.org/10.1515/hfsg.1988.42.2.111	journal	January 1988
Application of Solubility Parameter Theory to Organosolv Extraction of Lignin from Enzymatically Hydrolyzed Cornstalks Ye, Yueyuan; Liu, Yunquan; Chang, Jie BioResources, Vol. 9, Issue 2 https://doi.org/10.15376/biores.9.2.3417-3427	journal	February 2014
Carbohydrate-free and highly soluble softwood kraft lignin fractions by aqueous acetone evaporation fractionation Jääskeläinen, Anna-Stiina; Keyriläinen, Pia Willberg; Liitiä, Tiina Nordic Pulp & Paper Research Journal, Vol. 32, Issue 4 https://doi.org/10.3183/npprj-2017-32-04_p485-492_jaaskelainen	journal	December 2017
Molecular Characteristics of Kraft-AQ Pulping Lignin Fractionated by Sequential Organic Solvent Extraction Wang, Kun; Xu, Feng; Sun, Runcang International Journal of Molecular Sciences, Vol. 11, Issue 8 https://doi.org/10.3390/ijms11082988	journal	August 2010

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Title: Characterization of fractional cuts of co-solvent enhanced lignocellulosic fractionation lignin isolated by sequential precipitation

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