Isolation, Characterization, and Depolymerization of L-Cysteine Substituted Eucalyptus Lignin

Shi, Lanlan; Zhang, Tanhao; Zhou, Xin; Yao, Lu; Yang, Linjie; Yue, Fengxia; Lan, Wu; Lu, Fachuang

doi:10.1002/gch2.202100130

Isolation, Characterization, and Depolymerization of L-Cysteine Substituted Eucalyptus Lignin

Journal Article · Wed Mar 02 23:00:00 EST 2022 · Global Challenges

DOI:https://doi.org/10.1002/gch2.202100130· OSTI ID:1904385

Shi, Lanlan ^[1]; Zhang, Tanhao ^[2]; Zhou, Xin ^[2]; Yao, Lu ^[2]; Yang, Linjie ^[2]; ^[2]; Lan, Wu ^[2]; Lu, Fachuang ^[3]

South China Univ. of Technology (SCUT), Guangzhou (China); OSTI
South China Univ. of Technology (SCUT), Guangzhou (China)
South China Univ. of Technology (SCUT), Guangzhou (China); Univ. of Wisconsin, Madison, WI (United States)

Lignin condensation reactions are hard to avoid or control during separation, which is a deterrent to lignin isolation and post-conversation, especially for the full utilization of lignocelluloses. Selective protection of β-aryl ether linkages in the isolation process is crucial to lignin valorization. Herein, a two-step acid/alkali separation method assisted with l-cysteine for eucalyptus lignin separation is developed, and the isolated L-cysteine lignins (LCLs) are comprehensively characterized by 2D NMR, ³¹P NMR, thioacidolysis, etc. Compared to the two-step control treatment, a much higher β-O-4 content is preserved without reducing the separation efficiency assisted by L-cysteine, which is also significantly higher than alkali lignin and kraft lignin. The results of hydrogenolysis show that LCLs generate a much higher monomer yield than that of control sample. Structural analysis of LCLs suggests that lignin condensation reaction, to some extent, is suppressed by adding L-cysteine during the two-step acid/alkali separation. Further, mechanistic studies using dimeric model compound reveals that L-cysteine may be the α-carbon protective agent in the two-step separation. The role of L-cysteine in the two-step lignin isolation method provides novel insights to the selective fractionation of lignin from biomass, especially for the full valorization of lignocellulosic biomass.

View Accepted Manuscript (DOE)

Research Organization:: Univ. of Wisconsin, Madison, WI (United States)

Sponsoring Organization:: USDOE Office of Science (SC)

Grant/Contract Number:: SC0018409

OSTI ID:: 1904385

Journal Information:: Global Challenges, Journal Name: Global Challenges Journal Issue: 4 Vol. 6; ISSN 2056-6646

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

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