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Pyrolysis reactions of various lignin model dimers
Authors:Haruo Kawamoto  Sunao Horigoshi  Shiro Saka
Institution:(1) Department of Socio-Environmental Energy Science, Graduate School of Energy Science, Kyoto University, Yoshida Hon-machi, Sakyo-ku, Kyoto 606-8501, Japan
Abstract:Primary pyrolysis reactions and relative reactivities for depolymerization and condensation/carbonization were evaluated for various lignin model dimers with α-O-4, β-O-4, β-1, and biphenyl substructures by characterizing the tetrahydrofuran (THF)-soluble and THF-insoluble fractions obtained after pyrolysis at 400°C. Reactivity was quite different depending on the model structure: depolymerization: α-O-4 phenolic (ph), nonphenolic (nonph)], β-O-4 (ph) > β-O-4 (nonph), β-1 (ph, nonph) > biphenyl (ph, nonph); condensation/carbonization: β-1 (ph) > β-O-4 (ph) > α-O-4 (ph) > β-O-4 (nonph), biphenyl (ph, nonph), α-O-4 (nonph), β-1 (nonph). Major degradation pathways were also identified for β-O-4 and β-1 model dimers: β-O-4 types: Cβ-O cleavage to form cinnamyl alcohols and phenols and Cγ-elimination yielding vinyl ethers; β-1 types: Cα-Cβ cleavage yielding benzaldehydes and styrenes and Cγ-elimination yielding stilbenes. Relative reactivities of these pathways were also quite different between phenolic and nonphenolic forms even in the same types; Cβ-O cleavage (β-O-4) and Cγ-elimination (β-1) were substantially enhanced in phenolic forms.
Keywords:Pyrolysis  Pyrolysis behavior  Lignin  Model compound  Degradation pathway
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