<p>Linoleic acid (LA) was investigated as an electron transfer catalyst in biomimetic lignin degradation with an electrolytic mediator system (EMS). Initial attempts of electro-oxidations of synthetic lignin, guaiacyl (G)-type dehydrogenation polymer (G-DHP), with LA alone at 0.8&#xa0;V and 1.8&#xa0;V, resulted in limited G-DHP conversion, suggesting that LA-mediated EMS is not effective when LA was used alone. Next, electro-oxidations of G-DHP with LA with O<sub>2</sub>-sparging as well as in the presence of co-catalysts, such as <i>p</i>-coumaric acid (PCA), tris(2,2′-bipyridine) iron(II) [Fe(bpy)<sub>3</sub>], and 1-hydroxybenzotriazole (HBT) were performed. The combined use of oxygen and co-catalysts appeared to be effective to promote G-DHP conversion. In particular, G-DHP conversion proceeded effectively in the electro-oxidation with LA/HBT at 0.6&#xa0;V, as demonstrated by structural analysis of the electrolysis residues using nuclear magnetic resonance. HBT was also found to be a vital mediator when used alone in the present system. Overall, the combined use of oxygen and co-catalysts was essential for the EMS oxidation with LA, as reported in laccase mediator system (LMS) oxidation with LA.</p>

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Electro-oxidation of synthetic lignin with linoleic acid and co-catalyst

  • Bing Xie,
  • Yuki Tobimatsu,
  • Toshiyuki Takano

摘要

Linoleic acid (LA) was investigated as an electron transfer catalyst in biomimetic lignin degradation with an electrolytic mediator system (EMS). Initial attempts of electro-oxidations of synthetic lignin, guaiacyl (G)-type dehydrogenation polymer (G-DHP), with LA alone at 0.8 V and 1.8 V, resulted in limited G-DHP conversion, suggesting that LA-mediated EMS is not effective when LA was used alone. Next, electro-oxidations of G-DHP with LA with O2-sparging as well as in the presence of co-catalysts, such as p-coumaric acid (PCA), tris(2,2′-bipyridine) iron(II) [Fe(bpy)3], and 1-hydroxybenzotriazole (HBT) were performed. The combined use of oxygen and co-catalysts appeared to be effective to promote G-DHP conversion. In particular, G-DHP conversion proceeded effectively in the electro-oxidation with LA/HBT at 0.6 V, as demonstrated by structural analysis of the electrolysis residues using nuclear magnetic resonance. HBT was also found to be a vital mediator when used alone in the present system. Overall, the combined use of oxygen and co-catalysts was essential for the EMS oxidation with LA, as reported in laccase mediator system (LMS) oxidation with LA.