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. 2024 Sep 17;124(19):10701–10876. doi: 10.1021/acs.chemrev.4c00087

Table 27. Processes for the Catalytic Oxidation of Technical Lignins.

Entry Lignin Oxidant Catalyst Conditions Major product(s) Yields Ref
1 Enzymatic hydrolysis of steam explosion corn stalk O2 LaFe0.8Cu0.2O3/ LaMnO3 Aqueous NaOH, 120 °C, 30–120 min p-hydroxybenzaldehyde/vanillin, syringaldehyde Up to 2.5%/5.6 /11.5, respectively (471473)
2 Alkali lignin O2 MoPO/ CeO2 Aqueous NaOH, 150 °C, 3 h Vanillin 9% (495)
3 Wheat straw organosolv lignin 10% O2 in N2 CoFe (1:1) mixed oxides Water, 200 °C, 4 h Vanillin/syringaldehyde (17%/50% selectivity as part of the total monomers) 19.6% identified aromatic monomers (474)
4 Kraft lignin H2O2 CuMn mixed oxides (1:3) Aqueous NaOH, 180 °C, 60 min, 26 h p-hydroxybenzaldehyde /vanillin/vanillic acid /acetovanillone About 17% (475)
5 Softwood Kraft (Indulin AT) NaOCl TEMPO immobilized on iron magnetic beads Aqueous NaBr, 25 °C, 4 h Vanillin (78% selectivity) Up to 28.5% (476)
6 Milled softwood Kraft (Indulin AT) a) t-BuOOH a) TPPFeCl a) Phosphate buffer (pH = 3): MeCN 3:1, rt Methyl vanillate, 5-carbomethoxy-vanillate 10% (496)
b) H2O2 b) – b) HCOOH/H2O, 50 °C, 70 h
7 Acid milled alkali lignin Visible light TiO2 Water, 250 W/m2 light Vanillin, homovanillic acid, acetovanillone, guaiacol, and vanillic acid 22.8 wt% (480)
8 Kraft lignin (Indulin AT) O2 H3PMo12O40·xH2O 1:4 H2O:MeOH, 170 °C, 20 min Vanillin/methyl vanillate (70% of total mon.) 10% monomers (481)
9 Organosolv lignin O2 Au/CeO2 MeOH Vanillin/methyl vanillate/methyl syringate About 21 wt% (482)
10 Softwood Kraft (Indulin AT) O2 Au/Li-AlLDH a) DMF, 120 °C, 1 h Vanillin/vanillic acid Around 10% (483)
b) 0.1 M NaOH (aq.)
11 Sodium lignosulfonate Air Bu4NOH·30H2O, 120 °C, 43–70 h Vanillin/vanillic acid 6.5% (484)
12 Soda lignin Air Bu4NOH·30H2O, 120 °C, 43–70 h Vanillin/vanillic acid 6.7% (484)
13 Alkali lignin [Pro]2[MnCl4] Ethyl ammonium nitrate, 35 °C, 4 h Vanillin/acetovannillone 18–20% vanillin (485)
14 Alkali lignin O2 [HC4im]3PMo12O40 ([HC4im]HSO4) 80%, 150 °C, 5 h Complex mixture of phenolic monomers Up 15 wt% (486)
15 Beech organosolv lignin Air Mn(NO3)2 [EMIM][CF3SO3], 100 °C, 24 h Depending on the catalyst concentration, syringaldehyde or DMBQ as main product 11.5 wt% isolated yield of DMBQ (487)
16 Softwood Kraft (Indulin AT) Electric current Ni electrodes Aqueous NaOH, 160 °C Vanillin and acetovanillone Up to 7 wt% (497)
17 Lignosulfonate Electric current Ferrate Aqueous NaOH Vanillic acid 7.2 wt% (498)
18 Butanosolv lignin Electric current Lead/mercury electrodes Aqueous NaOH Phenolic carboxylic acids 23.5 wt% (494)
19 Spruce lignosulfonate Electric current Nickel mesh Aqueous NaOH Vanillin 9.6 wt% (493)
20 Bamboo lignin Electric current Cu and Pb/PbO2 electrode Aqueous NaOH Vanillin/syringaldehyde/p-coumaric acid 3.6/5.7/3.0 wt%, respectively (493)