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Table 2 Structures and isolations of DES lignin, and corresponding pyrolytic behaviors

From: A review on lignin pyrolysis: pyrolytic behavior, mechanism, and relevant upgrading for improving process efficiency

Raw material

DES synthesis

Isolation

Lignin

Lignin properties

Pyrolysis temperature

Pyrolytic property

Refs.

Yield

Major compositions in oils

Populus deltoides

DESs: ChCl coupled with urea and imidazole with molar ratio of 1:2 and 3:7, followed by heating at 60 °C until a homogeneous liquid formed

Lignin regenerated and purified from pretreated Populus by DESs (115/150 °C, 15 h) via ethanol/water (1:9, v:v)

Lyophilized lignin labeled as ChU-115 (26.4%), ChI-115 (27.0%), ChI-150 (12.1%)

ChU-115/ChI-115/ChI-150: G/S-type lignin with Mw = 2562–1544 g/mol, Ðe ≤ 1.60, ASL = 7.23/8.18/3.5%, AIL = 19.2/18.9/8.5%, total carbohydrates = 5.26/3.76/1.65%, aliphatic OH = 3.61/3.65/3.60 mmol/g, total phenolic OH = 1.18/0.94/1.28 mmol/g, COOH = 1.18/0.94/1.28 mmol/g, β-O-4 = 50.3/48.3/46.9%, β–β = 10.9/13.7/6.4%, β-5 = 5.5/2.5/2.8%, S/G = 1.38/1.42/2.27

RT-650 °Ca

600 °Cb—char (ChI-115 > ChI-150 > ChU-115)

650 °Ca: ChI-115, ChI-150, ChU-115 (phenol)

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Oil palm empty fruit bunch (EFB)

DESs: choline chloride/lactic acid (CC-LA) with molar ratio of 1:1 and 1:15, and choline chloride/formic acid (CC-FA) with molar ratio of 1:2, heated at 80 °C until homogeneous phase

Lignin isolated and purified from pretreated EFB using DESs (120 °C, 8 h) via ethanol/water (1:2, v:v)

DES-extracted lignin (DEEL) by LA/CC-LA (1:1)/CC-LA (1:15)/CC-FA

LA/CC-LA (1:1)/CC-LA (1:15)/CC-FA-Lignin: G/S/H-type lignin with lignin content = 75.15/78.89/80.64.85.84%, glucan = 1.42/1.94/0.00/1.39%, xylan = 5.94/0.62/1.02/0.00%, C = 52.87/52.50/53.89/47.86%, H = 5.78/5.39/5.17/5.44%, N = 0.00/1.36/0.77/2.48%, O = 41.98/40.00/38.80/42.83%, S = 0.49/0.75/1.37/1.40%, G (unit) = 13.97/29.79/49.91/35.65%, S (unit) = 83.85/64.78/50.09/62.01%, H (unit) = 2.18/5.43/0/2.34%, methoxy = 14.16/10.32/29.04/25.95%

RT-650 °Ca

900 °Cb—char (CC-FA > CC-LA 1:15 > CC-LA 1:1 > LA)

650 °Ca: LA, CC-LA (1:1), CC-LA (1:15), CC-FA (phenol)

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Commercial softwood lignin (SL)

DESs: ChCl/EG (CE), ZnCl2/EG (ZE), ChCl/Aa (CA) with the same molar ratio of 1:2 at 60 °C

Lignin treated by DESs at 120 °C for 2 h and collected by acid precipitation

CEL, ZEL, CAL

CAL/CEL/ZEL: G/H-type lignin with C = 63.05/63.11/62.95%, H = 5.85/6.15/6.02%, N = 0.13/0.13/0.13%, O = 30.04/29.48/29.93%, S = 0.49/0.75/1.37/1.40, HHV = 25.76/26.22/25.94 MJ/kg, H/Ceff = 0.38/0.45/0.42, Mw = 2650/2574/2529 g/mol, Mn = 1233/1238/1204 g/mol, Ðe = 2.15/2.08/2.10, β-O-4 = 2.9/1.7/0.3, β–β = 2.3/2.2/2.4, β-5 = 4.0/3.9/4.1, G-type OH = 2.23/2.16/2.05 mmol/g, C-type OH = 0.29/0.26/0.40 mmol/g, H-type OH = 0.06/0.11/0.05 mmol/g, condensed G-type OH = 2.15/2.12/2.14 mmol/g, aliphatic OH = 0.85/1.07/1.10 mmol/g, COOH = 0.65/0.54/0.46 mmol/g, methoxy = 4.02/3.76/3.45 mmol/g

RT-550 °Ca

900 °Ca-gas/oil/char: CEL, ZEL, CAL (15/35/50%)

550 °Ca: CEL (phenol, p-cresol, guaiacol, creosol), ZEL (creosol, catechol, guaiacol), CAL (guaiacol, creosol, catechol, toluene)

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Eucalyptus tenuifolia

DESs: choline chloride/formic acid (FDES) and choline chloride/lactic acid (ADES) with the same molar ratio of 1:10, heated at 60–80 °C until homogeneous phase

Raw material extracted by toluene/ethanol (2:1, v:v) for 6–8 h, followed by DESs treatment at 110 °C for 2, 4, 6 h, and lignin isolated and purified by acetone/water (7:3, v:v)

A2, A4, A6, F2, F4, F6

A2/A4/A6/F2/F4/F6: G/S-type lignin with glucan = 5.69/3.34/12.17/0/1.12/0.23%, xylan = 9.25/8.86/13.29/8.11/4.96/4.98%, galactan = 1.34/1.33/1.86/3.64/1.64/1.50%, C = 58.85/58.24/58.79/60.24/59.86/60.84%, H = 5.72/5.75/5.60/5.70/5.94/5.75%, N = 0.28/0.35/0.21/0.95/1.66/1.02%, O = 34.28/35.33/35.18/29.86/29.50/30.59%, methoxy = 23.15/22.86/21.57/23.25/23.50/22.50%

RT-800 °Cc

800 °Cb—char: F4 > A4

200–600 °Cc: products rich in aromatic structures, of which the functional groups are temperature-induced to form light gases, H2O, CO2 CO, and CH4

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  1. aPy-GC/MS
  2. bTG-DTG
  3. cTG-FTIR