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. 2023 Jul 20;13(32):21945–21953. doi: 10.1039/d3ra01873c

Hansen solubility parameters, including dispersive interactions (δD), polar interactions (δP) and hydrogen bonds (δH), for lignin, vanillin, pure solvents, and solvent mixtures at the experimental condition in the design space. Values for lignin, vanillin and pure solvents were obtained from the literature.49 Values for other LMs were calculated by using the HSPiS software. RED = relative energy difference in relation to HSPs of lignin.

Compound(s) δ D (MPa1/2) δ P (MPa1/2) δ H (MPa1/2) RED Condition
Lignin 21.9 14.1 16.9 Ambient
Vanillin 19.4 9.8 11.2 0.6 Ambient
Syringaldehyde 19.4 10.5 12.2 0.6 Ambient
Vanillic acid 19.8 8.8 15.4 0.5 Ambient
Ferulic acid 19.3 8.4 15.8 0.6 Ambient
Coniferyl aldehyde 19.3 9.3 11.5 0.6 Ambient
Syringic acid 19.5 8.6 14.9 0.6 Ambient
Sinapaldehyde 19.1 8.9 11.4 0.7 Ambient
Ethanol 15.8 8.8 19.4 1.0 Ambient
Ethyl lactate 16.0 7.6 12.5 1.0 Ambient
Acetone 15.5 10.4 7.0 1.2 Ambient
Water 15.5 16.0 42.3 2.1 Ambient
CO2 13.2 4.9 5.4 1.7 25 °C, 350 bar
CO2/acetone/H2O (50/45/5, v/v/v) 12.9 7.4 7.4 1.6 60 °C, 350 bar
CO2/acetone (10/90, v/v) 14.8 9.6 6.7 1.3 40 °C, 350 bar
CO2/acetone (10/90, v/v) 13.6 8.9 6.1 1.5 80 °C, 350 bar
CO2/acetone (90/10, v/v) 12.7 5.3 5.3 1.7 40 °C, 350 bar
CO2/acetone (90/10, v/v) 10.4 4.9 4.7 2.0 80 °C, 350 bar
CO2/acetone/H2O (10/72/18, v/v/v) 14.9 10.6 12.9 1.1 40 °C, 350 bar
CO2/acetone/H2O (10/72/18, v/v/v) 13.7 9.9 12.2 1.3 80 °C, 350 bar
CO2/acetone/H2O (90/8/2, v/v/v) 12.7 5.4 6.0 1.7 40 °C, 350 bar
CO2/acetone/H2O (90/8/2, v/v/v) 10.4 5.0 5.4 2.0 80 °C, 350 bar