Two-step conversion of Kraft lignin to nylon precursors under mild conditions

被引:36
作者
Zhou, Hui [1 ]
Wang, Hsin [1 ,2 ]
Perras, Frederic A. [1 ]
Naik, Pranjali [1 ,2 ]
Pruski, Marek [1 ,2 ]
Sadow, Aaron D. [1 ,2 ]
Slowing, Igor I. [1 ,2 ]
机构
[1] US DOE, Ames Lab, Ames, IA 50011 USA
[2] Iowa State Univ, Dept Chem, Ames, IA 50011 USA
关键词
LIGNOCELLULOSE FRACTIONATION; CATALYTIC FRACTIONATION; MONOMER PRODUCTION; ALCOHOL OXIDATION; MODEL COMPOUNDS; BOND-CLEAVAGE; HIGH-YIELD; IN-SITU; DEPOLYMERIZATION; HYDROGENOLYSIS;
D O I
10.1039/d0gc01220c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This study explores the valorization of Kraft lignin by conversion into nylon precursors in a two-step process. First, lignin was depolymerized in dilute alkaline aqueous solution under atmospheric N(2)at 200 degrees C to give guaiacol with high selectivity (>80%) with a total monomer production of 13% based on lignin input. Solution and solid state NMR analyses and reactions of model compounds indicated that depolymerization took placeviacleavage of beta-O-4 bonds in lignin. In the second step, lignin-derived guaiacol was selectively converted to the nylon precursors cyclohexanol/cyclohexanone (KA oil) using Ru/C catalyst under 1 bar H(2)and 150 degrees C. This two-step process constitutes a low-temperature and low-pressure pathway for producing value-added chemicals from lignin using water as the reaction solvent.
引用
收藏
页码:4676 / 4682
页数:7
相关论文
共 77 条
[1]   Reductive Catalytic Fractionation of Corn Stover Lignin [J].
Anderson, Eric M. ;
Katahira, Rui ;
Reed, Michelle ;
Resch, Michael G. ;
Karp, Eric M. ;
Beckham, Gregg T. ;
Roman-Leshkov, Yuriy .
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2016, 4 (12) :6940-6950
[2]  
[Anonymous], [No title captured]
[3]  
Bosch S. V., 2015, CHEM COMMUN, V51, P13158
[4]   Biomimetic degradation of lignin and lignin model compounds by synthetic anionic and cationic water soluble manganese and iron porphyrins [J].
Crestini, C ;
Saladino, R ;
Tagliatesta, P ;
Boschi, T .
BIOORGANIC & MEDICINAL CHEMISTRY, 1999, 7 (09) :1897-1905
[5]  
Crestini C, 2017, GREEN CHEM, V19, P4104, DOI [10.1039/C7GC01812F, 10.1039/c7gc01812f]
[6]   Alkaline Partial Wet Oxidation of Lignin for the Production of Carboxylic Acids [J].
Demesa, Abayneh G. ;
Laari, Arto ;
Turunen, Ilkka ;
Sillanpaa, Mika .
CHEMICAL ENGINEERING & TECHNOLOGY, 2015, 38 (12) :2270-2278
[7]   Combustion characteristics of different biomass fuels [J].
Demirbas, A .
PROGRESS IN ENERGY AND COMBUSTION SCIENCE, 2004, 30 (02) :219-230
[8]   Phenolic acetals from lignins of varying compositions via iron(III) triflate catalysed depolymerisation [J].
Deuss, Peter J. ;
Lancefield, Christopher S. ;
Narani, Anand ;
de Vries, Johannes G. ;
Westwood, Nicholas J. ;
Barta, Katalin .
GREEN CHEMISTRY, 2017, 19 (12) :2774-2782
[9]  
Ek M, 2009, PULPING CHEMISTRY AND TECHNOLOGY, P1
[10]   Characterization of milled wood lignin and ethanol organosolv lignin from miscanthus [J].
El Hage, Roland ;
Brosse, Nicolas ;
Chrusciel, Laurent ;
Sanchez, Christian ;
Sannigrahi, Poulomi ;
Ragauskas, Arthur .
POLYMER DEGRADATION AND STABILITY, 2009, 94 (10) :1632-1638