Catalytic Production of Value-Added Chemicals and Liquid Fuels from Lignocellulosic Biomass
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Huber, 2006, Synthesis of transportation fuels from biomass: chemistry, catalysts, and engineering, Chem. Rev., 106, 4044, 10.1021/cr068360d
Corma, 2007, Chemical routes for the transformation of biomass into chemicals, Chem. Rev., 107, 2411, 10.1021/cr050989d
Zhang, 2017, Catalytic transformation of lignocellulose into chemicals and fuel products in ionic liquids, Chem. Rev., 117, 6834, 10.1021/acs.chemrev.6b00457
Zhou, 2011, Catalytic conversion of lignocellulosic biomass to fine chemicals and fuels, Chem. Soc. Rev., 40, 5588, 10.1039/c1cs15124j
Wang, 2015, Recent advances in the catalytic production of glucose from lignocellulosic biomass, Green Chem., 17, 737, 10.1039/C4GC02034K
Van Putten, 2013, Hydroxymethylfurfural, a versatile platform chemical made from renewable resources, Chem. Rev., 113, 1499, 10.1021/cr300182k
Mariscal, 2016, Furfural: a renewable and versatile platform molecule for the synthesis of chemicals and fuels, Energy Environ. Sci., 9, 1144, 10.1039/C5EE02666K
Ji, 2008, Direct catalytic conversion of cellulose into ethylene glycol using nickel-promoted tungsten carbide catalysts, Angew. Chem. Int. Ed., 47, 8510, 10.1002/anie.200803233
Op de Beeck, 2015, Direct catalytic conversion of cellulose to liquid straight-chain alkanes, Energy Environ. Sci., 8, 230, 10.1039/C4EE01523A
Li, 2015, Catalytic transformation of lignin for the production of chemicals and fuels, Chem. Rev., 115, 11559, 10.1021/acs.chemrev.5b00155
Schutyser, 2018, Chemicals from lignin: an interplay of lignocellulose fractionation, depolymerisation, and upgrading, Chem. Soc. Rev., 47, 852, 10.1039/C7CS00566K
Shuai, 2016, Formaldehyde stabilization facilitates lignin monomer production during biomass depolymerization, Science, 354, 329, 10.1126/science.aaf7810
Sun, 2018, Bright side of lignin depolymerization: toward new platform chemicals, Chem. Rev., 118, 614, 10.1021/acs.chemrev.7b00588
Hu, 2015, Chemocatalytic hydrolysis of cellulose into glucose over solid acid catalysts, Appl. Catal. B, 174–175, 225, 10.1016/j.apcatb.2015.03.003
Luterbacher, 2014, Nonenzymatic sugar production from biomass using biomass-derived gamma-valerolactone, Science, 343, 277, 10.1126/science.1246748
Zhao, 2007, Metal chlorides in ionic liquid solvents convert sugars to 5-hydroxymethylfurfural, Science, 316, 1597, 10.1126/science.1141199
Hu, 2009, Efficient conversion of glucose into 5-hydroxymethylfurfural catalyzed by a common Lewis acid SnCl4 in an ionic liquid, Green Chem., 11, 1746, 10.1039/b914601f
Mellmer, 2014, Effects of gamma-valerolactone in hydrolysis of lignocellulosic biomass to monosaccharides, Green Chem., 16, 4659, 10.1039/C4GC01768D
Shuai, 2016, A mild biomass pretreatment using gamma-valerolactone for concentrated sugar production, Green Chem., 18, 937, 10.1039/C5GC02489G
To, 2015, Weak-acid sites catalyze the hydrolysis of crystalline cellulose to glucose in water: importance of post-synthetic functionalization of the carbon surface, Angew. Chem. Int. Ed., 54, 11050, 10.1002/anie.201504865
Meine, 2012, Solvent-free catalytic depolymerization of cellulose to water-soluble oligosaccharides, ChemSusChem, 5, 1449, 10.1002/cssc.201100770
Hammerer, 2018, Solvent-free enzyme activity: quick, high-yielding mechanoenzymatic hydrolysis of cellulose into glucose, Angew. Chem. Int. Ed., 57, 2621, 10.1002/anie.201711643
Román-Leshkov, 2006, Phase modifiers promote efficient production of hydroxymethylfurfural from fructose, Science, 312, 1933, 10.1126/science.1126337
Shimizu, 2009, Enhanced production of hydroxymethylfurfural from fructose with solid acid catalysts by simple water removal methods, Catal. Commun., 10, 1849, 10.1016/j.catcom.2009.06.012
Ren, 2017, Performance of dimethyl sulfoxide and Brønsted acid catalysts in fructose conversion to 5-hydroxymethylfurfural, ACS Catal., 7, 2199, 10.1021/acscatal.6b01802
Saha, 2014, Advances in 5-hydroxymethylfurfural production from biomass in biphasic solvents, Green Chem., 16, 24, 10.1039/C3GC41324A
Wang, 2013, High yield production and purification of 5-hydroxymethylfurfural, AIChE J., 59, 2558, 10.1002/aic.14019
Wang, 2012, Direct conversion of carbohydrates to 5-hydroxymethylfurfural using Sn-Mont catalyst, Green Chem., 14, 2506, 10.1039/c2gc35699f
Hou, 2018, Tin phosphate as a heterogeneous catalyst for efficient dehydration of glucose into 5-hydroxymethylfurfural in ionic liquid, Appl. Catal. B, 224, 183, 10.1016/j.apcatb.2017.09.049
Zhang, 2015, Direct conversion of biomass-derived carbohydrates to 5-hydroxymethylfurural over water-tolerant niobium-based catalysts, Fuel, 139, 301, 10.1016/j.fuel.2014.08.047
Kreissl, 2016, Niobium oxides: correlation of acidity with structure and catalytic performance in sucrose conversion to 5-hydroxymethylfurfural, J. Catal., 338, 329, 10.1016/j.jcat.2016.03.007
Kreissl, 2017, Structural studies of bulk to nanosize niobium oxides with correlation to their acidity, J. Am. Chem. Soc., 139, 12670, 10.1021/jacs.7b06856
Li, 2017, Comprehensive understanding of the role of Brønsted and Lewis acid sites in glucose conversion into 5-hydromethylfurfural, ChemCatChem, 9, 2739, 10.1002/cctc.201601203
Gupta, 2017, Amorphous Nb2O5 as a selective and reusable catalyst for furfural production from xylose in biphasic water and toluene, ACS Catal., 7, 2430, 10.1021/acscatal.6b03682
Mellmer, 2014, Solvent effects in acid-catalyzed biomass conversion reactions, Angew. Chem. Int. Ed., 53, 11872, 10.1002/anie.201408359
Mellmer, 2018, Solvent-enabled control of reactivity for liquid-phase reactions of biomass-derived compounds, Nat. Catal, 1, 199, 10.1038/s41929-018-0027-3
Binder, 2009, Simple chemical transformation of lignocellulosic biomass into furans for fuels and chemicals, J. Am. Chem. Soc., 131, 1979, 10.1021/ja808537j
Li, 2018, Acid-free conversion of cellulose to 5-hydroxymethylfurfural catalyzed by hot seawater, Ind. Eng. Chem. Res., 57, 3545, 10.1021/acs.iecr.8b00443
Guo, 2018, Catalytic transformation of lignocellulosic biomass into arenes, 5-hydroxymethylfurfural, and furfural, ChemSusChem, 11, 2758, 10.1002/cssc.201800967
Kang, 2018, From lignocellulosic biomass to levulinic acid: a review on acid-catalyzed hydrolysis, Renew. Sustain. Energy Rev., 94, 340, 10.1016/j.rser.2018.06.016
Chen, 2018, How catalysts and experimental conditions determine the selective hydroconversion of furfural and 5-hydroxymethylfurfural, Chem. Rev., 118, 11023, 10.1021/acs.chemrev.8b00134
Ding, 2015, Production of methyl levulinate from cellulose: selectivity and mechanism study, Green Chem., 17, 4037, 10.1039/C5GC00440C
Weingarten, 2012, Production of levulinic acid from cellulose by hydrothermal decomposition combined with aqueous phase dehydration with a solid acid catalyst, Energy Environ. Sci., 5, 7559, 10.1039/c2ee21593d
Ding, 2014, High-yield production of levulinic acid from cellulose and its upgrading to gamma-valerolactone, Green Chem., 16, 3846, 10.1039/C4GC00737A
Xiao, 2016, Conversion of levulinic acid to gamma-valerolactone over few-Layer graphene-supported ruthenium catalysts, ACS Catal, 6, 593, 10.1021/acscatal.5b02673
Luo, 2015, High performing and stable supported nano-alloys for the catalytic hydrogenation of levulinic acid to gamma-valerolactone, Nat. Commun., 6, 6540, 10.1038/ncomms7540
Du, 2011, Hydrogen-independent reductive transformation of carbohydrate biomass into gamma-valerolactone and pyrrolidone derivatives with supported gold catalysts, Angew. Chem. Int. Ed., 50, 7815, 10.1002/anie.201100102
Zhu, 2016, Integrated Conversion of Hemicellulose and furfural into gamma-valerolactone over Au/ZrO2 Catalyst Combined with ZSM-5, ACS Catal., 6, 2035, 10.1021/acscatal.5b02882
Bui, 2013, Domino reaction catalyzed by zeolites with Brønsted and Lewis acid sites for the production of γ-valerolactone from furfural, Angew. Chem. Int. Ed., 52, 8022, 10.1002/anie.201302575
Motagamwala, 2018, Toward biomass-derived renewable plastics: production of 2,5-furandicarboxylic acid from fructose, Sci. Adv., 4, eaap9722, 10.1126/sciadv.aap9722
Casanova, 2009, Biomass into chemicals: aerobic oxidation of 5-hydroxymethyl-2-furfural into 2,5-furandicarboxylic acid with gold nanoparticle catalysts, ChemSusChem, 2, 1138, 10.1002/cssc.200900137
Gupta, 2011, Hydrotalcite-supported gold-nanoparticle-catalyzed highly efficient base-free aqueous oxidation of 5-hydroxymethylfurfural into 2,5-furandicarboxylic acid under atmospheric oxygen pressure, Green Chem., 13, 824, 10.1039/c0gc00911c
Han, 2016, Base-free aerobic oxidation of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid over a Pt/C-O-Mg catalyst, Green Chem., 18, 1597, 10.1039/C5GC02114F
Zhang, 2015, Recent advances in the catalytic synthesis of 2, 5-furandicarboxylic acid and its derivatives, ACS Catal., 5, 6529, 10.1021/acscatal.5b01491
Han, 2017, Selective oxidation of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid over MnOx-CeO2 composite catalysts, Green Chem., 19, 996, 10.1039/C6GC03304K
Hayashi, 2019, Effect of MnO2 crystal structure on aerobic oxidation of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid, J. Am. Chem. Soc., 141, 890, 10.1021/jacs.8b09917
Van de Vyver, 2015, Metalloenzyme-like zeolites as Lewis acid catalysts for C-C Bond formation, Angew. Chem. Int. Ed, 54, 12554, 10.1002/anie.201503701
Song, 2019, Production of terephthalic acid from corn stover lignin, Angew. Chem. Int. Ed., 58, 4934, 10.1002/anie.201814284
Xi, 2014, Production of ethylene glycol and its monoether derivative from cellulose, ACS Sustainable Chem. Eng, 2, 2355, 10.1021/sc500380c
Koso, 2009, Chemoselective hydrogenolysis of tetrahydrofurfuryl alcohol to 1,5-pentanediol, Chem. Commun, 15, 2035, 10.1039/b822942b
Xu, 2011, Direct catalytic conversion of furfural to 1,5-pentanediol by hydrogenolysis of the furan ring under mild conditions over Pt/Co2AlO4 catalyst, Chem. Commun, 47, 3924, 10.1039/c0cc05775d
Zhang, 2012, Selective conversion of furfuryl alcohol to 1,2-pentanediol over a Ru/MnOx catalyst in aqueous phase, Green Chem., 14, 3402, 10.1039/c2gc36270h
Ma, 2017, The critical role of water in the ring opening of furfural alcohol to 1,2-pentanediol, ACS Catal., 7, 333, 10.1021/acscatal.6b02845
Tong, 2018, The critical role of CeO2 crystal-plane in controlling Pt chemical states on the hydrogenolysis of furfuryl alcohol to 1,2-pentanediol, J. Catal., 365, 420, 10.1016/j.jcat.2018.07.023
Tang, 2017, Chemoselective hydrogenation of biomass derived 5-hydroxymethylfurfural to diols: key intermediates for sustainable chemicals, materials and fuels, Renew. Sustain. Energy Rev., 77, 287, 10.1016/j.rser.2017.04.013
Verboekend, 2016, Alkylphenols to phenol and olefins by zeolite catalysis: a pathway to valorize raw and fossilized lignocellulose, Green Chem., 18, 297, 10.1039/C5GC01868D
Mao, 2017, Anatase TiO2 activated by gold nanoparticles for selective hydrodeoxygenation of guaiacol to phenolics, ACS Catal., 7, 695, 10.1021/acscatal.6b02368
Zhang, 2018, Single-step conversion of lignin monomers to phenol: bridging the gap between lignin and high-value chemicals, Chin. J. Catal., 39, 1445, 10.1016/S1872-2067(18)63132-8
Shao, 2017, Selective production of arenes via direct lignin upgrading over a niobium-based catalyst, Nat. Commun., 8, 16104, 10.1038/ncomms16104
Li, 2018, Selective catalytic tailoring of the H unit in herbaceous lignin for methyl p-hydroxycinnamate production over metal-based ionic liquids, Green Chem., 20, 3743, 10.1039/C8GC01252K
Huang, 2018, Selective production of biobased phenol from lignocellulose-derived Alkylmethoxyphenols, ACS Catal., 8, 11184, 10.1021/acscatal.8b03430
Mei, 2017, Selective utilization of the methoxy group in lignin to produce acetic acid, Angew. Chem. Int. Ed., 56, 14868, 10.1002/anie.201706846
Mei, 2019, Selective utilization of methoxy groups in lignin for N-methylation reaction of anilines, Chem. Sci., 10, 1082, 10.1039/C8SC03006E
Teng, 2016, Catalytic fractionation of raw biomass to biochemicals and organosolv lignin in a methyl isobutyl ketone/H2O biphasic system, ACS Sustainable Chem. Eng., 4, 2020, 10.1021/acssuschemeng.5b01338
Han, 2019, Catalytic conversion of lignocellulosic biomass into hydrocarbons: a mini review, Catal. Today, 319, 2, 10.1016/j.cattod.2018.05.013
Wu, 2016, Production of fuels and chemicals from biomass: condensation reactions and beyond, Chem, 1, 32, 10.1016/j.chempr.2016.05.002
Li, 2018, Carbon-Increasing catalytic strategies for upgrading biomass into energy-intensive fuels and chemicals, ACS Catal., 8, 148, 10.1021/acscatal.7b02577
Huber, 2005, Production of liquid alkanes by aqueous-phase processing of biomass-derived carbohydrates, Science, 308, 1446, 10.1126/science.1111166
Xia, 2014, .Pd/NbOPO 4 Multifunctional catalyst for the direct production of liquid alkanes from aldol adducts of furans, Angew. Chem. Int. Ed., 53, 9755, 10.1002/anie.201403440
Jing, 2017, Production of low-freezing-point highly branched alkanes through Michael addition, ChemSusChem, 10, 4817, 10.1002/cssc.201701789
Corma, 2011, Production of high-quality diesel from biomass waste products, Angew. Chem. Int. Ed., 50, 2375, 10.1002/anie.201007508
Dutta, 2017, Solventless C-C coupling of low carbon furanics to high carbon fuel precursors using an improved graphene oxide carbocatalyst, ACS Catal., 7, 3905, 10.1021/acscatal.6b03113
Li, 2012, Synthesis of high-quality diesel with furfural and 2-methylfuran from hemicellulose, ChemSusChem, 5, 1958, 10.1002/cssc.201200228
Jing, 2018, Robinson Annulation-directed synthesis of jet-fuel-ranged alkylcyclohexanes from biomass-derived Chemicals, ACS Catal., 8, 3280, 10.1021/acscatal.8b00071
West, 2008, Liquid alkanes with targeted molecular weights from biomass-derived carbohydrates, ChemSusChem, 1, 417, 10.1002/cssc.200800001
Xue, 2018, Contribution of different NbOx species in the hydrodeoxygenation of 2,5-dimethyltetrahydrofuran to hexane, ACS Sustainable Chem. Eng., 6, 13107, 10.1021/acssuschemeng.8b02648
Shao, 2015, Pd/Nb2O5/SiO2 catalyst for the direct hydrodeoxygenation of biomass-related compounds to liquid alkanes under mild conditions, ChemSusChem, 8, 1761, 10.1002/cssc.201500053
Sutton, 2013, The hydrodeoxygenation of bioderived furans into alkanes, Nat. Chem., 5, 428, 10.1038/nchem.1609
Jongerius, 2013, Liquid-phase reforming and hydrodeoxygenation as a two-step route to aromatics from lignin, Green Chem., 15, 3049, 10.1039/c3gc41150h
Dong, 2018, Size-dependent catalytic performance of ruthenium nanoparticles in the hydrogenolysis of a beta-O-4 lignin model compound, Catal. Sci. Technol., 8, 735, 10.1039/C7CY02014G
Sun, 2018, Complete lignocellulose conversion with integrated catalyst recycling yielding valuable aromatics and fuels, Nat. Catal., 1, 82, 10.1038/s41929-017-0007-z
Van den Bosch, 2015, Reductive lignocellulose fractionation into soluble lignin-derived phenolic monomers and dimers and processable carbohydrate pulps, Energy Environ. Sci., 8, 1748, 10.1039/C5EE00204D
Wu, 2018, Solar energy-driven lignin-first approach to full utilization of lignocellulosic biomass under mild conditions, Nat. Catal., 1, 772, 10.1038/s41929-018-0148-8
Li, 2012, One-pot catalytic hydrocracking of raw woody biomass into chemicals over supported carbide catalysts: simultaneous conversion of cellulose, hemicellulose and lignin, Energy Environ. Sci., 5, 6383, 10.1039/C1EE02684D
Matson, 2011, One-pot catalytic conversion of cellulose and of woody biomass solids to liquid fuels, J. Am. Chem. Soc., 133, 14090, 10.1021/ja205436c
Li, 2018, One-pot catalytic transformation of lignocellulosic biomass into alkylcyclohexanes and polyols, ACS Sustainable Chem. Eng., 6, 4390, 10.1021/acssuschemeng.8b00012
Liu, 2015, One-pot catalytic conversion of raw lignocellulosic biomass into gasoline alkanes and chemicals over LiTaMoO6 and Ru/C in aqueous phosphoric acid, ACS Sustainable Chem. Eng., 3, 1745, 10.1021/acssuschemeng.5b00256
Xia, 2016, Direct hydrodeoxygenation of raw woody biomass into liquid alkanes, Nat. Commun., 7, 11162, 10.1038/ncomms11162