Sulfonation of Hydroxymethylated Lignin and Its Application

Journal of Bioresources and Bioproducts - Tập 4 - Trang 80-88 - 2019
Weijue Gao1, John P.W. Inwood1, Pedram Fatehi1
1Department of Chemical Engineering and Green Processes Research Centre, Lakehead University, 955 Oliver Road, Thunder Bay P7B5E1, Canada

Tài liệu tham khảo

Alonso, 2005, Modification of ammonium lignosulfonate by phenolation for use in phenolic resins, Bioresource Technology, 96, 1013, 10.1016/j.biortech.2004.09.009 Arevalo-Gallegos, 2017, Ligno-cellulose: a sustainable material to produce value-added products with a zero waste approach: a review, International Journal of Biological Macromolecules, 99, 308, 10.1016/j.ijbiomac.2017.02.097 Aro, 2017, Production and application of lignosul-fonates and sulfonated lignin, ChemSusChem, 10, 1861, 10.1002/cssc.201700082 Benar, 1999, Eucalyptus organosolv lignins: study of the hydroxymethylation and use in resols, Bioresource Technology, 68, 11, 10.1016/S0960-8524(98)00076-5 Bleischwitz, 2009, Conclusions [M], 338 Cerfontain, 1985, Aromatic sulphonation. Part 91. The sulphonation of anisole, phenol, phenyl methanesulphonate, potassium phenyl sulphate, and a series of methyl-, bromo-, and chloro-substituted anisoles and phenols in concentrated aqueous sulphuric acid, Journal of the Chemical Society, Perkin Transactions, 2, 659, 10.1039/p29850000659 Doherty, 2011, Value-adding to cellulosic ethanol: lignin polymers, Industrial Crops and Products, 33, 259, 10.1016/j.indcrop.2010.10.022 Fang, 2010, Synthesis of lignin-base cationic flocculant and its application in removing anionic azo-dyes from simulated wastewater, Bioresource Technology, 101, 7323, 10.1016/j.biortech.2010.04.094 Fatehi, 2013, Adsorption of lignocelluloses of pre-hydrolysis liquor on calcium carbonate to induce functional filler, Carbohydrate Polymers, 94, 531, 10.1016/j.carbpol.2013.01.081 Fatehi, 2010, Improving the strength of old corrugated carton pulp (OCC) using a dry strength additive, Appita Journal, 63, 364 Gao, 2019, Sulfonation of phenolated kraft lignin to produce water soluble products, Journal of Wood Chemistry and Technology, 1 Gellerstedt, 2015, Softwood kraft lignin: raw material for the future, Industrial Crops and Products, 77, 845, 10.1016/j.indcrop.2015.09.040 Gierer, 1964, The reactions of lignin during sulphate cooking. Part V. model experiments on the splitting of aryl-alkyl ether linkages by 2N sodium hydroxide and by white liquor, Acta Chemica Scandinavica, 18, 1469, 10.3891/acta.chem.scand.18-1469 Gierer, 1977, Studies on the condensation of lignins in alkaline media. Part II. The formation of stilbene and arylcoumaran structures through neighbouring group participation reactions, Canadian Journal of Chemistry, 55, 593, 10.1139/v77-084 Goncalves, 2001, Hydroxymethylation and oxidation of Organosolv lignins and utilization of the products, Bioresource Technology, 79, 103, 10.1016/S0960-8524(01)00056-6 Gosselink, 2004, Analytical protocols for characterisation of sulphur-free lignin, Industrial Crops and Products, 19, 271, 10.1016/j.indcrop.2003.10.008 He, 2015, Preparation of sulfomethylated softwood kraft lignin as a dispersant for cement admixture, RSC Advances, 5, 47031, 10.1039/C5RA04526F Hedges, 1985, Degradation of carbohydrates and lignins in buried woods, Geochimica et Cosmochimica Acta, 49, 701, 10.1016/0016-7037(85)90165-6 Hedjazi, 2009, Alkaline sulfite-anthraquinone (AS/AQ) pulping of wheat straw and totally chlorine free (TCF) bleaching of pulps, Industrial Crops and Products, 29, 27, 10.1016/j.indcrop.2008.03.013 Helander, 2013, Fractionation of technical lignin: molecular mass and ph effects, BioRes-ources, 8, 2270 Holmberg, 1935, Etyllignin och thioglykolsyre, Svensk Kem. Tidskr, 57, 58 Hu, 2011, Methods to improve lignin's reactivity as a phenol substiture and as replacement for other phenolic compounds: a brief review, BioResources, 6, 3515, 10.15376/biores.6.3.Hu Inwood, 2017, Production of sulfur containing kraft lignin products, BioResources, 13, 53, 10.15376/biores.13.1.53-70 Joelsson, 2012, Reductions in greenhouse gas emissions and oil use by DME (Di-methyl ether) and FT (Fischer-Tropsch) diesel production in chemical pulp mills, Energy, 39, 363, 10.1016/j.energy.2012.01.001 Konduri, 2015, Production of water-soluble hardwood kraft lignin via sulfomethylation using formaldehyde and sodium sulfite, ACS Sustainable Chemistry & Engineering, 3, 1172, 10.1021/acssuschemeng.5b00098 Laurichesse, 2014, Chemical modification of lignins: towards biobased polymers, Progress in Polymer Science, 39, 1266, 10.1016/j.progpolymsci.2013.11.004 Liu, 2015, Understanding different roles of lignosulfonate in dispersing clay minerals in coal flotation using deionised water and saline water, Fuel, 142, 235, 10.1016/j.fuel.2014.10.082 Ma, 2011, An approach to improve the application of acid-insoluble lignin from rice hull in phenol-formaldehyde resin, Colloids and Surfaces A: Physicochemical and Engineering Aspects, 377, 284, 10.1016/j.colsurfa.2011.01.006 Mansouri, 2007, Lignin-based polycondensation resins for wood adhesives, Journal of Applied Polymer Science, 103, 1690, 10.1002/app.25098 Matsushita, 2015, Conversion of technical lignins to functional materials with retained polymeric properties, Journal of Wood Science, 61, 230, 10.1007/s10086-015-1470-2 Matsushita, 2009, Solubilization and functionalization of sulfuric acid lignin generated during bioethanol production from woody biomass, Bioresource Technology, 100, 1024, 10.1016/j.biortech.2008.07.026 Matsushita, 2004, Application of cationic polymer prepared from sulfuric acid lignin as a retention aid for usual rosin sizes to neutral papermaking, Journal of Wood Science, 50, 540, 10.1007/s10086-003-0602-2 Matsushita, 2004, Journal of Wood Science, 50, 136, 10.1007/s10086-003-0543-9 Matsushita, 2005, Preparation and evaluation of lignosulfonates as a dispersant for gypsum paste from acid hydrolysis lignin, Bioresource Technology, 96, 465, 10.1016/j.biortech.2004.05.023 Pang, 2008, Influence of oxidation, hydroxymethylation and sulfomethylation on the physicochemical properties of calcium lignosulfonate, Colloids and Surfaces A: Physicochemical and Engineering Aspects, 312, 154, 10.1016/j.colsurfa.2007.06.044 Rajalaxmi, 2010, Synthesis of novel water-soluble sulfonated cellulose, Carbohydrate Research, 345, 284, 10.1016/j.carres.2009.09.037 Saito, 2012, Turning renewable resources into value-added polymer: development of lignin-based thermoplastic, Green Chemistry, 14, 3295, 10.1039/c2gc35933b Xie, 2011, Sulfonation of liquefied wood and suspension property of its product in seed coating agent, Journal of Dispersion Science and Technology, 32, 1213, 10.1080/01932691.2010.505534 Yasuda, 1998, Ready chemical conversion of acid hydrolysis lignin into water-soluble, Journal of Wood Science, 44, 126, 10.1007/BF00526256 Yu, 2013, Preparation of concrete superplasticizer by oxidation-sulfomethylation of sodium lignosulfonate, BioResources, 8, 1055, 10.15376/biores.8.1.1055-1063 Zhang, 2013, Lignin-alginate polyampholyte, BioResources, 8, 3544 Zoumpoulakis, 2001, Ion exchange resins from phenol/formaldehyde resin-modified lignin, Polymer International, 50, 277, 10.1002/pi.621