Abstract
Environmental application of lignin in the cleanup of wastewater has gained considerable attention in recent years due to the existence of phenyl, carboxyl and hydroxyl groups in lignin’s macromolecules, which accounts for many possible adsorption interactions between lignin and various pollutants. The design and development of modified lignin-based materials as cost-effective polymeric adsorbents is a hot topic in adsorption science. This article highlights the literature during the past decade in the use of modified lignin-based materials for dye, heavy metal, and some other pollutants removal from the aqueous phase. Lists of modified lignin-based adsorbents with their adsorption capacity/removal efficiency of various pollutants and the operating conditions have been collected and discussed. The interaction mechanism involved between the modified lignin and the pollutants in water has also been elucidated by interpreting the adsorption isothermal and kinetic models.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
References
Abe A, Dusek K, Kobayashi S (2010) Biopolymers: lignin, proteins, bioactive nanocomposites. Springer, Berlin
Upton BM, Kasko AM (2016) Strategies for the conversion of lignin to high-value polymeric materials: review and perspective. Chem Rev 116:2275–2306
Holladay JE, White JF, Bozell JJ, Johnson D (2007) Top value-added chemicals from biomass—volume II—results of screening for potential candidates from biorefinery lignin. In: Pacific Northwest National Laboratory (PNNL), Richland, WA (US), 2007, Medium: ED; Size: PDFN
Zakzeski J, Bruijnincx PCA, Jongerius AL, Weckhuysen BM (2010) The catalytic valorization of lignin for the production of renewable chemicals. Chem Rev 110:3552–3599
Li Z, Zhang J, Qin L, Ge Y (2018) Enhancing antioxidant performance of lignin by enzymatic treatment with laccase. ACS Sustain Chem Eng 6:2591–2595
Calvo-Flores FG, Dobado JA (2010) Lignin as renewable raw material. Chemsuschem 3:1227–1235
Thakur VK, Thakur MK, Raghavan P, Kessler MR (2014) Progress in green polymer composites from lignin for multifunctional applications: a review. ACS Sustain Chem Eng 2:1072–1092
Rezakazemi M, Maghami M, Mohammadi T (2018) High loaded synthetic hazardous wastewater treatment using lab-scale submerged ceramic membrane bioreactor. Periodica Polytechnica Chem Eng 62:299–304
Rezakazemi M, Khajeh A, Mesbah M (2018) Membrane filtration of wastewater from gas and oil production. Environ Chem Lett 16:367–388
Rezakazemi M, Dashti A, Riasat Harami H, Hajilari N (2018) Fouling-resistant membranes for water reuse. Environ Chem Lett 1–49
Azimi A, Azari A, Rezakazemi M, Ansarpour M (2017) Removal of heavy metals from industrial wastewaters: a review. Chem Bio Eng Rev 4:37–59
Shirazian S, Rezakazemi M, Marjani A, Moradi S (2012) Hydrodynamics and mass transfer simulation of wastewater treatment in membrane reactors. Desalination 286:290–295
Rezakazemi M, Shirazian S, Ashrafizadeh SN (2012) Simulation of ammonia removal from industrial wastewater streams by means of a hollow-fiber membrane contactor. Desalination 285:383–392
Gupta VK (2009) Application of low-cost adsorbents for dye removal—a review. J Environ Manage 90:2313–2342
Li Z, Xiao D, Ge Y, Koehler S (2015) Surface-functionalized porous lignin for fast and efficient lead removal from aqueous solution. ACS Appl Mater Interfaces 7:15000–15009
Rezakazemi M, Zhang Z (2018) 2.29 desulfurization materials A2. In: Dincer I (ed) Comprehensive energy systems. Elsevier, Oxford, pp 944–979
Rezakazemi M, Sadrzadeh M, Matsuura T (2018) Thermally stable polymers for advanced high-performance gas separation membranes. Progr Energy Combust Sci 66:1–41
Rezakazemi M, Marjani A, Shirazian S (2018) Organic solvent removal by pervaporation membrane technology: experimental and simulation. Environ Sci Poll Res
Rezakazemi M, Ebadi Amooghin A, Montazer-Rahmati MM, Ismail AF, Matsuura T (2014) State-of-the-art membrane based CO2 separation using mixed matrix membranes (MMMs): an overview on current status and future directions. Prog Polym Sci 39:817–861
Foroutan R, Esmaeili H, Abbasi M, Rezakazemi M, Mesbah M (2017) Adsorption behavior of Cu(II) and Co(II) using chemically modified marine algae. Environ Technol 1–9
Ge YY, Cui XM, Liao CL, Li ZL (2017) Facile fabrication of green geopolymer/alginate hybrid spheres for efficient removal of Cu(II) in water: batch and column studies. Chem Eng J 311:126–134
Saleh TA, Gupta VK (2014) Processing methods, characteristics and adsorption behavior of tire derived carbons: a review. Adv Colloid Interfac 211:93–101
Rafatullah M, Sulaiman O, Hashim R, Ahmad A (2010) Adsorption of methylene blue on low-cost adsorbents: a review. J Hazard Mater 177:70–80
Ahluwalia SS, Goyal D (2007) Microbial and plant derived biomass for removal of heavy metals from wastewater. Bioresource Technol 98:2243–2257
Deng S, Ting Y-P (2005) Characterization of PEI-modified biomass and biosorption of Cu(II), Pb(II) and Ni(II). Water Res 39:2167–2177
Ge YY, Qin L, Li ZL (2016) Lignin microspheres: an effective and recyclable natural polymer-based adsorbent for lead ion removal. Mater Des 95:141–147
Ge Y, Wu S, Qin L, Li Z (2016) Conversion of organosolv lignin into an efficient mercury ion adsorbent by a microwave-assisted method. J Taiwan Inst Chem Eng 63:500–505
Wawrzkiewicz M, Bartczak P, Jesionowski T (2017) Enhanced removal of hazardous dye form aqueous solutions and real textile wastewater using bifunctional chitin/lignin biosorbent. Int J Biol Macromol 99:754–764
Ge Y, Li Z, Kong Y, Song Q, Wang K (2014) Heavy metal ions retention by bi-functionalized lignin: synthesis, applications, and adsorption mechanisms. J Ind Eng Chem 20:4429–4436
Ge Y, Li Z (2018) Application of lignin and its derivatives in adsorption of heavy metal ions in water: a review. ACS Sustain Chem Eng 6:7181–7192
Laurichesse S, Avérous L (2014) Chemical modification of lignins: towards biobased polymers. Prog Polym Sci 39:1266–1290
Nair V, Panigrahy A, Vinu R (2014) Development of novel chitosan–lignin composites for adsorption of dyes and metal ions from wastewater. Chem Eng J 254:491–502
Albadarin AB, Collins MN, Naushad M, Shirazian S, Walker G, Mangwandi C (2017) Activated lignin-chitosan extruded blends for efficient adsorption of methylene blue. Chem Eng J 307:264–272
Lou T, Cui G, Xun J, Wang X, Feng N, Zhang J (2018) Synthesis of a terpolymer based on chitosan and lignin as an effective flocculant for dye removal. Coll Surf A 537:149–154
Li YL, Wu M, Wang B, Wu YY, Ma MG, Zhang XM (2016) Synthesis of magnetic lignin-based hollow microspheres: a highly adsorptive and reusable adsorbent derived from renewable resources. ACS Sustain Chem Eng 4:5523–5532
Couch RL, Price JT, Fatehi P (2016) Production of flocculant from thermomechanical pulping lignin via nitric acid treatment. ACS Sustain Chem Eng 4:1954–1962
Xu WJ, Zhang WS, Li Y, Li W (2016) Synthesis of acrylic-lignosulfonate resin for crystal violet removal from aqueous solution. Korean J Chem Eng 33:2659–2667
Wang Y, Xiong Y, Wang J, Zhang X (2017) Ultrasonic-assisted fabrication of montmorillonite-lignin hybrid hydrogel: highly efficient swelling behaviors and super-sorbent for dye removal from wastewater. Coll Surf A 520:903–913
Yu C, Wang F, Zhang C, Fu S, Lucia LA (2016) The synthesis and absorption dynamics of a lignin-based hydrogel for remediation of cationic dye-contaminated effluent. React Funct Polym 106:137–142
Kumari S, Chauhan GS, Monga S, Kaushik A, Ahn J-H (2016) New lignin-based polyurethane foam for wastewater treatment. RSC Adv 6:77768–77776
Feng Q, Cheng H, Chen F, Zhou X, Wang P, Xie Y (2016) Investigation of cationic dye adsorption from water onto acetic acid lignin. J Wood Chem Technol 36:173–181
Tang Y, Hu T, Zeng Y, Zhou Q, Peng Y (2015) Effective adsorption of cationic dyes by lignin sulfonate polymer based on simple emulsion polymerization: isotherm and kinetic studies. RSC Adv 5:3757–3766
Tang Y, Zeng Y, Hu T, Zhou Q, Peng Y (2016) Preparation of lignin sulfonate-based mesoporous materials for adsorbing malachite green from aqueous solution. J Environ Chem Eng 4:2900–2910
Song X, Chen F, Liu S (2016) A lignin-containing hemicellulose-based hydrogel and its adsorption behavior. BioResources 11:6378–6392
Luo H, Ren S, Ma Y, Fang G, Jiang G (2015) Preparation and properties of kraft lignin-N-isopropyl acrylamide hydrogel. BioResources 10:3507–3519
Adebayo MA, Prola LDT, Lima EC, Puchana-Rosero MJ, Cataluña R, Saucier C, Umpierres CS, Vaghetti JCP, da Silva LG, Ruggiero R (2014) Adsorption of Procion Blue MX-R dye from aqueous solutions by lignin chemically modified with aluminium and manganese. J Haz Mater 268:43–50
da Silva LG, Ruggiero R, Gontijo PdM, Pinto RB, Royer B, Lima EC, Fernandes THM, Calvete T (2011) Adsorption of Brilliant Red 2BE dye from water solutions by a chemically modified sugarcane bagasse lignin. Chem Eng J 168:620–628
Guo K, Gao B, Li R, Wang W, Yue Q, Wang Y (2018) Flocculation performance of lignin-based flocculant during reactive blue dye removal: comparison with commercial flocculants. Environ Sci Pollut R 25:2083–2095
Ge Y, Song Q, Li Z (2015) A Mannich base biosorbent derived from alkaline lignin for lead removal from aqueous solution. J Ind Eng Chem 23:228–234
Li Z, Xiao D, Kong Y, Ge Y (2015) Enhancing lead adsorption capacity by controlling the chain length of alkyl amine grafted lignin. BioResources 10:2425–2432
Huang W-X, Zhang Y-H, Ge Y-Y, Qin L, Li Z-L (2017) Soft nitrogen and sulfur incorporated into enzymatic hydrolysis lignin as an environmentally friendly antioxidant and mercury adsorbent. BioResources 12:7341–7348
Quintana GC, Rocha GJM, Goncalves AR, Velasquez JA (2008) Evaluation of heavy metal removal by oxidised lignins in acid media from various sources. BioResources 3:1092–1102
Peternele WS, Winkler-Hechenleitner AA, Pineda EAG (1999) Adsorption of Cd(II) and Pb(II) onto functionalized formic lignin from sugar cane bagasse. Bioresource Technol 68:95–100
Dizhbite T, Jashina L, Dobele G, Andersone A, Evtuguin D, Bikovens O, Telysheva G (2013) Polyoxometalate (POM)-aided modification of lignin from wheat straw biorefinery. Holzforschung 67:539–547
Li Z, Pang Y, Ge Y, Qiu X (2011) Evaluation of steric repulsive force in the aqueous dispersion system of dimethomorph powder with lignosulfonates via X-ray photoelectron spectroscopy. J Phys Chem C 115:24865–24870
Li Z, Ge Y (2011) Extraction of lignin from sugar cane bagasse and its modification into a high performance dispersant for pesticide formulations. J Brazil Chem Soc 22:1866–1871
Xu F, Zhu TT, Rao QQ, Shui SW, Li WW, He HB, Yao RS (2017) Fabrication of mesoporous lignin-based biosorbent from rice straw and its application for heavy-metal-ion removal. J Environ Sci 53:132–140
Ge Y, Xiao D, Li Z, Cui X (2014) Dithiocarbamate functionalized lignin for efficient removal of metallic ions and the usage of the metal-loaded bio-sorbents as potential free radical scavengers. J Mater Chem A 2:2136–2145
Li Z, Kong Y, Ge Y (2015) Synthesis of porous lignin xanthate resin for Pb2 + removal from aqueous solution. Chem Eng J 270:229–234
Liang F-B, Song Y-L, Huang C-P, Zhang J, Chen B-H (2013) Adsorption of hexavalent chromium on a lignin-based resin: equilibrium, thermodynamics, and kinetics. J Environ Chem Eng 1:1301–1308
Parajuli D, Inoue K, Ohto K, Oshima T, Murota A, Funaoka M, Makino K (2005) Adsorption of heavy metals on crosslinked lignocatechol: a modified lignin gel. React Funct Polym 62:129–139
Qin L, Ge Y, Deng B, Li Z (2017) Poly(ethylene imine) anchored lignin composite for heavy metals capturing in water. J Taiwan Inst Chem Eng 71:84–90
Klapiszewski L, Siwinska-Stefanska K, Kolodynska D (2017) Preparation and characterization of novel TiO2/lignin and TiO2-SiO2/lignin hybrids and their use as functional biosorbents for Pb(II). Chem Eng J 314:169–181
Li Z, Ge Y, Wan L (2015) Fabrication of a green porous lignin-based sphere for the removal of lead ions from aqueous media. J Haz Mater 285:77–83
Li Z, Chen J, Ge Y (2017) Removal of lead ion and oil droplet from aqueous solution by lignin-grafted carbon nanotubes. Chem Eng J 308:809–817
Klapiszewski L, Bartczak P, Wysokowski M, Jankowska M, Kabat K, Jesionowski T (2015) Silica conjugated with kraft lignin and its use as a novel ‘green’ sorbent for hazardous metal ions removal. Chem Eng J 260:684–693
Yao Q, Xie J, Liu J, Kang H, Liu Y (2014) Adsorption of lead ions using a modified lignin hydrogel. J Polym Res 21:465
Peternele WS, Winkler-Hechenleitner AA, Gómez Pineda EA (1999) Adsorption of Cd(II) and Pb(II) onto functionalized formic lignin from sugar cane bagasse. Bioresour Technol 68:95–100
Cui J, Sun H, Wang X, Sun J, Niu M, Wen Z (2015) Preparation of siliceous lignin microparticles from wheat husks with a facile method. Ind Crop Prod 74:689–696
Saad R, Radovic-Hrapovic Z, Ahvazi B, Thiboutot S, Ampleman G, Hawari J (2012) Sorption of 2,4-dinitroanisole (DNAN) on lignin. J Environ Sci 24:808–813
Chen GF, Liu MH (2012) Adsorption of L-lysine from aqueous solution by spherical lignin beads: kinetics and equilibrium studies. BioResources 7:298–314
Żółtowska-Aksamitowska S, Bartczak P, Zembrzuska J, Jesionowski T (2018) Removal of hazardous non-steroidal anti-inflammatory drugs from aqueous solutions by biosorbent based on chitin and lignin. Sci Total Environ 612:1223–1233
Kozhevnikov AY, Ul’yanovskaya SL, Semushina MP, Pokryshkin SA, Ladesov AV, Pikovskoi II, Kosyakov DS (2017) Modification of sulfate lignin with sodium periodate to obtain sorbent of 1,1-dimethylhydrazine. Russ J Appl Chem + 90:516–521
Acknowledgements
Financial support from the National Natural Science Foundation of China (No. 21264002, 21464002), and Guangxi Natural Science Foundation (No. 2015GXNSFBA139215, 2016GXNSFAA380329) is gratefully acknowledged.
Author information
Authors and Affiliations
Corresponding authors
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2019 Springer Nature Switzerland AG
About this chapter
Cite this chapter
Li, Z., Ge, Y., Zhang, J., Xiao, D., Wu, Z. (2019). Chemical Modification of Lignin and Its Environmental Application. In: Inamuddin, Thomas, S., Kumar Mishra, R., Asiri, A. (eds) Sustainable Polymer Composites and Nanocomposites. Springer, Cham. https://doi.org/10.1007/978-3-030-05399-4_45
Download citation
DOI: https://doi.org/10.1007/978-3-030-05399-4_45
Published:
Publisher Name: Springer, Cham
Print ISBN: 978-3-030-05398-7
Online ISBN: 978-3-030-05399-4
eBook Packages: Chemistry and Materials ScienceChemistry and Material Science (R0)