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Two-Step Modification Pathway for Inducing Lignin-Derived Dispersants and Flocculants

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Abstract

Kraft lignin is an underutilized material mainly combusted in the pulping industry. Its conversion to value-added products for further end-use applications is limited due to its insolubility in water. In this work, the modification of kraft lignin (KL) was conducted through oxidation and carboxymethylation to generate anionic water-soluble lignin (OKL, and CMKL, respectively). The results indicated that these biopolymers acted as effective dispersants in an aluminum oxide suspension. Subsequently, generated biomaterials were polymerized with acrylamide monomer to generate flocculants (i.e., OKL-AM and CMKL-AM) for the aluminum oxide suspension. The properties of polymers were characterized extensively, and the polymerization of OKL and CMKL with acrylamide increased the molecular weight (Mw) of the biomaterials from 16 × 103 and 28 × 103 to 684 × 103 and 387 × 103 g/mol, respectively. Flocculation studies under stirring revealed that the chord length of aluminum oxide particles increased substantially by treating the suspension with the OKL-AM polymer. The reflocculation analysis provided further insight into the reversibility and high strength of formed flocs. Our results confirmed that by following a one-step reaction, a lignin-based dispersant could be generated, and further polymerizing the biomaterials (i.e., dispersants) would make it a valuable flocculant. This investigation confirms a versatile and environmentally friendly pathway to convert a waste material (i.e., lignin) to a green dispersant and flocculant.

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Data Availability

This paper contains a supplementary material that includes one figure and its associated discussion on the NMR analysis of the produced lignin derived polymers. The datasets generated during and/or analysed during the current study are available from the corresponding author on reasonable request.

References

  1. Shrestha, S., Kognou, A.L.M., Zhang, J., Qin, W.: Different facets of lignocellulosic biomass including pectin and its perspectives. Waste Biomass Valori. 12, 1–19 (2020)

    Google Scholar 

  2. Kumar, A., Adamopoulos, S., Jones, D., Amiandamhen, S.O.: Forest biomass availability and utilization potential in Sweden: a review. Waste Biomass Valoriz. 12, 65–80 (2021)

    Article  Google Scholar 

  3. Lim, H.Y., Yusup, S., Loy, A.C.M., Samsuri, S., Ho, S.S.K., Manaf, A.S.A., Lam, S.S., Chin, B.L.F., Acda, M.N., Unrean, P., Rianawati, E.: Review on conversion of lignin waste into value-added resources in tropical countries. Waste Biomass Valoriz. 10, 1–18 (2020)

    Google Scholar 

  4. Zhou, X.: Oxidation of lignin-carbohydrate complex from bamboo with hydrogen peroxide catalyzed by Co (salen). Hem. Ind. 68, 541 (2014)

    Article  Google Scholar 

  5. Shin, E.W., Rowell, R.M.: Cadmium ion sorption onto lignocellulosic biosorbent modified by sulfonation: the origin of sorption capacity improvement. Chemosphere 60, 1054–1061 (2005)

    Article  Google Scholar 

  6. Hu, L., Pan, H., Zhou, Y., Zhang, M.: Methods to improve lignin’s reactivity as a phenol substitute and as replacement for other phenolic compounds: a brief review. BioResources 6, 3515–3525 (2011)

    Article  Google Scholar 

  7. Konduri, M.K., Kong, F., Fatehi, P.: Production of carboxymethylated lignin and its application as a dispersant. Eur. Polym. J. 70, 371–383 (2015)

    Article  Google Scholar 

  8. He, W., Gao, W., Fatehi, P.: Oxidation of kraft lignin with hydrogen peroxide and its application as a dispersant for kaolin suspensions. ACS Sustain. Chem. Eng. 5, 10597–10605 (2017)

    Article  Google Scholar 

  9. He, W., Fatehi, P.: Preparation of sulfomethylated softwood kraft lignin as a dispersant for cement admixture. RSC Adv. 5, 47031–47039 (2015)

    Article  Google Scholar 

  10. Nagieb, Z.A.: Demethylation of thiolignin by reaction with potassium dichromate: a kinetic study. Wood Sci. Technol. 19, 233–242 (1985)

    Article  Google Scholar 

  11. Olivares, M.A.R.C.E.L.A., Guzman, J.A., Natho, A.R.T.U.R.O., Saavedra, A.: Kraft lignin utilization in adhesives. Wood Sci. Technol. 22, 157–165 (1988)

    Article  Google Scholar 

  12. Sun, R., Lawther, J.M., Banks, W.B.: The effect of alkaline nitrobenzene oxidation conditions on the yield and components of phenolic monomers in wheat straw lignin and compared to cupric (II) oxidation. Ind. Crop. Prod. 4, 241–254 (1995)

    Article  Google Scholar 

  13. Mahmood, N., Yuan, Z., Schmidt, J., Xu, C.C.: Depolymerization of lignins and their applications for the preparation of polyols and rigid polyurethane foams: a review. Renew. Sustain. Energy Rev. 60, 317–329 (2016)

    Article  Google Scholar 

  14. Araujo, E., Rodríguez-Malaver, A.J., González, A.M., Rojas, O.J., Peñaloza, N., Bullón, J., Dmitrieva, N.: Fenton’s reagent-mediated degradation of residual Kraft black liquor. Appl. Biochem. Biotechnol. 97, 91–103 (2002)

    Article  Google Scholar 

  15. Dalimova, G.N.: Oxidation of hydrolyzed lignin from cotton-seed husks by hydrogen peroxide. Chem. Nat. Compd. 41, 85–87 (2005)

    Article  Google Scholar 

  16. Da Silva, L.G., Ruggiero, R., Gontijo, P.D.M., Pinto, R.B., Royer, B., Lima, E.C., Calvete, T.: Adsorption of Brilliant Red 2BE dye from water solutions by a chemically modified sugarcane bagasse lignin. Chem. Eng. J. 168, 620–628 (2011)

    Article  Google Scholar 

  17. Cerrutti, B.M., De Souza, C.S., Castellan, A., Ruggiero, R., Frollini, E.: Carboxymethyl lignin as stabilizing agent in aqueous ceramic suspensions. Ind. Crop. Prod. 36, 108–115 (2012)

    Article  Google Scholar 

  18. Singh, V., Tiwari, A., Pandey, S., Singh, S.K.: Microwave-accelerated synthesis and characterization of potato starch-g-poly (acrylamide). Starch-Stärke 58, 536–543 (2006)

    Article  Google Scholar 

  19. Lee, B., Schlautman, M.: Effects of polymer molecular weight on adsorption and flocculation in aqueous kaolinite suspensions dosed with nonionic polyacrylamides. Water 7, 5896–5909 (2015)

    Article  Google Scholar 

  20. Bahrpaima, K., Fatehi, P.: Synthesis and characterization of carboxyethylated lignosulfonate. Chemsuschem 11, 2967–2980 (2018)

    Article  Google Scholar 

  21. Bahrpaima, K., Fatehi, P.: Preparation and coagulation performance of carboxypropylated and carboxypentylated lignosulfonates for dye removal. Biomolecules 9, 383 (2019)

    Article  Google Scholar 

  22. Kong, F., Wang, S., Price, J.T., Konduri, M.K.R., Fatehi, P.: Water soluble kraft lignin–acrylic acid copolymer: synthesis and characterization. Green Chem. 17, 4355 (2015)

    Article  Google Scholar 

  23. Price, J.T., Gao, W., Fatehi, P.: Lignin-g-poly (acrylamide)-g-poly (diallyldimethyl-ammonium chloride): synthesis characterization and applications. ChemistryOpen 7, 645–658 (2018)

    Article  Google Scholar 

  24. Kouisni, L., Holt-Hindle, P., Maki, K., Paleologou, M.: The lignoforce system: a new process for the production of high-quality lignin from black liquor. J. Sci. Technol. For. Prod. Process. 2, 6–10 (2012)

    Google Scholar 

  25. Lange, W., Schweers, W.: The carboxymethylation of organosolv and kraft lignins. Wood Sci. Technol. 14, 1–7 (1980)

    Article  Google Scholar 

  26. Aldajani, M., Alipoormazandarani, N., Kong, F., Fatehi, P.: Acid hydrolysis of kraft lignin-acrylamide polymer to improve its flocculation affinity. Sep. Purif. Technol. 258, 117964 (2021)

    Article  Google Scholar 

  27. Fadeeva, V.P., Tikhova, V.D., Nikulicheva, O.N.: Elemental analysis of organic compounds with the use of automated CHNS analyzers. J. Anal. Chem. 63, 1094–1106 (2008)

    Article  Google Scholar 

  28. Jahan, M.S., Liu, Z., Wang, H., Saeed, A., Ni, Y.: Isolation and characterization of lignin from prehydrolysis liquor of kraft-based dissolving pulp production. Cellul. Chem. Technol. 46, 261–267 (2012)

    Google Scholar 

  29. Peng, X.W., Ren, J.L., Zhong, L.X., Peng, F., Sun, R.C.: Xylan-rich hemicelluloses-graft-acrylic acid ionic hydrogels with rapid responses to pH, salt, and organic solvents. J. Agric. Food Chem. 59, 8208–8215 (2011)

    Article  Google Scholar 

  30. Fengel, D., Wegener, G.: Wood Chemistry, Ultrastructure, Reactions. Walter de Gruyter, Berlin (1984)

    Google Scholar 

  31. Wang, B.Y., Lim, D.S., Oh, Y.J.: Effect of the molecular weight of dispersant to the slurry for lead-free transparent dielectric films. Mol. Cryst. Liq. Cryst. 514, 190–520 (2009)

    Article  Google Scholar 

  32. Alfano, J.C., Carter, P.W., Gerli, A.: Characterization of the flocculation dynamics in a papermaking system by non-imaging reflectance scanning laser microscopy (SLM). Nord. Pulp Pap. Res. J. 13, 159–165 (1998)

    Article  Google Scholar 

  33. Alfano, J.C., Carter, P.W., Whitten, J.E.: Use of scanning laser microscopy to investigate microparticle flocculation performance. J. Pulp Pap. Sci. 25, 189–195 (1999)

    Google Scholar 

  34. Chien, S.N., Amidon, T.E., Lai, Y.Z.: Fractionation of wood polymers by carboxymethylation: exploring the strategy. TAPPI J. 11, 29–37 (2012)

    Article  Google Scholar 

  35. Gellerstedt, G., Agnemo, R.: The reactions of lignin with alkaline hydrogen peroxide. Part III: The oxidation of conjugated carbonyl structures. Acta Chem. Scand. B. 34, 4 (1980)

    Google Scholar 

  36. Wu, H., Chen, F., Feng, Q., Yue, X.: Oxidation and sulfomethylation of alkali-extracted lignin from corn stalk. BioResources 7, 2742–2751 (2012)

    Google Scholar 

  37. Kim, U., Carty, W.M.: Effect of polymer molecular weight on adsorption and suspension rheology. J. Ceram. Soc. Jpn. 124, 484–488 (2016)

    Article  Google Scholar 

  38. Singh, R.P., Nayak, B.R., Biswal, D.R., Tripathy, T., Banik, K.: Biobased polymeric flocculants for industrial effluent treatment. Mater. Res. Innov. 7, 331–340 (2003)

    Article  Google Scholar 

  39. Wiśniewska, M., Chibowski, S., Urban, T.: Impact of anionic and cationic polyacrylamide on the stability of aqueous alumina suspension—comparison of adsorption mechanism. Colloid Polym. Sci. 293, 1171–1179 (2015)

    Article  Google Scholar 

  40. Konduri, M.K., Fatehi, P.: Dispersion of kaolin particles with carboxymethylated xylan. Appl. Clay Sci. 137, 183–191 (2017)

    Article  Google Scholar 

  41. Tyliszczak, B., Sobczak-Kupiec, A., Bialik-Was, K., Kasprzyk, W.: Stabilization of ceramics particles with anionic polymeric dispersants. J. Nanosci. Nanotechnol. 12, 9312–9318 (2012)

    Article  Google Scholar 

  42. Hubbe, M.A., Hasan, S.H., Ducoste, J.J.: Cellulosic substrates for removal of pollutants from aqueous systems: a review. Metals. BioResources 6, 2161–2287 (2011)

    Article  Google Scholar 

  43. Li, Z., Ge, Y.: Extraction of lignin from sugar cane bagasse and its modification into a high performance dispersant for pesticide formulations. J. Braz. Chem. Soc. 22, 1866–1871 (2011)

    Article  Google Scholar 

  44. Divakaran, R., Pillai, V.S.: Flocculation of kaolinite suspensions in water by chitosan. Water Res. 35, 3904–3908 (2001)

    Article  Google Scholar 

  45. Wong, S.S., Teng, T.T., Ahmad, A.L., Zuhairi, A., Najafpour, G.: Treatment of pulp and paper mill wastewater by polyacrylamide (PAM) in polymer induced flocculation. J. Hazard. Mater. 135, 378–388 (2006)

    Article  Google Scholar 

  46. Araki, J., Wada, M., Kuga, S., Okano, T.: Flow properties of microcrystalline cellulose suspension prepared by acid treatment of native cellulose. Colloid. Surf. A 142, 75–82 (1998)

    Article  Google Scholar 

  47. Sharma, S., Shukla, P., Misra, A., Mishra, P.R.: Interfacial and colloidal properties of emulsified systems: pharmaceutical and biological perspective. Colloid Interface Sci. Pharm. Res. Dev. 154, 149–172 (2014)

    Article  Google Scholar 

  48. Blanco, A., Fuente, E., Negro, C., Tijero, J.: Flocculation monitoring: focused beam reflectance measurement as a measurement tool. Can. J. Chem. Eng. 80, 734–740 (2002)

    Google Scholar 

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Acknowledgements

The authors would like to thank, NSERC Canada, Canada Research Chair, Northern Ontario Heritage Fund Corporation, and Canada Foundation for Innovation for supporting this research.

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  1. Department of Chemical Engineering, Lakehead University, 955 Oliver Road, Thunder Bay, ON, P7B 5E1, Canada

    Malak Aldajani, Niloofar Alipoormazandarani & Pedram Fatehi

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  1. Malak Aldajani
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Aldajani, M., Alipoormazandarani, N. & Fatehi, P. Two-Step Modification Pathway for Inducing Lignin-Derived Dispersants and Flocculants. Waste Biomass Valor 13, 1077–1088 (2022). https://doi.org/10.1007/s12649-021-01579-8

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